Tuscany

Villas and Vaction Homes in Tuscany

549704 Villas and Vacation Homes in Tuscany

2 1
  • airbnb
  • booking
  • vrbo
  • hometogo
  • expedia
  • belvilla
  • villanovo
  • interhome
  • tripcom
Search for your vacation home
Price per night
Rating

Best villa offers in Tuscany

Podere Rapolano - Tuscan Villa With Private Pool - Tuscany
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.
The Castle's Quarters - Tuscany
9.3Excellent 39 reviews
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.
Beautiful Home In Lajatico -Pi- - Tuscany
9.4Excellent 3 reviews
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.
Stunning Estate + Winery Operating As Two Luxury Villas + Infinity Pool - Tuscany
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.
Typical Tuscan Country House - Tuscany
10Excellent 248 reviews
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.
Stabbia: House / Villa - Cerreto Guidi - Stabbia ( Firenze) - Tuscany
9.0Excellent 19 reviews
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.
Cozy Indipendent Panoramic Portion Rossella'house - Tuscany
9.9Excellent 140 reviews
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.
Casa Vacanze Elisabetta - Tuscany
9.6Excellent 60 reviews
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.
Lovely Home In Cortona With Kitchen - Tuscany
9.0Excellent 2 reviews
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.
Sal_apt.1bdr@ Olimagiofarm W/animals_25mpool_4km Fortedeimarmi Beach_bikeonsite - Tuscany
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.
Chianti Vineyards Olive Groves Food Tastings Scenic Views - Tuscany
9.1Excellent 54 reviews
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.
The Little Villa With Garden(4 Rooms, Free Parking) - Tuscany
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.

Villas and Vacation Homes with Pool in Tuscany

Among the 549704 villas in Tuscany here are the 8 best villas with pool

Luxury Villa Overlooking Val D'orcia - Tuscany
Tuscany
2 1
$793/nighttotal: $22204 (28 )

Luxury Villa Overlooking Val D'orcia

house - Roccastrada
Located in the UNESCO World Heritage Val d'Orcia, this expansive villa is situated approximately 73 miles from Florence Airport.
This welcoming holiday home offers 3,010 square feet of living space, accommodating up to 11 guests with air conditioning, a full kitchen featuring a dishwasher and oven, and access to an outdoor swimming pool.
Piero - Tuscany
9.2Excellent 26 reviews
Tuscany
2 3
$236/nighttotal: $1652 (7 )

Piero

house - Buti
Secluded on a 3,000 m2 private, fenced property 4 miles from the center of Buti, this villa offers a peaceful retreat 15 miles from Lucca and 20 miles from Pisa, with the sea 35 miles away.
This 1720 square foot, air-conditioned holiday home, renovated in 2019, features 3 bedrooms, 2 bathrooms, accommodates 8 guests, and boasts a private swimming pool and terraced garden.
Poggiolivo - Tuscany
8.7Very good 3 reviews
Tuscany
3 2
$254/nighttotal: $3556 (14 )

Poggiolivo

house - Montevarchi
Located in the Poggiolivo district, this house is 21 miles from Piazza Grande in Starda and 27 miles from Piazza del Campo, offering a secluded retreat near The Mall Luxury Outlet (22 miles) and Piazza Matteotti (26 miles).
This luxurious 860 sq ft villa boasts 2 bedrooms and 2 bathrooms, featuring a private swimming pool, sauna, fitness center, tennis court, and high-speed WiFi, making it an ideal holiday home for discerning travelers.
The Pinewood For Wine Lovers With Ac - Tuscany
9.7Excellent 50 reviews
Tuscany
6 3
$572/nightfor 1 night

The Pinewood For Wine Lovers With Ac

house - Crespina Lorenzana
This exclusive villa offers an authentic Tuscan countryside experience between Pisa and Livorno, providing easy access to Florence and Lucca, and features 3 bedrooms and 3 bathrooms accommodating up to 6 guests.
Enjoy a relaxing holiday with an expansive garden featuring an outdoor kitchen, a swimming pool, and opportunities for vineyard tours and wine tastings, all within a welcoming atmosphere perfect for country walks.
Villa Le Querce - Tuscany
8.0Very good 1 review
Tuscany
12 6
$568/nighttotal: $3976 (7 )

Villa Le Querce

house - Casale Marittimo
Located in the Montaleo district, Villa le Querce offers panoramic views of olive groves and is situated 2 miles from Casale Marittimo's center and 11 miles from the coast.
This spacious 2370 sq ft villa, ideal for up to 15 guests, features 6 bedrooms, 3 bathrooms, a modern kitchen with a dishwasher, air conditioning, a swimming pool, and a large terrace with a barbecue, making it a perfect holiday home for families.
San Vincenzo Bungalow With Sauna - Tuscany
Tuscany
4 2
$598/nighttotal: $7176 (12 )

San Vincenzo Bungalow With Sauna

bungalow - San Vincenzo
Directly on private sandy beaches in San Vincenzo, this bungalow offers unparalleled access to the sea, just 300 feet away via an underpass, within a family-friendly holiday complex surrounded by a nature park.
This welcoming 610 sq ft villa accommodates up to 6 guests with 2 bedrooms and 1 bathroom, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, garden, tennis court, and parking, plus complimentary beach parasols and sun loungers.
Villachiara - Tuscany
Tuscany
7 1
$461/nighttotal: $27660 (60 )

Villachiara

farm - Laterina Pergine Valdarno
Villa Chiara, an architect-designed 1950s villa with Frank Lloyd Wright influences, is located in Pergine Valdarno, just 300 feet from the village center and approximately 30 miles from Florence and 28 miles from Siena.
This expansive 25,510 square foot villa, featuring air conditioning, a swimming pool, and parking, accommodates up to 7 guests with 1 bedroom and 3 bathrooms, and offers optional private chef services and cooking classes.
Beautiful Home In Castiglion Fiorentino - Tuscany
Tuscany
10 4
$948/nighttotal: $1896 (2 )

Beautiful Home In Castiglion Fiorentino

house - Castiglion Fiorentino
Located in Castiglion Fiorentino, this villa is 13 miles from Piazza Grande and 25 miles from Montepulciano Terme, offering a private entrance and ample free private parking.
This 1450 square foot holiday home features 4 bedrooms, 3 bathrooms, a fully equipped kitchen with a dishwasher and microwave, air conditioning, a private pool, hot tub, outdoor fireplace, and a garden for ultimate relaxation.

Frequently Asked Questions about Tuscany

  • What are the must-see attractions that I should visit in Tuscany, Italy?

    For a first-time visitor to Tuscany, Italy, the Uffizi Gallery in Florence is essential for its Renaissance art, including Botticelli's 'The Birth of Venus.' The Leaning Tower of Pisa is another iconic landmark. Siena's Piazza del Campo, a shell-shaped medieval square, is a remarkable sight. Don't miss the historic center of San Gimignano with its medieval towers.
  • How much does it typically cost to stay in a villa in Tuscany, Italy?

    The cost of a villa rental in Tuscany, Italy, varies significantly. During peak season, from June to August, expect prices to range from $3,000 to $10,000 per week for a moderately sized villa. Off-season rates, like in October or April, can be considerably lower, perhaps $1,500 to $5,000 per week. Larger properties or those with premium amenities will naturally command higher prices.
  • What are the best towns, villages, or areas to rent a villa in Tuscany, Italy?

    For a classic Tuscan villa experience, consider the Chianti region, known for its vineyards and wine estates. The Val d'Orcia offers breathtaking landscapes, with towns like Pienza and Montalcino being popular choices. For proximity to Florence, look at areas in the Mugello valley. If you prefer a more rustic feel and are interested in exploring medieval towns, consider the area around San Gimignano or Volterra.
  • When is the best time to book a villa in Tuscany, Italy, and how far in advance should I plan?

    It's best to book a villa in Tuscany, Italy, at least six to nine months in advance, especially if you're planning to travel during the popular spring (April-May) and fall (September-October) seasons. Summer months, particularly July and August, are the busiest and require booking even earlier, often a year ahead, to secure desirable properties.
  • What are the must-see festivals or seasonal events in Tuscany, Italy?

    Tuscany, Italy, hosts several noteworthy events. The Giostra del Saracino in Arezzo, a medieval jousting tournament, takes place in June and September. Florence celebrates the Calcio Storico, a historic football match in period costume, in late June. For a taste of local traditions, the Palio di Siena, a bareback horse race, is held on July 2nd and August 16th in Siena's Piazza del Campo.

Villas in Popular Destinations

copyright © 2025 - 2025 villapicker.com