Vacation Rentals with Air Conditioning in San Giorgio, Italy
Results 121 - 140 of 331
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Description
Property Summary
Nestled in the picturesque landscape of San Casciano In Val Di Pesa, Italy, the charming cottage known as "Ambrogetta" is an exceptional holiday rental that seamlessly combines historic character with modern comfort. Originally built in 1800, this stunning property sits just 1 km from the centre of San Casciano Val di Pesa, offering guests the rare privilege of enjoying serene countryside surroundings while remaining within easy reach of local amenities and services. The expansive grounds extend across an impressive 20,000 m2, providing an extraordinary sense of space, privacy, and natural beauty that defines the entire stay. A beautiful swimming pool measuring 8 x 4 metres and 120 cm in depth invites you to relax and refresh during the warmer months, while the vast yard, adorned with a garden of lawn and mature trees, creates a tranquil setting ideal for unwinding in the open air. A roofed parking area on the premises accommodates up to 2 cars, ensuring convenience upon arrival and throughout your stay. Internet WiFi is also available, keeping you connected whenever needed without compromising the peaceful atmosphere that makes "Ambrogetta" so special.
Outdoors
The outdoor spaces at "Ambrogetta" are truly among its most captivating features, offering a generous and varied environment in which to spend leisurely days beneath the Tuscan sky. The swimming pool, measuring 8 x 4 metres with a depth of 120 cm, is available for use from 01 May to 22 October each year, providing an extended season during which you can enjoy a refreshing swim or simply bask in the warmth of the Italian sun. An outdoor shower is conveniently located nearby, allowing you to rinse off comfortably after a dip in the pool. The surrounding garden, set within the property's vast 20,000 m2 grounds, features a well-maintained lawn interspersed with trees that offer natural shade and a sense of peaceful seclusion. While the garden is not fenced, it flows naturally into the broader landscape, creating an open and inviting atmosphere that encourages relaxation and exploration in equal measure.
Other Information
The swimming pool at "Ambrogetta" operates seasonally, remaining open from 01 May to 22 October each year. The roofed parking area on the premises is capable of accommodating up to 2 vehicles, offering a practical and sheltered solution for guests travelling by car. For those without a vehicle, a bus stop is conveniently located just 300 metres from the property, making it straightforward to access the surrounding area and nearby towns using public transport.
Distances and Attractions
"Ambrogetta" benefits from an enviable location that places some of Tuscany's most celebrated destinations within comfortable reach. The centre of San Casciano Val di Pesa is just 1 km away, allowing you to explore local shops, restaurants, and services with ease. The magnificent city of Florence, renowned for its world-class art, architecture, and culture, is easily accessible from the property, as are the historic cities of Siena and San Gimignano, each offering a wealth of cultural, gastronomic, and scenic attractions that capture the very essence of the Italian experience. Ambrogetta
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Description
Property Summary
Situated in San Casciano In Val Di Pesa, Italy, the "Sole" is a renovated, three-story cozy farmhouse surrounded by trees and vineyards. The property offers a terraced garden with wildlife, an above-ground swimming pool (3 x 8 m, seasonal availability: 31.May - 30.Sep), and outdoor amenities like a shower, terrace, garden furniture, and barbecue. Additionally, you can enjoy Internet Wifi, parking, and a yard during your vacation rental stay.
Outdoors
The property boasts a fenced, 600 m2 private area with a terraced garden featuring a wildlife section and trees. Take advantage of the outdoor shower, terrace, garden furniture, and barbecue facilities. The swimming pool (above ground, 3 x 8 m) is available seasonally from May 31 to September 30, with maintenance provided by the owner/gardener.
Other Information
Convenient services include linen and towel changes (supplemental charges apply), cook upon request (extra cost), and a pre-arrival grocery service. The property can be accessed via an 800m long bumpy, narrow motor access road. On-site parking is available for up to 4 cars. Local sale of farm products is available nearby.
Distances and Attractions
The property is located 2.5 km from the center of San Casciano and offers proximity to various amenities and attractions. Within 2 km, you'll find shops, groceries, supermarkets, restaurants, bakeries, bicycle rentals, and a bus stop. The Florence Santa Maria Novella railway station is 22 km away, while the sandy beach is 90 km from the property. Nearby attractions include Florence (22 km), San Gimignano (40 km), Siena (60 km), and Pisa (74 km). For leisure activities, a golf course (18 holes) is 21 km away, tennis courts are 4 km away, and walking paths start 100 m from the house. An indoor swimming pool is also available 4 km from the property. Sole
Il Casale
Private Vacation rental with WIFI, A/C, private pool, TV, patio, pets allowed, panoramic view
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Description
Property Summary
Immerse yourself in the rustic charm of "Il Casale," a cozy vacation rental nestled in the picturesque countryside of Tuscany. This charming cottage boasts a private garden with a meadow, providing the perfect setting to relax and unwind. Enjoy a refreshing dip in the seasonal above-ground swimming pool (8 x 4 m) while taking in the breathtaking views of the surrounding landscape. Stay connected with internet wifi access, and take advantage of the provided garden furniture, barbecue facilities, and private parking on the premises.
Outdoors
Embrace the natural beauty that surrounds "Il Casale." Explore the private garden with its lush meadow, offering a tranquil oasis for you to escape the hustle and bustle of everyday life. Indulge in al fresco dining or simply bask in the warm Tuscan sun while enjoying the stunning countryside vistas.
Other Information
For your convenience, "Il Casale" is located just 2.5 km from the center of Badia a Passignano and 5 km from the center of Montefiridolfi. Please note that the property is accessed via a 2 km long bumpy motor access through an unmade road. Additionally, the owner utilizes some rooms within the house. Experience the authentic flavors of Tuscany by purchasing local farm products available for sale on-site.
Distances and Attractions
While "Il Casale" offers a peaceful retreat, it is conveniently situated just 30 km from the vibrant center of Florence and 90 km from the sea. Explore the surrounding area and discover nearby shops, supermarkets, and the Poggibonsi railway station (20 km), providing easy access to other attractions in the region. Immerse yourself in the natural beauty of San Casciano In Val Di Pesa, Italy, and create lasting memories during your vacation rental stay. Il Casale
Villa Agnola
Unique private villa rental with WIFI, private pool, A/C, TV and patio, close to Greve In Chianti
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Description
Villa Agnola is located in the centre of San Casciano In Val Di Pesa, Italy and only 20 km (12 mi) from Greve In Chianti in the tourist area "Florence And Surroundings". Property Villa Agnola is a nice stone building (400 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to 11 guests comfortably in six bedrooms with six bathrooms.
The villa is on one single level on the ground floor. The 1st floor of the villa is closed and cannot be used by guests.
What to Expect
When you arrive you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - 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. There is a kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
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: Greve In Chianti 20 km (12 mi), Florence 21 km (13 mi), San Gimignano 41 km (25 mi), Siena 61 km (38 mi) and Pisa 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 21 km (13 mi), Viareggio 115 km (71 mi), Forte Dei Marmi 122 km (76 mi), Rome 290 km (180 mi), Venice 271 km (169 mi) and Milan 313 km (194 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 34 km (21 mi), Pisa (psa) 76 km (48 mi), Bologna (blq) 120 km (75 mi), Genova (goa) 255 km (158 mi) and Venezia (vce) 274 km (170 mi).
Villa D'agnola
Mattei Villa
Superb independent holiday home with A/C, private pool, WIFI, hot tub, TV, close to Greve In Chianti
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Description
# Property Summary
Casa Mattei is a dramatically located villa in San Casciano In Val Di Pesa, situated in the heart of Tuscany's Chianti region with expansive views over olive groves, vineyards, woods and country estates. This authentic property welcomes 10 guests plus 4 additional guests and offers a stunning swimming pool with Jacuzzi feature. The spacious and private country house stands just 2 kilometers from Mercatale Val di Pesa and 18 kilometers from Florence, Italy. You will find the location ideal with its private and tranquil hillside position, perfectly positioned for exploring the region. The well-appointed villa has been authentically restored and is surrounded by olive groves, making it perfect for 5 to 6 couples or extended families. Internet Wifi connectivity ensures you stay connected throughout your stay, while convenient parking facilities are provided on the property. The building dates back approximately one thousand years to the Medieval period and was totally restored in 2006, having originally served as a small monastery before evolving into a country house some centuries later. As a member of the Experience Villas Collection, Casa Mattei offers its guests a fun and very Italian experience through a Pizza Cooking Class with a professional Pizzaiolo.
Outdoors
The fenced property extends across 2 hectares and includes the main house of 530 square meters, a swimming pool measuring 15 by 7.50 meters, and a dependence of 40 square meters. The fresh water pool with integrated Jacuzzi is open from May through September and you should note that the Jacuzzi is not a hot tub. The pool area is furnished with sunbeds, tables and chairs with umbrellas for your comfort. Adjacent to the pool you will discover a changing room with a bathroom featuring a shower and a well equipped fitness room. The lawn is beautifully bordered with rose bushes and olive trees, creating a picturesque setting. A stone patio houses a barbecue and provides shaded space for al fresco dining at a long table accommodating 12 people with comfortable chairs. Steps from the patio lead you down to the pool area, allowing easy access between the outdoor living spaces.
Other Information
Access to Casa Mattei is via a typically rough dirt road extending 1200 meters through vineyards and olive groves.
Distances and Attractions
You will appreciate the exceptional location of Casa Mattei, positioned just 15 minutes south from Florence with easy access to the charming Chianti hill towns. The property sits 50 minutes from Siena and 1 hour from Lucca, allowing you to explore some of Tuscany's most celebrated destinations. The nearest village of Mercatale Val di Pesa is only 2 kilometers away, while the cultural treasures of Florence are accessible at 18 kilometers from your accommodation. Mattei Villa
Book your vacation for the period from 01 March 2026 to 30 June 2026 and save 10% (minimum 7 nights). Offer valid until 30 June 2026.
Casa Meletta
Private Villa with private pool, WIFI, A/C, hot tub, TV, patio, panoramic view, near San Gimignano
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Description
Conveniently located 2 km (1 mi) from Gambassi Terme, Italy and only 19 km (12 mi) from San Gimignano. Vacation rental Casa Meletta is a lovely stone building (140 sq m) that includes WiFi internet, hot tub and air conditioning. The property can sleep up to six guests comfortably in three bedrooms with three bathrooms.
Your Experience
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 relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a patio, 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 six people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
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: San Gimignano 19 km (12 mi), Greve In Chianti 50 km (31 mi), Siena 55 km (34 mi), Florence 57 km (35 mi) and Pisa 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (35 mi), Viareggio 102 km (63 mi), Forte Dei Marmi 114 km (71 mi), Rome 290 km (180 mi), Venice 301 km (187 mi) and Milan 347 km (216 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 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) 58 km (36 mi), Pisa (psa) 75 km (46 mi), Bologna (blq) 162 km (100 mi), Genova (goa) 247 km (154 mi) and Roma Ciampino (cia) 299 km (186 mi).
L'antica Meletta
Book now and save 10%. Offer valid until 30 June 2026 and for a minimum stay of 14 nights.
Villa Luana
Superb private vacation home with WIFI, A/C, private pool, TV, panoramic view, near San Gimignano
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Description
Villa Luana is a nice stone building (220 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to nine guests comfortably in four bedrooms with two bathrooms. Villa Luana is located in Gambassi Terme, Italy and only 16 km (10 mi) from San Gimignano.
What to Expect
When you arrive at Villa Luana you’ll find a nice clean well-maintained property with views of the hills perfect 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster 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 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 16 km (10 mi), Florence 57 km (35 mi), Greve In Chianti 57 km (35 mi), Siena 58 km (36 mi) and Pisa 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (35 mi), Viareggio 103 km (64 mi), Forte Dei Marmi 114 km (71 mi), Rome 292 km (182 mi), Venice 302 km (188 mi) and Milan 345 km (214 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 30 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) 60 km (37 mi), Pisa (psa) 75 km (47 mi), Bologna (blq) 151 km (94 mi), Genova (goa) 245 km (152 mi) and Roma Ciampino (cia) 301 km (187 mi).
Villa Edi
Villa Melinda
Independent House with private pool, WIFI, A/C, TV, terrace, pets allowed, close to San Gimignano
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Description
Beautiful villa located in the countryside between Siena and Florence, renovated in 2015 maintaining and enhancing the rustic style and at the same time equipping it with all comforts to ensure a relaxing and welcoming environment. The house is arranged over three floors and has an attractive design with a taste of modern combined with some antique furniture. The property also has a small fenced garden of 1,000 sq m. equipped with pool for exclusive use of the guests (11m. x 5m. prof. 150cm.), there is also a nice loggia equipped for outdoor dining with barbecue.
Possibility to arrange chef service and cooking classes (upon request and to be paid on the spot); possibility of massages by professionals (to be arranged directly on the spot).
Free Wi-Fi internet. Air conditioning throughout. Parking near the property (30 meters). Access to the house with 150m. of unpaved road. The property is located at 8km. from the center of "Certaldo", at 19km. from "San Gimignano", at 20km. from the golf course, at 55km. from Siena and 59km. from Florence. Villa Della Meletta
Book 42 days or less before the arrival date and receive a 10 % 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 di Pillo
Pretty private villa with private pool, WIFI, A/C, TV, balcony, close to San Gimignano
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Description
Villa Di Pillo is located 4 km (2 mi) from Gambassi Terme, Italy and only 20 km (13 mi) from San Gimignano. Villa Di Pillo is a lovely holiday home (140 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to eight guests comfortably in three bedrooms with three bathrooms.
The Experience
After arriving at Villa Di Pillo you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful 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. If you enjoy cooking for family and friends there is a well-equipped 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 balcony 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: San Gimignano 20 km (13 mi), Greve In Chianti 51 km (31 mi), Florence 52 km (32 mi), Siena 59 km (37 mi) and Pisa 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 52 km (32 mi), Viareggio 98 km (61 mi), Forte Dei Marmi 110 km (68 mi), Rome 294 km (182 mi), Venice 293 km (182 mi) and Milan 338 km (210 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Di Pillo. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 54 km (33 mi), Pisa (psa) 70 km (44 mi), Bologna (blq) 146 km (91 mi), Genova (goa) 243 km (151 mi) and Venezia (vce) 299 km (186 mi).
Special 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 delicious meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
La Capannina Di Pillo
Grace Home, Pool, Wifi, Gambassi Terme
Fabulous private villa rental with A/C, WIFI, private pool, TV, terrace, close to San Gimignano
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Description
Grace Home, Pool, Wifi, Gambassi Terme is located 6 km (4 mi) from Gambassi Terme, Italy and only 11 km (7 mi) from San Gimignano. Grace Home, Pool, Wifi, Gambassi Terme is a lovely vacation rental (200 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to 12 people comfortably in five bedrooms with five bathrooms.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property ideal 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 busy day of shopping. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 11 km (7 mi), Siena 55 km (34 mi), Greve In Chianti 57 km (36 mi), Florence 62 km (38 mi) and Pisa 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 62 km (38 mi), Viareggio 92 km (57 mi), Forte Dei Marmi 104 km (65 mi), Rome 290 km (180 mi), Venice 307 km (190 mi) and Milan 350 km (218 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Grace Home, Pool, Wifi, Gambassi Terme. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
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) 63 km (39 mi), Pisa (psa) 65 km (40 mi), Bologna (blq) 158 km (98 mi), Genova (goa) 235 km (146 mi) and Roma Ciampino (cia) 299 km (186 mi).
Additional Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Grace Home, Pool, Wifi, Gambassi Terme
Book your vacation for the period from 31 January 2026 to 10 June 2026 and save 15% (minimum 4 nights).
Villa le Ripe - Gambassi Terme, Toscana
Unique private vacation rental with WIFI, A/C, pool, TV and pets allowed, close to San Gimignano
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Description
Conveniently located in Gambassi Terme, Italy and only 18 km (11 mi) from San Gimignano. Villa Le Ripe - Gambassi Terme, Toscana is a lovely property (290 sq m) with air conditioning and WiFi internet. The property can sleep up to 19 guests comfortably in seven bedrooms with six bathrooms.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. 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 19 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: San Gimignano 18 km (11 mi), Greve In Chianti 55 km (34 mi), Florence 55 km (34 mi), Siena 56 km (35 mi) and Pisa 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 55 km (34 mi), Viareggio 101 km (63 mi), Forte Dei Marmi 113 km (70 mi), Rome 290 km (180 mi), Venice 297 km (184 mi) and Milan 344 km (214 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Le Ripe - Gambassi Terme, Toscana. 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 April - 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) 57 km (35 mi), Pisa (psa) 74 km (46 mi), Bologna (blq) 149 km (93 mi), Genova (goa) 244 km (151 mi) and Roma Ciampino (cia) 299 km (186 mi).
Villa Le Ripe - Gambassi Terme, Toscana
Book your vacation for the period from 07 April 2026 to 10 April 2026 and save 10% (minimum 2 nights).
Book your vacation for the period from 25 April 2026 to 01 May 2026 and save 10% (minimum 2 nights).
Book your vacation for the period from 12 April 2026 to 14 April 2026 and save 10% (minimum 2 nights).
Villa Noemi
Private Holiday villa with WIFI, A/C, private pool, TV, patio, panoramic view, near San Gimignano
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- 5
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Description
Villa Noemi is a beautiful holiday rental (160 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to ten guests comfortably in five bedrooms with six bathrooms. Conveniently located in Pillo, Italy and only 21 km (13 mi) from San Gimignano.
What to Expect
After arriving you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing vacation 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. Outside you will also find a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 21 km (13 mi), Greve In Chianti 49 km (30 mi), Florence 52 km (32 mi), Siena 59 km (37 mi) and Pisa 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 52 km (32 mi), Viareggio 98 km (61 mi), Forte Dei Marmi 102 km (63 mi), Rome 294 km (182 mi), Venice 293 km (182 mi) and Milan 338 km (210 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 07:00 - 10:00
Pool Open: 20 April - 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) 53 km (33 mi), Pisa (psa) 70 km (44 mi), Bologna (blq) 146 km (90 mi), Genova (goa) 235 km (146 mi) and Venezia (vce) 299 km (186 mi).
Villa Noemi
Fonte di Pillo
Wonderful private property with WIFI, private pool, A/C, TV, terrace and panoramic view
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- 6
- 6
Description
Property Summary
Villa Fonte di Pillo is a stunning vacation rental located just 4 kilometers from Gambassi Terme and Castelfiorentino, and 20 kilometers from San Gimignano. This villa offers a peaceful retreat with excellent amenities such as a swimming pool, yard, internet WiFi, parking, and an EV charging station.
Outdoors
The property boasts an impressive 60,000 square meters of land with a well-maintained garden featuring a lawn and various trees. The highlight of the outdoor area is the 12 x 6 meter swimming pool with a depth of 150 centimeters, available seasonally from April 22nd to October 14th. The pool is equipped with an outdoor shower, and the owner/gardener ensures it is always in pristine condition.
Other Information
Inside the villa, guests can enjoy air conditioning and a burglar alarm system for added comfort and security. Access to the property is via a 200-meter-long unmade road, and covered parking is available for up to 2 cars.
Distances and Attractions
Nearby attractions include the cities of Volterra, Firenze, Pisa, and Livorno. Additionally, there is an 18-hole golf course located just 15 kilometers away, making Villa Fonte di Pillo an ideal vacation rental for those seeking relaxation and luxury in a convenient location. Fonte di Pillo
Pillo di Sopra
Unique private accommodation with WIFI, private pool, A/C, TV, patio and pets allowed
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- 5
- 6
Description
Property Summary
Nestled among trees and open fields in the picturesque Tuscan countryside, Pillo di Sopra is a charming and comfortable country house offering an idyllic holiday rental experience in Gambassi Terme, Italy. This fully fenced private property combines the tranquility of a secluded rural setting with a thoughtful selection of amenities designed to ensure a truly relaxing stay. The beautifully terraced yard features lush lawns and mature trees, creating a serene natural environment that invites you to unwind and reconnect with the landscape. A refreshing swimming pool measuring 8 x 4 meters with a depth of 140 cm is available seasonally, allowing you to enjoy the warm Tuscan climate in complete privacy. Reliable internet WiFi connectivity is provided throughout the property, keeping you connected whenever needed. Convenient on-site parking accommodates up to 3 vehicles, accessible via an 80-meter-long unpaved road leading directly to the property.
Outdoors
The outdoor spaces at Pillo di Sopra have been thoughtfully arranged to make the most of the stunning natural surroundings. The terraced garden is adorned with lush lawns and mature trees, offering shaded areas and open spaces in equal measure. The swimming pool, measuring 8 x 4 meters with a depth of 140 cm, is available seasonally from April 29th to October 14th, with maintenance handled regularly by the owner or gardener to ensure it remains in perfect condition throughout your stay. An outdoor shower is conveniently located nearby for rinsing off after a swim. A pergola provides a sheltered outdoor area ideal for relaxing or dining al fresco, and garden furniture is available for your comfort, allowing you to fully appreciate the peaceful countryside atmosphere that surrounds the property.
Other Information
Pillo di Sopra is equipped with a range of practical features and services to enhance your stay. Baby equipment is included with the property, making it a welcoming choice for families travelling with young children. For those with a passion for Italian cuisine, cooking courses can be arranged upon request, offering a memorable and authentic cultural experience during your time in Tuscany. The property is fully fenced, ensuring privacy and security throughout your visit. Access to the estate is provided via an 80-meter-long unpaved road, which leads directly to the private grounds.
Distances and Attractions
Pillo di Sopra enjoys an enviable location within easy reach of a wide range of attractions, services, and points of interest. A restaurant is situated just 100 meters from the property, making it effortless to enjoy a meal out without travelling far. Both Gambassi Terme and Castelfiorentino are located just 4 kilometers away, offering local shops, services, and a supermarket also reachable within 4 kilometers. The Castelfiorentino railway station is just 6 kilometers from the property, providing convenient access to the wider Tuscan rail network. An 18-hole golf course is located approximately 15 kilometers away, perfect for enthusiasts looking to enjoy a round amid the rolling Tuscan hills. The medieval town of San Gimignano, famous for its iconic towers, is just 20 kilometers from the property and well worth a visit. Further afield, the historic city of Volterra is approximately 30 kilometers away, while Florence, the cradle of the Renaissance, can be reached in around 40 kilometers. The coastal city of Pisa, home to its celebrated leaning tower, lies approximately 60 kilometers from the property, and the port city of Livorno is around 70 kilometers away, offering access to the Ligurian Sea and its surrounding attractions. Pillo di Sopra
Villa le Ripe Apartments - Gambassi Terme, Toscana
Fantastic home with WIFI, pool, A/C, TV, balcony and pets allowed, close to San Gimignano
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- 19
- 7
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| La Nonna - Villa le Ripe | 6 | 2 | 2 | ||
| La Tinaia - Villa le Ripe | 3 | 1 | 1 | ||
| Le Volte - Villa le Ripe | 6 | 2 | 1 | ||
| San Gimignano - Villa le Ripe | 4 | 2 | 2 | ||
| All 4 Accommodations | 19 | 7 | 6 |
Description
Conveniently located in Gambassi Terme, Italy and only 18 km (11 mi) from San Gimignano. Vacation rental Villa Le Ripe Apartments - Gambassi Terme, Toscana is a beautiful property that includes WiFi internet, air conditioning and shared pool. Villa Le Ripe Apartments - Gambassi Terme, Toscana is a apartment that has a total of four independent units. The property can sleep up to 19 people comfortably in seven bedrooms with six bathrooms.
Your Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills ideal 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 relax at the end the day. A lot of 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. In addition, each apartment has its own kitchen with plenty of utensils, tableware and cutlery.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 18 km (11 mi), Florence 50 km (31 mi), Greve In Chianti 55 km (34 mi), Siena 56 km (35 mi) and Pisa 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 102 km (63 mi), Forte Dei Marmi 114 km (71 mi), Rome 290 km (180 mi), Venice 291 km (181 mi) and Milan 339 km (210 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Le Ripe Apartments - Gambassi Terme, Toscana. 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 April - 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) 51 km (32 mi), Pisa (psa) 75 km (46 mi), Bologna (blq) 144 km (89 mi), Genova (goa) 251 km (156 mi) and Venezia (vce) 297 km (185 mi).
Villa Le Ripe Apartments - Gambassi Terme, Toscana
Special Offer for La Nonna - Villa le Ripe
Book your vacation for the period from 07 April 2026 to 18 April 2026 and save 10% (minimum 2 nights).
Book your vacation for the period from 25 April 2026 to 01 May 2026 and save 10% (minimum 2 nights).
Apartment:
La Tinaia - Villa le Ripe
Le Volte - Villa le Ripe
San Gimignano - Villa le Ripe
Cottage Monti Pet Friendly with Shared Pool
Amazing holiday villa with pool, WIFI, A/C, TV, veranda and pets allowed, near San Gimignano
- 4
- 1
- 1
Description
Conveniently located 1 km (4699 ft) from La Corsina, Italy in the tourist area "San Gimignano And Surroundings" and only 24 km (15 mi) from San Gimignano. Cottage Monti Pet Friendly With Shared Pool is a lovely vacation rental (70 sq m) with air conditioning and WiFi internet. The property can accommodate up to four guests comfortably.
The cottage has a large private area with a private veranda equipped for outdoor dining. The property is very large and includes the manor house in front of which there is a swimming pool shared with the owners who occasionally stay in the manor house.
Free parking on the property.
The Experience
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. For your enjoyment you will find a shared pool where you can relax while enjoying a nice cold beverage after a busy day of shopping. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. 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: San Gimignano 24 km (15 mi), Siena 41 km (26 mi), Greve In Chianti 49 km (30 mi), Florence 65 km (41 mi) and Montalcino 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 65 km (41 mi), Viareggio 112 km (69 mi), Forte Dei Marmi 123 km (77 mi), Rome 276 km (171 mi), Venice 314 km (195 mi) and Milan 364 km (226 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Cottage Monti Pet Friendly With Shared Pool. 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 - 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) 78 km (48 mi), Pisa (psa) 84 km (52 mi), Bologna (blq) 167 km (104 mi), Genova (goa) 254 km (158 mi) and Roma Fiumicino (fco) 262 km (163 mi).
Special Services
Tours - Custom tours can be arranged 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.
Cottage Monti Pet Friendly With Shared Pool
Book your vacation for the period from 01 April 2026 to 02 November 2026 and save 20% (minimum 7 nights).
Book your vacation for the period from 01 April 2026 to 02 November 2026 and save 25% (minimum 10 nights).
Book your vacation for the period from 01 April 2026 to 02 November 2026 and save 28% (minimum 14 nights).
Alice - Podere Ribatti - Casole D'Elsa, Toscana
Lovely accommodation with WIFI, pool, A/C and terrace, close to San Gimignano
- 2
- 1
- 1
Description
Vacation rental Alice - Podere Ribatti - Casole D'elsa, Toscana is a nice property (100 sq m) that includes air conditioning and WiFi internet. The property can sleep up to two people comfortably in one bedroom with one bathroom. Conveniently located 3 km (2 mi) from Casole D'elsa, Italy in the tourist area "San Gimignano And Surroundings" and only 22 km (14 mi) from San Gimignano.
What to Expect
When you arrive you’ll find a lovely clean well-maintained property with views of the hills perfect 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 visiting museums. There is a kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to two 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: San Gimignano 22 km (14 mi), Siena 38 km (23 mi), Greve In Chianti 56 km (35 mi), Florence 63 km (39 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 63 km (39 mi), Viareggio 155 km (96 mi), Forte Dei Marmi 165 km (102 mi), Rome 272 km (169 mi), Venice 310 km (193 mi) and Milan 358 km (222 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
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) 76 km (47 mi), Pisa (psa) 87 km (54 mi), Bologna (blq) 163 km (101 mi), Roma Ciampino (cia) 281 km (175 mi) and Roma Fiumicino (fco) 294 km (183 mi).
Alice - Podere Ribatti - Casole D'elsa, Toscana
Book your vacation for the period from 17 June 2025 to 06 January 2027 and save 15% (minimum 10 nights).
Book your vacation for the period from 17 June 2025 to 06 January 2027 and save 18% (minimum 14 nights).
Book your vacation for the period from 17 June 2025 to 06 January 2027 and save 20% (minimum 21 nights).
Book your vacation for the period from 07 April 2026 to 03 May 2026 and save 15% (minimum 3 nights).
Book your vacation for the period from 03 May 2026 to 31 May 2026 and save 15% (minimum 4 nights).
Villa le Caggia
Independent Villa with private pool, WIFI, hot tub, A/C, TV, patio, panoramic view, near Siena
- 16
- 7
- 7
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
Il Gabbro, Luxury Experience
Beautiful private holiday home with WIFI, private pool, A/C and TV
- 10
- 5
- 6
Description
Il Gabbro, Luxury Experience is located 8 km (5 mi) from Casole D'elsa, Italy and only 31 km (20 mi) from San Gimignano in the tourist area "Central Tuscany". Il Gabbro, Luxury Experience is a lovely holiday home (450 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to ten guests comfortably in five bedrooms with six bathrooms.
The Experience
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 31 km (20 mi), Siena 46 km (29 mi), Greve In Chianti 57 km (35 mi), Florence 72 km (45 mi) and Montalcino 82 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 72 km (45 mi), Viareggio 121 km (75 mi), Forte Dei Marmi 133 km (82 mi), Rome 281 km (174 mi), Venice 319 km (198 mi) and Milan 369 km (229 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 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) 85 km (53 mi), Pisa (psa) 93 km (58 mi), Bologna (blq) 171 km (106 mi), Roma Fiumicino (fco) 262 km (163 mi) and Genova (goa) 263 km (163 mi).
Il Gabbro, Luxury Experience
Agriturismo Agresto Apartments and Cottage, Pool,
Comfortable apartment with pool, WIFI, A/C, TV and panoramic view, close to San Gimignano
- 4
- 15
- 6
- 4
| Accommodation | |||
|---|---|---|---|
| Noce Cottage with Pool, Casole D'Elsa | 2 | 1 | 1 |
Description
Conveniently located in Casole D'elsa, Italy in the tourist area "San Gimignano And Surroundings" and only 24 km (15 mi) from San Gimignano. Agriturismo Agresto Apartments And Cottage, Pool, is a beautiful holiday home with air conditioning, WiFi internet and shared pool. The apartment has a total of four private units. The property can accommodate up to 15 people comfortably.
Your Experience
Upon arrival at Agriturismo Agresto Apartments And Cottage, Pool, you’ll find a lovely clean well-maintained property with views of the hills 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Many people traveling with friends prefer a multi-unit property 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.
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: San Gimignano 24 km (15 mi), Siena 39 km (25 mi), Greve In Chianti 53 km (33 mi), Florence 65 km (40 mi) and Montalcino 76 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 65 km (40 mi), Viareggio 114 km (71 mi), Forte Dei Marmi 126 km (78 mi), Rome 274 km (170 mi), Milan 359 km (223 mi) and Naples 465 km (289 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 20 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) 78 km (48 mi), Pisa (psa) 87 km (54 mi), Bologna (blq) 164 km (102 mi), Genova (goa) 257 km (159 mi) and Roma Fiumicino (fco) 261 km (162 mi).
Agriturismo Agresto Apartments And Cottage, Pool,
