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Poggibonsi villas
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41 Villa rentals in Poggibonsi

Top-Rated Holiday Homes with a Pool in Poggibonsi, Italy

Enjoy an exclusive swim in total privacy right in your own backyard at houses featuring a swimming pool in Poggibonsi, Italy.

Chianti Passion - Poggibonsi
9.9 48 reviews

Chianti Passion

house, Barberino Tavarnelle
Chianti Passion, a 3-bedroom house located in Barberino di Val dʼElsa, is situated 24 kilometres from Piazza Matteotti in Florence and 32 kilometres from the Pitti Palace.
This family-friendly property offers a private pool and garden, a terrace with views of the Tuscan countryside, and a fully equipped kitchen, ideal for families or groups of up to six people.
Torre Di Ponzano - Poggibonsi
9.9 423 reviews

Torre Di Ponzano

house, Barberino Tavarnelle
Torre di Ponzano, in Barberino Val d'Elsa, offers an 11th-century property with a private pool (open May-October), conveniently located within 32km of Siena and approximately 40km from Florence.
This self-catering villa boasts air-conditioned rooms, free Wi-Fi, private parking, and a range of amenities including a kitchen, terrace, and garden; weekly cleaning is included for suites and villas.
Holiday Home Vedi Torre By Interhome - Poggibonsi
9.1 34 reviews

Holiday Home Vedi Torre By Interhome

house, San Gimignano
Holiday Home Vedi Torre is situated near San Gimignano, Tuscany, approximately 32 kilometres from both Piazza del Campo in Siena and Piazza Matteotti.
This five-bedroom, four-bathroom villa offers 260 square metres of space, encompassing a well-equipped kitchen, swimming pool, garden, terrace, parking, and free Wi-Fi; perfect for large families or groups seeking self-catering accommodation near San Gimignano.
Cosy Apartment In Villa For 4 Guests With A/c, Pool And Tv, Close To Siena - Poggibonsi
8.0 1 review

Cosy Apartment In Villa For 4 Guests With A/c, Pool And Tv, Close To Siena

house, Poggibonsi
La Fiumara, near Castellina Scalo (2km) and a short drive from Siena (23km), offers three self-catering apartments ideal for exploring Tuscany's San Gimignano area.
This Poggibonsi property boasts 82 square metres of accommodation, sleeping four guests across two bedrooms and one bathroom, with a swimming pool, garden, parking, and air conditioning.

Superior Family Holiday Homes in Poggibonsi, Italy

Share home-cooked meals and enjoy plenty of room for all ages inside family houses in Poggibonsi, Italy.

Villa Del Biondo - Poggibonsi
9.5 32 reviews

Villa Del Biondo

house, Certaldo
Villa del Biondo is located in Certaldo, just 27 kilometres from Piazza Matteotti, offering scenic garden views and a peaceful setting. Guests consistently rate the accommodation excellent for its cleanliness, location, and overall experience.
The villa features spacious and comfortable units with seating and dining areas, perfect for relaxing after a day of exploring. Guests can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a terrace or balcony, a garden, and free Wi-Fi and private parking.
305 M² Farmhouse ∙ 10 Bedrooms ∙ 20 Guests - Poggibonsi
No reviews

305 M² Farmhouse ∙ 10 Bedrooms ∙ 20 Guests

farm, Barberino Tavarnelle
Podere San Bartolo, situated in Barberino Val d'Elsa, offers a large farmhouse rental near Barberino Tavarnelle, conveniently located for exploring the Chianti and Siena regions.
This 305 square metre property comprises three spacious apartments, sleeping up to 20 guests, and boasts a private pool, garden, barbecue, and high-speed Wi-Fi, plus the option of private Tuscan dinners.
Agriturismo Il Casolare Di Bucciano - Poggibonsi
9.0 1168 reviews

Agriturismo Il Casolare Di Bucciano

farm, San Gimignano
Il Casolare Di Bucciano is a historic farmhouse located 2 kilometres from the Towers of San Gimignano, offering stunning views of the iconic landmark.
This family-friendly accommodation provides 1 bedroom, 1 bathroom, air conditioning, a swimming pool, an on-site restaurant serving local cuisine, and opportunities to purchase farm produce such as Vernaccia and Chianti wines.
A Casa Di Franca Villa Con Piscina - Poggibonsi
9.8 19 reviews

A Casa Di Franca Villa Con Piscina

house, Gambassi Terme
A Casa di Franca Villa con piscina, a spacious 223m² holiday home, is situated in the Chianti hills near Gambassi Terme, Tuscany, offering easy access to Tuscan vineyards.
This four-bedroom, three-bathroom villa sleeps up to 14 guests, boasting a private 5m x 14m swimming pool (open May 1st to October 15th), a fully equipped kitchen, air conditioning, Wi-Fi, and free baby equipment (on request).

Frequently asked questions about villa rentals in Poggibonsi

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

    Poggibonsi itself is a charming town, but the real gems are nearby. Make sure you visit the historic centre of Siena, a UNESCO World Heritage Site, just a short drive away. For art lovers, the Museo di Sansedoni in Siena houses a collection of Renaissance and Baroque paintings. And don't miss the beautiful abbey of San Galgano, a short drive from Poggibonsi, with its iconic roofless church.
  • What are the best villa rentals in Poggibonsi?

    Among the villa rentals in Poggibonsi, Podere Il Pino, Antico Podere Il Bugnolo and Agriturismo La Moraia are the most popular ones.

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

    The area around Poggibonsi is home to a variety of wildlife, including birds of prey like buzzards and kestrels, as well as wild boar and deer. You might even spot a fox or a badger if you're lucky. The Tuscan countryside is also home to many different species of butterflies and insects.
  • 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 the best times to visit Poggibonsi. The weather is mild, the crowds are smaller, and the countryside is at its most beautiful. You'll also be able to enjoy the many festivals and events that take place 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, Podere Oliveta and Podere Poggiarello.

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

    You'll find the best deals on villa rentals in Poggibonsi during the shoulder seasons, from April to May and September to October. You'll avoid the peak summer crowds and enjoy pleasant weather, but you'll still be able to enjoy many of the area's attractions.
  • 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 Agriturismo La Moraia.

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

    Renting a villa in Poggibonsi gives you the freedom to cook your own meals, relax in your own space, and enjoy the peace and quiet of the Tuscan countryside. It's also a great way to experience the local culture, as many villas are located in small villages and hamlets.
  • 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.

  • Are there popular destinations near Poggibonsi?

    Poggibonsi is ideally located for exploring Tuscany. Within a short drive, you can visit the historic cities of Siena, Florence, and San Gimignano. You can also explore the beautiful countryside, with its vineyards, olive groves, and rolling hills. The region is famous for its food and wine, so be sure to sample some of the local delicacies.
  • What are the best villa rentals with parking in Poggibonsi?

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

Popular destinations

Best Poggibonsi villas and holiday homes with parking

Casa Turistica Accogliente Per 4 Ospiti Relax Top! - Poggibonsi
10 8 reviews

Casa Turistica Accogliente Per 4 Ospiti Relax Top!

house, Poggibonsi
This two-bedroom flat in Poggibonsi offers a convenient base for exploring Tuscany, situated a short drive from the town centre yet providing easy access to local attractions.
This apartment accommodates up to four guests and features a well-equipped kitchen, air conditioning, and parking, ensuring a comfortable and functional stay for your Tuscan getaway.
Case Vacanza Podere Risoino - Poggibonsi
9.0 89 reviews

Case Vacanza Podere Risoino

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.
Agriturismo Azienda Agricola La Roccaia - Poggibonsi
9.0 362 reviews

Agriturismo Azienda Agricola La Roccaia

farm, San Gimignano
Agriturismo Azienda Agricola La Roccaia is located in San Gimignano, 48 kilometres from Florence's Pitti Palace and 39 kilometres from Siena's Fontebranda, offering a peaceful escape in the Tuscan countryside. The farm stay has received very good user ratings with excellent location and cleanliness scores.
The property features a garden and terrace, along with a swimming pool and free bikes. Guests can enjoy modern amenities, including air conditioning, free Wi-Fi, and a fully equipped kitchen in some units, as well as a delicious Italian or gluten-free breakfast.
Casa Vacanze Nel Chianti Il Granaio - Poggibonsi
9.0 52 reviews

Casa Vacanze Nel Chianti Il Granaio

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.

Best Poggibonsi villas and holiday homes with a garden

Villa Dei 2 Ulivi (Abbadia Isola) - Poggibonsi
9.9 182 reviews

Villa Dei 2 Ulivi (Abbadia Isola)

house, Monteriggioni
This family-friendly villa is located just 3.2 kilometres outside Monteriggioni, a short drive from the historic Monteriggioni Castle and set in the peaceful Tuscan countryside. It has received excellent ratings for user experience, location, and cleanliness.
The 250 square metre property offers 5 bedrooms with a sofa bed and 4 bathrooms. It also features a swimming pool, a jacuzzi, a tennis court, and a terrace with a garden, making it perfect for families and groups seeking a relaxing escape.
Santa Maria A Poneta - Poggibonsi
9.7 99 reviews

Santa Maria A Poneta

farm, Barberino Tavarnelle
Santa Maria a Poneta is a working farm situated in the Chianti hills, just 5km from the medieval village of Barberino di Val d'Elsa and 15km from San Gimignano. The farm consistently receives excellent ratings for its location, cleanliness, and overall experience.
The farm offers a range of apartments, each with a terrace providing panoramic views of the surrounding countryside. Guests can enjoy a swimming pool, sun loungers, a BBQ area, and a fully equipped kitchen, alongside a host of activities such as wine tasting and exploring the nearby attractions.
82 M² Villa ∙ 2 Bedrooms ∙ 4 Guests - Poggibonsi
8.0 1 review

82 M² Villa ∙ 2 Bedrooms ∙ 4 Guests

house, Poggibonsi
Crisalide apartment, part of La Fiumara near Castellina Scalo, is situated 1.6km from Castellina Scalo and a 22.5km drive from Siena, offering easy access to Tuscany's San Gimignano area.
This 82 square metre property boasts two bedrooms, sleeping four guests, and features a fully equipped kitchen, air conditioning, a private garden, swimming pool, parking, and a shared barbecue area.
165 M² Villa ∙ 4 Bedrooms ∙ 8 Guests - Poggibonsi
No reviews

165 M² Villa ∙ 4 Bedrooms ∙ 8 Guests

house, Certaldo
This four-bedroom villa, near Certaldo in the Chianti region, boasts a half-hectare private garden and is 0.68km from the nearest restaurant, offering stunning mountain views and a tranquil countryside escape.
The 165 square metre, two-bathroom property sleeps eight guests and includes a well-equipped kitchen, Wi-Fi, a terrace, and private parking, making it ideal for families or groups exploring Tuscany.

Enjoy Top-Rated Luxury Houses in Poggibonsi, Italy

Treat yourself to high-end design, custom furniture, and premium finishes at luxury small-city houses in Poggibonsi, Italy.

Poderi Arcangelo - Poggibonsi
8.8 899 reviews

Poderi Arcangelo

farm, San Gimignano
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