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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

Podere La Ciabatta - Tuscany
8.8 383 reviews
Tuscany
11/07 – 12/07
NZ$367/nightfor 1 night

Podere La Ciabatta

1 3
house , Casole d'Elsa
Podere La Ciabatta, a secluded country house near Casole d’Elsa, Tuscany, enjoys a peaceful location approximately 35-40km from Siena and its historical attractions.
This self-catering property boasts a private pool, barbecue facilities, and a relaxing garden, perfect for a peaceful Tuscan getaway, sleeping a number of guests (number unspecified) with one bathroom and free on-site parking.
Torre Prima Holidays-appartamento Girasole - Tuscany
9.7 41 reviews
Tuscany
11/08 – 15/08
NZ$187/nightTotal: NZ$748 (4 )

Torre Prima Holidays-appartamento Girasole

1 2
gîte , San Gimignano
This gîte is located in San Gimignano, within a 5km radius of the Piazza delle Erbe and the Collegiate Church of Santa Maria Assunta.
The property boasts a private garden and a swimming pool, perfect for relaxing after a day exploring the historic centre of San Gimignano.
Podere Casalsole - Tuscany
9.4 97 reviews
Tuscany
07/09 – 17/09
NZ$261/nightTotal: NZ$2610 (10 )

Podere Casalsole

2 2
house , Gambassi Terme
Podere Casalsole is a family-friendly villa located in Certaldo, a town in the Tuscan countryside, 45km from both Florence and Siena.
This property offers a range of amenities, including a swimming pool, a garden with barbecue facilities, a tennis court, and a restaurant and bar on-site.
Podere Della Crocchia - Tuscany
9.7 32 reviews
Tuscany
05/10 – 17/10
NZ$345/nightTotal: NZ$4140 (12 )

Podere Della Crocchia

3 7
house , Civitella in Val di Chiana
This holiday home in Ciggiano, near Civitella in Val di Chiana, enjoys a peaceful countryside setting amongst olive groves, approximately 21 kilometres from Arezzo's Piazza Grande and 47 kilometres from Montepulciano Terme.
The 120-square-metre property offers three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a swimming pool, garden, parking, and Wi-Fi; ideal for families or groups seeking a relaxing Tuscan getaway.

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

200 M² House ∙ 4 Bedrooms ∙ 10 Guests - Tuscany
9.2 10 reviews
Tuscany
20/07 – 27/07
NZ$767/nightTotal: NZ$5369 (7 )

200 M² House ∙ 4 Bedrooms ∙ 10 Guests

4 8
house , Bibbiena
This four-bedroom farmhouse, sleeping up to 10 guests, is situated in the peaceful Casentino valley, 7km from Bibbiena and Poppi, and 8km from the Camaldoli Monastery.
The 200 square metre property boasts a private swimming pool, jacuzzi, terrace with barbecue and pizza oven, and is just 100 metres from a natural swimming area with a waterfall; internet access and parking are also provided.
Charming Villa In The Heart Of Chianti - Tuscany
9.4 10 reviews
Tuscany
09/08 – 16/08
NZ$1768/nightTotal: NZ$12376 (7 )

Charming Villa In The Heart Of Chianti

4 9
house , Terranuova Bracciolini
This spacious villa near Ganghereto House of Prayer in Terranuova Bracciolini offers a secluded rural setting, within 10km of San Pietro a Gropina and Valle dell'Inferno e Bandella.
The 250 square metre property boasts four bedrooms, five bathrooms, a private pool, hot tub, and can accommodate up to twelve guests, perfect for large families or groups seeking a relaxing Tuscan getaway with access to barbecue facilities and a fireplace.
Villa Liz Tuscany, Private Pool, Hot Tub, Property Fenced, Pets Allowed - Tuscany
9.8 66 reviews
Tuscany
22/08 – 01/09
NZ$1037/nightTotal: NZ$10370 (10 )

Villa Liz Tuscany, Private Pool, Hot Tub, Property Fenced, Pets Allowed

3 7
house , Poppi
This detached house is located 37 kilometres from Piazza Grande, a historic square in the centre of Poppi, and 45 kilometres from The Mall Luxury Outlet.
The property offers a private pool, hot tub, tennis court, and a fully equipped kitchen, making it ideal for families and groups seeking a relaxing retreat in Tuscany.
Agriturismo Il Piastrino - Tuscany
8.9 131 reviews
Tuscany
04/08 – 05/08
NZ$173/nightfor 1 night

Agriturismo Il Piastrino

1 2
farm , Vinci
Agriturismo Il Piastrino is situated in Vinci, a town in the Tuscan countryside, 21km from Florence Airport and 42km from Florence's Santa Maria Novella train station and Fortezza da Basso convention centre. This family-friendly farmhouse offers guests a swimming pool, restaurant, bar, and spa, as well as a garden with stunning views and a terrace.

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. In Florence, you absolutely have to visit the Duomo, with its magnificent Brunelleschi's Dome and Giotto's Campanile, and the Uffizi Gallery, home to masterpieces of the Renaissance. Siena's Piazza del Campo, the heart of the medieval city, is breathtaking, and the leaning tower of Pisa is iconic, though the entire Piazza dei Miracoli is worth exploring. Beyond the cities, don't miss the rolling hills of the Chianti region, dotted with vineyards and medieval towns like San Gimignano, famous for its towers.
  • 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's landscape is incredibly diverse. It's renowned for its rolling hills, covered in vineyards and olive groves, particularly in the Chianti region. The Apennine Mountains run through the region, offering stunning views and hiking opportunities. While not known for extensive beaches, Tuscany does have a coastline, particularly along the Tyrrhenian Sea, with stretches of sand near towns like Castiglione della Pescaia and Marina di Bibbona. There are also significant forested areas, particularly in the mountainous regions.
  • 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?

    Many smaller towns and villages offer surprising discoveries. Consider exploring the thermal baths of Saturnia, with their natural hot springs cascading into travertine pools. The Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna offers stunning natural beauty and hiking trails away from the usual tourist crowds. The medieval hilltop town of Pitigliano, carved into the tufa rock, is also less well-known but incredibly charming.
  • 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?

    One of the best ways is to take a cooking class focusing on Tuscan cuisine, learning to make pasta from scratch or regional specialties. Participating in a wine tasting at a local vineyard, directly from the producers, offers insights into winemaking traditions. Attending a local festival, like the Palio di Siena, provides a vibrant cultural immersion. Even simply chatting with locals at a bar or trattoria can reveal much about Tuscan life and customs.
  • 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 to truly appreciate the region's diversity, at least two weeks is recommended. This enables more in-depth exploration of smaller towns, hiking in the mountains, and enjoying the slower pace of life. A month would allow for a truly comprehensive experience.
  • 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.

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

    Consider a leather-making workshop in Florence, learning the traditional techniques of crafting leather goods. A painting class focusing on the Tuscan landscape offers a creative way to connect with the region's beauty. A truffle hunting experience, guided by a local expert and their dog, provides a unique insight into this traditional activity.
  • 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.

  • Are there any food festivals in Tuscany, Italy where you can try local food?

    The Giostra del Saracino in Arezzo involves a medieval jousting tournament, but also features food stalls with local specialities. Many smaller towns and villages host smaller-scale food festivals throughout the year, celebrating seasonal produce and regional dishes. Specific dates vary, so checking local event listings closer to your travel dates is recommended.
  • What seasonal natural events, such as migrations or blooming periods, occur in Tuscany, Italy?

    Spring brings the vibrant bloom of wildflowers across the Tuscan countryside, particularly in the rolling hills. Autumn sees the changing colours of the leaves in the mountainous regions. Specific migration patterns of birds are less easily predictable but are a feature of the region's natural environment.
  • What exclusive experiences are available when visiting Tuscany, Italy?

    A private tour of a prestigious vineyard, including a tasting of rare vintages, offers an exclusive wine experience. A hot air balloon ride over the Tuscan countryside provides breathtaking panoramic views. Staying in a luxurious villa in the Chianti region offers a unique level of comfort and privacy.

Nearby regions

Best Tuscany villas and holiday homes with a kitchen

Le Querciolaie Monte Cavallo - Entire House - Tuscany
9.7 48 reviews
Tuscany
12/07 – 30/07
NZ$206/nightTotal: NZ$3708 (18 )

Le Querciolaie Monte Cavallo - Entire House

1 3
house , Manciano
Le Querciolaie Monte Cavallo lower apartment, situated in Saturnia, offers a family-friendly three-bedroom dwelling near the Cascate del Mulino thermal springs (1.9km) and Mount Amiata (43km).
This spacious property features three bathrooms, a fully equipped kitchen with dishwasher, a Jacuzzi, terrace, garden, tennis court, free Wi-Fi, private parking, and is ideal for families or groups seeking self-catering accommodation with access to outdoor amenities and nearby hiking and cycling opportunities.
Casale Di Polly In Garfagnana - Tuscany
9.5 11 reviews
Tuscany
22/07 – 30/07
NZ$500/nightTotal: NZ$4000 (8 )

Casale Di Polly In Garfagnana

4 10
house , Minucciano
Casale di Polly, located in Minucciano, Garfagnana, offers river views and is approximately 50 kilometres from the Museo Tecnico Navale and 113 kilometres from Pisa International Airport.
This 85-square-metre house, sleeping up to 10 guests in 2 bedrooms and 1 bathroom, features a fully equipped kitchen, garden, parking, free Wi-Fi, barbecue facilities, and bike rentals for exploring nearby hiking and cycling trails.
Casa Bordoli - Tuscany
9.7 13 reviews
Tuscany
31/07 – 03/08
NZ$405/nightTotal: NZ$1215 (3 )

Casa Bordoli

2 5
house , Cortona
Casa Bordoli is located in Cortona, just 30km from Piazza Grande and 37km from Montepulciano Terme, offering stunning panoramic views of the surrounding Tuscan countryside. The house has received excellent ratings for cleanliness and user experience, with a good location rating.
The 110 square metre property has two bedrooms, comfortably accommodating up to six guests. Casa Bordoli is equipped with modern amenities like air conditioning, free Wi-Fi, and a fully equipped kitchen, as well as a fireplace for cosy evenings.
The Four Angels - Tuscany
9.7 110 reviews
Tuscany
07/08 – 09/08
NZ$248/nightTotal: NZ$496 (2 )

The Four Angels

1 2
house , Massa
The Four Angels is a charming house in Massa, just 35km from Viareggio Train Station and 42km from Castello San Giorgio, offering stunning mountain and garden views. It has received excellent ratings for its cleanliness, location and overall experience.
This one-bedroom house offers 45 square metres of space, perfect for a relaxing getaway. Guests can enjoy a terrace with sea views, a well-equipped kitchen, a comfortable bedroom, a garden, and a snack bar on-site.

Neighborhoods and points of interest in Tuscany

Best Tuscany villas and holiday homes with jacuzzi

Cozy Home In Nicciano - Tuscany
9.7 7 reviews
Tuscany
25/08 – 05/09
NZ$420/nightTotal: NZ$4620 (11 )

Cozy Home In Nicciano

4 5
house , Piazza al Serchio
This Nicciano holiday home is located in the Garfagnana region, approximately 103 kilometres from Pisa International Airport.
This 400-square-metre property boasts five bedrooms, three living rooms, seven bathrooms, a private pool, jacuzzi, spa, fitness centre, and parking, ideal for large groups; nearby activities include hiking in the Garfagnana.
Agriturismo "Crocino In Chianti" - Tuscany
9.1 223 reviews
Tuscany
11/08 – 18/08
NZ$284/nightTotal: NZ$1988 (7 )

Agriturismo "Crocino In Chianti"

1 2
farm , Gaiole in Chianti
Agriturismo "Crocino in Chianti" is located in Gaiole in Chianti, 22.5 kilometres from Piazza del Campo in Siena and 27 kilometres from Piazza Matteotti in Gaiole, offering a tranquil escape in the rolling hills of Chianti. The property consistently receives excellent ratings for its location, cleanliness and overall guest experience.
The accommodation provides a peaceful rural setting with a range of facilities including a swimming pool, a jacuzzi, a terrace, a garden, a restaurant, a fitness centre and free parking. Guests can enjoy a delicious Italian or vegetarian breakfast, complimentary bike rentals, free Wi-Fi and room service.
Charming Tuscan Villa Borgo Il Massera - Tuscany
10 3 reviews
Tuscany
07/08 – 09/08
NZ$465/nightTotal: NZ$930 (2 )

Charming Tuscan Villa Borgo Il Massera

3 4
house , Monteverdi Marittimo
This villa in Monteverdi Marittimo is located 42 kilometres from Piombino Port and 27 kilometres from Cavallino Matto.
This 250 square metre villa sleeps 13 guests and features 4 bathrooms, a Jacuzzi, a terrace with mountain views, a garden, and free Wi-Fi, making it ideal for family holidays with pets.
La Castellina - Tuscany
9.0 73 reviews
Tuscany
04/07 – 09/07
NZ$189/nightTotal: NZ$945 (5 )

La Castellina

1 2
farm , Fucecchio
La Castellina agriturismo, in Fucecchio's Torre district, is situated on a hilltop, approximately 0.7km from riding stables and within 10km of San Miniato's golf course and Lake Roffia.
This family-run farmhouse offers three Tuscan-style apartments, ranging from 65 square metres, each featuring a kitchen, bedrooms (sleeping up to four guests), a bathroom, and a storage room; on-site amenities include a swimming pool, children's play area, and a biodynamic farm producing seasonal produce.
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