Luxury Villas with Pool in San Leonino, Italy
Results 41 - 60 of 70
Podere la Torre
Fabulous independent vacation rental with hot tub, private pool, WIFI, sauna, A/C, TV, patio
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22
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9
-
11
-
800 m2
Description
Property Podere La Torre is a nice stone building (800 sq m) that includes private pool, hot tub and WiFi internet. The property can accommodate up to 22 guests comfortably in nine bedrooms with 11 bathrooms. Podere La Torre is located 5 km (3 mi) from Figline Valdarno, Italy and only 17 km (10 mi) from Greve In Chianti in the tourist area "Chianti".
The property consists of a main building and two residential units, each with independent entrance.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the mountains and 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 busy day of shopping. For your pleasure, on the grounds there is a hot tub, 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 22 people.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 17 km (10 mi), Florence 50 km (31 mi), Siena 58 km (36 mi), Arezzo 59 km (37 mi) and San Gimignano 80 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 134 km (83 mi), Forte Dei Marmi 144 km (89 mi), Rome 263 km (163 mi), Venice 293 km (182 mi) and Milan 334 km (208 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 55 km (34 mi), Pisa (psa) 117 km (73 mi), Bologna (blq) 142 km (88 mi), Roma Ciampino (cia) 272 km (169 mi) and Genova (goa) 276 km (172 mi).
Special Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a fun way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a 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 additional costs.
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Inquire for more details about the additional cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Ask for more details, including the supplemental cost and how to arrange this service.
Baby Sitting - A babysitter can be arranged at Podere La Torre. If you're traveling with kids and would like some alone time, speak to the owner directly about this option upon arrival.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
On one side of the property, with independent access, live the friendly owners who take care of the maintenance of the park and pool without interfering in the privacy of the guests. Villa La Torre - Podere La Specola
Podere Galieni
Pretty independent vacation rental with A/C, private pool, WIFI, TV, patio and panoramic view
0% Interest Installments-
16
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6
-
8
Description
Property Summary
Nestled among rolling fields and vineyards in the picturesque Tuscan countryside, "Podere Galieni" is a beautifully renovated agriturismo villa located in Certaldo, Italy. Fully renovated in 2025, this charming property consists of a main house and a separate outbuilding situated approximately 4 km from the centre of Certaldo, enjoying a quiet, sunny, and elevated position that offers an authentic rural atmosphere. The property is entirely fenced and features a lush terraced garden as well as a wildlife garden filled with flowers, providing a serene and private retreat for guests. A generously sized swimming pool measuring 10 x 15 metres is available for your enjoyment seasonally from 1 April to 31 October, maintained regularly by the owner and gardener to ensure an impeccable standard. Wireless internet access via WiFi is available throughout the property, keeping you connected during your stay. Parking is conveniently available directly at the house, making arrivals and departures effortless. Please be aware that part of the house remains closed and unoccupied during your stay, and the owner resides in a separate semi-detached house on the property.
Outdoors
The outdoor spaces at "Podere Galieni" are thoughtfully designed to complement the natural beauty of the Tuscan landscape that surrounds the property. The terraced garden and wildlife garden, abundant with flowering plants, create a tranquil and visually stunning environment in which to relax and unwind. The swimming pool, measuring 10 x 15 metres, is available seasonally from 1 April to 31 October and is equipped with an internal staircase for easy and comfortable access. In the pool area, you will find a dedicated shower and WC facility, as well as a separate outdoor shower, allowing you to refresh conveniently after a swim. A well-appointed patio provides the perfect setting for outdoor dining and leisure, furnished with garden furniture that invites you to savour the warm Tuscan climate. Pool maintenance is carried out regularly by the owner and gardener, ensuring the area remains in excellent condition throughout the season.
Other Information
Inside the main house, a welcoming lounge area is equipped with a television for your entertainment. The property benefits from a central heating system as well as air conditioning, ensuring a comfortable stay throughout all seasons. A washing machine is available for your convenience during longer stays. Bicycle rental is available, offering a pleasant way to explore the surrounding countryside. Linen changes and towel changes are available upon request and subject to a supplementary charge. Room cleaning and housemaid services are also available on request for an additional fee. A private cook can be arranged on request should you wish to enjoy a more personalised culinary experience. Baby equipment is included with the property at no additional charge. Groups of teenagers are accommodated on request only. An airport transfer to the property can be arranged on request. The property is a residence accessed through electric gates, and please note that the motor access road leading to the house extends for approximately 2 km and is bumpy in nature, making a car strongly recommended for your stay. Local farm products are available for sale on site, offering a genuine taste of the Tuscan agricultural tradition.
Distances and Attractions
"Podere Galieni" benefits from a convenient yet secluded location, with a range of essential services and attractions within easy reach. The centre of Certaldo is located 4 km away, where you will find a shop, grocery store, supermarket, bicycle rental, and the "Certaldo" railway station. A restaurant is situated just 2 km from the property, and a bus stop is also accessible at the same distance. Walking paths begin just 100 metres from the house, inviting you to explore the surrounding countryside on foot. A marina is located 20 km away, while a tennis court is available 4 km from the property, along with an 18-hole golf course in the vicinity. The nearest sandy beach, "Cecina Mare," is situated approximately 80 km away, making it a feasible day trip destination. For those interested in exploring Tuscany's extraordinary cultural heritage, the medieval town of San Gimignano lies just 15 km away, the historic city of Volterra is 30 km distant, Siena is reachable within 35 km, and the magnificent city of Florence is located 40 km from the property. Podere Galieni
Villa Marina
Stunning private accommodation with private pool, A/C, WIFI, TV and pets allowed
-15% Special Offer-
10
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5
-
5
-
300 m2
Description
Up to 10 guests, 5 beds / 5 baths: this old tuscan farmhouse is located in the heart of the Arno Valley, between Firenze/Florence, Arezzo, Chianti and Siena.
Very centrally located to explore the region, what make this area unique is its authenticity and opportunity to discover Tuscany off the beaten path, thank to our connections: ASK for our concierge service or service list!
Remote but yet very close to nearby towns (about 6 km away from shops, supermarket, train station and highway). You will get to the property by a short private dirt road, driving through vineyards and beautiful mountain and hills views.
Fully immersed in nature and countryside, this is THE getaway to rejoice with nature, silence and breathe Tuscany in every way. The villa is very big, with very spacious rooms and surrounded by greenery and birds singing.
The indoor is typical tuscan, with every comfort such as wifi, wood oven, television with streaming mode and a private Home Cinema!
Wide property with fields and woods for you to take lovely walks around the property, do your yoga sessions or to simply sit under the shade of the pergola. The villa is open also for private events, small weddings, ceremonies or any project we could help realize!
The private pool is 12*5 mt, open from May 1st until Sept 30, with decks, chairs and lots of reading corners!
PETS LIVE ON PROPERTY, housekeeper lives nearby. Villa Marina
Castello di Quarate
Independent House with WIFI, A/C, private pool, TV, patio, panoramic view, close to Greve In Chianti
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14
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7
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7
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900 m2
Description
Castello Di Quarate is a beautiful holiday home (900 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to 14 people comfortably in seven bedrooms with seven bathrooms. Castello Di Quarate is located 3 km (2 mi) from San Polo In Chianti, Italy and only 15 km (9 mi) from Greve In Chianti in the tourist area "Florence And Surroundings".
The Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 15 km (9 mi), Florence 19 km (11 mi), San Gimignano 58 km (36 mi), Arezzo 69 km (43 mi) and Siena 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 19 km (11 mi), Viareggio 119 km (74 mi), Forte Dei Marmi 127 km (79 mi), Rome 273 km (170 mi), Venice 272 km (169 mi) and Milan 320 km (199 mi).
Additional Information
Handicapped Accessible - If you or one of your guests needs wheelchair access, you’ll find at least one bedroom and bathroom that are accessible, as well as, most of the main rooms in the house.
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) 38 km (24 mi), Pisa (psa) 100 km (62 mi), Bologna (blq) 125 km (77 mi), Genova (goa) 258 km (160 mi) and Venezia (vce) 278 km (173 mi).
Additional Services
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Inquire for more details about the supplemental cost.
Baby Sitting - A babysitter can be scheduled at Castello Di Quarate. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Castello Di Tizzano
Villa Agnola
Beautiful independent house with WIFI, private pool, A/C, TV and patio, near Greve In Chianti
0% Interest Installments-
11
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6
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6
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400 m2
Description
Villa Agnola is a nice stone building (400 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to 11 guests comfortably in six bedrooms with six bathrooms. Conveniently located in the centre of San Casciano In Val Di Pesa, Italy in the tourist area "Florence And Surroundings" and only 20 km (12 mi) from Greve In Chianti.
The villa is on one single level on the ground floor. The 1st floor of the villa is closed and cannot be used by guests.
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 ideal for a splendid holiday in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the nice Tuscan weather.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 20 km (12 mi), Florence 21 km (13 mi), San Gimignano 41 km (25 mi), Siena 61 km (38 mi) and Pisa 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 21 km (13 mi), Viareggio 115 km (71 mi), Forte Dei Marmi 122 km (76 mi), Rome 290 km (180 mi), Venice 271 km (169 mi) and Milan 313 km (194 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 34 km (21 mi), Pisa (psa) 76 km (48 mi), Bologna (blq) 120 km (75 mi), Genova (goa) 255 km (158 mi) and Venezia (vce) 274 km (170 mi).
Villa D'agnola
Ambrogetta
Stunning independent villa with A/C, WIFI, private pool, TV and patio
0% Interest Installments-
8
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4
-
3
Description
Property Summary
Nestled in the picturesque landscape of San Casciano In Val Di Pesa, Italy, the charming cottage known as "Ambrogetta" is an exceptional holiday rental that seamlessly combines historic character with modern comfort. Originally built in 1800, this stunning property sits just 1 km from the centre of San Casciano Val di Pesa, offering guests the rare privilege of enjoying serene countryside surroundings while remaining within easy reach of local amenities and services. The expansive grounds extend across an impressive 20,000 m2, providing an extraordinary sense of space, privacy, and natural beauty that defines the entire stay. A beautiful swimming pool measuring 8 x 4 metres and 120 cm in depth invites you to relax and refresh during the warmer months, while the vast yard, adorned with a garden of lawn and mature trees, creates a tranquil setting ideal for unwinding in the open air. A roofed parking area on the premises accommodates up to 2 cars, ensuring convenience upon arrival and throughout your stay. Internet WiFi is also available, keeping you connected whenever needed without compromising the peaceful atmosphere that makes "Ambrogetta" so special.
Outdoors
The outdoor spaces at "Ambrogetta" are truly among its most captivating features, offering a generous and varied environment in which to spend leisurely days beneath the Tuscan sky. The swimming pool, measuring 8 x 4 metres with a depth of 120 cm, is available for use from 01 May to 22 October each year, providing an extended season during which you can enjoy a refreshing swim or simply bask in the warmth of the Italian sun. An outdoor shower is conveniently located nearby, allowing you to rinse off comfortably after a dip in the pool. The surrounding garden, set within the property's vast 20,000 m2 grounds, features a well-maintained lawn interspersed with trees that offer natural shade and a sense of peaceful seclusion. While the garden is not fenced, it flows naturally into the broader landscape, creating an open and inviting atmosphere that encourages relaxation and exploration in equal measure.
Other Information
The swimming pool at "Ambrogetta" operates seasonally, remaining open from 01 May to 22 October each year. The roofed parking area on the premises is capable of accommodating up to 2 vehicles, offering a practical and sheltered solution for guests travelling by car. For those without a vehicle, a bus stop is conveniently located just 300 metres from the property, making it straightforward to access the surrounding area and nearby towns using public transport.
Distances and Attractions
"Ambrogetta" benefits from an enviable location that places some of Tuscany's most celebrated destinations within comfortable reach. The centre of San Casciano Val di Pesa is just 1 km away, allowing you to explore local shops, restaurants, and services with ease. The magnificent city of Florence, renowned for its world-class art, architecture, and culture, is easily accessible from the property, as are the historic cities of Siena and San Gimignano, each offering a wealth of cultural, gastronomic, and scenic attractions that capture the very essence of the Italian experience. Ambrogetta
Villa Il Prato
Wonderful private holiday villa with WIFI, private pool, TV, veranda and panoramic view
0% Interest Installments-
17
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9
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10
-
660 m2
Description
Conveniently located 860 m (2798 ft) from San Pancrazio, Italy in the tourist area "Central Tuscany" and only 33 km (20 mi) from Arezzo. Villa Il Prato is a nice stone building (660 sq m) with private pool and WiFi internet. The property can sleep up to 17 guests comfortably in nine bedrooms with ten bathrooms.
The main villa is internally made of 4 different apartments.
Adjoining the main villa, there is a dependance on 2 levels, offering kitchen-living area with dining table, burners, fridge, freezer, TV, one small bathroom with wash-basin and shower on the ground level; on the upper level, one double bedroom, one single bedroom and one bathroom with wash-basin, bidet, small shower, wc.
The dependance can be accessed from both the ground floor and the first floor.
Your Experience
Upon arrival at Villa Il Prato you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. Outdoors you will also find a barbecue grill and playground.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 33 km (20 mi), Cortona 41 km (26 mi), Montepulciano 45 km (28 mi), Siena 47 km (29 mi) and Greve In Chianti 55 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 81 km (50 mi), Viareggio 168 km (104 mi), Forte Dei Marmi 175 km (109 mi), Rome 212 km (132 mi), Venice 324 km (201 mi) and Milan 373 km (232 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 6 May - 7 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) 88 km (55 mi), Pisa (psa) 149 km (92 mi), Bologna (blq) 169 km (105 mi), Roma Ciampino (cia) 227 km (141 mi) and Roma Fiumicino (fco) 239 km (149 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a enjoyable 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 sumptuous meal using local produce? The chef will arrange 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 additional costs.
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Inquire for more details about the extra cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Ask for more details, including the additional cost and how to schedule this service.
The staff dealing with the daily cleanings of the pool and with the gardening will have to access the property. Renters can arrange about the relative schedule on arrival.
Villa Prato al Sole
Sole nel Prato
Beautiful private villa with private pool, WIFI, TV, veranda and panoramic view
0% Interest Installments-
10
-
5
-
7
-
380 m2
Description
Sole Nel Prato is a beautiful stone building (380 sq m) with WiFi internet and private pool. The property can sleep up to ten people comfortably in five bedrooms with seven bathrooms. Conveniently located 860 m (2798 ft) from San Pancrazio, Italy in the tourist area "Central Tuscany" and only 32 km (20 mi) from Arezzo.
What to Expect
When you arrive at Sole Nel Prato you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Outside you will also find a playground and barbecue grill.
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: Arezzo 32 km (20 mi), Cortona 41 km (26 mi), Siena 44 km (28 mi), Montepulciano 45 km (28 mi) and Greve In Chianti 53 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 81 km (50 mi), Viareggio 167 km (104 mi), Forte Dei Marmi 175 km (108 mi), Rome 218 km (135 mi), Venice 324 km (201 mi) and Milan 365 km (227 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 6 May - 7 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) 86 km (54 mi), Pisa (psa) 148 km (92 mi), Bologna (blq) 173 km (107 mi), Roma Ciampino (cia) 227 km (141 mi) and Roma Fiumicino (fco) 239 km (149 mi).
Additional Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a pleasant way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Maid Service - If you'd like maid service during your trip that can be organized by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Sole Nel Prato. Inquire for more details, including the extra cost and how to arrange this service.
Prato Al Sole
Villa Badia
Pretty independent holiday villa with WIFI, A/C, private pool, TV and pets allowed, close to Arezzo
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12
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6
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4
-
300 m2
Description
Villa Badia is located 4 km (3 mi) from Badia Agnano, Italy and only 21 km (13 mi) from Arezzo in the tourist area "Arno Valley". Villa Badia is a nice property (300 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to 12 guests comfortably in six bedrooms with four bathrooms.
The Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful vacation 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 sightseeing.
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: Arezzo 21 km (13 mi), Cortona 40 km (25 mi), Siena 46 km (28 mi), Montepulciano 51 km (31 mi) and Greve In Chianti 53 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 80 km (50 mi), Viareggio 167 km (104 mi), Forte Dei Marmi 174 km (108 mi), Rome 223 km (139 mi), Venice 323 km (201 mi) and Milan 365 km (227 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Badia. If you have a large dog or multiple pets, please ask for permission prior to booking.
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) 86 km (53 mi), Pisa (psa) 148 km (92 mi), Bologna (blq) 172 km (107 mi), Roma Ciampino (cia) 232 km (144 mi) and Roma Fiumicino (fco) 245 km (152 mi).
Villa Caccianello
Casa Insieme
Pretty independent holiday home with A/C, WIFI, private pool, terrace and panoramic view
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12
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6
-
5
-
490 m2
Description
Casa Insieme is a lovely stone building (490 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to 12 guests comfortably in six bedrooms with five bathrooms. Casa Insieme is located 9 km (5 mi) from Asciano, Italy and only 29 km (18 mi) from Siena in the tourist area "Orcia Valley".
Your Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. 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, 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 terrace is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 29 km (18 mi), Montalcino 38 km (23 mi), Montepulciano 44 km (27 mi), Arezzo 53 km (33 mi) and Cortona 54 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 221 km (137 mi), Venice 349 km (216 mi) and Milan 390 km (242 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 111 km (69 mi), Pisa (psa) 146 km (91 mi), Bologna (blq) 197 km (123 mi), Roma Ciampino (cia) 230 km (143 mi) and Roma Fiumicino (fco) 242 km (151 mi).
More Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be organized by the owner. Inquire for more details about the extra cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Casa Insieme. Inquire for more details, including the additional cost and how to organize this service.
Casa Insieme
Appartamento Il Nido di Giulia
Nice home with pool, WIFI, A/C, TV, patio and panoramic view
0% Interest Installments-
4
-
2
-
2
-
70 m2
Description
Conveniently located 7 km (5 mi) from Asciano, Italy in the tourist area "Orcia Valley" and only 29 km (18 mi) from Siena. Appartamento Il Nido Di Giulia is a nice stone building (70 sq m) with WiFi internet and air conditioning. The property can sleep up to four people comfortably in two bedrooms with two bathrooms. If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
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 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 unwind at the end the day. Outdoors you will also find a patio and barbecue grill. 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 vacation. The kitchen includes microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the perfect 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: Siena 29 km (18 mi), Montalcino 36 km (23 mi), Montepulciano 43 km (27 mi), Arezzo 52 km (33 mi) and Cortona 55 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 220 km (136 mi), Venice 348 km (216 mi) and Milan 392 km (243 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 June - 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) 113 km (70 mi), Pisa (psa) 145 km (90 mi), Bologna (blq) 197 km (122 mi), Roma Ciampino (cia) 229 km (142 mi) and Roma Fiumicino (fco) 241 km (150 mi).
Swimming-pool
'Il Nido di Giulia' shares the pool with further seven apartments.
Il Nido Di Giulia
Il Canto del Maggio
Great accommodation with pool, A/C, WIFI, TV, patio, pets allowed and panoramic view
-15% Special Offer-
6
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14
-
6
-
6
| Accommodation | Sleeps | Bedrooms | Bathrooms | Price |
|---|---|---|---|---|
| La Castellana | 2 | 1 | 1 | € 69 /Night |
| Canto al Sole | 2 | 1 | 1 | € 69 /Night |
| Bellina | 2 | 1 | 1 | € 69 /Night |
| All 3 Accommodations | 6 | 3 | 3 |
Description
Hospitality, Osteria "Gentile" with veg garden, Cooking School and a stunning infinity pool overlooking the valley: il Canto del Maggio, owned by Simona and her family, isn’t just a place to sleep — it’s a place where you meet a family deeply rooted in this land and in its rhythms.
Here guests are welcomed into six charming units that reflect a rare and authentic form of hospitality: the Albergo diffuso—literally, a ‘scattered hotel’. Developed in Italy, this model revitalizes once-abandoned villages by blending comfort with local tradition in a truly immersive experience- in fact the "borgo" is a shared community between locals that live here permanently, and travelers that was born in the late 1980's.
Our collaboration with this placa was born to promote a network of local chefs, farmers, winemakers, guides, and hospitality professionals — all working together to create meaningful moments that we hope will make your stay one to remember.
My team (I am Tuscany) and I will take care of the accommodation side of your experience — from the moment you book to the day you arrive. Before your stay, we’ll coordinate with you to plan any extra services or personalized experiences, so everything is ready and tailored to your needs before you arrive.
Simona, the soul of this place, will welcome you into her world: her home, her kitchen, around her table, or walking through the vegetable garden — the orto. On the plate, a cuisine that arises spontaneously: the garden decides the menu, and we simply follow its lead.
Together, we can plan special dinners in the garden or by the pool, enjoy breakfast on the terrace or your private patio, and explore much more — from local farmers’ markets and tastings to our favorite go-to places in the area.
Available experiences include:
-Harvesting ingredients directly from the garden and discovering the joy of simple, farm-to-table cooking
-Themed culinary workshops (vegetarian, pastry-making, regional cuisine)
-Activities that immerse you in the natural beauty, culture, and traditions of the area
-Private meals (including breakfast) served anywhere on the property
-Pop-up events hosted by the restaurant or the outdoor kitchen
-Private events and retreats tailored to your needs Il Canto Del Maggio
Casa Meletta
Independent House with hot tub, A/C, WIFI, private pool, TV, patio, near San Gimignano
-10% Special Offer-
6
-
3
-
3
-
140 m2
Description
Holiday rental Casa Meletta is a lovely stone building (140 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to six people comfortably in three bedrooms with three bathrooms. Casa Meletta is located 2 km (1 mi) from Gambassi Terme, Italy and only 19 km (12 mi) from San Gimignano.
The Experience
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the city and the hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a barbecue grill, hot tub and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 19 km (12 mi), Greve In Chianti 50 km (31 mi), Siena 55 km (34 mi), Florence 57 km (35 mi) and Pisa 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (35 mi), Viareggio 102 km (63 mi), Forte Dei Marmi 114 km (71 mi), Rome 290 km (180 mi), Venice 301 km (187 mi) and Milan 347 km (216 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 58 km (36 mi), Pisa (psa) 75 km (46 mi), Bologna (blq) 162 km (100 mi), Genova (goa) 247 km (154 mi) and Roma Ciampino (cia) 299 km (186 mi).
L'antica Meletta
Villa Melinda
Superb private house with A/C, WIFI, private pool, TV, terrace, pets allowed, close to San Gimignano
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6
-
3
-
3
-
120 m2
Description
Beautiful villa located in the countryside between Siena and Florence, renovated in 2015 maintaining and enhancing the rustic style and at the same time equipping it with all comforts to ensure a relaxing and welcoming environment. The house is arranged over three floors and has an attractive design with a taste of modern combined with some antique furniture. The property also has a small fenced garden of 1,000 sq m. equipped with pool for exclusive use of the guests (11m. x 5m. prof. 150cm.), there is also a nice loggia equipped for outdoor dining with barbecue.
Possibility to arrange chef service and cooking classes (upon request and to be paid on the spot); possibility of massages by professionals (to be arranged directly on the spot).
Free Wi-Fi internet. Air conditioning throughout. Parking near the property (30 meters). Access to the house with 150m. of unpaved road. The property is located at 8km. from the center of "Certaldo", at 19km. from "San Gimignano", at 20km. from the golf course, at 55km. from Siena and 59km. from Florence. Villa Della Meletta
Villa Belvedere
Superb independent vacation home with A/C, WIFI, private pool, TV and patio, close to San Gimignano
0% Interest Installments-
8
-
4
-
3
-
250 m2
Description
Holiday home Villa Belvedere is a nice stone building (250 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to eight people comfortably in four bedrooms with three bathrooms. Villa Belvedere is located 11 km (7 mi) from Gambassi Terme, Italy and only 13 km (8 mi) from San Gimignano.
Your Experience
After arriving 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 relaxing vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. Outside you will also find a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 13 km (8 mi), Siena 57 km (36 mi), Pisa 61 km (38 mi), Greve In Chianti 61 km (38 mi) and Florence 67 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 67 km (41 mi), Viareggio 90 km (56 mi), Forte Dei Marmi 101 km (63 mi), Rome 292 km (181 mi), Milan 355 km (221 mi) and Naples 483 km (300 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) 62 km (39 mi), Firenze Peretola (flr) 68 km (42 mi), Bologna (blq) 160 km (100 mi), Genova (goa) 232 km (144 mi) and Roma Ciampino (cia) 301 km (187 mi).
Special Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Villa Belvedere
Fonte di Pillo
Fabulous private villa with A/C, WIFI, private pool, TV, terrace and panoramic view
Special Offer 0% Interest Installments-
14
-
6
-
6
Description
Property Summary
Villa Fonte di Pillo is a stunning vacation rental located just 4 kilometers from Gambassi Terme and Castelfiorentino, and 20 kilometers from San Gimignano. This villa offers a peaceful retreat with excellent amenities such as a swimming pool, yard, internet WiFi, parking, and an EV charging station.
Outdoors
The property boasts an impressive 60,000 square meters of land with a well-maintained garden featuring a lawn and various trees. The highlight of the outdoor area is the 12 x 6 meter swimming pool with a depth of 150 centimeters, available seasonally from April 22nd to October 14th. The pool is equipped with an outdoor shower, and the owner/gardener ensures it is always in pristine condition.
Other Information
Inside the villa, guests can enjoy air conditioning and a burglar alarm system for added comfort and security. Access to the property is via a 200-meter-long unmade road, and covered parking is available for up to 2 cars.
Distances and Attractions
Nearby attractions include the cities of Volterra, Firenze, Pisa, and Livorno. Additionally, there is an 18-hole golf course located just 15 kilometers away, making Villa Fonte di Pillo an ideal vacation rental for those seeking relaxation and luxury in a convenient location. Fonte di Pillo
Villa Rossa
Superb independent villa rental with private pool, sauna, WIFI, TV and pets allowed
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16
-
7
-
7
-
340 m2
Description
Conveniently located 4 km (2 mi) from Rota, Italy in the tourist area "Florence And Surroundings" and only 31 km (19 mi) from Greve In Chianti. Villa Rossa is a nice holiday rental (340 sq m) with WiFi internet and private pool. The property can sleep up to 16 people comfortably in seven bedrooms with seven bathrooms.
Your Experience
After arriving you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property perfect 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 unwind at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 16 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 31 km (19 mi), Florence 48 km (30 mi), Arezzo 57 km (36 mi), San Gimignano 78 km (48 mi) and Montepulciano 88 km (55 mi).
Some other major tourist destinations you should consider visiting are: Florence 48 km (30 mi), Viareggio 132 km (82 mi), Forte Dei Marmi 142 km (88 mi), Rome 261 km (162 mi), Venice 291 km (181 mi) and Milan 335 km (208 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Rossa. If you have a large dog or multiple pets, please inquire for permission prior to booking.
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) 55 km (34 mi), Pisa (psa) 116 km (72 mi), Bologna (blq) 140 km (87 mi), Roma Ciampino (cia) 270 km (168 mi) and Genova (goa) 273 km (170 mi).
Villa Casa Rossa
Castello di Cabbiavoli
Amazing house with private pool, WIFI, hot tub, A/C, patio, panoramic view, close to San Gimignano
-
12
-
6
-
7
-
500 m2
Description
Castello di Cabbiavoli is located 6 km (4 mi) from Castelfiorentino, Italy and only 24 km (15 mi) from San Gimignano in the tourist area "Central Tuscany". Holiday home Castello di Cabbiavoli is a nice stone building (500 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 12 people comfortably in six bedrooms with seven bathrooms.
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 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a patio and barbecue grill. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove 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 veranda is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 24 km (15 mi), Greve In Chianti 37 km (23 mi), Florence 39 km (24 mi), Siena 59 km (37 mi) and Pisa 68 km (42 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the holiday rental, only 70 m (211 ft).
Some other major tourist destinations you should consider visiting are: Florence 39 km (24 mi), Viareggio 97 km (60 mi), Forte Dei Marmi 108 km (67 mi), Rome 294 km (183 mi), Venice 279 km (173 mi) and Milan 329 km (204 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 08:00 - 09:30
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) 39 km (24 mi), Pisa (psa) 69 km (43 mi), Bologna (blq) 132 km (82 mi), Genova (goa) 239 km (149 mi) and Venezia (vce) 285 km (177 mi).
Additional Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while discovering the secrets required to prepare mouth-watering Tuscan meals when you return home. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a 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. 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 after arriving or inquire 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 trip that can be arranged by the owner. Ask for more details about the additional cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Inquire for more details, including the supplemental cost and how to schedule this service.
Castello di Cabbiavoli
Villa i Colli
Independent Villa with A/C, hot tub, WIFI, private pool, TV, balcony, near San Gimignano
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14
-
6
-
7
-
300 m2
Description
Conveniently located 2 km (5174 ft) from Montaione, Italy and only 19 km (12 mi) from San Gimignano. Villa i Colli is a lovely vacation rental (300 sq m) with air conditioning, private pool and hot tub. The property can accommodate up to 14 people comfortably in six bedrooms with seven bathrooms. There is a golf course nearby if you'd like to get in a round or two while on vacation.
The Experience
The property which situated approx 1 km from Montaione and rented as a single environment of about 300 sqm, is made up of three apartments, two of which communicate with each other and one detached in a small outbuilding. In front of the main building, we find an enchanting "party room", all finished in wood and surrounded by large windows, equipped with table and chairs, armchairs, wood-burning oven, barbecue and stove for cooking. This party room can be booked on request, with an on site supplement payment.
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 19 km (12 mi), Florence 58 km (36 mi), Pisa 58 km (36 mi), Greve In Chianti 63 km (39 mi) and Siena 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 58 km (36 mi), Viareggio 87 km (54 mi), Forte Dei Marmi 93 km (58 mi), Rome 298 km (185 mi), Venice 301 km (187 mi) and Milan 345 km (214 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa i Colli. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 60 km (37 mi), Pisa (psa) 60 km (37 mi), Bologna (blq) 152 km (94 mi), Genova (goa) 226 km (140 mi) and Venezia (vce) 305 km (190 mi).
Agriturismo i Colli
Villa di Cinzia
Unique property with internet, private pool, A/C, TV, patio, panoramic view, close to San Gimignano
0% Interest Installments-
12
-
6
-
6
-
270 m2
Description
Villa Di Cinzia is located 10 km (6 mi) from Montaione, Italy and only 18 km (11 mi) from San Gimignano. Villa Di Cinzia is a beautiful vacation rental (270 sq m) with air conditioning, private pool and internet. The property can accommodate up to 12 people comfortably in six bedrooms with six bathrooms. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
In the same property there are other 8 accommodations (in separated buildings) provided with their own private garden and private pool.
The Experience
After arriving at Villa Di Cinzia 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 - 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. Outdoors you will also find a barbecue grill and patio.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 18 km (11 mi), Florence 59 km (37 mi), Pisa 61 km (38 mi), Siena 64 km (40 mi) and Greve In Chianti 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 59 km (37 mi), Viareggio 90 km (56 mi), Forte Dei Marmi 101 km (63 mi), Rome 303 km (188 mi), Venice 305 km (189 mi) and Milan 345 km (214 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:30 - 10:00
Pool Open: 8 April - 30 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) 62 km (39 mi), Firenze Peretola (flr) 63 km (39 mi), Bologna (blq) 157 km (97 mi), Genova (goa) 235 km (146 mi) and Venezia (vce) 310 km (193 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a pleasant way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. For more details and the supplemental 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 additional costs.
Maid Service - If you'd like maid service during your visit that can be scheduled by the owner. Inquire for more details about the additional cost.
La Nuova Sassa