Montegrossi Vacation Villa Rentals
Results 341 - 360 of 536
Casa Scopeti
Superb private villa with private pool, A/C, hot tub, WIFI, TV, panoramic view, close to Florence
- 12
- 4
- 3
Description
Nice independent villa situated in panoramic location in the heart of the Tuscan country-side. This property has been restored preserving its original architectural features and turned into a comfortable villa with private swimming-pool offering nice interiors furnished in a typical country style.
The access to the property is via an unpaved but well-maintained road.
Distances: the small village of Falciani with food shops 2 km away, San Casciano with all kinds of shops 5 km, Florence 10 km, Greve in Chianti with a charming central square and nice restaurants 20 km, Siena 60 km away.
At guests’ disposal: nice garden furnished with sun-beds and sun umbrellas, private swimming-pool (6 x 12 m – maximum depth 1,4 m – open from 01/04 to 31/10), heated outdoor Jacuzzi (7 seats), barbecue, veranda, playground for children. All of the bedrooms are provided with air-conditioning. Ironing facilities available. WI-FI internet connection available (free of charge for a usage of 15 hours per week - extra consuption to be paid on site at € 0,90 / per hour).
Parking within the grounds.
Extra services: maid service available by arrangement (€ 10,- / per hour to be paid on the spot). It is possible to arrange cooking classes and cooking service.
Small pets are allowed.
Please carefully check if there are any extra costs to be paid on site! Casa Scopeti
Book 15 days or less before the arrival date and receive a 25 % 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.
Chianti Hills Apartment, Pool, Ac
Fantastic flat with A/C, WIFI, TV, patio and panoramic view, near Florence
- 5
- 1
- 1
Description
Property Chianti Hills Apartment, Pool, Ac is a beautiful property (80 sq m) that includes air conditioning and WiFi internet. The property can sleep up to five people comfortably. Conveniently located 9 km (5 mi) from San Casciano In Val Di Pesa, Italy in the tourist area "Florence And Surroundings" and only 16 km (10 mi) from Florence.
The pool and garden are to be shared with the owner, who lives upstairs in the same property.
What to Expect
After arriving at Chianti Hills Apartment, Pool, Ac you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. For your pleasure you will find a where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. A real benefit of renting a home, instead of multiple hotel rooms, is the ability to relax after a busy day of sightseeing with family and friends. Enjoy a meal together along with some local wine to finish the day. 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 five people.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 16 km (10 mi), Greve In Chianti 27 km (17 mi), San Gimignano 50 km (31 mi), Siena 68 km (42 mi) and Pisa 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 16 km (10 mi), Viareggio 99 km (62 mi), Forte Dei Marmi 111 km (69 mi), Rome 288 km (179 mi), Milan 313 km (194 mi) and Naples 478 km (297 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 19 km (12 mi), Pisa (psa) 72 km (45 mi), Bologna (blq) 118 km (73 mi), Genova (goa) 242 km (150 mi) and Venezia (vce) 272 km (169 mi).
Chianti Hills Apartment, Pool, Ac
Book your vacation for the period from 11 April 2026 to 16 May 2026 and save 20% (minimum 4 nights).
Casa delle Fiabe
Wonderful private holiday home with private pool, internet, TV, patio, panoramic view, near Florence
- 12
- 6
- 6
Description
Property Summary
Nestled among the rolling vineyards of Tuscany, the historic country house "Casa delle Fiabe" is an exceptional holiday rental located in the district of Firenze, just 4 km from the centre of San Casciano in Val di Pesa, Italy. This elegant two-story villa dates back to the 17th century and has been thoughtfully renovated to offer guests a refined and comfortable stay, while preserving its remarkable historical character. The property is under the protection of the fine arts authority and features a small chapel that remains active to this day, adding a unique and authentic dimension to the estate. Set within a sprawling 30-hectare estate available for shared use, the villa enjoys a sunny and elevated position that combines the tranquillity of the Tuscan countryside with a surprisingly central location. A private yard of 2,000 m2 surrounds the property, beautifully landscaped with a lush lawn and seasonal flowers, creating a serene and picturesque setting. The magnificent 70 m2 swimming pool with Roman steps serves as the centrepiece of the outdoor experience, available seasonally from 03 April to 16 October. Parking is conveniently available on the premises, and the property is accessible via a 1.3 km private motor access road, ensuring both privacy and ease of arrival.
Outdoors
The outdoor spaces of "Casa delle Fiabe" are thoughtfully designed to invite relaxation and al fresco living in the heart of the Tuscan landscape. The private garden of 2,000 m2, while unfenced, offers an open and natural atmosphere adorned with a well-maintained lawn and colourful flowers that change with the seasons. The impressive 70 m2 swimming pool, featuring elegant Roman steps and an internal staircase, is the focal point of outdoor leisure and is open seasonally from 03 April to 16 October. An outdoor shower is conveniently located adjacent to the pool area, ensuring comfort and practicality for swimmers. The terrace is generously furnished with garden furniture and equipped with a barbecue, making it an ideal setting for outdoor dining, entertaining, and enjoying long summer evenings in the company of family and friends.
Other Information
"Casa delle Fiabe" is equipped with a range of amenities designed to ensure a comfortable and well-appointed stay. The villa offers internet access and a washing machine for guests' convenience. Heating is available and billed on-site for stays falling between 06 November and 08 April. Linen changes, towel changes, and room cleaning services are available upon request at an additional charge, allowing guests to tailor their level of service to their preferences. For those wishing to enjoy a more indulgent experience, a private cook can also be arranged for an extra fee. The property spans 30 hectares and is available for shared use, offering a sense of space and openness that is rare in private rentals.
Distances and Attractions
"Casa delle Fiabe" benefits from an enviable location that places guests within easy reach of a wealth of local amenities and cultural landmarks. A shop and bakery are located 4 km from the property, while a supermarket and a restaurant can both be found just 3 km away, making everyday conveniences readily accessible. For sports enthusiasts, a tennis court is situated 5 km from the villa, and a golf course can be reached within 25 km. The historic city of Firenze, one of Italy's most celebrated cultural destinations, lies just 22 km away, while the magnificent medieval city of Siena is approximately 55 km from the property. Guests are also invited to savour the renowned flavours of the region, with the opportunity to taste Chianti Classico wine, vinsanto, and locally produced oil during their stay, offering a truly immersive Tuscan experience. Casa delle Fiabe
- 8
- 4
- 3
Description
Property Summary
Nestled in the picturesque landscape of San Casciano In Val Di Pesa, Italy, the charming cottage known as "Ambrogetta" is an exceptional holiday rental that seamlessly combines historic character with modern comfort. Originally built in 1800, this stunning property sits just 1 km from the centre of San Casciano Val di Pesa, offering guests the rare privilege of enjoying serene countryside surroundings while remaining within easy reach of local amenities and services. The expansive grounds extend across an impressive 20,000 m2, providing an extraordinary sense of space, privacy, and natural beauty that defines the entire stay. A beautiful swimming pool measuring 8 x 4 metres and 120 cm in depth invites you to relax and refresh during the warmer months, while the vast yard, adorned with a garden of lawn and mature trees, creates a tranquil setting ideal for unwinding in the open air. A roofed parking area on the premises accommodates up to 2 cars, ensuring convenience upon arrival and throughout your stay. Internet WiFi is also available, keeping you connected whenever needed without compromising the peaceful atmosphere that makes "Ambrogetta" so special.
Outdoors
The outdoor spaces at "Ambrogetta" are truly among its most captivating features, offering a generous and varied environment in which to spend leisurely days beneath the Tuscan sky. The swimming pool, measuring 8 x 4 metres with a depth of 120 cm, is available for use from 01 May to 22 October each year, providing an extended season during which you can enjoy a refreshing swim or simply bask in the warmth of the Italian sun. An outdoor shower is conveniently located nearby, allowing you to rinse off comfortably after a dip in the pool. The surrounding garden, set within the property's vast 20,000 m2 grounds, features a well-maintained lawn interspersed with trees that offer natural shade and a sense of peaceful seclusion. While the garden is not fenced, it flows naturally into the broader landscape, creating an open and inviting atmosphere that encourages relaxation and exploration in equal measure.
Other Information
The swimming pool at "Ambrogetta" operates seasonally, remaining open from 01 May to 22 October each year. The roofed parking area on the premises is capable of accommodating up to 2 vehicles, offering a practical and sheltered solution for guests travelling by car. For those without a vehicle, a bus stop is conveniently located just 300 metres from the property, making it straightforward to access the surrounding area and nearby towns using public transport.
Distances and Attractions
"Ambrogetta" benefits from an enviable location that places some of Tuscany's most celebrated destinations within comfortable reach. The centre of San Casciano Val di Pesa is just 1 km away, allowing you to explore local shops, restaurants, and services with ease. The magnificent city of Florence, renowned for its world-class art, architecture, and culture, is easily accessible from the property, as are the historic cities of Siena and San Gimignano, each offering a wealth of cultural, gastronomic, and scenic attractions that capture the very essence of the Italian experience. Ambrogetta
Bulleri
Fabulous private property with private pool, internet, TV, terrace, pets allowed, close to Florence
- 12
- 6
- 6
Description
Property Summary
Nestled atop a sun-drenched hill in the heart of the Chianti Classico region, Casa Bulleri is a remarkable holiday rental that invites you to experience the timeless beauty of the Tuscan countryside in San Casciano In Val Di Pesa, Italy. This stunning country house, whose original structure dates back to the 16th century, has been carefully and recently renovated to offer a seamless blend of historical character and modern comfort. From its elevated position, you will be treated to breathtaking panoramic views of the rolling countryside that stretches endlessly in every direction. The property sits within a vast 30-hectare estate to which you have full access, offering an extraordinary sense of space, privacy, and tranquility. A large 2,000 m2 garden with a dedicated wildlife area provides a serene natural setting for those who appreciate the beauty of the outdoors. A private swimming pool measuring 5 x 10 m is available for your enjoyment from April to October, making it an ideal retreat during the warmer months. Parking is conveniently available on the premises, ensuring a smooth and effortless arrival and departure throughout your stay.
Outdoors
The outdoor spaces at Casa Bulleri are as captivating as the property itself, offering a variety of settings in which to relax, dine, and connect with the natural surroundings. The expansive 2,000 m2 garden features a dedicated wildlife garden, creating a haven for nature lovers who wish to observe the local flora and fauna in a peaceful and undisturbed environment. The private swimming pool, measuring 5 x 10 m with a depth of 140 cm throughout, is open from April to October and provides a refreshing retreat during the warm Tuscan months. A spacious terrace offers the perfect vantage point from which to admire the sweeping views of the Chianti countryside, while the garden furniture and barbecue facilities make outdoor dining a genuine pleasure. Whether you choose to spend your afternoons lounging by the pool, sharing a meal under the open sky, or simply wandering through the grounds of this historic estate, the outdoor environment of Casa Bulleri delivers an experience that is both restorative and deeply memorable.
Other Information
Casa Bulleri is equipped with a range of amenities designed to ensure a comfortable and convenient stay. The property offers internet access, central heating, and a washing machine for your use. Please be aware that heating costs are to be settled directly on-site for stays falling between November and April. An additional charge applies for linen and towel changes during your stay. Should you wish to enjoy a more indulgent experience, a private cook can be arranged upon request for an additional fee. The historic character of the property is further enriched by the presence of a rectangular tower and a small chapel, both of which belong to the still-operating farm on the estate. As a guest, you are also welcome to participate in wine-tasting sessions and to purchase locally produced wine, olive oil, and Vinsanto, the celebrated Italian dessert wine, directly from the farm.
Distances and Attractions
Casa Bulleri enjoys a privileged location just 4 km from the center of San Casciano In Val Di Pesa, placing a wide range of local services and amenities within easy reach. The cultural and artistic treasures of Florence are accessible within approximately 22 km, while the magnificent medieval city of Siena lies approximately 55 km away, making both destinations ideal for day trips. The surrounding Chianti Classico region is renowned for its exceptional wines, scenic landscapes, and rich cultural heritage, offering endless opportunities for exploration and discovery. For those who enjoy an active holiday, golf and tennis facilities are available in the area, providing excellent recreational options throughout your stay. Bulleri
Il Casale
Private Vacation rental with WIFI, A/C, private pool, TV, patio, pets allowed, panoramic view
- 6
- 3
- 1
Description
Property Summary
Immerse yourself in the rustic charm of "Il Casale," a cozy vacation rental nestled in the picturesque countryside of Tuscany. This charming cottage boasts a private garden with a meadow, providing the perfect setting to relax and unwind. Enjoy a refreshing dip in the seasonal above-ground swimming pool (8 x 4 m) while taking in the breathtaking views of the surrounding landscape. Stay connected with internet wifi access, and take advantage of the provided garden furniture, barbecue facilities, and private parking on the premises.
Outdoors
Embrace the natural beauty that surrounds "Il Casale." Explore the private garden with its lush meadow, offering a tranquil oasis for you to escape the hustle and bustle of everyday life. Indulge in al fresco dining or simply bask in the warm Tuscan sun while enjoying the stunning countryside vistas.
Other Information
For your convenience, "Il Casale" is located just 2.5 km from the center of Badia a Passignano and 5 km from the center of Montefiridolfi. Please note that the property is accessed via a 2 km long bumpy motor access through an unmade road. Additionally, the owner utilizes some rooms within the house. Experience the authentic flavors of Tuscany by purchasing local farm products available for sale on-site.
Distances and Attractions
While "Il Casale" offers a peaceful retreat, it is conveniently situated just 30 km from the vibrant center of Florence and 90 km from the sea. Explore the surrounding area and discover nearby shops, supermarkets, and the Poggibonsi railway station (20 km), providing easy access to other attractions in the region. Immerse yourself in the natural beauty of San Casciano In Val Di Pesa, Italy, and create lasting memories during your vacation rental stay. Il Casale
- 8
- 4
- 3
Description
Property Summary
Situated in San Casciano In Val Di Pesa, Italy, the "Sole" is a renovated, three-story cozy farmhouse surrounded by trees and vineyards. The property offers a terraced garden with wildlife, an above-ground swimming pool (3 x 8 m, seasonal availability: 31.May - 30.Sep), and outdoor amenities like a shower, terrace, garden furniture, and barbecue. Additionally, you can enjoy Internet Wifi, parking, and a yard during your vacation rental stay.
Outdoors
The property boasts a fenced, 600 m2 private area with a terraced garden featuring a wildlife section and trees. Take advantage of the outdoor shower, terrace, garden furniture, and barbecue facilities. The swimming pool (above ground, 3 x 8 m) is available seasonally from May 31 to September 30, with maintenance provided by the owner/gardener.
Other Information
Convenient services include linen and towel changes (supplemental charges apply), cook upon request (extra cost), and a pre-arrival grocery service. The property can be accessed via an 800m long bumpy, narrow motor access road. On-site parking is available for up to 4 cars. Local sale of farm products is available nearby.
Distances and Attractions
The property is located 2.5 km from the center of San Casciano and offers proximity to various amenities and attractions. Within 2 km, you'll find shops, groceries, supermarkets, restaurants, bakeries, bicycle rentals, and a bus stop. The Florence Santa Maria Novella railway station is 22 km away, while the sandy beach is 90 km from the property. Nearby attractions include Florence (22 km), San Gimignano (40 km), Siena (60 km), and Pisa (74 km). For leisure activities, a golf course (18 holes) is 21 km away, tennis courts are 4 km away, and walking paths start 100 m from the house. An indoor swimming pool is also available 4 km from the property. Sole
Description
Property Summary
You are considering a historical vacation rental cottage named "Il Convento" in Montefiridolfi, San Casciano In Val Di Pesa, Italy. Dating back to the 14th century, this charming property offers 10 apartments surrounded by picturesque vineyards. With modern amenities like Internet Wifi and Parking, "Il Convento" provides a comfortable stay while immersing you in Tuscany's rich history and culture.
Outdoors
The property boasts a scenic, elevated position atop a hill, offering stunning views of the surrounding countryside. Outdoor enthusiasts can enjoy an 18-hole golf course just 20 km away, tennis courts within 8 km, and hiking trails starting directly from the vacation rental. For those seeking respite from the Tuscan sun, both indoor and outdoor swimming pools are conveniently located 8 km away.
Other Information
"Il Convento" caters to families with young children by providing baby equipment on-site. While the nearest beach, "Cecina Mare," is a 90 km drive, the property's prime location offers easy access to local shops, including a grocery store, bakery, and restaurant within 3 km. A larger supermarket is also available 8 km away, ensuring all your essentials are within reach during your holiday rental stay.
Distances and Attractions
Ideally situated near several renowned Tuscan cities, "Il Convento" serves as a perfect base for exploring the region's cultural treasures. Florence, San Gimignano, and Siena are all within driving distance, allowing you to immerse yourself in the area's rich history and architectural marvels. Additionally, the nearby "Montefiridolfi" bus stop provides convenient transportation options to explore the surrounding attractions. Il Convento
- 6
- 2
- 2
Description
Property Summary
Nestled within a peaceful resort just 500 meters from the center of Mercatale Val di Pesa, "Matteuzzi" is a charming 2-family house set across 2 floors in the heart of the Tuscan countryside of Italy. This vacation rental offers an authentic and comfortable retreat for guests seeking a relaxing escape in one of the most scenic regions of the country. Situated 5.7 kilometers from the center of San Casciano In Val Di Pesa, the property combines rural tranquility with convenient access to local villages and cultural landmarks. Guests benefit from a generous fenced yard of 1,200 square meters available for shared enjoyment, providing ample space to unwind in a natural setting. The property is equipped with Wi-Fi internet connectivity, ensuring guests remain connected throughout their stay. Parking is available directly on the premises for up to 2 cars, with additional public parking conveniently located just 50 meters away. For sports enthusiasts, a tennis court is situated just 2 kilometers from the property, offering easy access to recreational activities during the stay.
Outdoors
The outdoor spaces of "Matteuzzi" are a true highlight of the property, inviting guests to spend leisurely hours in a beautifully maintained natural environment. The fenced garden, extending across 1,200 square meters, is available for shared use and provides a safe and serene setting for relaxation and outdoor activities. Garden furniture is provided for guests, making it easy to enjoy al fresco moments surrounded by the gentle Tuscan landscape. An outdoor swimming pool is located 5 kilometers from the property, offering a refreshing option for those warm summer days when a swim is the perfect way to unwind.
Other Information
The property is a 2-floor building shared between 2 families, and the owner resides on the same premises, ensuring a welcoming and attentive presence throughout your stay. Inside the house, a washing machine is available for shared use, adding a practical convenience for longer visits. Heating is provided seasonally, available from November 1 to April 15, and is to be paid for directly on the spot. Logs for the fireplace are also available for guests at a supplementary fee, creating a cozy atmosphere during the cooler months. A car is recommended to fully explore the surrounding area and make the most of the many attractions and villages within reach.
Distances and Attractions
"Matteuzzi" enjoys an excellent location for exploring the rich cultural and natural heritage of Tuscany. The center of Mercatale Val di Pesa is just 500 meters away, while San Casciano In Val Di Pesa is reachable within 5.7 kilometers. The city of Firenze lies 30 kilometers from the property, making it an accessible destination for a memorable day trip. A bus stop named "Mercatale val di Pesa" is located just 500 meters from the house, providing a convenient public transport option for guests who prefer not to drive. The surrounding area is rich with charming towns and villages, including Greve in Chianti, Badia a Passignano, San Donato in Poggio, Barberino Val D'Elsa, and Radda in Chianti. The renowned hilltop town of San Gimignano, celebrated for its medieval towers and vibrant local culture, is located approximately 40 kilometers from the property and is well worth a visit during your stay. Matteuzzi
- 9
- 5
- 3
Description
Property Summary
Immerse yourself in the charm of "Villa il Giglio," a historical single-family house surrounded by lush greenery, meadows, and vineyards in San Casciano In Val Di Pesa, Italy. This comfortable vacation rental boasts a large, well-kept garden with a lawn, trees, a hot tub, table tennis, an arbor, pergola, garden furniture, and a barbecue area. Enjoy modern amenities like Internet WiFi, parking, and a tennis court within proximity.
Outdoors
Embrace the tranquility of Villa il Giglio's outdoor spaces. The property features a private, large, and meticulously maintained garden adorned with lush lawns and towering trees. Relax in the hot tub or engage in a friendly game of table tennis. Take refuge from the sun under the arbor or pergola, where you'll find cozy garden furniture and a barbecue area for alfresco dining.
Other Information
Villa il Giglio offers additional conveniences to enhance your stay. Linen and towel changes are available for an extra charge. For those seeking a culinary experience, a cook can be arranged upon request (additional cost applies). The property has a 50-meter-long bumpy motor access, and parking is available on-site. Please note that the owner resides on the same property and has a dog. Baby equipment is included for families traveling with infants.
Distances and Attractions
Located just 1 km from the center of San Casciano Val di Pesa, Villa il Giglio offers a prime location that combines tranquility and accessibility. Nearby attractions include the cities of Florence (25 km), Certaldo (25 km), San Gimignano (35 km), Siena (55 km), and Pisa (78 km). Outdoor enthusiasts can explore walking paths directly from the house or visit the sandy beach "Tirrenia" (85 km). Additionally, an outdoor swimming pool (2 km), indoor swimming pool (2 km), golf course (18 holes, 21 km), tennis courts (1 km), and indoor tennis center (1 km) are within driving distance. Conveniences like shops, groceries, restaurants, bakeries, and a pedestrian zone are all within 1-2 km of the property. Villa Il Giglio
Borgo delle Fonti
Multi-unit vacation rental with WIFI, pool, A/C, TV, balcony, panoramic view, close to Florence
- 15
- 65
- 25
- 25
| Accommodation | |||||
|---|---|---|---|---|---|
| Le Fonti 1 | 4 | 1 | 1 | ||
| Le Fonti 2 | 5 | 2 | 2 | ||
| Le Fonti 3 | 3 | 1 | 1 | ||
| Le Fonti 4 | 4 | 2 | 2 | ||
| Le Fonti 5 | 5 | 2 | 2 | ||
| Le Fonti 6 | 3 | 1 | 1 | ||
| Le Fonti 7 | 7 | 3 | 3 | ||
| Le Fonti 8 | 2 | 1 | 1 | ||
| Le Fonti 9 | 4 | 1 | 1 | ||
| Le Fonti 10 | 5 | 2 | 2 | ||
| Le Fonti 11 | 5 | 2 | 2 | ||
| Le Fonti 12 | 4 | 1 | 1 | ||
| Le Fonti 13 | 4 | 2 | 2 | ||
| Le Fonti 14 | 5 | 2 | 2 | ||
| Le Fonti 15 | 5 | 2 | 2 | ||
| All 15 Accommodations | 65 | 25 | 25 |
Description
Holiday home Borgo Delle Fonti is a lovely property that includes WiFi internet, pool and air conditioning. The villa / farmhouse / home has a total of 15 separate apartments. The property can accommodate up to 65 people comfortably. Borgo Delle Fonti is located 840 m (2745 ft) from Grassina, Italy and only 12 km (7 mi) from Florence in the tourist area "Florence And Surroundings".
The bus stop of the urban line N° 31 (in Piazza Umberto, Grassina) takes you to the city center of Florence in a 15-minute ride.
What to Expect
After arriving at Borgo Delle Fonti you’ll find a beautiful 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 poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Also available outside are a barbecue grill and playground. Each unit 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.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 12 km (7 mi), Greve In Chianti 21 km (13 mi), San Gimignano 57 km (35 mi), Arezzo 74 km (46 mi) and Siena 76 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 12 km (7 mi), Viareggio 113 km (70 mi), Forte Dei Marmi 121 km (75 mi), Rome 278 km (173 mi), Venice 268 km (166 mi) and Milan 311 km (193 mi).
Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 09:30 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 32 km (20 mi), Pisa (psa) 94 km (59 mi), Bologna (blq) 119 km (74 mi), Genova (goa) 251 km (156 mi) and Venezia (vce) 272 km (169 mi).
Borgo Bottaia
Villa Agnola
Unique private villa rental with WIFI, private pool, A/C, TV and patio, close to Greve In Chianti
- 11
- 6
- 6
Description
Villa Agnola is located in the centre of San Casciano In Val Di Pesa, Italy and only 20 km (12 mi) from Greve In Chianti in the tourist area "Florence And Surroundings". Property Villa Agnola is a nice stone building (400 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to 11 guests comfortably in six bedrooms with six bathrooms.
The villa is on one single level on the ground floor. The 1st floor of the villa is closed and cannot be used by guests.
What to Expect
When you arrive you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. There is a kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 20 km (12 mi), Florence 21 km (13 mi), San Gimignano 41 km (25 mi), Siena 61 km (38 mi) and Pisa 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 21 km (13 mi), Viareggio 115 km (71 mi), Forte Dei Marmi 122 km (76 mi), Rome 290 km (180 mi), Venice 271 km (169 mi) and Milan 313 km (194 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 34 km (21 mi), Pisa (psa) 76 km (48 mi), Bologna (blq) 120 km (75 mi), Genova (goa) 255 km (158 mi) and Venezia (vce) 274 km (170 mi).
Villa D'agnola
Mattei Villa
Superb independent holiday home with A/C, private pool, WIFI, hot tub, TV, close to Greve In Chianti
- 12
- 6
- 6
Description
# Property Summary
Casa Mattei is a dramatically located villa in San Casciano In Val Di Pesa, situated in the heart of Tuscany's Chianti region with expansive views over olive groves, vineyards, woods and country estates. This authentic property welcomes 10 guests plus 4 additional guests and offers a stunning swimming pool with Jacuzzi feature. The spacious and private country house stands just 2 kilometers from Mercatale Val di Pesa and 18 kilometers from Florence, Italy. You will find the location ideal with its private and tranquil hillside position, perfectly positioned for exploring the region. The well-appointed villa has been authentically restored and is surrounded by olive groves, making it perfect for 5 to 6 couples or extended families. Internet Wifi connectivity ensures you stay connected throughout your stay, while convenient parking facilities are provided on the property. The building dates back approximately one thousand years to the Medieval period and was totally restored in 2006, having originally served as a small monastery before evolving into a country house some centuries later. As a member of the Experience Villas Collection, Casa Mattei offers its guests a fun and very Italian experience through a Pizza Cooking Class with a professional Pizzaiolo.
Outdoors
The fenced property extends across 2 hectares and includes the main house of 530 square meters, a swimming pool measuring 15 by 7.50 meters, and a dependence of 40 square meters. The fresh water pool with integrated Jacuzzi is open from May through September and you should note that the Jacuzzi is not a hot tub. The pool area is furnished with sunbeds, tables and chairs with umbrellas for your comfort. Adjacent to the pool you will discover a changing room with a bathroom featuring a shower and a well equipped fitness room. The lawn is beautifully bordered with rose bushes and olive trees, creating a picturesque setting. A stone patio houses a barbecue and provides shaded space for al fresco dining at a long table accommodating 12 people with comfortable chairs. Steps from the patio lead you down to the pool area, allowing easy access between the outdoor living spaces.
Other Information
Access to Casa Mattei is via a typically rough dirt road extending 1200 meters through vineyards and olive groves.
Distances and Attractions
You will appreciate the exceptional location of Casa Mattei, positioned just 15 minutes south from Florence with easy access to the charming Chianti hill towns. The property sits 50 minutes from Siena and 1 hour from Lucca, allowing you to explore some of Tuscany's most celebrated destinations. The nearest village of Mercatale Val di Pesa is only 2 kilometers away, while the cultural treasures of Florence are accessible at 18 kilometers from your accommodation. Mattei Villa
Book your vacation for the period from 01 March 2026 to 30 June 2026 and save 10% (minimum 7 nights). Offer valid until 30 June 2026.
Casale del Timignano, Private Villa with Huge Gard
Superb private house with private pool, WIFI, TV and patio, close to San Gimignano
- 14
- 7
- 6
Description
Vacation rental Casale del Timignano, Private Villa with Huge Gard is a nice property (450 sq m) that includes private pool and WiFi internet. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms. Conveniently located 4 km (3 mi) from Le Grazie, Italy in the tourist area "San Gimignano And Surroundings" and only 17 km (11 mi) from San Gimignano.
Your Experience
When you arrive you’ll find a lovely clean well-maintained property ideal for a peaceful vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a patio and barbecue grill. 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 14 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting 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 17 km (11 mi), Siena 37 km (23 mi), Greve In Chianti 45 km (28 mi), Florence 58 km (36 mi) and Montalcino 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 58 km (36 mi), Viareggio 152 km (94 mi), Forte Dei Marmi 159 km (99 mi), Rome 271 km (168 mi), Venice 308 km (191 mi) and Milan 352 km (218 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 70 km (44 mi), Pisa (psa) 89 km (55 mi), Bologna (blq) 157 km (97 mi), Roma Ciampino (cia) 280 km (174 mi) and Genova (goa) 290 km (180 mi).
Special Services
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the extra cost and how to schedule this service.
The approximately 1km dirt access road is the old pilgrim road and in the woods, so it is not suitable for low or sports cars. Casale del Timignano, Private Villa with Huge Gard
Book your vacation for the period from 15 May 2026 to 18 May 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 10 April 2026 to 25 April 2026 and save 15% (minimum 4 nights).
Book your vacation for the period from 04 May 2026 to 10 May 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 29 May 2026 to 04 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 07 June 2026 to 12 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 17 June 2026 to 26 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 14 June 2026 to 18 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 21 August 2026 to 25 August 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 28 August 2026 to 31 August 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 01 September 2026 to 18 September 2026 and save 10% (minimum 4 nights).
Novellina
Independent Property with A/C, private pool, WIFI, 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.
Maggiano
Private House with private pool, A/C, WIFI, TV, patio, panoramic view, close to San Gimignano
- 10
- 5
- 3
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 Albertina
Pretty accommodation with A/C, private pool, WIFI, TV, patio, panoramic view, near San Gimignano
- 14
- 5
- 6
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.
Casa Cipressi
Independent Property with private pool, WIFI, TV, patio, panoramic view, close to San Gimignano
- 6
- 3
- 3
Description
Welcoming country house with private pool situated in quiet location on the Chianti hills, a short distance away from the charming medieval villages of Certaldo (5 km away) and San Gimignano (18 km away). This villa provides nice, tastefully furnished interiors. The outside offers a large garden with lawn, private pool and a nice small pond.
On the premises there is a small outbuilding adjoining the villa offering a double bedroom with bathroom (rented only together with the villa to accommodate up to 6 people).
The location of this property is ideal to enjoy the Tuscan country-side and at the same time to visit the beautiful art cities of the region.
The access to the property is via an unpaved but well-maintained road.
Distances: Sciano with a bar and a pizzeria 1,5 km away, Certaldo with general stores and railway station 5 km, San Gimignano 18 km away, Siena 42 km, Volterra 45 km away, Florence (airport) 45 km away, Pisa (airport) 80 km.
At guests’ disposal: large furnished garden, equipped covered terrace, private swimming-pool (8 x 4 m – depth 1,5 m – open from 01/05 to 30/09), open-air shower (cold water only), barbecue. Fans are provided in all of the bedrooms.
The villa provides internet connection (WI-FI, free of charge).
Parking within the grounds.
Extra Services: Baby bed available free of charge. Maid service by arrangement € 10,- / per hour (to be paid on site).
Please carefully check if there are any extra costs to be paid on site! Casa Cipressi
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.
Casa Vasco
Private Vacation home with WIFI, private pool, terrace, panoramic view, close to San Gimignano
- 8
- 4
- 3
Description
Beautiful property available for rent with a private swimming pool, located just a short distance from the town of Certaldo.
The structure in subdivided into 3 apartments, (there is no internal access between apartments) which come rented to one single party as a single rental villa. The largest apartment holds a dining room large enough for 8 guests to dine together.
The owners (who are very friendly but not intrusive) manage a family agricultural business from the same location and live a few meters away but do not share any of the outdoor areas with the guests – they do reserve access to a passage which runs below the largest apartment for use only when truly necessary. They will be available should guests require help or advice for what to visit and where to go to enjoy the best of Tuscany.
The property available for rent and the property where the owners live are separated by a border of flowers which gives the guests the most privacy possible.
This beautiful Tuscan property with a swimming pool is strategically located, this makes it easy for guests to see this region’s fantastic well-known towns and cities such as Certaldo, San Gimignano, Volterra, Florence, Siena and the Tuscan countryside.
The small town of Sciano is found just 450m from the house (easily reached on foot).
Available to guests: swimming pool reserved for the exclusive use of guests 12 x 6 m – maximum depth 1.7 m – minimum depth 1.2 m) open from 8am until 8pm and surrounded by beautiful garden, fenced and furnished with a gazebo, sunbeds and an outdoor shower, furnished area in front of the apartments with table and chairs for outdoor dining, Ping-Pong table. The rental has a safe (one in each of the apartments) and children’s cot (available upon request). Parking at the property. Pets are not allowed.
Distances: Sciano - 450m, Certaldo with a wide variety of shops and a train station - 5 km, San Gimignano - 18 km, Siena - 42 km, Volterra - 45 km, Florence (airport) - 45 km, Pisa (airport) - 80 km.
Please carefully check if there are any extra costs to be paid on site! Casa Vasco
Villa Monteloro
Private House with private pool, WIFI, TV, terrace, pets allowed, panoramic view, close to Florence
- 12
- 6
- 6
Description
Property Summary
Nestled in the picturesque hills of Sieci, in the heart of Tuscany, Italy, Villa "Monteloro" is a remarkable historic estate that offers an extraordinary retreat for those seeking elegance, privacy, and natural beauty. Situated at an altitude of 300 metres atop a sun-drenched hill, this magnificent property dates back to the 12th century and was thoughtfully renovated in 2005, seamlessly blending centuries of heritage with modern comforts. Located just 12 km from the centre of Florence and 2 km from the centre of Sieci, the estate occupies a commanding elevated position that affords breathtaking panoramic views of the surrounding Tuscan countryside. The property comprises a main house, an adjoining apartment where the caretaker resides, and a barn occasionally used by the owners. Spread across a private and fully fenced 25-hectare estate, Villa "Monteloro" is the ideal vacation rental for discerning travellers in search of an authentic and luxurious Tuscan experience. The property features a beautifully maintained yard and garden, a large swimming pool available seasonally, complimentary internet WiFi throughout, and convenient on-site parking, ensuring every comfort is thoughtfully provided for your stay in Pontassieve.
Outdoors
The outdoor spaces of Villa "Monteloro" are truly exceptional, offering a wealth of opportunities to relax and enjoy the stunning natural surroundings. The estate's private 25-hectare grounds are fully fenced and feature a beautifully landscaped garden that perfectly complements the historic character of the villa. The centrepiece of the outdoor area is the large swimming pool, measuring 13 x 5 metres, which is available seasonally from 16 April to 01 October, inviting you to enjoy refreshing swims while taking in the sweeping views of the Tuscan hills. The pool area is thoughtfully equipped with a dedicated pool house featuring a fridge, shower, WC, and cooking stove, providing all the convenience you need for a full day spent outdoors. An outdoor shower is also available directly at the pool area for your comfort. A barbecue facility completes the outdoor entertaining space, making al fresco dining and leisurely gatherings in the fresh Tuscan air an effortless pleasure throughout your stay.
Other Information
Villa "Monteloro" is equipped with a washing machine inside the villa for your convenience during extended stays. The property benefits from a heating system, which is operational from 01 November to 15 April, with heating charges to be settled directly on site. The estate is fully fenced, ensuring a high level of privacy and security throughout your stay.
Distances and Attractions
Villa "Monteloro" enjoys an enviable location that places a wealth of cultural, natural, and leisure attractions within easy reach. The centre of Sieci is just 2 km away, where you will find shops, grocery stores, and a railway station, making everyday errands and travel connections effortlessly convenient. The iconic city of Florence lies just 12 km from the property, offering world-renowned museums, galleries, and architectural masterpieces. The charming hilltop town of Fiesole is 15 km away, while the prestigious Outlet "The Mall" can be reached in approximately 20 km. Reggello is situated 30 km from the estate, and the serene forest sanctuary of Vallombrosa is 35 km away. For those who enjoy active pursuits, an 18-hole golf course is located 24 km from the property and tennis courts are just 3 km away. The sandy beaches of Versilia are approximately 110 km from the villa, offering a wonderful coastal escape within comfortable driving distance. Villa Monteloro
