Villas

A Truly Italian Experience

This is your chance to fully immerse in the Italian culture. Our villas are located throughout Italy in: Puglia, Campania, Liguria, Sardinia, Sicily, Tuscany and Umbria. Each region is special and beautiful in its own way, so be adventurous! The villa experience is not just for large families or groups. We have a number of smaller properties, apartments, and rooms in large properties suited for single travelers or couples.

Use our Travel Planner to book your vacation easily!

Villa Massimiliano ★ ★ ★ ★ ★
Lajatico (Tuscany)
Starting at $7278.35

Exclusive holiday villa for rent in Tuscany, located near Volterra in the Valdera area.

The villa is equipped with every comfort: the interiors, tastefully furnished, offer large and bright spaces, including 5 bedrooms and 5 bathrooms. Outside, guests can enjoy a large private swimming pool with solarium, a barbecue area and a large garden.

The house is located near the owner's farm, whose products can be tasted in the local restaurant, just 650 m from the villa. In the farm there is also a riding school for those who want to learn to ride horses.

Villa Massimiliano is surrounded by a beautiful hilly landscape, where you can enjoy relax, tranquility and entertainment!

The villa is accessible via a white road of about 2 km in good condition.

At guests' disposal: large private swimming pool (18 x 10 meters; minimum depth: 20 cm; maximum depth: 1.40 meters), area equipped with barbecue and wood-burning oven, brazier, wi-fi internet connection, air conditioning in the rooms, billiard table and football table, 4 rooms + 1 suite with large whirlpool tub

Distances: Fabbrica with food shops 3 km away, Volterra with all kinds of shops 18 km, 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!

Casa Violina ★ ★ ★ ☆ ☆
Pietraia (Tuscany)
Starting at $1320.20

Lovely house with private swimming pool, located just a short distance from Cortona and Lake Trasimeno. The small town of Pietraia is just 3km away and offers shops that cover basic needs.

Well -furnished in a country style , Casa Violina can accomodate up to 7/8 guests, thanks to its 4 bedrooms and large, bright interiors . It is composed of an apartment located on the first floor of a villa ( the ground floor is unoccupied ) and an outbuilding ( completely independent, only few meters away) where 2 additional bedrooms are available.

This lovely rental offers a fenced garden in which lies the beautiful swimming pool – just recently constructed. There is also a beautiful barbecue zone with a lovely patio, dining table and stone barbecue.-

The location of this rental would allow you to easily reach many of the most interesting places and cities to visit in Tuscany. Lake Trasimeno, with beaches for bathing and dotted with small charming towns is one place not to be missed and can be found just 10km away.

Available to guests: fenced garden, private swimming pool reserved for the exclusive use of guests (8 x 4 m - depth 1.2 – 1.4 m). The apartment has Wi-Fi internet connection and air-conditioning and Tv Sat

Parking available at the property.

Note: The villa has an outdoor video surveillance system.

Distances: Pietraia - 3 km, Tuoro - 10 km, Camucia - 10 km, Cortona - 12 km, Passignano sul Trasimeno - 15 km, Montepulciano Station - 15 km, Montepulciano - 23 km, Chiusi - 26 km, Chianciano Terme - 31 km, Sarteano - 34 km, Cetona - 38 km, Arezzo - 40 km, Rapolano Terme - 42 km, Perugia - 43 km, Siena - 70 km, Assisi - 75 km, Orvieto - 77 km, Florence - 115 km, Rome - 185 km.

Please carefully check if there are any extra costs to be paid on site!

Palazzo Del Capitano ★ ★ ★ ☆ ☆
Colle Di Val D'elsa (Tuscany)
Starting at $2181.55

The Palazzo del Capitano is a large apartment located in Colle di Val d'Elsa, a characteristic town in the Chianti hills in Tuscany.

The house is on the top floor of a historic building from the late 1500s, built on a pre-existing medieval tower by Emilio Luci, one of the officials of the Medici family and the Grand Duche of Tuscany.

The apartment, finely furnished and equipped with every comfort, offers its guests 3 bedrooms, 3 bathrooms, a large living room and an equipped kitchen.

The peculiarity of the Palazzo del Capitano is certainly in its exclusive location: you will have the opportunity to stay in the historic center of one of the most beautiful Villages in Italy, within walking distance of all amenities (Bars, Restaurants, Supermarkets, etc.) and close to the area's most renowned Art cities, including San Gimignano, Siena, Florence and Volterra.

The entrance to the apartment is accessible by climbing 51 steps from the street level. The parking (free) is located under the city walls and about 250 meters from the building. When registering with the owners, access to the historic center is authorized by car to facilitate the unloading of luggage.

At your disposal: Wi-Fi internet connection, private loggia with Countryside views, 3 bedrooms and 3 bathrooms, large areas in the living room and in the well-equipped kitchen, historic village center a few steps from the apartment, free public parking 250 meters away.

Distances: Colle di Val d'Elsa (Restaurants, Bars) a few steps from the apartment, Supermarket 1.8 km, San Gimignano 15 km, Volterra 25 km, Siena 25 km, Florence a 50 km, the Tuscan coast (Cecina) 70 km, Arezzo 100 km, Pisa 100 km, Lucca 125 km.

Please carefully check if there are any extra costs to be paid on site!

Villa Cangeli ★ ★ ★ ★ ☆
Rigutino (Tuscany)
Starting at $3883.55

Spacious and comfortable villa rental with private swimming pool, a few kilometres from Arezzo and the splendid town Cortona.

The villa offers large interior and exterior space, boasting a huge garden roughly 8000 m2 in size and a gated swimming pool.

The position of the villa is ideal for visiting the nearby Valdichiana, Chianti and Val d'Orcia areas. Inside has been partially restructured yet featuring original furniture in rustic style.

The swimming pool is less than 100m from the house. The railway line passes roughly 150m from the pool and 300m from the house.

Next to the villa there are other buildings owned by the same people but they are not lived in. The caretakers (a couple) live on the back of the villa, but do not use the outside areas, nor the swimming pool nor the entrance.

Distances: Rigutino (offering a wide variety of shops) - 4 km, Castiglion Fiorentino - 10 km, Arezzo - 18 km, Cortona - 21 km, Montepulciano - 40 km, Pienza - 45 km, Siena - 60 km, Florence - 85 km, San Gimignano - 100 km, Volterra - 115 km.

Available to guests private, gated swimming pool (12 x 8 m - depth 1.2 – 1.6 m) with shallow area for children (no raining), outside room with WC near the pool, private garden, large outside area roughly 8000m2 in size, independent unit with kitchenette beside a furnished outdoor gazebo for dining al fresco with barbecue. Bedrooms with air conditioning

Parking at the property. Tennis table.

The house has a WI-FI internet connection inside the house and outside in the garden and by the pool.

A child’s cot and highchair are available upon request.

Please carefully check if there are any extra costs to be paid on site!

Santa Flora ★ ★ ★ ★ ★
Ponte Caliano (Tuscany)
Starting at $11052.65

Santa Flora is a beautiful property located nearby the Arno River close to Arezzo.

This property, thanks to its 9 bedrooms, can sleep up to 18 people, but on request guests can rent 5 more beds or up to 6 more bedrooms (prices on request). The added rooms will remain closed in case guests rent just 9 bedrooms.

The house includes an ancient tower from the XII century with 4 bedrooms and a central core with 5 bedrooms, a kitchen and a dining room.

All the bedrooms have a/c and en-suite bathroom. The large common areas are perfect to organize family meals or friends reunions.

Santa Flora garden is well-kept and so wide that guests can reach the Arno river. A beautiful private swimming pool is perfect to relax and spend unforgettable days.

From Santa Flora guests can easily reach the main Tuscan cities (Arezzo, Florence, Siena) and characteristic villages in Valdichiana, Orcia Valley and Chianti.

From Arezzo Railway Station there are daily connections to Florence and Rome. Arezzo is reachable by train through a local connection from Capolona.

At guests’ disposal: 9 bedrooms wit a/c and en-suite bathroom, Large garden, Private swimming pool (10 x 5 metres; depth: 1,40), Exterior shower (cold water), Wi-Fi internet connection in common areas, Big barbecue, Large dining room with kitchen nearby the swimming pool, Large living room with bar corner, Table tennis, cyclette, parking.

Distances: Capolona with any kind of shop 700 metres, Arezzo (railway station) at 12 km, Cortona at 40 km, Trasimeno Lake at 45 km, Florence at 80 km, Perugia at 90 km, Siena at 80 km.

Extra Services available on request: massages; in-villa breakfasts, lunches and dinners with chef service (prices on request)

Please carefully check if there are any extra costs to be paid on site!

Villa Elisa ★ ★ ★ ☆ ☆
Cortona (Tuscany)
Starting at $1767.55

Beautiful villa with private pool situated on a large park at the foot of the hills of Cortona, a lovely town dating back to the Etruscan times. The villa dates back to the 16th century and offers comfortable interiors furnished with some antique pieces. The outside areas are very large and provide a nice park with a spacious solarium area (near the pool) and some charming corners shaded by century-old tress.

The access to the villa is via an unpaved but well-maintained road.

Distances: Camucia with shops of all kinds and railway station 1 km away, Cortona 5 km, Arezzo 25 km away, Siena 45 km, Perugia approx. 45 km away, Florence (airport) approx. 100 km away.

At guests’ disposal: large furnished garden with private swimming-pool (12 x 6 m – min. depth 1,2 m – max. depth 2,4 m), solarium area with sun-beds, sun-umbrellas, tables and gazebo. Parking within the grounds.

Please carefully check if there are any extra costs to be paid on site!

Villa Edo ★ ★ ★ ★ ☆
Il Passaggio (Tuscany)
Starting at $8533.00

Large villa in Tuscany, with private pool and panoramic views over the hills and Cortona.

The house is part of a large property where guests can enjoy the tranquility of the Tuscan countryside and consists of a main house and an annex about 10 metres away: altogether the villa can sleep up to 12 people. Its location is perfect for visiting both Tuscan and Umbrian main attractions . The lovely city of Cortona is only 8 km away.

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.

At guests' disposal of: large private pool (12 x 5 m – minimum depth 1,40 m – maximum depth 2,50 m), the pool is about 50 metres from the villa and is surrounded by lawns and farm fields, outdoor spaces equipped for eating and cooking outside (barbecue and wood burning oven), WIFI internet in the entire house, air conditioning in all bedrooms, living rooms, and in the kitchen. Parking.

Distances: food shops are located 1,5 km from the house, Camucia (shops of all kinds and train station) 7 km, Cortona 8 km, Lake Trasimeno 15 km, Arezzo 35 km, Perugia 55 km, Montalcino 65 km, Siena 80 km, Orvieto 95 km, Florence 120 km.

Please carefully check if there are any extra costs to be paid on site!

Civitella ★ ★ ★ ☆ ☆
Civitella In Val Di Chiana (Tuscany)
Starting at $5119.80

Independent house with private swimming pool located in a very scenic area in Valdichiana and surrounded by the countryside of Arezzo. Hectares of woodlands that circle the property ensure maximum privacy and a closeness with nature. The interior is in a rustic style. Outside, the guests can enjoy a private garden and a beautiful swimming pool with a great view and wooden solarium furnished with tables and chairs. Beside the swimming pool there is also a hot tub to enjoy.

This is an ideal set-up for those looking to spend a holiday in absolute tranquility.

The house is accessed via a stretch of roughly 4km of dirt road which is not adapted to low-lying/sports cars.

Distances: Civitella della Chiana with food stores and restaurants - 6 km, Battifolle with a wide variety of shops - roughly 15 km, Arezzo (train station) - 25 km, Monte San Savino - 25 km, Siena – roughly 75 km, Florence (airport) - 80 km, Perugia - 100 km.

Available: outdoor private and furnished area with tables, chairs and sun umbrellas, swimming pool reserved for the exclusive use of guests (9 x 3 m - depth 1,1 m – open from 01/04 to 15/10), outdoor shower with hot water (solar heated), barbecue, wood-burning pizza oven.

Onsite parking.

Please carefully check if there are any extra costs to be paid on site!

Villa Gualchiere ★ ★ ★ ★ ☆
San Casciano Dei Bagni (Tuscany)
Starting at $1414.50

Villa Gualchiere is a country house located in San Casciano dei Bagni, a well-known town with ancient thermal baths in Orcia Valley, Tuscany.

The villa has welcoming interiors furnished in typical rural style and offers 3 bedrooms and 3 bathrooms to host up to 6 guests. Outside, a large garden is at guests' disposal with its equipped dining area and a beautiful panoramic swimming pool, perfect for spending the hottest summer days relaxing under the Tuscan sun, surrounded by a breathtaking landscape. The property is surrounded by nature and offers absolute tranquility. A small river originating from the thermal spring runs a few hundred metres from the garden.

Access to the property is via a short, unpaved road.

From this house, guests can easily reach the main attraction places in Tuscany and Umbria such as Montepulciano, Pienza, Trasimeno Lake, Gubbio, Perugia.

At Guests’ Disposal: exclusive use of private pool (dimensions: 9 x 4 metres), furnished outdoor space (tables and chairs for eating outside) and movable barbecue, 3 bedrooms with air conditioning and 3 bathrooms, to comfortably sleep a total of 6 people, WIFI internet (free of charge), baby bed.

Distances: San Casciano dei Bagni 5 km, Città della Pieve 20 km, Pienza 40 km, Orvieto 50 km, Arezzo 85 km, Siena 100 km, Firenze 142 km, Rome (airport) 150 km.

Please carefully check if there are any extra costs to be paid on site!

Villa Sarteano ★ ★ ★ ☆ ☆
Sarteano (Tuscany)
Starting at $3047.50

Villa made up of 5 apartments in a building which originates from the 18th century, the apartments come rented as one single rental unit to a group of friends or family.

The property is found in the countryside in a quiet panoramic location and has a swimming pool which is for the private use of guests only.

The house is decorated in a comfortable and rustic Tuscan style.

The location is excellent as it is a short distance from the best that the Val d’Orcia, the crete senesi and Umbria have to offer. The nearby town of Chiusi has a train station which allows guests to reach cities such as Siena, Florence and Rome.

The surrounding territory has many museums dedicated to the Etruscans people, a civilisation who were attracted to this unique area for the fertile land which offered a means to cultivate and prosper.

Access to the property is via a good condition dirt road (2.5km)

Available to guests: large garden with beautiful private swimming pool reserved for the use of the guests of Villa Sarteano (12 x 6 m – minimum depth 1.2 m – maximum depth 2.4 m), outside shower (cold water) near the pool. Parking at the property.

Distances: supermarket and access to the highway A1 and 4 km, Sarteano with a wide variety of shops - 5 km, Chiusi - 7 km, Chianciano Terme - 10 km, Montepulciano - 20 km, San Casciano dei Bagni - 20 km, Bagno Vignoni - 35 km, Pienza - 33 km, Cortona - 40 km, Montalcino - 40 km, Orvieto - 40 km, Perugia - 60 km, Siena - 80 km, Rome - 160 km.

Extra services: (to be paid at the villa): Children’s cot available upon request at a cost of € 50 per week. Cleaning service available upon request at a charge of € 15 per hour. Washing machine located in outside utility room - € 6 per cycle.

The property is partnered with the famous thermal spa Fonteverde di San Casciano dei Bagni, with the Terme of Chianciano and with some wineries close by.

Please carefully check if there are any extra costs to be paid on site!

Villa Bonriposo ★ ★ ★ ★ ★
Legoli (Tuscany)
Starting at $5230.20

Independent villa rental with private pool for 10 people in Tuscany’s Pisa province.

This comfortable vacation villa rental in Tuscany is in a beautiful spot overlooking the hills, about 30 km from Volterra, 45 km from Pisa, and just a short distance from the towns of Montefoscoli, Legoli and Castelfalfi (renowned golf course).

Inside it is made up of the main house with 3 bedrooms, a small apartment with 1 bedroom, and an annex with 1 bedroom.

The pool is about 100 metres from the house and offers beautiful views of the hills and the town of Montefoscoli.

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.

The surrounding area is very interesting, thanks to important nearby towns such as Volterra, San Gimignano, Pisa and Lucca.

Guests of this comfortable country house with private pool will have use of: private pool (16 x 8 m - minumum depth 0,7 metres; intermediate depth: 1,20 metres; maximum depth 1,8 m; large garden equipped for dining outside; Wifi internet free of charge

- 5 bedrooms, 6 bathrooms to comfortably accommodate up to 10 people; plentiful parking on the grounds; air conditioning included in the rental price, ping pong table.

Distances: Legoli (food shop) 1 km, Montefoscoli 4 km, Forcoli and Peccioli (shops of all kinds) 10 km, Pontedera 20 km, Volterra 30 km, San Gimignano 35 km, Pisa 46 km, Lucca 60 km, Firenze 70 km, Siena 75 km, Cinque Terre about 140 km.

Please carefully check if there are any extra costs to be paid on site!

Casale Santa Francesca ★ ★ ★ ★ ☆
Campiglia D'orcia (Tuscany)
Starting at $8919.40

Spacious villa with panoramic views over the surrounding countryside, private swimming pool and Jacuzzi. The property is surrounded by a large garden and is located in one of Tuscany’s most beautiful zones the Val d’Orcia – a territory located south of Siena, famous for its charming towns such as Pienza, Montalcino, Montepulciano, Bagno Vignoni, Bagni San Filippo, San Quirico d'Orcia. This property is comprised of 3 apartments – they are not linked internally but are rented collectively to one rental group of friends or family. A beautiful communal room with a living area and kitchen allows all of the guests to come together for meals etc. Outside guests can enjoy a private swimming pool and a Jacuzzi.

Access to the house is via a dirt road, roughly 2km in length.

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.

Available to guests: garden and outside areas furnished for dining alfresco, private and fenced-in swimming pool reserved for the exclusive use of guests (14 x 7m; depth: 1,20 - 1,40 m), outdoor Jacuzzi large enough for 5 people (next to the swimming pool), communal inside space large enough to hold all of the guests together at the same time with living area, tennis table, dining area and kitchen. The rental has free Wi-Fi internet connection (Starlink), children’s cot, outdoor laundry room.

All the bedrooms are air-conditioned.

Starting from 2021 season, Casale Santa Francesca will provide a charging station for electric cars (11 KW). Guests will be given a card at their arrival allowing them to recharge their car batteries (this service is to be paid on site to the villa owner).

Distances: Campiglia d’Orcia - 2.5 km (post office, bar-restaurants), San Filippo (thermal baths) – 6km, Castiglione d’Orcia - 14 km, Chianciano Terme (thermal baths) - 24 km, Pienza - 27 km, Montepulciano - 30 km, Montalcino - 34 km, Monte Amiata - 24 km, San Casciano dei Bagni - 30 km, Siena - 64 km, Orvieto - 80 km, Florence - 155 km, Rome - 190 km.

Please carefully check if there are any extra costs to be paid on site!

Villa Cuculo ★ ★ ★ ☆ ☆
Patrignone (Tuscany)
Starting at $4223.95

Villa Cuculo is a large villa with a pool, 6 bedrooms, 5 bathrooms, and panoramic views, in a strategic location among the hills of Patrignone, a small town in Tuscany’s Arezzo province.

The house is elegantly and tastefully furnished, offering indoor and outdoor spaces equipped with all amenities to guarantee a relaxing and tranquil vacation. The vast grounds include a well-tended park with lawns and lush greenery; equipped outdoor areas with comfortable hammocks, lawn furniture, and a barbecue for dining al fresco; a beautiful pool with panoramic views; a terrace equipped with sun loungers and an outdoor shower; and a private tennis court. It is all for the exclusive use of villa guests—perfect for relaxing with family or friends, organizing outdoor barbecues and dinners, sunbathing by the pool, or unwinding in the shade of the hammocks.

Inside, the elegant and refined interiors, together with all the amenities of the well-equipped kitchen, numerous bathrooms, bright living rooms, and large bedrooms, offer guests a one-of-a-kind, unforgettable experience.

The location is ideal for reaching Tuscany’s beautiful cities, such as Arezzo, Florence, and Siena, as well as the charming towns of Cortona, Montepulciano, and Pienza. Guests can also visit Lake Trasimeno and nearby Umbria.

At guests’ disposal: large park surrounding the villa (completely fenced in); tennis court (enclosed and with lighting); pool reserved for guests’ exclusive use (15 x 11 meters; minimum depth: 1.70 m; maximum depth: 3.50 m); the pool is enclosed and offers a gazebo with table, 13 sun loungers, 2 changing rooms, 1 WC, and 1 bathroom with shower; room with billiard table; well-equipped outdoor area (with lighting) with barbecue, table, and chairs for eating al fresco; parking within the grounds; free Wi-Fi indoors and outdoors; 50-inch satellite TV; 2 baby beds and 1 high chair; fans in all bedrooms; 3 hammocks; housekeeping service included in the price (9 hours total: Monday, Wednesday, and Friday from 3 PM to 6 PM).

Distances: Patrignone (bar): 1 km, Ceciliano (shops of all kinds and train station with service to Arezzo) 2,5 km, Arezzo 6 km, Cortona 35 km, Montepulciano 55 km, Siena 60 km, Pienza 60 km, Florence 70 km, Gubbio 95 km, Perugia 100 km

Please carefully check if there are any extra costs to be paid on site!

Casa Vasco ★ ★ ★ ☆ ☆
Sciano (Tuscany)
Starting at $3009.55

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!

Moriolo ★ ★ ★ ★ ☆
Piano Di Moriolo (Tuscany)
Starting at $1847.43

Apartment rental in an elegant, recently renovated complex in Piano di Moriolo, a hamlet in the beautiful Tuscan hills of Pisa province. The building dates back to the year 786, when the tower was part of a military fort. In 1751 it became property of the Pazzi family, who converted it into a farm house.

The apartment offers marvelous panoramic views of the hills and the nearby town of San Miniato. Its well-equipped outdoor space allows guests to enjoy the views and relaxing atmosphere, and eat outside with their family or group of friends. Outside in the welcoming common space there is a play area for children, barbecue area and pool, shared with guests’ of the other apartments.

Inside, the apartment is tastefully and elegantly furnished, offering all amenities (fireplace, satellite TV, appliances, WIFI, air conditioning, etc) for a relaxing stay.

Its strategic location is within easy distance of attractions such as San Miniato, Florence, Siena, Lucca, Certaldo and the entire Chianti zone.

At guests’ disposal: large garden; pool with panoramic views, shared with the guests of the other apartments: the pool is 13 x 8,5 meters, and 1,40 meters deep; for young guests there is a shallow area where the water is 0,40 m deep, measuring 8,5 x 2 meters; sweeping views of the valley and town of San Miniato; air conditioning in all apartments, included in the rental price; free wi-fi internet; private outdoor space equipped with table and chairs for each apartment; barbecue area; outdoor children’s play area; 2 baby beds and 2 high chairs available free of charge, requestable at the time of reservation.

Distances: San Miniato Alto (shops and restaurants) 4 km, San Miniato Basso (shops of all kinds) 7 km, San Gimignano 40 km, Florence, Pisa and Lucca are all approximately 45/55 km away, the Versilia Riviera on the Tuscan coast (beaches, beach resorts, and famous night spots) about 70 km.

Extra services: it is possible to organize numerous services such as wine tours, truffle hunts, cooking classes, and dinners at the property (dinners for minimum 10 people only).

Please carefully check if there are any extra costs to be paid on site!

Villa Simone ★ ★ ★ ★ ★
San Gimignano (Tuscany)
Starting at $8283.45

Villa Simone is a beautiful stone villa rental in Tuscany dating back to the 15th century. It sits on a panoramic spot in the Chianti hills near San Gimignano.

Built around a watchtower, the villa has been restored in 2023 to preserve its original characteristics. It is furnished in Tuscan style, offers all amenities and can accommodate up to 14 people in 7 bedrooms.

Outside, guests can take advantage of a well-tended garden, private pool with deck chairs and umbrellas, an area for dining outside, and a tennis court: it is the perfect place for a fun, relaxing vacation immersed in the Chianti countryside.

The area is renowned all over the world for its food, wine, art and history. The house is a perfect base for exploring the characteristic villages and art cities of the Chianti and Tuscany, such as Certaldo, Volterra, San Gimignano, Colle Val d’Elsa, Florence, Siena, and Castelfiorentino.

At guests’ disposal: 7 bedrooms; large room with billiard table; private, fully-equipped garden; exclusive use of large swimming pool (16 x 8 m); tennis court; gym and welness area with sauna and Jacuzzi; barbecue; parking within the grounds; panoramic view; wi-fi internet.

Access to the property is via an unpaved road in good condition and suitable for all vehicles.

Distances: San Gimignano with shops of all kinds 5 km, Certaldo 15 km, Volterra 25 km, Siena 40 km, Florence approx. 50 km, Pisa (airport) 75 km.

Please carefully check if there are any extra costs to be paid on site!

Villa Dei Vini ★ ★ ★ ★ ☆
Terontola (Tuscany)
Starting at $1279.95

Villa dei Vini is a villa near Cortona (Arezzo province), Tuscany.

Inside, the villa offers all amenities and simple, tasteful furnishing. It comfortably accommodates 6 people in 3 spacious bedrooms and welcoming, bright spaces. The villa’s large, outdoor spaces ensure tranquility and privacy. A private pool will be ideal for relaxing and enjoying time outside with family and friends. From the pool and furnished terrace there are splendid views of Cortona and the surrounding valley.

This villa is ideal for a relaxing vacation within easy reach of Arezzo, Cortona, the villages of the Val d’Orcia and Lake Trasimeno.

At guests’ disposal: 3 bedrooms, each with ensuite bathroom; air conditioning (included in the rental price) in the entire house; modern kitchen; large, enclosed garden; pool with panoramic views for guests’ exclusive use (10 x 5 meters; minimum depth: about 1 meter; maximum depth: 1,75 meters); outdoor space equipped for dining outside; free WIFI internet; baby bed; barbecue; parking within the grounds.

Distances: Terontola (shops of all kinds) 3 km, Cortona 12 km, Lake Trasimeno 10 km, Montepulciano 27 km, Arezzo 35 km, Rapolano Terme (renowned thermal spas) 40 km, Perugia 40 km, Pienza 45 km, Siena 70 km, Florence 115 km.

Note: The villa has an outdoor video surveillance system

Please carefully check if there are any extra costs to be paid on site!

Villa Gerlino ★ ★ ★ ★ ★
Rapale (Tuscany)
Starting at $10727.20

Lovely villa for 18 persons with private pool composed of a farmhouse and two barns, restored into a luxurious villa with two annexes.

This exclusive villa offers charming views over the gorgeous landscape of the Chianti area and allows to easily enjoy all the natural resources and the cultural features of this locality in Tuscany.

The property has 9 bedrooms and 9 bathrooms, yet it has retained much of its original charm while offering modern fittings, including underfloor heating or cooling systems depending on the time of year.

Please note that the underfloor cooling systems during the summer season can bring the temperature down to 24°/26° (no lower)

All rooms are comfortably appointed with modern terracotta tiled floors, beamed ceilings, satellite television and with ensuite shower rooms.

The property is located on a hilltop in a gated, private estate surrounded by vineyards and woodland with extensive countryside views.

There are also several outlet stores including Prada, Gucci and Armani within forty minutes drive.

The villa is well located for pleasant day trips to many of Tuscany's most picturesque towns; Siena in approximately thirty minutes, Montepulciano, Cortona or Montalcino and charming villages like Greve-in-Chianti within an hour.

At guests' disposal: lovely park of about 10 hectares with olive groves woodlands; the pool area is completely furnished with an equipped gazebo; large pool (12 x 6 mt - depth 1,40 mt); WI-FI Internet connection; parking for at least 4 cars (please note that having a car is highly recommended); wood-burning oven; barbecue area situated just outside the main kitchen; sauna, baby-beds available; domestic help 2 hours a day, 6 days a week included in the rental price.

Distances: the house is ideally situated to reach many nearby towns for touring: Siena 22 km, Arezzo: 34 km, Florence: 65 km, Perugia: 90 km.

Please carefully check if there are any extra costs to be paid on site!

Villa Panizzi ★ ★ ★ ★ ☆
San Gimignano (Tuscany)
Starting at $2469.05

Villa Panizzi is a splendid farmhouse in San Gimignano, the renowned village in the heart of the Chianti, Tuscany.

Recently renovated, it offers all amenities, and is furnished in characteristic, rustic, country style. The property consists of the main villa (with 3 bedrooms) and an annex a few meters away (with 1 bedroom): the two parts are rented together. Thanks to its 4 bedrooms and common spaces, it can accommodate up to 8 people.

Outside, guests have exclusive use of a beautiful garden and pool for relaxing in privacy during the summer days. There is a barbecue area furnished with table and chairs for dining outside while taking in the marvelous panoramic view of the Tuscan hills and surrounding countryside.

The Chianti area is famous for its wine, food, art and history. This house is the ideal base for exploring characteristic medieval villages like Volterra, Radda in Chianti, Certaldo, and Castelfiorentino; as well as art cities such as Siena, Florence, Pisa and Lucca, all within easy reach by car.

At guest' disposal: private swimming pool (12 x 6 meters; minimum depth: 1,20 meters; maximum depth 2,80 meters); large veranda with table and chairs next to the kitchen; 3 bedrooms with air conditioning, and 4 bathrooms; barbecue; parking; the farm’s wine and olive oil available for purchase.

Distances: San Gimignano (shops of all kinds) less than 2 km, Poggibonsi 13 km, Volterra 30 km, Siena 40 km, Florence 50 km, Pisa and Lucca are about 85 km away. The Chianti Classico wine zone lies within a 20 - 50 km radius.

Please carefully check if there are any extra costs to be paid on site!

Casale Miro ★ ★ ★ ☆ ☆
Fratticciola (Tuscany)
Starting at $4612.65

Nice stone-built farmhouse with private swimming pool in the Tuscan countryside, located into a big farm in the surroundings of Camucia, a short distance from the charming town of Cortona. The owners live nearby the villa and personally manage the farm producing wine, oil and cereals. The country house in divided into 3 apartments not connected internally, but set on the same building. On the ground floor there is a wide living room to share free time all together and offers a kitchen and a lounge/dining area. The further two apartments are located on the first floor of the building. The swimming pool is at 30m away from the entrance, near the owners house but to the exclusive use of the guests. In front of the farmhouse guests can enjoy a large furnished dining area with a barbecue, a wood over, table and chairs. the access to the villa is via a short path in good condition and suitable to any type of car. The position of this villa allows the guests to easily reach the most important sites of this area, such as Cortona, Arezzo Siena and Florence.

Available to guests: garden and large furnished outside areas, swimming pool (14 x 7 m) reserved for the exclusive use of guests, barbecue and wood burning oven. The rental has Wi-Fi internet connection and air conditioning in every bedroom. Parking available on the property.

Distances: Foiano della Chiana (wide variety of shops) - 9 km, Cortona - 12 km, Montepulciano - 25 km, Arezzo - 30 km, Siena - 60 km, Perugia - 60 km, Assisi - 80 km, Orvieto - 80 km, Florence - 100 km, Rome - 190 km.

Please carefully check if there are any extra costs to be paid on site!

Villa Il Caggio ★ ★ ★ ★ ★
San Gimignano (Tuscany)
Starting at $3900.80

Villa Il Caggio is a splendid villa located on a farm just a few kilometers from San Gimignano, a characteristic village in the Chianti, Tuscany.

This area is among the most renowned in Italy and in the world for its food, wine, art and history. The villa is an excellent base for exploring the small villages among the Chianti hills, and enjoying an authentic, fun and delicious Tuscan experience.

The house has been recently renovated and subdivided into two units (the main house and an annex). Tastefully furnished in country style, the property offers all amenities and can accommmodate up to 14 people in 7 bedrooms.

Outside there is a private pool; sun deck with sun loungers and umbrellas; and a dining area covered by a pergola: a unique setting for enjoying the hot summer days and marvelous panoramic views of the surrounding hills and countryside.

Volterra, Certaldo, Florence, Siena, Pisa, Lucca and all of the other characteristic medieval villages in this splendid area of Tuscany are within easy reach.

At guests’ disposal: 7 bedrooms with air conditioning, to comfortably accomodate up to 14 people; large, enclosed, well-tended private garden; pool for guests’ exclusive use (14 x 7 m – maximum depth 1,4 m); room with billiard table; parking within the grounds; free wi-fi internet; panoramic view.

Distances: the center of San Gimignano with shops of all kinds only 8 km away, Certaldo 15 km, Volterra 25 km, Siena approximately 40 km, Florence approximately 50 km, Pisa (airport) 75 km.

Please carefully check if there are any extra costs to be paid on site!

Casale Chiara ★ ★ ★ ☆ ☆
Montefoscoli (Tuscany)
Starting at $2921.49

Comfortable home with private swimming pool located on the hills around the town of Montefoscoli, roughly 30km from Volterra and 45 km from Pisa.

The house is surrounded by a large, well-looked after garden with a private swimming pool and panoramic views over the charming Montefoscoli area). The rental is furnished in a rustic Tuscan style.

The area around Casale Chiara is made very interesting to visit thanks to the towns of Volterra, San Gimignano, Pisa and Lucca.

Available to guests: private swimming pool (12 x 6 m – min. depth 1.3 m – max. depth 2 m), large garden with furnished gazebo for outdoor dining, wood burning oven and barbecue area. The rental has Wi-Fi internet connection and parking.

Distances: Legoli (offering food shops) - 2 km, Montefoscoli - 3 km, Forcoli/Peccioli (wide variety of shops) - 9 km, Pontedera - 20 km, Volterra - 30 km, San Gimignano - 33 km, Pisa - 46 km, Lucca - 60 km, Florence - 70 km, Siena - 75 km, the Cinque Terre zone lies roughly 140 km away.

Please carefully check if there are any extra costs to be paid on site!

Maggiano ★ ★ ★ ☆ ☆
Lucardo (Tuscany)
Starting at $4517.20

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!

Villa Farneta ★ ★ ★ ★ ☆
Cignano (Tuscany)
Starting at $4632.20

Large villa with private swimming pool located close to Cortona and many of Tuscany’s most famous attractions such as Arezzo, Siena, Pienza and Montepulciano.

The property is composed of 2 apartments that are internally linked and are rented together, easily welcoming a group of up to 13 guests – the ideal rental for a family reunion or for a group of friends on holiday.

Outside, guests can enjoy a beautiful garden with a private swimming pool, fenced and reserved for the exclusive use of guests; there is also a barbecue and a large gazebo furnished with table and chairs for outdoor dining. Between the gazebo and the swimming pool there is a bathroom with a shower.

The owners (kind and friendly people) live in a house a few dozen meters from the villa and they are available if needed or for suggestions on what to see and do in the area or where to go to experience the best of Tuscan cuisine.

Available to guests: large garden with gazebo and furnished area with barbecue private and fenced swimming pool (12 x 6 m – min. depth 1 m – max. depth 1.7 m); shower (with hot and cold water) next to the pool, outdoor bathroom with shower close to the swimming pool. The villa has Wi-Fi internet connection, 2 children’s cots, air conditioning in all of the bedrooms and the living area. There is a laundry room with washing machine and drier and parking provided at the property.

Distances: Farneta (food shops and famous abbey) - 2 km, Camucia (shops of every kind) - 9 km, Cortona - 12 km, Montepulciano - 26 km, Pienza - 32 km, Montalcino (home to the famous wine "Brunello di Montalcino") - 50 km, Perugia - 55 km, Assisi - 75 km, Florence - 105 km.

Please carefully check if there are any extra costs to be paid on site!

Casale Di Cozzile ★ ★ ★ ★ ☆
Cozzile (Tuscany)
Starting at $975.20

Comfortable country house in a hilly position in Val di Nievole, Tuscany.

The villa can accommodate up to 4 guests in 2 bedrooms and is equipped with every comfort to ensure absolute functionality and privacy. Surrounded by a beautiful fenced garden, the house offers a private swimming pool perfect for relaxing and cooling off in the hottest season. A comfortable equipped barbecue area is the ideal solution for organizing barbecues to share with friends and family and for dining outdoors, while admiring the splendid panoramic view of the surrounding valley.

The house is located in a strategic position, just 60 km from the Tuscan coast and close to the most important cities of the region, such as Pisa, Lucca and Florence.

The house is accessed by climbing a series of steps (about 30) from the parking area.

At guests' disposal: 2 bedrooms and 1 bathroom, swimming pool reserved for the exclusive use of guests (6.5 x 3.5 meters; depth: 1.40 meters), fenced garden with barbecue area, wood oven, lovely gazebo, corner with swing, parking on the property, elevated and panoramic position of the house, baby bed, wi-fi internet connection (free wi-fi).

News : Casale di Cozzile has equipped itself with a "Finnish tub" with the following characteristics:

- seats for 5 people

- acrylic tub with a diameter of 2 meters; depth: 1 meter

- hydromassage

- led illumination

- possibility of heating the water up to 36 ° / 40 ° in about 40/50 minutes

Distances: Borgo a Buggiano (all kinds of shops) at 10 km, Montecatini Terme at 10 km, Montecatini Alto at 10 km, Lucca at 40 km, Pisa at 51 km, Viareggio at 60 km, Florence 60 km.

Note: The villa has an outdoor video surveillance system

Please carefully check if there are any extra costs to be paid on site!

Casa Legoli ★ ★ ★ ☆ ☆
Legoli (Tuscany)
Starting at $2616.25

Beautiful detached house with private swimming pool located on a hill just 5km from the famous 18-hole Castelfalfi golf course. The dominating position of the property means it enjoys a fantastic view over the surrounding landscape.

The surrounding area offers many places to visit such as visit like Volterra, San Gimignano, Pisa and Lucca. The Tuscan coast with famous beaches like Versilia, Cecina, Tirrenia and Castiglioncello, is also easily reached.

Available to guests: Private swimming pool for the exclusive use of guests with a panoramic view, private and fenced garden, Wi-Fi internet, satellite TV. Parking onsite.

Distances: Legoli (food shops) - 2 km, Montefoscoli - 3 km, Forcoli or Peccioli (shops of every kind) - 9 km, Pontedera - 20 km, Volterra - 30 km, San Gimignano - 33 km, Pisa - 46 km, Lucca - 60 km, Florence - 70 km, Siena - 75 km, the Cinque Terre are located about 140 km away.

Please carefully check if there are any extra costs to be paid on site!

Borgo Mulignone ★ ★ ★ ☆ ☆
Molino D'elsa (Tuscany)
Starting at $1320.20

Borgo Mulignone is a large property in the Chianti Hills of Tuscany.

Retrieved from the reastauro of an old Farmhouse, the Borgo includes 10 comfortable apartments, suitable for couples families or friends.

Each apartment is equipped with every comfort and an outdoor area equipped for outdoor dining.

The complex is surrounded by the Tuscan Countryside and a large garden that offers 3 private pools to share with other guests, a perfect place to relax and enjoy the panoramic view on hot summer days.

The owners of Borgo Mulignone live on site and are available to guests for any problems or to recommendations for activities and places to visit.

The strategic location of the property allows guests not only to enjoy nature and the Tuscan Countryside, but also to easily reach the most beautiful cities of the Region such as Siena, Arezzo, Florence and the characteristic villages of San Gimignano, Colle Val d'Elsa, Monteriggioni, Casole d'Elsa and the whole Chianti area.

At guests' disposal: large green areas, three swimming pools of which one is very large (20 x 10 m - maximum depth 1.4 m), a smaller one (10 x 5 m - maximum depth 1 m) and a smaller one equipped with a corner with hydromassage (8 x 5 m - maximum depth 1 m), barbecue, outdoor area with children's games, internet connection via wi-fi. Each apartment has a private outdoor area equipped with a gazebo, table and chairs for outdoor dining, access to the property is via a section of unpaved road of about 700 m in good condition. Parking is available inside the property. Shared laundry (payment on the spot). Free Wi-Fi internet connection is available outside the apartments.

Distances: Pievescola with food shops at 3 km, Casole d'Elsa with all kinds of shops at 15 km, the medieval town of San Gimignano approx. at 20 km, Monteriggioni approx. at 10 km, Siena is at about 20 km.

The abbey of San Galgano (roofless church and sword in the rock) can be easily reached in about 30 minutes by car.

Please carefully check if there are any extra costs to be paid on site!

Casa Cipressi ★ ★ ★ ★ ☆
Sciano (Tuscany)
Starting at $3022.20

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 Fabrizio ★ ★ ★ ★ ☆
Greve In Chianti (Tuscany)
Starting at $1316.75

Nice independent villa with private pool situated a short distance away from the charming town of Greve in Chianti (the town main square is in walking distance – 10 minutes away). This property, surrounded by beautiful olive groves and vineyards, offers spacious and welcoming interiors.

This villa is within easy reach of Tuscany's most important places of interest (Siena, Florence, San Gimignano, Volterra) as well as of the surrounding charming Chianti villages such as Castellina, Gaiole, Radda, Panzano.

Distances: Greve in Chianti centre only 500 metres away, Florence (airport) 32 km, Siena 34 km away, San Gimginano 50 km away.

At guests’ disposal: large furnished garden (approx. 400 square meters) with private, above-ground swimming-pool (diameter 6 m – depth 1,3 m – open from 01/04 through 04/11). WI-FI internet available.

Parking within the grounds.

Extra Services: Baby bed and high-chair available upon request (free of charge).

Casa Fabrizio can be rented together with Casa Torretta and Casa Monica (only a few meters away) to accommodate a total of 22 people. Casa Fabrizio and Casa Torretta are both independent villas and provide a private pool each (same ownership).

Please carefully check if there are any extra costs to be paid on site!

Podere Degli Olivi ★ ★ ★ ★ ☆
San Gimignano (Tuscany)
Starting at $1044.81

Three comfortable apartments just outside of splendid San Gimignano, the medieval village that attracts visitors from all over world every year. The property is composed of the owners' apartment, the Olive apartment (located next to the owners' apartment), and the Ortensia and Melograno apartments (located a short distance away, in a renovated barn). All of the apartments are well furnished and very comfortable. San Gimignano is just 1 km away and can even be reached on foot via a very panoramic, small country road.

This property is in an ideal location for visiting the beauties of Tuscany.

The road connecting San Gimignano to Poggibonsi is about 50 meters away.

Distances: San Gimignano with shops of all kinds 1 km away, Poggibonsi with shops of all kinds, train station and highway access 10 km away, Certaldo 14 km, Volterra 25 km away, Siena 35 km, Florence 50 km, the Chianti Classico area is within a 30 – 60 km radius, Pisa and Lucca are about 75 km away.

At guests' disposal: each apartment has air conditioning in the bedrooms and a large, private equipped outdoor space (garden as well as terrace), stone barbecue shared by guests.

WI-FI internet connection available free of charge in the apartments as well as outdoors.

A laundry area with washing machine is available to all guests.

Parking within the grounds.

A shared swimming pool (11 x 4 meters; depth: 1.20/1.90) is available

Extra services: Baby bed (available free of charge).

Please carefully check if there are any extra costs to be paid on site!