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Superb independent house with A/C, WIFI, private pool, TV, pets allowed, close to San Gimignano

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    2
  • Floor Area
    150 m2
  • Private Pool
From € 296per Night

Description

Anilde, Holiday Home with Pool, Wifi, Tuscany is a nice stone building (150 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to eight guests comfortably in four bedrooms with two bathrooms. Conveniently located 7 km (4 mi) from Colle Di Val D’elsa, Italy in the tourist area "San Gimignano And Surroundings" and only 23 km (14 mi) from San Gimignano.

What to Expect
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people.

Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 23 km (14 mi), Siena 28 km (17 mi), Greve In Chianti 50 km (31 mi), Florence 57 km (36 mi) and Montalcino 68 km (42 mi).

Some other major tourist destinations you should consider visiting are: Florence 57 km (36 mi), Viareggio 152 km (94 mi), Forte Dei Marmi 159 km (99 mi), Rome 267 km (166 mi), Milan 352 km (219 mi) and Naples 457 km (284 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Anilde, Holiday Home with Pool, Wifi, Tuscany. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 21 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 70 km (44 mi), Pisa (psa) 105 km (65 mi), Bologna (blq) 157 km (98 mi), Roma Ciampino (cia) 276 km (171 mi) and Roma Fiumicino (fco) 288 km (179 mi).


Anilde, Holiday Home with Pool, Wifi, Tuscany

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Multi-unit accommodation with A/C, pool, WIFI, TV, patio, panoramic view, near San Gimignano

  -10% Special Offer
  • Accommodation
    3
  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    3
  • Swimming Pool
5 /5 Excellent 8 Reviews
Someone else is looking at this property right now!
€ 181 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Suite del Duca 2 1 1 100 m2 € 235 /Night
  Ermitage 2 1 1 55 m2 € 218 /Night
  Appartamento dei Cavalieri 2 1 1 45 m2 € 181 /Night
All 3 Accommodations 6 3 3

Description

Conveniently located 8 km (5 mi) from Colle Di Val D’elsa, Italy in the tourist area "San Gimignano And Surroundings" and only 17 km (10 mi) from San Gimignano. Property Agriturismo La Pieve is a nice property that includes WiFi internet, air conditioning and pool. The villa / farmhouse / home has been divided into a total of three separate apartments. The property can sleep up to six people comfortably in three bedrooms with three bathrooms. There is a golf course nearby if you'd like to get in a round or two while on vacation.

What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property perfect for a peaceful holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a barbecue grill and patio. Each apartment has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. Many people traveling with friends prefer a multi-unit property where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters.

Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 17 km (10 mi), Siena 37 km (23 mi), Greve In Chianti 51 km (32 mi), Florence 57 km (36 mi) and Montalcino 73 km (45 mi).

Some other major tourist destinations you should consider visiting are: Florence 57 km (36 mi), Viareggio 153 km (95 mi), Forte Dei Marmi 160 km (99 mi), Rome 271 km (169 mi), Venice 309 km (192 mi) and Milan 352 km (219 mi).

Additional Information
Check-In Time: 14:30 - 21:00
Check-Out Time: 06:00 - 10:00
Pool Open: 1 April - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 73 km (45 mi), Pisa (psa) 91 km (57 mi), Bologna (blq) 154 km (96 mi), Roma Ciampino (cia) 280 km (174 mi) and Genova (goa) 293 km (182 mi).


Agriturismo La Pieve

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Superb private property with WIFI, A/C, pool, TV, patio and panoramic view, near San Gimignano

  • Sleeps
    39
  • Bedrooms
    18
  • Bathrooms
    13
  • Swimming Pool
From € 3200 per Night

Description

Quaint, bright, and colourful, Antico Borgo San Lorenzo is an impossibly charming property in the Tuscan countryside, just 16km from the famous walled medieval city of San Gimignano and 5km from the pretty town of Colle Di Val D'elsa, that houses up to 39 guests in a total of 11 independent apartments. A maximum of 80 guests can be welcomed outside. Organising a destination wedding in this beautiful Tuscan wedding villa, therefore, is a little like having a picturesque little Tuscan town all to yourself for you, your friends, and families yo enjoy! If you've dreamed of getting married in Tuscany and you're looking for buckets of character and a wonderfully romantic wedding venue then look no further!

With its amazing Medieval Country Church, the Borgo offers the possibility of having Catholic Ceremonies on site, as well as symbolic ceremonies or blessings with a stunning view over the Tuscan hills.
It is also possible to have a civil legally binding ceremony in the nearby Fortress of Poggibonsi (5 minutes away) or in the nearby Town Halls ( Poggibonsi, San Gimignano, Monteriggioni).

Perfectly situated to explore the rest of Tuscany, there are endless spots nearby to get stunning wedding photos to commemorate your unforgettable Tuscany wedding. From rolling hills, to pretty towns, to fields of bobbing sunflowers, to country roads lined with tall cypress trees, to vineyards unfolding in valleys around, this part of the world makes for the most magical setting and provides the loveliest backdrops for your special day. The property of Antico Borgo San Lorenzo itself is made up of several historic stone buildings set among cypress trees, oaks, and lush greenery in a position that boasts views over those famous rolling hills and pastoral landscapes of the Tuscan countryside. When it comes to the accommodation, Antico Borgo San Lorenzo makes for a top wedding venue with eleven brilliant different apartments to house your friends and families, including:

Cipresso - max capacity: 5 bedrooms: 2 bathrooms: 1
Rosa Bianca - max capacity: 10 bedrooms:5 bathrooms:3
Fico - max capacity: 4 bedrooms: 2 bathrooms: 1
Ginestra max capacity: 5 bedrooms: 2 bathrooms: 1
Alloro - max capacity: 3 bedrooms: 1 bathrooms: 1
Albicocco - max capacity: 2 bedrooms: 1 bathrooms: 1
Granaio - max capacity: 2 bedrooms: 1 bathrooms: 1
Girasole - max capacity: 2 bedrooms: 1 bathrooms: 1
Bedroom Lilla - max capacity: 2 bedrooms: 1 bathrooms: 1
Bedroom Melo - max capacity: 2 bedrooms: 1 bathrooms: 1
Bedroom Iris - max capacity:2 bedrooms: 1 bathrooms: 1

On the grounds there is a private swimming pool to enjoy and lounge around in the days around the wedding ceremony, lawns where games can be played, an Italian garden where wedding ceremonies and symbolic ceremonies can take place, a charming tiled terrace where tables can be set up for outdoor weddings and outdoor dining, and plenty of nice little nooks and crannies with tables and seats where your friends and families can relax and unwind throughout the duration of their stay in Tuscany. The benefit of a destination wedding in Italy is that everyone also gets to enjoy a holiday!

If you've been dreaming of getting married in Italy then get in touch and we'll help you plan the most romantic wedding possible at the lovely Antico Borgo San Lorenzo...

Additional Information:

Any event can be arranged in the garden of the property and will be at the total disposal of the guests.

Wedding Planner - A top wedding venue in Tuscany, Antico Borgo San Lorenzo is well set-up for weddings in Tuscany and all aspects of wedding planning can be arranged with a local wedding planner from wedding photography to entertainment and more. Whether you are interested in intimate weddings or organising an outdoor wedding, or having a wonderful luxury wedding or any other sort of destination wedding, a professional wedding planner can help you figure it out at this amazing wedding villa!

Reception - A restaurant is located on the property for guests and can be opened upon request. The catering service may be organized only by the owners and it will be possible to order breakfasts, pizza parties, BBQ's and wedding dinner ofcourse. The restaurant is closed for lunch.
If you need any additional rooms for your wedding guests, we can help you find suitable accommodations locally so than no one gets left out.

Pets - If you have an important four-legged guest to bring along to join in on the wedding ceremony and celebrations when you're getting married in Tuscany, that is not a problem, just be sure to ask permission prior to booking.

Check-In - Time: 15:00 - 18:30
Check-Out - Time: 09:00 - 10:00

Pool - Open: 15 April - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)

Nearest Airports - (Distances as the crow flies) Firenze Peretola (Flr) 65 km (40 mi), Pisa (Psa) 96 km (60 mi), Bologna (Blq) 145 km (90 mi), Roma Ciampino (Cia) 273 km (170 mi) and Genova (Goa) 285 km (177 mi).

Important notes:

* No eating or use of glasses by the pool area please.
* An extra fee is always due for ceremonies at the venue starting before 4:00 pm.
* Open bar is not included among our services. A professional drink service should be hired.
* The restaurant is not open at lunch.
* Daily cleaning is not included
* Pool towels are not included
* We provide table equipment (chairs, tables, plates, glasses) for 60 people maximum. Bigger groups need to be quoted separately in order to include extra rental costs.
* Car hiring is essential as taxis are very limited in this area.
* Siae - music tax - is compulsory in case and it is not included
* The cost of any legal ceremony documents are not included Antico Borgo San Lorenzo - Weddings And Events

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Fabulous independent holiday rental with private pool, WIFI, TV and patio, close to Greve In Chianti

  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    6
  • Floor Area
    200 m2
  • Private Pool
5 /5 Excellent 5 Reviews
Someone else is looking at this property right now!
From € 368per Night

Description

Property Villa Pietrafitta is a nice stone building (200 sq m) that includes WiFi internet and private pool. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms. Villa Pietrafitta is located 5 km (3 mi) from Castellina In Chianti, Italy and only 17 km (11 mi) from Greve In Chianti in the tourist area "Siena And Surroundings".

What to Expect
When you arrive you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. Regardless of how you spend your days - sightseeing, shopping, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Outdoors you will also find a patio and barbecue grill. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the nice Tuscan weather.

Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 17 km (11 mi), Siena 26 km (16 mi), San Gimignano 33 km (20 mi), Florence 46 km (28 mi) and Montalcino 68 km (42 mi).

Some other major tourist destinations you should consider visiting are: Florence 46 km (28 mi), Viareggio 140 km (87 mi), Forte Dei Marmi 147 km (91 mi), Rome 267 km (166 mi), Milan 340 km (211 mi) and Naples 458 km (284 mi).

Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 3 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 59 km (36 mi), Pisa (psa) 105 km (65 mi), Bologna (blq) 145 km (90 mi), Roma Ciampino (cia) 276 km (171 mi) and Genova (goa) 278 km (173 mi).

Additional Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques required to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.


The garden is fully enclosed. Villa Pietrafitta

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Superb private villa rental with private pool, WIFI, TV and patio, near San Gimignano

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    6
  • Floor Area
    450 m2
  • Private Pool
From € 696per Night

Description

Conveniently located 4 km (3 mi) from Le Grazie, Italy in the tourist area "San Gimignano And Surroundings" and only 17 km (11 mi) from San Gimignano. Holiday rental Casale del Timignano, Private Villa with Huge Gard is a nice property (450 sq m) that includes WiFi internet and private pool. The property can sleep up to 14 guests comfortably in seven bedrooms with six bathrooms.

The Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property ideal for a relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums. For your pleasure, on the grounds there is a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the beautiful Tuscan weather.

What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 17 km (11 mi), Siena 37 km (23 mi), Greve In Chianti 45 km (28 mi), Florence 58 km (36 mi) and Montalcino 73 km (45 mi).

Some other major tourist destinations you should consider visiting are: Florence 58 km (36 mi), Viareggio 152 km (94 mi), Forte Dei Marmi 159 km (99 mi), Rome 271 km (168 mi), Venice 308 km (191 mi) and Milan 352 km (218 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 70 km (44 mi), Pisa (psa) 89 km (55 mi), Bologna (blq) 157 km (97 mi), Roma Ciampino (cia) 280 km (174 mi) and Genova (goa) 290 km (180 mi).

Additional Services
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Casale del Timignano, Private Villa with Huge Gard. Ask for more details, including the extra cost and how to arrange this service.


The approximately 1km dirt access road is the old pilgrim road and in the woods, so it is not suitable for low or sports cars. Casale del Timignano, Private Villa with Huge Gard

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Wonderful house with A/C, WIFI, private pool, TV, patio and pets allowed, near Greve In Chianti

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    4
  • Floor Area
    450 m2
  • Private Pool
New Listing
In high demand!
From € 675per Night

Description

Property Summary

Castellare in Poggio is a captivating stone farmhouse vacation rental nestled in the heart of Chianti Classico, just 2 km from Castellina in Chianti, Italy. Set within the prestigious Castellare di Castellina estate, renowned for its premium Chianti Classico wines and olive oil, this remarkable property seamlessly blends traditional Tuscan architecture with contemporary comforts. Surrounded by olive groves, vineyards, and gently rolling hills, the villa commands breathtaking panoramic views of the Tuscan countryside that are truly unforgettable. The property comprises a main house and a separate single-story annex, offering generous space and privacy for families or groups alike. Guests benefit from a well-appointed yard enveloped in lush Mediterranean vegetation, creating an atmosphere of serene natural beauty. Connectivity is ensured through Internet WiFi access throughout the property, while a dedicated parking area shaded by cypress trees accommodates up to 5 vehicles, providing effortless convenience from the moment of arrival.

Outdoors

The outdoor spaces at Castellare in Poggio are a true celebration of the Tuscan landscape. The lush garden surrounding the property is planted with lavender, rosemary, jasmine, and cypress trees, creating a fragrant and visually stunning environment across multiple levels connected by charming stone paths and steps. A pergola adjacent to the living room offers a beautifully shaded alfresco dining area, perfect for long summer meals in the open air. At the lower level of the garden, to the rear of the main house, the oval-shaped non-heated swimming pool serves as a peaceful and inviting retreat. The pool measures 10 x 5 metres, with a depth ranging from 1.4 metres to 2.5 metres, and features chlorine filtration, a stone diving board, and a metal ladder for easy access. The surrounding pool terrace is paved with porphyry stone and equipped with sunbeds, as well as a pergola furnished with a stone table and bench, ideal for relaxing in the shade. External lighting ensures the pool area remains atmospheric and usable into the evening. The pool is open from the last Saturday of April to the first Saturday of October. Please note that photographs of the property were taken in spring, and therefore the flowering of plants and the colour of the garden grass may differ from what you observe upon arrival.

Unit Layout

Castellare in Poggio accommodates a maximum of 10 guests across 5 bedrooms and 4 bathrooms, distributed between the main house and the annex. The main house spans 3 floors, each thoughtfully arranged to provide comfort and functionality. On the first floor, the main entrance opens into a welcoming living room, followed by a fully equipped kitchen featuring French windows with direct access to the outside, a dining room, and a study complete with a piano. A bathroom with shower completes this level. On the second floor, guests will find a double bedroom and a twin bedroom that share a bathroom with shower, as well as a further double bedroom with a queen-size bed and a private ensuite bathroom with a bathtub. The ground floor houses a billiard room with a television and direct access to the garden, along with the laundry room, which benefits from its own independent entrance. The single-story annex offers a comfortable and self-contained living space comprising a living room with a kitchenette, a twin bedroom, a double bedroom, and a bathroom with shower, making it ideal for guests seeking a degree of additional privacy within the property.

Amenities Included

Castellare in Poggio is equipped with a comprehensive range of amenities designed to ensure a comfortable and enjoyable stay. Air conditioning is available in all bedrooms, providing a welcome respite during the warmer months of the Tuscan summer, while heating is also available for cooler periods. The laundry room on the ground floor of the main house is fitted with a washing machine, offering practical convenience for longer stays. In the kitchen, a dishwasher is available to make mealtimes effortless. Guests are also welcome to enjoy the private patio, an ideal space for outdoor relaxation and dining in complete privacy. Entertainment is well catered for, with Satellite TV available for guests to enjoy. The property is pet-friendly, welcoming animals subject to prior authorization from the owner, as detailed in the relevant house rules.

Other Information

Guests are kindly requested to seek prior authorization from the owner before bringing any animals to the property. Authorization requires advance communication of the number of animals, their size, and their breed. A maximum of 1 animal is permitted, and it must be small or medium-sized, weighing no more than 10 kg. Please be aware that all fireplaces and the wood-burning oven within the property are purely ornamental and are not available for use. The weekly rental rate includes utilities such as electricity, water, and gas for cooking purposes, as well as weekly linen service and both an initial and a final cleaning of the property. The rate also includes the Zer0Dep Guarantee, which means guests are not required to pay a security deposit either on balance or upon arrival. This guarantee provides EuropAssistance coverage in the event of accidental damage to the property during the stay, up to a maximum of 1,500.00 euros and subject to the limitations set out in the policy terms.

Distances and Attractions

Castellare in Poggio enjoys an exceptional location just 2 km from the charming hilltop town of Castellina in Chianti, where guests will find a selection of restaurants, wine bars, boutique shops, and local services. The property sits at the heart of the Chianti Classico wine region, one of Tuscany's most celebrated and scenic areas, offering guests the opportunity to explore world-class wineries, olive oil producers, and the iconic rolling landscapes that have made this corner of Italy famous across the globe.

Costs & Services

Included services
- Utilities (electricity, water, gas for cooking): included in the rental rate
- Weekly linen service: included in the rental rate
- Initial and final cleaning: included in the rental rate
- Zer0Dep Guarantee (EuropAssistance accidental damage coverage up to €1,500.00, subject to policy limitations): included in the rental rate

Extra costs
- Mandatory extra cleaning in case of animals: €50.00 per animal per week or part of a week (up to 1 animal, small or medium-sized, maximum 10 kg; prior owner authorization required)
- Tourism tax: where applicable, as required by local regulations

On request
- Extra cleaning: €22.00 per hour per cleaner
- Extra linen: €15.00 per person
- Heating: charged on consumption at current market prices
- Firewood: €15.00 per 100 kg Castellare in Poggio 10, Emma Villas

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Pretty villa with private pool, WIFI, TV and pets allowed, close to Greve In Chianti

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    4
  • Floor Area
    165 m2
  • Private Pool
New Listing
From € 737per Night

Description

Property Summary

Nestled in the rolling hills of Tuscany, Villa delle Upupe is an exceptional vacation rental set approximately 2 km from the charming borgo of Castellina in Chianti, Italy. Positioned atop a hill in the heart of the celebrated Chianti Classico region, this beautifully restored farmhouse occupies a privileged vantage point overlooking a breathtaking landscape of olive groves, vineyards, and dense woodland. The property sits within the prestigious Castellare di Castellina estate, a well-established farm covering approximately 80 hectares and renowned for its production of extra virgin olive oil and some of the finest wines in Chianti. The exposed stone exterior gives way to a captivating interior where every room has been designed with meticulous attention to detail, featuring fine furnishings, carefully chosen accessories, and upholstery that evokes the unmistakable hues of the Sienese countryside. The villa benefits from a generous yard that harmoniously blends into the surrounding natural landscape, providing a serene and private outdoor retreat. Connectivity is ensured through Internet WiFi, allowing you to remain in touch while enjoying the tranquillity of the Tuscan countryside. Private parking is available on the property, offering convenience upon arrival and throughout your stay.

Outdoors

The garden surrounding Villa delle Upupe adapts gracefully to the natural slope of the terrain, seamlessly merging with the vineyards, woods, and hills that form its picturesque boundaries. Lavender bushes, wild roses, jasmine, strawberry trees, aromatic herbs, and borders of rosemary frame the dry stone walls and short stone paths, creating a fragrant and visually stunning outdoor environment. A panoramic pergola positioned just outside the living room French windows provides an ideal setting for relaxing in the shade and enjoying the sweeping views of the Chianti hills, particularly at sunset. The rectangular swimming pool, which is non-heated, is located behind the villa on lower terracing and is reached by descending a few steps near the pergola. Lined in grey PVC, it measures 3 x 9 metres with a depth ranging from 1.40 to 1.60 metres, and features 3 steps for easy water access along with a chlorine purification system. The sunbathing area surrounding the pool combines stone paving and lawn, and is furnished with sunbeds and umbrellas. Dry stone walls and a thick screen of vines provide natural enclosure on either side, enhancing the sense of privacy. A cold-water outdoor shower is also available. The pool is accessible from the last Saturday in April to the first Saturday in October. Please note that the property photographs were taken in spring, so the appearance of flowering plants and garden grass may differ at the time of your arrival.

Unit Layout

Villa delle Upupe is configured across 2 floors that follow the natural slope of the terrain, connected by both internal and external staircases, and can comfortably accommodate up to 8 guests across 4 bedrooms and 4 bathrooms. The main entrance is located on the ground floor, which houses 2 double bedrooms and 1 twin bedroom, each with its own private bathroom. Of these 3 bathrooms, 2 are fitted with a shower and 1 features both a bathtub and a shower. Descending to the lower floor, you are welcomed into an elegant living room complete with an ornamental fireplace, alongside a dining room, both of which face the back garden. From the dining room, a few steps lead down to the fully equipped kitchen and to a room that serves as both a pantry and laundry area. The lower floor is completed by a 4th bedroom featuring a double divisible bed, an ensuite bathroom with shower, and a separate toilet. Both floors benefit from direct outside access, a distinctive architectural feature resulting from the property's adaptation to the sloping terrain, with the lower floor rooms opening directly onto the private garden.

Amenities Included

Villa delle Upupe is equipped with a comprehensive range of amenities to ensure a comfortable and convenient stay. The kitchen and laundry facilities are well appointed, including a dishwasher and a washing machine, making longer stays particularly practical. The villa operates an underfloor refrigeration and heating system, ensuring a pleasant indoor climate throughout the seasons, with heating available as required. For entertainment, the property is equipped with Satellite TV, allowing you to enjoy a wide selection of channels during your downtime. Pets are welcome at the villa, making it an ideal choice for guests travelling with their animal companions.

Other Information

Villa delle Upupe has a separate entrance and is situated approximately 50 metres from the owners' villa, from which it is screened by hedges to ensure maximum privacy for guests. The property has been subjected to a technical inspection prior to the beginning of the season to verify the consistency of the description, the condition of all listed accessories, and their operational and maintenance status, guaranteeing quality, cleanliness, and comfort. The Emma Villas Concierge Team is available to assist with any emergencies or further information required during your stay, and all relevant contact numbers are provided with the booking documents. Guests travelling with pets should be aware that a maximum of 1 animal is permitted, of small to medium size with a maximum weight of 10 kg. Acceptance of animals must be previously authorised by the owner, who requires advance communication of the number of animals, their size, and breed. Please be aware that the access road to the property includes 1.2 km of unpaved road, and low-clearance vehicles are not recommended.

Distances and Attractions

Villa delle Upupe is located approximately 2 km from the historic borgo of Castellina in Chianti, where you can find local shops, restaurants, and services. The estate's own winery, open for tastings and the sale of wine and extra virgin olive oil, is also approximately 2 km from the farmhouse, offering a unique opportunity to discover the exceptional products of the Castellare di Castellina estate. The property is conveniently close to the scenic Chiantigiana road, a panoramic route connecting Siena to Florence that serves as an ideal starting point for day trips to the celebrated localities of Radda, Gaiole, Greve, and Panzano, each rich in art treasures, historic churches, and Renaissance villas set on scenic hillsides. The entire surrounding region of Chianti Classico is internationally renowned for its picture-postcard landscapes and the excellence of its wines, making the villa an exceptional base from which to explore one of Italy's most beloved and storied territories.

Costs & Services

Included services
- Utilities: electricity, water, and gas for cooking purposes are included in the rental price
- Weekly linen change included
- Initial and final cleaning included
- Zer0Dep Guarantee: no security deposit is required on balance or on arrival; EuropAssistance coverage is included for accidental damage to the property during your stay, up to a maximum of €1,500.00 and subject to the limitations provided

Extra costs
- Tourism tax: €2.00 per person per day for the first 7 days (children under 14 years of age are exempt)
- Mandatory extra cleaning in case of animals: €50.00 per animal per week or part of a week

On request
- Extra cleaning: €22.00 per hour per person employed
- Extra linen change: €15.00 per person
- Heating from November to April: €12.00 per day Villa delle Upupe 8, Emma Villas

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Casa Fioraie

: EAS185609

Independent House with private pool, WIFI, A/C, TV, patio, panoramic view, close to Greve In Chianti

  • Sleeps
    6
  • Bedrooms
    2
  • Bathrooms
    2
  • Floor Area
    110 m2
  • Private Pool
From € 223per Night

Description

Holiday home in a strategic position in Castellina in Chianti.
Casa Fioraie is the ideal place to spend a relaxing and fun holiday.
The house offers two bedrooms (with air conditioning) as well as a large outdoor area, perfect for organizing barbecues and enjoying the wonderful panoramic view of the surrounding hills. In the garden there is a beautiful private pool that allows guests to relax and cool off in the summer season.
The property, thanks to its spacious interiors and its large exteriors, guarantees a pleasure and safe stay. All the areas, including the swimming pool, are carefully sanitized and sterilized for the health and tranquility of guests.
The Chianti Classico area in which Casa Fioraie is located is one of the most renowned places in Italy and in the world for its characteristic villages, food and wine culture, splendid cities of art and breathtaking scenery.
You reach the house through a gravel road of about 500 meters in good condition but not suitable for particularly sporty vehicles.

At guests' disposal: 2 air-conditioned bedrooms, double sofa bed for 2 people, possibility of accommodating 4/6 people, panoramic private pool (10 x 4.5 meters, maximum depth: 1.60 meters, minimum depth: 1, 20 meters), barbecue, outdoor area equipped with sofas and table with chairs for outdoor dining, Wi-Fi internet connection.

Distances: a Restaurant / Bar is located at 850 meters from the house, Castellina in Chianti (all kinds of shops) at 6 km, Poggibonsi at 14 km, Radda at 18 km, San Gimignano at 25 km, Siena at 30 km, Florence at 50 km, Pienza at 85 km, Montepulciano at 95 km, Cortona at 105 km, the Tuscan coast (Cecina or Castiglioncello) is at 100 km away.

Please carefully check if there are any extra costs to be paid on site! Casa Fioraie

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Pretty independent villa rental with WIFI, A/C, pool, balcony, pets allowed and panoramic view

  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    1
  • Floor Area
    105 m2
  • Swimming Pool
New Listing
Someone just enquired about this property!
From € 127per Night

Description

Vacation rental Civico108 Vacation Home, Pool, Castellina in Chian is a nice property (105 sq m) that includes WiFi internet and air conditioning. The property can sleep up to four people comfortably in two bedrooms with one bathroom. Conveniently located 7 km (4 mi) from Castellina In Chianti, Italy in the tourist area "Siena And Surroundings" and only 28 km (17 mi) from Greve In Chianti.

The Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.

Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 28 km (17 mi), Siena 29 km (18 mi), San Gimignano 31 km (19 mi), Florence 62 km (38 mi) and Montalcino 65 km (40 mi).

Some other major tourist destinations you should consider visiting are: Florence 62 km (38 mi), Viareggio 155 km (96 mi), Forte Dei Marmi 162 km (101 mi), Rome 264 km (164 mi), Venice 308 km (191 mi) and Milan 358 km (222 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Civico108 Vacation Home, Pool, Castellina in Chian. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 74 km (46 mi), Pisa (psa) 109 km (68 mi), Bologna (blq) 160 km (100 mi), Roma Ciampino (cia) 273 km (169 mi) and Roma Fiumicino (fco) 285 km (177 mi).


The hamlet Le Miniere di Liliano, private and authentic, is home to only a few families and guarantees tranquility, with access to a shared swimming pool and tennis court for residents. Civico108 Vacation Home, Pool, Castellina in Chian

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Stunning independent villa with WIFI, private pool, pets allowed and panoramic view

  • Sleeps
    9
  • Bedrooms
    5
  • Bathrooms
    3
  • Floor Area
    200 m2
  • Private Pool
From € 225per Night

Description

Property Podere Sangiovese, Pool and View in Chianti is a lovely property (200 sq m) that includes WiFi internet and private pool. The property can accommodate up to nine people comfortably in five bedrooms with three bathrooms. Conveniently located 6 km (4 mi) from Castellina In Chianti, Italy in the tourist area "Siena And Surroundings" and only 27 km (17 mi) from Greve In Chianti.

The Experience
When you arrive you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to nine people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.

Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 27 km (17 mi), Siena 28 km (17 mi), San Gimignano 30 km (18 mi), Florence 61 km (38 mi) and Montalcino 64 km (40 mi).

Some other major tourist destinations you should consider visiting are: Florence 61 km (38 mi), Viareggio 154 km (96 mi), Forte Dei Marmi 161 km (100 mi), Rome 263 km (163 mi), Venice 307 km (191 mi) and Milan 357 km (222 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Podere Sangiovese, Pool and View in Chianti. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:00 - 18:30
Check-Out Time: 08:00 - 09:30
Pool Open: 1 May - 13 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 73 km (45 mi), Pisa (psa) 108 km (67 mi), Bologna (blq) 160 km (99 mi), Roma Ciampino (cia) 272 km (169 mi) and Roma Fiumicino (fco) 284 km (177 mi).


Podere Sangiovese, Pool and View in Chianti

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Unique private villa rental with pool, A/C, WIFI, TV, veranda and panoramic view, near San Gimignano

  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    1
  • Floor Area
    70 m2
  • Swimming Pool
From € 127per Night

Description

Casa Anita - Castellina In Chianti - Granaio, Tosc is located 14 km (9 mi) from Castellina In Chianti, Italy and only 24 km (15 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings". Casa Anita - Castellina In Chianti - Granaio, Tosc is a beautiful stone building (70 sq m) with air conditioning and WiFi internet. The property can accommodate up to four people comfortably in two bedrooms with one bathroom.

Your Experience
Upon arrival at Casa Anita - Castellina In Chianti - Granaio, Tosc you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.

What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 24 km (15 mi), Greve In Chianti 27 km (17 mi), Siena 45 km (28 mi), Florence 52 km (32 mi) and Montalcino 81 km (50 mi).

Some other major tourist destinations you should consider visiting are: Florence 52 km (32 mi), Viareggio 143 km (89 mi), Forte Dei Marmi 153 km (95 mi), Rome 280 km (174 mi), Venice 299 km (186 mi) and Milan 346 km (215 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 20 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 65 km (40 mi), Pisa (psa) 99 km (61 mi), Bologna (blq) 151 km (94 mi), Genova (goa) 284 km (176 mi) and Roma Ciampino (cia) 289 km (179 mi).

More Services
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the exact tour and number of people.

Casa Anita - Castellina In Chianti - Granaio, Tosc

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Beautiful holiday home with A/C, private pool, WIFI, TV, patio and panoramic view

  • Sleeps
    12
  • Bedrooms
    5
  • Bathrooms
    4
  • Floor Area
    300 m2
  • Private Pool
From € 749per Night

Description

Podere Le Muricce is located 8 km (5 mi) from Siena, Italy and only 34 km (21 mi) from San Gimignano in the tourist area "Siena And Surroundings". Property Podere Le Muricce is a beautiful stone building (300 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to 12 guests comfortably in five bedrooms with four bathrooms.

The Experience
When you arrive at Podere Le Muricce you’ll find a nice clean well-maintained property perfect for a splendid holiday in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a patio and barbecue grill. There is a kitchen including coffee machine, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people.

Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 34 km (21 mi), Greve In Chianti 34 km (21 mi), Montalcino 52 km (32 mi), Florence 64 km (40 mi) and Montepulciano 73 km (45 mi).

Some other major tourist destinations you should consider visiting are: Florence 64 km (40 mi), Viareggio 158 km (98 mi), Forte Dei Marmi 166 km (103 mi), Rome 250 km (156 mi), Milan 358 km (223 mi) and Naples 441 km (274 mi).

Additional Information
Check-In Time: 16:00 - 19:30
Check-Out Time: 08:00 - 10:00
Pool Open: 11 May - 5 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 77 km (48 mi), Pisa (psa) 112 km (70 mi), Bologna (blq) 164 km (102 mi), Roma Ciampino (cia) 260 km (161 mi) and Roma Fiumicino (fco) 272 km (169 mi).

More Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Podere Le Muricce. Ask for more details, including the supplemental cost and how to arrange this service.

Podere Le Muricce

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Fabulous private villa rental with private pool, WIFI, A/C, patio, panoramic view, close to Siena

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    7
  • Floor Area
    500 m2
  • Private Pool
From € 600per Night

Description

Conveniently located 13 km (8 mi) from Poggibonsi, Italy in the tourist area "San Gimignano And Surroundings" and only 24 km (15 mi) from Siena. Villa Staggia is a beautiful vacation rental (500 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to 14 people comfortably in seven bedrooms with seven bathrooms.

What to Expect
When you arrive you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outdoors are a barbecue grill, patio and playground. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.

Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 24 km (15 mi), San Gimignano 25 km (15 mi), Greve In Chianti 33 km (21 mi), Florence 55 km (34 mi) and Montalcino 60 km (38 mi).

Some other major tourist destinations you should consider visiting are: Florence 55 km (34 mi), Viareggio 149 km (93 mi), Forte Dei Marmi 156 km (97 mi), Rome 259 km (161 mi), Venice 302 km (187 mi) and Milan 347 km (215 mi).

Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 00:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 68 km (42 mi), Pisa (psa) 103 km (64 mi), Bologna (blq) 154 km (96 mi), Roma Ciampino (cia) 268 km (166 mi) and Roma Fiumicino (fco) 281 km (174 mi).

Additional Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.

The caretaker lives on the second floor of the villa and has its private back entrance. The caretaker does not share any spaces with guests, and there are two separate entrances, one for guests and one for staff members.

Villa Vianci

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Wonderful property with WIFI, pool, TV and pets allowed

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    5
  • Floor Area
    350 m2
  • Swimming Pool
From € 980per Night

Description

Property Country House In Tuscan Hills is a nice property (350 sq m) that includes WiFi internet. The property can accommodate up to ten guests comfortably in five bedrooms with five bathrooms. Country House In Tuscan Hills is located 11 km (7 mi) from Siena, Italy and only 45 km (28 mi) from Montalcino in the tourist area "Siena And Surroundings".

What to Expect
After arriving you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a shared pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.

What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 45 km (28 mi), Greve In Chianti 50 km (31 mi), San Gimignano 51 km (31 mi), Montepulciano 61 km (38 mi) and Arezzo 70 km (44 mi).

Some other major tourist destinations you should consider visiting are: Florence 77 km (48 mi), Viareggio 172 km (107 mi), Forte Dei Marmi 179 km (111 mi), Rome 237 km (147 mi), Venice 328 km (204 mi) and Milan 372 km (231 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Country House In Tuscan Hills. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 91 km (56 mi), Pisa (psa) 128 km (79 mi), Bologna (blq) 179 km (111 mi), Roma Ciampino (cia) 246 km (153 mi) and Roma Fiumicino (fco) 259 km (161 mi).

Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a fun way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the additional cost, please contact us.
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.

The villa shares the swimming pool with six other flats, accommodating a total of around 40 people. Country House In Tuscan Hills

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Amazing multi-unit holiday rental with pool, WIFI, TV, patio and panoramic view, near San Gimignano

  • Accommodation
    4
  • Sleeps
    22
  • Bedrooms
    9
  • Bathrooms
    5
  • Swimming Pool
€ 87 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Iris 6 2 1 90 m2 € 104 /Night
  Primula 5 2 1 70 m2 € 87 /Night
  Giaggiolo 7 3 2 100 m2 € 116 /Night
  Ginestra 4 2 1 80 m2 € 87 /Night
22 9 5

Description

Property Tenuta Il Tresto is a nice property that includes shared pool and WiFi internet. Tenuta Il Tresto is a villa / farmhouse / home that has a total of four independent apartments. The property can sleep up to 22 people comfortably in nine bedrooms with five bathrooms. Conveniently located in Poggibonsi, Italy in the tourist area "San Gimignano And Surroundings" and only 16 km (10 mi) from San Gimignano.

Your Experience
Upon arrival you’ll find a lovely clean well-maintained property perfect for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a patio and barbecue grill. This property is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that want to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group. Each unit is equipped with its own fully-equipped kitchen for meal preparation.

Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 16 km (10 mi), Greve In Chianti 31 km (19 mi), Siena 35 km (22 mi), Florence 46 km (28 mi) and Montalcino 71 km (44 mi).

Some other major tourist destinations you should consider visiting are: Florence 46 km (28 mi), Viareggio 141 km (88 mi), Forte Dei Marmi 148 km (92 mi), Rome 264 km (164 mi), Venice 297 km (185 mi) and Milan 340 km (211 mi).

Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 1 November (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 62 km (38 mi), Pisa (psa) 106 km (66 mi), Bologna (blq) 142 km (88 mi), Roma Ciampino (cia) 279 km (173 mi) and Genova (goa) 282 km (175 mi).

Special Services
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Inquire for more details about the supplemental cost.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.

The property consists of 4 apartments and 8 bedrooms with bathroom, but we only manage 4 apartments.
Common room for breakfast is available (on request and to pay on the spot).
Swimming caps are compulsory for the use of the pool, which is open from 9 to 19.
Tenuta Il Tresto

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Unique private villa with private pool, A/C, hot tub, WIFI, TV, patio, near San Gimignano

  -10% Special Offer
  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    7
  • Floor Area
    360 m2
  • Private Pool
From € 1223per Night

Description

Beautiful independent villa with pool, strategically located halfway between Florence and Siena. The property has been furnished with exceptional taste and attention to detail. Outside there is a large, well-tended garden with a beautiful pool with panoramic views.

The villa, equipped with all comforts, is composed of a main house and guest house, sleeping a total of up to 12 people. The property is surrounded by vineyards and olive groves, from which the owners produce wine and olive oil (guests will be offered a tasting in the estate's cellars).

The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, San Gimignano and the entire Chianti area with its characteristic villages (Castellina, Greve, Radda, Gaiole, etc.).
Access to the house is via an unpaved road in good condition.

At guests disposal: large, well-tended garden with round pool reserved for guests' exclusive use (about 16 x 11 m- minimum depth 50 cm- maximum depth 1,4 m- open from 01/04 to 30/10), outdoor shower (hot water), changing room and wc in the pool area, barbecue, gazebo and wood-burning oven. The villa offers WI-FI internet connection (free of charge). All of the bedrooms are equipped with air conditioning.
Parking within the grounds.

Distances: Poggibonsi with shops of all kinds 6 km away, Barberino Val D'Elsa 11 km, San Gimignano 18 km away, Siena 40 km, Volterra 41 km away, villages of the Chianti area are within a 25- 50 km radius, Florence (airport) 42 km, Pisa (airport) 95 km away, Arezzo 110, Lucca 115 km away.

Extra services to be paid on the spot: Baby bed (available upon request). Laundry service (with fee).
Pets are allowed at a fee of € 100/animal.

Please carefully check if there are any extra costs to be paid on site! Villa Ferdinando

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Nice holiday home with hot tub, pool, WIFI and pets allowed

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    4
  • Floor Area
    100 m2
  • Swimming Pool
In high demand!
From € 870per Night

Description

Green Hill Apartment In Tuscan Countryside is located 11 km (7 mi) from Siena, Italy and only 45 km (28 mi) from Montalcino in the tourist area "Siena And Surroundings". Green Hill Apartment In Tuscan Countryside is a beautiful holiday rental (100 sq m) with WiFi internet. The property can accommodate up to eight guests comfortably in four bedrooms with four bathrooms.

Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany.

Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 45 km (28 mi), Greve In Chianti 50 km (31 mi), San Gimignano 51 km (31 mi), Montepulciano 61 km (38 mi) and Arezzo 70 km (44 mi).

Some other major tourist destinations you should consider visiting are: Florence 77 km (48 mi), Viareggio 172 km (107 mi), Forte Dei Marmi 179 km (111 mi), Rome 237 km (147 mi), Venice 328 km (204 mi) and Milan 372 km (231 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Green Hill Apartment In Tuscan Countryside. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 91 km (56 mi), Pisa (psa) 128 km (79 mi), Bologna (blq) 179 km (111 mi), Roma Ciampino (cia) 246 km (153 mi) and Roma Fiumicino (fco) 259 km (161 mi).

More Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a pleasant way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the additional cost, please contact us.
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the specific tour and number of people.

Green Hill Apartment In Tuscan Countryside

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Independent Holiday villa with WIFI, A/C, private pool, TV, patio, pets allowed, panoramic view

  • Sleeps
    10
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    160 m2
  • Private Pool
From € 462per Night

Description

Casa Di Luca, Pool, Castelnuovo Berardenga is located 14 km (9 mi) from Siena, Italy and only 39 km (24 mi) from Greve In Chianti in the tourist area "Siena And Surroundings". Holiday rental Casa Di Luca, Pool, Castelnuovo Berardenga is a nice stone building (160 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to ten guests comfortably in four bedrooms with three bathrooms.

Your Experience
When you arrive at Casa Di Luca, Pool, Castelnuovo Berardenga you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a playground, patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.

Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 39 km (24 mi), San Gimignano 51 km (31 mi), Montalcino 54 km (34 mi), Montepulciano 63 km (39 mi) and Arezzo 72 km (45 mi).

Some other major tourist destinations you should consider visiting are: Florence 80 km (50 mi), Viareggio 175 km (108 mi), Forte Dei Marmi 182 km (113 mi), Rome 240 km (149 mi), Milan 375 km (233 mi) and Naples 430 km (267 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Casa Di Luca, Pool, Castelnuovo Berardenga. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 16 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 93 km (58 mi), Pisa (psa) 128 km (79 mi), Bologna (blq) 180 km (112 mi), Roma Ciampino (cia) 249 km (154 mi) and Roma Fiumicino (fco) 261 km (162 mi).

Front outdoor space of about 100 square meters private and fenced.
Backyard space and pool (4x10 m) occasionally shared with the owner who has reserved a small portion of the house.
Casa Di Luca, Pool, Castelnuovo Berardenga

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Beautiful independent holiday villa with private pool, A/C, WIFI, terrace and panoramic view

  -10% Special Offer
  • Sleeps
    11
  • Bedrooms
    6
  • Bathrooms
    6
  • Floor Area
    400 m2
  • Private Pool
5 /5 Excellent 1 Reviews
Someone just enquired about this property!
From € 2339 per Night

Description

Experience the ultimate Tuscan escape at Villa del Mangia, a stunning, fully renovated luxury villa rental near Siena. Seamlessly blending 2024 modern sophistication with authentic rustic charm, this 400 sqm (4,300 sq. ft.) estate offers an unrivaled vantage point over the iconic Siena skyline, all just a 10-minute drive from the city's historic heart.

Recently renovated, the villa combines traditional architecture with refined, modern interiors.
Original features such as exposed beams and stone walls sit alongside clean lines, natural materials, and carefully selected finishes, including Carrara marble and travertine. The result is a space that feels both elegant and comfortable, designed for relaxed stays without losing its connection to place.

The outdoor spaces invite the dolce far niente: time by the pool, unhurried meals, and evenings spent watching the light change over Siena.
● Panoramic infinity pool (14 × 4 m), positioned directly towards Siena
● Fully private and fenced, surrounded by olive trees and terraced gardens
● Open lawns and shaded areas for dining and relaxing

Days naturally unfold between the pool, the garden, and the changing light over the city, from morning calm to sunset over the skyline.

The pool is reserved exclusively for your group, set within a manicured lawn and fully enclosed for added safety and privacy.

Set in the countryside just outside Siena, the villa offers both privacy and easy access to some of Tuscany’s most iconic destinations:
● Siena centre: approx. 10 minutes by car
● San Gimignano: around 45 minutes
● Florence: about 1 hour
● Chianti wine region: at your doorstep


Your villa booking includes dedicated support from our local travel experts Francesca and Ambra before, during, and after your stay. Included in your rental rate is a custom pre-arrival itinerary tailored to your personal style, as well as full assistance with extra services and logistics along the way: from airport transfers and private chef to guided wine and bike tours. You’ll also enjoy a smooth, in-person check-in with a dedicated vila representative and 7-day concierge support, giving you total freedom with complete peace of mind. Villa del Mangia - Luxury Villa with Infinity Pool

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Stunning holiday villa with A/C, WIFI, private pool, TV and pets allowed

  • Sleeps
    16
  • Bedrooms
    8
  • Bathrooms
    8
  • Floor Area
    340 m2
  • Private Pool
New Listing
From € 1119per Night

Description

Property Summary

Nestled just 3 kilometers from the historic center of Siena, in the heart of Italy's most celebrated landscape, this extraordinary vacation rental offers an unparalleled experience of Tuscan luxury and tranquility. Set on a panoramic hill and surrounded by rolling terrain dotted with vineyards, olive groves, and cultivated fields, the property commands breathtaking views stretching as far as Monte Amiata and the iconic Torre del Mangia. At the heart of the estate stands a farmhouse of ancient origins, masterfully transformed into a refined luxury residence where exposed stone, natural wood, and contemporary materials create an elegant dialogue between historic tradition and minimalist design. Large, light-filled interior spaces, rooms with private bathrooms, and carefully curated furnishings ensure the highest level of comfort throughout. The property is equipped with fast Wi-Fi connectivity, making it as functional as it is beautiful, while a generous private parking area located at the end of the internal avenue ensures effortless arrivals and departures. The estate is enclosed within a beautifully maintained park of approximately 1,500 square meters, complete with manicured lawns, aromatic hedgerows, and scenic walkways, offering guests an immersive natural retreat with every modern convenience at hand. An automatic access gate provides security and privacy, completing the sense of an exclusive and self-contained sanctuary just moments from one of Italy's most celebrated cities.

Outdoors

The outdoor spaces of this remarkable estate are nothing short of extraordinary, offering a seamless blend of natural beauty, thoughtful design, and recreational abundance. The park surrounding the farmhouse has been crafted by expert hands, featuring sinuous pathways lined with aromatic bushes of lavender, rosemary, myrtle, and sage, interspersed with young olive and cypress trees and broad expanses of manicured lawn. Two panoramic gazebos, positioned on either side of the house, provide shaded retreats with sweeping views, while a charming seating area at the entrance to the solarium invites quiet relaxation. Families with children will appreciate the dedicated play area, and a ping pong table adds a playful touch to the outdoor experience. A wood-burning oven and a fully equipped barbecue area complete the alfresco entertaining options, making outdoor dining a true pleasure. The pool area represents the crown jewel of the outdoor spaces: a spectacular natural terrace embraced by olive trees and the estate's own vineyards, extending across horizons crowned by the silhouettes of Monte Amiata and the Torre del Mangia. At its center lies a stunning infinity pool, oriented to face south and perfectly positioned for enjoying sunsets and evening swims, when a sophisticated lighting system inside and outside the pool creates a truly magical atmosphere. The pool measures 5 x 15 meters, with a depth ranging from 1.20 to 1.40 meters, and features a submerged entry ramp for easy access. Its border of travertine slabs and innovative PVC lining, inspired by the natural element of marble, give it a unique and iridescent character that shifts beautifully with the natural light. A cold and hot water shower is available on-site, and the pool is maintained with a chlorine purification system. Comfortable sun loungers and seating areas shaded by large umbrellas surround the solarium, which is further enhanced by a dining area with a large table, a sink, and a barbecue. The pool is available to guests from the last Saturday in April through the first Saturday in October. The entire estate spans thirty hectares of land, where olive groves, a vineyard, and woodland alternate across the landscape, with approximately 12 hectares fenced with electrowelded mesh reaching 1.80 meters in height, largely accessible on foot and well suited for outdoor sports and walks.

Unit Layout

The property accommodates up to 16 guests across 8 bedrooms and 8 bathrooms, distributed between 2 distinct structures: the main farmhouse and a separate annex located just a few meters away, near the pool area. The farmhouse itself is divided into 2 independent residential units, each with its own separate entrance and no internal connection between them. The first unit, situated on the ground floor, features a spacious main living room incorporating a sitting area, a large dining table, and a fully equipped kitchen. The sleeping quarters of this unit include 2 bedrooms with en suite bathrooms with showers, as well as 2 double bedrooms that share a bathroom with shower, which is also suitable for guests with reduced mobility. The second unit is arranged across 2 levels. Upon entering through the main door, guests are welcomed into a living room with a dining area and an open-plan kitchen. On the ground floor of this unit, there is a double bedroom with a private bathroom with shower. An elegant staircase of glass and iron leads to the upper level, where 3 double bedrooms are each appointed with their own private bathroom with shower. Both residential units are equipped with a dedicated laundry room. The annex offers a different dimension of the property, centered around a large, versatile room accessed through 2 wide portals, designed to host events, conferences, and business meetings, and served by a service bathroom. A few steps from this space leads to a kitchen equipped with a central island. On the lower floor of the annex, accessible either from the pool area via a staircase or from the farmhouse through the garden, guests will find the wellness area, which houses a heated hot tub, a sauna, and a bathroom with shower.

Amenities Included

The property has been thoughtfully equipped to ensure a comfortable and convenient stay for all guests. Air conditioning is installed throughout all rooms, guaranteeing a pleasant indoor climate regardless of the season, while heating is also available for cooler periods. The laundry facilities in both residential units include a washing machine, allowing guests to manage their clothing needs with ease during extended stays. In the kitchen areas, a dishwasher is provided, streamlining the cleanup process after meals and allowing more time to enjoy the surroundings. Entertainment is well catered for with satellite TV available within the property, offering a wide selection of channels for relaxing evenings indoors. The estate also welcomes pets, making it an ideal choice for guests who prefer not to leave their animal companions behind. Wireless Internet connection is included throughout the property, ensuring guests remain connected at all times. The weekly rental price also covers a comprehensive range of services, including utilities such as water and gas for kitchen use, weekly linen, initial and final cleaning for stays of a minimum of 7 nights, and a midweek internal reorganization service every Wednesday that includes bathroom cleaning, tidying of bedrooms and kitchen, and a change of bath towels. Park and pool maintenance is also included. Additionally, the property operates under the Zer0Dep Guarantee, meaning guests are not required to pay a security deposit either on balance or upon arrival, and benefit from EuropAssistance coverage in the event of accidental damage caused to the property during their stay, up to a ceiling of 1,500.00 euros and subject to the applicable restrictions. The property has undergone a check-up carried out by a technical manager to guarantee the correspondence of the description, the accessories listed, and their state of operation and maintenance.

Other Information

The estate is secured by an automatic access gate, ensuring privacy and peace of mind throughout your stay. A home automation system is integrated into the property, adding a layer of modern convenience to the historic setting. Starting from 2026, the first floor of the villa, accessible via an independent entrance, will be occupied by the owners, a young couple who are generally absent for work reasons but remain available should any need arise. Guests will share only the driveway and parking area with the owners, while the park and pool remain for the exclusive use of guests at all times. It is worth noting that the photo shoots of the property are typically carried out in spring, and therefore the colors and blooms of the gardens, lawns, and park may appear different upon arrival depending on the season. Pets are welcome at the property, with an additional mandatory cleaning fee applicable per animal per day of stay. Children under 12 years of age are exempt from the tourism tax. The minimum stay required to benefit from the full range of included services, including the midweek reorganization, is 7 nights.

Distances and Attractions

The property enjoys an exceptionally privileged location, positioned just 3 kilometers from the historic center of Siena, one of Italy's most celebrated medieval cities, placing its art, architecture, cuisine, and cultural heritage within effortless reach. The surrounding Tuscan countryside opens up to some of the region's most iconic and scenic destinations, all accessible within a comfortable drive. The Val d'Orcia, a UNESCO World Heritage landscape of rolling hills and cypress-lined roads, lies to the south, while the Val di Chiana and the distinctive lunar terrain of the Crete Senesi extend across the broader territory. The celebrated wine country of Chianti stretches to the north, offering world-renowned vineyards and charming villages. The historic towns of Montalcino, famous for its Brunello wine, and Pienza, a Renaissance gem, are both within easy reach, as are the medieval towers of San Gimignano and the thermal baths and noble architecture of Montepulciano. The estate's panoramic position also affords direct views of Monte Amiata, Tuscany's ancient volcanic mountain, adding a dramatic natural backdrop to the already stunning scenery.

Costs & Services

Included services
- Utilities (water and gas for kitchen use): included in the rental price
- Weekly linen: included in the rental price
- Initial and final cleaning (for stays of at least 7 nights): included in the rental price
- Midweek internal reorganization (every Wednesday, including bathroom cleaning, bedroom and kitchen tidying, and change of bath towels): included in the rental price
- Park and pool maintenance: included in the rental price
- Wireless Internet connection: included in the rental price
- Zer0Dep Guarantee (EuropAssistance coverage for accidental damage up to €1,500.00, with applicable restrictions, no security deposit required): included in the rental price

Extra costs
- Mandatory extra cleaning in case of animals: €7.15 per day per animal
- Tourism tax: €2.00 per person per day for the first 4 days (children under 12 years old are exempt)

On request
- Use of external pool kitchen: €500.00 per week or part of week
- Use of external pool kitchen and multipurpose room: €3,000.00 for four weeks (€1,500.00 for one week or part of week, €2,000.00 for two weeks, €2,500.00 for three weeks)
- Extra cleaning: €601.00 per day
- Extra linen: €16.00 per person
- Heating: on consumption at current market prices
- Firewood: €32.00 per box (15/20 kg)
- Professional kitchen (annex): available on request
- Rooms in the annex: available on request with extra cost La Fonte di Santa Regina 16, Emma Villas

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