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

Agriturismo Podere Del Lepre - Tuscany
9.1 184 reviews
Tuscany
04/07 – 05/07
175 €/nightfor 1 night

Agriturismo Podere Del Lepre

1 2
house , Sorano
Agriturismo Podere Del Lepre, near San Quirico, offers a convenient base for exploring Sorano, situated 43km from Mount Amiata and within a 47km radius of Orvieto and the Cascate del Mulino thermal springs.
This one-bedroom, one-bathroom property boasts a swimming pool, jacuzzi, spa, and on-site restaurant, alongside amenities including free Wi-Fi, parking, and an EV charging point, perfect for families seeking a relaxing Tuscan getaway.
300 M² Villa ∙ 4 Bedrooms ∙ 14 Guests - Tuscany
Tuscany
01/08 – 02/08
960 €/nightfor 1 night

300 M² Villa ∙ 4 Bedrooms ∙ 14 Guests

4 14
house , Sinalunga
Villa La Pineta is located in the Valdichiana region of Tuscany, 48 kilometres from Siena and Arezzo, and 48 kilometres from Montepulciano.
This spacious 300 square metre villa accommodates up to 14 guests with 4 bedrooms and 3 bathrooms, featuring air conditioning, a swimming pool, a terrace, a garden with barbecue facilities, and offers on-site experiences such as wine tasting and cooking classes.
Family Independent Suite Camelia #4 - Tuscany
Tuscany
27/07 – 07/08
211 €/nightTotal: 2321 € (11 )

Family Independent Suite Camelia #4

2 3
house , Cortona
This two-bedroom ground floor apartment is located in the Cortonese Valley, a short drive from Cortona, a historic Etruscan town, and within easy reach of the Florence – Rome Railway.
The 77 square metre apartment is equipped with a fully equipped kitchen, a private terrace, air conditioning and a swimming pool, and can comfortably accommodate up to four guests.
Apartment With Wonderful Terrace,pool,barbecue - Tuscany
9.6 361 reviews
Tuscany
03/07 – 05/07
280 €/nightTotal: 560 € (2 )

Apartment With Wonderful Terrace,pool,barbecue

1 4
gîte , Vinci
LA GIOCONDA is a charming gîte situated in the Santa Lucia district of Vinci, just 200 metres from Leonardo da Vinci's birthplace and 2 kilometres from the town centre. It has received excellent ratings for its location, cleanliness, and overall experience.
The gîte is part of an organic farm, offering a taste of rural Tuscan life. Guests can enjoy a range of amenities including a swimming pool, garden, parking, and free Wi-Fi. They can also participate in activities such as grape harvesting and enjoy the use of mountain bikes, a barbecue area, and table tennis.

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

180 M² House ∙ 4 Bedrooms ∙ 8 Guests - Tuscany
10 14 reviews
Tuscany
20/07 – 27/07
371 €/nightTotal: 2597 € (7 )

180 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 8
house , Castellina in Chianti
This Castellina in Chianti townhouse, perfect for families, is situated directly opposite the Church of San Salvatore in the town's pedestrian zone, adjacent to the ancient Via delle Volte underground walkway.
The 180 square metre property boasts four en-suite bedrooms sleeping eight, a fully equipped kitchen with modern appliances including a dishwasher, and amenities such as Wi-Fi, a Smart TV, and a private garden offering stunning countryside views.
Casa Vacanza Toscana - Tuscany
9.1 29 reviews
Tuscany
10/08 – 11/08
95 €/nightfor 1 night

Casa Vacanza Toscana

4 2
house , Fivizzano
Casa vacanza toscana, a four-bedroom holiday home in Fivizzano, Tuscany, is situated approximately 43km from both Castello di San Giorgio and the Museo Tecnico Navale.
This 200 square metre property sleeps up to 17 guests and boasts a fully equipped kitchen, air conditioning, a terrace, garden, parking, and Wi-Fi; a washing machine is also provided.
Agriturismo Villa Le Vigne - Tuscany
8.8 904 reviews
Tuscany
01/08 – 02/08
630 €/nightfor 1 night

Agriturismo Villa Le Vigne

4 13
farm , Montevarchi
Agriturismo Villa Le Vigne, situated 6km from Montevarchi and 45km from Siena in the Tuscan countryside, offers easy access to the A1 motorway.
This property features elegant apartments in converted wine cellars, boasting two swimming pools, a restaurant serving local cuisine (reservations required, 8pm-10pm), a tennis court, and a large garden with barbecue facilities; Wi-Fi, parking and pet-friendly options are also available.
Agriturismo I Debbi - Tuscany
9.5 112 reviews
Tuscany
12/09 – 19/09
98 €/nightTotal: 686 € (7 )

Agriturismo I Debbi

2 5
farm , Bibbona
Agriturismo Il Poderino is a peaceful apartment located just under 1 kilometre from Bibbona town centre and a 24 kilometre drive from Cecina, offering a tranquil escape from the hustle and bustle. It boasts excellent user, location and cleanliness ratings.
The apartment comes with a comfortable seating area, a kitchen equipped with a microwave and a private bathroom with a shower. Guests can enjoy a refreshing swim in the bio pool with hydromassage, relax in the garden, and stay connected with free Wi-Fi.

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

Il Balcone Di Rina - Tuscany
9.8 383 reviews
Tuscany
27/08 – 31/08
128 €/nightTotal: 512 € (4 )

Il Balcone Di Rina

1 2
house , San Gimignano
Il Balcone di Rina is a self-catering property located in San Gimignano, just 38.6 kilometres from Siena’s Piazza del Campo and 38.6 kilometres from Florence’s Piazza Matteotti.
This one-bedroom property features a terrace, a garden, and a fully equipped kitchen with a dishwasher, a fridge, and a freezer, making it ideal for families or couples looking for a comfortable and convenient base to explore the Tuscan countryside.
A Cute, Homey Cottage Overlooking The Apuan Alps . A Perfect Place To Relax In. - Tuscany
10 1 review
Tuscany
26/07 – 30/07
202 €/nightTotal: 808 € (4 )

A Cute, Homey Cottage Overlooking The Apuan Alps . A Perfect Place To Relax In.

4 9
cottage , Minucciano
This charming cottage is located in a peaceful setting within a national park, just 20 kilometres from the picturesque town of Minucciano and within easy reach of both the mountains and the coast. It has received excellent user ratings, making it a popular choice for travellers seeking a tranquil escape.
This detached property spans 140 square metres and comfortably accommodates up to eight guests across its four bedrooms. The cottage offers a well-equipped kitchen, a spacious garden, a terrace, and a private parking space, perfect for enjoying the beautiful surroundings.
Molino Della Lodola - Tuscany
8.9 364 reviews
Tuscany
30/12 – 02/01
1246 €/nightTotal: 3738 € (3 )

Molino Della Lodola

10 22
farm , Rapolano Terme
Molino Della Lodola, a farmhouse stay near Rapolano Terme, enjoys a tranquil rural setting, approximately 27 kilometres from Siena and its Piazza del Campo, and 45 kilometres from Arezzo and its Piazza Grande.
This 18th-century property offers guests a swimming pool, hot tub, barbecue facilities, table tennis, and children's play equipment, alongside self-catering apartments featuring terraces, air conditioning, and flat-screen TVs.
Casa Vacanze Raggio Di Sole - Tuscany
9.6 107 reviews
Tuscany
11/07 – 12/07
217 €/nightfor 1 night

Casa Vacanze Raggio Di Sole

2 4
house , San Marcello Piteglio
Casa vacanze Raggio di Sole, located in Grotte near San Marcello Piteglio, Tuscany, is approximately 22.5 kilometres from Val di Luce and 43.5 kilometres from Montecatini Train Station.
This two-bedroom, one-bathroom holiday home boasts a private pool, jacuzzi, sauna, and spa, alongside free Wi-Fi, parking, and a fully equipped kitchen; it comfortably sleeps a family and offers easy access to outdoor activities in the surrounding area.

Neighborhoods and points of interest in Tuscany

Best Tuscany villas and holiday homes with jacuzzi

Vista Paradiso - Tuscany
9.2 4 reviews
Tuscany
01/09 – 05/09
190 €/nightTotal: 760 € (4 )

Vista Paradiso

2 2
house , Serravalle Pistoiese
Vista Paradiso, a detached house in Serravalle Pistoiese, is located 13 kilometres from Montecatini Train Station and 31 kilometres from Florence Airport, with Strozzi Palace, Palazzo Vecchio, and Santa Maria Novella all within a 37-kilometre radius.
This family-friendly property offers 80 square metres of living space with 2 bedrooms, accommodating up to 9 guests, and features a fully equipped kitchen, air conditioning, an infinity swimming pool, a private jacuzzi, a terrace with garden views, and complimentary WiFi and private parking.
Casale Santa Francesca By Posarellivillas - Tuscany
9.8 60 reviews
Tuscany
13/07 – 19/07
1862 €/nightTotal: 11172 € (6 )

Casale Santa Francesca By Posarellivillas

8 4
house , Castiglione d'Orcia
Casale Santa Francesca, a spacious villa in Campiglia d'Orcia, is located 26km from Monte Amiata, 8km from Bagni San Filippo, and 19km from Bagno Vignoni, offering easy access to Tuscany's thermal springs.
This 350 square metre property boasts 8 bedrooms, 7 bathrooms, a private pool, jacuzzi, and ample outdoor space including a terrace, garden, and barbecue facilities, perfect for large groups or families seeking a self-catering holiday in Castiglione d’Orcia.
Podere Gretano Casetta In Maremma - Tuscany
10 47 reviews
Tuscany
16/07 – 19/07
300 €/nightTotal: 900 € (3 )

Podere Gretano Casetta In Maremma

4 8
house , Civitella-Paganico
This four-bedroom house, near Paganico in Tuscany, is 45km from the Maremma Regional Park and 47km from Mount Amiata.
The 168-square-metre property boasts two bathrooms (one with a hot tub), a private hot tub, a well-equipped kitchen, Wi-Fi, parking, and a garden with patio; sleeping up to eight guests.
Casa Il Melograno - Relax Vicino Terme Grotta Giusti - Tuscany
10 2 reviews
Tuscany
19/07 – 26/07
195 €/nightTotal: 1365 € (7 )

Casa Il Melograno - Relax Vicino Terme Grotta Giusti

2 2
house , Monsummano Terme
Casa Il Melograno is a detached house located in Monsummano Terme, 4.5 kilometres from Montecatini Train Station, with Florence's Palazzo Vecchio and Fortezza da Basso approximately 48 kilometres away.
This property offers 140 square metres of living space for up to 7 guests, featuring 2 bathrooms, air conditioning, a fully equipped kitchen, Wi-Fi, a terrace, a balcony, a garden, and parking, with access to a hot tub and shared lounge area.
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