Villas and Holiday homes in Tuscany

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Tuscany holiday homes
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40269 Villa rentals in Tuscany

Best Tuscany villas and holiday homes with a pool

Among the 40269 accommodations in Tuscany, here are the 4 best villas and holiday homes with a pool

Croce Di Mezzo - Tuscany
8.6 261 reviews
Tuscany
30/07 – 13/08
193 â‚¬/nighttotal: 2702 â‚¬ (14 )

Croce Di Mezzo

1 4
farm , Montalcino
Croce di mezzo, a renovated farmhouse, is situated in the countryside near Montalcino, 37 kilometres from Mount Amiata and 45 kilometres from Piazza del Campo in Siena.
This family-friendly accommodation offers a seasonal outdoor swimming pool, a solarium, a barbecue and free private parking.
Agriturismo Tenuta Cantagallo - Tuscany
9.0 696 reviews
Tuscany
28/06 – 29/06
97 â‚¬/nightfor 1 night

Agriturismo Tenuta Cantagallo

1 2
farm , Capraia e Limite
Agriturismo Tenuta Cantagallo, situated in Montelupo Fiorentino, offers a rural retreat approximately 29 kilometres from Florence's historical centre, including Santa Maria Novella, the Fortezza da Basso, and the Pitti Palace.
This family-friendly farmhouse provides self-catering accommodation with private pools, gardens, and access to a restaurant, bar, tennis court, and free Wi-Fi, plus continental breakfast and packed lunches are available.
Holiday Home Tara By Interhome - Tuscany
9.4 6 reviews
Tuscany
25/07 – 01/08
181 â‚¬/nighttotal: 1267 â‚¬ (7 )

Holiday Home Tara By Interhome

1 4
house , Laterina Pergine Valdarno
Holiday Home Tara is located in Laterina, Tuscany, 21 kilometres from Arezzo's Piazza Grande and 40 kilometres from The Mall Luxury Outlet.
This 70 square metre property, perfect for couples or small families, boasts a bedroom, bathroom, fully equipped kitchen with dishwasher, private garden, seasonal swimming pool, parking (at extra cost), and complimentary cot.
The House Of Baggioro - Tuscany
Tuscany
27/06 – 29/06
423 â‚¬/nighttotal: 846 â‚¬ (2 )

The House Of Baggioro

4 8
house , Capannori
This villa in Capannori is situated a 14-minute drive from the Walls of Lucca and a 16-minute drive from Lucca Roman Amphitheatre.
This property accommodates up to eight guests across four bedrooms and features a swimming pool, BBQ grill, air conditioning, WiFi, and a well-equipped kitchen with a microwave and dishwasher.

Top cities

Best family friendly Tuscany villas and holiday home

Among the 40269 accommodations in Tuscany, here are the 4 best family friendly villas and holiday homes

Residenza Sotto Il Campanile - Tuscany
9.7 8 reviews
Tuscany
01/08 – 15/08
101 â‚¬/nighttotal: 1414 â‚¬ (14 )

Residenza Sotto Il Campanile

2 2
house , Rapolano Terme
Residenza Sotto Il Campanile in Rapolano Terme offers a convenient base for exploring Tuscany, situated approximately 32km from Siena and 45km from Arezzo.
This 80-square-metre property sleeps six guests in two bedrooms and two bathrooms, boasting free Wi-Fi, on-site parking, a well-equipped kitchen with dishwasher, and daily room service.
Agriturismo Podere La Cava - Tuscany
9.5 125 reviews
Tuscany
17/07 – 22/07
94 â‚¬/nighttotal: 470 â‚¬ (5 )

Agriturismo Podere La Cava

1 2
house , San Casciano in Val di Pesa
Agriturismo Podere la Cava, located in Mercatale Val di Pesa, offers a tranquil escape 11.4km from Piazza Matteotti and 24km from Florence's Pitti Palace.
This one-bedroom property provides guests with free bikes, barbecue facilities, free Wi-Fi, private parking, accessibility features, and a choice of breakfast options, alongside an inner courtyard and garden.
La Casa Nel Vicolo - Tuscany
9.4 187 reviews
Tuscany
06/08 – 12/08
90 â‚¬/nighttotal: 540 â‚¬ (6 )

La Casa Nel Vicolo

1 2
apartment , Altopascio
La Casa nel Vicolo, an apartment in Altopascio, is conveniently located 15.1 km from Montecatini Terme and a 37-43 km drive from Pisa's attractions.
This 33-square-metre self-catering flat in Altopascio sleeps two guests, offering a bedroom, bathroom, fully equipped kitchen (including fridge and freezer), air conditioning, free Wi-Fi, on-site parking, and a private entrance, plus a nearby mini-market.
Ai Monti Tuscan Farmhouse With Vineyard - Tuscany
Tuscany
16/08 – 30/08
640 â‚¬/nighttotal: 8960 â‚¬ (14 )

Ai Monti Tuscan Farmhouse With Vineyard

1 12
house , Fosciandora
This spacious farmhouse is located in the Apennines of Garfagnana, 46 kilometres from Lucca and 79 kilometres from Pisa Airport.
This 450 square metre villa accommodates up to 12 guests and features a private swimming pool fed by a mountain spring, a garden, and on-site production of award-winning Ai Monti organic wine, with the entire villa and vineyard exclusively accessible.

Frequently asked questions about villa rentals in Tuscany

  • What are the must-see attractions in Tuscany, Italy?

    Tuscany offers a wealth of must-see attractions. Florence, naturally, is a highlight, with the Duomo, Uffizi Gallery, and Ponte Vecchio being essential visits. Siena's Piazza del Campo, a stunning medieval public space, is another must. San Gimignano, with its medieval towers, is charming, and the leaning tower of Pisa is iconic, though often overcrowded. For stunning landscapes, consider exploring the Val d'Orcia, a UNESCO World Heritage site.
  • What are the best villa rentals in Tuscany?

    Among the villa rentals in Tuscany, Graziosa Casa Indipendente, B&b Country House Poggio Del Drago and Podere Vignola are the most popular ones.

  • Is Tuscany, Italy known for mountains, beaches, forests, or other types of landscapes?

    Tuscany boasts diverse landscapes. Rolling hills covered in vineyards and olive groves are iconic, particularly in the Chianti region. The region also features mountain ranges like the Apennines, offering hiking opportunities. The coastline, while not extensive, provides some beautiful beaches, particularly in the south around the Maremma. Forests, particularly chestnut forests, are also prevalent, especially in the mountainous areas.
  • What are the best villa rentals with a pool in Tuscany?

    B&b Country House Poggio Del Drago, Podere Vignola and Ripostena are the best villa rentals with a pool in Tuscany.

  • What are the most surprising and hidden attractions in Tuscany, Italy?

    Beyond the well-trodden tourist paths, Tuscany holds many surprises. The thermal baths of Saturnia, with their natural hot springs cascading down travertine terraces, are a hidden gem. The medieval hilltop town of Pitigliano, carved into volcanic tuff, is remarkably unique. Exploring the less-visited Etruscan tombs and archaeological sites can also be a rewarding experience. The Garfagnana region in the north offers stunning mountain scenery and less crowded hiking trails.
  • What are the best villa rentals with a jacuzzi in Tuscany?

    The best villa rentals with a jacuzzi in Tuscany are Bosco Della Spina, Il Casale Di Santamettole and Pieve Marsina & Borgo Argenina.

  • What are some unique ways to learn about the culture of Tuscany, Italy by engaging with its people?

    To truly understand Tuscan culture, engage directly with the people. Take a cooking class focusing on regional specialities like pasta making or bread baking. Attend a wine tasting at a family-run vineyard in Chianti Classico or Montepulciano. Participate in a truffle hunting experience with a local expert and their dog. Visiting a local artisan's workshop to learn about leather crafting or pottery making provides authentic cultural immersion.
  • What are the best villa rentals for families and kids in Tuscany?

    The best villa rentals for families and kids in Tuscany are Graziosa Casa Indipendente, B&b Country House Poggio Del Drago and Podere Vignola.

  • How much time should you set aside to thoroughly explore Tuscany, Italy?

    A week allows for a good overview of Tuscany's highlights, but two weeks or more is ideal for a more in-depth exploration. This allows time to explore both the major cities and the smaller, less-visited towns and villages, as well as enjoy the region's natural beauty and participate in various activities.
  • What are the best pet friendly villa rentals in Tuscany?

    The best pet friendly villa rentals in Tuscany are B&b Country House Poggio Del Drago, Podere Vignola and La Grotta.

  • Is there anything you might not think to pack for Tuscany, Italy?

    While obvious items are important, consider packing comfortable walking shoes – you'll be doing a lot of walking on cobblestone streets. A reusable water bottle is essential, especially during warmer months. A light jacket or shawl is useful, as evenings can be cool even in summer. Insect repellent is also a good idea, particularly during the warmer months.
  • What are the best villa rentals with parking in Tuscany?

    Graziosa Casa Indipendente, B&b Country House Poggio Del Drago and Podere Vignola are the best villa rentals with parking in Tuscany.

  • What cultural experiences or workshops in Tuscany, Italy offer something different?

    Beyond the usual cooking classes, consider a workshop on fresco painting, a traditional Tuscan art form. Learn the art of hand-crafting leather goods in Florence or San Gimignano. Attend a workshop on olive oil production, learning about the process from tree to table. Participating in a traditional Tuscan folk dance class offers a unique cultural perspective.
  • Are there any food festivals in Tuscany, Italy where you can try local food?

    Tuscany hosts numerous food festivals throughout the year. The Giostra del Saracino in Arezzo (though not solely a food festival, it features significant food elements) is a historical event with associated food celebrations. Many smaller towns and villages host their own festivals celebrating local produce and wine, often tied to seasonal harvests. Check local event listings closer to your travel dates for specific details.
  • What seasonal natural events, such as migrations or blooming periods, occur in Tuscany, Italy?

    Spring brings the blooming of wildflowers across the Tuscan countryside, particularly in the Val d'Orcia. Autumn sees the grape harvest, a significant event with many associated festivals and activities. While large-scale animal migrations are less common in Tuscany, bird migrations can be observed depending on the season and location.
  • What exclusive experiences are available when visiting Tuscany, Italy?

    Consider a private tour of a renowned vineyard with a winemaker, including a tasting of their most exclusive vintages. Arrange a hot air balloon ride over the Tuscan countryside at sunrise for breathtaking views. Stay in a luxurious villa in the Chianti region or on the Tuscan coast for an unforgettable experience. A private cooking class with a renowned chef offers a unique and personalised culinary experience.

Nearby regions

Best Tuscany villas and holiday homes with a kitchen

Monte Brugiana Centro Trekking A Cavallo - Tuscany
8.7 430 reviews
Tuscany
11/07 – 12/07
90 â‚¬/nightfor 1 night

Monte Brugiana Centro Trekking A Cavallo

2 2
house , Massa
This charming house is located just 5.6 miles from Massa city centre, nestled at the foot of the Apuane Alps, offering stunning mountain views. The property has received very good ratings for its cleanliness, location, and overall experience.
The house offers a comfortable and self-catering stay, featuring a fully equipped kitchen and private bathrooms. Guests can enjoy the spacious garden, complete with BBQ facilities, or take advantage of the on-site restaurant and bar serving traditional Tuscan cuisine.
@151 - Tuscany
8.8 122 reviews
Tuscany
11/07 – 18/07
90 â‚¬/nighttotal: 630 â‚¬ (7 )

@151

1 2
house , Siena
This Siena house rental, located 0.9 km from the National Museum of Etruscan Archaeology and 1.1 km from the San Cristoforo Church, offers easy access to Piazza del Campo and Siena Train Station (5.6 km).
The 50 square metre property comprises one bedroom, one bathroom, and accommodates three guests, featuring a fully equipped kitchen with dishwasher, air conditioning, free Wi-Fi (parking at extra cost), and a private entrance.
Bungalow ∙ 2 Bedrooms ∙ 5 Guests - Tuscany
Tuscany
10/08 – 16/08
193 â‚¬/nighttotal: 1158 â‚¬ (6 )

Bungalow ∙ 2 Bedrooms ∙ 5 Guests

2 3
bungalow , Florence
Bungalow listing for 5 guests. Your accommodation will be based in Florence.
Facilities and services include a bar, a kitchen and a restaurant.
Apartment Antonella By Interhome - Tuscany
9.4 36 reviews
Tuscany
01/08 – 07/08
210 â‚¬/nighttotal: 1260 â‚¬ (6 )

Apartment Antonella By Interhome

2 4
apartment , Castiglione della Pescaia
Holiday Home Alma is situated in Castiglione della Pescaia, Tuscany, a short drive (2.7km) from Punta Ala beach and 6.1km from the Punta Ala Golf Club.
This family-friendly property offers self-catering accommodation with a private garden, air conditioning, free Wi-Fi, and free private parking; a cot is available for infants.

Neighborhoods and points of interest in Tuscany

Best Tuscany villas and holiday homes with jacuzzi

Villa Vignacce - Boutique Country Resort - Tuscany
9.7 203 reviews
Tuscany
14/07 – 18/07
221 â‚¬/nighttotal: 884 â‚¬ (4 )

Villa Vignacce - Boutique Country Resort

1 3
house , Sinalunga
Villa Vignacce, near Bettolle in the Tuscan countryside, offers convenient access to Montepulciano (21km) and Arezzo (40km), with Montepulciano Terme just 21km away.
This family-friendly property boasts a swimming pool, jacuzzi, and terrace, alongside amenities including a barbecue, private parking, and options for cycling and hiking in the surrounding area.
Agriturismo Casale Il Caggio - Tuscany
9.3 3 reviews
Tuscany
18/07 – 25/07
200 â‚¬/nighttotal: 1400 â‚¬ (7 )

Agriturismo Casale Il Caggio

1 3
farm , Civitella in Val di Chiana
AGRITURISMO Casale Il Caggio is a secluded farmhouse in the Ciggiano countryside, approximately 27km from Piazza Grande and 40km from Piazza del Campo, offering a tranquil escape in the Tuscan hills.
This self-catering property boasts a swimming pool, Jacuzzi, and extensive gardens with outdoor play equipment, also providing table tennis and bike/car rental for guests' leisure.
Farmhouse ∙ 1 Bedroom ∙ 3 Guests - Tuscany
10 1 review
Tuscany
08/08 – 15/08
133 â‚¬/nighttotal: 931 â‚¬ (7 )

Farmhouse ∙ 1 Bedroom ∙ 3 Guests

1 3
farm , Reggello
Farm listing for up to 3 people with an excellent rating of 100% based on 1 reviews. You will stay in Reggello.
Facilities and services: a jacuzzi, free parking and air conditioning. Take advantage of the garden in this accommodation!
Podere Calvaiola - Tuscany
9.7 105 reviews
Tuscany
10/08 – 14/08
176 â‚¬/nighttotal: 704 â‚¬ (4 )

Podere Calvaiola

1 2
B&B , Montecatini
Podere Calvaiola is a farm located in the Tuscan countryside, just 12 miles from Montecatini Val Di Cecina and a short drive from the Tyrrhenian coast, offering a peaceful escape surrounded by rolling hills. The farm consistently receives excellent ratings for its cleanliness, location, and overall experience.
The property features a collection of charming apartments, each with a fully equipped kitchen and modern amenities. Guests can enjoy the shared lounge area, relax by the pool, or explore the surrounding countryside, with opportunities for hiking, cycling, and wine tasting.
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