Vacation Rentals with Air Conditioning in Montebenichi, Italy
Results 241 - 260 of 282
Villa Chianti
Wonderful villa rental with WIFI, hot tub, A/C, private pool, TV and patio, near Greve In Chianti
- 12
- 6
- 5
Description
Property Summary
Villa Chianti is an exceptional luxury vacation rental nestled in the heart of the Tuscan countryside, set among the rolling hills of the renowned Chianti region in Tavarnelle Val Di Pesa, Italy. Surrounded by the iconic vineyards and olive groves that define this celebrated landscape, the property offers guests an immersive and unforgettable experience combining relaxation, natural beauty, and cultural discovery. The villa is positioned atop a gentle hill, affording breathtaking panoramic views over the Chianti countryside and providing a sense of seclusion and tranquility that is truly unparalleled. A stately driveway lined with cypress trees welcomes you upon arrival, setting the tone for the refined elegance that awaits throughout the estate. The property features a generously sized private fenced outdoor area that envelops the villa, ensuring complete privacy and security for all guests. A private swimming pool and an outdoor Jacuzzi are available for your exclusive enjoyment, perfectly positioned to take full advantage of the sweeping views. The yard surrounding the villa is impeccably maintained, offering lush green spaces and beautifully landscaped gardens that invite leisurely strolls and quiet moments of contemplation. Wireless internet connectivity is available throughout the property, keeping you seamlessly connected during your stay, while private parking is provided on site for your convenience. The villa also features a private SPA, elevating the guest experience to the highest standard of luxury and wellness.
Outdoors
The outdoor spaces of Villa Chianti are among its most captivating features, thoughtfully designed to harmonize with the stunning natural surroundings of the Chianti hills. The perfectly maintained garden wraps around the property, offering a serene and picturesque setting framed by the famous Tuscan landscape of vineyards and olive groves. The private swimming pool is situated in one of the most scenic areas of the estate, accompanied by a Jacuzzi bath positioned alongside it, both oriented to capture the full panoramic splendor of the countryside. A generous selection of sun beds and umbrellas is arranged around the pool area, providing a comfortable and stylish space for sunbathing and relaxation throughout the day. Adjacent to the pool, a covered patio furnished with a table and chairs serves as an inviting setting for outdoor dining, while a stone barbecue offers the perfect opportunity to organize al fresco dinners and savor the unique atmosphere that only the Chianti region can provide. The entire outdoor area is enclosed within a private fenced perimeter, ensuring an intimate and secure environment for all guests to enjoy freely.
Other Information
Villa Chianti is designed to provide guests with everything necessary to enjoy a truly complete and restorative stay in Tuscany. The property includes a private SPA, offering an exclusive wellness experience within the comfort and privacy of the villa itself. The fenced perimeter of the estate enhances the overall sense of security and seclusion, making it an ideal retreat for those seeking both luxury and peace of mind. The villa's elevated position atop a small hill not only contributes to its remarkable views but also creates a naturally ventilated and pleasant environment throughout the seasons. Guests are encouraged to explore the surrounding region, taking full advantage of the villa's proximity to local services and the rich cultural heritage of the area.
Distances and Attractions
Villa Chianti enjoys an exceptionally convenient location, situated just 5 minutes from Tavarnelle Val Di Pesa, a charming town that provides all the essential services guests may require during their stay, including shops, restaurants, and local amenities. The surrounding Chianti region is one of Tuscany's most celebrated areas, renowned worldwide for its fine wines, historic hamlets, and breathtaking landscapes that have inspired artists and travelers for centuries. From the villa, you are ideally positioned to explore some of the most beautiful and historically significant villages in the region, each offering a unique glimpse into the rich cultural and artistic heritage of Tuscany. The famous vineyards and olive groves that frame the property are not merely a visual backdrop but an invitation to discover the authentic flavors and traditions of this extraordinary corner of Italy, from wine tastings at local estates to visits to artisan producers and medieval hilltop towns that dot the Chianti countryside. Villa Chianti
Casa Laura
Stunning private holiday home with A/C, WIFI, private pool, TV and panoramic view, close to Cortona
- 4
- 2
- 2
Description
Former, recently restored barn situated a short distance away from the charming town of Cortona dating back to the Etruscan time. This property provides nice and welcoming interiors. Outside guests can enjoy use of a private garden and swimming-pool.
The villa is in easy reach of the most important places of interest of central-south Tuscany such as Cortona, Castiglion Fiorentino, Arezzo, Siena..
A secondary road connecting the village of Montecchio to Camucia passes in front of the property.
Distances Montecchio with groceries 2 km away, Camucia with shops of all kinds and railway station 4,5 km, Cortona 7,5 km away, Montepulciano 27 km, Arezzo 30 km, Pienza 40 km away, Rapolano Terme (spas) 40 km, the town of Montalcino (renowned for the production of the Brunello wine) 60 km away, Siena 65 km, San Gimignano 105 km, Florence 115 km away.
At guests' disposal : fenced-in garden with private, fenced swimming-pool (8 x 4 m - min. depth 1,3 m - max. depth 1,7 m), furnished outdoor area ideal for al-fresco dining. Laundry (washing-machine). Free WI-FI internet available.
Parking within the grounds.
Additional Services: Baby bed available upon request.
Pets are permitted with an extra charge of € 50,- / per week / per pet.
Please carefully check if there are any extra costs to be paid on site! Casa Laura
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa Olivi - Subbiano, Toscana, Pool and Nature
Superb independent accommodation with WIFI, A/C, hot tub, private pool, TV, terrace, close to Arezzo
- 8
- 4
- 5
Description
Conveniently located 3 km (2 mi) from Vogognano, Italy in the tourist area "Casentino Valley" and only 22 km (14 mi) from Arezzo. Property Villa Olivi - Subbiano, Toscana, Pool And Nature is a beautiful property (160 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to eight guests comfortably in four bedrooms with five bathrooms.
The Experience
After arriving you’ll find a beautiful clean well-maintained property perfect for a relaxing 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. Also available outdoors are a hot tub and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people.
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: Arezzo 22 km (14 mi), Cortona 48 km (30 mi), Montepulciano 70 km (44 mi), Greve In Chianti 90 km (56 mi) and Siena 92 km (57 mi).
Some other major tourist destinations you should consider visiting are: Florence 107 km (66 mi), Viareggio 193 km (120 mi), Forte Dei Marmi 200 km (125 mi), Rome 243 km (151 mi), Venice 346 km (215 mi) and Milan 391 km (243 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 25 April - 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) 112 km (70 mi), Pisa (psa) 174 km (108 mi), Bologna (blq) 198 km (123 mi), Roma Ciampino (cia) 252 km (156 mi) and Roma Fiumicino (fco) 264 km (164 mi).
Villa Olivi - Subbiano, Toscana, Pool And Nature
Book your vacation for the period from 01 April 2026 to 03 June 2026 and save 20% (minimum 3 nights).
Villa Taragnano
Pretty independent vacation home with WIFI, A/C, private pool and patio, close to Cortona
- 10
- 5
- 3
Description
Property Villa Taragnano is a beautiful stone building (300 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with three bathrooms. Conveniently located 540 m (1742 ft) from Sant'enea, Italy in the tourist area "Cortona And Surroundings" and only 17 km (10 mi) from Cortona.
What to Expect
After arriving you’ll find a beautiful clean well-maintained property with views of the hills ideal 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. For your pleasure, on the grounds there is a barbecue grill and patio. There is a kitchen including coffee machine and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
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 17 km (10 mi), Arezzo 24 km (15 mi), Montepulciano 43 km (27 mi), Perugia 66 km (41 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 115 km (71 mi), Viareggio 202 km (125 mi), Forte Dei Marmi 209 km (130 mi), Rome 216 km (134 mi), Venice 358 km (223 mi) and Milan 399 km (248 mi).
Additional Information
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) 121 km (75 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 225 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
Villa Rinaldo
Il Mulino di Vogognano - Subbiano, Private Pool, J
House with hot tub, private pool, WIFI, A/C, TV, patio, panoramic view, close to Arezzo
- 7
- 3
- 2
Description
Holiday rental Il Mulino Di Vogognano - Subbiano, Private Pool, J is a lovely property (145 sq m) that includes hot tub, private pool and WiFi internet. The property can accommodate up to seven guests comfortably in three bedrooms with two bathrooms. Il Mulino Di Vogognano - Subbiano, Private Pool, J is located 2 km (1 mi) from Vogognano, Italy and only 22 km (14 mi) from Arezzo in the tourist area "Arezzo And Surroundings".
The villa is a semi-detached house, one side of which borders the Summer flat of another family.
The outdoor area, including the swimming pool and outdoor jacuzzi, is for exclusive use.
Your Experience
Upon arrival you’ll find a beautiful clean well-maintained property ideal 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 visiting museums. Also available outside are a tennis court, barbecue grill, patio and hot tub. 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to seven 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 22 km (14 mi), Cortona 48 km (30 mi), Montepulciano 70 km (43 mi), Greve In Chianti 90 km (56 mi) and Siena 92 km (57 mi).
Some other major tourist destinations you should consider visiting are: Florence 106 km (66 mi), Viareggio 193 km (120 mi), Forte Dei Marmi 200 km (124 mi), Rome 243 km (151 mi), Venice 346 km (215 mi) and Milan 391 km (243 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Il Mulino Di Vogognano - Subbiano, Private Pool, J. 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: 30 April - 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) 112 km (69 mi), Pisa (psa) 174 km (108 mi), Bologna (blq) 198 km (123 mi), Roma Ciampino (cia) 252 km (156 mi) and Roma Fiumicino (fco) 264 km (164 mi).
Il Mulino Di Vogognano - Subbiano, Private Pool, J
Book your vacation for the period from 01 April 2026 to 03 June 2026 and save 20% (minimum 3 nights).
- 14
- 7
- 7
Description
Holiday rental Villa Dedalo is a nice property (600 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to 14 guests comfortably in seven bedrooms with seven bathrooms. Conveniently located 900 m (2904 ft) from Manzano, Italy in the tourist area "Cortona And Surroundings" and only 11 km (7 mi) from Cortona.
What to Expect
When you arrive at Villa Dedalo you’ll find a nice clean well-maintained property with views of the hills ideal 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. 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. 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 holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 11 km (7 mi), Montepulciano 24 km (15 mi), Arezzo 45 km (28 mi), Perugia 53 km (33 mi) and Montalcino 54 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (74 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 211 km (131 mi), Rome 199 km (124 mi), Venice 357 km (222 mi) and Milan 407 km (252 mi).
Additional Information
Check-In Time: 14:30 - 18:30
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) 123 km (76 mi), Pisa (psa) 185 km (115 mi), Roma Ciampino (cia) 208 km (129 mi), Bologna (blq) 209 km (130 mi) and Roma Fiumicino (fco) 221 km (137 mi).
Special Services
Tours - Custom tours can be organized 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 individual tour and number of people.
Villa Dedalo
Villa Castelluccio - Arezzo, Toscana
Independent House with private pool, A/C, WIFI, hot tub, TV, patio, panoramic view, close to Arezzo
- 14
- 7
- 9
Description
Villa Castelluccio - Arezzo, Toscana is a beautiful property (340 sq m) with hot tub, private pool and WiFi internet. The property can accommodate up to 14 people comfortably in seven bedrooms with nine bathrooms. Conveniently located 3 km (2 mi) from Vogognano, Italy in the tourist area "Casentino Valley" and only 23 km (14 mi) from Arezzo.
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 hectic 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 hot tub, playground, patio, tennis court and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.
What's 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: Arezzo 23 km (14 mi), Cortona 48 km (30 mi), Montepulciano 70 km (44 mi), Greve In Chianti 91 km (56 mi) and Siena 95 km (59 mi).
Some other major tourist destinations you should consider visiting are: Florence 107 km (66 mi), Viareggio 194 km (120 mi), Forte Dei Marmi 201 km (125 mi), Rome 243 km (151 mi), Venice 346 km (215 mi) and Milan 391 km (243 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Castelluccio - Arezzo, Toscana. 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: 25 April - 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) 112 km (70 mi), Pisa (psa) 175 km (108 mi), Bologna (blq) 199 km (123 mi), Roma Ciampino (cia) 252 km (157 mi) and Roma Fiumicino (fco) 265 km (164 mi).
Additional 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 discovering the techniques vital to master Tuscan cuisine. For more details and the additional cost, please contact us.
Villa Castelluccio - Arezzo, Toscana
Villa Petrognano
Superb private house with A/C, WIFI, hot tub, private pool, TV, patio, near San Gimignano
- 16
- 8
- 8
Description
Beautiful private villa with swimming-pool situated in panoramic location on the Tuscan hills, between Florence and Siena. This splendid property has been recently restored preserving its original architectural features and has been turned into an elegant villa sleeping up to 16 people and an adjoining outbuilding for 8 people (rentable upon request only together with the main villa) allowing a total number of 24 guests. Both the villa and the outbuilding are tastefully furnished and offer spacious and extremely comfortable interiors.
This property provides all comforts and is an ideal destination for those who wish to spend a relaxing holiday in close contact with the surrounding landscape.
Distances: the charming small town of Barberino val D’Elsa with all kinds of shops 3 km away, Poggibonsi (railway station) 7 km, Florence (airport) 38 km away, Siena approx. 40 km, San Gimignano 19 km away, Volterra 47 km, Pisa (airport) 85 km away.
At guests’ disposal: large panoramic garden offering beautiful furnished terraces and pergolas, private swimming-pool (8 x 16 m – maximum depth 2,3 m – open from 01/05 to 30/09) with Jacuzzi area and swimming-pool for children (diameter 8 m - ), dress-room with sauna and toilet, table tennis. Laundry with ironing facilities. The villa is provided with fast internet connection (ADSL) and air-conditioning.
Large covered parking space (garage for 8 cars).
Extra services: Baby bed available upon request (free of charge). By arrangement: cooking classes, breakfast, lunch and dinner service. Baby-sitting available upon request.
The rental price includes 3 hours maid service every day.
Please carefully check if there are any extra costs to be paid on site! Villa Petrognano
Villa Cona
Superb private villa rental with private pool, A/C, WIFI, TV, panoramic view, near Florence
- 20
- 10
- 8
Description
Comfortable villa on a renovated property dating back to the 1300s, just 15 km from Florence. It is part of a large farm with 200 hectares of vineyards and olive groves, that produces excellent wines and extra virgin olive oil.
The property is made up of the main villa, a converted hayloft and a private pool.
It offers 10 bedrooms to accommodate up to 20 people. Inside it is equipped with all amenities and tastefully furnished.
Access to the property is via a stretch of unpaved road in good condition.
Extra services: You can reserve services like: tastings of the farm’s wines; breakfast, lunch and dinner at the property’s restaurant; cooking lessons with a chef; massages; excursions like truffle hunts, horse rides, hikes, picnics.
Property staff can use a stone wood burning oven to enhance your summer feasts.
At guests’ disposal:10 bedrooms and 8 bathrooms; private pool (9 x 4 m); garden; gazebo with table, chairs; Wifi internet; air conditioning; private parking within the grounds
Distances: San Donato in Collina with shops of all kinds 1,5 km, Bagno a Ripoli and Rignano 8 km, Florence (airport) 20 km, Arezzo 65 km, San Gimignano 65 km, Siena 70 km, Cortona 85 km, Lucca 95 km, Pisa (airport) 122 km.
Please carefully check if there are any extra costs to be paid on site! Villa Cona
Pozzo dei Desideri
Beautiful accommodation with pool, A/C, WIFI, TV, terrace, panoramic view, close to Greve In Chianti
- 2
- 10
- 4
- 4
| Accommodation | |||||
|---|---|---|---|---|---|
| Pozzo dei Desideri 1 | 4 | 1 | 1 | ||
| Pozzo dei Desideri 2 | 6 | 3 | 3 | ||
| All 2 Accommodations | 10 | 4 | 4 |
Description
One of the most charming villas in the Chianti region, this beautifully restored farmhouse is set in a peaceful and panoramic location, offering sweeping views over the Chianti Classico hills.
The villa is divided into 3 spacious and comfortable apartments, each featuring tastefully decorated interiors. Please note that one of the apartments is occupied by the owners.
Distances:
The small town of San Casciano, located in the heart of the Chianti region and offering all types of shops and amenities, is just 1 km away. Florence is 20 km away, and Siena is approximately 60 km from the property.
At guests’ disposal:
Furnished garden, swimming pool (12 x 6 m – maximum depth 1.8 m – open from 01/05 to 30/09) shared with the owners, shared barbecue, and air conditioning. The villa is accessible via an unpaved yet well-maintained road. Parking is available within the grounds. Small pets are welcome. All windows are fitted with mosquito nets.
Extra services:
Maid service available upon request (to be paid locally). Extra bed available on demand (payment on site). Baby bed available free of charge.
Please make sure to check in advance for any additional costs to be paid on site! Pozzo Dei Desideri
Luna di Cortona
Superb private villa with WIFI, private pool, A/C, TV, veranda, panoramic view, close to Cortona
- 10
- 5
- 5
Description
Conveniently located , Italy in the tourist area "Cortona And Surroundings" and only 12 km (8 mi) from Cortona. Holiday home Luna Di Cortona is a beautiful stone building (520 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to ten guests comfortably in five bedrooms with five bathrooms.
What to Expect
Upon arrival at Luna Di Cortona you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful 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. 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, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to ten 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 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 12 km (8 mi), Montepulciano 25 km (15 mi), Arezzo 35 km (22 mi), Perugia 53 km (33 mi) and Montalcino 54 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 205 km (127 mi), Forte Dei Marmi 212 km (132 mi), Rome 200 km (124 mi), Venice 361 km (224 mi) and Milan 405 km (251 mi).
Additional Information
Check-In Time: 16:00 - 20:00
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) 126 km (78 mi), Pisa (psa) 186 km (115 mi), Roma Ciampino (cia) 209 km (130 mi), Bologna (blq) 210 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can schedule 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 learning the secrets required 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 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 supplemental costs.
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 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 organized by the owner. Inquire for more details about the supplemental cost.
Baby Sitting - A babysitter can be arranged at Luna Di Cortona. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Villa Luna
Villa dei Fiori
Independent Holiday home with A/C, private pool, WIFI, TV, patio, panoramic view, close to Cortona
- 6
- 3
- 2
Description
Property Summary
Nestled in the serene Tuscan countryside of Cignano, Italy, Villa dei Fiori is a charming and elegantly appointed holiday retreat that seamlessly blends rustic character with contemporary comfort. This beautifully presented property offers an idyllic escape for those seeking both tranquility and easy access to the rich cultural heritage of the surrounding region. The villa develops across 2 floors and accommodates guests in 3 double bedrooms and 2 bathrooms, making it an ideal choice for families or small groups looking to immerse themselves in the timeless beauty of Tuscany. Outdoors, a private swimming pool invites you to unwind beneath the Tuscan sun, while the fully fenced yard provides a safe and peaceful environment for all guests, including children. Connectivity is assured throughout your stay with Internet WiFi, and private parking is available on the property, ensuring a convenient and stress-free arrival. Whether you are exploring nearby vineyards or simply breathing in the panoramic countryside views, Villa dei Fiori casts an undeniable spell on all who visit.
Outdoors
The outdoor setting of Villa dei Fiori is a quintessential Tuscan scene, offering a fully fenced garden that is perfectly suited to relaxing, reading, or allowing children to play safely within a secure perimeter. The private swimming pool is equipped with sun loungers and umbrellas, providing ample shade during the warmer months while the open views over the rolling countryside create a breathtaking backdrop. A shaded pergola with a dining table completes the exterior living space, offering the perfect setting for long, leisurely lunches and memorable sunset dinners in the open air.
Other Information
Villa dei Fiori blends rustic charm with modern comfort across its 2 floors. On the ground floor, guests are welcomed by a bright and spacious living room featuring large glass doors, sweeping countryside views, and a beautiful stone fireplace alongside a dining table. A fully equipped kitchen with wooden beams and local details provides everything needed to enjoy home-cooked meals. A double bedroom and a bathroom with shower also complete the ground floor. An internal staircase leads to the first floor, where 2 additional double bedrooms and a bathroom with shower are located. Please note that the internal staircase leading to the 2 bedrooms on the first floor has no railing, therefore children up to 12 years of age must be constantly supervised. Air conditioning is available in the living area and in the upstairs bedrooms, ensuring a cool and comfortable stay during the summer months, and is included in the rental price. Heating is metered and billed according to consumption. Final cleaning is included in the rental price. A refundable security deposit of 300,00 euros is required upon arrival and will be returned before departure, less any charge in case of damage. Check-in is from 15:00 and check-out is by 9:30. Late check-in after 6:00 PM until 11:00 PM is available upon request, and check-in later than 11:00 PM must be organized in advance and may require additional fees. A tourist tax of 8,00 euros per person per night applies for the first 4 nights, with children under 12 years of age exempt. Upon request, a range of additional services is available, including a Cook Service, Cooking classes, and a Personalized concierge service to book tours, tickets, restaurant reservations, and assist with daily planning. The team is available 24 hours a day, 7 days a week via an emergency contact provided at check-in.
Distances and Attractions
Villa dei Fiori is situated in the open countryside in a very quiet and panoramic area, approximately 12 km from the historic town of Cortona, making a car essential for any journey. The nearest small grocery store is located in Montecchio del Loto, where you will also find a pharmacy, a bar, and a bakery for everyday essentials. The closest and best-served town center is Camucia-Cortona, where all main services are available, including supermarkets and ATMs. The villa is positioned along a very panoramic road and is surrounded by numerous wineries, offering exceptional opportunities to explore the celebrated vineyards and wine culture that define this remarkable corner of Tuscany. Villa dei Fiori
Villa Zambra
Stunning private villa rental with WIFI, A/C, private pool and TV, close to San Gimignano
- 8
- 3
- 2
Description
Villa Zambra is located in the centre of Torri, Italy and only 14 km (9 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings". Villa Zambra is a lovely stone building (200 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to eight people comfortably in three bedrooms with two bathrooms.
Your Experience
When you arrive you will be greeted 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 busy day of shopping. There is a kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to eight 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 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 14 km (9 mi), Greve In Chianti 35 km (22 mi), Siena 40 km (25 mi), Florence 47 km (29 mi) and Montalcino 76 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 47 km (29 mi), Viareggio 115 km (71 mi), Forte Dei Marmi 126 km (78 mi), Rome 275 km (171 mi), Milan 341 km (212 mi) and Naples 466 km (289 mi).
Additional Information
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) 60 km (37 mi), Pisa (psa) 87 km (54 mi), Bologna (blq) 147 km (91 mi), Genova (goa) 257 km (160 mi) and Roma Ciampino (cia) 284 km (176 mi).
Villa Zambra
Villa Gaeta
Independent House with private pool, WIFI, A/C, TV, pets allowed, panoramic view, near Montepulciano
- 10
- 5
- 5
Description
Large Tuscan farmhouse dating back to the 15trh century built on the ruins of an ancient convent of the year 1200. This property with a charming inner courtyard, is situated in quiet and panoramic location on a large 100-hectare estate producing olive oil and wine.
This villa has been tastefully restored preserving its original architectural features and ancient materials such as the beautiful terracotta-tiles floors and beamed ceilings and has been converted into a welcoming country-side residence. The interiors are tastefully furnished with some antique pieces.
Outside, guests can enjoy use of a nice garden with a private pool.
The access to the property is via an upaved but well-maintained road of approx. 1,5 km.
Distances: Montefollonico with groceries 4,5 km away, Montepulciano 9 km, Torrita di Siena with general store and Pienza 12 km away, Cortona 40 km, Lake Trasimeno 50 km away, Siena 65 km, Perugia 75 km away, Marina di Grosetto (beaches) 107 km Florence (airport) 110 km away, Pisa (airport) 200 km away, Rome (airport) 215 km away.
At guests’ disposal: furnished garden (lawn) with private swimming-pool (10 x 7 m – depth 1,5 m), barbecue. Guests can also enjoy use of a charming inner courtyard with ancient bread oven and nice loggia. Laundry (accessible from the outside).
This villa provides WI-FI internet connection (free of charge), air-conditioning in all of the bedrooms (with the exception of the one accessible from the courtyard), hairdryers.
Parking with the grounds.
Extra Services: Baby bed and high-chair upon request (free of charge). Maid service by arrangement (€ 15,- / per hour to the paid locally).
Small pets are allowed.
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Gaeta
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Cerretalta
Pretty private villa rental with private pool, WIFI, A/C, TV, patio, panoramic view, near Montalcino
- 14
- 7
- 8
Description
Villa Cerretalta is in a wonderful position on a small hill surrounded by Brunello vineyards, within the national park of Val D'Orcia. The 7 bedroom, 6 bath property is set between the cities of Montalcino and San Quirico D'Orcia (both are about 10 km away), yet in few minutes you can reach the little town of Torrenieri (5 km) where you can find the nearest shops, supermarket and restaurants.
The owner occasionally uses the independent building nearby and whilst respecting your privacy will be at your disposal if you should need any help.
Cerretalta is completely surrounded by hedges and fences to guarantee total privacy. Nonetheless, you have a wonderful sight over the countryside.
Once you enter the gateway, there is a large courtyard plenty of tables and chairs at guests’ disposal as well as the brick barbeque. Across the court there is a lovely area with a big round stone table and matching benches sheltered from the sun by a pergola. Here there is also a second way out from the property, down a stone staircase and through a small iron gate.
There are two garden areas.
The first one is bordered by mature trees, should the guests enjoy a peaceful shady lawn, and it is situated next to a white travertine floored space with tables, chairs and parasol. This is the perfect location where you can have your meals, while taking in the beautiful view over the surrounding farmland.
From here, few stone steps lead to the second garden that is located near the poolside. A small gate possibly delimits the way so as to prevent little children from reaching the swimming-pool area without permission. Some fruit trees, flowers and shrubs brighten the place and there is also a gazebo with table and chairs. An extensive hedge marks the limits of the patch.
Distances: Torrenieri 5 km, San Quirico D'Orcia 10 km, Montalcino 12 km, Bagno Vignoni 14 km, Pienza 18 km, Montepulciano 32 km, Siena 36 km, Monte Amiata 45 lm, Grosseto 70 km, Firenze 100 km, Roma 200 km.
At guests' disposal:The salt water swimming pool is 12 x 6 meters, and has a depth from 1.20 to to 1.60 m.
Here there are parasols and several sun-loungers to relax in.
The seventh bathroom of the property is situated here at the poolside. In addition there is also an outdoor shower. Baby bed and highchair available on site free of charge.
Wi Fi connection is available in the villa.
Tennis table available free of charge.
children playground.
Motor vehicle access to the house: 3 km via unpaved road.
Air conditioning is also available in each of the bedrooms, to be charged according to consumption.
Extra Services: Four extra bed are available upon request at € 200,- / for week / each (to be paid on the spot).
Please carefully check if there are any extra costs to be paid on site! Cerretalta
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa San Pietro
Independent Property with A/C, WIFI, private pool, TV, patio, panoramic view, close to Cortona
- 14
- 7
- 5
Description
Conveniently located 770 m (2481 ft) from Cegliolo, Italy in the tourist area "Cortona And Surroundings" and only 5 km (3 mi) from Cortona. Villa San Pietro is a beautiful vacation rental (300 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to 14 guests comfortably in seven bedrooms with five bathrooms.
The Villa is composed of 3 apartments: 2 in the main Villa and 1 in the annex.
The Experience
Upon arrival 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 relaxing vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. Outside you will also find a barbecue grill and patio. 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 14 people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
Visit the Area
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: Cortona 5 km (3 mi), Arezzo 27 km (17 mi), Montepulciano 33 km (20 mi), Perugia 59 km (37 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 110 km (68 mi), Viareggio 204 km (126 mi), Forte Dei Marmi 211 km (131 mi), Rome 213 km (132 mi), Venice 360 km (224 mi) and Milan 403 km (250 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa San Pietro. 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 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) 123 km (76 mi), Pisa (psa) 184 km (114 mi), Bologna (blq) 204 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 234 km (146 mi).
Special 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 fun way to spend time with friends and family while discovering the techniques vital 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 vacation? 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 advice for the various courses and the wine. Ask for more details and the extra costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service upon arrival.
Villa San Pietro
Casale Valentina
Pretty multi-unit vacation rental with WIFI, A/C, pool, hot tub, TV and panoramic view, near Cortona
- 2
- 5
- 2
- 2
| Accommodation | |||||
|---|---|---|---|---|---|
| Appartamento Valentina | 3 | 1 | 1 | ||
| Appartamento Valentino | 2 | 1 | 1 | ||
| All 2 Accommodations | 5 | 2 | 2 |
Description
Conveniently located 2 km (1 mi) from Cegliolo, Italy in the tourist area "Cortona And Surroundings" and only 8 km (5 mi) from Cortona. Holiday rental Casale Valentina is a nice stone building that includes hot tub, shared pool and air conditioning. Casale Valentina is a villa / farmhouse / home with a total of two private apartments. The property can sleep up to five guests comfortably in two bedrooms with two bathrooms.
The Experience
When you arrive you’ll find a lovely clean well-maintained property with views of the mountains ideal for a peaceful vacation 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 relax at the end the day. For your pleasure, on the grounds there is a hot tub and barbecue grill. Many people traveling with friends prefer a multi-unit holiday home where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters with bedroom and bathroom. In addition, each apartment has its own kitchen with plenty of utensils, tableware and cutlery.
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: Cortona 8 km (5 mi), Arezzo 24 km (15 mi), Montepulciano 33 km (20 mi), Perugia 55 km (34 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 114 km (71 mi), Viareggio 201 km (125 mi), Forte Dei Marmi 208 km (129 mi), Rome 213 km (132 mi), Venice 358 km (222 mi) and Milan 401 km (249 mi).
Additional Information
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) 122 km (76 mi), Pisa (psa) 182 km (113 mi), Bologna (blq) 206 km (128 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 234 km (146 mi).
Special Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange 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 learning the secrets vital 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 holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the extra 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 specific tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service 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.
Casale Valentina
I Glicini
Fantastic accommodation with pool, WIFI, A/C and panoramic view, close to Greve In Chianti
- 3
- 18
- 6
- 6
Description
Former barn which was carefully restored preserving its original architectural features, situated in quiet location on the Chianti hills. This property, offering beautiful views over the surrounding vineyards, comprises 3 apartments all of which tastefully restored.
Distances: Tavarnelle Val di Pesa with all kinds of shops 2 km, San Gimignano 25 km, Florence 30 km, Siena 35 km, Volterra approx. 45 km.
At guests’ disposal: fenced furnished garden and shared swimming-pool (12 x 6 m – maximum depth 1,40 m – open from 15/05 to 02/10). Parking within the grounds. Baby bed available free of charge.
Extra services: maid service available by arrangement (price to be agreed and paid on the spot). The apartments are provided with air-conditioning. All of the apartments are equipped with washing-machine, iron and private furnished outdoor area.
Please carefully check if there are any extra costs to be paid on site! I Glicini
Last-Minute Offer for Glicini 1
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Glicini 2
Glicini 3
Villa le Capanne
Pretty multi-unit vacation home with A/C, pool, WIFI, pets allowed and panoramic view, near Cortona
- 4
- 21
- 8
- 6
Description
Conveniently located 1 km (4382 ft) from Pieve Di Chio, Italy in the tourist area "Cortona And Surroundings" and only 17 km (11 mi) from Cortona. Holiday rental Villa Le Capanne is a nice property that includes WiFi internet, air conditioning and pool. The vacation home has a total of four separate units. The property can sleep up to 21 people comfortably.
The Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property ideal for a splendid holiday in Tuscany. For your enjoyment you will find a pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. Many people traveling with friends prefer a multi-unit holiday rental where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters with bedroom and bathroom.
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: Cortona 17 km (11 mi), Arezzo 25 km (15 mi), Montepulciano 44 km (27 mi), Montalcino 68 km (43 mi) and Perugia 72 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 115 km (72 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 209 km (130 mi), Rome 217 km (135 mi), Venice 359 km (223 mi) and Milan 402 km (250 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Le Capanne. 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: 06:00 - 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) 123 km (76 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
Additional Services
Villa Le Capanne
Villa Montichiello
Holiday villa with private pool, A/C, hot tub, WIFI, TV, patio, panoramic view, near Montepulciano
- 14
- 7
- 7
Description
Property Summary
Nestled on a gentle hill in the heart of the UNESCO-protected Val d'Orcia in Tuscany, Italy, Villa Monticchiello is an exceptional vacation rental that combines breathtaking natural scenery with refined comfort. The property commands sweeping, panoramic views of the characteristic rolling hills that define this iconic landscape, as well as the magnificent historic city of Pienza, celebrated worldwide for its unique Pecorino cheese. The surrounding area is also home to some of the most prestigious Tuscan wineries, including the renowned Brunello di Montalcino. The villa is enveloped by a spectacular and meticulously maintained garden, which forms a verdant and tranquil setting for your stay. A private swimming pool measuring 15x5 metres, with a depth ranging from 0.90 to 1.70 metres, is available for your exclusive use, complete with sun beds for leisurely afternoons in the Tuscan sun. Wireless internet connectivity is provided throughout the property, ensuring you remain connected during your stay. Private parking is available on site, offering convenience and peace of mind upon arrival.
Outdoors
The outdoor spaces of Villa Monticchiello are thoughtfully designed to make the most of the extraordinary natural surroundings. The private swimming pool, measuring 15x5 metres with a depth ranging from 0.90 to 1.70 metres, is set within the beautifully kept garden and equipped with sun beds, inviting you to relax and soak up the warm Tuscan sunshine. A covered outdoor area houses a barbecue fireplace and a pizza oven, creating an ideal setting for preparing and enjoying al fresco meals in a truly unique environment. This space is perfectly positioned to offer some of the most unforgettable sunsets you will ever witness, making every evening a memorable occasion. The elegant paved portico is furnished with comfortable garden sofas and chairs, providing a refined and relaxing outdoor retreat where you can savour a glass of Brunello wine while contemplating the magnificent surrounding landscape.
Other Information
Villa Monticchiello benefits from its proximity to the charming hamlet of Monticchiello, which provides easy access to local grocery facilities and restaurants, ensuring that all your daily needs can be conveniently met during your stay.
Distances and Attractions
Villa Monticchiello is ideally situated to allow you to explore some of the most celebrated destinations in Tuscany. The historic city of Pienza, renowned for its unique Pecorino cheese and its outstanding Renaissance architecture, is easily reachable from the property. The entire Val d'Orcia valley, a UNESCO World Heritage Site, surrounds the villa and offers a landscape of extraordinary beauty that has inspired artists and travellers for centuries. The area is also home to some of the most important Tuscan wineries, including those producing the prestigious Brunello di Montalcino, widely regarded as one of Italy's finest wines, making the region a paradise for wine enthusiasts. The nearby hamlet of Monticchiello, with its authentic village atmosphere, grocery shops, and local restaurants, is within easy reach of the property, offering a genuine taste of traditional Tuscan life. Villa Montichiello
