
Tuscany
35 15
$998/nighttotal: $6986 (7 )
Podere Rapolano - Tuscan Villa With Private Pool
house - Asciano
Podere Rapolano is an historic 18th-century Tuscan building situated in the countryside near Asciano, offering panoramic views and convenient access to Siena, 27 miles away, and Arezzo, 30 miles away.
This expansive villa accommodates up to 35 guests across five apartments and a communal area, featuring a private swimming pool with hydromassage, a dedicated spa, a garden with a children's play area, and on-site activities like billiards and mountain bikes.
This expansive villa accommodates up to 35 guests across five apartments and a communal area, featuring a private swimming pool with hydromassage, a dedicated spa, a garden with a children's play area, and on-site activities like billiards and mountain bikes.

Tuscany
4 2
$121/nightfor 1 night
The Castle's Quarters
apartment - Pomarance
Perched atop a hill in Montecerboli's historic Castello district, this apartment offers breathtaking panoramic views of the Val di Cecina, adjacent to the Church and dating back to the 1400s.
This welcoming 2-bedroom apartment accommodates up to 4 guests with modern amenities including air conditioning and internet, perfect for a family holiday home, with free public parking available a short walk downhill.
This welcoming 2-bedroom apartment accommodates up to 4 guests with modern amenities including air conditioning and internet, perfect for a family holiday home, with free public parking available a short walk downhill.

Tuscany
4 3
$102/nighttotal: $1020 (10 )
Beautiful Home In Lajatico -Pi-
house - Lajatico
Located in Lajatico, this villa is approximately 27 miles from Pisa International Airport and within a 30-mile radius of major Tuscan landmarks including the Leaning Tower of Pisa, Piazza dei Miracoli, and Pisa Cathedral.
This holiday home offers 1290 square feet of living space with air conditioning, 3 bedrooms, a fully equipped kitchen with a dishwasher, and complimentary private parking, ensuring a comfortable stay close to attractions like Acqua Village and the Botanical Gardens of Pisa.
This holiday home offers 1290 square feet of living space with air conditioning, 3 bedrooms, a fully equipped kitchen with a dishwasher, and complimentary private parking, ensuring a comfortable stay close to attractions like Acqua Village and the Botanical Gardens of Pisa.

Tuscany
35 16
$13580/nighttotal: $95060 (7 )
Stunning Estate + Winery Operating As Two Luxury Villas + Infinity Pool
house - Buonconvento
This exclusive 18th-century country estate in Buonconvento, Tuscany, offers a luxury escape within the scenic Val di Merse region, providing proximity to the historic town of Pienza.
This expansive villa accommodates up to 38 guests with 16 bedrooms and 13 bathrooms, boasting amenities like a private winery, seasonal outdoor pool, jacuzzi, tennis court, and a full-service staff including a chef for an authentic Tuscan experience.
This expansive villa accommodates up to 38 guests with 16 bedrooms and 13 bathrooms, boasting amenities like a private winery, seasonal outdoor pool, jacuzzi, tennis court, and a full-service staff including a chef for an authentic Tuscan experience.

Tuscany
4 2
$176/nighttotal: $2112 (12 )
Typical Tuscan Country House
apartment - Pelago
Located in Pelago within the renowned Chianti Rufina region, this villa offers easy access to Florence, just a 20-30 minute drive or train ride, and is close to Nipozzano Castle.
This renovated old barn, a welcoming holiday home, features 600 square feet of living space, accommodates up to four guests with 2 bedrooms and 1 bathroom, and includes a well-equipped kitchen, air conditioning, a swimming pool, and a garden.
This renovated old barn, a welcoming holiday home, features 600 square feet of living space, accommodates up to four guests with 2 bedrooms and 1 bathroom, and includes a well-equipped kitchen, air conditioning, a swimming pool, and a garden.

Tuscany
7 3
$136/nighttotal: $8160 (60 )
Stabbia: House / Villa - Cerreto Guidi - Stabbia ( Firenze)
apartment - Cerreto Guidi
This 1,720 sq ft apartment in Cerreto Guidi is located on a panoramic hill near the Medici Villa of Stabbia and the 1800 Costanza House, offering expansive garden views and easy access to the Tuscan countryside.
This family-friendly property boasts 3 bedrooms, 2 bathrooms, sleeps 7, and includes a kitchen with a fridge and microwave, plus a terrace/balcony, garden, and pool access 150 meters away, making it an ideal villa for exploring Florence, Pisa, Siena, and Lucca, with the coast just a 50-minute drive away.
This family-friendly property boasts 3 bedrooms, 2 bathrooms, sleeps 7, and includes a kitchen with a fridge and microwave, plus a terrace/balcony, garden, and pool access 150 meters away, making it an ideal villa for exploring Florence, Pisa, Siena, and Lucca, with the coast just a 50-minute drive away.

Tuscany
6 2
$180/nighttotal: $360 (2 )
Cozy Indipendent Panoramic Portion Rossella'house
apartment - Reggello
Located in Reggello, this apartment is just 7 miles from S. Ellero train station, offering convenient access to Florence within a 30-minute journey, and is 12 miles from The Mall for shopping enthusiasts.
This family-friendly apartment, accommodating up to 6 guests, features a private garden, a panoramic loggia, and an outdoor dining portico, making it an ideal holiday home for exploring the natural surroundings and enjoying fresh air.
This family-friendly apartment, accommodating up to 6 guests, features a private garden, a panoramic loggia, and an outdoor dining portico, making it an ideal holiday home for exploring the natural surroundings and enjoying fresh air.

Tuscany
2 2
$145/nightfor 1 night
Casa Vacanze Elisabetta
house - Montalcino
Located in Montalcino, CASA VACANZE ELISABETTA is conveniently situated 27 miles from Piazza del Campo and 25 miles from Mount Amiata, offering easy access to key Tuscan attractions.
This welcoming holiday home features 2 bedrooms and 1 bathroom, a well-equipped kitchen with a dishwasher and fridge, complimentary private parking, and free WiFi, making it an ideal villa for exploring nearby towns like Bagno Vignoni, just 12 miles away.
This welcoming holiday home features 2 bedrooms and 1 bathroom, a well-equipped kitchen with a dishwasher and fridge, complimentary private parking, and free WiFi, making it an ideal villa for exploring nearby towns like Bagno Vignoni, just 12 miles away.

Tuscany
2 4
$227/nighttotal: $1362 (6 )
Lovely Home In Cortona With Kitchen
house - Cortona
Located in Cortona, this house offers a prime position, situated 24 miles from Piazza Grande and 27 miles from Montepulciano Terme.
This welcoming villa boasts 1180 square feet of living space, accommodating up to 13 guests with 4 bedrooms, 3 bathrooms, a fully equipped kitchen, air conditioning, and a private swimming pool, making it an ideal holiday home.
This welcoming villa boasts 1180 square feet of living space, accommodating up to 13 guests with 4 bedrooms, 3 bathrooms, a fully equipped kitchen, air conditioning, and a private swimming pool, making it an ideal holiday home.

Tuscany
7 2
$596/nighttotal: $35760 (60 )
Sal_apt.1bdr@ Olimagiofarm W/animals_25mpool_4km Fortedeimarmi Beach_bikeonsite
farm - Pietrasanta
Located in Pietrasanta, this farm stay provides a welcoming experience, just a short drive from the popular beaches of Forte dei Marmi and Viareggio.
This 540 sq ft villa accommodates up to 8 guests with 2 bedrooms and 2 bathrooms, featuring air conditioning, a swimming pool, a tennis court, and a well-equipped kitchen.
This 540 sq ft villa accommodates up to 8 guests with 2 bedrooms and 2 bathrooms, featuring air conditioning, a swimming pool, a tennis court, and a well-equipped kitchen.

Tuscany
4 2
$334/nightfor 1 night
Chianti Vineyards Olive Groves Food Tastings Scenic Views
farm - Greve in Chianti
This Chianti farm stay in Greve in Chianti offers a prime location for exploring renowned Tuscan cities like San Gimignano, Siena, Radda in Chianti, and Volterra, with scenic drives along well-signposted roads.
This 860 sq ft villa accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring a kitchen with a fridge and dishwasher, a swimming pool, a terrace with spectacular valley views, a garden, and a fitness center, making it ideal for families and wine enthusiasts with nearby attractions like Querciabella and Savignola Winery.
This 860 sq ft villa accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring a kitchen with a fridge and dishwasher, a swimming pool, a terrace with spectacular valley views, a garden, and a fitness center, making it ideal for families and wine enthusiasts with nearby attractions like Querciabella and Savignola Winery.

Tuscany
10 4
$1370/nightfor 1 night
The Little Villa With Garden(4 Rooms, Free Parking)
apartment - Lucca
This welcoming Lucca apartment offers a private garden and spa, conveniently located a 4-minute drive from the historic Walls of Lucca and a 6-minute drive from the Lucca Roman Amphitheatre, making it an ideal holiday home for exploring the region.
Featuring 4 bedrooms and 2 bathrooms to accommodate up to 10 guests, this pet-friendly vacation rental provides onsite parking, WiFi, a fully equipped kitchen with an oven and microwave, and easy access to outdoor adventures like rafting and hiking.
Featuring 4 bedrooms and 2 bathrooms to accommodate up to 10 guests, this pet-friendly vacation rental provides onsite parking, WiFi, a fully equipped kitchen with an oven and microwave, and easy access to outdoor adventures like rafting and hiking.






