Villas and Holiday homes in Poggibonsi

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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

350 M² Villa ∙ 5 Bedrooms ∙ 10 Guests - Poggibonsi
Poggibonsi
25/07 – 01/08
1331 €/nightTotal: 9317 € (7 )

350 M² Villa ∙ 5 Bedrooms ∙ 10 Guests

5 4
house , Barberino Tavarnelle
Villa Fiorentini, in San Filippo a Ponzano near Barberino Val d'Elsa in the Chianti region, offers a secluded escape in the Tuscan countryside, a short distance (a few kilometres) from both Florence and Siena.
This 350 square metre property boasts five bedrooms, five bathrooms, and sleeps up to ten guests, featuring a private swimming pool (10m x 5m), a large kitchen, and outdoor dining with a wood-fired oven; weekly linen and cleaning are included.
Il Boscone - Poggibonsi
Poggibonsi
25/07 – 01/08
1997 €/nightTotal: 13979 € (7 )

Il Boscone

8 4
house , Barberino Tavarnelle
This villa is located in Tavarnelle Val di Pesa, within the Chianti region, 17.7 kilometres from Piazza Matteotti and 29 to 30.6 kilometres from Florence's Piazzale Michelangelo and Uffizi Gallery.
Il Boscone offers 8 bedrooms and 8 bathrooms across 455 square metres, accommodating up to 42 guests with air conditioning, a swimming pool, jacuzzi, garden, parking, and a fully equipped kitchen featuring a fridge, microwave, and dishwasher, with facilities for disabled guests also available.
Apartments Florence - Villa Tignano With Pool - Poggibonsi
Poggibonsi
25/07 – 01/08
1298 €/nightTotal: 9086 € (7 )

Apartments Florence - Villa Tignano With Pool

5 4
house , Barberino Tavarnelle
This spacious five-bedroom villa is situated in Barberino di Val d'Elsa, placing it 17.7 kilometres from Piazza Matteotti and 30.6 kilometres from Piazzale Michelangelo.
Offering 500 square metres of living space, this detached house accommodates up to 19 guests with five bathrooms, air conditioning, a private seasonal outdoor pool, a garden, a spa, WiFi, and parking.
Tenuta Decimo - Il Borgo Di Mariano - Poggibonsi
8.6 1377 reviews
Poggibonsi
23/06 – 24/06
278 €/nightfor 1 night

Tenuta Decimo - Il Borgo Di Mariano

4 7
farm , San Gimignano
Il Borgo Di Mariano, a country house, is situated in Castel San Gimignano, approximately 13 kilometres from the medieval town of San Gimignano and a one-hour drive from Florence. This family-friendly farmhouse offers a range of amenities, including a swimming pool, Jacuzzi, tennis court, and restaurant serving local cuisine, making it an ideal choice for a relaxing Tuscan getaway.

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

Borgo Poneta - Poggibonsi
9.3 207 reviews
Poggibonsi
25/07 – 01/08
378 €/nightTotal: 2646 € (7 )

Borgo Poneta

2 4
farm , Barberino Tavarnelle
Borgo Poneta is a farm stay situated in the Tuscan countryside, just a short drive from the charming towns of Barberino Val d'Elsa and San Gimignano. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
This traditional farmhouse offers a taste of authentic Tuscan life with its terracotta floors and panoramic views of the surrounding hills. Guests can enjoy a refreshing dip in the outdoor pool, relax on the terrace, and explore the original wine cellars and a small rural museum.
Fattoria Casa Sola - Poggibonsi
8.8 69 reviews
Poggibonsi
20/09 – 22/09
117 €/nightTotal: 234 € (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.
La Ripa - Appartamento Padronale - Poggibonsi
9.4 190 reviews
Poggibonsi
08/10 – 14/10
162 €/nightTotal: 972 € (6 )

La Ripa - Appartamento Padronale

2 2
house , San Gimignano
La Ripa - Appartamento Padronale is a short distance from San Gimignano's historic centre, making it easy to explore the town's charming streets and iconic towers. The property has received excellent ratings for its location, cleanliness and overall experience.
This two-bedroom house offers comfortable accommodation for families or groups of friends. It has a private patio with garden views, a shared swimming pool, a fully equipped kitchen and free Wi-Fi.
Maestra Exclusive Chianti House, Tuscany - Poggibonsi
9.6 99 reviews
Poggibonsi
30/06 – 03/07
205 €/nightTotal: 615 € (3 )

Maestra Exclusive Chianti House, Tuscany

1 5
house , Poggibonsi
This recently renovated 18th-century Tuscan farmhouse, located in the Chianti region, 29 kilometres from Piazza Matteotti in Poggibonsi, offers easy access to Siena and Florence.
The 170-square-metre property boasts three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a jacuzzi, a spa, air conditioning, and free Wi-Fi, comfortably accommodating families or groups of up to six guests.

Frequently asked questions about villa rentals in Poggibonsi

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

    Poggibonsi itself is a charming town with a historic centre and the impressive Fortezza di Poggibonsi, a 14th-century fortress. But you're also close to Siena, San Gimignano, and the Chianti region, all with their own unique attractions.
  • 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'll see plenty of birds, especially in the countryside, like swallows, robins, and owls. You might also spot wild boar, deer, and foxes, particularly in the hills around Poggibonsi.
  • 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 and autumn are ideal, with mild temperatures and less crowds. Summer can be hot, but it's a great time for outdoor activities and festivals. Winter is quieter, but you might experience some rain.
  • 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?

    Booking in advance is always recommended, especially for peak season. You'll find the best deals and availability outside of July and August, but it's still possible to find good options even in the summer.
  • 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?

    The Sentiero del Chianti is a popular choice, offering stunning views of the vineyards and rolling hills. There's also the Via Francigena, an ancient pilgrim route that passes through the area.
  • 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

    It offers more space and privacy compared to a hotel, allowing you to relax and enjoy the Tuscan lifestyle at your own pace. You'll often have access to a kitchen, so you can prepare your own meals and enjoy local produce.
  • 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?

    Absolutely! Siena, with its iconic Piazza del Campo, is just a short drive away. San Gimignano, known for its medieval towers, is also easily accessible. And of course, you're in the heart of the Chianti region, with its famous vineyards and wineries.

Destinations nearby

Best Poggibonsi villas and holiday homes with parking

Case Vacanza Podere Risoino - Poggibonsi
9.1 86 reviews
Poggibonsi
26/08 – 31/08
121 €/nightTotal: 605 € (5 )

Case Vacanza Podere Risoino

1 1
house , Poggibonsi
Case Vacanza Podere Risoino is located in Poggibonsi, just 22 kilometres from Siena's Piazza del Campo and 32 kilometres from Lucca's Piazza Matteotti, offering a peaceful retreat in the Tuscan countryside. It has received very good user ratings and excellent ratings for location and cleanliness.
The property features a private pool with stunning views, a relaxing garden, and a fully equipped kitchen. Guests can also enjoy a private bathroom with a bidet, free Wi-Fi, free private parking, and easy access to nearby cities.
Holiday Home Antico Borgo S Lorenzoalbicocco By Interhome - Poggibonsi
Poggibonsi
08/08 – 15/08
261 €/nightTotal: 1827 € (7 )

Holiday Home Antico Borgo S Lorenzoalbicocco By Interhome

1 2
house , Poggibonsi
Holiday Home Antico Borgo S Lorenzo Albicocco is situated in Poggibonsi, Tuscany, conveniently located 26km from Siena's Piazza del Campo and 48km from Florence's Piazzale Michelangelo.
This 40 square metre property offers one bedroom, one bathroom, sleeps three guests, and features a private parking space, Wi-Fi, a swimming pool, and a terrace; enjoy nearby Tuscan attractions and the property's well-equipped kitchen.
Agriturismo La Segolina - Poggibonsi
9.2 118 reviews
Poggibonsi
26/08 – 31/08
151 €/nightTotal: 755 € (5 )

Agriturismo La Segolina

1 1
farm , Colle di Val d'Elsa
La Segolina is a farm stay situated in the Tuscan countryside, just 3.1 miles from Colle di Val d'Elsa and 12 miles from San Gimignano. Guests have consistently rated the property excellent for its location, cleanliness and overall experience.
The property offers a choice of rooms and self-catering apartments for up to two guests. Amenities include a swimming pool, a terrace, a garden and free bikes for exploring the surrounding countryside, along with a fully equipped kitchen in the apartments and a daily breakfast buffet for those staying in the rooms.
Fattoria Di Cinciano - Poggibonsi
9.2 1935 reviews
Poggibonsi
07/08 – 09/08
336 €/nightTotal: 672 € (2 )

Fattoria Di Cinciano

1 2
farm , Poggibonsi
Fattoria di Cinciano is located just outside Poggibonsi, a 16km drive from the town centre, 24km from Colle di Val d’Elsa, and 30km from Siena, offering a peaceful rural setting in the Tuscan countryside. The farm consistently receives excellent user ratings for its location, cleanliness and overall experience.
The farm offers a range of self-catering apartments with air conditioning, satellite TV and fully equipped kitchenettes. Guests can enjoy a variety of amenities, including an outdoor swimming pool, a restaurant serving fresh local produce, a bar, a terrace, a garden, and free Wi-Fi throughout the property.

Best Poggibonsi villas and holiday homes with a garden

90 M² House ∙ 2 Bedrooms ∙ 4 Guests - Poggibonsi
Poggibonsi
15/08 – 22/08
159 €/nightTotal: 1113 € (7 )

90 M² House ∙ 2 Bedrooms ∙ 4 Guests

2 2
house , Poggibonsi
This Poggibonsi terraced house, conveniently located within walking distance of the town's shops and restaurants, offers easy access to Poggibonsi's historical sites.
The 90 square metre, two-storey property sleeps four guests, boasting two bedrooms, two bathrooms, a fully equipped kitchen with modern appliances, a private courtyard, and amenities for families including a cot and high chair.
Luminoso Trilocale Con Vista E Uso Piscina - Poggibonsi
8.7 6 reviews
Poggibonsi
25/07 – 01/08
208 €/nightTotal: 1456 € (7 )

Luminoso Trilocale Con Vista E Uso Piscina

1 4
gîte , Poggibonsi
This Poggibonsi holiday apartment, a spacious 75-square-metre first-floor property, is situated near the town centre, offering easy access to local amenities.
The self-catering rental boasts two double bedrooms, a sofa bed accommodating up to six guests, a fully equipped kitchen with dishwasher, a private garden, and a swimming pool.
Le Buche - Poggibonsi
8.0 11 reviews
Poggibonsi
08/10 – 14/10
85 €/nightTotal: 510 € (6 )

Le Buche

2 2
farm , Poggibonsi
This Chianti Classico farmhouse, 6km from Poggibonsi and 14km from Castellina in Chianti, offers a tranquil setting amidst vineyards and olive groves, with easy access to the railway station and local amenities.
The 60 square metre, two-bedroom apartment sleeps four, features a private outdoor area, a shared seasonal swimming pool, and barbecue facilities, plus local produce is available for purchase.
La Stalla - Poggibonsi
9.6 46 reviews
Poggibonsi
07/08 – 09/08
243 €/nightTotal: 486 € (2 )

La Stalla

2 1
house , Monteriggioni
La Casa Del Fattore is a peaceful countryside retreat located 7 kilometres outside of Monteriggioni, a short drive from the historic city of Siena (16 kilometres) and the city of Florence (42 kilometres). The property has received excellent ratings for its location, cleanliness, and overall experience.
This self-catering accommodation offers a fully equipped kitchen, a private garden with a gazebo and barbecue, and a seasonal outdoor pool. Guests can enjoy a game of tennis or table tennis on-site, or explore the surrounding countryside on a bike, which can be rented from the property.
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