San Gimignano Vacation Villa Rentals
Results 201 - 220 of 559
Villa Dell'Abate
Unique private holiday home with WIFI, A/C, private pool and TV, close to Greve In Chianti
- 14
- 7
- 6
Description
Villa Dell'abate is a beautiful vacation rental with air conditioning, WiFi internet and private pool. The property can accommodate up to 14 people comfortably in seven bedrooms with six bathrooms. Conveniently located 3 km (2 mi) from Sambuca, Italy in the tourist area "San Gimignano And Surroundings" and only 13 km (8 mi) from Greve In Chianti.
The Experience
Upon arrival you’ll find a lovely clean well-maintained property ideal for a splendid vacation in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 13 km (8 mi), Florence 31 km (19 mi), San Gimignano 31 km (19 mi), Siena 45 km (28 mi) and Montalcino 86 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 31 km (19 mi), Viareggio 125 km (78 mi), Forte Dei Marmi 132 km (82 mi), Rome 284 km (177 mi), Venice 282 km (175 mi) and Milan 327 km (203 mi).
Additional Information
Pool Open: 1 April - 1 November (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 44 km (27 mi), Pisa (psa) 90 km (56 mi), Bologna (blq) 133 km (83 mi), Genova (goa) 263 km (163 mi) and Venezia (vce) 286 km (178 mi).
More Services
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 requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Ask for more details about the additional cost.
Villa Antico Mulino
Castelfiorentino 649
Fabulous multi-unit vacation home with WIFI, pool, TV, patio, pets allowed and panoramic view
- 4
- 24
- 7
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Casolare Bretulla 649.1 | 4 | 1 | 1 | ||
| Casolare Bretulla 649.2 | 6 | 2 | 1 | ||
| Casolare Bretulla 649.3 | 10 | 3 | 2 | ||
| Casolare Bretulla 649.4 | 4 | 1 | 1 | ||
| All 4 Accommodations | 24 | 7 | 5 |
Description
Property Summary
Casolare Bretulla is a charming country house located in a serene location surrounded by fields and trees in Montespertoli, Italy. It offers a vacation rental option with modern amenities such as a Swimming Pool, Yard, Internet Wifi, Parking, and an Installment Plan. The property consists of three separate apartments spread across 10,000 square meters of fenced land, ensuring utmost privacy for guests.
Outdoors
The garden boasts beautiful plants and trees, while the meadow provides ample space for outdoor activities. The highlight of the property is the large swimming pool measuring 12 x 6 meters with a depth of 120-150 cm, available from May 10th to October 5th. Guests can take a refreshing dip in the pool or relax on the sun loungers while enjoying the sunny weather. An outdoor shower and a barbecue area with a barbecue house are also available for outdoor dining experiences. The pool maintenance is taken care of by the owner/gardener.
Other Information
Casolare Bretulla offers modern amenities such as WiFi and a washing machine (extra) for shared use. The property is accessible via a 1.2 km long motor access, although the road is unmade. There is a roofed parking area on the premises. The residence has electric gates, and the owner lives on the same property with a dog. All apartments/houses are individually designed and furnished, giving a unique character to each of them.
Distances and Attractions
The property is situated 6.5 km from Castelfiorentino and 8 km from Certaldo, making it an ideal vacation rental for those who want to experience Tuscan countryside living while still being near the village. Nearby attractions include San Gimignano, Volterra, Siena, and Pisa, making it an ideal base for exploring Tuscany. The property is suitable for families with children, and baby equipment is provided. However, groups of teenagers are accepted only on request. Castelfiorentino 649
- 10
- 4
- 5
Description
Villa Di Corazzano is located 5 km (3 mi) from Corazzano, Italy and only 33 km (20 mi) from San Gimignano. Villa Di Corazzano is a lovely property (330 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to ten guests comfortably in four bedrooms with five bathrooms.
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid vacation 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 sightseeing. There is a kitchen including coffee machine, microwave and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 33 km (20 mi), Florence 49 km (30 mi), Pisa 51 km (31 mi), Lucca 54 km (33 mi) and Greve In Chianti 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 49 km (30 mi), Viareggio 80 km (49 mi), Forte Dei Marmi 91 km (57 mi), Rome 330 km (205 mi), Venice 294 km (183 mi) and Milan 335 km (208 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 51 km (31 mi), Pisa (psa) 52 km (32 mi), Bologna (blq) 143 km (89 mi), Genova (goa) 222 km (138 mi) and Venezia (vce) 296 km (184 mi).
Villa Miniato
Villa Roberto
Wonderful private villa with WIFI, A/C, private pool, TV, terrace, pets allowed, panoramic view
- 4
- 2
- 1
Description
Charming small independent villa with private pool situated on the hills surrounding the small town of Cambiano, approx. 45 km from Florence. This villa offers nice outdoor areas with a beautiful panoramic terrace, gazebo, furnished garden and private pool. The interiors are welcoming and provide air-conditioning.
The access to the property is via an unpaved but well-maintained road.
Distances: Fontanelle with general stores 500 m, a nice restaurant / pizzeria 100 m away, Cambiano 4 km, Castelfiorentino with general stores and railway station 7 km, Empoli 7 km away, Certaldo 17 km, San Gimignano 30 km away, Florence (airport) 45 km, Lucca 55 km, Pisa (airport) 58 km, Siena 65 km away.
At guests’ disposal: furnished garden with private bean-shaped swimming-pool (7 x 3 m circa – depth 1,2 m – open from 01/04 to 30/10), barbecue, large furnished terrace with gazebo ideal for al-fresco dining offering extensive panoramic views over the surrounding landscape.
Parking within the grounds.
Extra Services: Baby bed available upon request (free of charge). Maid service by arrangement (€ 10,- / per hour to be paid on the spot).
Small pets are allowed by paying an extra charge of € 40,- / per pet (the property is not completely fenced).
Please carefully check if there are any extra costs to be paid on site! Villa Roberto
Book your vacation for the period from 09 August 2026 to 22 August 2026 and save 10% (minimum 13 nights).
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.
- 8
- 4
- 3
Description
Rich with local history, this estate in Tuscany is a splendid example of the struggle for power played out between the various ages here between Florence and Pisa.
This lovely rental home was once one of the many from the Buonaparte family of San Minato dating back to the mid 1400's. The present day owner has restored the Tuscan villa, complete with 4 bedrooms and 3 baths and is furnished it in a classical yet comfortable style - perfect for relaxing and enjoying company of friends and family.
It is located on top of a hill in a splendid landscape of Tuscany, encircled by forest, olive groves and vineyards.
Distances:
It is located near the medieval city of San Miniato (8km) and 1 km from Corazzano village where there are: bars, restaurant, shops, pharmacy and bank.
The villa is 50 km from Pisa Airport 50 from Florence Airport.
The railway station is in San Miniato Basso (10 km) or in Empoli (20 km) to reach: Pisa, Florence, Siena or Leghorn.
Parking within the grounds. Nearby towns include Lucca (50 km), San Gimignano (30 km), Volterra (40 km). There are also a number of activities close by including tennis courts in San Miniato (9 km) golf courses in Castelfalfi 19/27 holes, (20 km), and Golf courses in San Miniato 9 holes (9 km)
At guests' disposal:
The private pool is among a olive groves park (20000 mq).
It is 10mx5m depth 1.5m open 1 May/30 Sept., equipped with sunbeds, umbrellas, gazebo.
Private fenced garden of about 150 mq in front of the villa and mq 20000 around the pool.
Equipped outdoor area with table and chairs and BBQ.
Please carefully check if there are any extra costs to be paid on site! Villa Buonaparte
Passignano
Pretty multi-unit villa with WIFI, pool, TV, patio and panoramic view, near Greve In Chianti
- 17
- 51
- 25
- 20
Description
Passignano is a lovely property with shared pool and WiFi internet. Passignano is a villa with a total of 17 private units. The property can sleep up to 51 people comfortably in 25 bedrooms with 20 bathrooms. Passignano is located 4 km (2 mi) from Badia A Passignano, Italy and only 11 km (7 mi) from Greve In Chianti in the tourist area "Chianti".
What to Expect
Upon arrival 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 relaxing 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 visiting museums. Each unit has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. Many people traveling with friends prefer a multi-unit vacation 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.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 11 km (7 mi), Florence 29 km (18 mi), San Gimignano 31 km (19 mi), Siena 50 km (31 mi) and Montalcino 86 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 29 km (18 mi), Viareggio 123 km (77 mi), Forte Dei Marmi 131 km (81 mi), Rome 285 km (177 mi), Venice 280 km (174 mi) and Milan 323 km (200 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 42 km (26 mi), Pisa (psa) 89 km (55 mi), Bologna (blq) 129 km (80 mi), Genova (goa) 264 km (164 mi) and Venezia (vce) 282 km (175 mi).
The property has two splendid swimming pools and a large panoramic terrace, perfect for sunset aperitifs.
There is an electric vehicle charging station on the property, Pay-per-use. Relais Badia a Passignano
- 8
- 42
- 14
- 10
| Accommodation | |||||
|---|---|---|---|---|---|
| Montelopio 1 | 4 | 1 | 1 | ||
| Montelopio 2 | 4 | 1 | 1 | ||
| Montelopio 3 | 6 | 2 | 2 | ||
| Montelopio 4 | 6 | 2 | 1 | ||
| Montelopio 5 | 7 | 3 | 1 | ||
| Montelopio 6 | 7 | 3 | 2 | ||
| Montelopio 7 | 4 | 1 | 1 | ||
| Montelopio 8 | 4 | 1 | 1 | ||
| All 8 Accommodations | 42 | 14 | 10 |
Description
Charming complex dating back to the 19th century situated in panoramic location on the Tuscan hills. This property comprises a main building and a nice barn which have been carefully restored preserving their original architectural features as well as their beautiful cotto-tiled floors and beamed ceilings. The two units offer 8 comfortable apartments, all of which tastefully furnished in a Tuscan style.
Distances: the villages of Montelopio 1 km, Fabbrica with all kinds of shops 4 km away, an excellent restaurant offering nice recipes of the Tuscan tradition is approx. 800 m away, Volterra 25 km, Pontedera (with nice shopping facilities) 23 km away, Casciana Terme (with spas) 25 km, San Gimignano 30 km, Pisa (airport) 50 km, Livorno (seaside) 50 km away, Florence (airport) and Lucca approx. 65 km away, Siena approx. 70 km. The coastline with large equipped beaches is in a 45-minute drive.
At guests’ disposal: nice furnished garden, large swimming-pool (20 x 8 m – maximum depth 3 m), Jacuzzi area, playground for children, table tennis, bowling green, barbecue, bikes for rent, private furnished outdoor area for each apartment. A shared room with satellite TV is available. Covered parking within the grounds. All of the apartments provide screen nets and WI-FI internet connection (free of charge).
Extra services (available on request):Shared laundry with washing-machine (€5,-/per washing ) and ironing facilities. baby bed (free of charge). Extra bed € 50,- / per week or € 10,- / per day (to be paid on site and requested at reservation). Maid service available by arrangement (€ 15,- / per hour to be paid locally). Transfer service. Pet are allowed by paying an extra charge of € 30,- / per week (payment on the spot). It is possible to organise dinners to taste nice Tuscan recipes. Local products (wine, olive oil, honey and excellent marmalade) are available for clients to be purchased. On request, it is also possible to reserve massages, daily excursions, cooking classes, painting courses, horse-back riding, plane excursions.
If you are booking all 8 apartments in the entire property, please contact us before confirming.
Please carefully check if there are any extra costs to be paid on site! Montelopio
Last-Minute Offer for Montelopio 1
Book 15 days or less before the arrival date and receive a 25 % 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:
Montelopio 2
Montelopio 3
Montelopio 4
Montelopio 5
Montelopio 6
Montelopio 7
Montelopio 8
Villa Pietrafitta
Superb private villa with WIFI, private pool, TV and patio, close to Greve In Chianti
- 12
- 6
- 6
Description
Villa Pietrafitta is located 5 km (3 mi) from Castellina In Chianti, Italy and only 17 km (11 mi) from Greve In Chianti in the tourist area "Siena And Surroundings". Holiday home Villa Pietrafitta is a beautiful stone building (200 sq m) that includes private pool and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms.
The Experience
After arriving you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. After a hectic day of sightseeing, 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 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 12 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 vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 17 km (11 mi), Siena 26 km (16 mi), San Gimignano 33 km (20 mi), Florence 46 km (28 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 46 km (28 mi), Viareggio 140 km (87 mi), Forte Dei Marmi 147 km (91 mi), Rome 267 km (166 mi), Milan 340 km (211 mi) and Naples 458 km (284 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 3 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 59 km (36 mi), Pisa (psa) 105 km (65 mi), Bologna (blq) 145 km (90 mi), Roma Ciampino (cia) 276 km (171 mi) and Genova (goa) 278 km (173 mi).
More Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while discovering the secrets vital to prepare sumptuous 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 holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Villa Pietrafitta
Book your vacation for the period from 02 May 2026 to 30 May 2026 and save 20% (minimum 7 nights).
Book your vacation for the period from 04 July 2026 to 01 August 2026 and save 20% (minimum 7 nights).
- 12
- 6
- 4
Description
La Capanna is located in Montelopio, Italy and only 32 km (20 mi) from San Gimignano. Holiday home La Capanna is a nice property (250 sq m) that includes private pool and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with four bathrooms. If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
What to Expect
Located on the same estate as Villa di Montelopio, this restored farmhouse is a fitting vacation home for families who wish to enjoy the laid-back atmosphere of the Tuscan countryside. The private swimming pool set at a brief walk away from the villa, in a very peaceful position. The caring staff residing in a separate section of the same estate is available for any wish or assistance.
After arriving you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. Regardless of how you spend your days - 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 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 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 32 km (20 mi), Pisa 50 km (31 mi), Lucca 58 km (36 mi), Siena 72 km (45 mi) and Viareggio 79 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 79 km (49 mi), Viareggio 79 km (49 mi), Forte Dei Marmi 91 km (56 mi), Rome 310 km (193 mi), Venice 325 km (202 mi) and Milan 334 km (208 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Pisa (psa) 52 km (32 mi), Firenze Peretola (flr) 83 km (52 mi), Bologna (blq) 173 km (108 mi), Genova (goa) 224 km (139 mi) and Roma Ciampino (cia) 320 km (198 mi).
Additional Services
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Maid Service - If you'd like maid service during your trip that can be scheduled by the owner. Inquire for more details about the supplemental cost.
Cleaning service is included 9 hours per week. La Capanna
Villa Ida
Fabulous independent house with A/C, WIFI, pool, TV, patio and pets allowed, near Greve In Chianti
- 6
- 2
- 2
Description
Villa Ida is a beautiful stone building (120 sq m) with WiFi internet and air conditioning. The property can sleep up to six guests comfortably in two bedrooms with two bathrooms. Conveniently located 4 km (3 mi) from Castellina In Chianti, Italy in the tourist area "Siena And Surroundings" and only 19 km (12 mi) from Greve In Chianti.
The pool is shared with another villa for 5 people, which is only used occasionally.
What to Expect
Upon arrival at Villa Ida you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a patio and barbecue grill.
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: Greve In Chianti 19 km (12 mi), Siena 26 km (16 mi), San Gimignano 32 km (20 mi), Florence 48 km (30 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 48 km (30 mi), Viareggio 142 km (88 mi), Forte Dei Marmi 149 km (93 mi), Rome 266 km (165 mi), Milan 342 km (212 mi) and Naples 457 km (284 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Ida. 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 - 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) 61 km (38 mi), Pisa (psa) 107 km (66 mi), Bologna (blq) 147 km (91 mi), Roma Ciampino (cia) 275 km (171 mi) and Genova (goa) 280 km (174 mi).
A Casa Dell'ida
Torre di Montelopio
Pretty private property with A/C, WIFI, private pool, TV, patio and panoramic view
- 8
- 4
- 4
Description
Torre Di Montelopio is a nice stone building with air conditioning, private pool and WiFi internet. The property can accommodate up to eight people comfortably in four bedrooms with four bathrooms. Torre Di Montelopio is located in the centre of Montelopio, Italy and only 32 km (20 mi) from San Gimignano. There is a golf course nearby if you'd like to get in a round or two while on vacation.
The Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the mountains and the hills ideal for a splendid vacation in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Also available outdoors are a patio and barbecue grill. 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 eight people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the lovely Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 32 km (20 mi), Pisa 50 km (31 mi), Siena 76 km (47 mi), Viareggio 79 km (49 mi) and Florence 80 km (50 mi).
Some other major tourist destinations you should consider visiting are: Florence 80 km (50 mi), Viareggio 79 km (49 mi), Forte Dei Marmi 91 km (57 mi), Rome 311 km (193 mi), Milan 335 km (208 mi) and Naples 502 km (312 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Pisa (psa) 52 km (32 mi), Firenze Peretola (flr) 81 km (50 mi), Bologna (blq) 174 km (108 mi), Genova (goa) 222 km (138 mi) and Roma Ciampino (cia) 320 km (199 mi).
Additional Services
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Ask for more details about the additional cost.
Cleaning service is included 6 hours a week. Torre Di Montelopio
Casa Legoli
Amazing private property with WIFI, private pool, TV, terrace, pets allowed and panoramic view
- 8
- 3
- 2
Description
Beautiful detached house with private swimming pool located on a hill just 5km from the famous 18-hole Castelfalfi golf course. The dominating position of the property means it enjoys a fantastic view over the surrounding landscape.
The surrounding area offers many places to visit such as visit like Volterra, San Gimignano, Pisa and Lucca. The Tuscan coast with famous beaches like Versilia, Cecina, Tirrenia and Castiglioncello, is also easily reached.
Available to guests: Private swimming pool for the exclusive use of guests with a panoramic view, private and fenced garden, Wi-Fi internet, satellite TV. Parking onsite.
Distances: Legoli (food shops) - 2 km, Montefoscoli - 3 km, Forcoli or Peccioli (shops of every kind) - 9 km, Pontedera - 20 km, Volterra - 30 km, San Gimignano - 33 km, Pisa - 46 km, Lucca - 60 km, Florence - 70 km, Siena - 75 km, the Cinque Terre are located about 140 km away.
Please carefully check if there are any extra costs to be paid on site! Casa Legoli
Casa la Cedrina, Pool, Lornano
Fabulous independent vacation home with WIFI, private pool and TV, near Siena
- 8
- 4
- 3
Description
Casa La Cedrina, Pool, Lornano is located 770 m (2481 ft) from Lornano, Italy and only 13 km (8 mi) from Siena in the tourist area "Siena And Surroundings". Casa La Cedrina, Pool, Lornano is a nice holiday home (200 sq m) with private pool and WiFi internet. The property can sleep up to eight people comfortably in four bedrooms with three bathrooms.
What to Expect
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight 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: Siena 13 km (8 mi), Greve In Chianti 32 km (20 mi), San Gimignano 32 km (20 mi), Montalcino 54 km (33 mi) and Florence 62 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 62 km (39 mi), Viareggio 156 km (97 mi), Forte Dei Marmi 163 km (102 mi), Rome 252 km (157 mi), Venice 309 km (192 mi) and Milan 359 km (223 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 09:00 - 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) 75 km (47 mi), Pisa (psa) 110 km (68 mi), Bologna (blq) 162 km (100 mi), Roma Ciampino (cia) 261 km (162 mi) and Roma Fiumicino (fco) 274 km (170 mi).
Casa La Cedrina, Pool, Lornano
Book your vacation for the period from 01 May 2026 to 02 November 2026 and save 15% (minimum 3 nights).
Book your vacation for the period from 01 May 2026 to 02 November 2026 and save 25% (minimum 7 nights).
Casa Fioraie
Private Villa rental with WIFI, private pool, A/C, TV, patio, panoramic view, near Greve In Chianti
- 6
- 2
- 2
Description
Holiday home in a strategic position in Castellina in Chianti.
Casa Fioraie is the ideal place to spend a relaxing and fun holiday.
The house offers two bedrooms (with air conditioning) as well as a large outdoor area, perfect for organizing barbecues and enjoying the wonderful panoramic view of the surrounding hills. In the garden there is a beautiful private pool that allows guests to relax and cool off in the summer season.
The property, thanks to its spacious interiors and its large exteriors, guarantees a pleasure and safe stay. All the areas, including the swimming pool, are carefully sanitized and sterilized for the health and tranquility of guests.
The Chianti Classico area in which Casa Fioraie is located is one of the most renowned places in Italy and in the world for its characteristic villages, food and wine culture, splendid cities of art and breathtaking scenery.
You reach the house through a gravel road of about 500 meters in good condition but not suitable for particularly sporty vehicles.
At guests' disposal: 2 air-conditioned bedrooms, double sofa bed for 2 people, possibility of accommodating 4/6 people, panoramic private pool (10 x 4.5 meters, maximum depth: 1.60 meters, minimum depth: 1, 20 meters), barbecue, outdoor area equipped with sofas and table with chairs for outdoor dining, Wi-Fi internet connection.
Distances: a Restaurant / Bar is located at 850 meters from the house, Castellina in Chianti (all kinds of shops) at 6 km, Poggibonsi at 14 km, Radda at 18 km, San Gimignano at 25 km, Siena at 30 km, Florence at 50 km, Pienza at 85 km, Montepulciano at 95 km, Cortona at 105 km, the Tuscan coast (Cecina or Castiglioncello) is at 100 km away.
Please carefully check if there are any extra costs to be paid on site! Casa Fioraie
Casa Anita - Castellina in Chianti - Granaio, Tosc
Private Holiday villa with pool, A/C, WIFI, TV, veranda, panoramic view, near San Gimignano
- 4
- 2
- 1
Description
Conveniently located 14 km (9 mi) from Castellina In Chianti, Italy in the tourist area "San Gimignano And Surroundings" and only 24 km (15 mi) from San Gimignano. Casa Anita - Castellina In Chianti - Granaio, Tosc is a beautiful stone building (70 sq m) with WiFi internet and air conditioning. The property can accommodate up to four guests comfortably in two bedrooms with one bathroom.
Your Experience
After arriving at Casa Anita - Castellina In Chianti - Granaio, Tosc you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. 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 four people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 24 km (15 mi), Greve In Chianti 27 km (17 mi), Siena 45 km (28 mi), Florence 52 km (32 mi) and Montalcino 81 km (50 mi).
Some other major tourist destinations you should consider visiting are: Florence 52 km (32 mi), Viareggio 143 km (89 mi), Forte Dei Marmi 153 km (95 mi), Rome 280 km (174 mi), Venice 299 km (186 mi) and Milan 346 km (215 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 18 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 65 km (40 mi), Pisa (psa) 99 km (61 mi), Bologna (blq) 151 km (94 mi), Genova (goa) 284 km (176 mi) and Roma Ciampino (cia) 289 km (179 mi).
Additional Services
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Casa Anita - Castellina In Chianti - Granaio, Tosc
Podere Sangiovese, Pool and View in Chianti
Amazing private villa with private pool, WIFI, pets allowed and panoramic view
- 9
- 5
- 3
Description
Conveniently located 6 km (4 mi) from Castellina In Chianti, Italy in the tourist area "Siena And Surroundings" and only 27 km (17 mi) from Greve In Chianti. Podere Sangiovese, Pool and View in Chianti is a lovely holiday home (200 sq m) with private pool and WiFi internet. The property can sleep up to nine guests comfortably in five bedrooms with three bathrooms.
The Experience
After arriving at Podere Sangiovese, Pool and View in Chianti you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to nine people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the lovely Tuscan weather.
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: Greve In Chianti 27 km (17 mi), Siena 28 km (17 mi), San Gimignano 30 km (18 mi), Florence 61 km (38 mi) and Montalcino 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 61 km (38 mi), Viareggio 154 km (96 mi), Forte Dei Marmi 161 km (100 mi), Rome 263 km (163 mi), Venice 307 km (191 mi) and Milan 357 km (222 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Podere Sangiovese, Pool and View in Chianti. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 13 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 73 km (45 mi), Pisa (psa) 108 km (67 mi), Bologna (blq) 160 km (99 mi), Roma Ciampino (cia) 272 km (169 mi) and Roma Fiumicino (fco) 284 km (177 mi).
Podere Sangiovese, Pool and View in Chianti
Villa Elisa
Wonderful private property with A/C, private pool, WIFI, hot tub, patio and panoramic view
- 10
- 5
- 4
Description
Conveniently located in Legoli, Italy and only 27 km (17 mi) from San Gimignano. Property Villa Elisa is a beautiful property (300 sq m) that includes private pool, hot tub and WiFi internet. The property can accommodate up to ten guests comfortably in five bedrooms with four bathrooms.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outside are a patio, 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 27 km (17 mi), Pisa 46 km (29 mi), Greve In Chianti 69 km (43 mi), Siena 71 km (44 mi) and Viareggio 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 76 km (47 mi), Viareggio 75 km (47 mi), Forte Dei Marmi 87 km (54 mi), Rome 306 km (190 mi), Venice 317 km (197 mi) and Milan 333 km (207 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): Pisa (psa) 48 km (30 mi), Firenze Peretola (flr) 77 km (48 mi), Bologna (blq) 169 km (105 mi), Genova (goa) 218 km (135 mi) and Roma Ciampino (cia) 315 km (196 mi).
Additional Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Elisa. Inquire for more details, including the extra cost and how to organize this service.
Villa Elisa
Olivo
Stunning private house with WIFI, private pool, A/C, TV, patio, pets allowed and panoramic view
- 4
- 2
- 1
Description
Property Summary
Nestled in a secluded and quiet area, the newly renovated Country house "Olivo" is a charming and detached vacation rental located just 500m from the center of Castellina In Chianti, Italy. The property boasts a beautifully maintained 500m2 garden that is fully fenced, providing a safe and secure place for guests to relax and unwind. It offers amenities such as a Swimming Pool, Yard, Internet Wifi, and Parking, making it an ideal holiday rental for those seeking a comfortable and convenient stay in the stunning Tuscan countryside.
Outdoors
The property's outdoor area is a true highlight, featuring a refreshing swimming pool (8 x 3 m, depth 130cm) available for use during the seasonal months from 01.Apr. to 31.Oct. Guests can enjoy an outdoor shower, pergola, garden furniture, and barbecue, creating the perfect setting for alfresco dining and socializing in the beautifully maintained 500m2 fully fenced garden.
Other Information
Heating is available from 01.11. to 07.04. and must be paid for on-site. The property is conveniently located within walking distance of grocery stores and supermarkets, allowing guests to easily stock up on essentials. For those seeking relaxation and rejuvenation, the thermal baths "Rapolano Terme" are just 52km away.
Distances and Attractions
Strategically positioned just 26km from the center of Siena and 48km from the center of Florence, Country house "Olivo" serves as an excellent base for exploring the breathtaking Tuscan countryside. Nearby attractions within a short driving distance include San Donato in Poggio, Radda in Chianti, Panzano in Chianti, Greve in Chianti, Monteriggioni, San Gimignano, Siena, and Volterra, offering a range of activities such as hiking, cycling, and exploring the picturesque towns and villages. Olivo
Cerretino Group House 14 Sleeps
Stunning independent house with WIFI, A/C, private pool, TV, patio and panoramic view
- 14
- 7
- 6
Description
Property Summary
This historical country house "Cerretino + Tettoia" in Castellina In Chianti, Italy offers a cozy and serene vacation rental experience. Surrounded by meadows, fields, and vineyards, the property comprises a main house and an outbuilding just 1 km from the center of Castellina in Chianti. Enjoy the convenience of a swimming pool, Internet WiFi, and parking on-site.
Outdoors
Immerse yourself in the natural splendor of this private property. Relax by the seasonal swimming pool (6 x 12 m, depth 100 - 180 cm, available from May 15th to October 15th), complete with an outdoor shower, terrace, garden furniture, and a barbecue area. The pool maintenance is taken care of by the owner/gardener. Embrace the tranquil surroundings and explore the walking paths just 200 m away from the house.
Other Information
Please note that the property features a 300 m long, very bumpy, and narrow motor access road. Parking is available on-site. Amenities such as shops, groceries, supermarkets, restaurants, bars, bakeries, and a pedestrian zone are conveniently located within 1 km of the property. The bus stop "SR 222" is 500 m away, while the railway station "Castellina Scalo" is 11 km from the house. Baby equipment is included, and groups of teenagers are welcome upon request.
Distances and Attractions
Nearby attractions include the charming towns of Panzano in Chianti (13 km), Greve in Chianti (20 km), Gaiole in Chianti (20 km), the historic city of Siena (26 km), the picturesque San Gimignano (42 km), and the vibrant Florence (Firenze) located 50 km away. "Cecina Mare," a sandy beach, is 88 km from the property, while the thermal baths of "Rapolano Terme" are 50 km away, offering a chance to relax and rejuvenate. Just an example. Cerretino Group House 14 Sleeps
- 10
- 4
- 4
Description
Property Summary
'Terrazza sul Chianti' is a large, modern two-story house renovated in 2025, situated in Castellina In Chianti, Italy. It offers amenities such as a yard, internet WiFi, and parking on the premises, ideal for your vacation rental. The property is part of a residential complex with two houses, providing a secluded and elevated position on a slope with a west-facing view.
Outdoors
The property boasts a natural state, fenced outdoor area shared among the residences, allowing you to enjoy the surroundings. Additionally, it offers convenient parking facilities right at the house.
Other Information
Nearby conveniences include shops, groceries, supermarkets, restaurants, bakeries, and a bus stop just 30 meters away. The "Castellina Scalo" railway station is 7 km away, and there's an outdoor swimming pool within 1 km distance. Baby equipment is included, making it family-friendly. Please note that part of the house is closed and unoccupied, and the owner resides on the same property. The main road is in close proximity.
Distances and Attractions
The property is 1.2 km from the center of Castellina in Chianti. Nearby attractions include Siena (20 km), Greve in Chianti (20 km), Radda in Chianti (12 km), Gaiole in Chianti (22 km), San Gimignano (27 km), and Firenze (44 km). The sandy beach "Cecina Mare" is 95 km away, offering a perfect opportunity to combine your holiday rental with a beach getaway. Terrazza sul Chianti
