Villas and Holiday homes in Tuscany

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Tuscany holiday homes
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57449 Villa rentals in Tuscany

Best Tuscany villas and holiday homes with a pool

Among the 57449 accommodations in Tuscany, here are the 4 best villas and holiday homes with a pool

Belvedere Apartment, 8 Guests, First Floor - Tuscany
9.7 45 reviews

Belvedere Apartment, 8 Guests, First Floor

gîte, Rapolano Terme
This four-bedroom self-catering holiday home, part of a 2000-hectare winery, is located in Montemaggiore, Rapolano Terme, Siena province, 0.8 km down an unpaved road from the reception and 0.9 km from the main winery reception.
The spacious apartment sleeps eight, features two doubles and two twin bedrooms, two bathrooms, a large kitchen-diner with a fireplace, a private terrace, and access to a shared swimming pool; on-site amenities include a wood-fired oven, and optional breakfast, shopping, and dinner delivery services are available.
Agriturismo La Ripolina - Tuscany
8.8 213 reviews

Agriturismo La Ripolina

house, Buonconvento
Agriturismo La Ripolina, in Buonconvento, offers family-friendly self-catering accommodation approximately 26-29 km from attractions including Piazza del Campo in Siena, Bagno Vignoni, Palazzo Chigi-Saracini, and the National Museum of Etruscan Archaeology.
This property boasts a swimming pool, garden, restaurant, fitness centre, and free bikes for exploring the Tuscan countryside, alongside amenities such as a terrace, packed lunches, and on-site activities including table tennis.
Casa Le Vallette - Tuscany
9.7 12 reviews

Casa Le Vallette

house, Massarosa
Casa Le Vallette is a three-bedroom property in Massarosa, Tuscany, situated 11.6km from Viareggio and approximately 27km from Pisa.
This 130 square metre house, sleeping up to six, boasts a fully equipped kitchen with dishwasher, air conditioning, private parking, Wi-Fi, and a garden; pets are welcome.
Agriturismo Galeazzi - Tuscany
9.4 194 reviews

Agriturismo Galeazzi

farm, Manciano
Agriturismo Galeazzi is a rural retreat located just 30 kilometres from the Maremma Natural Park and the rocky beaches of Talamone, offering a peaceful escape in the Tuscan countryside. The farm stay has consistently received excellent ratings for its cleanliness and location, with guests consistently praising its tranquil atmosphere.
The property features a private lake perfect for fishing, an outdoor pool and garden with BBQ facilities, and comfortable rooms with air conditioning and garden views. Guests can enjoy a delicious Italian breakfast, explore the surrounding natural beauty, and experience the authentic charm of a working farm producing olive oil and wine.

Top cities

Best family friendly Tuscany villas and holiday home

Among the 57449 accommodations in Tuscany, here are the 4 best family friendly villas and holiday homes

La Casetta Di Mario - A Cosy Seaside Cottage - Tuscany
9.6 8 reviews

La Casetta Di Mario - A Cosy Seaside Cottage

house, Viareggio
La Casetta di Mario is a charming cottage located just 1.3 kilometres from Viareggio Beach and 2.7 kilometres from Lido di Camaiore Beach, offering easy access to the beautiful coastline. The surrounding area is relaxed and peaceful, perfect for a tranquil getaway.
This one-bedroom cottage spans 80 square metres and comfortably accommodates up to 7 guests. The cottage features a fully equipped kitchen with a dishwasher and oven, a private terrace, a garden, and free Wi-Fi, providing everything you need for a comfortable stay.
Dimora Rosé - Tuscany
8.7 11 reviews

Dimora Rosé

house, Crespina Lorenzana
This holiday let in Crespina is situated 24 kilometres from Livorno Port and 24 kilometres from Pisa International Airport, placing it 29 kilometres from Pisa's Piazza dei Miracoli and the Leaning Tower.
This two-bedroom villa, accommodating up to 11 guests, offers 100 square metres of living space with a fully equipped kitchen, a balcony with garden views, free WiFi, and on-site yoga classes, with cycling opportunities in the vicinity and a paid airport shuttle service available.
Beautiful Historic Tuscan Villa With Pool, A Few Steps To Restaurants, Shops - Tuscany
9.6 36 reviews

Beautiful Historic Tuscan Villa With Pool, A Few Steps To Restaurants, Shops

house, Bagni di Lucca
This self-contained apartment is situated in the heart of Bagni di Lucca, just a short walk from the Ponte del Diavolo and the thermal baths.
The two to three-bedroom apartment is located in a recently restored historic villa, Casa Tolomei, and boasts a modern kitchen, two bathrooms, a snug room, a private terrace, and access to a shared garden and swimming pool.
Borgo Casalvento - Tuscany
9.5 82 reviews

Borgo Casalvento

house, Serravalle Pistoiese
This Borgo Casalvento property, near Serravalle Pistoiese in Cantagrillo, is situated approximately 14 kilometres from Montecatini Train Station and 43 kilometres from Florence's Santa Maria Novella and Fortezza da Basso Convention Centre.
The self-catering villa offers a swimming pool, jacuzzi, spa, fitness centre, and family-friendly amenities including a children's playground and kids' pool, alongside free Wi-Fi and parking, plus paid airport shuttle service to Florence Airport (39km).

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

Agriturismo La Fonte, Ap. Ginestra. - Tuscany
9.9 17 reviews

Agriturismo La Fonte, Ap. Ginestra.

gîte, Volterra
This Tuscan self-catering apartment near Villamagna, 1km away, is a 15-minute drive from Volterra and 20 minutes from San Gimignano, offering easy access to major Tuscan attractions.
The one-bedroom, one-bathroom property sleeps four, boasting a private swimming pool, garden, barbecue area, children's playground, covered parking, fast Wi-Fi, and complimentary brewery access for weekly stays (beer purchased separately).
Holiday Home La Casina Di Luca By Interhome - Tuscany
9.4 20 reviews

Holiday Home La Casina Di Luca By Interhome

house, Greve in Chianti
Holiday Home La Casina di Luca is situated in Greve in Chianti, a short walk from Piazza Matteotti and approximately 27-29 km from Florence's landmarks including the Ponte Vecchio and Uffizi Gallery.
This 35 square metre apartment offers one bedroom, one bathroom, sleeps three guests, and features a fully equipped kitchen, air conditioning, Wi-Fi, private parking, and a terrace.
La Casetta Nel Borgo - Tuscany
9.0 64 reviews

La Casetta Nel Borgo

house, Castelnuovo di Val di Cecina
This Castelnuovo di Val di Cecina holiday home is conveniently located near bike rental services, approximately 101 kilometres from Florence Airport.
The 70-square-metre property sleeps nine guests and comprises two bedrooms, a living room, a fully equipped kitchen with oven and coffee machine, a bathroom with bidet and hairdryer, plus free Wi-Fi, bicycle parking, and complimentary wine or champagne.
Agriturismo Girasole - Tuscany
9.4 182 reviews

Agriturismo Girasole

farm, Gambassi Terme
Agriturismo Girasole is located in Gambassi Terme, a charming town in the Chianti countryside, just 26 kilometres from San Gimignano and a one-hour drive from Florence. The farm has received very good ratings for its location, cleanliness and overall experience.
The self-catering apartments offer a separate bedroom, living room with a fireplace and a kitchenette. Guests can enjoy the swimming pool, garden, tennis court and barbecue facilities, as well as sample the farm's own olive oil, wine and spirits.

Neighborhoods and points of interest in Tuscany

Best Tuscany villas and holiday homes with jacuzzi

Agrisalotto - Tuscany
9.7 149 reviews

Agrisalotto

farm, Cortona
Agrisalotto farmhouse, near Cortona, is situated 31 kilometres from Piazza Grande and offers easy access to other Tuscan towns such as Montepulciano Terme (35km) and Bagno Vignoni (50km).
This family-friendly property boasts an infinity pool, hot tub, tennis court, spa, restaurant, and bar, along with air-conditioned rooms, a kids' pool, and electric vehicle charging.
Home Holidays Crasciana, Con Terrazza Vista Sulle Alpi Apuane. - Tuscany
9.4 17 reviews

Home Holidays Crasciana, Con Terrazza Vista Sulle Alpi Apuane.

house, Bagni di Lucca
Home Holidays Crasciana is located in the village of Crasciana, 24 km from Val di Luce and 29 km from Montecatini Train Station, offering a peaceful retreat amidst the scenic Tuscan countryside. The property consistently receives very good ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
The accommodation features a fully equipped kitchen with a dishwasher, a washing machine, and a private terrace or balcony for relaxing and enjoying the mountain views. Guests can also take advantage of the on-site spa, tennis court, and outdoor fireplace, as well as explore the nearby Marlia Villa Reale, just 32 km away.
Casa Leonardo - Tuscany
9.8 109 reviews

Casa Leonardo

house, Quarrata
Casa Leonardo, in Quarrata, is conveniently located 27km from Montecatini Terme train station and 32km from Florence's Santa Maria Novella station and Fortezza da Basso convention centre.
This 85 square metre property offers two bedrooms, two bathrooms, a fully equipped kitchen, private hot tub, garden, and parking; ideal for families seeking a relaxing stay with easy access to local attractions.
Casa (Home) "Ghiro" - Tuscany
10 2 reviews

Casa (Home) "Ghiro"

house, Pescaglia
This Tuscan-style apartment near Lucca, in Pescaglia, offers easy access to the Garfagnana villages, Lucchesia's art cities, and Versilia's coastline.
The two-bedroom, one-bathroom property sleeps three, boasting a private outdoor spa-whirlpool, swimming pool, air conditioning, and free Wi-Fi, within a larger farmhouse with parking and a garden.
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