Le Quattro Strade Vacation Villa Rentals
Results 321 - 340 of 541
Villa di Pillo
Wonderful independent vacation rental with WIFI, A/C, private pool, TV, balcony, near San Gimignano
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Description
Villa Di Pillo is a lovely holiday rental (140 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to eight guests comfortably in three bedrooms with three bathrooms. Villa Di Pillo is located 4 km (2 mi) from Gambassi Terme, Italy and only 20 km (13 mi) from San Gimignano.
The Experience
When you arrive at Villa Di Pillo you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid 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.
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 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 holiday? 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. Ask for more details and the supplemental costs.
La Capannina Di Pillo
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Description
Casa Livia is a nice stone building (100 sq m) with private pool and WiFi internet. The property can sleep up to six people comfortably in two bedrooms with two bathrooms. Casa Livia is located in Gambassi Terme, Italy and only 16 km (10 mi) from San Gimignano.
Your Experience
After arriving at Casa Livia you’ll find a nice clean well-maintained property with views of the hills perfect 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.
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), Greve In Chianti 53 km (33 mi), Florence 57 km (36 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 (36 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 348 km (216 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 25 April - 25 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 (47 mi), Bologna (blq) 151 km (94 mi), Genova (goa) 245 km (152 mi) and Roma Ciampino (cia) 301 km (187 mi).
Casa Ceneruzzi
Grace Home, Pool, Wifi, Gambassi Terme
Private Villa rental with private pool, A/C, WIFI, TV, terrace, pets allowed, near San Gimignano
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Description
Grace Home, Pool, Wifi, Gambassi Terme is a lovely property (200 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to 12 people comfortably in five bedrooms with five bathrooms. Conveniently located 6 km (4 mi) from Gambassi Terme, Italy and only 11 km (7 mi) from San Gimignano.
What to Expect
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property perfect for a relaxing vacation in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. 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 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 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 holiday that is not a problem at Grace Home, Pool, Wifi, Gambassi Terme. 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) 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 schedule custom tours for your group. To learn about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the exact tour and number of people.
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 Antonella
Comfortable holiday home with private pool, WIFI, A/C and TV, close to San Gimignano
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Description
Property Summary
This magnificent holiday villa is located in the picturesque countryside of Gambassi Terme, Italy, just 12 km from San Gimignano and 24 km from Volterra. The property offers an exclusive and refined setting for an unforgettable Tuscan experience, comprising a main villa and a separate guesthouse surrounded by 9 hectares of private gardens and woodland. Standing proudly behind thick walls, the estate ensures complete privacy and tranquility for its guests. The property features Internet Wifi connectivity throughout and ample parking within the secure grounds protected by electric gates. Finely renovated and furnished with elegant taste, both buildings showcase meticulous attention to detail and exquisite materials deeply rooted in Tuscan tradition, including terracotta floors, coffered ceilings, marble kitchens and bathrooms, massive fireplaces crafted from pietra serena stone, and a balcony constructed from Pienza travertine. The centerpiece of outdoor entertainment is the splendid pergola, perfect for alfresco dining, grilling, celebrations, or simply savoring life in this ancient country residence. The property also serves as an officially recognized wedding venue, with the Municipality of Gambassi Terme permitting civil ceremonies to be conducted on site in the presence of a municipal official. A stunning infinity pool measuring 8.5 x 15 meters with depths ranging from 1.20 to 4 meters provides the perfect combination of fun and relaxation.
Outdoors
The estate is enveloped by an expansive 9 hectares of exclusive grounds featuring beautifully maintained gardens and natural woodland that guarantee absolute privacy and serenity. The magnificent infinity pool, measuring 8.5 x 15 meters with a depth ranging from 1.20 to 4 meters, operates seasonally from 01.05.26 to 15.10.26, subject to booking status and weather conditions. The pool area is thoughtfully equipped with comfortable deck chairs and sun loungers where you can unwind while taking in the breathtaking Tuscan landscape. The heart of outdoor living is the superb pergola that extends from the villa, creating an enchanting space for outdoor breakfasts, dinners under the stars, barbecue gatherings, dancing, and celebrations. This covered outdoor area is furnished with elegant garden furniture and opens directly from both the kitchen and living room, seamlessly blending indoor and outdoor living. The upper floor of the main villa features a solarium terrace complete with an outdoor shower, offering an additional space to enjoy the Italian sunshine and panoramic views of the surrounding countryside.
Unit Layout
The property comprises two distinct buildings that together accommodate up to 16 guests across 8 bedrooms and 7 bathrooms. The main villa spans approximately 500 square meters and welcomes up to 4 guests. On the ground floor, you will find a spacious kitchen with fireplace fully equipped with barbecue, oven, 5 burner gas stove, dishwasher, microwave, refrigerators, freezer, ice machine, and espresso machine, along with a storeroom, a dining room with fireplace, a large living room with fireplace, and a toilet. The upper floor houses 2 double bedrooms, one of which is a very large master suite, both featuring ensuite bathrooms with showers, plus a study area with a writing desk and sofa bed that can accommodate 2 additional guests. The guesthouse annex covers approximately 300 square meters and accommodates 12 guests. Its ground floor contains a large living room with fireplace, 1 double bedroom, and 1 bathroom with shower designed for disabled access. On the upper floor, you will discover 4 double bedrooms with one featuring an ensuite shower bathroom, 1 bedroom with a bunk bed, and 2 additional bathrooms with showers, ensuring comfortable accommodation for all guests.
Amenities Included
The entire property is equipped with Air Conditioning in all bedrooms to ensure your comfort during warm Tuscan summers, while Heat Available from 01.11 to 31.03 keeps the villa cozy during cooler months. Entertainment is provided through Satellite TV and Television systems throughout the residence. The spacious kitchen comes fully equipped with modern conveniences including a Dishwasher and Microwave, making meal preparation effortless. For outdoor cooking enthusiasts, a Barbecue is available within the pergola area and kitchen. The villa features multiple impressive Fireplaces crafted from pietra serena stone, located in the kitchen, dining room, and living rooms of both the main villa and annex, creating warm and inviting atmospheres. A dedicated laundry room houses a Washing Machine for your convenience during extended stays. The expansive Private Garden encompasses 9 hectares of exclusive grounds with beautifully landscaped areas and natural woodland, providing ample space for outdoor activities and peaceful strolls while ensuring complete privacy.
Other Information
The property is secured with electric gates and operates with a strict security deposit requirement upon arrival. A dedicated laundry room is available for guest use throughout your stay. The villa serves as an officially recognized location by the Tuscany Region and the Municipality of Gambassi Terme for celebrating civil weddings in the presence of a municipal official. Pets are welcome at the property with applicable fees. Various services can be arranged upon request to enhance your stay, including a complete baby kit with high chair, cot, tub, and kettle, professional cooking services for breakfast, lunch or dinner, additional cleaning and linen services, convenient shop delivery service, and airport transfer arrangements. The property offers flexibility for short stays, with minimum stay requirements of 3 nights available upon request, excluding High and Peak seasons. During Mid High Season, a minimum stay of 5 nights is required, while Peak season bookings require a minimum of 7 nights from Saturday to Saturday. Baby cots and highchairs are provided at no additional charge. Air conditioning usage in all bedrooms is metered and charged according to consumption. The magnificent infinity pool operates seasonally and is available according to booking status and favorable weather conditions.
Distances and Attractions
The villa enjoys a privileged location in the heart of Tuscany, situated just 12 km from the medieval towers of San Gimignano and 24 km from the historic Etruscan city of Volterra. This prime position allows you to explore some of Italy's most celebrated art cities and cultural treasures while returning each evening to the peaceful seclusion of your private estate. The surrounding area offers abundant opportunities for activities and experiences that can be arranged both in the local vicinity and directly at the villa. Sports enthusiasts can enjoy hiking through rolling Tuscan hills, horseback riding along scenic trails, e-bike excursions through vineyards and olive groves, and mountain bike adventures. For golf lovers, an 18 plus 9 holes golf course is conveniently located just 7 km from the property. Cultural experiences abound with organized sightseeing tours, guided visits to renowned art cities, wine and food tastings at local estates, hands-on cooking classes, and traditional pasta and pizza making courses. Additional rental services are available including MTB bicycles, e-bikes, quads, and vintage cars for those wishing to explore the stunning Tuscan countryside in style. The region's excellent restaurants, charming shops, and authentic local markets are easily accessible from the villa.
Costs & Services
Included services
- Water, electricity, and gas
- Bed and bath linen with weekly change
- Wi-fi internet connection
- Pool towels
Extra costs
- Security deposit: €1000.00
- Final cleaning: €500.00
- Tourist tax
- Heating from 01.11 to 31.03: €200.00 per day
- Air conditioning in all bedrooms: charged on consumption
- Extra cleaning: €25.00 per hour with minimum 4 hours service
- Extra linen: €10.00 per person
- Towels only: €6.00
- Additional pool towels: €8.00
- Cooking staff: €30.00 per person per hour
- Dinner service: starting from €46.00 per person, €20.00 per child under 10 years, minimum 10 persons
- Extra bed: €100.00 per week
- Pets: €80.00 per pet
- Wedding events at the villa: €800.00 to €1200.00 depending on period and number of guests
On request
- Baby kit including high chair, cot, tub, and kettle
- Cooking service for breakfast, lunch or dinner
- Extra cleaning and linen services
- Shop delivery service
- Airport transfer services
- Short period stays with minimum 3 nights, Mid High Season 5 nights, Peak season 7 nights Saturday to Saturday Villa Antonella
Villa le Ripe - Gambassi Terme, Toscana
Superb private house with pool, A/C, WIFI, TV and pets allowed, near San Gimignano
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Description
Conveniently located in Gambassi Terme, Italy and only 18 km (11 mi) from San Gimignano. Vacation rental Villa Le Ripe - Gambassi Terme, Toscana is a beautiful property (290 sq m) that includes air conditioning and WiFi internet. The property can sleep up to 19 guests comfortably in seven bedrooms with six bathrooms.
The Experience
After arriving 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 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, 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 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) 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 01 March 2026 to 20 March 2026 and save 15% (minimum 2 nights).
Book your vacation for the period from 28 March 2026 to 01 April 2026 and save 15% (minimum 2 nights).
Book your vacation for the period from 01 April 2026 to 03 April 2026 and save 10% (minimum 2 nights).
Book your vacation for the period from 07 April 2026 to 10 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 12 April 2026 to 14 April 2026 and save 10% (minimum 2 nights).
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Description
Property Summary
Casa Bensa offers a beautiful and comfortable country house vacation rental in Capraia E Limite, Italy. The property boasts a private fenced yard of 2,500 square meters, complete with a beautiful lawn and wildlife garden for your relaxation. Enjoy amenities such as a swimming pool, outdoor shower, garden furniture, and internet WiFi during your stay. The house also features a billiard table and parking for up to three cars.
Outdoors
Immerse yourself in the beautiful outdoor spaces at Casa Bensa. Take a refreshing dip in the 8 x 4 meter swimming pool, available seasonally from May 15th to October 15th, with a depth of 140 centimeters. Soak up the sun while lounging on the garden furniture or rinsing off in the outdoor shower. Explore the stunning wildlife garden and enjoy the peace and tranquility of the private fenced yard spanning 2,500 square meters.
Other Information
Casa Bensa offers convenient access to nearby amenities and attractions. The nearest supermarket is 4.5 kilometers away, while the railway station in Montelupo Fiorentino is just 5.6 kilometers from the property. For those seeking outdoor recreational activities, a 9-hole golf course is located 8 kilometers away, and the sandy shores of Tirrenia beach are within a 70-kilometer distance.
Distances and Attractions
Casa Bensa is ideally situated near several notable destinations. The historic city of Firenze is just 30 kilometers away, offering a wealth of cultural and architectural treasures to explore. Pisa, renowned for its iconic Leaning Tower, is within a 65-kilometer radius. Additionally, the property is conveniently located 6 kilometers from the center of Montelupo Fiorentino and 4.5 kilometers from the center of Capraia e Limite, providing easy access to local amenities and attractions. Casa Bensa
L'Antica Chiesa
Private Villa with private pool, WIFI, TV, terrace, panoramic view, near San Gimignano
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Description
Property Summary
L'Antica Chiesa is a stunning and historic 2-family house from the 14th century that has been beautifully renovated. This semi-detached vacation rental property is surrounded by trees, fields, and vineyards, offering a secluded and elevated position for a peaceful and tranquil holiday experience. It features a swimming pool, yard, internet WiFi, and parking, providing an array of amenities for a comfortable stay.
Outdoors
The property boasts a beautiful swimming pool, typically used by the owner but available for shared use, providing a refreshing retreat from the summer heat. The pool measures 9 x 5 meters with a depth of 120-120 cm and is open seasonally from May 18th to September 30th. Additionally, the property encompasses a natural state area of 1 ha, filled with plants and trees, as well as a private garden (fenced) with a 1,000m2 lawn and flowers. Garden furniture and a barbecue are available for outdoor enjoyment.
Other Information
The vacation rental offers internet access and WiFi for connectivity. Massage services can be arranged for an additional fee. Heating is available, with costs paid on the spot. Linen changes are provided weekly, and a cook can be requested for an extra charge. Please note that the residence has electric gates, and the owner resides on the same property.
Distances and Attractions
L'Antica Chiesa is conveniently located just 8 km from the center of San Gimignano, a charming town in the Gambassi Terme region of Italy. Nearby attractions include Siena (45 km), Florence (45 km), and Volterra (25 km). The nearest restaurant is 2 km away, and the nearest café is 8 km from the property. The Poggibonsi railway station is 20 km away, and a sandy beach can be found in Cecina. L'Antica Chiesa
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Description
Property Summary
Nestled in the heart of the nature reserve Le Balze, Villa Vittoria is a stunning vacation rental that offers a peaceful retreat surrounded by lush beech woods, terraced hills adorned with olive trees and vineyards. This detached villa, renovated in 2000, embraces you with its serene ambiance and picturesque surroundings. Enjoy the ultimate privacy and tranquility as you immerse yourself in the villa's private garden spanning 1 hectare, complete with a fenced perimeter. Indulge in the luxury of a seasonal swimming pool measuring 8 x 4 meters, with a depth of 120 cm, complemented by a pool house featuring a fridge, shower, garden furniture, and a barbecue area. Furthermore, the villa boasts internet WiFi and ample parking facilities, ensuring your convenience throughout your stay.
Outdoors
The villa's outdoor spaces are a true paradise for those seeking serenity and rejuvenation. Bask in the sun-drenched ambiance of the secluded and quiet surroundings, where nature's symphony echoes through the lush meadows and towering trees. Dive into the refreshing waters of the seasonal swimming pool, available from May 3rd to October 4th, and unwind in the pool house area equipped with a fridge, shower, and comfortable garden furniture. Savor alfresco dining experiences by firing up the barbecue and indulging in delectable meals amidst the tranquil garden setting. With ample parking facilities on the premises, you can explore the region with ease, knowing your vehicle is secure.
Other Information
Villa Vittoria offers the perfect blend of seclusion and convenience. Located just 9 km from the center of Reggello and within a 1 km radius of shops, grocery stores, and supermarkets, you can easily stock up on essentials while enjoying the tranquility of your surroundings. The villa is also within close proximity to various recreational activities, including an 18-hole golf course just 28 km away and a riding stable a mere 5 km from your doorstep, catering to your leisure pursuits. Families will find Villa Vittoria an ideal vacation destination, providing a relaxing and memorable experience in the heart of Tuscany.
Distances and Attractions
Villa Vittoria serves as an excellent base for exploring the rich cultural heritage and natural wonders of the region. Castelfranco di Sopra, a charming town steeped in history, is just 7 km away, beckoning you to discover its timeless charm. Venture further to the stunning Vallombrosa, a mere 22 km from the villa, and immerse yourself in its breathtaking natural beauty. Indulge in the quintessential Tuscan experience by visiting Greve in Chianti, a picturesque town renowned for its wine and gastronomy, located 28 km away. For those seeking retail therapy, the Outlet The Mall is a convenient 18 km from your holiday rental, offering a wide array of shopping opportunities. With its prime location and proximity to these captivating attractions, Villa Vittoria provides an unparalleled gateway to exploring the treasures of Tuscany. Villa Vittoria
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Description
Property Summary
Cottage La Ginestra is a beautiful vacation rental located atop a hill in Gambassi Terme, Italy. The private and fenced property features a well-maintained terraced garden, a fantastic swimming pool (8 x 4 m, 110 - 180 cm deep) available from April 15 to October 9, an outdoor shower, a terrace, and a barbecue area. Enjoy amenities such as WiFi, parking on the premises, and a yard.
Outdoors
Immerse yourself in the tranquil surroundings of Cottage La Ginestra. The property boasts a fantastic swimming pool measuring 8 x 4 m with a depth of 110 - 180 cm, available for use from April 15 to October 9. Unwind on the terrace or host a barbecue gathering in the well-kept terraced garden.
Other Information
For your convenience, heating is available from November 1 to April 15. Access to the property is via an unmade road spanning 100 m, and ample parking is provided on the premises. The nearest shop is located 6 km away, and childminding services can be arranged for families with children (additional fee applies). Airport transfers to this holiday rental can also be organized upon request.
Distances and Attractions
Cottage La Ginestra is strategically positioned, offering easy access to nearby attractions. The centers of Gambassi Terme and Certaldo are both within a 6 km radius, while the historic town of San Gimignano is just 22 km away. Explore the charming towns of Gambassi and Certaldo, renowned for their rich cultural heritage and local attractions. Casa Daniela (Gam310)
Casa dei Ciliegi
Amazing private holiday rental with private pool, TV, patio, panoramic view, close to San Gimignano
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Description
Property Summary
Casa dei Ciliegi is a stunning 18th-century farmhouse that has been beautifully renovated, offering a serene and tranquil environment for your vacation rental. Surrounded by lush fields and vineyards, the property boasts a beautiful garden perfect for relaxation, a private swimming pool measuring 5 x 10 meters, and ample amenities including a yard, parking, and outdoor facilities like a terrace, barbecue, and children's playground.
Outdoors
The villa is situated on 5 hectares of land, providing a secluded and sunny position ideal for a relaxing getaway. Guests can enjoy the beautiful garden, complete with a private swimming pool available seasonally from April 24th to October 9th, an outdoor shower, table tennis, terrace, garden furniture, and a barbecue area. For families, there is also a children's playground with a swing.
Other Information
Inside the villa, additional amenities include table football and heating available from November 1st to April 15th. Linen is changed weekly for your convenience. To reach the property, guests will access a 300-meter unpaved motorway, with parking available on the premises.
Distances and Attractions
Casa dei Ciliegi is conveniently located just 4 km from the center of Gambassi/Castelfiorentino, 14 km from the center of San Gimignano, and 7 km from the center of Certaldo. Nearby, you'll find shops and restaurants within 4-5 km, a railway station in Castelfiorentino at 4 km, an 18-hole golf course at 18 km, and tennis and horseback riding facilities at 4 km. Popular attractions within reach include Florence (45 km), Siena (50 km), and the picturesque town of San Gimignano just 15 km away. Casa dei Ciliegi
Camporbiano
Independent Holiday villa with private pool, WIFI, TV, balcony, pets allowed, near San Gimignano
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Description
Property Summary
Villa "Camporbiano" is a stunning vacation rental located in a secluded position in Gambassi Terme, Italy, surrounded by a private garden of 5,000 square meters. The villa features a beautiful swimming pool, yard, internet wifi, and parking. The 6 x 12 meter pool, with a depth of 150 centimeters, is available seasonally from March 26th to October 31st and is furnished with comfortable garden furniture. Heating is also available from November 1st to April 15th, ensuring a comfortable stay year-round.
Outdoors
The villa boasts a beautiful swimming pool measuring 6 x 12 meters with a depth of 150 centimeters, which is available seasonally from March 26th to October 31st. The pool area is furnished with comfortable garden furniture, perfect for lounging and soaking up the sun. Additionally, the villa is surrounded by a private garden of 5,000 square meters, providing ample outdoor space for guests to enjoy.
Other Information
Linen is changed weekly to ensure guests have fresh and clean bedding throughout their stay. For those who enjoy cooking, a cook is available upon request for an additional fee. There is also a roofed parking area for guests who choose to rent a car during their vacation rental stay.
Distances and Attractions
Located just 7 kilometers from a nearby shop and 3 kilometers from a bus stop, Villa "Camporbiano" is easily accessible. The nearest railway station, "Castelfiorentino," is 18 kilometers away, while the sandy beach is a bit further at 65 kilometers. For those interested in sports, there is a tennis court and riding stable just 10 kilometers away, offering nearby attractions for guests to enjoy during their stay. Camporbiano
Description
Property Summary
Il Casale is a large working farm renovated in 2012, offering 7 apartments for vacation rental. It provides a secluded and peaceful environment nestled on a hilltop in the Tuscan countryside. You can enjoy a relaxing stay at this property with amenities like a Swimming Pool, Yard, Internet Wifi, Parking, and an EV Charging Station.
Outdoors
The property boasts a stunning kidney-shaped swimming pool measuring 16 x 8 meters with a depth of 100-150 cm, available seasonally from May to September. The pool area is fenced, providing a safe environment for guests. Additionally, you can unwind in the garden, where you'll find garden furniture and a barbecue area, perfect for alfresco dining.
Other Information
Il Casale offers convenient access with a 100-meter unmade road leading to the property, and ample parking is available. For your convenience, an electric vehicle charging station is provided. The property covers a vast 100 hectares, ensuring a tranquil and secluded stay. Nearby, you'll find a grocery store just 1 km away and a supermarket within 3 km, catering to all your shopping needs. The Montelupo Fiorentino railway station is also located 3 km from the property.
Distances and Attractions
Il Casale is ideally situated for exploring the region's attractions. Vinci, the birthplace of Leonardo da Vinci, is just 10 km away, while the vibrant city of Florence (Firenze) is 30 km from the property. The medieval town of San Gimignano, famous for its towers, is 42 km away. Nearby towns worth visiting include Montelupo Fiorentino (5 km), Carmignano (10 km), San Miniato (17 km), and San Casciano in Val di Pesa (22 km). For those seeking relaxation, the thermal baths of Montecatini Terme are 33 km from the property, and a 9-hole golf course is conveniently located 9 km away. Il Casale
Pillo di Sopra
Stunning independent villa rental with private pool, A/C, WIFI, TV, patio and pets allowed
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Description
Property Summary
Pillo di Sopra is a charming vacation rental property surrounded by trees and fields, offering a cosy and comfortable country house experience. The fully fenced private property boasts a terraced garden with lush lawns, trees, and a refreshing swimming pool (8 x 4 meters, depth 140 cm) available seasonally from April 29th to October 14th. Guests can enjoy outdoor amenities such as a shower, pergola, garden furniture, and parking for up to 3 cars. The property also provides internet WiFi for your convenience.
Outdoors
The property features a terraced garden with lush lawns and trees, creating a serene outdoor environment. Guests can take advantage of the refreshing swimming pool, measuring 8 x 4 meters with a depth of 140 cm, which is available seasonally from April 29th to October 14th. Additionally, there is an outdoor shower, pergola, and garden furniture for your enjoyment. Pool maintenance is handled by the owner or gardener.
Other Information
Baby equipment is included with the property, ensuring a comfortable stay for families with young children. For those interested in culinary experiences, cooking courses can be booked upon request. Access to the property is via an 80-meter-long unpaved road.
Distances and Attractions
The secluded location of Pillo di Sopra is ideal for a relaxing getaway, yet conveniently situated near various amenities and attractions. The property is just 4 kilometers from both Gambassi Terme and Castelfiorentino, and 20 kilometers from the center of San Gimignano. A supermarket is located 4 kilometers away, and a restaurant is just 100 meters from the property. Castelfiorentino railway station is 6 kilometers away, and an 18-hole golf course is 15 kilometers from the property. Nearby attractions include Volterra (30 km), Florence (40 km), Pisa (60 km), and Livorno (70 km). Pillo di Sopra
Villa Mandri
Beautiful independent house with private pool, WIFI, TV, patio, pets allowed and panoramic view
- 8
- 4
- 2
Description
Property Summary
Nestled in the idyllic Castelfranco Di Sopra, Italy, Villa Mandri is a historic 16th-century manor house that exudes charm and character. Surrounded by lush trees and tranquil fields, this two-story property offers a secluded and sunny retreat in the heart of the countryside. With a private, fenced garden, a seasonal swimming pool (10 x 16 m, available from May 15 to October 15), and ample outdoor spaces for relaxation, you can truly unwind and embrace the serenity of this vacation rental. The villa boasts modern amenities such as WiFi, central heating, and a washing machine, ensuring your comfort throughout your stay. Additionally, parking is available on the premises.
Outdoors
Embracing the great outdoors is a delightful experience at Villa Mandri. The property features a large, fenced garden that serves as a wildlife haven, allowing you to immerse yourself in nature's beauty. The highlight is the seasonal swimming pool, measuring 10 x 16 meters, which is available from May 15 to October 15. Enjoy refreshing dips or lounge poolside while soaking up the sun. An outdoor shower and garden furniture add to the alfresco living experience, while the owner/gardener maintains the pool, ensuring a pristine and inviting atmosphere.
Other Information
Villa Mandri offers a range of convenient amenities to enhance your stay. WiFi connectivity ensures you stay connected, while the central heating system keeps you comfortable throughout the year. A washing machine is also available for your laundry needs. Parking is provided on the premises, making it easy to explore the surrounding areas. Please note that part of the house is closed and unoccupied, ensuring your privacy.
Distances and Attractions
Conveniently located just 2 km from the center of Castelfranco di Sopra, Villa Mandri offers easy access to various amenities. Shops, groceries, supermarkets, restaurants, and bakeries are all within a 2 km radius. For those who prefer public transportation, the "Castelfranco" bus stop is 2 km away, and the "Incisa Valdarno" railway station is just 12 km from the property. Nearby attractions include the vibrant cities of Florence, just 30 km away, and Arezzo, 35 km away, offering a wealth of cultural and historical experiences. Whether you're seeking local flavors, urban exploration, or simply soaking in the picturesque surroundings, Villa Mandri provides an ideal base for your holiday rental adventures. Villa Mandri
Villa D'Elsa
Stunning multi-unit villa rental with WIFI, pool, TV, terrace and panoramic view, near San Gimignano
- 2
- 12
- 6
- 4
Description
Villa D'elsa is located 11 km (7 mi) from Gambassi Terme, Italy and only 13 km (8 mi) from San Gimignano. Property Villa D'elsa is a lovely property that includes WiFi internet and pool. Villa D'elsa is a villa / farmhouse / home that has a total of two independent units. The property can sleep up to 12 guests comfortably in six bedrooms with four bathrooms.
Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. This vacation rental is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that wish 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.
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 13 km (8 mi), Siena 58 km (36 mi), Greve In Chianti 62 km (38 mi), Pisa 62 km (38 mi) and Florence 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 66 km (41 mi), Viareggio 91 km (56 mi), Forte Dei Marmi 102 km (64 mi), Rome 292 km (182 mi), Milan 355 km (221 mi) and Naples 483 km (300 mi).
Additional Information
Pool Open: 2 May - 16 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) 63 km (39 mi), Firenze Peretola (flr) 68 km (42 mi), Bologna (blq) 160 km (100 mi), Genova (goa) 236 km (146 mi) and Roma Ciampino (cia) 301 km (187 mi).
Fattoria La Striscia
Villa le Ripe Apartments - Gambassi Terme, Toscana
Nice accommodation with A/C, WIFI, pool, TV, balcony and pets allowed, near San Gimignano
- 4
- 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 home Villa Le Ripe Apartments - Gambassi Terme, Toscana is a lovely property that includes air conditioning, WiFi internet and pool. The apartment has been designed with a total of four separate apartments. The property can sleep 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.
The Experience
When you arrive at Villa Le Ripe Apartments - Gambassi Terme, Toscana you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. A lot of people traveling with friends prefer a multi-unit holiday rental where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters with bedroom and bathroom. In addition, each apartment has its own kitchen with plenty of utensils, tableware and cutlery.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 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 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) 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 01 March 2026 to 01 April 2026 and save 15% (minimum 2 nights).
Book your vacation for the period from 01 April 2026 to 03 April 2026 and save 10% (minimum 2 nights).
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).
Apartment:
La Tinaia - Villa le Ripe
Le Volte - Villa le Ripe
San Gimignano - Villa le Ripe
Fonte di Pillo
Amazing private holiday villa with A/C, private pool, WIFI, TV, terrace and panoramic view
- 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
Montauto
Lovely accommodation with WIFI, A/C, pool, TV, patio and panoramic view, near San Gimignano
- 7
- 27
- 14
- 11
| Accommodation | |||||
|---|---|---|---|---|---|
| Pesa | 4 | 2 | 2 | ||
| Carro | 3 | 2 | 1 | ||
| Camino | 4 | 2 | 1 | ||
| Torri | 2 | 1 | 1 | ||
| Cipressi | 2 | 1 | 1 | ||
| Villa | 10 | 5 | 4 | ||
| Capanna | 2 | 1 | 1 | ||
| All 7 Accommodations | 27 | 14 | 11 |
Description
Large property on the top of a hill just a few kilometers from San Gimignano, nestled among vineyards and olive groves.
It is made up of a villa for 10 people, 5 recently-renovated apartments and one studio apartment ( 650 m away). On the property there is also the church of San Lorenzo a Montauto, and the owner’s house, which is completely independent.
The pool is located next to the apartments, but is shared by all property guests. This exquisite property nestled in nature is perfect for a quiet vacation in the countryside. Since it sits along the famous Via Francigena, and in an area rich in wine and food, it is perfect for a quiet vacation in nature.
The property’s excellent location is within easy reach of area attractions.
At guests' disposal: shared pool with all guests of the Montauto property (5,50 X 11 meters, 1,20 meters to 1,60 meters deep); Wifi internet; parking; washing machine, iron and ironing board;air conditioning, moveable barbecue.
Distances: San Gimignano with shops of all kinds 4 km away, Pieve di Cellole (monastery) 8 km, Poggibonsi 15 km, Casole d’Elsa 24 km, Castelfalfi (golf course) 25 km, Volterra 30 km, Siena 44 km, Florence (airport) 60 km, Pisa (airport) 83 km.
Please carefully check if there are any extra costs to be paid on site! Montauto
Gambassi Terme 840
Stunning multi-unit accommodation with pool, WIFI, TV, patio, panoramic view, close to San Gimignano
- 2
- 4
- 2
- 2
| Accommodation | |||||
|---|---|---|---|---|---|
| Cielo Terra 840.1 | 2 | 1 | 1 | ||
| Veranda 840.2 | 2 | 1 | 1 | ||
| All 2 Accommodations | 4 | 2 | 2 |
Description
Property Summary
Old Farmhouse "I Ceneruzzi" is a charming holiday rental that has been recently renovated, offering a peaceful vacation surrounded by vineyards in Gambassi Terme, Italy. The property boasts a beautiful 2,000 m2 fenced garden, perfect for relaxing and taking in the stunning views. Guests can enjoy a refreshing swim in the 5 x 9 m swimming pool with a depth of 130 cm, available seasonally from May 8th to October 9th. The rental also features amenities such as a tennis court, a terrace, garden furniture, a barbecue area, TV, internet WiFi, parking, and central heating system.
Outdoors
The property offers a delightful outdoor experience with its 2,000 m2 fenced garden, providing a peaceful setting to relax and admire the breathtaking views. Guests can unwind by the refreshing 5 x 9 m swimming pool, which has a depth of 130 cm and is open from May 8th to October 9th. The garden also features a terrace, garden furniture, and a barbecue area, perfect for outdoor dining and entertainment.
Other Information
The vacation rental is conveniently located just 1 km from the center of Gambassi and 12 km from the center of San Gimignano, offering easy access to nearby attractions and amenities. The owner resides on the property, ensuring immediate assistance with any questions or concerns. Additionally, a shop is situated 1 km away, and the Certaldo/Castelfiorentino railway station is 10 km from the rental.
Distances and Attractions
Gambassi Terme, Italy offers a variety of nearby attractions and activities for guests to enjoy. A golf course is located just 15 km away, providing an opportunity for golfers to indulge in their passion. Tennis enthusiasts can find a tennis court within a 2 km radius, perfect for a game or two. The property's proximity to the center of Gambassi and San Gimignano also allows for easy exploration of these charming towns and their offerings. Gambassi Terme 840
Last-Minute Offer for Cielo Terra 840.1
Other apartments with last-minute offers:
Veranda 840.2
- 3
- 11
- 4
- 3
| Accommodation | |||||
|---|---|---|---|---|---|
| Le Masse 649.2 | 3 | 1 | 1 | ||
| Le Masse 649.4 | 4 | 1 | 1 | ||
| Le Masse 649.1 | 4 | 2 | 1 | ||
| All 3 Accommodations | 11 | 4 | 3 |
Description
Property Summary
Le Masse is a charming country house in Castelfranco Di Sopra, Italy, consisting of a main house and an outbuilding surrounded by a 20,000 square meter natural property, including a garden and a meadow. The property offers amenities such as a swimming pool, yard, internet WiFi, parking, and an installment plan. The owner resides on the premises, ensuring a warm welcome and assistance during your holiday rental.
Outdoors
Guests can enjoy a lovely above ground swimming pool (9 x 4 m) from May 10th to September 30th, with opening hours from 8:30 am to 7:30 pm, perfect for a refreshing dip on hot summer days.
Other Information
A washing machine is available for shared use at an additional cost.
Distances and Attractions
Le Masse is ideally situated for exploring Tuscany's renowned cities like Florence and Arezzo, both 40 km away. The picturesque village of Castelfranco di Sopra is a short walk away, offering a supermarket, restaurant, and bar. Castelfranco di Sopra 649
