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

Spazioso Appartamento Nel Cuore Del Chianti - Tuscany
9.2 13 reviews
Tuscany
13/08 – 20/08
£225/nighttotal: Â£1575 (7 )

Spazioso Appartamento Nel Cuore Del Chianti

1 8
gîte , Poggibonsi
This Chianti Classico holiday home in Talciona, midway between Siena (25km) and Florence (35km), offers a tranquil escape in the Tuscan countryside.
The 98 sq m, three-bedroom apartment sleeps up to eight guests and features a private garden, swimming pool, free parking, BBQ facilities, and optional guided tours and mountain bike hire.
Villa With Garden Near Versilia Beach - Tuscany
8.9 126 reviews
Tuscany
27/09 – 01/10
£119/nighttotal: Â£476 (4 )

Villa With Garden Near Versilia Beach

4 7
house , Camaiore
Delightful Villa in Camaiore with Heating is situated just 32.2 km from Pisa Cathedral and the Leaning Tower of Pisa, offering a peaceful escape in the charming town of Camaiore. This villa has consistently received very good ratings for its location, cleanliness, and overall experience.
This 4-bedroom villa provides 176 square metres of space for your group or family. Enjoy the outdoor oasis with a private terrace, garden, and swimming pool, along with amenities such as a fully equipped kitchen, a fitness centre, and a ping pong table for some fun.
Gli Spilocchi 16, Emma Villas - Tuscany
10 3 reviews
Tuscany
09/08 – 22/08
£1107/nighttotal: Â£14391 (13 )

Gli Spilocchi 16, Emma Villas

8 13
house , Gambassi Terme
Gli Spilocchi, situated on the road to Volterra, just outside Gambassi Terme, offers easy access to Florence and Siena, and is a short drive from the Tyrrhenian coast.
This large 1500 sq m property, comprising two buildings (Fienile and Casale) with eight bedrooms and four bathrooms, sleeps sixteen guests and boasts a private swimming pool (5m x 8m), a garden, BBQ, and parking.
Ai Bastiani - Tuscany
9.7 17 reviews
Tuscany
23/08 – 30/08
£193/nighttotal: Â£1351 (7 )

Ai Bastiani

2 4
house , Capannori
This Capannori holiday home, Ai Bastiani, is located 22.5km from Pisa International Airport, 29km from the Leaning Tower of Pisa, and 22.5km from Montecatini Train Station.
The 55 square metre property boasts two bedrooms, one bathroom, sleeps eight guests, and includes a private pool, barbecue facilities, table tennis, and free Wi-Fi and parking.

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

Holiday Home Mulini By Interhome - Tuscany
9.4 95 reviews
Tuscany
01/08 – 08/08
£144/nighttotal: Â£1008 (7 )

Holiday Home Mulini By Interhome

3 4
house , San Giuliano Terme
Holiday Home Mulini, located in Pugnano, San Giuliano Terme, offers easy access to Pisa's iconic landmarks, being approximately 9km from the Leaning Tower and Pisa Cathedral.
This 100 square metre property provides three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, air conditioning, private parking, and a patio, comfortably accommodating families or groups.
Castello Di Montegufoni By Posarellivillas - Tuscany
8.4 476 reviews
Tuscany
13/08 – 16/08
£531/nighttotal: Â£1593 (3 )

Castello Di Montegufoni By Posarellivillas

3 7
house , Montespertoli
Castello di Montegufoni, located in Montagnana Val di Pesa, offers self-catering apartments within a 12th-century castle, situated 19 kilometres from Florence and a 30-minute drive from the Chianti Classico wine region.
These apartments, boasting garden views and rustic features including wood-beamed ceilings, provide access to an outdoor pool, garden, on-site restaurant and bar, and are ideal for family stays.
Casale Vittoria - Happy Rentals - Tuscany
9.4 81 reviews
Tuscany
12/09 – 26/09
£151/nighttotal: Â£2114 (14 )

Casale Vittoria - Happy Rentals

4 4
house , Montopoli in Val d'Arno
Casale Vittoria, located in Marti near Montopoli in Val d'Arno, is approximately 40km from Montecatini Terme train station and 42km from the Piazza dei Miracoli in Pisa.
This 170 square metre villa offers four bedrooms, two bathrooms, a swimming pool, and a fully equipped kitchen, comfortably accommodating families or groups, and includes free Wi-Fi and private parking.
59 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests - Tuscany
9.3 62 reviews
Tuscany
16/08 – 29/08
£94/nighttotal: Â£1222 (13 )

59 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests

2 4
farm , Castelfiorentino
Farm for 5 guests with an excellent rating of 93% based on 62 reviews. You will stay in Castelfiorentino.
Services and facilities include a spa, a wheelchair friendly access and a tennis court. Take advantage of the Free Parking with this accommodation.

Frequently asked questions about villa rentals in Tuscany

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

    Tuscany offers a wealth of iconic sights. Florence, naturally, is a must, with the Duomo, Uffizi Gallery, and Ponte Vecchio being highlights. Siena's Piazza del Campo, a breathtaking medieval public space, is another essential stop. San Gimignano, known for its medieval towers, provides a charming glimpse into the past. Finally, don't miss the leaning tower of Pisa in Pisa.
  • What are the best holiday homes in Tuscany?

    Among the holiday homes 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 quintessential Tuscany. The region also features mountain ranges like the Apennines, offering hiking opportunities. The coast provides stretches of beaches, particularly in the south around the Maremma region. Extensive forests, especially chestnut forests, are also found throughout the region.
  • What are the best holiday homes with a pool in Tuscany?

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

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

    Many smaller towns offer unexpected delights. Consider exploring the thermal baths of Saturnia, with their natural hot springs and cascading waterfalls. The Val d'Orcia, a UNESCO World Heritage site, showcases stunning cypress-lined roads and picturesque villages like Pienza and Montepulciano. The less-visited Garfagnana region in the north offers dramatic mountain scenery and charming villages.
  • What are the best holiday homes with a jacuzzi in Tuscany?

    The best holiday homes 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?

    Participate in a cooking class focusing on Tuscan cuisine, learning to make pasta from scratch or regional specialities. Attend a wine tasting at a local vineyard, engaging with the winemakers and learning about their traditions. Visit a local artisan's workshop to witness the creation of ceramics, leather goods, or other crafts. Staying in an 'agriturismo' – a working farm – provides immersive experiences and direct interactions with local families.
  • What are the best holiday homes for families and kids in Tuscany?

    The best holiday homes 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 would be ideal for a more in-depth exploration. This allows sufficient time to delve into smaller towns and experience the slower pace of life.
  • What are the best pet friendly holiday homes in Tuscany?

    The best pet friendly holiday homes 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?

    Comfortable walking shoes are essential, as much of the exploration involves walking cobblestone streets and exploring hills. A reusable water bottle is crucial, especially during warmer months. Insect repellent can be useful, particularly during the summer evenings. Finally, a hat and sunscreen are vital for protecting yourself from the sun.
  • What are the best holiday homes with parking in Tuscany?

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

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

    Consider a truffle hunting experience with a local expert and their trained dog. Participate in a fresco painting workshop, learning the techniques of this traditional Tuscan art form. Attend a traditional Palio di Siena rehearsal, experiencing the fervent atmosphere of this historic horse race. Take a leather crafting workshop in Florence, learning to create your own bespoke item.
  • Are there any food festivals in Tuscany, Italy where you can try local food?

    The Giostra del Saracino in Arezzo is accompanied by food stalls offering regional specialities. Many towns and villages host smaller, local food festivals throughout the year, celebrating seasonal produce. However, specific dates vary annually, so checking local event listings closer to your travel dates is advisable.
  • 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 changing colours of the leaves in the Apennine mountains. Specific migration patterns of birds are less easily predicted but can be observed throughout the year.
  • What exclusive experiences are available when visiting Tuscany, Italy?

    A hot air balloon ride over the Tuscan countryside offers breathtaking views of the rolling hills and vineyards. A private wine tasting at a prestigious vineyard provides a more intimate and exclusive experience. A guided tour of a historic villa, such as Villa Bardini in Florence, offers access to normally restricted areas. A private cooking class with a renowned chef allows for a personalised culinary experience.

Nearby regions

Best Tuscany villas and holiday homes with a kitchen

La Casa Dei Ricordi Centro Storico E Vista - Tuscany
9.1 103 reviews
Tuscany
01/07 – 02/07
£98/nightfor 1 night

La Casa Dei Ricordi Centro Storico E Vista

2 4
house , Pitigliano
La Casa dei Ricordi, a recently renovated holiday home, is situated in Pitigliano's historic centre, 22.5km from the Cascate del Mulino thermal springs and 45km from Mount Amiata.
This 120-square-metre property boasts two bedrooms, one bathroom, and can accommodate up to nine guests, featuring a spacious layout, a fully equipped kitchenette, and a terrace with city views; free Wi-Fi and secure bicycle parking are also provided.
Casa Di Adele - Tuscany
9.6 148 reviews
Tuscany
18/08 – 28/08
£71/nighttotal: Â£710 (10 )

Casa Di Adele

1 2
house , Pratovecchio
Casa di Adele, a self-catering holiday home in Pratovecchio, is situated 47km from The Mall Luxury Outlet and 66km from Florence Airport.
This one-bedroom property, sleeping up to five guests, boasts 70 square metres of living space, a fully equipped kitchen with dishwasher, free Wi-Fi, and a fireplace, close to the Casentino National Forest's hiking trails.
Villa Il Signorino - Tuscany
10 2 reviews
Tuscany
26/06 – 28/06
£412/nighttotal: Â£824 (2 )

Villa Il Signorino

5 12
house , Greve in Chianti
This five-bedroom villa in Greve in Chianti is ideally located within 15km of Sezzate Castle, the Wine Museum, and the Franciscan Monastery of St Francis, offering easy access to key Tuscan attractions.
Sleeping up to twelve guests, the property boasts three bathrooms, a fully equipped kitchen with a refrigerator and oven, a terrace, garden, parking, and free Wi-Fi; laundry facilities are also available on-site.
Agriturismo Il Gelso - Tuscany
9.0 143 reviews
Tuscany
01/08 – 15/08
£209/nighttotal: Â£2926 (14 )

Agriturismo Il Gelso

2 5
house , Santa Luce
Agriturismo Il Gelso is situated in the Tuscan countryside, just 5 kilometres from the village of Santa Luce and a short drive from the Etruscan Coast. The property has received excellent ratings for location, cleanliness, and overall experience.
This rural retreat offers a range of studios and apartments, each decorated in a traditional Tuscan style. Guests can enjoy amenities such as a fully equipped kitchen, a terrace or balcony, a garden, a bar, a tennis court, and free parking.

Neighborhoods and points of interest in Tuscany

Best Tuscany villas and holiday homes with jacuzzi

Amore Rentals - Villa Barbara 1 With Private Pool And Garden - Tuscany
Tuscany
09/08 – 19/08
£1276/nighttotal: Â£12760 (10 )

Amore Rentals - Villa Barbara 1 With Private Pool And Garden

5 12
house , Palazzuolo sul Senio
Villa Barbara 1 is a renovated Tuscan villa situated directly on the main square of Palazzuolo sul Senio, 66 kilometres from Florence centre and 75 kilometres from Florence Airport.
This expansive 800 square metre property accommodates up to 14 guests across 5 bedrooms and 6 bathrooms, boasting a professionally equipped kitchen, a private terrace with a hot tub, a large garden with a swimming pool, and a 24-hour concierge service.
70 M² House ∙ 2 Bedrooms ∙ 5 Guests - Tuscany
9.4 21 reviews
Tuscany
12/07 – 18/07
£113/nighttotal: Â£678 (6 )

70 M² House ∙ 2 Bedrooms ∙ 5 Guests

2 3
house , Scansano
Vittorio is a rustic three-roomed villa located in a panoramic position near Scansano, with parking available approximately 50 metres away via a footpath and stairs.
This air-conditioned villa offers 70 square metres of living space with two bedrooms and one bathroom, accommodating up to five guests and one pet, and features a terraced garden with a porch, barbecue, and a well-equipped kitchen with a dishwasher and an open-hearth fireplace, alongside free WiFi internet access.
Tenuta Selvaggia - Tuscany
8.8 63 reviews
Tuscany
03/07 – 05/07
£95/nighttotal: Â£190 (2 )

Tenuta Selvaggia

1 2
farm , Reggello
Tenuta Selvaggia, a farmhouse stay in the Reggello countryside, is situated 13km from The Mall Luxury Outlet and offers easy access to Florence's attractions.
This family-friendly property boasts a swimming pool, jacuzzi, spa, restaurant and tennis court, alongside self-catering kitchens in select rooms and free Wi-Fi and parking.
Gli Ulivi - Tuscany
9.8 14 reviews
Tuscany
05/09 – 12/09
£340/nighttotal: Â£2380 (7 )

Gli Ulivi

3 7
house , Cortona
Gli Ulivi, a 3-bedroom villa near Cortona, is peacefully located 32 kilometres from Piazza Grande, offering easy access to Montepulciano Terme (32km) and Bagno Vignoni (47km).
This 140-square-metre property sleeps 13 guests, boasting a private pool, hot tub, fully equipped kitchen, free Wi-Fi, parking, and accessibility features; enjoy the on-site mini-market and fireplace.
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