Tregole Villas with Pool
Results 41 - 60 of 449
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In high demand!
| Accommodation | |||||
|---|---|---|---|---|---|
| San Regolo 915.1 | 2 | 1 | 1 | ||
| San Regolo 915.2 | 4 | 2 | 2 | ||
| All 2 Accommodations | 6 | 3 | 3 |
Description
Property Summary
Villa San Regolo is a stunning vacation rental located in the picturesque hamlet of San Regolo, just 10 km from the charming town of Gaiole In Chianti, Italy. This resort boasts 6 houses, offering guests a serene and peaceful escape. The property is equipped with a range of amenities, including a swimming pool, internet WiFi, parking facilities, an EV charging station, and the option for an installment plan.
Outdoors
Immerse yourself in the beauty of the Tuscan countryside at Villa San Regolo. The resort features a shared swimming pool (15 x 6 m, with a depth ranging from 120 to 220 cm) available seasonally from May 1st to October 25th. Guests can also enjoy a children's pool, an outdoor shower, and a beautifully maintained garden with furniture, tended to by the owner/gardener.
Other Information
Villa San Regolo offers a range of additional services and facilities to enhance your stay. The complex features a reception area, and guests can indulge in relaxing massages (at an extra cost). Central heating is available, along with laundry facilities, including a shared washing machine. Heating costs are payable on-site (from March 29th to October 31st) and is available from November 1st to March 28th. Bicycles (6) are available for rent (extra charge), and a cook can be arranged upon request (additional cost). Parking is provided on the premises, and an e-charging station is available for electric vehicles.
Distances and Attractions
Villa San Regolo is conveniently located near several attractions and points of interest. The Castello di Brolio is just 2 km away, while Castelnuovo Berardenga is 13 km from the resort. The historic city of Siena is a 20 km drive, and Castellina in Chianti is 27 km away. Other nearby destinations include Greve in Chianti (35 km), Monteriggioni (35 km), and Monte San Savino (39 km). For those seeking a beach getaway, the sandy shores of Castiglione della Pescaia are 115 km from the resort, and the thermal baths of Rapolano Terme are just 26 km away. Gaiole in Chianti 915
La Dimora del Chianti Dimora: Stunning Tuscan Vill
Stunning private vacation home with A/C, private pool, WIFI and TV
- 8
- 4
- 5
Description
La Dimora del Chianti Dimora: Stunning Tuscan Vill is located 5 km (3 mi) from Rietine, Italy and only 27 km (17 mi) from Siena in the tourist area "Siena And Surroundings". La Dimora del Chianti Dimora: Stunning Tuscan Vill is a lovely property (200 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to eight guests comfortably in four bedrooms with five bathrooms.
What to Expect
After arriving you’ll find a nice 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, 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. 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 garden where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 27 km (17 mi), Greve In Chianti 33 km (21 mi), Arezzo 52 km (32 mi), San Gimignano 54 km (33 mi) and Montalcino 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 65 km (41 mi), Viareggio 159 km (99 mi), Forte Dei Marmi 167 km (103 mi), Rome 240 km (149 mi), Venice 316 km (196 mi) and Milan 359 km (223 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 19 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) 78 km (49 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 165 km (102 mi), Roma Ciampino (cia) 249 km (155 mi) and Roma Fiumicino (fco) 261 km (162 mi).
La Dimora del Chianti Dimora: Stunning Tuscan Vill
Book now and save 10%. Offer valid until 20 April 2026 and for a minimum stay of 5 nights.
Gaiole in Chianti 649
Pretty multi-unit villa with WIFI, private pool, A/C, TV, terrace, pets allowed and panoramic view
- 3
- 24
- 10
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Montechioccioli 649.1 | 6 | 2 | 1 | ||
| Montechioccioli 649.2 | 6 | 2 | 1 | ||
| All 2 Accommodations | 12 | 4 | 2 |
Description
Property Summary
Nestled in the picturesque hamlet of Rietine, just 4 km from the centre of Gaiole in Chianti, Italy, Montechioccioli is a charming 3-family house that offers an authentic and rustic holiday rental experience in the heart of Tuscany. Surrounded by rolling vineyards and breathtaking countryside, this property comprises 3 separate apartments, making it an ideal choice for families or groups of friends seeking to immerse themselves in the beauty of the Tuscan landscape. The property features a generous terraced yard spanning 1,000 m2, beautifully landscaped with a variety of plants and trees that frame the surrounding scenery. Guests can take a refreshing dip in the impressive swimming pool, which measures 12 x 6 m with a depth of 170 cm and is available seasonally from 02 May to 03 October. Staying connected is effortless thanks to the internet wifi available throughout the property, while an EV charging station further enhances the convenience and modernity of this countryside retreat. A washing machine is also available for shared use among guests, and parking is provided on the premises.
Outdoors
The outdoor spaces at Montechioccioli are a true highlight of the property, offering guests a wonderful setting in which to unwind and enjoy the Tuscan countryside. The terraced garden, extending across 1,000 m2, is thoughtfully planted with a diverse selection of trees and plants, creating a lush and tranquil environment that invites relaxation at every turn. The swimming pool area, where the pool reaches a depth of 170 cm, is complemented by a dedicated shower and WC facility, ensuring comfort and practicality for all guests. Adjacent to the pool, a terrace equipped with a barbecue provides an ideal space for outdoor dining and socialising, allowing guests to savour al fresco meals while taking in the panoramic views of the surrounding vineyards and hills.
Other Information
The owner of Montechioccioli resides on the same property, ensuring a welcoming and attentive presence throughout your stay. The swimming pool is available on a seasonal basis, open from 02 May to 03 October. A washing machine is available on the premises and is shared among the guests of the 3 apartments. Parking is conveniently provided on site at no additional inconvenience to guests.
Distances and Attractions
Montechioccioli enjoys an enviable location that places guests within easy reach of some of Tuscany's most celebrated destinations. The centre of Gaiole in Chianti is just 4 km away, offering a charming selection of local restaurants, shops, and services that capture the essence of authentic Chiantishire life. The historic town of Radda in Chianti lies approximately 12 km from the property, providing further opportunities to explore the region's renowned wine culture, medieval architecture, and traditional Tuscan cuisine. For those wishing to venture further afield, the magnificent city of Siena, a UNESCO World Heritage Site famed for its Gothic cathedral and the legendary Piazza del Campo, is located approximately 40 km from the property and makes for an unforgettable day trip. Gaiole in Chianti 649
Special Offer for Montechioccioli 649.1
Apartment:
Montechioccioli 649.2
Last-Minute Offer for Montechioccioli 649.1
Other apartments with last-minute offers:
Montechioccioli 649.2
- 5
- 2
- 2
Description
Appartamento Beatrice is located in an old hamlet on a hilltop in the heart of the Chianti region.
This property offers visitors the beauty of the local area, known worldwide for its history, natural resources, and delicious food and wine.
Appartamento Beatrice has a pool, perfect for relaxing with friends, and a large garden with a barbecue area. Surrounded by vineyards, olive groves, and oak forests, it gives a true feel of the countryside.
Guests are greeted by the stunning views of the landscape all around. From the hill, you can see the different sides of the Chianti region, both natural and artistic, including the Romanesque church of St. Peter in Cedda and the valley of the Elsa River.
The house is located on the border of Siena and Florence, which adds to its charm, recalling the historical rivalry between these two cities.
The hilltop location offers great views over the surrounding landscape. Cities like Siena, San Gimignano, Florence, and Volterra are just a short drive away.
The small villages and Romanesque country churches nearby can be easily reached by relaxing walks through the Chianti hills.
At guests' disposal:
The pool (10x5 m) is shared with other 3 apartments and it is situated at about 30 meters from the apartment. Private garden, fully furnished terrace, barbecue facilities, dishwasher, hair dryer, toaster, washing machine, sat TV, cot and high chair on request (free), iron and ironing board, CD player, American coffee machine, Parking on the grounds.
Distances:
San Donato in Poggio 8 km; Siena 25 km; San Gimignano 30 km; Florence 45 km; Pisa 100 km. Rome 250 km.
Access to the house by car: 3 km via an unpaved road, not suitable for sports cars.
Please carefully check if there are any extra costs to be paid on site! Appartamento Beatrice
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa Paneretta
Private Villa rental with WIFI, A/C, private pool, patio, panoramic view, near San Gimignano
- 11
- 5
- 5
Description
Villa Paneretta is a beautiful villa with private pool in Tuscany in the heart of the Chianti Classico.
Surrounded by 309 hectares (woods, vineyards and olive groves) it is part of a magnificent historic venue dating back to the thirteenth century and also a farming estate producing wine and oil. Villa Paneretta is next to the ancient Castello della Paneretta and its cellars: the production of Chianti Classico wine represents the main activity and guests of Villa Paneretta will have the privilege of tasting the unique flavor of its bottles of wine directly on the spot. The castle is open (at fixed times) for tastings and visits but the guests of Villa Paneretta will always enjoy the exclusivity of their outdoor spaces and swimming pool.
The private swimming pool is located about 50 meters away from the villa and can be reached by walking under the historic castle walls. The location of Villa Paneretta is very strategic: you are halfway between Florence and Siena and in the heart of the Chianti Classico region.
At guests' disposal: air conditioning in 4 bedrooms, private garden, equipped outdoor areas, private swimming pool (above ground) located about 50 meters from the villa (9 x 4 meters; depth: 1.20 meters; usable from 8:30 to 19:00), small barbecue, wi-fi internet connection, parking area. On request it is possible to rent an outbuilding with 2 additional bedrooms (sleeps 3) located in front of the villa. The dependance is rented only together with the villa.
Distances: Poggibonsi (all kinds of shops) at 6 km, Castellina in Chianti at 14 km, San Gimignano at 20 km, Siena at 33 km, Florence at 45 km, Volterra at 40 km, Montalcino at 75 km, sea (Tuscan coast ) at 85 km, Cortona at 105 km; Pisa at 100 km, Lucca at 115 km, Arezzo at 110 km.
Please carefully check if there are any extra costs to be paid on site! Villa Paneretta
Book 14 days or less before the arrival date and receive a 15 % 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 Belchianti
Wonderful private holiday home with private pool, WIFI, A/C, TV and balcony, near Greve In Chianti
- 12
- 6
- 5
Description
Property Villa Belchianti is a lovely stone building (250 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 12 people comfortably in six bedrooms with five bathrooms. Conveniently located in Madonna Di Pietracupa, Italy in the tourist area "San Gimignano And Surroundings" and only 19 km (11 mi) from Greve In Chianti.
What to Expect
Upon arrival you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - sightseeing, shopping, 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. 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 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 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 19 km (11 mi), San Gimignano 30 km (18 mi), Florence 35 km (22 mi), Siena 45 km (28 mi) and Montalcino 85 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 35 km (22 mi), Viareggio 129 km (80 mi), Forte Dei Marmi 136 km (84 mi), Rome 284 km (176 mi), Venice 290 km (180 mi) and Milan 331 km (206 mi).
Additional Information
Check-In Time: 16:30 - 19:00
Check-Out Time: 08:00 - 09:30
Pool Open: 15 April - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 48 km (30 mi), Pisa (psa) 94 km (58 mi), Bologna (blq) 134 km (83 mi), Genova (goa) 272 km (169 mi) and Venezia (vce) 292 km (181 mi).
Villa Belchianti
Villa Sonia
Private Property with A/C, private pool, WIFI, TV, patio, panoramic view, near Greve In Chianti
- 12
- 6
- 5
Description
Large villa with private swimming pool located in the Chianti area.
The property was recently modernised and has a fantastic garden to offer, with a beautiful view over the Chianti landscape of vineyards, olive groves and luscious woods.
Villa Sonia is 1 km from San Donato in Poggio, a small medieval town full of charm and very good restaurants.
Outside, guests can enjoy a beautiful swimming pool surrounded by perfectly kept grass.
The property is comprised of a main building along with an apartment and 2 units and can sleep up to 12 guests to sleep.
The villa has air-conditioning and Wi-Fi internet connection.
Villa Sonia lies half-way between Florence and Siena – an ideal choice for those interested in a holiday discovering art, wine and good Tuscan food.
Available to guests: swimming pool reserved for the exclusive use of guests (13 x 5 m – depth 1.5 m), outdoor shower near the pool, outside area furnished with table and chairs for outdoor dining, ping pong table, room containing treadmill and exercise bike, wood burning oven. The villa has a Wi-Fi internet connection and parking.
Distances: there is a restaurant 50m from the property, shops of every kind and more restaurants - 1km, Greve in Chianti - 15 km, beautiful San Gimignano - 18 km, Florence - 20 km, Siena - 35 km, Volterra - 50 km, Pisa (airport) - 95 km, Arezzo - 100 km, Cortona - 140 km. The distance to Rome is approx. 300 km.
Note: the villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Sonia
Book 15 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 4 nights minimum and can not be combined with any other special offers.
La Torre di Panzano
Independent Holiday rental with A/C, WIFI, private pool, hot tub, TV, patio, near Greve In Chianti
- 14
- 7
- 7
In high demand!
Description
Vacation rental La Torre Di Panzano is a nice stone building that includes private pool, air conditioning and WiFi internet. The property can accommodate up to 14 people comfortably in seven bedrooms with seven bathrooms. La Torre Di Panzano is located in Panzano In Chianti, Italy and only 11 km (7 mi) from Greve In Chianti in the tourist area "Chianti".
The Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful holiday 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. Also available outside are 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, microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
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 11 km (7 mi), Siena 37 km (23 mi), Florence 40 km (25 mi), San Gimignano 40 km (25 mi) and Arezzo 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 40 km (25 mi), Viareggio 135 km (84 mi), Forte Dei Marmi 142 km (88 mi), Rome 269 km (167 mi), Venice 287 km (179 mi) and Milan 332 km (206 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) 54 km (33 mi), Pisa (psa) 96 km (59 mi), Bologna (blq) 140 km (87 mi), Genova (goa) 273 km (169 mi) and Roma Ciampino (cia) 278 km (173 mi).
Villa Delle Donne
Bella di Panzano
Private Vacation rental with hot tub, private pool, A/C, WIFI, TV, patio, near Greve In Chianti
- 14
- 7
- 7
Someone else is looking at this property right now!
Description
Bella Di Panzano is located in Panzano In Chianti, Italy and only 11 km (7 mi) from Greve In Chianti in the tourist area "Chianti". Holiday home Bella Di Panzano is a beautiful property (400 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 14 guests comfortably in seven bedrooms with seven bathrooms.
The Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing 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. For your pleasure, on the grounds there is a barbecue grill and patio. There is a kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
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 11 km (7 mi), Siena 37 km (23 mi), Florence 40 km (25 mi), San Gimignano 40 km (25 mi) and Arezzo 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 40 km (25 mi), Viareggio 135 km (84 mi), Forte Dei Marmi 142 km (88 mi), Rome 269 km (167 mi), Venice 287 km (179 mi) and Milan 332 km (206 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) 54 km (33 mi), Pisa (psa) 96 km (59 mi), Bologna (blq) 140 km (87 mi), Genova (goa) 273 km (169 mi) and Roma Ciampino (cia) 278 km (173 mi).
Villa Il Tinaio
Montelucci Chianti Agrivilla
Wonderful independent accommodation with A/C, WIFI, private pool, TV, patio and panoramic view
- 14
- 7
- 6
Description
Holiday home Montelucci Chianti Agrivilla is a beautiful stone building (400 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms. Conveniently located 560 m (1795 ft) from Montegrossi, Italy in the tourist area "Chianti" and only 30 km (18 mi) from Greve In Chianti.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills and the mountains ideal for a relaxing holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 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 vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 30 km (18 mi), Siena 37 km (23 mi), San Gimignano 50 km (31 mi), Arezzo 54 km (34 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 77 km (48 mi), Viareggio 163 km (101 mi), Forte Dei Marmi 171 km (106 mi), Rome 258 km (160 mi), Milan 368 km (229 mi) and Naples 449 km (279 mi).
Additional Information
Check-In Time: 17:00 - 22:00
Check-Out Time: 07:00 - 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) 82 km (51 mi), Pisa (psa) 144 km (90 mi), Bologna (blq) 171 km (106 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 280 km (174 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a 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. Inquire for more details and the extra costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - If you'd like maid service during your visit that can be organized by the owner. Inquire for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Montelucci Chianti Agrivilla. Inquire for more details, including the extra cost and how to schedule this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service after arriving.
Montelucci Chianti Agrivilla
San Donato
Beautiful accommodation with pool, WIFI, pets allowed and panoramic view, close to Greve In Chianti
- 2
- 14
- 5
- 5
Someone just enquired about this property!
| Accommodation | |||||
|---|---|---|---|---|---|
| San Donato 1 | 6 | 2 | 2 | ||
| San Donato 2 | 8 | 3 | 3 | ||
| All 2 Accommodations | 14 | 5 | 5 |
Description
Nice property with pool situated near the beautiful medieval hamlet of San Donato in Poggio, half-way between Florence and Siena. This property comprises 3 comfortable apartments all of which recently restored and tastefully furnished. Beautiful vineyards and olive groves surround the estate and produce excellent Chianti Classico wine and olive oil (available for the clients to be tasted and purchased). This property is situated among green hills but at the same time it is very close to the small town of San Donato (walking distance) offering nice restaurants, pizzerias and all main services.
The access to the property is via an unpaved but well-maintained road suitable for any kind of car.
Distances: San Donato in Poggio with all kinds of shops 500 m away, Greve in Chianti 15 km, the charming medieval town of San Gimignano 18 km, Florence 20 km, Siena 35 km away, Pisa (airport) 95 km away, Arezzo approx. 100 km, Cortona 140 km away. Rome is approx. 300 km away.
At guests’ disposal: large outside areas, garden furnished with tables, chairs and sun-beds, shared swimming-pool (6 x 12 m – min. depth 1,2 m, max. depth 1,4 m), splendid park for walks along nice paths leading to a small lake.
The apartments San Donato 1 and 2 provide WI-FI internet access (free of charge).
Parking within the grounds.
A large common room is available upon request to organize nice dinners as well as tasting of the products of the estate (wine, olive oil, “vin santo”).
The apartments San Donato 1 and 2 can be connected to accommodate 10/14 persons.
Please carefully check if there are any extra costs to be paid on site! San Donato
Agriturismo la Papessa
Home with pool, A/C, WIFI, TV, patio, pets allowed, panoramic view, near Greve In Chianti
- 11
- 60
- 19
- 13
| Accommodation | |||||
|---|---|---|---|---|---|
| Melograno Ap.1 | 2 | 1 | 1 | ||
| Ibisco Ap. 2 | 4 | 1 | 1 | ||
| Iride Ap. 3 | 6 | 2 | 1 | ||
| Azalea Ap. 4 | 6 | 2 | 1 | ||
| Gardenia Ap. 5 | 4 | 1 | 1 | ||
| Rododendro Ap. 6 | 6 | 2 | 1 | ||
| Verbena Ap. 7 | 6 | 1 | 1 | ||
| Camelia Ap. 8 | 4 | 1 | 1 | ||
| Oleandro Ap. 9 | 6 | 2 | 1 | ||
| Robinia Ap. 10 | 8 | 3 | 2 | ||
| Mirtus Ap. 11 | 8 | 3 | 2 | ||
| All 11 Accommodations | 60 | 19 | 13 |
Description
Holiday rental Agriturismo La Papessa is a beautiful stone building that includes air conditioning, WiFi internet and shared pool. The country resort has been designed with a total of 11 independent units. The property can accommodate up to 60 guests comfortably. Conveniently located 1 km (3643 ft) from San Donato, Italy in the tourist area "San Gimignano And Surroundings" and only 19 km (12 mi) from Greve In Chianti.
What to Expect
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 splendid holiday 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. Also available outside are a barbecue grill and patio. Each apartment has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. 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.
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 19 km (12 mi), San Gimignano 31 km (19 mi), Florence 34 km (21 mi), Siena 49 km (31 mi) and Montalcino 85 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 34 km (21 mi), Viareggio 129 km (80 mi), Forte Dei Marmi 136 km (84 mi), Rome 284 km (176 mi), Venice 285 km (177 mi) and Milan 328 km (204 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Agriturismo La Papessa. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 14:00 - 18:00
Check-Out Time: 09:00 - 10:30
Pool Open: 1 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) 49 km (31 mi), Pisa (psa) 94 km (58 mi), Bologna (blq) 134 km (83 mi), Genova (goa) 270 km (167 mi) and Venezia (vce) 287 km (179 mi).
Additional Services
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Agriturismo la Papessa
Special Offer for Melograno Ap.1
Book your vacation for the period from 13 May 2026 to 05 June 2026 and save 18% (minimum 3 nights).
Book your vacation for the period from 22 August 2026 to 12 September 2026 and save 12% (minimum 5 nights).
Book your vacation for the period from 12 September 2026 to 30 September 2026 and save 18% (minimum 3 nights).
Book your vacation for the period from 06 October 2026 to 12 October 2026 and save 18% (minimum 3 nights).
Book your vacation for the period from 14 June 2026 to 22 June 2026 and save 15% (minimum 3 nights).
Book your vacation for the period from 30 June 2026 to 09 July 2026 and save 12% (minimum 3 nights).
Book your vacation for the period from 14 July 2026 to 01 August 2026 and save 12% (minimum 3 nights).
Book your vacation for the period from 15 April 2026 to 28 April 2026 and save 22% (minimum 3 nights).
Book your vacation for the period from 02 May 2026 to 13 May 2026 and save 22% (minimum 3 nights).
Apartment:
Ibisco Ap. 2
Iride Ap. 3
Azalea Ap. 4
Gardenia Ap. 5
Rododendro Ap. 6
Verbena Ap. 7
Camelia Ap. 8
Oleandro Ap. 9
Robinia Ap. 10
Mirtus Ap. 11
Capanna al Lago
Fabulous private holiday villa with hot tub, A/C, WIFI, private pool, TV, patio, panoramic view
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Description
Capanna Al Lago is located 8 km (5 mi) from Siena, Italy and only 35 km (22 mi) from Greve In Chianti in the tourist area "Siena And Surroundings". Capanna Al Lago is a lovely stone building (200 sq m) with air conditioning, hot tub and private pool. The property can sleep up to six people comfortably in three bedrooms with three bathrooms.
The Experience
After arriving at Capanna Al Lago you’ll find a nice clean well-maintained property with views of the lake and the hills ideal for a splendid vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Outdoors you will also find a patio, playground, barbecue grill and hot tub. 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 six people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 35 km (22 mi), San Gimignano 36 km (22 mi), Montalcino 48 km (30 mi), Florence 66 km (41 mi) and Montepulciano 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 66 km (41 mi), Viareggio 160 km (99 mi), Forte Dei Marmi 167 km (104 mi), Rome 244 km (151 mi), Venice 316 km (196 mi) and Milan 360 km (224 mi).
Additional Information
Check-In Time: 16:00 - 21:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 10 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) 79 km (49 mi), Pisa (psa) 114 km (71 mi), Bologna (blq) 165 km (103 mi), Roma Ciampino (cia) 253 km (157 mi) and Roma Fiumicino (fco) 265 km (165 mi).
Additional Services
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Capanna Al Lago. Inquire for more details, including the extra cost and how to arrange this service.
Capanna Al Lago
Book your vacation for the period from 08 April 2026 to 23 April 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 15 August 2026 to 23 August 2026 and save 10% (minimum 3 nights).
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Description
Beautiful country house situated on the hills of the famous Chianti Classico region, about 20 km from Siena.
This property offers a panoramic view over Chianti area and guarantees privacy and comfort as well as a swimming pool and a large garden with a barbecue area. The interiors are tastefully furnished using materials from Tuscany.
This property is situated in very strategic location that allows you to visit the beauties of the area and discover the most important vineyards of Chianti Classico.
At guests' disposal: private outdoor area, equipped for outdoor dining, swimming pool area shared with the guests of other five adjacent units (fully fenced, so safe for children), large area of gravel equipped with sun loungers and umbrellas, internet connection WI-FI (free of charge), tv satellite tipping, air conditioning in the bedrooms.
Distances: Villa a Sesta (small village of houses with 4 restaurants) approximately 600 meters, Castelnuovo Berardenga with all kinds of shops 7 km, 15 km Gaiole, Radda is 20 km, 30 km Castellina, Rapolano (renowned establishments spa) 20 km, Siena 23 km, San Gimignano 57 km away, Cortona 65 km, Florence and Arezzo 70km, Volterra 81 km, Florence 80 km, Pisa 172 km, Lucca 150 km, Rome 230 km
Please carefully check if there are any extra costs to be paid on site! Casa Maria Luisa
Book 15 days or less before the arrival date and receive a 15 % 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.
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Description
Conveniently located 8 km (5 mi) from Siena, Italy in the tourist area "Siena And Surroundings" and only 34 km (21 mi) from San Gimignano. Podere Le Muricce is a lovely stone building (300 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 12 guests comfortably in five bedrooms with four bathrooms.
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property ideal for a peaceful 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. Outside you will also find a barbecue grill and patio. Sharing a meal 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, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 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: San Gimignano 34 km (21 mi), Greve In Chianti 34 km (21 mi), Montalcino 52 km (32 mi), Florence 64 km (40 mi) and Montepulciano 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 64 km (40 mi), Viareggio 158 km (98 mi), Forte Dei Marmi 166 km (103 mi), Rome 250 km (156 mi), Milan 358 km (223 mi) and Naples 441 km (274 mi).
Additional Information
Check-In Time: 16:00 - 19:30
Check-Out Time: 08:00 - 10:00
Pool Open: 11 May - 5 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) 77 km (48 mi), Pisa (psa) 112 km (70 mi), Bologna (blq) 164 km (102 mi), Roma Ciampino (cia) 260 km (161 mi) and Roma Fiumicino (fco) 272 km (169 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 arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
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 extra cost and how to organize this service.
Podere Le Muricce
Casa di Luca, Pool, Castelnuovo Berardenga
Independent House with A/C, WIFI, private pool, TV, patio, pets allowed, panoramic view
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Description
Casa Di Luca, Pool, Castelnuovo Berardenga is a lovely stone building (160 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to ten guests comfortably in four bedrooms with three bathrooms. Conveniently located 14 km (9 mi) from Siena, Italy in the tourist area "Siena And Surroundings" and only 39 km (24 mi) from Greve In Chianti.
What to Expect
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. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of shopping. Also available outdoors are a playground, barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
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: Greve In Chianti 39 km (24 mi), San Gimignano 51 km (31 mi), Montalcino 54 km (34 mi), Montepulciano 63 km (39 mi) and Arezzo 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 80 km (50 mi), Viareggio 175 km (108 mi), Forte Dei Marmi 182 km (113 mi), Rome 240 km (149 mi), Milan 375 km (233 mi) and Naples 430 km (267 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Casa Di Luca, Pool, Castelnuovo Berardenga. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 6 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) 93 km (58 mi), Pisa (psa) 128 km (79 mi), Bologna (blq) 180 km (112 mi), Roma Ciampino (cia) 249 km (154 mi) and Roma Fiumicino (fco) 261 km (162 mi).
Front outdoor space of about 100 square meters private and fenced.
Backyard space and pool (4x10 m) occasionally shared with the owner who has reserved a small portion of the house.
Casa Di Luca, Pool, Castelnuovo Berardenga
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Description
Property Summary
Nestled among the rolling hills of the Tuscan countryside, "Casino di Lecceto" is a large, rustic cottage offering an authentic and secluded retreat in Italy, just 8 km from the historic centre of Siena. Set at 400 metres above sea level and spread across 3 storeys, this detached property sits majestically on top of a hill, surrounded by trees and embraced by the natural beauty of the surrounding woodland. As a holiday rental of remarkable character and charm, the cottage accommodates guests seeking privacy and immersion in nature without sacrificing comfort. The property benefits from a generous private estate of 2 hectares, fully fenced and maintained in its natural state, encompassing a wildlife garden, a natural garden, a meadow, and a courtyard. A private swimming pool measuring 10 x 5 metres is available for guests during its seasonal opening period, from 24 April to 4 October, and is maintained by the owner's gardener. The yard surrounding the property provides ample space to enjoy the tranquil outdoor setting, while parking is conveniently available directly on the premises. Internet Wi-Fi connectivity ensures that guests can remain connected throughout their stay, even in this wonderfully remote location.
Outdoors
The outdoor spaces of "Casino di Lecceto" are a true highlight of the property, offering a harmonious blend of cultivated and natural environments across an expansive 2-hectare estate. The private grounds include a wildlife garden, a natural garden, a meadow, and a courtyard, all maintained in a manner that respects and celebrates the surrounding landscape. The swimming pool, measuring 10 x 5 metres, is available seasonally from 24 April to 4 October and is regularly serviced by the owner's gardener to ensure it remains in excellent condition throughout the season. A terrace provides an ideal setting for outdoor relaxation and dining, furnished with garden furniture to allow guests to enjoy meals and leisure time in the open air. A barbecue is also available, perfect for alfresco dining during warm Tuscan evenings. Walking paths begin just 1 km from the property, inviting guests to explore the surrounding countryside and woodland at their own pace.
Other Information
"Casino di Lecceto" is a detached, 3-storey rustic cottage situated in a secluded position, and guests should be aware that part of the house is closed and unoccupied during their stay. Access to the property is via a 400-metre unmade road that is very bumpy, and a 4x4 vehicle is strongly recommended, particularly during the winter months. Please be advised that the tap water at the property does not meet drinking water quality standards, and guests are encouraged to use bottled water for drinking purposes. Baby equipment is included in the rental at no additional charge, making the property a practical choice for families with young children. Groups of teenagers are accommodated on request only and must be arranged in advance. The property is surrounded by trees and positioned 100 metres from the edge of the forest, offering a genuinely immersive natural experience in the Tuscan hills.
Distances and Attractions
"Casino di Lecceto" enjoys a privileged position that provides convenient access to a wealth of destinations and services. Essential amenities are within easy reach, with a grocery store located 1 km away, a supermarket 5 km away, and a restaurant just 2 km from the property. A bus stop is situated 2 km away, while the railway station "Siena" is 8 km from the cottage. The vibrant city of Siena, with its world-renowned historic centre, is just 8 km away, while Florence lies approximately 80 km from the property. The charming medieval town of San Gimignano is 50 km away, and the beautifully preserved walled village of Monteriggioni can be reached in just 14 km. For those interested in history and culture, a former hermitage featuring 15th-century frescoes is located just 1 km from the property. The remarkable ruined abbey of San Galgano is 28 km away, and the ancient Etruscan city of Volterra is 50 km from the cottage. Nature and wellness enthusiasts will appreciate the proximity of the thermal baths at "Rapolano Terme," situated 37 km away. An 18-hole golf course is available 16 km from the property. For those wishing to visit the coast, the sandy beach of "Follonica" is 80 km away, as is the sea. Casino di Lecceto
Podere Oliveta
Multi-unit accommodation with A/C, WIFI, pool, TV, patio, panoramic view, close to San Gimignano
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| Accommodation | |||||
|---|---|---|---|---|---|
| Sparrow | 4 | 2 | 1 | ||
| Owl | 2 | 1 | 1 | ||
| Robin | 2 | 1 | 1 | ||
| Swallow | 2 | 1 | 1 | ||
| All 4 Accommodations | 10 | 5 | 4 |
Description
Vacation rental Podere Oliveta is a beautiful property that includes air conditioning, shared pool and WiFi internet. The villa / farmhouse / home has been divided into a total of four private units. The property can sleep up to ten people comfortably in five bedrooms with four bathrooms. Conveniently located , Italy in the tourist area "San Gimignano And Surroundings" and only 17 km (11 mi) from San Gimignano.
What to Expect
After arriving at Podere Oliveta you’ll find a nice clean well-maintained property perfect for a relaxing 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. Outdoors you will also find a patio and barbecue grill. This holiday home is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that want to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group.
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 17 km (11 mi), Greve In Chianti 32 km (20 mi), Siena 37 km (23 mi), Florence 44 km (27 mi) and Montalcino 73 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 44 km (27 mi), Viareggio 138 km (86 mi), Forte Dei Marmi 146 km (90 mi), Rome 272 km (169 mi), Milan 341 km (212 mi) and Naples 463 km (287 mi).
Additional Information
Check-In Time: 13:00 - 19:00
Check-Out Time: 07:00 - 09:30
Pool Open: 1 June - 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) 57 km (35 mi), Pisa (psa) 93 km (58 mi), Bologna (blq) 146 km (91 mi), Genova (goa) 280 km (174 mi) and Roma Ciampino (cia) 281 km (174 mi).
Podere Oliveta
Villa del Mangia, 5Panoramic Pool and Chef Service
Superb private holiday rental with WIFI, A/C, private pool, terrace and panoramic view
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Description
Villa del Mangia is a villa located just a few kilometers from Siena.
The villa consists of a main building spread over two floors and an external annex, a former stone barn, which serves as the guesthouse. The total area of the property is 400 sqm. The entire complex was fully renovated in 2024, with incredible attention to detail and the use of high-quality materials, skillfully combining the charm of Tuscan tradition with modern comforts, furnishings, and top-tier materials, offering a luxurious and sophisticated environment. The villa, meticulously curated in every detail, reflects the refined taste of the owner and an emphasis on rare, high-quality materials.
The outdoor spaces have been designed with great care, creating a harmonious connection between the villa and the surrounding natural environment. The garden features lush terraced areas, olive trees, and spacious open areas, ideal for hosting large families or groups of friends seeking a relaxing and convivial vacation.
The interiors, enhanced by marbles that provide luminosity and contemporary design, are equipped with a floor heating and cooling system to ensure maximum comfort. At the same time, original elements such as the ceilings and exposed beams preserve the villa's historic charm, offering a perfect balance between the old and the new.
The annexed barn is equally welcoming, with a breathtaking view of Siena: every window in this building frames a picture-perfect scene.
The spacious indoor and outdoor areas provide the opportunity to enjoy moments together without sacrificing tranquility or the possibility of retreating to more intimate spaces. Ideal for large families or groups wanting to spend a pleasant vacation together while maintaining privacy, this villa allows you to fully enjoy the Sienese countryside, while being just a short drive from some of Tuscany's most famous destinations, such as Siena, San Gimignano, and Florence. Villa del Mangia, 5Panoramic Pool and Chef Service
Book your vacation for the period from 01 June 2026 to 26 June 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 01 July 2026 to 31 July 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 09 September 2026 to 19 September 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 13 October 2026 to 31 October 2026 and save 10% (minimum 3 nights).
Villa Ferdinando
Independent Accommodation with private pool, WIFI, hot tub, A/C, TV, patio, close to San Gimignano
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Description
Beautiful independent villa with pool, strategically located halfway between Florence and Siena. The property has been furnished with exceptional taste and attention to detail. Outside there is a large, well-tended garden with a beautiful pool with panoramic views.
The villa, equipped with all comforts, is composed of a main house and guest house, sleeping a total of up to 12 people. The property is surrounded by vineyards and olive groves, from which the owners produce wine and olive oil (guests will be offered a tasting in the estate's cellars).
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, San Gimignano and the entire Chianti area with its characteristic villages (Castellina, Greve, Radda, Gaiole, etc.).
Access to the house is via an unpaved road in good condition.
At guests disposal: large, well-tended garden with round pool reserved for guests' exclusive use (about 16 x 11 m- minimum depth 50 cm- maximum depth 1,4 m- open from 01/04 to 30/10), outdoor shower (hot water), changing room and wc in the pool area, barbecue, gazebo and wood-burning oven. The villa offers WI-FI internet connection (free of charge). All of the bedrooms are equipped with air conditioning.
Parking within the grounds.
Distances: Poggibonsi with shops of all kinds 6 km away, Barberino Val D'Elsa 11 km, San Gimignano 18 km away, Siena 40 km, Volterra 41 km away, villages of the Chianti area are within a 25- 50 km radius, Florence (airport) 42 km, Pisa (airport) 95 km away, Arezzo 110, Lucca 115 km away.
Extra services to be paid on the spot: Baby bed (available upon request). Laundry service (with fee).
Pets are allowed at a fee of € 100/animal.
Please carefully check if there are any extra costs to be paid on site! Villa Ferdinando
