Tuscany Southeast Villas with Pool

Excellent 1545 Guest Reviews 4.64 /5

Results 161 - 180 of 422

Total Results: 422


La Palazzina: Swimming Pool, Resort, Human Settlement, Eco Hotel, Hacienda, Thermae, Outdoor Furniture, Resort Town, Sunlounger, Villa € 1177 - € 1513/night

Lovely accommodation with WIFI, private pool, TV and terrace

  •   26
  •   14
  •   14
: EAS210309
€ 1177 - € 1513per Night

Description

Property Summary

This elegant holiday villa showcases refined Florentine architecture in the heart of Val d'Orcia, situated in the picturesque countryside near San Casciano Dei Bagni, Italy. Built during the second half of the 18th century upon the foundations of an ancient medieval hamlet that once served as a stop along the historic Via Francigena pilgrimage route, this distinguished residence preserves the authentic character and charm of centuries past. Positioned on a hilltop and surrounded by a magnificent park of holm oaks and cypress trees, the property commands breathtaking panoramic views across the valley. The villa has been meticulously conceived and furnished as a refined private home, perfectly suited for hosting memorable gatherings with guests and friends. The property maintains the intact architectural features of an 18th-century farmstead, originally designed for celebrations and ceremonies honoring spring and the fertility of the land. The large circular garden at the entrance provides an ideal setting for special events, while the historic bird-catching thicket adds a distinctive touch of period elegance. Internet Wifi connectivity reaches throughout the interior and exterior spaces, including the pool area, ensuring seamless communication. Private parking accommodates multiple vehicles within the extensive estate grounds. Since 2025, the villa operates with complete energy self-sufficiency through an advanced photovoltaic system with storage batteries, managing both electricity and hot water production sustainably.

Outdoors

The historic park surrounds the villa with mature holm oaks and towering cypress trees, creating a serene natural environment across the expansive grounds. A beautiful overflow swimming pool measuring 6x12m provides refreshing respite during warm months, with operations running from May 1st through October 31st. Adjacent to the pool, you will find a hot tub for relaxation while enjoying the valley views. The semicircular terracotta solarium extends from the ground floor living areas, offering direct outdoor access and sun-drenched leisure space. A covered gazebo shelters the barbecue area, creating an inviting spot for outdoor dining and entertainment. The grounds feature an outdoor play area for recreational activities and a volleyball court for friendly matches. A new LED lighting system illuminates the garden and pathways, creating enchanting evening ambiance throughout the property. Two electric vehicle charging stations have been installed to accommodate modern transportation needs. The extensive park provides ample space for strolling, outdoor gatherings, and appreciating the tranquil countryside setting.

Unit Layout

The villa accommodates up to 26 guests across 14 bedrooms and 14 bathrooms, distributed throughout the main residence and a separate guest house. The ground floor presents three spacious living rooms, two featuring traditional pietra serena fireplaces and one housing a piano for musical entertainment. This level contains two double bedrooms, each appointed with private shower bathrooms. A well-appointed study provides a quiet workspace, while a cozy bar area equipped with a professional espresso machine offers sophisticated refreshment options. The ground floor also includes a laundry and wardrobe room, an intimate card and television room, and a billiards room for evening entertainment. The first floor houses three twin rooms that can convert to doubles, plus five double bedrooms, one of which opens onto a large panoramic terrace with sweeping valley views. Each bedroom on this level features a private shower bathroom. The lower ground floor provides additional guest accommodation with one twin room and one double bedroom, served by a bathroom with bathtub and an additional service bathroom. This level also contains a large relaxation room with satellite television and direct access to the poolside, a fitness room for exercise routines, and a recreation room equipped with ping-pong facilities. A massage bed and dedicated yoga room furnished with mats await guests seeking wellness activities. The separate dependance houses two double rooms, extending the accommodation capacity beyond the main villa. For reservations of 24 guests, only the main villa excluding the dependance will be utilized, with a corresponding adjustment to available bedrooms and bathrooms. For groups of 20 guests, accommodation is limited to the ground and first floor rooms of the main villa, without access to the lower ground floor or dependance.

Amenities Included

The villa provides comprehensive modern conveniences while maintaining its historic character. The kitchen comes fully equipped with a dishwasher, two refrigerators, a freezer, an electric oven, a microwave oven, 2 kettles, 2 toasters, and a juicer to accommodate large group meal preparation. A washing machine in the dedicated laundry room handles clothing and linens throughout your stay. Entertainment options include a television and satellite TV in designated relaxation areas, allowing you to enjoy international programming. A traditional fireplace graces the living spaces, providing warmth and ambiance during cooler evenings. The barbecue facilities under the garden gazebo enable outdoor cooking and al fresco dining experiences. The private garden encompasses the entire property, offering secluded outdoor enjoyment within the historic park setting. Additional recreational amenities include billiards, ping-pong equipment, fitness facilities, massage accommodations, and yoga practice space. A safe provides secure storage for valuables, while the pantry offers ample space for provisions.

Other Information

The villa warmly welcomes pets as part of your stay. The property achieves complete energy independence through its photovoltaic system with storage batteries, providing sustainable management of electricity and hot water needs. Check-in takes place between 4:00 PM and 7:00 PM, while check-out is scheduled for 9:00 AM. The swimming pool operates from May 1st through October 31st. A local tourist tax may apply upon arrival according to municipal regulations. Heating consumption charges are calculated based on actual usage and settled on-site when applicable.

Distances and Attractions

The villa occupies a privileged position in the Val d'Orcia countryside near Radicofani, placing you within the heart of one of Tuscany's most celebrated landscapes. This UNESCO World Heritage territory offers rolling hills, cypress-lined roads, and medieval hilltop towns that epitomize the classic Italian countryside. The historic Via Francigena pilgrimage route passes through the region, connecting you to centuries of cultural and spiritual heritage. The surrounding area provides numerous opportunities for exploring charming villages, renowned wineries, thermal springs, and authentic trattorias serving traditional Tuscan cuisine. The elevated hilltop location delivers commanding views across the valley, allowing you to appreciate the distinctive beauty of this legendary landscape from the comfort of the estate.

Costs & Services

Included services
- Consumption of water, gas, and electricity
- Final cleaning
- Bed and bath linen with weekly change

Extra costs
- Security deposit: €1000.00
- Pets: €50.00 per week
- Baby cot: €60.00 per week
- Extra bed: €120.00 per week

On request
- Heating consumption: payable on-site based on actual usage La Palazzina

Villa Patrizia: Cloud, Plant, Water, Sky, Nature, Botany, Tree, Swimming Pool, Natural Landscape € 482 - € 661/night

Superb private villa rental with private pool, hot tub, A/C, WIFI, TV, panoramic view, near Cortona

  •   12
  •   5
  •   4
: EAS197222
€ 482 - € 661per Night

Description

Conveniently located 600 m (1953 ft) from Sant'angiolo, Italy in the tourist area "Cortona And Surroundings" and only 3 km (2 mi) from Cortona. Holiday rental Villa Patrizia is a lovely stone building (250 sq m) that includes hot tub, air conditioning and private pool. The property can accommodate up to 12 guests comfortably in five bedrooms with four bathrooms.

Your Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills and the mountains ideal for a splendid holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. 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 12 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: Cortona 3 km (2 mi), Arezzo 31 km (19 mi), Montepulciano 33 km (21 mi), Perugia 51 km (32 mi) and Gubbio 67 km (42 mi).

Some other major tourist destinations you should consider visiting are: Florence 134 km (83 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 228 km (141 mi), Rome 216 km (134 mi), Venice 373 km (232 mi) and Milan 418 km (260 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Patrizia. 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: 1 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) 139 km (87 mi), Pisa (psa) 201 km (125 mi), Roma Ciampino (cia) 225 km (140 mi), Bologna (blq) 226 km (140 mi) and Roma Fiumicino (fco) 237 km (147 mi).

Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while discovering the techniques needed 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 arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the additional costs.
Tours - The owner can schedule 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 individual tour and number of people.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Patrizia. Inquire for more details, including the extra cost and how to arrange this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service after arriving.

Villa Patrizia

Podere Sangiovese, Pool and View in Chianti: Blue, Swimming Pool, Resort, Hacienda, Villa, Hotel, Eco Hotel, Resort Town € 215 - € 466/night

Superb independent property with WIFI, private pool, pets allowed and panoramic view

  •   9
  •   5
  •   3
: EAS221769
New Listing
€ 215 - € 466per Night

Description

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

The Experience
Upon arrival at Podere Sangiovese, Pool and View in Chianti you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. 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.

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 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 - 19:00
Check-Out Time: 08:00 - 10:00
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

Relais la Costa: Swimming Pool, Leisure, Resort, Estate, Cottage, Vacation, Village, Backyard, Landscaping, Eco Hotel € 2786 - € 3245/night

Beautiful home with A/C, hot tub, sauna, WIFI, private pool, TV, patio, panoramic view, near Siena

  •   30
  •   8
  •   10
: EAS213834
€ 2786 - € 3245per Night

Description

Holiday rental Relais la Costa is a beautiful stone building (800 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to 30 guests comfortably. Relais la Costa is located 11 km (7 mi) from Monteriggioni, Italy and only 13 km (8 mi) from Siena in the tourist area "Siena And Surroundings".

What to Expect

IMPORTANT, here the renters do not have access to a kitchen. The meals are always prepared by the staff in charge, and are to be paid extra.

Upon arrival you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the city and the hills ideal 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 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.

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: Siena 13 km (8 mi), San Gimignano 40 km (25 mi), Greve In Chianti 45 km (28 mi), Montalcino 54 km (34 mi) and Florence 68 km (42 mi).

Some other major tourist destinations you should consider visiting are: Florence 68 km (42 mi), Viareggio 162 km (100 mi), Forte Dei Marmi 169 km (105 mi), Rome 252 km (157 mi), Venice 318 km (198 mi) and Milan 361 km (224 mi).

Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 11:00
Pool Open: 27 March - 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) 80 km (50 mi), Pisa (psa) 117 km (73 mi), Bologna (blq) 167 km (104 mi), Roma Ciampino (cia) 262 km (162 mi) and Roma Fiumicino (fco) 274 km (170 mi).

Additional Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while discovering the secrets needed to prepare mouth-watering Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the exact tour and number of people.

Relais la Costa

Orcia Panoramic View With Pool: Water, Sky, Plant, Azure, Swimming Pool, Tree, Cloud, Natural Landscape, Leisure, Landscape € 268 - € 377/night

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

  •   6
  •   3
  •   2
: EAS203570
€ 268 - € 377per Night

Description

Conveniently located 8 km (5 mi) from Sarteano, Italy in the tourist area "Orcia Valley" and only 16 km (10 mi) from Montepulciano. Orcia Panoramic View With Pool is a beautiful stone building (150 sq m) with WiFi internet and private pool. The property can sleep up to six guests comfortably in three bedrooms with two bathrooms.

What to Expect
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property perfect for a relaxing holiday in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. 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 six 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: Montepulciano 16 km (10 mi), Montalcino 38 km (23 mi), Cortona 64 km (40 mi), Perugia 70 km (44 mi) and Arezzo 74 km (46 mi).

Some other major tourist destinations you should consider visiting are: Florence 147 km (91 mi), Viareggio 231 km (143 mi), Forte Dei Marmi 241 km (149 mi), Rome 180 km (112 mi), Venice 386 km (240 mi) and Milan 434 km (269 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Orcia Panoramic View With Pool. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 14 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) 152 km (95 mi), Roma Ciampino (cia) 189 km (117 mi), Roma Fiumicino (fco) 202 km (125 mi), Pisa (psa) 214 km (133 mi) and Bologna (blq) 239 km (148 mi).


Only for our clients is included in the price a tasting in the family's historic wine cellar located in the historic center of Cetona. Orcia Panoramic View With Pool

La Palazzina, Ville Di Corsano, Home And Pool: Swimming Pool, Estate, Cottage, Farmhouse, Resort, Villa, Hacienda, Outdoor Furniture, Backyard, Eco Hotel 10% Off Discount  Special Offer € 182 - € 279/night

Fabulous private house with WIFI, private pool, TV, veranda, panoramic view, close to Siena

  •   6
  •   2
  •   1
: EAS210049
€ 182 - € 279per Night

Description

Conveniently located 12 km (7 mi) from Monteroni D'arbia, Italy in the tourist area "Siena And Surroundings" and only 18 km (11 mi) from Siena. La Palazzina, Ville Di Corsano, Home And Pool is a beautiful stone building (145 sq m) with WiFi internet and private pool. The property can sleep up to six guests comfortably in two bedrooms with one bathroom.

Your Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. 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, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people.

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: Siena 18 km (11 mi), Montalcino 38 km (24 mi), San Gimignano 56 km (34 mi), Greve In Chianti 58 km (36 mi) and Montepulciano 75 km (46 mi).

Some other major tourist destinations you should consider visiting are: Florence 85 km (53 mi), Viareggio 179 km (111 mi), Forte Dei Marmi 186 km (116 mi), Rome 251 km (156 mi), Milan 379 km (236 mi) and Naples 441 km (274 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 25 April - 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) 98 km (61 mi), Pisa (psa) 135 km (84 mi), Bologna (blq) 185 km (115 mi), Roma Fiumicino (fco) 236 km (147 mi) and Roma Ciampino (cia) 260 km (161 mi).

Additional Services
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the individual tour and number of people.

La Palazzina, Ville Di Corsano, Home And Pool

Civitella: Property, Aerial Photography, Hill Station, House, Real Estate, Estate, Rural Area, Swimming Pool, Tree, Home € 229 - € 642/night

Unique independent house with hot tub, WIFI, private pool, TV, panoramic view, close to Arezzo

  •   8
  •   4
  •   2
: EAS77081
€ 229 - € 642per Night

Description

Independent house with private swimming pool located in a very scenic area in Valdichiana and surrounded by the countryside of Arezzo. Hectares of woodlands that circle the property ensure maximum privacy and a closeness with nature. The interior is in a rustic style. Outside, the guests can enjoy a private garden and a beautiful swimming pool with a great view and wooden solarium furnished with tables and chairs. Beside the swimming pool there is also a hot tub to enjoy.
This is an ideal set-up for those looking to spend a holiday in absolute tranquility.
The house is accessed via a stretch of roughly 4km of dirt road which is not adapted to low-lying/sports cars.
Distances: Civitella della Chiana with food stores and restaurants - 6 km, Battifolle with a wide variety of shops - roughly 15 km, Arezzo (train station) - 25 km, Monte San Savino - 25 km, Siena – roughly 75 km, Florence (airport) - 80 km, Perugia - 100 km.
Available: outdoor private and furnished area with tables, chairs and sun umbrellas, swimming pool reserved for the exclusive use of guests (9 x 3 m - depth 1,1 m – open from 01/04 to 15/10), outdoor shower with hot water (solar heated), barbecue, wood-burning pizza oven.
Onsite parking.

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

Villa Fabbri: Sky, Plant, Building, Window, Tree, Natural Landscape, House, Land Lot, Residential Area, Grassland € 1714 - € 2585/night

Pretty private vacation home with WIFI, private pool, A/C, TV, patio and panoramic view

  •   22
  •   9
  •   9
€ 1714 - € 2585per Night

Description

Villa Fabbri is located 4 km (3 mi) from Montebenichi, Italy and only 33 km (20 mi) from Siena in the tourist area "Siena And Surroundings". Villa Fabbri is a beautiful stone building (565 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to 22 guests comfortably in nine bedrooms with nine bathrooms.

What to Expect
After arriving at Villa Fabbri you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a busy day of shopping, 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 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 22 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.

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: Siena 33 km (20 mi), Arezzo 37 km (23 mi), Montepulciano 48 km (30 mi), Cortona 58 km (36 mi) and Greve In Chianti 59 km (37 mi).

Some other major tourist destinations you should consider visiting are: Florence 83 km (52 mi), Viareggio 170 km (106 mi), Forte Dei Marmi 177 km (110 mi), Rome 224 km (139 mi), Milan 371 km (230 mi) and Naples 415 km (258 mi).

Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:30 - 10:00
Pool Open: 15 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) 89 km (55 mi), Pisa (psa) 151 km (94 mi), Bologna (blq) 175 km (109 mi), Roma Ciampino (cia) 233 km (145 mi) and Roma Fiumicino (fco) 246 km (153 mi).

More 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 learning the techniques vital 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 vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - If you'd like maid service during your visit that can be scheduled by the owner. Inquire for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Fabbri. Ask for more details, including the additional cost and how to schedule this service.
Baby Sitting - A babysitter can be organized at Villa Fabbri. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.

Villa Fabbri

Villa Felciai: Water, Sky, Plant, Property, Building, Swimming Pool, Tree, Grass, Shade, Rectangle € 2285 - € 2800/night

Amazing private accommodation with private pool, WIFI, A/C, TV, patio and panoramic view

  •   24
  •   11
  •   11
€ 2285 - € 2800per Night

Description

Holiday rental Villa Felciai is a lovely stone building (545 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to 24 guests comfortably in 11 bedrooms with 11 bathrooms. Villa Felciai is located 4 km (3 mi) from Montebenichi, Italy and only 32 km (20 mi) from Siena in the tourist area "Siena And Surroundings".

Your Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Also available outside are a patio and barbecue grill. 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 microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 24 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: Siena 32 km (20 mi), Arezzo 38 km (23 mi), Montepulciano 48 km (30 mi), Greve In Chianti 59 km (37 mi) and Montalcino 60 km (37 mi).

Some other major tourist destinations you should consider visiting are: Florence 83 km (52 mi), Viareggio 170 km (106 mi), Forte Dei Marmi 177 km (110 mi), Rome 225 km (139 mi), Venice 327 km (203 mi) and Milan 370 km (230 mi).

Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:30 - 10:00
Pool Open: 1 May - 3 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) 91 km (56 mi), Pisa (psa) 151 km (94 mi), Bologna (blq) 175 km (109 mi), Roma Ciampino (cia) 234 km (145 mi) and Roma Fiumicino (fco) 246 km (153 mi).

Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. For more details and the additional 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 sumptuous 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. Inquire for more details and the extra costs.
Maid Service - If you'd like maid service during your trip that can be arranged by the owner. Inquire for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Villa Felciai. Ask for more details, including the supplemental cost and how to schedule this service.
Baby Sitting - A babysitter can be organized at Villa Felciai. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.

Villa Felciai

Casale Chieteno: Water, Plant, Sky, Tree, Azure, Swimming Pool, Cloud, Outdoor Furniture, Flower, Leisure € 1142 - € 1664/night

Fabulous private vacation home with private pool, A/C, WIFI, TV, veranda and panoramic view

  •   20
  •   10
  •   9
: EAS200208
€ 1142 - € 1664per Night

Description

Large independent property with 10 bedrooms and private pool in Tuscany. This beautiful farmhouse is ideal for a large family or group of friends who wish to spend a vacation together in Tuscany. The entire property offers 6 apartments, to accommodate a total of 20 people. It also has a spacious common room equipped for cooking, and accommodating large groups.
The location is very calm and secluded: expansive farm fields and woods surround the house, and a fantastic pool awaits you for cooling off on hot summer days. A short distance away you’ll find the spectacular Val d’Orcia (Pienza, Bagno Vignoni, Montalcino) and numerous art cities like Siena, Arezzo, Florence, Montepulciano, Orvieto, Todi, Perugia, and Arezzo.
Access to the property is via 1,3 km of unpaved road in good condition.
At guests’ disposal: large, private furnished outdoor spaces; pool reserved for guests’ exclusive use (14 x 7 meters; depth: 1,50 meters); 6 apartments, for a total of 10 bedrooms (20 people); air conditioning in all the bedrooms; large common room with well-equipped kitchen for eating all together (both inside and outside); Wifi Internet; barbecue; panoramic views; parking.

Distances: Cetona (shops of all kinds) 5 km away, Pienza 40 km, Montepulciano 30 km, Lake Trasimeno about 30 km, Orvieto 50 km, Arezzo 70 km, Todi 75 km, Siena 85 km, Florence 130 km, Rome 160 km away.

Please carefully check if there are any extra costs to be paid on site! Casale Chieteno

Borgo Dolciano: Water, Plant, Swimming Pool, Shade, Outdoor Furniture, Natural Landscape, Grass, Tree, Chair, Leisure € 2392 - € 5500/night

Great flat with WIFI, private pool, A/C, TV, veranda, pets allowed, near Montepulciano

  •   35
  •   16
  •   17
: EAS209464
€ 2392 - € 5500per Night

Description

Property Borgo Dolciano is a beautiful stone building (600 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to 35 guests comfortably in 16 bedrooms with 17 bathrooms. Conveniently located 5 km (3 mi) from Chiusi, Italy and only 20 km (12 mi) from Montepulciano.

A residence made up of 16 apartments located in the park of the old Medici villa. Guests have at their disposal a park with a swimming pool, a barbecue area and two small internal gardens where they can relax.
Available on request:

LA LIMONAIA, a very bright room that can easily accommodate up to 65/70 people.

THE ANCIENT CELLARS, which can accommodate up to 120 people.

THE CHURCH, still consecrated, ideal for celebrations.

PRIVATE RESTAURANT: the property has a private restaurant available on request for private dinners with or without a chef.

The property is fenced and we accept more than one dog.


What to Expect
After arriving you will be greeted 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. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. If you enjoy cooking for family and friends there is a well-equipped kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 35 people. If you prefer to dine 'al fresco', there is a fully furnished veranda 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: Montepulciano 20 km (12 mi), Cortona 35 km (22 mi), Montalcino 51 km (32 mi), Perugia 65 km (40 mi) and Arezzo 66 km (41 mi).

Some other major tourist destinations you should consider visiting are: Florence 138 km (85 mi), Viareggio 224 km (139 mi), Forte Dei Marmi 231 km (144 mi), Rome 171 km (106 mi), Milan 424 km (264 mi) and Naples 361 km (224 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Borgo Dolciano. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:00 - 18:00
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) 143 km (89 mi), Roma Ciampino (cia) 180 km (112 mi), Roma Fiumicino (fco) 192 km (120 mi), Pisa (psa) 206 km (128 mi) and Bologna (blq) 229 km (143 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. Inquire for more details and the extra costs.
Meals - If you'd like to have meals provided during your visit, either half-board or full-board is available. If you prefer only breakfast be provided, that can be arranged as well. Inquire about the extra costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - If you'd like maid service during your trip that can be arranged by the owner. Ask for more details about the supplemental cost.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be organized. Speak to the owner directly about this service when you arrive.

Borgo Dolciano

Colle Degli Ulivi - Cortona, Pool, Nature, Privacy: Water, Sky, Plant, Swimming Pool, Umbrella, Outdoor Furniture, Building, Shade, Rectangle, Tree € 348 - € 811/night

Pretty independent vacation home with private pool, WIFI, patio, pets allowed and panoramic view

  •   14
  •   7
  •   6
: EAS201838
€ 348 - € 811per Night

Description

Conveniently located 7 km (4 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 29 km (18 mi) from Arezzo. Holiday rental Colle Degli Ulivi - Cortona, Pool, Nature, Privacy is a lovely property (380 sq m) that includes private pool and WiFi internet. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms.

The Experience
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful vacation 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 sightseeing. Outside you will also find a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 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: Arezzo 29 km (18 mi), Montepulciano 42 km (26 mi), Perugia 60 km (37 mi), Montalcino 70 km (43 mi) and Siena 77 km (48 mi).

Some other major tourist destinations you should consider visiting are: Florence 110 km (68 mi), Viareggio 196 km (122 mi), Forte Dei Marmi 204 km (126 mi), Rome 215 km (134 mi), Venice 353 km (219 mi) and Milan 399 km (248 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Colle Degli Ulivi - Cortona, Pool, Nature, Privacy. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 17:00 - 19:00
Check-Out Time: 07:00 - 09:00
Pool Open: 1 May - 17 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) 115 km (72 mi), Pisa (psa) 177 km (110 mi), Bologna (blq) 202 km (125 mi), Roma Ciampino (cia) 224 km (139 mi) and Roma Fiumicino (fco) 237 km (147 mi).


Colle Degli Ulivi - Cortona, Pool, Nature, Privacy

Il Roseto: Swimming Pool, Resort, Outdoor Furniture, Garden, Hacienda, Estate, Lawn, Sunlounger, Villa, Yard € 142 - € 292/night

Nice home with WIFI, A/C, pool

  •   4
  •   2
  •   2
: EAS210606
€ 142 - € 292per Night

Description

Conveniently located 500 m (1636 ft) from Santa Maria, Italy in the tourist area "Orcia Valley" and only 27 km (17 mi) from Montepulciano. Il Roseto is a beautiful stone building (100 sq m) with WiFi internet and air conditioning. The property can accommodate up to four guests comfortably in two bedrooms with two bathrooms.

Your Experience
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills perfect 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. 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 vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 27 km (17 mi), Arezzo 28 km (17 mi), Cortona 37 km (23 mi), Montalcino 47 km (29 mi) and Siena 48 km (30 mi).

Some other major tourist destinations you should consider visiting are: Florence 103 km (64 mi), Viareggio 190 km (118 mi), Forte Dei Marmi 197 km (123 mi), Rome 203 km (126 mi), Milan 390 km (242 mi) and Naples 394 km (245 mi).

Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 06:00 - 10:00
Pool Open: 15 April - 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) 109 km (68 mi), Pisa (psa) 171 km (106 mi), Bologna (blq) 195 km (121 mi), Roma Ciampino (cia) 212 km (132 mi) and Roma Fiumicino (fco) 225 km (139 mi).


Il Roseto

Il Tinaio: Blue, Landscaping, Park, Swimming Pool, Villa € 750 - € 1015/night

Fantastic accommodation with WIFI, private pool and TV, near Siena

  •   22
  •   12
  •   9
: EAS210305
€ 750 - € 1015per Night

Description

Property Summary

This independent holiday villa offers an exceptional retreat in the scenic countryside of Monteroni D'arbia, Italy, combining historic charm with modern comfort and convenience. The property forms part of an exclusive estate comprising two separate historic villas, Villa Il Tinaio and Villa Santo Stefano, positioned approximately 150 meters apart. Villa Il Tinaio presents a magnificent residence characterized by its wonderful panoramic views and generous proportions, ideal for large family gatherings or group celebrations. The villa features comprehensive amenities including reliable internet wifi connectivity available throughout the ground floor and at the reception area, as well as ample parking facilities for multiple vehicles. The estate management ensures complete privacy and tranquility for villa guests, with strictly controlled access that separates the villa areas from other parts of the property. The outdoor swimming pool provides a refreshing focal point during warmer months, while the spacious interiors offer comfort and elegance across multiple floors.

Outdoors

The villa is surrounded by a beautifully maintained private garden that creates a peaceful natural setting for outdoor relaxation and entertainment. The enclosed swimming pool measures 6x12 meters and is available for guest use from 01/05 to 30/09, providing an inviting space for refreshing dips during the Italian summer months. The pool area is located approximately 50 meters from the main villa building and is exclusively reserved for villa guests. The equipped green area surrounding the property offers comfortable outdoor furniture arrangements perfect for al fresco dining and leisurely afternoons in the shade. A barbecue facility is available for preparing grilled meals and enjoying authentic outdoor cooking experiences. The gardens, terraces, and swimming pool areas remain strictly private and are not accessible to guests from other accommodations on the estate, ensuring your complete privacy and undisturbed enjoyment of these exclusive outdoor spaces throughout your stay.

Unit Layout

The villa provides spacious accommodation across three distinct floors, comfortably sleeping up to 22 guests in its 12 bedrooms served by 9 bathrooms. The ground floor features a large living room that creates an impressive entrance space, complemented by a dedicated corner area with a game table for entertainment. This level includes two service bathrooms for convenient guest access, a charming living room with fireplace, a formal dining room, and a separate breakfast room. The fully equipped kitchen on this floor includes an oven, freezer, and dishwasher, while an adjacent laundry area houses a washing machine and sink. The first floor is accessed via an attractive open wooden staircase and accommodates the majority of the sleeping quarters. This level contains a double bedroom, a single bedroom, and a bathroom with shower in one section. Further along this floor you will find a double bedroom, a twin bedroom, a bedroom with a French bed, and two bathrooms with shower. The expansive layout continues with a comfortable living room, five additional double bedrooms, one twin bedroom, two bathrooms featuring both shower and tub, and one bathroom with shower. The attic floor provides a peaceful retreat with a double bedroom and a bathroom with shower, offering additional privacy and character under the eaves.

Amenities Included

The villa is thoughtfully equipped with a comprehensive range of modern amenities to ensure a comfortable and convenient stay. The private garden provides an exclusive outdoor sanctuary for villa guests throughout their residence. Entertainment options include television with satellite TV channels, offering a variety of international programming for your leisure time. The welcoming fireplace in the ground floor living room creates a cozy atmosphere during cooler evenings and adds authentic character to the living space. Kitchen facilities are particularly well appointed, featuring a dishwasher that simplifies meal cleanup and allows more time for relaxation. The dedicated laundry area includes a washing machine, enabling guests to manage clothing needs easily during extended stays. For outdoor cooking enthusiasts, a barbecue is available in the garden area, perfect for preparing traditional grilled meals while enjoying the Italian countryside. Mosquito nets are installed upstairs in all bedrooms and bathrooms, ensuring comfortable sleep and protection during warmer months. The possibility exists to add two single beds to the existing configuration, offering flexibility for larger groups.

Other Information

The estate operates with a clear management structure designed to guarantee privacy and tranquility for all villa guests. While the property includes a hostel with a capacity of 39 beds located elsewhere on the grounds, strict access controls ensure complete separation between accommodations. Hostel guests have access only to their designated areas, specifically the reception and paths leading to the main road. Access to all private villa areas including gardens, terraces, and swimming pools is strictly prohibited for hostel guests and remains solely reserved for those staying in the villas. The management considers privacy and quiet to be core values and places fundamental importance on maintaining this clear separation between the hostel environment and the private villas. All guests are expected to respect these established rules. The reception facility is situated approximately 50 meters from the villa building. Pets are welcome at the property, allowing you to include your four-legged companions in your Italian countryside experience. A down payment of 30% of the total rental amount is required upon booking confirmation to secure your reservation.

Distances and Attractions

The villa enjoys a privileged location in the beautiful Tuscan countryside surrounding Monteroni D'arbia, offering guests an authentic Italian experience while remaining accessible to the region's most celebrated attractions. The estate setting provides immediate access to scenic rural landscapes characterized by rolling hills, vineyards, and olive groves typical of this renowned area of Italy. The historic city of Siena, with its magnificent medieval architecture, world-famous Piazza del Campo, and rich cultural heritage, lies within easy reach for day trips and exploration. The surrounding Tuscan region offers countless opportunities for wine tasting, visits to historic hilltop towns, and discovery of authentic local restaurants serving traditional regional cuisine. The countryside location provides a peaceful retreat from urban bustle while ensuring convenient access to shops, services, and the full range of attractions that make Tuscany one of Italy's most beloved destinations.

Costs & Services

Extra costs
- Extra bed up to 24 persons: €70.00 per bed per week
- Security deposit: €1000.00
- Pets allowed: €70.00 per week
- Heating: €5.00 per mc
- Extra cleaning: €20.00 per hour
- Kitchen service: from €40.00 per person
- Surcharges for parties or weddings in villa to be agreed according to period and number of people
- Tourist tax may be required upon arrival according to the regulations of your host municipality Il Tinaio

Podere Monti: Swimming Pool, Furniture, Outdoor Furniture, Sunlounger, Resort, Garden, Chair, Umbrella, Shade, Eco Hotel € 776 - € 1230/night

Comfortable apartment with WIFI, A/C, private pool

  •   12
  •   6
  •   7
: EAS210288
€ 776 - € 1230per Night

Description

Property Summary

This independent farmhouse vacation rental spans 450 square meters and is nestled on the slopes of Monte Cappuccini, which divides the Val d'Orcia from the Val di Chiana in Montepulciano, Italy. The property has been recently restored with meticulous attention to interior decoration, featuring authentic antique furniture, traditional terracotta ceilings, and antique parquet floors that embody true Tuscan style. You will find this detached residence offers both relaxation and easy access to explore the surrounding vineyards and olive groves that characterize the hills and plains of the region. The property provides convenient parking on site and complimentary Internet Wifi connection throughout your stay, ensuring you remain connected while enjoying the tranquility of the Tuscan countryside.

Outdoors

The property features a private non-heated swimming pool measuring 8 by 16 meters with a depth of 1.4 meters, available for your enjoyment from May 15 to September 30. You will discover a natural pond within the expansive garden, which is beautifully bordered by woods and olive groves, creating a serene environment for outdoor relaxation. A gazebo equipped with tables and chairs is positioned directly in front of the kitchen, offering an ideal space for al fresco dining while taking in the picturesque Tuscan landscape. Pool towels are provided for your convenience, and the entire property is fenced, ensuring privacy and security during your stay.

Unit Layout

The residence accommodates up to 12 guests across 6 bedrooms and 7 bathrooms, distributed thoughtfully over two levels. On the ground floor, you will find a reading and television lounge, a large kitchen seamlessly connected to a very spacious dining room, and 2 suites, each featuring a private bathroom with bathtub and an additional reading living room. An extra bathroom with laundry facilities is also located on this level. The first floor comprises 2 double bedrooms, each with a private bathroom equipped with a shower, and 2 junior suites, each also offering a private bathroom with shower. The entire villa showcases exceptional furnishings, including furniture dating from the 1800s combined with contemporary design elements. Upon request, the property can accommodate up to 17 guests for an additional cost, utilizing a double sofa bed and a single sofa bed in the ground floor suite, as well as single pouf beds in both junior suites on the first floor. A crib is also available upon request.

Amenities Included

Your accommodation includes comprehensive climate control with Air Conditioning available throughout the villa and Heat Available during the permitted season. The kitchen is fully equipped with modern conveniences including a Dishwasher, Microwave, oven, toaster, coffee maker, and American coffee maker to facilitate meal preparation. Entertainment options feature Television with Satellite TV offering English channels available for your viewing pleasure. The interior Fireplace adds warmth and ambiance to the living spaces. Practical amenities include a Washing Machine, iron and ironing board to ensure comfort during extended stays. Outdoor cooking enthusiasts will appreciate the Barbecue facilities available on the property.

Other Information

Check-in begins at 3:00 PM on Saturday by appointment, and check-out is required by 9:00 AM. You must provide arrival details at least 2 weeks prior to your arrival date. Upon arrival at the property, you are required to pay a security deposit in cash to the property representative in the amount of 800 euro, which will be returned prior to departure, net of any accidental damage to the property. All guests must provide a photocopy of their passport and sign a form for the local authorities upon arrival. The property is within walking distance from the city center. Heating in Italy is allowed by law from November 1 to April 1, with some exceptions for extreme weather conditions. Please note that fans are not usable. Kitchen services, if desired, must be arranged at least 2 months before arrival. An arrival fee applies if you arrive outside the indicated hours. Occasionally you may hear some noise coming from the underlying spa. Animals are not allowed on the property. Baby beds and child chairs are available with an extra cost.

Distances and Attractions

The farmhouse is situated in an enviable location that allows you to explore both the Val d'Orcia and the Val di Chiana regions. The surrounding area is characterized by rolling hills covered with vineyards and olive groves, offering scenic routes for leisurely walks or cycling excursions. The property's position on Monte Cappuccini provides easy access to numerous attractions in the Montepulciano area, including local wineries that offer tours and tastings. The historic city center is within walking distance, where you can discover traditional restaurants, shops, and cultural landmarks that showcase the authentic character of Tuscany.

Costs & Services

Included services
- Pool towels
- Free parking on site

Extra costs
- Stay tax: 1 euro per person per day
- Tourist tax for adults or children: 100 euro per week
- Cleaning: 350 euro per week
- Air conditioning: Extra charge
- Heating: According to consumption, approximately 80 to 100 euro per day
- Gas: Based on consumption at market value
- Arrival fee: To be paid upon arrival for arrivals outside indicated hours
- Baby bed available: Extra cost
- Child chair available: Extra cost

On request
- Dog: 100 euro per week
- Cooking service: 70 euro per person
- Cooking classes: 120 euro per person
- Breakfast service: 25 euro per person
- Housekeeping: 25 euro per hour
- Pre-provided villa: 80 euro plus the cost of groceries
- Winery tours: 40 euro per person
- Bicycles: Available by reservation only
- Ping-pong table: Available by reservation only
- Catering services: Breakfast, on the road lunch, brunch in the villa, traditional dinner, gourmet dinner Podere Monti

Medieval Castle Living: Vineyards, Swimming Pool &: Garden, Shade, Resort, Eco Hotel, Swimming Pool, Hacienda, Outdoor Furniture, Plantation, Villa, Farmhouse 10% Off Discount  Special Offer € 1336 - € 1840/night

Lovely holiday home with A/C, WIFI, private pool, balcony and panoramic view, near Siena

  •   12
  •   6
  •   6
: EAS221812
New Listing
€ 1336 - € 1840per Night

Description

Conveniently located 4 km (2 mi) from Sovicille, Italy in the tourist area "Siena And Surroundings" and only 14 km (8 mi) from Siena. Holiday home Medieval Castle Living: Vineyards, Swimming Pool & is a nice stone building (800 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to 12 people comfortably in six bedrooms with six bathrooms.

Nestled in the lush greenery of the Montagnola Senese, this magnificent property is a masterfully preserved 13th-century castle located just a 15-minute drive from the historic heart of Siena. The estate has been meticulously restored by its owners, who reside in the main tower in a secluded area that remains entirely private and separate from guest accommodations.

The estate is thoughtfully designed to offer both community and privacy. The first floor of the main castle features two charming apartments. Adjacent to the castle is a separate cottage housing two additional apartments, providing an ideal retreat for couples or guests seeking extra seclusion. With fully equipped kitchens in every unit and expansive common areas, the property perfectly balances independent living with shared moments.

Surrounded by rolling vineyards producing a refined selection of "Super Tuscan" wines, the estate invites you to embrace the slow pace of Italy. The grounds are a masterpiece of landscape design, featuring manicured lawns, traditional terracotta planters, and vibrant blooms. At the heart of the garden lies a generous swimming pool, fully outfitted with elegant sun loungers and umbrellas.

This elegant and spacious holiday home is perfectly suited for a luxurious escape with family or friends. The property comfortably accommodates up to twelve guests (with capacity for an additional two guests upon request).

The Experience
After arriving you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping 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 and barbecue grill. 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 holiday. 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 balcony is the ideal setting to enjoy food, family and the beautiful Tuscan weather.

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: Siena 14 km (8 mi), San Gimignano 46 km (28 mi), Montalcino 49 km (31 mi), Greve In Chianti 53 km (33 mi) and Montepulciano 72 km (45 mi).

Some other major tourist destinations you should consider visiting are: Florence 76 km (47 mi), Viareggio 170 km (105 mi), Forte Dei Marmi 177 km (110 mi), Rome 248 km (154 mi), Venice 322 km (200 mi) and Milan 372 km (231 mi).

Additional Information

Pool Open: 15 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) 88 km (55 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 175 km (109 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (168 mi).

More Services
Cooking Lessons - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while learning the secrets needed to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
Meals - If you'd like to have meals provided during your stay, either half-board or full-board is available. If you prefer only breakfast be provided, that can be arranged as well. Ask about the extra costs.
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual 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.

Exclusive Estate Inclusions : elevate your stay, we offer these bespoke services upon reservation:
When you choose the Castle Experience, your stay includes a curated selection of authentic local luxuries:

- Gourmet Farm-to-Table Breakfast: Start your morning in the castle’s elegant common wing with a signature breakfast prepared by the Castellana (the Lady of the Castle). Every ingredient is organic and locally sourced ("Km 0"), with each dish prepared à la minute to your preference upon your arrival at the table.

- Estate Wine Tasting: Enjoy an exclusive guided tour of the castle with a private tasting in the castle’s historic cellar. This experience can be scheduled at your convenience with a simple advance reservation.

Bespoke Guest Experiences (Optional)
To further enhance your Tuscan retreat, we are pleased to arrange the following premium services:

- Dining with the Castellana: Enjoy an elegant, candlelit dinner hosted in the castle's private courtyard—an intimate glimpse into authentic noble life.
- Culinary Arts: Participate in private cooking classes or enjoy professionally catered buffet dinners.
- Outdoor Adventures: Explore the region with curated wine tours, guided bike excursions, or scenic hiking trips through the Montagnola Senese.
- Tuscan Traditions: Experience the thrill of a professional truffle hunting.

Medieval Castle Living: Vineyards, Swimming Pool &

Agriturismo Bellavista, Private Pool, Val D'Orcia: Swimming Pool, Outdoor Furniture, Estate, Resort, Hacienda, Eco Hotel, Garden, Farmhouse, Shade, Villa 10% Off Discount  Special Offer € 503 - € 906/night

Amazing independent holiday villa with private pool, A/C, WIFI and patio, near Montalcino

  •   18
  •   10
  •   8
: EAS221901
New Listing
€ 503 - € 906per Night

Description

Conveniently located 6 km (3 mi) from Seggiano, Italy in the tourist area "Orcia Valley" and only 18 km (11 mi) from Montalcino. Holiday rental Agriturismo Bellavista, Private Pool, Val D'Orcia is a nice property (340 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to 18 people comfortably in ten bedrooms with eight bathrooms.

Your Experience
When you arrive 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 relaxing holiday in Tuscany. After a busy 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. Also available outdoors are a barbecue grill and patio. 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 18 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: Montalcino 18 km (11 mi), Montepulciano 38 km (24 mi), Siena 65 km (41 mi), Cortona 77 km (48 mi) and Arezzo 89 km (55 mi).

Some other major tourist destinations you should consider visiting are: Florence 134 km (83 mi), Viareggio 236 km (146 mi), Forte Dei Marmi 247 km (154 mi), Rome 210 km (130 mi), Venice 380 km (236 mi) and Milan 430 km (267 mi).

Additional Information
Check-In Time: 16:00 - 18:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 1 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) 146 km (91 mi), Pisa (psa) 212 km (132 mi), Roma Ciampino (cia) 219 km (136 mi), Roma Fiumicino (fco) 232 km (144 mi) and Bologna (blq) 233 km (145 mi).

Additional Services
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific 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 common room is available for guests to use, with the exception of the kitchen, which may only be used by the owners.
In this room, the owner can prepare breakfast, lunch, and dinner upon request.


Agriturismo Bellavista, Private Pool, Val D'Orcia

Terrazza e Libreria: Water, Plant, Sky, Building, Swimming Pool, Tree, Leisure, Real Estate, Composite Material, Landscape € 500/night

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

  •   2
  •   6
  •   3
  •   3
: EAS166168
€ 500per Night
  Accommodation
Terrazza 4 2 2
Libreria 2 1 1
All 2 Accommodations 6 3 3

Description

Conveniently located 4 km (3 mi) from Monte Benichi, Italy in the tourist area "Siena And Surroundings" and only 32 km (20 mi) from Siena. Holiday rental Terrazza e Libreria is a lovely stone building that includes shared pool, air conditioning and WiFi internet. Terrazza e Libreria is a apartment that has a total of two independent units. The property can accommodate up to six people comfortably in three bedrooms with three bathrooms.

What to Expect
Upon arrival at Terrazza e Libreria you’ll find a nice clean well-maintained property perfect for a peaceful 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. 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 holiday rental where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters.

Visit the Area
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: Siena 32 km (20 mi), Arezzo 38 km (24 mi), Montepulciano 49 km (30 mi), Greve In Chianti 60 km (37 mi) and Montalcino 61 km (38 mi).

Some other major tourist destinations you should consider visiting are: Florence 84 km (52 mi), Viareggio 171 km (106 mi), Forte Dei Marmi 178 km (111 mi), Rome 225 km (140 mi), Venice 327 km (203 mi) and Milan 371 km (230 mi).

Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 15 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) 92 km (57 mi), Pisa (psa) 152 km (94 mi), Bologna (blq) 176 km (109 mi), Roma Ciampino (cia) 234 km (146 mi) and Roma Fiumicino (fco) 247 km (153 mi).

Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be organized 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 additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will arrange 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.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - If you'd like maid service during your visit that can be arranged by the owner. Inquire for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Terrazza e Libreria. Inquire for more details, including the additional cost and how to arrange this service.
Baby Sitting - A babysitter can be scheduled at Terrazza e Libreria. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.
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.

Terrazza e Libreria

Borgo La Casina - Badia Agnano, Toscana: Water, Sky, Property, Plant, Swimming Pool, Building, Cloud, Shade, Azure, Tree € 463 - € 1015/night

Pretty independent villa rental with private pool, WIFI, patio, pets allowed and panoramic view

  •   20
  •   9
  •   8
€ 463 - € 1015per Night

Description

Borgo La Casina - Badia Agnano, Toscana is located 3 km (2 mi) from Badia Agnano, Italy and only 26 km (16 mi) from Arezzo in the tourist area "Arno Valley". Borgo La Casina - Badia Agnano, Toscana is a lovely holiday rental (630 sq m) with private pool and WiFi internet. The property can sleep up to 20 guests comfortably in nine bedrooms with eight bathrooms.

What to Expect
When you arrive 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. Outside you will also find a playground, barbecue grill and patio. 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 20 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: Arezzo 26 km (16 mi), Siena 42 km (26 mi), Cortona 47 km (29 mi), Greve In Chianti 48 km (30 mi) and Montepulciano 57 km (36 mi).

Some other major tourist destinations you should consider visiting are: Florence 75 km (47 mi), Viareggio 159 km (99 mi), Forte Dei Marmi 169 km (105 mi), Rome 229 km (142 mi), Venice 314 km (195 mi) and Milan 362 km (225 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Borgo La Casina - Badia Agnano, Toscana. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 17:00 - 19:00
Check-Out Time: 07:00 - 09:00
Pool Open: 1 May - 24 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) 80 km (50 mi), Pisa (psa) 143 km (89 mi), Bologna (blq) 167 km (104 mi), Roma Ciampino (cia) 238 km (148 mi) and Roma Fiumicino (fco) 250 km (155 mi).


Borgo La Casina - Badia Agnano, Toscana

Villa Le Caggia: Property, House, Natural Landscape, Home, Cottage, Sky, Rural Area, Farmhouse, Estate, Farm 0% Interest Installments € 520 - € 1642/night

Private Villa rental with WIFI, A/C, hot tub, private pool, TV, patio, panoramic view, near Siena

  •   16
  •   7
  •   7
€ 520 - € 1642per Night

Description

Holiday rental Villa Le Caggia is a nice stone building (500 sq m) that includes air conditioning, hot tub and WiFi internet. The property can accommodate up to 16 people comfortably in seven bedrooms with seven bathrooms. Conveniently located 6 km (4 mi) from Arnano, Italy in the tourist area "Siena And Surroundings" and only 19 km (12 mi) from Siena.

What to Expect
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outdoors are a barbecue grill, hot tub, patio and playground. There is a kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 16 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.

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: Siena 19 km (12 mi), San Gimignano 33 km (20 mi), Greve In Chianti 53 km (33 mi), Montalcino 55 km (34 mi) and Florence 68 km (43 mi).

Some other major tourist destinations you should consider visiting are: Florence 68 km (43 mi), Viareggio 163 km (101 mi), Forte Dei Marmi 170 km (106 mi), Rome 254 km (158 mi), Venice 319 km (198 mi) and Milan 362 km (225 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Le Caggia. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:00 - 22:00
Check-Out Time: 00:00 - 10:00
Pool Open: 15 March - 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) 83 km (52 mi), Pisa (psa) 116 km (72 mi), Bologna (blq) 168 km (104 mi), Roma Fiumicino (fco) 250 km (155 mi) and Roma Ciampino (cia) 264 km (164 mi).

Special Services
Cooking Lessons - Learn from a local chef the techniques required to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while discovering the secrets required to prepare delicious Tuscan meals when you return home. 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 sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Inquire for more details about the additional cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Ask for more details, including the additional cost and how to schedule this service.

The villa is equipped with an electric fence that is activated at night to protect the outdoor areas from wild animals.
Pets are welcome (even more than one), but we cannot guarantee that dogs will not wander off.
Villa Le Caggia