Villas in Tuscany

Villas in Tuscany

4,102 properties for Villas. Compare and book at the best price!

Popular Villas in Tuscany

Capoliveri, Elba

10.0

Villa for 4 people, with garden, with pets

from CA$74 per night

Elba, Tuscany

10.0

Villa for 5 people, with garden

from CA$186 per night

Arezzo, Arezzo Province

9.7

Villa for 7 people, with garden and pool

from CA$237 per night

Arezzo Province, Casentino

9.4

Villa for 18 people, with garden and terrace

from CA$730 per night

Piancastagnaio, Siena Province

8.9

Villa for 11 people, with garden

Free cancellation

from CA$399 per night

Castel Focognano, Arezzo Province

10.0

Villa for 8 people, with pool and terrace as well as garden, with pets

from CA$231 per night

Sant'Enea, Arezzo Province

10.0

Villa for 17 people, with hot tub and garden

from CA$764 per night

Roccastrada, Maremma

9.4

Villa for 4 people, with garden, with pets

Free cancellation

from CA$216 per night

Castiglion Fiorentino, Arezzo Province

8.8

Villa for 4 people, with garden

from CA$142 per night

Cegliolo, Arezzo Province

9.2

Villa for 5 people, with garden and pool, with pets

from CA$186 per night

Castel Focognano, Arezzo Province

10.0

Villa for 4 people, with pool and garden

from CA$186 per night

Sant'Enea, Arezzo Province

10.0

Villa for 11 people, with garden and terrace as well as pool, with pets

from CA$313 per night

Sant'Andrea, Elba

9.0

Villa for 7 people, with terrace

from CA$92 per night

Sarteano, Siena Province

9.8

Villa for 16 people, with pool, with pets

from CA$441 per night

Arezzo Province, Tuscany

9.2

Villa for 18 people, with garden and pool

from CA$483 per night

Castiglion Fiorentino, Arezzo Province

10.0

Villa for 14 people, with pool

from CA$748 per night

Bientina, Pisa Province

8.5

Villa for 10 people, with pool, child-friendly

from CA$315 per night

Sarteano, Siena Province

9.1

Villa for 6 people, with garden

from CA$263 per night

Castiglion Fiorentino, Arezzo Province

8.9

Villa for 4 people, with pool and garden

from CA$234 per night

Sinalunga, Siena Province

10.0

Villa for 18 people, with pool and garden

from CA$690 per night

Castiglion Fiorentino, Arezzo Province

9.6

Villa for 6 people, with garden and pool as well as terrace

from CA$231 per night

Arezzo Province, Casentino

9.8

Villa for 10 people, with pool, with pets

from CA$307 per night

Arezzo, Arezzo Province

8.7

Villa for 6 people, with pool and garden

from CA$258 per night

Lucignano, Arezzo Province

9.5

Villa for 18 people, with garden and pool

Free cancellation

from CA$1,620 per night

Find Villas in Tuscany

Best Villas in Tuscany

Guests agree: these stays are highly rated for location, cleanliness, and more.
Villa for 16 Guests in Pratovecchio Stia, Arezzo Province
Villa for 16 Guests in Pratovecchio Stia, Arezzo Province, Picture 1
Villa for 16 Guests in Pratovecchio Stia, Arezzo Province, Picture 2
Villa for 16 Guests in Pratovecchio Stia, Arezzo Province, Picture 3
Villa for 16 Guests in Pratovecchio Stia, Arezzo Province, Picture 4
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Pratovecchio Stia, Arezzo Province
Villa • 250 m² • 8 Bedrooms
9.8
(63 reviews)
Beautiful house in a panoramic position, a short distance from the town of Pratovecchio. This rental is ideal for anyone looking for a peaceful option in the countryside. Outside the guests can enjoy a beautiful garden, wooden gazebo with large table for outdoor dining, a stone barbecue and a new swimming pool with a fantastic view. The property is quite near the Casentino national park and offers the possibility to visit both natural beauty such as Monte Falterona (where the source of the river Arno is found) as well as cities of art such as Arezzo and Florence, which are roughly 45km away...
from CA$543 / night
Villa for 20 Guests in Castiglion Fibocchi, Arezzo Province
Villa for 20 Guests in Castiglion Fibocchi, Arezzo Province, Picture 1
Villa for 20 Guests in Castiglion Fibocchi, Arezzo Province, Picture 2
Villa for 20 Guests in Castiglion Fibocchi, Arezzo Province, Picture 3
Villa for 20 Guests in Castiglion Fibocchi, Arezzo Province, Picture 4
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Castiglion Fibocchi, Arezzo Province
Villa • 290 m² • 9 Bedrooms
10.0
Breathtaking view and unspoiled nature. A breathtaking view, an age-old sense of peace and unspoiled nature together with the high level of comfort make Agriturismo Casavecchia the ideal destination for those who wish to spend a relaxing holiday in Tuscany. The farmhouse is placed on terraces of olive trees surrounded by cool oak woods which cover the Pratomagno Massif, which at a height of 1592m. above sea level, dominates the green valley of the Casentino, the lush Arno valley and the charming Chianti hills. The area around the house is ideal for taking walks in the woods where you can al...
from CA$603 / night
Villa for 4 Guests in Arezzo Province, Tuscany
Villa for 4 Guests in Arezzo Province, Tuscany, Picture 1
Villa for 4 Guests in Arezzo Province, Tuscany, Picture 2
Villa for 4 Guests in Arezzo Province, Tuscany, Picture 3
Villa for 4 Guests in Arezzo Province, Tuscany, Picture 4
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Arezzo Province, Tuscany
Villa • 100 m² • 2 Bedrooms
9.3
(9 reviews)
Former, recently restored barn situated a short distance away from the charming town of Cortona dating back to the Etruscan time. This property provides nice and welcoming interiors. Outside guests can enjoy use of a private garden and swimming-pool. The villa is in easy reach of the most important places of interest of central-south Tuscany such as Cortona, Castiglion Fiorentino, Arezzo, Siena.. A secondary road connecting the village of Montecchio to Camucia passes in front of the property. Distances Montecchio with groceries 2 km away, Camucia with shops of all kinds and railway station ...
from CA$239 / night

Other holiday ideas and property types in Tuscany that might be interesting

Discover Charming Villas in Tuscany

Your Gateway to Authentic Italian Living

Experience the ultimate escape in Italy's most enchanting region with villas in Tuscany that embody centuries of timeless elegance and rustic charm. These magnificent stone properties, many dating back to the 15th-18th centuries, showcase traditional Tuscan architecture with exposed wooden beams, terracotta floors, and panoramic terraces that overlook rolling vineyards and olive groves. Villa holidays combine authentic Italian character with modern luxury, offering discerning travelers spacious accommodations surrounded by breathtaking landscapes. Each property tells its own story through unique features like converted barns, ancient watchtowers, and historic farmhouses that have been thoughtfully restored to provide contemporary comfort while preserving their original character.

The second compelling reason to choose villas in Tuscany lies in their exceptional amenities designed for ultimate relaxation and memorable experiences. From infinity pools that seem to merge with the Tuscan horizon to private gardens filled with native lavender and olive trees, these properties offer an unparalleled level of luxury and privacy.

Here are the premium amenities guests can expect:

  • Private swimming pools with sun loungers and outdoor dining areas
  • Fully equipped gourmet kitchens with modern appliances and traditional bread ovens
  • Panoramic terraces and pergolas perfect for al fresco dining
  • Air conditioning and high-speed Wi-Fi for modern comfort
  • Barbecue facilities and outdoor entertainment spaces
  • Traditional stone fireplaces and exposed beam ceilings
  • Lush gardens with native plants and centuries-old olive trees
  • Jacuzzis and hot tubs for ultimate relaxation

Who Should Book Villas in Tuscany?

Perfect Escapes for Every Type of Traveler

Food enthusiasts and wine connoisseurs will find paradise in Tuscany's villa accommodations, where luxury villas provide the perfect base for exploring world-renowned Chianti vineyards and attending private cooking classes with local chefs. Cultural explorers can easily access Renaissance treasures in Florence, Siena's medieval streets, and San Gimignano's towering architecture, all while returning to the tranquil privacy of their villa retreat. Families appreciate the spacious layouts, private pools, and safe outdoor areas where children can play freely, while couples seeking romance find intimate settings with sunset dinners on panoramic terraces. Photography enthusiasts are drawn to the iconic Val d'Orcia landscapes, especially during golden hour when the rolling hills create picture-perfect scenes. The optimal time to visit spans from April through October, when temperatures range from pleasant 16-26°C in spring to warm 30-37°C during summer months, with villa availability averaging 40-65 properties and nightly rates ranging from $334-522 CAD depending on the season.

Top 5 Must-Experience Highlights in Tuscany

Essential Destinations and Activities

Discover Tuscany's most captivating attractions and unique experiences that showcase the region's rich cultural heritage, stunning natural beauty, and culinary excellence. From medieval hilltop towns to world-class wineries, these carefully selected highlights offer the perfect complement to your villa stay.

  1. Chianti Classico Wine Tours and Antinori nel Chianti
  2. San Gimignano's Medieval Towers and Historic Center
  3. Val d'Orcia UNESCO Landscapes and Photography
  4. Florence Renaissance Art and Architecture Excursions
  5. Natural Thermal Springs at Saturnia and Bagno Vignoni

Chianti Classico Wine Tours and Antinori nel Chianti

Immerse yourself in Tuscany's legendary wine culture with visits to prestigious estates like Antinori nel Chianti Classico, where modern architecture meets centuries-old winemaking traditions. This architectural marvel offers guided tastings and vineyard tours showcasing the region's most celebrated Sangiovese wines.

San Gimignano's Medieval Towers and Historic Center

Explore the UNESCO World Heritage site of San Gimignano, famously known as the "Manhattan of the Middle Ages" for its impressive medieval towers. Climb Torre Grossa for panoramic views and visit the stunning frescoed halls of Palazzo Comunale, experiencing 800 years of preserved medieval architecture.

Val d'Orcia UNESCO Landscapes and Photography

Capture iconic Tuscan scenery in the Val d'Orcia region, where rolling hills dotted with cypress trees and ancient farmhouses create the quintessential Italian countryside panorama. The area's unique clay hills and historic settlements offer endless photographic opportunities, especially during sunrise and sunset.

Florence Renaissance Art and Architecture Excursions

Take day trips to Florence, just an hour's drive from most Tuscan villas, to experience world-class museums including the Uffizi Gallery, Palazzo Pitti, and Accademia. Admire Michelangelo's David, Botticelli's masterpieces, and the architectural wonder of Brunelleschi's Duomo dome.

Natural Thermal Springs at Saturnia and Bagno Vignoni

Relax in natural thermal pools at Saturnia's cascading limestone terraces or the medieval square pools of Bagno Vignoni. These geothermal springs maintain temperatures of 37°C year-round, providing therapeutic relaxation surrounded by stunning Tuscan countryside.

Exceptional Dining Experiences in Tuscany

Highly-Rated Restaurants Near Your Villa

Enhance your villa vacation with memorable dining experiences at these outstanding local establishments, each offering authentic Tuscan cuisine in distinctive settings that showcase the region's culinary excellence and warm hospitality.

  • Tenuta Torciano (4.7/5 stars) - An award-winning Italian restaurant and farm venue in San Gimignano offering authentic Tuscan specialties paired with estate-produced wines in a romantic countryside setting with panoramic vineyard views.
  • Le Vecchie Mura (4.6/5 stars) - Located in the heart of San Gimignano, this charming restaurant specializes in traditional Italian cuisine served within ancient medieval walls, creating an atmospheric dining experience that perfectly captures the region's historic character.
  • Osteria di Casa Chianti (4.7/5 stars) - A beloved local favorite in Certaldo known for exceptional Italian fare and extensive Chianti wine selection, offering intimate dining in a traditional osteria atmosphere where locals and visitors gather to celebrate Tuscan culinary traditions.

Essential Travel Tips for Tuscany Villa Guests

Insider Knowledge for an Unforgettable Stay

Local villa hosts consistently recommend booking grocery delivery services upon arrival, as many properties are located in rural areas where the nearest supermarket might be 15-20 minutes away. Most villa owners provide complimentary bicycles for exploring charming village centers and cycling through vineyard paths, especially popular in the Lucca region where guests can ride along the famous 16th-century city walls.

Sustainability-conscious travelers will appreciate that many Tuscan villas operate as working farms, producing their own olive oil, wine, and organic vegetables that guests can purchase directly from hosts. The region follows traditional Italian customs, with most shops closing between 1-4 PM for riposo, and restaurants typically opening for dinner at 7:30 PM.

Many villa properties offer unique experiences like meeting local nobility - at Cottage Nanni, guests can arrange private cooking classes with a Countess who shares traditional family recipes passed down through generations. Villas with a pool in this region often feature saltwater systems that are gentler on skin and more environmentally friendly than traditional chlorinated pools. For the most authentic experience, consider booking family-friendly villas with pools in Tuscany during shoulder seasons when temperatures remain pleasant, local festivals celebrate harvest time, and you'll have more opportunities to interact with local communities while enjoying competitive nightly rates.

Tuscany produces over 60% of Italy's Chianti wine from more than 7,000 vineyard estates scattered across its rolling hills.

FAQs: Villas in Tuscany

Which types of amenities are offered by the villas in Tuscany?

When looking at the facilities offered by Holidu, it appears that the villas in Tuscany have everything that vacationers desire! Here, the villas generally include a variety of facilities, the most popular being: internet (89%), garden (78%), and pool (77%)...Awesome!

What are the reviews like for the villas in Tuscany?

On average, the villas here get quite positive reviews. Last year's data reveals that 29% of villas have a rating of 4.5 stars. This is a quite high ratio which allows us to confirm that you will without a doubt find the ideal villa for a wonderful vacation!

Are the villas in Tuscany suitable for families with children?

Judging by the Holidu data, 69% of villas in Tuscany are suitable for vacations with children, it will therefore be easy to find the ideal villa for you and your children.

Are the villas in Tuscany suitable for travellers who wish to take their pets on vacation?

Certainly! In Tuscany, 55% of the villas give you the opportunity to bring along your furry best friend, 78% also have a garden!

Do the villas in Tuscany tend to offer an internet connection?

Of course! According to Holidu's data, 89% of villas in Tuscany have Wi-Fi. You will be able to browse the internet at any time!

What are the prices like for villas in Tuscany?

Many villas in Tuscany are generally very expensive. According to Holidu's database, 30% cost on average more than CA$500 per night.

Do the villas in Tuscany typically have a fireplace or a pool?

For sure! According to Holidu's database, the villas in Tuscany are perfect for every season. Here, 53% are equipped with a fireplace and 77% a pool.

Are the villas in Tuscany suitable for stays in big groups or better for a vacation as a small group?

In Tuscany, according to Holidu's database, 69% of villas welcome up to eight people, 66% of these villas are made up of at least four bedrooms. But 98% of villas also have facilities for groups of up to four travellers, and 95% of the villas have at least two separate bedrooms. This is therefore the perfect destination for big and small families alike!