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Poggibonsi holiday homes
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31 Villa rentals in Poggibonsi

Best Poggibonsi villas and holiday homes with a pool

Among the 31 accommodations in Poggibonsi, here are the 4 best villas and holiday homes with a pool

Bardeggiano - Caterina 6 - Poggibonsi
10 1 review
Poggibonsi
08/08 – 15/08
NZ$330/nighttotal: NZ$2310 (7 )

Bardeggiano - Caterina 6

1 2
house , Colle di Val d'Elsa
This Tuscan agriturismo, named 'Bardeggiano - Caterina 6', offers a secluded retreat located 4 kilometres from Colle di Val d'Elsa and 8.5 kilometres from Monteriggioni, within a 12-hectare fenced estate.
This 45 square metre ground-floor apartment accommodates two guests and features a private terrace with barbecue, shared access to a swimming pool (May-November), complimentary WiFi, and on-site parking.
Villa L'elsa - Poggibonsi
9.6 9 reviews
Poggibonsi
30/06 – 03/07
NZ$2737/nighttotal: NZ$8211 (3 )

Villa L'elsa

6 5
house , Colle di Val d'Elsa
Villa L'Elsa is situated in Bibbiano, a town located 30km from Siena's Piazza del Campo and 35km from Colle di Val d'Elsa's Piazza Matteotti, offering a peaceful retreat with easy access to nearby attractions. The property has received excellent ratings for cleanliness, location and user experience.
The villa spans 350 square metres and features 6 bedrooms, a large living room, a fully equipped kitchen and 7 bathrooms. It offers a private garden, a terrace, a swimming pool, a Jacuzzi, a sauna and parking, perfect for relaxing and enjoying the Italian countryside.
90 M² House ∙ 2 Bedrooms ∙ 4 Guests - Poggibonsi
8.8 23 reviews
Poggibonsi
08/10 – 14/10
NZ$226/nighttotal: NZ$1356 (6 )

90 M² House ∙ 2 Bedrooms ∙ 4 Guests

2 2
house , Castellina in Chianti
This renovated 3-room semi-detached property is located in a peaceful area near Castellina in Chianti, providing convenient access to the region's famous vineyards and historic towns, just 2 kilometers from the town centre.
This 90 square meter cottage accommodates up to 4 guests with 2 bedrooms and 2 bathrooms, featuring a well-equipped kitchenette, a living/dining room with an open-hearth fireplace, WiFi, a swimming pool, garden, and terraces, and allows one pet.
La Pimpinella Di Semifonte - Poggibonsi
9.8 109 reviews
Poggibonsi
08/08 – 15/08
NZ$375/nighttotal: NZ$2625 (7 )

La Pimpinella Di Semifonte

1 2
farm , Barberino Tavarnelle
La Pimpinella di Semifonte, a farm stay located in San Donnino, is situated 24 kilometres from Florence's Piazza Matteotti and 37 kilometres from the Pitti Palace.
This one-bedroom property, featuring a private bathroom and a peaceful garden setting, offers a terrace with views of the surrounding countryside, air conditioning, free Wi-Fi, and free private parking.

Best family friendly Poggibonsi villas and holiday home

Among the 31 accommodations in Poggibonsi, here are the 4 best family friendly villas and holiday homes

Casa Vacanze Nel Chianti Il Granaio - Poggibonsi
9.0 49 reviews
Poggibonsi
08/10 – 14/10
NZ$338/nighttotal: NZ$2028 (6 )

Casa Vacanze Nel Chianti Il Granaio

2 2
house , Castellina in Chianti
Casa vacanze nel Chianti il Granaio is situated in Castellina in Chianti, Tuscany, approximately 34-52km from Florence's landmarks such as the Pitti Palace and Piazza del Campo in Siena.
This two-bedroom, two-bathroom villa offers a private tennis court, seasonal swimming pool with stunning pool views, and a well-equipped kitchen; free Wi-Fi and parking are also provided for guests.
Fattoria Casa Sola - Poggibonsi
8.8 69 reviews
Poggibonsi
20/09 – 22/09
NZ$233/nighttotal: NZ$466 (2 )

Fattoria Casa Sola

1 1
house , Barberino Tavarnelle
Fattoria Casa Sola is a charming house located in the Tuscan countryside, just 19 miles from Florence and 22 miles from Siena, offering a peaceful retreat amidst olive groves and vineyards. The property enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The house features spacious apartments, each with a traditional Tuscan design, a fully equipped kitchen, and a living room. Guests can enjoy a range of amenities including a swimming pool, a terrace or garden, a fitness center, and a welcome basket with local products.
Holiday Home Podere San Raffaele - Cinzia By Interhome - Poggibonsi
9.8 37 reviews
Poggibonsi
08/10 – 14/10
NZ$162/nighttotal: NZ$972 (6 )

Holiday Home Podere San Raffaele - Cinzia By Interhome

1 2
house , Poggibonsi
This holiday home in Poggibonsi is just 26 kilometres from the historic Piazza del Campo in Siena and 31 kilometres from Piazza Matteotti in San Gimignano, making it an ideal base for exploring the Tuscan countryside. The property has excellent user, location and cleanliness ratings.
The house has one bedroom and one bathroom, covering 45 square metres. It offers a private entrance, a garden, free Wi-Fi, a washing machine, a baby cot, and private parking, making it a comfortable and convenient choice for families or couples.
Boscaiolo - Poggibonsi
9.0 2 reviews
Poggibonsi
15/08 – 22/08
NZ$325/nighttotal: NZ$2275 (7 )

Boscaiolo

2 2
house , Barberino Tavarnelle
Boscaiolo, a holiday home in Poggibonsi, Tuscany, is situated approximately 26km from Piazza Matteotti and 32km from Siena's Piazza del Campo, offering easy access to major Tuscan attractions.
This 80 square metre property sleeps five guests in two bedrooms and one bathroom, and features a fully equipped kitchen, terrace, garden, swimming pool, free Wi-Fi, and on-site parking.

Frequently asked questions about villa rentals in Poggibonsi

  • What are the must-see attractions in and around Poggibonsi?

    Poggibonsi is a great base for exploring Tuscany. You can easily visit Siena, San Gimignano, and Monteriggioni, all within a 30-minute drive. In Poggibonsi itself, you can visit the Museo di Palazzo Pretorio, which houses a collection of art and artifacts from the medieval period. There's also the beautiful Collegiate Church of San Lorenzo, built in the 13th century.
  • What are the best villa rentals in Poggibonsi?

    Among the villa rentals in Poggibonsi, Podere Il Pino, Antico Podere Il Bugnolo and Casajona Holiday are the most popular ones.

  • What types of wildlife can travelers expect to see in the area of Poggibonsi?

    You're likely to see lots of birds, like owls, hawks, and sparrows. You might also spot wild boars, deer, and foxes in the countryside, especially around the Val d'Elsa. There are also plenty of lizards and snakes, but they're generally harmless and shy.
  • What are the best villa rentals with a pool in Poggibonsi?

    Podere Il Pino, Antico Podere Il Bugnolo and Agriturismo La Moraia are the best villa rentals with a pool in Poggibonsi.

  • What is the best time to visit Poggibonsi?

    Spring (April-May) and autumn (September-October) are ideal for visiting Poggibonsi. The weather is mild, the crowds are smaller, and the countryside is at its most beautiful with wildflowers in spring and vibrant colours in autumn. You can also enjoy the harvest festivals during these seasons.
  • What are the best villa rentals with a jacuzzi in Poggibonsi?

    The best villa rentals with a jacuzzi in Poggibonsi are Podere Il Pino, Casajona Holiday and Podere Oliveta.

  • When is it easiest to book a villa rental in Poggibonsi?

    The shoulder seasons, spring and autumn, are usually the best time to book a villa rental in Poggibonsi. You'll get the best prices and availability, and you'll avoid the summer crowds. If you're planning to visit during peak season (June-August), book your villa as early as possible.
  • What are the best villa rentals for families and kids in Poggibonsi?

    The best villa rentals for families and kids in Poggibonsi are Podere Il Pino, Antico Podere Il Bugnolo and Casajona Holiday.

  • What are the top hiking trails near Poggibonsi?

    There are many great hiking trails near Poggibonsi. The Sentiero del Chianti is a beautiful trail that winds through vineyards and olive groves, offering stunning views of the Tuscan countryside. The trail from Poggibonsi to the medieval fortress of Monteriggioni is also very popular.
  • What are the best pet friendly villa rentals in Poggibonsi?

    The best pet friendly villa rentals in Poggibonsi are Podere Il Pino, Antico Podere Il Bugnolo and Casajona Holiday.

  • What are the advantages of renting a house or a villa in Poggibonsi

    Renting a villa gives you more space and privacy than a hotel. You can enjoy your own private pool, garden, and kitchen. It's also a great way to experience the true Tuscan lifestyle.
  • What are the best villa rentals with parking in Poggibonsi?

    Podere Il Pino, Antico Podere Il Bugnolo and Casajona Holiday are the best villa rentals with parking in Poggibonsi.

  • Are there popular destinations near Poggibonsi?

    Yes, there are plenty of popular destinations near Poggibonsi. Siena, with its beautiful Piazza del Campo, is just a short drive away. San Gimignano, with its iconic medieval towers, is another must-see. And for a taste of the Renaissance, you can visit Florence, which is about an hour away.

Destinations nearby

Best Poggibonsi villas and holiday homes with parking

Tenuta Macericca By Posarellivillas - Poggibonsi
Poggibonsi
25/07 – 01/08
NZ$2864/nighttotal: NZ$20048 (7 )

Tenuta Macericca By Posarellivillas

5 4
house , Poggibonsi
Tenuta Macericca by PosarelliVillas is situated in Piecorto, 26 kilometres from Piazza Matteotti and 34 kilometres from Piazza del Campo, with Florence Airport 48 kilometres away.
This spacious 5-bedroom villa accommodates up to 19 guests, featuring a private pool, jacuzzi, air conditioning, WiFi, and a fully equipped kitchen, offering 400 square metres of living space with outdoor seating and garden areas.
Agriturismo Le Cantine - Poggibonsi
9.4 82 reviews
Poggibonsi
15/08 – 22/08
NZ$465/nighttotal: NZ$3255 (7 )

Agriturismo Le Cantine

2 2
farm , Poggibonsi
Agriturismo Le Cantine is located in Poggibonsi, just 29 kilometres from the historic centre of Siena and 30 kilometres from the charming Piazza Matteotti. It has received excellent ratings for cleanliness and location, with guests praising its peaceful rural setting.
The farm offers spacious, comfortable accommodation with private patios and river views. Guests can enjoy a range of amenities, including a swimming pool, a restaurant, a garden, and free parking, as well as activities like fishing in the nearby river.
Betulla C - Poggibonsi
9.0 28 reviews
Poggibonsi
08/08 – 15/08
NZ$295/nighttotal: NZ$2065 (7 )

Betulla C

1 2
house , San Gimignano
Betulla A, Betulla B, and Betulla C - Happy Rentals are situated in San Gimignano, a charming medieval town, offering easy access to nearby attractions like Piazza del Campo and Pitti Palace, both within a 30-mile radius. The property has received excellent user ratings and is praised for its location and cleanliness.
These self-catering holiday homes feature comfortable living spaces with private bathrooms and well-equipped kitchens, allowing guests to enjoy the tranquility of the surrounding countryside. The property also boasts a shared garden, a swimming pool, and a terrace, perfect for relaxing and enjoying the Tuscan sunshine.
Casa Anna "A Lovely Home In Tuscany" - Poggibonsi
9.9 107 reviews
Poggibonsi
15/08 – 22/08
NZ$318/nighttotal: NZ$2226 (7 )

Casa Anna "A Lovely Home In Tuscany"

3 2
house , Colle di Val d'Elsa
Casa Anna is located in the historic district of Colle di Val d'Elsa, a short walk from the charming Piazza Arnolfo and the Duomo, offering a peaceful retreat in the heart of this Tuscan town. The house has consistently received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
This three-bedroom, two-bathroom property features a spacious terrace with stunning views of the Tuscan countryside. Casa Anna offers a range of amenities, including a swimming pool, Jacuzzi, tennis court, and a fully equipped kitchen, making it ideal for families and groups looking for a relaxing and active holiday.

Best Poggibonsi villas and holiday homes with a garden

One Belvedere Tuscany - Poggibonsi
9.4 11 reviews
Poggibonsi
07/08 – 09/08
NZ$1051/nighttotal: NZ$2102 (2 )

One Belvedere Tuscany

1 1
farm , Poggibonsi
One Belvedere Tuscany, a farmhouse in Poggibonsi, is situated 27km from both Piazza del Campo in Siena and Piazza Matteotti.
This property boasts an infinity pool, on-site spa with sauna and hot tub, fitness centre, restaurant serving local specialities, and free private parking; bike and car rentals are available for exploring the Tuscan countryside.
287 M² Villa ∙ 8 Bedrooms ∙ 16 Guests - Poggibonsi
Poggibonsi
23/06 – 24/06
NZ$9459/nightfor 1 night

287 M² Villa ∙ 8 Bedrooms ∙ 16 Guests

8 7
house , San Gimignano
Villa Arnilù, in San Gimignano, offers a large, self-catering property within walking distance of the historic centre and its towers.
This 287 square metre villa sleeps 16 guests in 8 bedrooms and 8 bathrooms, boasting a private pool, garden, parking, and pet-friendly facilities.
45 M² House ∙ 1 Bedroom ∙ 2 Guests - Poggibonsi
10 1 review
Poggibonsi
08/08 – 15/08
NZ$335/nighttotal: NZ$2345 (7 )

45 M² House ∙ 1 Bedroom ∙ 2 Guests

1 2
house , Colle di Val d'Elsa
This Bardeggiano property is located near Colle di Val d'Elsa, offering a quiet base for exploring the region's attractions.
This 45 square meter, one-bedroom cottage accommodates two guests and features a kitchenette, private terrace with barbecue, WiFi, and off-street parking.
Torre Apt. Ground Floor - Poggibonsi
Poggibonsi
08/10 – 14/10
NZ$306/nighttotal: NZ$1836 (6 )

Torre Apt. Ground Floor

1 2
farm , Poggibonsi
Casolare Torre is a farmstead located in the Chianti region, 48 kilometres from Florence and 32 kilometres from Siena, offering panoramic views of the Tuscan hills and easy access to San Gimignano and Radda in Chianti.
This ground-floor apartment, spanning 45 square metres and accommodating two guests, features air conditioning, Wi-Fi, a kitchen with essential appliances, and a private outdoor seating area, with shared access to a 5x12 metre infinity pool, and is situated near Poggibonsi's Castelvecchio Natural Reserve and Alta Val d'Elsa River Park.
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