Gallena Vacation Villa Rentals
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Casa dei Ciliegi
Private Property with private pool, TV, patio, panoramic view, close to San Gimignano
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- 6
- 5
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
- 10
- 5
- 6
Description
Property Summary
Nestled among trees and open fields in the picturesque Tuscan countryside, Pillo di Sopra is a charming and comfortable country house offering an idyllic holiday rental experience in Gambassi Terme, Italy. This fully fenced private property combines the tranquility of a secluded rural setting with a thoughtful selection of amenities designed to ensure a truly relaxing stay. The beautifully terraced yard features lush lawns and mature trees, creating a serene natural environment that invites you to unwind and reconnect with the landscape. A refreshing swimming pool measuring 8 x 4 meters with a depth of 140 cm is available seasonally, allowing you to enjoy the warm Tuscan climate in complete privacy. Reliable internet WiFi connectivity is provided throughout the property, keeping you connected whenever needed. Convenient on-site parking accommodates up to 3 vehicles, accessible via an 80-meter-long unpaved road leading directly to the property.
Outdoors
The outdoor spaces at Pillo di Sopra have been thoughtfully arranged to make the most of the stunning natural surroundings. The terraced garden is adorned with lush lawns and mature trees, offering shaded areas and open spaces in equal measure. The swimming pool, measuring 8 x 4 meters with a depth of 140 cm, is available seasonally from April 29th to October 14th, with maintenance handled regularly by the owner or gardener to ensure it remains in perfect condition throughout your stay. An outdoor shower is conveniently located nearby for rinsing off after a swim. A pergola provides a sheltered outdoor area ideal for relaxing or dining al fresco, and garden furniture is available for your comfort, allowing you to fully appreciate the peaceful countryside atmosphere that surrounds the property.
Other Information
Pillo di Sopra is equipped with a range of practical features and services to enhance your stay. Baby equipment is included with the property, making it a welcoming choice for families travelling with young children. For those with a passion for Italian cuisine, cooking courses can be arranged upon request, offering a memorable and authentic cultural experience during your time in Tuscany. The property is fully fenced, ensuring privacy and security throughout your visit. Access to the estate is provided via an 80-meter-long unpaved road, which leads directly to the private grounds.
Distances and Attractions
Pillo di Sopra enjoys an enviable location within easy reach of a wide range of attractions, services, and points of interest. A restaurant is situated just 100 meters from the property, making it effortless to enjoy a meal out without travelling far. Both Gambassi Terme and Castelfiorentino are located just 4 kilometers away, offering local shops, services, and a supermarket also reachable within 4 kilometers. The Castelfiorentino railway station is just 6 kilometers from the property, providing convenient access to the wider Tuscan rail network. An 18-hole golf course is located approximately 15 kilometers away, perfect for enthusiasts looking to enjoy a round amid the rolling Tuscan hills. The medieval town of San Gimignano, famous for its iconic towers, is just 20 kilometers from the property and well worth a visit. Further afield, the historic city of Volterra is approximately 30 kilometers away, while Florence, the cradle of the Renaissance, can be reached in around 40 kilometers. The coastal city of Pisa, home to its celebrated leaning tower, lies approximately 60 kilometers from the property, and the port city of Livorno is around 70 kilometers away, offering access to the Ligurian Sea and its surrounding attractions. Pillo di Sopra
- 3
- 18
- 6
- 6
Description
Former barn which was carefully restored preserving its original architectural features, situated in quiet location on the Chianti hills. This property, offering beautiful views over the surrounding vineyards, comprises 3 apartments all of which tastefully restored.
Distances: Tavarnelle Val di Pesa with all kinds of shops 2 km, San Gimignano 25 km, Florence 30 km, Siena 35 km, Volterra approx. 45 km.
At guests’ disposal: fenced furnished garden and shared swimming-pool (12 x 6 m – maximum depth 1,40 m – open from 15/05 to 02/10). Parking within the grounds. Baby bed available free of charge.
Extra services: maid service available by arrangement (price to be agreed and paid on the spot). The apartments are provided with air-conditioning. All of the apartments are equipped with washing-machine, iron and private furnished outdoor area.
Please carefully check if there are any extra costs to be paid on site! I Glicini
Last-Minute Offer for Glicini 1
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Glicini 2
Glicini 3
Description
Property Summary
This charming 2-family house is situated in the heart of Gaiole In Chianti, Italy, offering an ideal vacation rental for those seeking an authentic Tuscan experience. The property provides essential modern amenities including Internet WiFi connectivity and convenient public parking available on the adjacent road (additional fee applies). The residence features a central heating system, available from November 1st to April 4th, with heating costs payable on-site.
Outdoors
The property's central location in Gaiole in Chianti provides an authentic Italian atmosphere with the charm of local architecture and the surrounding Tuscan landscape. The building's position offers easy access to the city center and local amenities while maintaining a peaceful environment.
Other Information
The property benefits from proximity to essential services, including a shop just 100 meters away and a supermarket within 500 meters. A local restaurant can be found 2 kilometers from the property, and public transportation is accessible via a bus stop 200 meters away. The central heating system operates seasonally from November 1st to April 4th.
Distances and Attractions
The property provides excellent access to numerous renowned destinations: Radda in Chianti (10 km), Castellina in Chianti (22 km), and Florence (65 km). Notable nearby attractions include the historic Castello di Meleto (5 km), Castelnuovo Berardenga (21 km), San Donato in Poggio (28 m), Greve in Chianti (29 km), Siena (40 km), and San Gimignano (55 km). For beach enthusiasts, Castiglione della Pescaia's sandy shores lie 125 km away, while the thermal baths of Rapolano Terme can be reached within 42 km. Gaiole Apartament
Villa le Ripe Apartments - Gambassi Terme, Toscana
Fantastic home with WIFI, pool, A/C, TV, balcony and pets allowed, close to 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
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
- 4
- 14
- 6
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Orietta 1 | 3 | 1 | 1 | ||
| Orietta 2 | 3 | 1 | 1 | ||
| Orietta 3 | 2 | 1 | 1 | ||
| Orietta 4 | 6 | 3 | 2 | ||
| All 4 Accommodations | 14 | 6 | 5 |
Description
Four nice apartments in a farmhouse situated on a large farming estate (30 hectares) with woods, vineyards, horses and “cinta-senese” breeding (kind of pig typical of the area around Siena). This property, offering a total of 4 units, is in quiet and panoramic location and enjoys extensive views over the surrounding landscape. All of the apartments are simply but nicely furnished, in a typical Tuscan style.
The access to the property is via an unpaved road of 2,3 km.
The property, thanks to its spacious interiors and its large exteriors, guarantees a pleasure and safe stay. All the areas, including the swimming pool, are carefully sanitized and sterilized for the health and tranquility of guests.
Distances: Castelnuovo Berardenga with all kinds of shops 10,5 km away, Siena 28 km, Radda in Chianti 40 km, Florence 77 km. Horse-back riding facilities 6 km away.
At guests’ disposal: large well-kept furnished garden, swimming-pool (5,5 x 13,5 m – maximum depth 2,4 m – open from 01/05 to 03/10), solarium (30 square meters) set in panoramic location. Small barbecues. Laundry with washing-machine and dryer (€ 3,- / per washing). WI-FI internet access and computer available (free of charge). Covered parking within the grounds.
Extra Services: Baby bed and high-chair available at € 10,- / per week each (to be paid on the spot). Maid service available by arrangement (€ 12,- / per hour to be paid locally).
Pets are allowed by paying an extra charge of € 10,- / per week (payment on site).
Check-in between 16.30 and 19.30
Please carefully check if there are any extra costs to be paid on site! Podere Orietta
Gambassi Terme 840
Multi-unit property with pool, WIFI, TV, patio, pets allowed, 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
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
- 2
- 6
- 3
- 3
| 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
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- 17
- 14
Description
Rocche Di Valiano is a beautiful stone building with WiFi internet, shared pool and air conditioning. Rocche Di Valiano is a residence having a total of nine separate apartments. The property can sleep up to 34 guests comfortably in 17 bedrooms with 14 bathrooms. Rocche Di Valiano is located 28 km (17 mi) from Castelnuovo Berardenga, Italy and only 10 km (6 mi) from Siena in the tourist area "Siena And Surroundings".
The helpful caretakers live on the estate, in a separate apartment.
The Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. For your pleasure you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Each apartment has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. A lot of people traveling with friends prefer a multi-unit vacation rental where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters.
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: Siena 10 km (6 mi), Greve In Chianti 37 km (23 mi), San Gimignano 43 km (26 mi), Montalcino 53 km (33 mi) and Florence 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 66 km (41 mi), Viareggio 161 km (100 mi), Forte Dei Marmi 168 km (105 mi), Rome 245 km (152 mi), Venice 318 km (197 mi) and Milan 361 km (224 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Rocche Di Valiano. 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: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 85 km (53 mi), Pisa (psa) 130 km (81 mi), Bologna (blq) 166 km (103 mi), Roma Ciampino (cia) 254 km (158 mi) and Roma Fiumicino (fco) 266 km (165 mi).
Rocche Di Valiano
Villa Linchiano
Independent Property with WIFI, private pool, TV, terrace, panoramic view, near San Gimignano
- 14
- 8
- 6
Description
This holiday villa for rent forms a single complex with the adjoining medieval Tower. The two buildings are in a position of extraordinary beauty and can accommodate up to 14 people.
On the ground floor, the holiday villa in Tuscany, offers a large living-room, a dining room, a perfectly equipped kitchen, a single bedroom and two double bedrooms, one with en suite bathroom. All three bathrooms have a shower, sink, WC and bidet.
On the upper floor are two living rooms – one with a large fireplace – a small study, a double bedroom, two rooms with twin beds and a laundry room. The two bathrooms, one with bath/shower and the other with shower only, have a sink, WC and bidet.
Next to the villa for vacation, which has an overall area of 240 sq.m,, is the fascinating 12th century Tower, 95 sq.m on five levels. The Tower was inhabited in the 15th century by the cartographer Paolo Toscanelli dal Pozzo, who had a decisive influence on Christopher Columbus’ decision to sail west in search of the East Indies.
Inside is an equipped kitchen with fireplace, a single bedroom, a living room, a double bedroom and a bathroom with shower, sink, WC and bidet.
Outside is a splendid private swimming pool with sunshade and deckchairs, surrounded by a superb green area equipped with table, chairs and barbecue.
The swimming pool, which is for exclusive use of the guests of the villa, measure 11.5 x 5.5 metres and is 1.5 deep. Open from May till October (depending on the weather). Filtration with chlorine. Villa Linchiano
Gaiole in Chianti 649
Pretty multi-unit villa with WIFI, private pool, A/C, TV, terrace, pets allowed and panoramic view
- 3
- 24
- 10
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Montechioccioli 649.1 | 6 | 2 | 1 | ||
| Montechioccioli 649.2 | 6 | 2 | 1 | ||
| All 2 Accommodations | 12 | 4 | 2 |
Description
Property Summary
The Montechioccioli 3-family house is a cosy and rustic vacation rental surrounded by vineyards in the charming hamlet of Rietine, just 4 km from the center of Gaiole In Chianti, Italy. This property features three apartments available for rent, making it an ideal choice for families or groups of friends seeking to experience the beauty of Tuscany. Montechioccioli boasts a range of amenities, including a Swimming Pool, Yard, Internet Wifi, Parking, and an Installment Plan.
Outdoors
Montechioccioli is a true countryside gem with a terraced garden spanning 1,000 m2, adorned with a variety of plants and trees. It offers a serene setting for guests to relax and take in the stunning views of the Tuscan countryside. The property boasts a seasonal swimming pool, measuring 12 x 6 m with a depth of 170 cm, available from May 2nd to October 3rd. The pool area features a shower/WC and a terrace with a barbecue, perfect for alfresco dining and enjoying the warm Italian evenings.
Other Information
The property provides additional conveniences, such as a washing machine for shared use and parking on the premises. It is worth noting that the owner resides on the same property. Montechioccioli offers a truly unforgettable vacation rental experience in the heart of Tuscany.
Distances and Attractions
Montechioccioli is strategically located just 12 km from the center of Radda in Chianti and 40 km from the historic city of Siena, making it an ideal base for exploring the region's many attractions. Nearby, guests can discover the charming town of Gaiole in Chianti, known for its rich cultural heritage and picturesque surroundings. 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 Manuela
Independent House with WIFI, A/C, private pool, TV, patio, panoramic view, near San Gimignano
- 8
- 4
- 4
Description
Villa Manuela is located in Iano, Italy and only 18 km (11 mi) from San Gimignano. Villa Manuela is a beautiful holiday home (220 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to eight people comfortably in four bedrooms with four bathrooms.
The Experience
Upon arrival you’ll find a lovely clean well-maintained property perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a patio and barbecue grill. 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.
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), Pisa 61 km (38 mi), Florence 63 km (39 mi), Siena 64 km (40 mi) and Greve In Chianti 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 63 km (39 mi), Viareggio 90 km (56 mi), Forte Dei Marmi 102 km (63 mi), Rome 303 km (188 mi), Venice 309 km (192 mi) and Milan 345 km (214 mi).
Additional Information
Pool Open: 20 April - 26 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Pisa (psa) 62 km (39 mi), Firenze Peretola (flr) 67 km (42 mi), Bologna (blq) 157 km (98 mi), Genova (goa) 235 km (146 mi) and Venezia (vce) 311 km (193 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques needed to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while discovering the secrets vital to prepare delicious Tuscan meals when you return home. For more details and the extra cost, please contact us.
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 schedule the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Ask for more details about the supplemental cost.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service upon arrival.
La Sassolina
Book 15 days or less before the arrival date and receive a 30 % discount off the published rental rates.
This Offer is valid only for stays of 5 nights minimum and can not be combined with any other special offers.
Pozza di Volpaia
Superb independent house with private pool, WIFI, TV, terrace, panoramic view, near Greve In Chianti
- 11
- 6
- 5
Description
Property Pozza Di Volpaia is a lovely stone building (300 sq m) that includes private pool and WiFi internet. The property can accommodate up to 11 people comfortably in six bedrooms with five bathrooms. Pozza Di Volpaia is located in the centre of Volpaia, Italy and only 23 km (14 mi) from Greve In Chianti in the tourist area "Chianti".
The Experience
This property is located in the fortified medieval hamlet of Volpaia, in the Chianti Classico area, in a secluded position ensuring complete privacy. It is just a 300 m walk to the centre of the hamlet, with 2 restaurants, one of which managed by the Castello di Volpaia farm, where it is possible to taste the local cuisine. Cooking classes are also arranged, on request, by the English-speaking local office.
Upon arrival at Pozza Di Volpaia you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing 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 sightseeing. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the nice Tuscan weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 23 km (14 mi), Siena 41 km (26 mi), San Gimignano 51 km (32 mi), Florence 53 km (33 mi) and Arezzo 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 53 km (33 mi), Viareggio 149 km (93 mi), Forte Dei Marmi 156 km (97 mi), Rome 257 km (159 mi), Venice 305 km (190 mi) and Milan 348 km (216 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 70 km (43 mi), Pisa (psa) 114 km (71 mi), Bologna (blq) 150 km (93 mi), Roma Ciampino (cia) 272 km (169 mi) and Roma Fiumicino (fco) 284 km (177 mi).
Additional Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques required to master Tuscan cuisine. For more details and the additional cost, please contact us.
Tours - The owner can organize 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 specific tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Ask for more details about the extra cost.
Cleaning service is included 4 hours a day 5 days a week. Pozza Di Volpaia
Casavecchia
Private Holiday villa with private pool, WIFI, TV, terrace, panoramic view, near Greve In Chianti
- 12
- 6
- 6
Description
Conveniently located 3 km (2 mi) from Volpaia, Italy in the tourist area "Chianti" and only 21 km (13 mi) from Greve In Chianti. Vacation rental Casavecchia is a nice stone building (284 sq m) that includes private pool and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms.
What to Expect
This beautiful farmhouse is located in a very quiet and secluded position on the Castello di Volpaia estate, where we have successfully been renting two other properties, La Pozza and Il Casetto for many years. Guests can enjoy incredible views from the covered terrace, which is furnished for outdoor eating and is also very practical for families as it overlooks the pool, allowing parents to relax while keeping an eye on the pool area. The fortified hamlet of Volpaia offers two nice restaurants, one of which owned by the estate. The English speaking estate staff can organize cooking lessons, visits to the wine cellars and will be glad to assist guests during their stay.
After arriving you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. 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 12 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 21 km (13 mi), Siena 40 km (25 mi), San Gimignano 50 km (31 mi), Florence 53 km (33 mi) and Arezzo 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 53 km (33 mi), Viareggio 148 km (92 mi), Forte Dei Marmi 155 km (96 mi), Rome 255 km (158 mi), Venice 304 km (189 mi) and Milan 347 km (216 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 68 km (42 mi), Pisa (psa) 113 km (70 mi), Bologna (blq) 155 km (96 mi), Roma Ciampino (cia) 264 km (164 mi) and Roma Fiumicino (fco) 276 km (172 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while discovering the secrets vital to prepare delicious Tuscan meals when you return home. For more details and the extra cost, please contact us.
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Inquire for more details about the supplemental cost.
The property can also be rented with a cooking service (breakfast and another meal) at extra cost.
Cleaning service is included 4 hours a day, 5 days a week. Casavecchia 12
Novellina
Private Villa rental with A/C, WIFI, private pool, TV, patio, panoramic view, near San Gimignano
- 10
- 5
- 6
Description
Property Summary
La Novellina is a luxury villa set on a 30-hectare organic estate in the heart of the Chianti hills near Fiano, Italy. Originally an 11th-century watchtower along the historic Via Francigena, this distinguished property has been fully restored to combine authentic Tuscan charm with modern comfort. The villa features 5 bedrooms and accommodates up to 10 guests, offering panoramic views and complete privacy throughout its elegant interiors. You will enjoy access to a private swimming pool surrounded by the peaceful countryside. The estate provides reliable internet wifi connectivity to keep you connected during your stay. Ample parking is available on the property grounds. The villa is set within beautifully maintained grounds that include a spacious yard encompassing organic olive groves, vegetable gardens, fruit orchards, and medicinal herbs. This exceptional residence serves as an ideal base for families or groups seeking to explore Tuscany's most iconic destinations while experiencing the tranquility of authentic rural Italian living.
Outdoors
You will find the outdoor spaces at La Novellina designed to immerse you in the natural beauty of the Chianti landscape. The private swimming pool provides a refreshing retreat with sweeping views across the rolling hills and valleys that define this celebrated wine region. The surrounding yard extends across 30 hectares of certified organic farmland, featuring 2,000 olive trees that produce estate olive oil, along with productive vegetable gardens and fruit orchards that supply seasonal produce throughout the year. You can explore the medicinal herb gardens and discover the estate's saffron cultivation, a historic Tuscan specialty that has been grown locally since the Middle Ages. The outdoor areas offer numerous spaces for relaxation and al fresco dining, where you can enjoy the panoramic vistas and experience the sustainable, low-impact tourism philosophy that guides the estate's agricultural practices.
Other Information
The estate operates as a fully certified organic farm, emphasizing sustainable agricultural methods and environmental stewardship. You will have the opportunity to experience zero-meter food through access to seasonal farm produce grown directly on the property. The saffron production represents a continuation of medieval Tuscan agricultural traditions, highlighting the estate's commitment to preserving regional heritage. The property's location along the historic Via Francigena pilgrimage route adds historical significance to your stay, connecting you to centuries of travelers who passed through this same landscape.
Distances and Attractions
La Novellina offers exceptional proximity to Tuscany's most celebrated destinations. The medieval towers of San Gimignano are just 20 minutes away, while the ancient Etruscan city of Volterra can be reached in 40 minutes. Florence, with its Renaissance masterpieces and world-class museums, lies 45 minutes from the property, and the Gothic splendor of Siena is 50 minutes distant. The Leaning Tower of Pisa and the sandy beaches of Versilia are both approximately 1 hour away. The charming village of Fiano sits within walking distance, offering convenient access to local cafes and shops for your daily needs. Both Florence and Pisa airports are easily reachable, providing convenient international connections for your arrival and departure. Novellina
Book 30 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa Campana
Wonderful independent holiday villa with private pool, A/C, WIFI, TV, patio and panoramic view
- 12
- 6
- 6
Description
Villa Campana is an exclusive Tuscany villa rental, in the Valdera area near Volterra.
The villa offers all amenities: inside it is tastefully furnished, with large, bright rooms, including 6 bedrooms and 6 bathrooms. Outside, guests can enjoy a large private pool with sun deck, a barbecue area and an immense garden.
The house is located near the owner’s farm, and the farm products are on the menu at the local restaurant, just 1000 meters from the villa. At the farm there is also a stable if you’d like to learn horse riding.
Villa Campana is surrounded by splendid hill scenery, a setting where you are sure to find tranquility, fun and relaxation.
Access to the villa is via 1 km of unpaved road in good condition.
At guests’ disposal: large private garden; large private pool (20,5 x 8,5 meters; minimum depth: 1,10 meter; maximum depth: 1,40 meters); a section of the pool is perfect for small children (5,5 x 4,5 meters, depth 0,20 meters); barbecue area; fire pit; Wifi internet; air conditioning; 4 bedrooms + 2 double suites, each with large bathtub in the room
Distances: Fabbrica with food shops 3 km away, Volterra with shops of all kinds 18 km away, Pisa 50 km, Florence 50 km, Castelfalfi with golf course 20 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Campana
Book your vacation for the period from 14 February 2026 to 30 May 2026 and save 20% (minimum 3 nights).
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.
Le Casaline di Sopra, Massa Marittima
Beautiful independent vacation home with WIFI, A/C, TV and pets allowed
- 14
- 5
- 5
Description
Conveniently located 12 km (7 mi) from Massa Marittima, Italy in the tourist area "Grosseto - Maremma" and only 58 km (36 mi) from Siena. Holiday home Le Casaline Di Sopra, Massa Marittima is a lovely stone building (200 sq m) that includes WiFi internet and air conditioning. The property can accommodate up to 14 people comfortably in five bedrooms with five bathrooms.
The Experience
When you arrive you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family enjoying a glass of wine - a perfect way to unwind at the end the day. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 58 km (36 mi), San Gimignano 70 km (44 mi), Montalcino 88 km (55 mi), Greve In Chianti 98 km (61 mi) and Florence 105 km (65 mi).
Some other major tourist destinations you should consider visiting are: Florence 105 km (65 mi), Viareggio 159 km (99 mi), Forte Dei Marmi 171 km (106 mi), Rome 248 km (154 mi), Milan 415 km (258 mi) and Naples 459 km (285 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Le Casaline Di Sopra, Massa Marittima. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 118 km (73 mi), Pisa (psa) 139 km (86 mi), Bologna (blq) 205 km (127 mi), Roma Fiumicino (fco) 231 km (143 mi) and Roma Ciampino (cia) 253 km (157 mi).
Additional Services
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Le Casaline Di Sopra, Massa Marittima
Book your vacation for the period from 01 January 2026 to 01 January 2027 and save 7% (minimum 21 nights).
Book your vacation for the period from 01 January 2026 to 01 January 2027 and save 10% (minimum 28 nights).
Villa Marsiliana
Independent Villa with A/C, private pool, WIFI, TV, patio, pets allowed, panoramic view
- 10
- 5
- 6
Description
Property Summary
You are seeking a villa holiday rental in Massa Marittima, Italy. The "Marsiliana" is a beautiful, comfortable two-story villa surrounded by fields and vineyards, offering a private, beautiful garden to relax, a swimming pool (12 x 6 m, available seasonally from May 1 to September 30), patio, pergola, terrace, garden furniture, and a barbecue area. The villa boasts various amenities, including a swimming pool, internet WiFi, and parking facilities.
Outdoors
The outdoor areas feature various terraces and intimate spots, perfect for socializing and enjoying an aperitivo. A large outdoor dining table is located on a terrace, equipped with a barbecue, overlooking the picturesque former episcopal summer residence and offering stunning sunset views. Another shaded table under a covered terrace provides a peaceful setting for breakfast or lunch. The rectangular pool offers absolute privacy while boasting gorgeous views of the Maremma countryside and the Gulf of Follonica. The property borders the Riserva Statale Marsiliana natural park, ensuring tranquility.
Other Information
The villa has a storage room for bicycles and a 1 km long bumpy motor access (via unmade road). Parking is available for up to 5 cars at the house. Nearby amenities include a shop (6 km), grocery store (600 km), supermarket (10 km), restaurant (6 km), bicycle rental (10 km), ferry to Piombino (Elba) (40 km), sandy beach in Follonica (18 km), thermal baths in Sassetta (34 km), and a bathing lake in Accesa (11 km). Recreational facilities in the area include a sports harbor (23 km), 18-hole golf course (20 km), surf school (20 km), minigolf (20 km), riding stable (13 km), and walking paths starting from the house (10 m).
Distances and Attractions
The villa is located 10 km from the center of Massa Marittima, 6 km from the center of Valpiana, 18 km from the center of Follonica, and 18 km from the sea. Nearby attractions include Scarlino (19 km), Suvereto (22 km), Castiglione della Pescaia (40 km), and Baratti-Populonia (43 km). Mountain biking paths are available within 20 meters of the property. The villa's location offers easy access to hiking and exploring the surrounding areas. Villa Marsiliana
Description
Property Summary
Villa Casa Francesca is a historical villa built in 1930, surrounded by trees and comprising 8 apartments. The property offers a yard, Internet WiFi, and parking on-site for your convenience. You can enjoy the patio, arbour, and garden furniture while taking in the tranquil setting.
Outdoors
The villa is surrounded by a park with plants and trees, providing a serene outdoor environment. Relax in the patio area or take shelter under the arbour, where you'll find garden furniture for your enjoyment.
Other Information
Villa Casa Francesca is conveniently located just 100 meters from the center of Massa Marittima, Italy, and within walking distance of various amenities. Shops, supermarkets, restaurants, bars, bakeries, and a pedestrian zone are all within a short distance. Bicycle rentals are available 200 meters away, making it easy to explore the area on two wheels. Public transportation is also easily accessible, with a bus stop located 350 meters from the property.
Distances and Attractions
The property is situated 20 km from the sea, providing easy access to the sandy beach "Follonica." Nearby attractions include the towns of Scarlino (20 km), Cala Violina (30 km), Castiglione della Pescaia (40 km), and Punta Ala (40 km). Outdoor enthusiasts can enjoy hiking trails at the Parco Naturale di Montioni, located 20 km away. The thermal baths "Sassetta" are also within driving distance at 40 km, offering a relaxing holiday rental experience. Sanda
- 2
- 10
- 3
- 2
| Accommodation | |||||
|---|---|---|---|---|---|
| Agriletizia 641.2 | 4 | 1 | 1 | ||
| Agriletizia 641.3 | 6 | 2 | 1 | ||
| All 2 Accommodations | 10 | 3 | 2 |
Description
Property Summary
Agriletizia is a charming two-storey residence that serves as an ideal vacation rental for those seeking a relaxing holiday in the heart of Tuscany. Situated just 11 km from the center of Massa Marittima, Italy, the property offers 11 apartments surrounded by beautiful countryside. Guests can enjoy amenities such as a Swimming Pool, Yard, Internet WiFi, and Parking on the premises.
Outdoors
The property covers an impressive 7,000 m2 of fenced land, featuring a beautiful garden filled with plants and a well-manicured lawn, perfect for relaxation and unwinding. The highlight is a large swimming pool (14 x 7 m, depth 140 cm) available from May 30 to September 30, complete with an outdoor shower, patio, arbour, and barbecue area. Families with children can make use of the on-site playground.
Other Information
Within the complex, guests have access to WiFi and a shared washing machine (extra charge). Bicycles are available for rent (extra charge), and a bread roll service can be requested (extra charge). The property is accessible via a 500 m long motor access road (via an unmade road), ensuring a peaceful and secluded stay. WiFi is only available in the outdoor areas.
Distances and Attractions
Agriletizia is conveniently located just 22 km from the sea, making it an ideal base for exploring both the countryside and the coast. Nearby attractions include the towns of Follonica, Castiglione della Pescaia, Gavorrano, Scarlino, and Roccastrada. For nature enthusiasts, hiking paths in the Parco naturale di Montioni are just 20 km away, offering the opportunity to immerse oneself in the region's natural beauty. Massa Marittima 641
Special Offer for Agriletizia 641.2
Apartment:
Agriletizia 641.3
Last-Minute Offer for Agriletizia 641.2
Other apartments with last-minute offers:
Agriletizia 641.3
