Acquaviva Villas with Pool
Results 161 - 180 of 397
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Description
Beautiful country house situated on the hills of the famous Chianti Classico region, about 20 km from Siena.
This property offers a panoramic view over Chianti area and guarantees privacy and comfort as well as a swimming pool and a large garden with a barbecue area. The interiors are tastefully furnished using materials from Tuscany.
This property is situated in very strategic location that allows you to visit the beauties of the area and discover the most important vineyards of Chianti Classico.
At guests' disposal: private outdoor area, equipped for outdoor dining, swimming pool area shared with the guests of other five adjacent units (fully fenced, so safe for children), large area of gravel equipped with sun loungers and umbrellas, internet connection WI-FI (free of charge), tv satellite tipping, air conditioning in the bedrooms.
Distances: Villa a Sesta (small village of houses with 4 restaurants) approximately 600 meters, Castelnuovo Berardenga with all kinds of shops 7 km, 15 km Gaiole, Radda is 20 km, 30 km Castellina, Rapolano (renowned establishments spa) 20 km, Siena 23 km, San Gimignano 57 km away, Cortona 65 km, Florence and Arezzo 70km, Volterra 81 km, Florence 80 km, Pisa 172 km, Lucca 150 km, Rome 230 km
Please carefully check if there are any extra costs to be paid on site! Casa Maria Luisa
Book 15 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Chiara House in Galenda, Chianti, Pool and Nature
Wonderful house with pool, WIFI, TV, terrace and panoramic view, close to Greve In Chianti
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Description
Holiday home Chiara House In Galenda, Chianti, Pool And Nature is a lovely property (90 sq m) that includes WiFi internet. The property can sleep up to six guests comfortably in two bedrooms with one bathroom. Conveniently located 13 km (8 mi) from Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 24 km (15 mi) from Greve In Chianti.
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 peaceful holiday in Tuscany. For your enjoyment you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. There is a kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six 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: Greve In Chianti 24 km (15 mi), Siena 29 km (18 mi), San Gimignano 44 km (28 mi), Florence 56 km (35 mi) and Montalcino 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 56 km (35 mi), Viareggio 150 km (93 mi), Forte Dei Marmi 157 km (98 mi), Rome 251 km (156 mi), Milan 350 km (217 mi) and Naples 442 km (275 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 69 km (43 mi), Pisa (psa) 115 km (72 mi), Bologna (blq) 155 km (96 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).
The swimming pool is shared with four apartments in the village. Chiara House In Galenda, Chianti, Pool And Nature
Book your vacation for the period from 10 April 2027 to 15 November 2027 and save 15% (minimum 5 nights).
Book your vacation for the period from 10 April 2027 to 15 November 2027 and save 25% (minimum 7 nights).
Grace Home, Pool, Wifi, Gambassi Terme
Fabulous private villa rental with A/C, WIFI, private pool, TV, terrace, close to San Gimignano
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Description
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. Grace Home, Pool, Wifi, Gambassi Terme is a lovely vacation rental (200 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to 12 people comfortably in five bedrooms with five bathrooms.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property ideal for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of shopping. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes 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 holiday, 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 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).
Additional Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner after arriving or inquire 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).
Maggiano
Private House with private pool, A/C, WIFI, TV, patio, panoramic view, close to San Gimignano
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Description
Large stone villa in the Tuscan countryside in Lucardo, on the edge of Chianti. Furnished in characteristic rustic country style, the villa offers all amenities and is perfect for a family or group of friends.
Outside, the house is surrounded by a large garden with a beautiful pool and a barbecue area. The garden offers a splendid, panoramic view of the surrounding nature and countryside.
The owners live in an adjacent unit, and are always available to provide any help guests may need, as well as excellent recommendations for a smooth Chianti holiday. They have a separate entrance to their unit and do not share any of the guests’ outdoor spaces.
The property’s location is excellent for visiting the main cities and areas of Chianti and Tuscany, such as San Gimignano, Castelfiorentino, Florence, Siena, Lucca and the Tuscan coast.
At guests’ disposal: 5 bedrooms, all with air conditioning; large, well-tended garden that is completely enclosed; above-ground pool (9 x 4 m; depth: 1,2 m) for guests’ exclusive use; panoramic views; free WIFI internet; parking within the grounds; portico with panoramic views for dining outside; portable barbecue and wood-burning oven.
Distances: Lucardo (restaurant and pizzeria) 2 km, Fiano (small food shops, pharmacy, bar, pizzeria, post office and bank) 2,5 km, Montespertoli (shops of all kinds) 9 km, Certaldo 11 km, San Gimignano 23 km, Florence 40 km, Siena 46 km, Pisa and Lucca about 80 km, the Tuscan coast (Livorno, Tirrenia, Castiglioncello, Cecina) about 100 km.
Please carefully check if there are any extra costs to be paid on site! Maggiano
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
Conveniently located in Gambassi Terme, Italy and only 18 km (11 mi) from San Gimignano. Villa Le Ripe - Gambassi Terme, Toscana is a lovely property (290 sq m) with air conditioning and WiFi internet. The property can sleep up to 19 guests comfortably in seven bedrooms with six bathrooms.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. 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.
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), 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 vacation 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 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).
L'Antica Chiesa
Independent Villa with private pool, WIFI, TV, terrace, panoramic view, close to San Gimignano
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Description
Property Summary
Nestled among trees, fields, and vineyards in the serene Tuscan countryside of Gambassi Terme, Italy, L'Antica Chiesa is a beautifully renovated 14th-century semi-detached house offering an exceptional holiday rental experience. This historic 2-family property sits in a secluded and elevated position, providing a peaceful and tranquil atmosphere that perfectly complements the timeless charm of its surroundings. The estate extends across 1 hectare of land in its natural state, filled with a rich variety of plants and trees, creating an immersive connection with the Tuscan landscape. Guests have access to a shared swimming pool measuring 9 x 5 meters, available seasonally from May 18th to September 30th, ideal for cooling off during warm summer days. The property is further enhanced by a private fenced garden of 1,000 square meters featuring a well-maintained lawn and flowers, offering a welcoming outdoor retreat. Wireless internet and WiFi connectivity are available throughout the property, ensuring guests remain connected during their stay. Parking is conveniently provided on the premises, and electric gates ensure a secure and private environment for all residents.
Outdoors
The outdoor spaces at L'Antica Chiesa are a true reflection of the Tuscan countryside at its finest. The shared swimming pool, measuring 9 x 5 meters with a uniform depth of 120 cm, is available for guest use from May 18th through September 30th, offering a refreshing escape during the warmer months. Surrounding the pool and throughout the grounds, the 1-hectare natural estate provides an expansive and tranquil setting, rich with native plants and trees that enhance the sense of seclusion and serenity. The private fenced garden of 1,000 square meters is thoughtfully landscaped with a lush lawn and flowering plants, creating a beautiful and intimate outdoor space. Garden furniture is provided for relaxation and al fresco enjoyment, and a barbecue is also available, making the outdoor area perfectly suited for leisurely meals and gatherings in the open air.
Other Information
L'Antica Chiesa offers a range of services and practical amenities designed to ensure a comfortable and well-appointed stay. Heating is available at the property and is charged on-site based on consumption. Linen changes are provided on a weekly basis, maintaining a high standard of comfort throughout the duration of the stay. For guests seeking additional indulgence, massage services can be arranged for an extra fee, and a private cook is also available upon request at an additional cost. It is worth noting that the owner resides on the same property, which contributes to the attentive and personal character of the accommodation. The property is secured by electric gates, providing guests with a reassuring level of privacy and safety.
Distances and Attractions
L'Antica Chiesa enjoys a privileged location just 8 km from the center of San Gimignano, the iconic medieval town renowned for its historic towers and vibrant cultural heritage. The property is also within comfortable driving distance of several major Tuscan destinations, including the celebrated cities of Siena and Florence, each approximately 45 km away, as well as the ancient Etruscan town of Volterra, situated 25 km from the property. For everyday conveniences, the nearest restaurant is just 2 km away, while the nearest café can be reached within 8 km. Guests wishing to travel by rail will find the Poggibonsi railway station approximately 20 km from the property. For those seeking a seaside escape, a sandy beach is available in Cecina, offering a pleasant day trip option from this idyllic Tuscan retreat. L'Antica Chiesa
Camporbiano
Superb independent villa with WIFI, private pool, TV, balcony and pets allowed, near San Gimignano
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Description
Property Summary
Nestled in the heart of Tuscany, Italy, Villa "Camporbiano" is an exceptional holiday rental set in a secluded and tranquil position in Gambassi Terme, offering guests an unparalleled retreat surrounded by nature and refined comfort. The property is enveloped by a generous private garden spanning 5,000 square meters, providing a sense of complete privacy and serenity throughout your stay. A stunning swimming pool measuring 6 x 12 meters with a depth of 150 centimeters takes center stage among the outdoor spaces, available seasonally from March 26th to October 31st, inviting you to enjoy long, sun-drenched days in absolute relaxation. The expansive yard surrounding the villa creates a peaceful natural setting ideal for outdoor leisure, while a roofed parking area ensures convenient and secure accommodation for your vehicle. Staying connected is effortless thanks to internet wifi available throughout the property, allowing you to balance relaxation with any essential connectivity needs during your time away.
Outdoors
The outdoor spaces of Villa "Camporbiano" have been thoughtfully arranged to maximize comfort and enjoyment in the open air. The swimming pool area is furnished with comfortable garden furniture, creating an inviting environment perfectly suited for lounging, sunbathing, and making the most of the warm Tuscan climate during the seasonal availability period running from March 26th to October 31st. The surrounding private garden of 5,000 square meters offers ample space to stroll, unwind, and immerse yourself in the natural beauty of the landscape, providing a genuinely secluded atmosphere that sets this property apart from more conventional accommodations.
Other Information
Villa "Camporbiano" is equipped with a heating system available from November 1st to April 15th, ensuring a warm and comfortable environment during the cooler months of the year. Linen is changed on a weekly basis, guaranteeing that fresh and clean bedding is always available throughout your stay. For guests who appreciate a more indulgent experience, a cook is available upon request for an additional fee, allowing you to enjoy home-prepared meals without the effort of cooking yourself.
Distances and Attractions
Villa "Camporbiano" benefits from a well-connected yet peaceful location that places a variety of services and attractions within easy reach. A nearby shop is located just 7 kilometers from the property, while a bus stop is conveniently situated only 3 kilometers away. The railway station of "Castelfiorentino" is 18 kilometers from the villa, providing straightforward access to the wider Tuscan rail network. For those who enjoy an active holiday, a tennis court and riding stable are available just 10 kilometers away, offering excellent opportunities for sport and recreation. The nearest sandy beach is located 65 kilometers from the property, making a coastal day trip a perfectly achievable and rewarding excursion during your stay in Gambassi Terme. Camporbiano
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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)
Villa D'Elsa
Beautiful multi-unit property with pool, WIFI, TV, terrace, panoramic view, near San Gimignano
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Description
Villa D'elsa is located 11 km (7 mi) from Gambassi Terme, Italy and only 13 km (8 mi) from San Gimignano. Villa D'elsa is a beautiful vacation rental with WiFi internet and shared pool. The villa / farmhouse / home has been divided into a total of two private apartments. The property can accommodate up to 12 guests comfortably in six bedrooms with four bathrooms.
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Many people traveling with friends prefer a multi-unit property where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters with bedroom and bathroom. In addition, each unit has its own kitchen with plenty of utensils, tableware and cutlery.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 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
Fonte di Pillo
Wonderful private property with WIFI, private pool, A/C, TV, terrace and panoramic view
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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
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Description
Property Summary
Montefienali is a historical holiday village located 15 km from Gaiole in Chianti, Italy, nestled in the countryside at an elevation of 600 meters above sea level. This renovated 13th-century property offers 25 apartments within a hamlet of 25 houses. Guests can enjoy a natural state property spanning 3 hectares with plants, trees, and a seasonal swimming pool (10 x 15 m) available from May 15 to September 30, with pool opening hours from 9:00 AM to 8:00 PM. The property boasts amenities such as a children's pool, outdoor shower, patio, terrace, garden furniture, and a children's playground with a slide, swing, and sandbox. Laundry facilities (shared) are available on-site. While the property is accessible via a 2 km bumpy motor access road, it offers parking on the premises and is within proximity to shops, groceries, supermarkets, restaurants, bars, and bicycle rentals, making it an ideal vacation rental for families seeking a peaceful retreat in the Tuscan countryside.
Outdoors
Immerse yourself in the natural beauty of Montefienali, surrounded by trees on a fenced 3-hectare property. Soak up the sun by the seasonal swimming pool (10 x 15 m), available from May 15 to September 30, with designated pool opening hours from 9:00 AM to 8:00 PM. Children can make a splash in the dedicated children's pool or enjoy the outdoor playground with a slide, swing, and sandbox. Relax on the patio or terrace, surrounded by lush gardens and equipped with comfortable garden furniture. Outdoor showers are also available for your convenience.
Other Information
Montefienali offers convenient on-site amenities, including a shared washing machine for laundry needs. While the property is situated in a secluded location, it is easily accessible via a 2 km bumpy motor access road, with parking available on the premises. A 50-meter footpath leads from the parking area to the accommodations. The property caters to families, with baby equipment provided. Please note that groups of teenagers are accepted upon request only.
Distances and Attractions
Nestled in the Tuscan countryside, Montefienali is conveniently located near various attractions and amenities. The charming town of Gaiole in Chianti is just 15 km away, offering shops, groceries, and a supermarket. Restaurants and bars can be found within a 3 km radius, while bicycle rentals are available 15 km from the property. Explore the rich history and culture of nearby cities such as Siena (36 km), Arezzo (44 km), and Florence (66 km), all within a reasonable driving distance from your vacation rental. Il Cinghiale
Casa dei Ciliegi
Amazing private villa rental with private pool, TV, patio, panoramic view, close to San Gimignano
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Description
Property Summary
Nestled in the rolling Tuscan countryside of Gambassi Terme, Italy, Casa dei Ciliegi is a breathtaking 18th-century farmhouse that has been meticulously renovated to offer an exceptional holiday rental experience. Surrounded by lush fields and vineyards, this remarkable property sits on 5 hectares of land and enjoys a secluded, quiet, and sunny position, making it an ideal retreat for those seeking both relaxation and exploration. The villa features a private swimming pool measuring 5 x 10 meters with a depth of 140 cm, available seasonally from April 24th to October 9th, providing the perfect setting for leisurely afternoons under the Tuscan sun. The expansive yard envelops the property in natural beauty, offering generous outdoor spaces for guests to unwind and connect with the surrounding landscape. Parking is conveniently available on the premises, ensuring a seamless and comfortable arrival for all guests.
Outdoors
The outdoor spaces of Casa dei Ciliegi are thoughtfully designed to complement the natural splendor of the Tuscan countryside. The private swimming pool, set within the beautifully maintained garden, is accompanied by an outdoor shower for added convenience. A spacious terrace furnished with garden furniture provides an inviting setting for al fresco dining and relaxation, while a barbecue area allows guests to enjoy memorable outdoor meals in a truly picturesque environment. Younger guests will delight in the dedicated children's playground, complete with a swing, while table tennis offers additional recreational enjoyment for guests of all ages. The surrounding garden, set across the vast 5-hectare estate, provides ample space for leisurely strolls and quiet moments of reflection amidst the vineyards and open fields.
Other Information
Casa dei Ciliegi offers a range of thoughtful amenities to ensure a comfortable and enjoyable stay. Inside the property, guests will find a table football table, providing entertainment for all ages during quieter evenings indoors. Heating is available exclusively from November 1st to April 15th, making the property a welcoming retreat during the cooler months of the year. To maintain the highest standards of comfort, linen is changed on a weekly basis throughout the duration of each stay. Guests should be aware that access to the property is via an unpaved driveway approximately 300 meters in length, and it is advisable to plan accordingly when traveling with standard vehicles.
Distances and Attractions
Casa dei Ciliegi benefits from an enviable location within easy reach of some of Tuscany's most celebrated towns and attractions. The nearest shops are located just 4 km away, with a supermarket reachable within 5 km, and a restaurant available at the same 4 km distance, ensuring that everyday conveniences are never far from hand. The Castelfiorentino railway station is also 4 km away, offering straightforward access to the wider regional rail network. The historic town of San Gimignano, renowned for its medieval towers and vibrant atmosphere, lies just 15 km from the property. The cultural and artistic treasures of Florence are within reach at 45 km, while the magnificent city of Siena can be found approximately 50 km away. Sports enthusiasts will appreciate the proximity of tennis courts and horseback riding facilities, both available 4 km from the property, as well as an 18-hole golf course located 18 km away, making Casa dei Ciliegi an ideal base for an active and culturally enriching Tuscan escape. Casa dei Ciliegi
Pillo di Sopra
Unique private accommodation with WIFI, private pool, A/C, TV, patio and pets allowed
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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
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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| 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
Conveniently located in Gambassi Terme, Italy and only 18 km (11 mi) from San Gimignano. Vacation rental Villa Le Ripe Apartments - Gambassi Terme, Toscana is a beautiful property that includes WiFi internet, air conditioning and shared pool. Villa Le Ripe Apartments - Gambassi Terme, Toscana is a apartment that has a total of four independent units. The property can sleep up to 19 people comfortably in seven bedrooms with six bathrooms.
Your Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing holiday 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. 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.
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 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 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
Gambassi Terme 840
Beautiful multi-unit holiday home with pool, WIFI, TV, patio, panoramic view, close to San Gimignano
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| Accommodation | |||||
|---|---|---|---|---|---|
| Cielo Terra 840.1 | 2 | 1 | 1 | ||
| Veranda 840.2 | 2 | 1 | 1 | ||
| All 2 Accommodations | 4 | 2 | 2 |
Description
Property Summary
Nestled on top of a hill in the heart of the Tuscan countryside, Old Farmhouse "I Ceneruzzi" is a charming vacation rental that offers a truly peaceful retreat surrounded by vineyards and breathtaking panoramic views. Located just 1 km from the center of Gambassi Terme, in Italy, this recently renovated property combines rustic character with modern comforts, making it an ideal choice for guests seeking tranquility and authenticity. The estate is set within a beautifully maintained 2,000 m2 fenced yard, providing a private and secure environment where you can unwind and enjoy the natural surroundings at your leisure. A refreshing swimming pool measuring 5 x 9 m with a depth of 130 cm is available seasonally from May 8th to October 9th, offering the perfect setting for leisurely afternoons in the sun. The property also features a tennis court located 2 km away for those who enjoy an active stay, while Wi-Fi internet connectivity ensures you remain comfortably connected throughout your visit.
Outdoors
The outdoor spaces at Old Farmhouse "I Ceneruzzi" are thoughtfully designed to make the most of the property's stunning hillside setting and the sweeping views of the Tuscan landscape. The expansive 2,000 m2 fenced garden provides ample space for relaxation, leisurely strolls, and outdoor dining, all within a secure and private environment. Garden furniture is available for your comfort, allowing you to sit back and soak in the serene atmosphere at any time of day. The barbecue area invites you to enjoy al fresco meals with family or friends, while the terrace serves as an elegant outdoor living space perfectly suited for morning coffees or evening aperitivos as the sun sets over the vineyards. The swimming pool, measuring 5 x 9 m with a depth of 130 cm, is the centerpiece of the outdoor area and is open seasonally from May 8th to October 9th, providing a refreshing escape during the warmer months. For guests who enjoy recreational activities, a table tennis table is also available on the property, adding a fun and social dimension to your outdoor experience.
Other Information
Old Farmhouse "I Ceneruzzi" is equipped with a central heating system to ensure your comfort during cooler periods, and a television is available inside the property for your entertainment. Parking is conveniently available directly at the house, making arrivals and departures straightforward and stress-free. It is worth noting that the owner also resides on the property, which means that any questions or concerns you may have during your stay can be addressed promptly and personally, ensuring a smooth and attentive experience throughout your visit.
Distances and Attractions
Old Farmhouse "I Ceneruzzi" enjoys an exceptionally convenient location that places a wide range of attractions and essential services within easy reach. The center of Gambassi Terme is just 1 km away, where you will find local shops and everyday amenities, including a store reachable within the same 1 km distance. The renowned medieval town of San Gimignano, famous for its iconic towers and vibrant cultural scene, is located 12 km from the property and is well worth a visit during your stay. The Certaldo and Castelfiorentino railway station is 10 km away, offering convenient access to the broader Tuscan rail network and making it easy to explore the region without a car. Golf enthusiasts will appreciate the proximity of a golf course just 15 km from the property, while a tennis court is available 2 km away for those who wish to enjoy a game during their holiday. Gambassi Terme 840
Special Offer for Cielo Terra 840.1
Apartment:
Veranda 840.2
Last-Minute Offer for Cielo Terra 840.1
Other apartments with last-minute offers:
Veranda 840.2
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| Accommodation | |||||
|---|---|---|---|---|---|
| San Regolo 915.1 | 2 | 1 | 1 | ||
| San Regolo 915.2 | 4 | 2 | 2 | ||
| All 2 Accommodations | 6 | 3 | 3 |
Description
Property Summary
Villa San Regolo is a stunning vacation rental located in the picturesque hamlet of San Regolo, just 10 km from the charming town of Gaiole In Chianti, Italy. This resort boasts 6 houses, offering guests a serene and peaceful escape. The property is equipped with a range of amenities, including a swimming pool, internet WiFi, parking facilities, an EV charging station, and the option for an installment plan.
Outdoors
Immerse yourself in the beauty of the Tuscan countryside at Villa San Regolo. The resort features a shared swimming pool (15 x 6 m, with a depth ranging from 120 to 220 cm) available seasonally from May 1st to October 25th. Guests can also enjoy a children's pool, an outdoor shower, and a beautifully maintained garden with furniture, tended to by the owner/gardener.
Other Information
Villa San Regolo offers a range of additional services and facilities to enhance your stay. The complex features a reception area, and guests can indulge in relaxing massages (at an extra cost). Central heating is available, along with laundry facilities, including a shared washing machine. Heating costs are payable on-site (from March 29th to October 31st) and is available from November 1st to March 28th. Bicycles (6) are available for rent (extra charge), and a cook can be arranged upon request (additional cost). Parking is provided on the premises, and an e-charging station is available for electric vehicles.
Distances and Attractions
Villa San Regolo is conveniently located near several attractions and points of interest. The Castello di Brolio is just 2 km away, while Castelnuovo Berardenga is 13 km from the resort. The historic city of Siena is a 20 km drive, and Castellina in Chianti is 27 km away. Other nearby destinations include Greve in Chianti (35 km), Monteriggioni (35 km), and Monte San Savino (39 km). For those seeking a beach getaway, the sandy shores of Castiglione della Pescaia are 115 km from the resort, and the thermal baths of Rapolano Terme are just 26 km away. Gaiole in Chianti 915
Gaiole in Chianti 649
Pretty multi-unit villa with WIFI, private pool, A/C, TV, terrace, pets allowed and panoramic view
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| Accommodation | |||||
|---|---|---|---|---|---|
| Montechioccioli 649.1 | 6 | 2 | 1 | ||
| Montechioccioli 649.2 | 6 | 2 | 1 | ||
| All 2 Accommodations | 12 | 4 | 2 |
Description
Property Summary
Nestled in the picturesque hamlet of Rietine, just 4 km from the centre of Gaiole in Chianti, Italy, Montechioccioli is a charming 3-family house that offers an authentic and rustic holiday rental experience in the heart of Tuscany. Surrounded by rolling vineyards and breathtaking countryside, this property comprises 3 separate apartments, making it an ideal choice for families or groups of friends seeking to immerse themselves in the beauty of the Tuscan landscape. The property features a generous terraced yard spanning 1,000 m2, beautifully landscaped with a variety of plants and trees that frame the surrounding scenery. Guests can take a refreshing dip in the impressive swimming pool, which measures 12 x 6 m with a depth of 170 cm and is available seasonally from 02 May to 03 October. Staying connected is effortless thanks to the internet wifi available throughout the property, while an EV charging station further enhances the convenience and modernity of this countryside retreat. A washing machine is also available for shared use among guests, and parking is provided on the premises.
Outdoors
The outdoor spaces at Montechioccioli are a true highlight of the property, offering guests a wonderful setting in which to unwind and enjoy the Tuscan countryside. The terraced garden, extending across 1,000 m2, is thoughtfully planted with a diverse selection of trees and plants, creating a lush and tranquil environment that invites relaxation at every turn. The swimming pool area, where the pool reaches a depth of 170 cm, is complemented by a dedicated shower and WC facility, ensuring comfort and practicality for all guests. Adjacent to the pool, a terrace equipped with a barbecue provides an ideal space for outdoor dining and socialising, allowing guests to savour al fresco meals while taking in the panoramic views of the surrounding vineyards and hills.
Other Information
The owner of Montechioccioli resides on the same property, ensuring a welcoming and attentive presence throughout your stay. The swimming pool is available on a seasonal basis, open from 02 May to 03 October. A washing machine is available on the premises and is shared among the guests of the 3 apartments. Parking is conveniently provided on site at no additional inconvenience to guests.
Distances and Attractions
Montechioccioli enjoys an enviable location that places guests within easy reach of some of Tuscany's most celebrated destinations. The centre of Gaiole in Chianti is just 4 km away, offering a charming selection of local restaurants, shops, and services that capture the essence of authentic Chiantishire life. The historic town of Radda in Chianti lies approximately 12 km from the property, providing further opportunities to explore the region's renowned wine culture, medieval architecture, and traditional Tuscan cuisine. For those wishing to venture further afield, the magnificent city of Siena, a UNESCO World Heritage Site famed for its Gothic cathedral and the legendary Piazza del Campo, is located approximately 40 km from the property and makes for an unforgettable day trip. Gaiole in Chianti 649
Special Offer for Montechioccioli 649.1
Apartment:
Montechioccioli 649.2
Last-Minute Offer for Montechioccioli 649.1
Other apartments with last-minute offers:
Montechioccioli 649.2
Villa Albertina
Pretty accommodation with A/C, private pool, WIFI, TV, patio, panoramic view, near San Gimignano
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Description
Holiday rental Villa Albertina is a nice stone building (390 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 14 people comfortably in five bedrooms with six bathrooms. Conveniently located 730 m (2376 ft) from Trecento, Italy in the tourist area "Florence And Surroundings" and only 24 km (15 mi) from San Gimignano.
What to Expect
Upon arrival at Villa Albertina you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. Outdoors you will also find a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 24 km (15 mi), Greve In Chianti 31 km (19 mi), Florence 38 km (24 mi), Siena 53 km (33 mi) and Pisa 79 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 38 km (24 mi), Viareggio 108 km (67 mi), Forte Dei Marmi 120 km (74 mi), Rome 288 km (179 mi), Venice 283 km (176 mi) and Milan 326 km (202 mi).
Additional Information
Check-In Time: 15:00 - 21:00
Check-Out Time: 07:00 - 10:00
Pool Open: 15 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 39 km (25 mi), Pisa (psa) 81 km (50 mi), Bologna (blq) 132 km (82 mi), Genova (goa) 250 km (156 mi) and Venezia (vce) 285 km (177 mi).
Special Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Villa Albertina
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
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Description
Holiday rental Villa Varna is a nice stone building (400 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to 30 people comfortably in 14 bedrooms with eight bathrooms. Conveniently located 740 m (2376 ft) from Varna, Italy and only 19 km (12 mi) from San Gimignano.
The property consists of a main building and an annex. The interiors of the two buildings have been divided into 8 apartments, each with its own independent entrance.
What to Expect
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 perfect for a splendid 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 unwind at the end the day. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 30 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the lovely Tuscan weather.
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 19 km (12 mi), Greve In Chianti 51 km (32 mi), Florence 51 km (32 mi), Siena 56 km (35 mi) and Pisa 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 51 km (32 mi), Viareggio 97 km (60 mi), Forte Dei Marmi 101 km (63 mi), Rome 291 km (181 mi), Venice 296 km (184 mi) and Milan 338 km (210 mi).
Additional Information
Check-In Time: 15:30 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 53 km (33 mi), Pisa (psa) 70 km (43 mi), Bologna (blq) 145 km (90 mi), Genova (goa) 234 km (145 mi) and Venezia (vce) 298 km (185 mi).
Villa Boscone
Bigiolo a Melazzano
Wonderful private accommodation with WIFI, private pool, A/C, TV, patio and panoramic view
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Description
Nice country house with private pool situated on the hills near the small town of Greve in Chianti. This property is part of a small, ancient hamlet surrounded by olive groves and vineyards producing excellent olive oil and Chianti wine.
This house provides a private garden with pool and offers welcoming interiors furnished in a rustic style.
The property owners, who live nearby, run a farming estate with wine and olive oil production (the products of the estate are available for clients to be purchased).
The charming town of Greve in Chianti as well as the Chianti Classico area (Radda, Castellina, Gaiole etc…) are within a few kilometers.
The access to the property is via an unpaved but well-maintained road.
Distances: Greve in Chianti with shops of all kinds 2,5 km away, Florence 30 km, the Chianti Classico area with its charming towns and villages is within 30 km, Siena 45 km away, San Gimignano 50 km, Volterra 70 km away, Arezzo 75 km, Lucca 105 km away, Pisa 115 km away.
At guests’ disposal: large garden with private swimming-pool (9 x 5 m – depth 1,5 m – open from 01/05 through 30/09), gazebo and shower by the pool, covered, furnished terrace ideal for al-fresco dining, barbecue. The house provides WI-FI internet (free of charge).
Please carefully check if there are any extra costs to be paid on site! Bigiolo a Melazzano
