San Gimignano Vacation Villa Rentals
Results 241 - 260 of 561
Villa Monteresi
Pretty private accommodation with hot tub, WIFI, A/C, private pool, TV and patio, near Siena
- 12
- 6
- 7
Description
Villa Monteresi is a beautiful stone building (800 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to 12 guests comfortably in six bedrooms with seven bathrooms. Conveniently located in Monteresi, Italy in the tourist area "Siena And Surroundings" and only 9 km (5 mi) from Siena.
Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. For your pleasure, on the grounds there is a patio, barbecue grill and hot tub. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished balcony is the ideal setting to enjoy food, family and the nice 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: Siena 9 km (5 mi), San Gimignano 34 km (21 mi), Greve In Chianti 42 km (26 mi), Montalcino 50 km (31 mi) and Florence 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 64 km (40 mi), Viareggio 159 km (98 mi), Forte Dei Marmi 166 km (103 mi), Rome 248 km (154 mi), Venice 315 km (196 mi) and Milan 356 km (221 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) 77 km (48 mi), Pisa (psa) 114 km (71 mi), Bologna (blq) 164 km (102 mi), Roma Fiumicino (fco) 252 km (157 mi) and Roma Ciampino (cia) 260 km (161 mi).
Villa la Quercia
Villa Tregole
Amazing private vacation rental with private pool, WIFI, A/C, TV and veranda, near Siena
- 16
- 7
- 6
Description
Villa Tregole is located 3 km (2 mi) from Fonterutoli, Italy and only 21 km (13 mi) from Siena in the tourist area "Siena And Surroundings". Villa Tregole is a lovely stone building (270 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to 16 people comfortably in seven bedrooms with six bathrooms.
The Experience
After arriving at Villa Tregole you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid 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 unwind at the end the day.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 21 km (13 mi), Greve In Chianti 26 km (16 mi), San Gimignano 42 km (26 mi), Florence 50 km (31 mi) and Montalcino 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 144 km (90 mi), Forte Dei Marmi 152 km (94 mi), Rome 261 km (162 mi), Milan 345 km (214 mi) and Naples 452 km (281 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 March - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 63 km (39 mi), Pisa (psa) 110 km (68 mi), Bologna (blq) 150 km (93 mi), Roma Ciampino (cia) 270 km (168 mi) and Genova (goa) 283 km (175 mi).
Villa Tregole
Chianti Hills Apartment, Pool, Ac
Fantastic accommodation with WIFI, A/C, TV, patio and panoramic view, close to Florence
- 5
- 1
- 1
Description
Property Chianti Hills Apartment, Pool, Ac is a beautiful property (80 sq m) that includes air conditioning and WiFi internet. The property can sleep up to five people comfortably. Conveniently located 9 km (5 mi) from San Casciano In Val Di Pesa, Italy in the tourist area "Florence And Surroundings" and only 16 km (10 mi) from Florence.
The pool and garden are to be shared with the owner, who lives upstairs in the same property.
The Experience
When you arrive at Chianti Hills Apartment, Pool, Ac you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a hectic day of sightseeing, spend some time with friends and family 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 five 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: Florence 16 km (10 mi), Greve In Chianti 27 km (17 mi), San Gimignano 50 km (31 mi), Siena 68 km (42 mi) and Pisa 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 16 km (10 mi), Viareggio 99 km (62 mi), Forte Dei Marmi 111 km (69 mi), Rome 288 km (179 mi), Milan 313 km (194 mi) and Naples 478 km (297 mi).
Additional Information
Check-In Time: 16:00 - 19:00
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) 19 km (12 mi), Pisa (psa) 72 km (45 mi), Bologna (blq) 118 km (73 mi), Genova (goa) 242 km (150 mi) and Venezia (vce) 272 km (169 mi).
Chianti Hills Apartment, Pool, Ac
Il Nespolo Charming Apartment Fonterutoli - Siena,
Lovely flat with A/C, WIFI and TV, close to Siena
- 4
- 2
- 1
Description
Il Nespolo Charming Apartment Fonterutoli - Siena, is a nice stone building (110 sq m) with air conditioning and WiFi internet. The property can accommodate up to four guests comfortably in two bedrooms with one bathroom. Conveniently located in the centre of Fonterutoli, Italy in the tourist area "Siena And Surroundings" and only 17 km (11 mi) from Siena.
The Experience
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family enjoying a glass of wine - a perfect way to unwind at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
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: Siena 17 km (11 mi), Greve In Chianti 25 km (16 mi), San Gimignano 38 km (23 mi), Florence 49 km (31 mi) and Montalcino 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 49 km (31 mi), Viareggio 141 km (88 mi), Forte Dei Marmi 151 km (94 mi), Rome 258 km (160 mi), Venice 296 km (184 mi) and Milan 344 km (214 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 63 km (39 mi), Pisa (psa) 109 km (68 mi), Bologna (blq) 149 km (93 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 279 km (174 mi).
Additional Services
Please note: Breakfast is served outside the property, in another building. Il Nespolo Charming Apartment Fonterutoli - Siena,
Book your vacation for the period from 21 February 2026 to 12 March 2026 and save 15% (minimum 2 nights).
Book your vacation for the period from 14 March 2026 to 20 March 2026 and save 15% (minimum 2 nights).
Book your vacation for the period from 22 March 2026 to 02 April 2026 and save 15% (minimum 2 nights).
Book your vacation for the period from 07 April 2026 to 13 July 2026 and save 15% (minimum 2 nights).
Villa le Caggia
Private Villa with WIFI, A/C, private pool, hot tub, TV, patio, panoramic view, close to Siena
- 16
- 7
- 7
Description
Villa Le Caggia is a nice stone building (500 sq m) with WiFi internet, air conditioning and private pool. The property can sleep 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.
The Experience
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful vacation 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. For your pleasure, on the grounds there is a barbecue grill, playground, patio and hot tub. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the 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 16 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the lovely 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: 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 holiday 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).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the extra cost and how to arrange 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
Bulleri
Private Vacation rental with internet, private pool, TV, terrace, pets allowed, near Florence
- 12
- 6
- 6
Description
Property Summary
Casa Bulleri is a stunning country house that has been recently renovated, offering a beautiful vacation rental in the Chianti Classico region of Italy. Situated on top of a hill in a quiet and sunny position, this property provides breathtaking views of the surrounding countryside. The property features a Swimming Pool, Yard, and Parking, making it an ideal choice for your holiday rental.
Outdoors
Casa Bulleri is situated on a 30-hectare property which guests have access to. The private grounds include a large 2,000 m2 garden with a wildlife garden, perfect for nature lovers. Guests can relax on the terrace or use the garden furniture and barbecue for outdoor dining. The swimming pool (5 x 10 m, depth 140 - 140 cm) is available from April to October, offering a refreshing spot to cool off during your stay.
Other Information
The original structure of Casa Bulleri dates back to the 16th century and has been carefully restored, preserving the rectangular tower and little chapel of the still-running farm, adding historical charm to the property. The owner's villa and several annex buildings are also located on the premises. Guests can enjoy wine-tasting and purchase wine, olive oil, and Vinsanto (Italian dessert wine) from the farm. Please note that heating must be paid on the spot from November to April, and there is an additional charge for linen and towel changes. Guests can also request a cook for an extra fee.
Distances and Attractions
Casa Bulleri is conveniently located just 4 km from the center of San Casciano In Val Di Pesa, Italy. Florence is only 22 km away, and Siena is 55 km away, making it an ideal base to explore these iconic Italian cities. The area also offers golfing and tennis facilities for those interested in recreational activities. Bulleri
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- 4
- 3
Description
Property Summary
"Ambrogetta" is a charming 1800-built cottage located just 1 km from the center of San Casciano In Val Di Pesa, Italy, offering a peaceful and tranquil vacation rental experience with easy access to local amenities. The property boasts a lovely swimming pool (8 x 4 meters, 120 cm deep) available from May 1 to October 22, an outdoor shower, a vast 20,000 square meter garden with a lawn and trees, parking for two cars, and internet WiFi.
Outdoors
Guests can enjoy the property's expansive 20,000 square meter outdoor area, featuring a beautiful garden with a lawn and trees. While the garden is not fenced, it offers a serene and relaxing environment to unwind after exploring the surroundings. Additionally, the property provides a roofed parking area that can accommodate up to two vehicles.
Other Information
"Ambrogetta" offers convenient access to local transportation, with a bus stop located just 300 meters away, making it easy to explore the area even without a personal vehicle.
Distances and Attractions
The vacation rental's strategic location offers easy access to renowned attractions such as Florence, Siena, and San Gimignano, allowing guests to immerse themselves in the rich cultural and historical heritage of Italy while enjoying the comfort and tranquility of "Ambrogetta." Ambrogetta
- 8
- 4
- 3
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
Casa delle Fiabe
Independent Villa with private pool, internet, TV, patio, panoramic view, close to Florence
- 12
- 6
- 6
Description
Property Summary
The historic 'Casa delle Fiabe' is a beautiful 17th-century two-story vacation rental villa situated in the district of Firenze, just 4 km from the center of San Casciano In Val Di Pesa, Italy. Surrounded by vineyards and protected as a fine arts property, it features a private 2,000 m2 garden with a 70 m2 seasonal swimming pool, Roman steps, internal staircase, outdoor shower, terrace with garden furniture and barbecue. The villa offers amenities like internet access, washing machine, and heating (paid extra during certain months).
Outdoors
The villa boasts a private 2,000 m2 garden with a lawn and flowers, though it is not fenced. The highlight is the 70 m2 swimming pool with Roman steps, available seasonally from April 3rd to October 16th. The pool features an internal staircase and an outdoor shower. The terrace is equipped with garden furniture and a barbecue, perfect for outdoor relaxation with family and friends.
Other Information
The property covers 30 hectares and is available for shared use. Linen change, towel change, and room cleaning services are available at an additional charge. Guests can also request a cook for an extra fee. The villa offers internet access, a washing machine, and heating that is paid on-site between November 6th and April 8th.
Distances and Attractions
The vacation rental is easily accessible, with a 1.3 km long motor access to the house and parking available on the premises. Nearby conveniences include a shop and bakery 4 km away, a supermarket 3 km away, and a restaurant 3 km away. For leisure activities, there is a golf course 25 km away and a tennis court 5 km away. Popular attractions like Firenze are 22 km away, while Siena is 55 km away. Guests can also enjoy the opportunity to taste Chianti Classico wine, vinsanto, and oil during their stay. Casa delle Fiabe
Tenuta Borgo al Sole
Amazing multi-unit holiday home with pool, A/C, WIFI, TV, pets allowed and panoramic view
- 4
- 20
- 6
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| Maioliche | 4 | 1 | 1 | ||
| Maniscalco | 6 | 2 | 2 | ||
| Soli | 4 | 1 | 1 | ||
| Rosa | 6 | 2 | 2 | ||
| All 4 Accommodations | 20 | 6 | 6 |
Description
Holiday home Tenuta Borgo al Sole is a nice property that includes WiFi internet, pool and air conditioning. Tenuta Borgo al Sole is a villa / farmhouse / home having a total of four private apartments. The property can accommodate up to 20 people comfortably. Conveniently located 1 km (4118 ft) from Cusignano, Italy and only 35 km (22 mi) from San Gimignano.
What to Expect
When you arrive at Tenuta Borgo al Sole you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your pleasure you will find a pool where you can relax 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, like the pool or garden, but still have their own private living quarters with bedroom and bathroom. In addition, each unit has its own kitchen with plenty of utensils, tableware and cutlery.
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: San Gimignano 35 km (22 mi), Florence 44 km (27 mi), Pisa 50 km (31 mi), Lucca 53 km (33 mi) and Greve In Chianti 54 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 44 km (27 mi), Viareggio 79 km (49 mi), Forte Dei Marmi 91 km (56 mi), Rome 324 km (201 mi), Venice 284 km (177 mi) and Milan 334 km (207 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Tenuta Borgo al Sole. If you have a large dog or multiple pets, please ask for permission prior to booking.
Handicapped Accessible - If you or one of your guests needs wheelchair access, you’ll find at least one bedroom and bathroom that are accessible, as well as, most of the main rooms in the house.
Check-In Time: 15:00 - 18:00
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) 44 km (28 mi), Pisa (psa) 52 km (32 mi), Bologna (blq) 137 km (85 mi), Genova (goa) 222 km (138 mi) and Venezia (vce) 290 km (180 mi).
Tenuta Borgo al Sole
Pozzo dei Desideri
Flat with WIFI, pool, A/C, TV, terrace, pets allowed, 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
Il Casale
Stunning private vacation home with private pool, WIFI, TV, patio, pets allowed and panoramic view
- 6
- 3
- 1
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
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- 5
- 3
Description
Property Summary
Immerse yourself in the charm of "Villa il Giglio," a historical single-family house surrounded by lush greenery, meadows, and vineyards in San Casciano In Val Di Pesa, Italy. This comfortable vacation rental boasts a large, well-kept garden with a lawn, trees, a hot tub, table tennis, an arbor, pergola, garden furniture, and a barbecue area. Enjoy modern amenities like Internet WiFi, parking, and a tennis court within proximity.
Outdoors
Embrace the tranquility of Villa il Giglio's outdoor spaces. The property features a private, large, and meticulously maintained garden adorned with lush lawns and towering trees. Relax in the hot tub or engage in a friendly game of table tennis. Take refuge from the sun under the arbor or pergola, where you'll find cozy garden furniture and a barbecue area for alfresco dining.
Other Information
Villa il Giglio offers additional conveniences to enhance your stay. Linen and towel changes are available for an extra charge. For those seeking a culinary experience, a cook can be arranged upon request (additional cost applies). The property has a 50-meter-long bumpy motor access, and parking is available on-site. Please note that the owner resides on the same property and has a dog. Baby equipment is included for families traveling with infants.
Distances and Attractions
Located just 1 km from the center of San Casciano Val di Pesa, Villa il Giglio offers a prime location that combines tranquility and accessibility. Nearby attractions include the cities of Florence (25 km), Certaldo (25 km), San Gimignano (35 km), Siena (55 km), and Pisa (78 km). Outdoor enthusiasts can explore walking paths directly from the house or visit the sandy beach "Tirrenia" (85 km). Additionally, an outdoor swimming pool (2 km), indoor swimming pool (2 km), golf course (18 holes, 21 km), tennis courts (1 km), and indoor tennis center (1 km) are within driving distance. Conveniences like shops, groceries, restaurants, bakeries, and a pedestrian zone are all within 1-2 km of the property. Villa Il Giglio
Tenuta
Fantastic apartment with WIFI, A/C, pool, TV, pets allowed and panoramic view, near Greve In Chianti
- 6
- 30
- 11
- 10
| Accommodation | |||||
|---|---|---|---|---|---|
| Tenuta 1 | 4 | 1 | 1 | ||
| Tenuta 2 | 4 | 1 | 1 | ||
| Tenuta 3 | 4 | 2 | 2 | ||
| Tenuta 4 | 2 | 1 | 1 | ||
| Tenuta 5 | 6 | 2 | 2 | ||
| Tenuta 6 | 10 | 4 | 3 | ||
| All 6 Accommodations | 30 | 11 | 10 |
Description
Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of Mercatale (with general stores) and 22 km from Florence away. This property offers large outdoor areas and a nice panoramic pool with splendid views over the surrounding vineyards (producing excellent wines). All of the apartments provide welcoming interiors furnished in a rustic style. The units Tenuta 1 and 2 are approx. 50 from the pool away while the remaining units are closer. By the pool, guests can enjoy use of a beautiful panoramic terrace with sun-umbrellas and sofas and of a covered area with WI-FI in internet connection (WI-FI internet is also available near the reception, closer the units Tenuta 1 and 2).
The access to the property is via an unpaved road suitable to any car.
Distances: Mercatale with general stores 4 km away, San Casciano 10 km, Greve in Chianti 12 km away, Florence (airport and railway station) 22 km away, San Gimignano 37 km, Siena 60 km away, Arezzo 90 km, Pisa (airport) 92 km away, Lucca 95 km away.
At guests’ disposal: large outdoor areas, garden, shared swimming-pool (12 x 6 m – min. depth 1,25 m – max. depth 1,4 m – open from 01/05 to 30/10) with panoramic views, barbecue, playground for children with swing. The property and all the apartments provide WI-FI internet connection (free of charge).
Laundry (free of charge).
Extra Services: Baby bed upon request. Maid service available by arrangement (€ 12,- / per hour to be paid locally). The products of the estate (wine, olive-oil) are available for clients to be purchased.
Please carefully check if there are any extra costs to be paid on site! Tenuta
Last-Minute Offer for Tenuta 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:
Tenuta 2
Tenuta 3
Tenuta 4
Tenuta 5
Tenuta 6
- 6
- 2
- 2
Description
Property Summary
The "Matteuzzi" vacation rental is a two-story, two-family house located in a resort just 500 meters from the center of Mercatale Val di Pesa, offering a peaceful and convenient base for your stay. The property boasts a spacious 1,200 square meter fenced garden with furnished outdoor seating, ideal for al fresco dining or relaxation. Indoors, you'll find a shared washing machine for your convenience. With parking for up to two cars on-site and additional public parking just 50 meters away, getting around is hassle-free. The property also offers amenities like internet WiFi, a tennis court within 2 kilometers, and access to an outdoor swimming pool 5 kilometers away.
Outdoors
The "Matteuzzi" vacation rental offers an impressive 1,200 square meter fenced garden for shared use among guests. This expansive outdoor space is complete with garden furniture, allowing you to fully enjoy the charming surroundings and pleasant climate. Take in the fresh air, soak up the sun, or dine alfresco while you savor the tranquility of this idyllic setting.
Other Information
For your convenience, the property provides a shared washing machine for guests' use. Heating is available from November 1 to April 15, with additional fees payable on-site. Logs for the fireplace can also be purchased for a supplementary fee. It's important to note that the owner resides on the same property. While exploring the area, a car is highly recommended to make the most of your visit to San Casciano In Val Di Pesa, Italy.
Distances and Attractions
The "Matteuzzi" vacation rental is conveniently situated just 500 meters from the center of Mercatale Val di Pesa and 5.7 kilometers from the center of San Casciano in Val di Pesa. For those looking to explore further, the property is located 30 kilometers from the center of Firenze. Nearby attractions include the charming towns of Greve in Chianti, Badia a Passignano, San Donato in Poggio, Barberino Val D'elsa, Radda in Chianti, and the renowned San Gimignano, just 40 kilometers away. A bus stop named "Mercatale val di Pesa" is also within 500 meters, providing easy access to public transportation. Matteuzzi
Description
Property Summary
You are considering a historical vacation rental cottage named "Il Convento" in Montefiridolfi, San Casciano In Val Di Pesa, Italy. Dating back to the 14th century, this charming property offers 10 apartments surrounded by picturesque vineyards. With modern amenities like Internet Wifi and Parking, "Il Convento" provides a comfortable stay while immersing you in Tuscany's rich history and culture.
Outdoors
The property boasts a scenic, elevated position atop a hill, offering stunning views of the surrounding countryside. Outdoor enthusiasts can enjoy an 18-hole golf course just 20 km away, tennis courts within 8 km, and hiking trails starting directly from the vacation rental. For those seeking respite from the Tuscan sun, both indoor and outdoor swimming pools are conveniently located 8 km away.
Other Information
"Il Convento" caters to families with young children by providing baby equipment on-site. While the nearest beach, "Cecina Mare," is a 90 km drive, the property's prime location offers easy access to local shops, including a grocery store, bakery, and restaurant within 3 km. A larger supermarket is also available 8 km away, ensuring all your essentials are within reach during your holiday rental stay.
Distances and Attractions
Ideally situated near several renowned Tuscan cities, "Il Convento" serves as a perfect base for exploring the region's cultural treasures. Florence, San Gimignano, and Siena are all within driving distance, allowing you to immerse yourself in the area's rich history and architectural marvels. Additionally, the nearby "Montefiridolfi" bus stop provides convenient transportation options to explore the surrounding attractions. Il Convento
Villa Agnola
Stunning independent holiday home with WIFI, A/C, private pool, TV and patio, near Greve In Chianti
- 11
- 6
- 6
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". Villa Agnola is a nice stone building (400 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to 11 people 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.
The Experience
Upon arrival at Villa Agnola you’ll find a beautiful clean well-maintained property with views of the hills 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 hectic day of shopping. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 11 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.
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: 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
Independent Villa with hot tub, WIFI, private pool, A/C, TV, panoramic view, near Greve In Chianti
- 12
- 6
- 6
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.
Podere la Sterza
Amazing private vacation rental with private pool, WIFI, A/C, TV, patio and panoramic view
- 8
- 4
- 2
Description
Conveniently located 3 km (2 mi) from Lajatico, Italy and only 29 km (18 mi) from San Gimignano. Podere La Sterza is a beautiful stone building (300 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to eight guests comfortably in four bedrooms with two bathrooms. The Tuscan coast offers you and your guests a unique experience with many activities such as boating, scuba diving, beaches and beautiful sunsets and it's all nearby (4 km 2 mi).
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 peaceful 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 sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Places Nearby
The city of Lajatico hosts the worldwide known Teatro del Silenzio, a beautiful open-air amphitheater.
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 29 km (18 mi), Pisa 52 km (32 mi), Lucca 59 km (37 mi), Siena 73 km (45 mi) and Greve In Chianti 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 81 km (51 mi), Viareggio 80 km (50 mi), Forte Dei Marmi 113 km (70 mi), Rome 307 km (191 mi), Venice 327 km (203 mi) and Milan 357 km (222 mi).
Additional Information
Check-In Time: 16:00 - 18:00
Check-Out Time: 07:00 - 11:00
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): Pisa (psa) 53 km (33 mi), Firenze Peretola (flr) 83 km (52 mi), Bologna (blq) 175 km (109 mi), Genova (goa) 247 km (153 mi) and Roma Fiumicino (fco) 304 km (189 mi).
More Services
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Podere i Sorbi
Villa Anna
Independent House with private pool, A/C, WIFI, hot tub, TV, pets allowed, panoramic view
- 10
- 5
- 5
Description
Villa Anna is located 3 km (2 mi) from Montecatini, Italy and only 44 km (28 mi) from San Gimignano. Villa Anna is a beautiful stone building (300 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to ten people comfortably in five bedrooms with five bathrooms. Experience the Tuscan coast, it's just a short distance to the sea from the vacation rental (25 km 16 mi).
The Experience
When you arrive at Villa Anna you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a barbecue grill and hot tub.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 44 km (28 mi), Pisa 76 km (47 mi), Siena 78 km (48 mi), Greve In Chianti 86 km (53 mi) and Florence 99 km (62 mi).
Some other major tourist destinations you should consider visiting are: Florence 99 km (62 mi), Viareggio 103 km (64 mi), Forte Dei Marmi 115 km (71 mi), Rome 315 km (195 mi), Venice 344 km (214 mi) and Milan 361 km (224 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Anna. 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 - 09:00
Pool Open: 1 April - 30 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): Pisa (psa) 80 km (50 mi), Firenze Peretola (flr) 100 km (62 mi), Bologna (blq) 193 km (120 mi), Genova (goa) 246 km (153 mi) and Roma Fiumicino (fco) 298 km (185 mi).
Additional Services
Cooking Lessons - Learn from a local chef the techniques needed 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 needed to prepare mouth-watering Tuscan meals when you return home. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering 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. Ask 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 after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - If you'd like maid service during your trip that can be organized by the owner. Ask for more details about the supplemental cost.
Villa La Cerbaina
Book now and save 15%. Offer valid until 30 April 2026 and for a minimum stay of 7 nights.
Book your vacation for the period from 05 March 2026 to 23 May 2026 and save 23% (minimum 4 nights).
Book your vacation for the period from 07 April 2026 to 25 April 2026 and save 29% (minimum 4 nights).
