Vacation Rentals with Air Conditioning in Guardistallo, Italy
Results 181 - 200 of 213
Villa di Pillo
Pretty private villa with private pool, WIFI, A/C, TV, balcony, close to San Gimignano
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- 3
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Description
Villa Di Pillo is a nice holiday home (140 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to eight people comfortably in three bedrooms with three bathrooms. Conveniently located 4 km (2 mi) from Gambassi Terme, Italy and only 20 km (13 mi) from San Gimignano.
The Experience
When you arrive 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 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 and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished balcony where you can enjoy the weather while dining outdoors.
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 20 km (13 mi), Greve In Chianti 51 km (31 mi), Florence 52 km (32 mi), Siena 59 km (37 mi) and Pisa 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 52 km (32 mi), Viareggio 98 km (61 mi), Forte Dei Marmi 110 km (68 mi), Rome 294 km (182 mi), Venice 293 km (182 mi) and Milan 338 km (210 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Di Pillo. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 54 km (33 mi), Pisa (psa) 70 km (44 mi), Bologna (blq) 146 km (91 mi), Genova (goa) 243 km (151 mi) and Venezia (vce) 299 km (186 mi).
More Services
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
La Capannina Di Pillo
Casa Meletta
Private Villa with private pool, WIFI, A/C, hot tub, TV, patio, panoramic view, near San Gimignano
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- 3
- 3
Description
Property Casa Meletta is a beautiful stone building (140 sq m) that includes hot tub, air conditioning and private pool. 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.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills and the city ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a hot tub, barbecue grill and patio. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the perfect setting to enjoy food, family and the lovely Tuscan weather.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 19 km (12 mi), Greve In Chianti 50 km (31 mi), Siena 55 km (34 mi), Florence 57 km (35 mi) and Pisa 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (35 mi), Viareggio 102 km (63 mi), Forte Dei Marmi 114 km (71 mi), Rome 290 km (180 mi), Venice 301 km (187 mi) and Milan 347 km (216 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 58 km (36 mi), Pisa (psa) 75 km (46 mi), Bologna (blq) 162 km (100 mi), Genova (goa) 247 km (154 mi) and Roma Ciampino (cia) 299 km (186 mi).
L'antica Meletta
Book now and save 10%. Offer valid until 30 June 2026 and for a minimum stay of 14 nights.
Villa Luana
Superb private vacation home with WIFI, A/C, private pool, TV, panoramic view, near San Gimignano
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- 4
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Description
Villa Luana is a nice stone building (220 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to nine guests comfortably in four bedrooms with two bathrooms. Villa Luana is located in Gambassi Terme, Italy and only 16 km (10 mi) from San Gimignano.
What to Expect
When you arrive at Villa Luana you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to nine people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 16 km (10 mi), Florence 57 km (35 mi), Greve In Chianti 57 km (35 mi), Siena 58 km (36 mi) and Pisa 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (35 mi), Viareggio 103 km (64 mi), Forte Dei Marmi 114 km (71 mi), Rome 292 km (182 mi), Venice 302 km (188 mi) and Milan 345 km (214 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 30 April - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 60 km (37 mi), Pisa (psa) 75 km (47 mi), Bologna (blq) 151 km (94 mi), Genova (goa) 245 km (152 mi) and Roma Ciampino (cia) 301 km (187 mi).
Villa Edi
Chianti Resort
Fantastic apartment with A/C, pool, WIFI, TV, patio and panoramic view, near San Gimignano
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- 12
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| Accommodation | |||
|---|---|---|---|
| Casa Ginestra | 6 | 3 | 2 |
Description
The Chianti Resort offers 3 independent apartments and we manage only 2 of them and 2 exclusive villas for rent.
Each apartment has a private garden with an area equipped for dining out and the 3 apartments together share the swimming pool.
Property Chianti Resort is a nice stone building that includes pool, WiFi internet and air conditioning. Chianti Resort is a country resort that has a total of two independent units. The property can accommodate up to 12 guests comfortably in six bedrooms with four bathrooms. Conveniently located 11 km (7 mi) from Gambassi Terme, Italy and only 13 km (8 mi) from San Gimignano.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills and the mountains ideal for a relaxing holiday in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a patio, playground and barbecue grill. This vacation rental 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, such as the pool or garden, with the group. Each apartment is equipped with its own fully-equipped kitchen for meal preparation.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 13 km (8 mi), Siena 53 km (33 mi), Greve In Chianti 63 km (39 mi), Pisa 64 km (40 mi) and Florence 67 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 67 km (41 mi), Viareggio 93 km (58 mi), Forte Dei Marmi 108 km (67 mi), Rome 292 km (181 mi), Venice 312 km (194 mi) and Milan 353 km (219 mi).
Additional Information
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Pisa (psa) 66 km (41 mi), Firenze Peretola (flr) 68 km (42 mi), Bologna (blq) 160 km (100 mi), Genova (goa) 241 km (149 mi) and Roma Ciampino (cia) 301 km (187 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
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 ask prior to booking. The cost will vary depending in the exact tour and number of people.
Chianti Resort
Grace Home, Pool, Wifi, Gambassi Terme
Independent Villa with private pool, A/C, WIFI, TV, terrace, pets allowed, near San Gimignano
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- 5
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Description
Vacation rental Grace Home, Pool, Wifi, Gambassi Terme is a lovely property (200 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to 12 guests comfortably in five bedrooms with five bathrooms. Grace Home, Pool, Wifi, Gambassi Terme is located 6 km (4 mi) from Gambassi Terme, Italy and only 11 km (7 mi) from San Gimignano.
The Experience
When you arrive at Grace Home, Pool, Wifi, Gambassi Terme you’ll find a lovely clean well-maintained property ideal for a peaceful 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. 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 11 km (7 mi), Siena 55 km (34 mi), Greve In Chianti 57 km (36 mi), Florence 62 km (38 mi) and Pisa 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 62 km (38 mi), Viareggio 92 km (57 mi), Forte Dei Marmi 104 km (65 mi), Rome 290 km (180 mi), Venice 307 km (190 mi) and Milan 350 km (218 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Grace Home, Pool, Wifi, Gambassi Terme. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 63 km (39 mi), Pisa (psa) 65 km (40 mi), Bologna (blq) 158 km (98 mi), Genova (goa) 235 km (146 mi) and Roma Ciampino (cia) 299 km (186 mi).
More Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Grace Home, Pool, Wifi, Gambassi Terme
Book your vacation for the period from 31 January 2026 to 10 June 2026 and save 15% (minimum 4 nights).
Villa Airone Tegoni, Pool, Radicondoli
Unique private house with A/C, WIFI, private pool, TV and veranda
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- 6
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Description
Villa Airone Tegoni, Pool, Radicondoli is located 16 km (10 mi) from Radicondoli, Italy and only 47 km (29 mi) from San Gimignano in the tourist area "Grosseto - Maremma". Vacation rental Villa Airone Tegoni, Pool, Radicondoli is a lovely property (260 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms.
The Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the lake and the hills ideal for a peaceful 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. 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 12 people.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 47 km (29 mi), Siena 55 km (34 mi), Greve In Chianti 77 km (48 mi), Montalcino 88 km (55 mi) and Florence 89 km (55 mi).
Some other major tourist destinations you should consider visiting are: Florence 89 km (55 mi), Viareggio 127 km (79 mi), Forte Dei Marmi 139 km (86 mi), Rome 291 km (181 mi), Venice 340 km (211 mi) and Milan 386 km (239 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Airone Tegoni, Pool, Radicondoli. 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: 09:00 - 10:00
Pool Open: 30 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): Firenze Peretola (flr) 102 km (63 mi), Pisa (psa) 104 km (64 mi), Bologna (blq) 188 km (117 mi), Roma Fiumicino (fco) 255 km (159 mi) and Genova (goa) 270 km (168 mi).
More Services
Cooking Lessons - Discover 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 learning the secrets required to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Villa Airone Tegoni, Pool, Radicondoli
Book your vacation for the period from 01 June 2026 to 02 November 2026 and save 15% (minimum 4 nights).
Villa le Ripe - Gambassi Terme, Toscana
Unique private vacation rental with WIFI, A/C, pool, TV and pets allowed, close to San Gimignano
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Description
Villa Le Ripe - Gambassi Terme, Toscana is located in Gambassi Terme, Italy and only 18 km (11 mi) from San Gimignano. Holiday home Villa Le Ripe - Gambassi Terme, Toscana is a beautiful property (290 sq m) that includes air conditioning and WiFi internet. The property can accommodate up to 19 guests comfortably in seven bedrooms with six bathrooms.
What to Expect
After arriving you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 19 people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 18 km (11 mi), Greve In Chianti 55 km (34 mi), Florence 55 km (34 mi), Siena 56 km (35 mi) and Pisa 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 55 km (34 mi), Viareggio 101 km (63 mi), Forte Dei Marmi 113 km (70 mi), Rome 290 km (180 mi), Venice 297 km (184 mi) and Milan 344 km (214 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Le Ripe - Gambassi Terme, Toscana. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 57 km (35 mi), Pisa (psa) 74 km (46 mi), Bologna (blq) 149 km (93 mi), Genova (goa) 244 km (151 mi) and Roma Ciampino (cia) 299 km (186 mi).
Villa Le Ripe - Gambassi Terme, Toscana
Book your vacation for the period from 25 April 2026 to 01 May 2026 and save 10% (minimum 2 nights).
Book your vacation for the period from 12 April 2026 to 14 April 2026 and save 10% (minimum 2 nights).
Book your vacation for the period from 25 April 2026 to 01 May 2026 and save 15% (minimum 4 nights).
Mensano Old Town Apartment
Wonderful villa with WIFI, A/C, TV and balcony
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- 2
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Description
Mensano Old Town Apartment is located in Mensano, Italy and only 32 km (20 mi) from San Gimignano in the tourist area "Central Tuscany". Mensano Old Town Apartment is a nice stone building (200 sq m) with WiFi internet and air conditioning. The property can sleep up to four people comfortably in two bedrooms with two bathrooms.
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family enjoying a glass of wine - a perfect way to 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 holiday. The kitchen includes coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 32 km (20 mi), Siena 38 km (24 mi), Greve In Chianti 60 km (37 mi), Montalcino 71 km (44 mi) and Florence 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 72 km (45 mi), Viareggio 166 km (103 mi), Forte Dei Marmi 173 km (108 mi), Rome 274 km (170 mi), Venice 323 km (200 mi) and Milan 369 km (229 mi).
Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 85 km (53 mi), Pisa (psa) 93 km (58 mi), Bologna (blq) 174 km (108 mi), Roma Fiumicino (fco) 257 km (160 mi) and Roma Ciampino (cia) 283 km (176 mi).
Mensano Old Town Apartment
Book your vacation for the period from 06 January 2026 to 06 January 2027 and save 15% (minimum 7 nights).
Book your vacation for the period from 06 January 2026 to 06 January 2027 and save 20% (minimum 14 nights).
Book your vacation for the period from 06 January 2026 to 06 January 2027 and save 30% (minimum 21 nights).
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Description
Property Summary
Nestled in the charming hamlet of Castellaccio, in the heart of Quercianella, "La Casa Vivente" is an elegant detached villa offering a truly memorable vacation rental experience in the Tuscany region of Italy. Surrounded by lush Mediterranean trees and fragrant flowers, this stunning property commands breathtaking views of the sea of Livorno, just 5 kilometers from the city center. The villa sits in a quiet and sunny position, enveloped by a beautifully maintained fenced garden with a well-kept lawn, providing guests with a serene and private retreat. A unique outdoor swimming pool with an unconventional shape is available from May 12th to September 30th, offering a refreshing escape during the warmer months. Reliable Internet WiFi keeps you connected throughout your stay, while the generous parking area comfortably accommodates up to 4 cars, ensuring effortless arrivals and departures for the whole group.
Outdoors
The outdoor spaces of "La Casa Vivente" are thoughtfully designed to invite relaxation and al fresco living at their finest. The distinctive swimming pool, with its unconventional shape and a depth ranging from 130 to 160 cm, serves as the centerpiece of the exterior, available for use from May 12th to September 30th. The pool area is equipped with a dedicated WC and an outdoor shower for added convenience. A charming pergola provides welcome shade, while the garden furniture and barbecue create the perfect setting for leisurely outdoor dining and warm summer evenings spent in the open air. The surrounding fenced garden, with its well-maintained lawn and rich Mediterranean vegetation, offers ample space to unwind and enjoy the natural beauty of the Tuscan landscape.
Other Information
"La Casa Vivente" is ideally suited for guests seeking a peaceful and nature-immersive stay in close proximity to the sea. It is important to note that this property is not suitable for young groups. The owner resides in a separate semi-detached house on the premises, ensuring a welcoming and attentive presence throughout your stay without compromising your privacy.
Distances and Attractions
The location of "La Casa Vivente" strikes an ideal balance between tranquility and accessibility. A restaurant and a bus stop are conveniently situated just 500 meters from the property, while a supermarket can be reached within 2 kilometers. The railway station is located 5 kilometers away, making regional travel straightforward and convenient. Beach lovers will appreciate the proximity to 2 beautiful coastal options: the sandy beach of Quercianella and the pebble beach of Sonnino, both just 6 kilometers from the villa. The vibrant city of Livorno, with its rich cultural heritage, lively markets, and diverse dining scene, is only 8 kilometers away. For those wishing to explore further afield, the historic city of Pisa is 30 kilometers away, and the world-renowned art capital of Florence lies just 80 kilometers from the property, making "La Casa Vivente" an exceptional base for discovering the very best of Tuscany. La Casa Vivente
Fonte di Pillo
Wonderful private property with WIFI, private pool, A/C, TV, terrace and panoramic view
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- 6
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Description
Property Summary
Villa Fonte di Pillo is a stunning vacation rental located just 4 kilometers from Gambassi Terme and Castelfiorentino, and 20 kilometers from San Gimignano. This villa offers a peaceful retreat with excellent amenities such as a swimming pool, yard, internet WiFi, parking, and an EV charging station.
Outdoors
The property boasts an impressive 60,000 square meters of land with a well-maintained garden featuring a lawn and various trees. The highlight of the outdoor area is the 12 x 6 meter swimming pool with a depth of 150 centimeters, available seasonally from April 22nd to October 14th. The pool is equipped with an outdoor shower, and the owner/gardener ensures it is always in pristine condition.
Other Information
Inside the villa, guests can enjoy air conditioning and a burglar alarm system for added comfort and security. Access to the property is via a 200-meter-long unmade road, and covered parking is available for up to 2 cars.
Distances and Attractions
Nearby attractions include the cities of Volterra, Firenze, Pisa, and Livorno. Additionally, there is an 18-hole golf course located just 15 kilometers away, making Villa Fonte di Pillo an ideal vacation rental for those seeking relaxation and luxury in a convenient location. Fonte di Pillo
Pillo di Sopra
Unique private accommodation with WIFI, private pool, A/C, TV, patio and pets allowed
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- 5
- 6
Description
Property Summary
Nestled among trees and open fields in the picturesque Tuscan countryside, Pillo di Sopra is a charming and comfortable country house offering an idyllic holiday rental experience in Gambassi Terme, Italy. This fully fenced private property combines the tranquility of a secluded rural setting with a thoughtful selection of amenities designed to ensure a truly relaxing stay. The beautifully terraced yard features lush lawns and mature trees, creating a serene natural environment that invites you to unwind and reconnect with the landscape. A refreshing swimming pool measuring 8 x 4 meters with a depth of 140 cm is available seasonally, allowing you to enjoy the warm Tuscan climate in complete privacy. Reliable internet WiFi connectivity is provided throughout the property, keeping you connected whenever needed. Convenient on-site parking accommodates up to 3 vehicles, accessible via an 80-meter-long unpaved road leading directly to the property.
Outdoors
The outdoor spaces at Pillo di Sopra have been thoughtfully arranged to make the most of the stunning natural surroundings. The terraced garden is adorned with lush lawns and mature trees, offering shaded areas and open spaces in equal measure. The swimming pool, measuring 8 x 4 meters with a depth of 140 cm, is available seasonally from April 29th to October 14th, with maintenance handled regularly by the owner or gardener to ensure it remains in perfect condition throughout your stay. An outdoor shower is conveniently located nearby for rinsing off after a swim. A pergola provides a sheltered outdoor area ideal for relaxing or dining al fresco, and garden furniture is available for your comfort, allowing you to fully appreciate the peaceful countryside atmosphere that surrounds the property.
Other Information
Pillo di Sopra is equipped with a range of practical features and services to enhance your stay. Baby equipment is included with the property, making it a welcoming choice for families travelling with young children. For those with a passion for Italian cuisine, cooking courses can be arranged upon request, offering a memorable and authentic cultural experience during your time in Tuscany. The property is fully fenced, ensuring privacy and security throughout your visit. Access to the estate is provided via an 80-meter-long unpaved road, which leads directly to the private grounds.
Distances and Attractions
Pillo di Sopra enjoys an enviable location within easy reach of a wide range of attractions, services, and points of interest. A restaurant is situated just 100 meters from the property, making it effortless to enjoy a meal out without travelling far. Both Gambassi Terme and Castelfiorentino are located just 4 kilometers away, offering local shops, services, and a supermarket also reachable within 4 kilometers. The Castelfiorentino railway station is just 6 kilometers from the property, providing convenient access to the wider Tuscan rail network. An 18-hole golf course is located approximately 15 kilometers away, perfect for enthusiasts looking to enjoy a round amid the rolling Tuscan hills. The medieval town of San Gimignano, famous for its iconic towers, is just 20 kilometers from the property and well worth a visit. Further afield, the historic city of Volterra is approximately 30 kilometers away, while Florence, the cradle of the Renaissance, can be reached in around 40 kilometers. The coastal city of Pisa, home to its celebrated leaning tower, lies approximately 60 kilometers from the property, and the port city of Livorno is around 70 kilometers away, offering access to the Ligurian Sea and its surrounding attractions. Pillo di Sopra
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Description
Property Summary
Cosy mews "delle Rose" is a charming vacation rental property surrounded by trees in a residential area of villas, just 5 km from the center of Livorno, Italy. It offers a spacious 150 m2 shared property with amenities such as a yard, internet Wi-Fi, and parking on-site.
Outdoors
The property is nestled in a peaceful, natural setting, with the edge of the forest just 800 m away and the sea and sandy beach "Spiaggia del sale" only 900 m from your doorstep. For those seeking a more rugged coastal experience, the rocky beach "Riserva Naturale Calafuria" is merely 3 km away.
Other Information
Guests can enjoy the convenience of having a washing machine available for shared use, as well as the option to request linen and towel changes for an additional charge. The property is located within proximity to various amenities, including a shop and grocery store just 500 m away, a supermarket and shopping center 1.8 km away, and a restaurant and bar within 500 m. Public transportation is readily accessible, with a bus stop "Piazza Antignano" 600 m away and a railway station "Antignano" just 550 m from the property. For those arriving by ferry, the "Porto Livorno" is 9.5 km away. Please note that the owner resides on the same property.
Distances and Attractions
Cosy mews "delle Rose" offers a prime location for exploring the region's renowned attractions. The historic cities of Pisa and Lucca are just 30 km and 50 km away, respectively, while the stunning city of Florence is within a 95 km radius. Golf enthusiasts will appreciate the proximity to an 18-hole golf course, situated just 24 km from the property. "Just an example" of nearby attractions to explore during your holiday rental stay in Livorno. Delle Rose
Villa le Ripe Apartments - Gambassi Terme, Toscana
Fantastic home with WIFI, pool, A/C, TV, balcony and pets allowed, close to San Gimignano
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- 19
- 7
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| La Nonna - Villa le Ripe | 6 | 2 | 2 | ||
| La Tinaia - Villa le Ripe | 3 | 1 | 1 | ||
| Le Volte - Villa le Ripe | 6 | 2 | 1 | ||
| San Gimignano - Villa le Ripe | 4 | 2 | 2 | ||
| All 4 Accommodations | 19 | 7 | 6 |
Description
Holiday rental Villa Le Ripe Apartments - Gambassi Terme, Toscana is a beautiful property that includes air conditioning, shared pool and WiFi internet. The apartment has been divided into a total of four private apartments. The property can accommodate up to 19 people comfortably in seven bedrooms with six bathrooms. Conveniently located in Gambassi Terme, Italy and only 18 km (11 mi) from San Gimignano.
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. 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 home where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 18 km (11 mi), Florence 50 km (31 mi), Greve In Chianti 55 km (34 mi), Siena 56 km (35 mi) and Pisa 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 102 km (63 mi), Forte Dei Marmi 114 km (71 mi), Rome 290 km (180 mi), Venice 291 km (181 mi) and Milan 339 km (210 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Le Ripe Apartments - Gambassi Terme, Toscana. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 51 km (32 mi), Pisa (psa) 75 km (46 mi), Bologna (blq) 144 km (89 mi), Genova (goa) 251 km (156 mi) and Venezia (vce) 297 km (185 mi).
Villa Le Ripe Apartments - Gambassi Terme, Toscana
Special Offer for La Nonna - Villa le Ripe
Book your vacation for the period from 07 April 2026 to 18 April 2026 and save 10% (minimum 2 nights).
Book your vacation for the period from 25 April 2026 to 01 May 2026 and save 10% (minimum 2 nights).
Book your vacation for the period from 10 April 2026 to 18 April 2026 and save 15% (minimum 4 nights).
Book your vacation for the period from 10 April 2026 to 18 April 2026 and save 20% (minimum 7 nights).
Book your vacation for the period from 25 April 2026 to 06 May 2026 and save 15% (minimum 4 nights).
Book your vacation for the period from 25 April 2026 to 06 May 2026 and save 20% (minimum 7 nights).
Apartment:
La Tinaia - Villa le Ripe
Le Volte - Villa le Ripe
San Gimignano - Villa le Ripe
Le Casaline di Sopra, Massa Marittima
Beautiful independent vacation home with WIFI, A/C, TV and pets allowed
- 14
- 5
- 5
Description
Conveniently located 12 km (7 mi) from Massa Marittima, Italy in the tourist area "Grosseto - Maremma" and only 58 km (36 mi) from Siena. Le Casaline Di Sopra, Massa Marittima is a beautiful stone building (200 sq m) with air conditioning and WiFi internet. The property can sleep up to 14 people comfortably in five bedrooms with five bathrooms.
What to Expect
After arriving at Le Casaline Di Sopra, Massa Marittima you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. For your enjoyment you will find a private garden where you can unwind while enjoying a nice cold beverage after a busy day of shopping. A real benefit of renting a home, instead of multiple hotel rooms, is the ability to relax after a busy day of sightseeing with family and friends. Enjoy a meal together along with some local wine to finish the day. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.
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: Siena 58 km (36 mi), San Gimignano 70 km (44 mi), Montalcino 88 km (55 mi), Greve In Chianti 98 km (61 mi) and Florence 105 km (65 mi).
Some other major tourist destinations you should consider visiting are: Florence 105 km (65 mi), Viareggio 159 km (99 mi), Forte Dei Marmi 171 km (106 mi), Rome 248 km (154 mi), Milan 415 km (258 mi) and Naples 459 km (285 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Le Casaline Di Sopra, Massa Marittima. 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
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 118 km (73 mi), Pisa (psa) 139 km (86 mi), Bologna (blq) 205 km (127 mi), Roma Fiumicino (fco) 231 km (143 mi) and Roma Ciampino (cia) 253 km (157 mi).
Additional Services
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Le Casaline Di Sopra, Massa Marittima
Book your vacation for the period from 01 January 2026 to 01 January 2027 and save 7% (minimum 21 nights).
Book your vacation for the period from 01 January 2026 to 01 January 2027 and save 10% (minimum 28 nights).
Sunset Sea View, Baratti, Populonia, Wifi, Ac
Fantastic flat with A/C, WIFI, TV and panoramic view
- 10
- 5
- 3
Description
Sunset Sea View, Baratti, Populonia, Wifi, Ac is located in Populonia, Italy and only 93 km (58 mi) from Pisa in the tourist area "Grosseto - Maremma". Holiday rental Sunset Sea View, Baratti, Populonia, Wifi, Ac is a nice property (230 sq m) that includes WiFi internet and air conditioning. The property can sleep up to ten people comfortably in five bedrooms with three bathrooms. Experience the Tuscan coast, it's just a short distance to the sea from the holiday home (3 km 2 mi).
Your Experience
When you arrive at Sunset Sea View, Baratti, Populonia, Wifi, Ac you’ll find a beautiful clean well-maintained property with views of the sea ideal for a peaceful holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family enjoying a glass of wine - a perfect way to relax at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Pisa 93 km (58 mi), San Gimignano 109 km (68 mi), Viareggio 119 km (74 mi), Lucca 124 km (77 mi) and Montalcino 126 km (78 mi).
Some other major tourist destinations you should consider visiting are: Florence 151 km (94 mi), Viareggio 119 km (74 mi), Forte Dei Marmi 131 km (82 mi), Rome 265 km (164 mi), Milan 375 km (233 mi) and Naples 476 km (296 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Pisa (psa) 96 km (60 mi), Firenze Peretola (flr) 153 km (95 mi), Bologna (blq) 245 km (152 mi), Roma Fiumicino (fco) 248 km (154 mi) and Genova (goa) 262 km (163 mi).
Additional Services
Tours - The owner can schedule custom tours for your group. To learn about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
You can park your car in the parking lot designated for you outside the walls and you will be escorted to the entrance of the mansion by a golf car. Sunset Sea View, Baratti, Populonia, Wifi, Ac
Book your vacation for the period from 30 March 2026 to 31 October 2026 and save 15% (minimum 5 nights).
Villa Marsiliana
Independent Villa with A/C, private pool, WIFI, TV, patio, pets allowed, panoramic view
- 10
- 5
- 6
Description
Property Summary
You are seeking a villa holiday rental in Massa Marittima, Italy. The "Marsiliana" is a beautiful, comfortable two-story villa surrounded by fields and vineyards, offering a private, beautiful garden to relax, a swimming pool (12 x 6 m, available seasonally from May 1 to September 30), patio, pergola, terrace, garden furniture, and a barbecue area. The villa boasts various amenities, including a swimming pool, internet WiFi, and parking facilities.
Outdoors
The outdoor areas feature various terraces and intimate spots, perfect for socializing and enjoying an aperitivo. A large outdoor dining table is located on a terrace, equipped with a barbecue, overlooking the picturesque former episcopal summer residence and offering stunning sunset views. Another shaded table under a covered terrace provides a peaceful setting for breakfast or lunch. The rectangular pool offers absolute privacy while boasting gorgeous views of the Maremma countryside and the Gulf of Follonica. The property borders the Riserva Statale Marsiliana natural park, ensuring tranquility.
Other Information
The villa has a storage room for bicycles and a 1 km long bumpy motor access (via unmade road). Parking is available for up to 5 cars at the house. Nearby amenities include a shop (6 km), grocery store (600 km), supermarket (10 km), restaurant (6 km), bicycle rental (10 km), ferry to Piombino (Elba) (40 km), sandy beach in Follonica (18 km), thermal baths in Sassetta (34 km), and a bathing lake in Accesa (11 km). Recreational facilities in the area include a sports harbor (23 km), 18-hole golf course (20 km), surf school (20 km), minigolf (20 km), riding stable (13 km), and walking paths starting from the house (10 m).
Distances and Attractions
The villa is located 10 km from the center of Massa Marittima, 6 km from the center of Valpiana, 18 km from the center of Follonica, and 18 km from the sea. Nearby attractions include Scarlino (19 km), Suvereto (22 km), Castiglione della Pescaia (40 km), and Baratti-Populonia (43 km). Mountain biking paths are available within 20 meters of the property. The villa's location offers easy access to hiking and exploring the surrounding areas. Villa Marsiliana
Description
Property Summary
Villa Casa Francesca is a historical villa built in 1930, surrounded by trees and comprising 8 apartments. The property offers a yard, Internet WiFi, and parking on-site for your convenience. You can enjoy the patio, arbour, and garden furniture while taking in the tranquil setting.
Outdoors
The villa is surrounded by a park with plants and trees, providing a serene outdoor environment. Relax in the patio area or take shelter under the arbour, where you'll find garden furniture for your enjoyment.
Other Information
Villa Casa Francesca is conveniently located just 100 meters from the center of Massa Marittima, Italy, and within walking distance of various amenities. Shops, supermarkets, restaurants, bars, bakeries, and a pedestrian zone are all within a short distance. Bicycle rentals are available 200 meters away, making it easy to explore the area on two wheels. Public transportation is also easily accessible, with a bus stop located 350 meters from the property.
Distances and Attractions
The property is situated 20 km from the sea, providing easy access to the sandy beach "Follonica." Nearby attractions include the towns of Scarlino (20 km), Cala Violina (30 km), Castiglione della Pescaia (40 km), and Punta Ala (40 km). Outdoor enthusiasts can enjoy hiking trails at the Parco Naturale di Montioni, located 20 km away. The thermal baths "Sassetta" are also within driving distance at 40 km, offering a relaxing holiday rental experience. Sanda
Massa Marittima 630
Wonderful multi-unit vacation rental with WIFI, A/C, TV, terrace and pets allowed
- 4
- 16
- 5
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Lavanda 630.1 | 2 | 1 | 1 | ||
| Salvia 630.2 | 4 | 1 | 1 | ||
| Il Lago 630.3 | 6 | 2 | 2 | ||
| All 3 Accommodations | 12 | 4 | 4 |
Description
Property Summary
Situated in the picturesque La Pesta district of Massa Marittima, Italy, this charming terraced house offers a cozy and rustic vacation rental experience amidst the tranquility of the surrounding trees. As one of five residences, you'll enjoy a sense of privacy while being part of a small community. The property boasts stunning views of the countryside from its hilltop location and provides a delightful private yard spanning 25 square meters, perfect for relaxation. Internet, WiFi, parking, and an installment plan are available, ensuring your comfort and convenience.
Outdoors
Immerse yourself in the great outdoors with ease from this ideally situated holiday rental. Embrace the serenity of nature within the private garden, complete with outdoor furniture, allowing you to bask in the sunshine and soak up the peaceful atmosphere. Venture out and explore the nearby attractions, including walking paths that can be accessed directly from the property, leading you through the captivating Riserva Naturale di Montioni.
Other Information
This delightful vacation rental offers a peaceful retreat while keeping you connected to essential amenities. Within a short distance, you'll find a restaurant and bar (500m), grocery stores, and a supermarket, ensuring your culinary needs are met with convenience. For an active lifestyle, bicycle rentals are available just 10km away, and the sandy beach of Follonica beckons at a mere 9km distance. Indulge in water activities at the nearby lake (1.5km) or the sea (17km away), providing ample opportunities for swimming, sunbathing, and aquatic adventures.
Distances and Attractions
Strategically located, this holiday rental offers easy access to various local attractions and natural wonders. Explore the charming towns of Valpiana and Gavorrano, or bask in the beauty of renowned beaches like Follonica and Cala Violina. Additionally, the picturesque Lago dell'Accesa is within reach, inviting you to discover its serene landscapes. Outdoor enthusiasts can indulge in activities such as golfing, surfing, and minigolf, with dedicated facilities available within a 20km radius. The nearby Marina, situated 22km away, offers a range of recreational opportunities for those seeking a coastal adventure. Massa Marittima 630
Special Offer for Lavanda 630.1
Apartment:
Salvia 630.2
Il Lago 630.3
Last-Minute Offer for Lavanda 630.1
Other apartments with last-minute offers:
Salvia 630.2
Il Lago 630.3
- 5
- 2
- 2
Description
Beautiful independent villa with private (above-ground) pool created from the restoration of an ancient barn dating back to the beginning of the 20th century. This property, nestling deep among green hills, is situated a short distance away from the lovely medieval town of San Gimignano (4 km away) and is in easy access to the main art cities of the region such as Florence, Siena, Volterra.
The villa interiors are tastefully furnished and offer a pleasant combination of modern-design furnishing and ancient materials.
The access to the property is via an unpaved but well-maintained road suitable to any cars.
Distances: San Gimignano with general stores 4 km away, Poggibonsi with railway station 6 km, Volterra 30 km, Siena 45 km away, Florence (airport) 50 km, Lucca 90 km, Pisa (airport) 90 km, Arezzo 110 km, The Tuscan coastline area (Castiglioncello, Cecina) is within 80/90 km.
At guests’ disposal: large furnished garden, above ground swimming-pool (6,5 x 3,5 m - depth 1,2 m – open from 01/05 through 30/09), barbecue. Washing-machine available. The villa provides wi-fi internet connection (free of charge).
Parking within the grounds.
Please carefully check if there are any extra costs to be paid on site! Villa Diletta
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
- 4
- 2
- 2
Description
Casa Andrea, beautiful country house near San Gimignano with panoramic views of the Chianti hills.
The interiors are tastefully furnished with traditional Tuscan materials. Outside, there is a private area furnished with a dining area where you can enjoy beautiful views of the surrounding landscape. Guests have an outdoor hot tub at their disposal.
The culinary and cultural traditions of the area have made it world famous. The house is a perfect base for exploring the Chianti and Tuscany’s most charming hamlets and art cities, such as Certaldo, Volterra, San Gimignano, Florence, and Siena.
At guests’ disposal: 2 bedrooms and 2 bathrooms; air conditioning in the bedrooms and living room; outdoor hot tub for 4 people, heatable up to 30-34°; washing machine and dryer; fenced-in garden; parking spots for 2 cars inside the grounds; electric vehicle charging station (for a fee); Wifi internet
Distances: San Gimignano (shops of all kinds) 3 km, Poggibonsi (shops of all kinds) 8 km, Volterra 33 km, Siena 38 km, Florence 50 km, Pisa 80 km, Lucca 80 km, Montalcino 80 km, Pienza 90 km, Arezzo 115 km.
Please check carefully for any extras that must be paid at the property! Casa Andrea
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.
