Villas and Holiday homes in Poggibonsi

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Poggibonsi holiday homes
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41 Villa rentals in Poggibonsi

Best Poggibonsi villas and holiday homes with a pool

Among the 41 accommodations in Poggibonsi, here are the 4 best villas and holiday homes with a pool

Agriturismo Azienda Agricola La Roccaia - Poggibonsi
9.0 364 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.
Casale Vecchio Fienile - Poggibonsi
9.3 3 reviews

Casale Vecchio Fienile

house, Barberino Tavarnelle
Casale Vecchio Fienile is a spacious house located in Sant'Appiano, a short distance from Barberino Tavarnelle, and just a 23-mile drive from Florence. It has received very good user ratings, an excellent location rating and a very good cleanliness rating.
This property offers eight bedrooms and seven bathrooms, making it ideal for large groups or families. Guests can enjoy a fully equipped kitchen, a swimming pool, a terrace, a garden, free parking and Wi-Fi, as well as a fireplace and a seating area.
Beautiful Apartment In Villa With Pool, A/c, Wifi, Tv And Pets Allowed, Close To San Gimignano - Poggibonsi
No reviews

Beautiful Apartment In Villa With Pool, A/c, Wifi, Tv And Pets Allowed, Close To San Gimignano

house, Poggibonsi
Casolare Torre With Pool And Ac, a holiday home, is located 6 kilometres from Poggibonsi and 19 kilometres from San Gimignano, within the San Gimignano And Surroundings tourist region.
This one-bedroom cottage offers accommodation for two guests, featuring air conditioning, WiFi, a kitchen with a fridge, microwave oven, and dishwasher, a garden, parking, and access to a shared swimming pool, with options for a private chef and custom tours.
Agriturismo Fattoria Sant'appiano - Poggibonsi
8.9 290 reviews

Agriturismo Fattoria Sant'appiano

farm, Barberino Tavarnelle
Agriturismo Fattoria Sant'Appiano is located in the Chianti wine area, between Florence and Siena, making it a great base for exploring Tuscany. The farm enjoys excellent ratings for location, cleanliness, and overall user experience.
The self-catering apartments are spacious and furnished in a charming Tuscan style. The farm offers a range of amenities, including a swimming pool, a restaurant serving authentic Tuscan cuisine, and the opportunity to purchase farm-fresh produce.

Best family friendly Poggibonsi villas and holiday home

Among the 41 accommodations in Poggibonsi, here are the 4 best family friendly villas and holiday homes

120 M² House ∙ 2 Bedrooms ∙ 4 Guests - Poggibonsi
No reviews

120 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, San Gimignano
La Ripa - Master Apartment, a 70m² self-catering property, is situated 7km from San Gimignano's centre, between Siena and Florence, offering convenient access to Tuscany's renowned towns.
This two-bedroom, three-bathroom holiday home sleeps four, boasting a private covered terrace with a wood-fired pizza oven, a shared swimming pool, high-speed Wi-Fi, and on-site parking, plus a cot for families.
Villa Anna - Poggibonsi
9.1 90 reviews

Villa Anna

house, Colle di Val d'Elsa
Villa Anna is situated in Colle di Val d'Elsa, a town in the Tuscan hills, just 27 kilometres from Siena's Piazza del Campo and 42 kilometres from Piazza Matteotti.
This two-bedroom villa offers a peaceful garden, a terrace for outdoor dining and a fireplace, perfect for relaxing after exploring the region.
95 M² Farmhouse ∙ 3 Bedrooms ∙ 6 Guests - Poggibonsi
10 1 review

95 M² Farmhouse ∙ 3 Bedrooms ∙ 6 Guests

farm, Barberino Tavarnelle
Podere San Bartolo - Casa Colonica 2, a farmhouse in Barberino Val d'Elsa, offers easy access to the Chianti region and Siena, approximately 30km away, and is a short distance from Barberino Val d'Elsa's historic centre.
This 95 square metre property sleeps six guests in three bedrooms and two bathrooms, boasting a well-equipped kitchen, air conditioning, Wi-Fi, a private terrace, shared pool (open 27 April - 5 October), and parking; a welcome basket with local produce is also provided.
Podere Villetta - Poggibonsi
9.3 4 reviews

Podere Villetta

house, Barberino Tavarnelle
Podere Villetta, a self-catering villa in Barberino Tavarnelle, Tuscany, is situated in the Tuscan countryside, 31km from Vico d'Elsa, 34km from Siena's Piazza del Campo, and 45km from Florence's Pitti Palace, offering easy access to Chianti's cycling routes.
This two-bathroom property boasts a private pool, tennis court, garden with barbecue, and free Wi-Fi, alongside a fully equipped kitchen, perfect for families enjoying the Tuscan landscape and its attractions.

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.

Popular destinations

Best Poggibonsi villas and holiday homes with parking

Agriturismo Podere Sertofano - Poggibonsi
9.5 581 reviews

Agriturismo Podere Sertofano

farm, Barberino Tavarnelle
Agriturismo Podere Sertofano is situated near Poggibonsi, just 13 kilometres from San Gimignano and 35 kilometres from Siena. This self-catering accommodation offers apartments with equipped kitchens, a shared outdoor pool, and a garden with barbeque facilities, perfect for relaxing and enjoying the Tuscan countryside.
Villa Sport Relax - Poggibonsi
9.3 19 reviews

Villa Sport Relax

house, Colle di Val d'Elsa
This detached villa is located in a quiet part of Colle di Val d'Elsa, a short drive from the historic centre and the Tuscan countryside.
This 88 square metre villa accommodates up to 9 guests with 2 bedrooms and 2 bathrooms, featuring a private swimming pool, air conditioning, WiFi, and private parking.
Podere Il Pino - Poggibonsi
8.7 577 reviews

Podere Il Pino

house, Poggibonsi
Podere Il Pino is a holiday home located in the Chianti Hills, just 10km from San Gimignano and a short drive from Colle di Val d'Elsa and Poggibonsi, offering a peaceful retreat in the heart of Tuscany. It has received very good ratings for location, cleanliness and user experience.
Each apartment comes with a private patio overlooking the large garden, providing a relaxing space to enjoy meals and the Tuscan sunshine. Guests can also enjoy the 18-metre pool with hydromassage jets, the small spa, the shared laundry room, and the tennis court.
Country House Il Covo Della Civetta - Poggibonsi
9.7 68 reviews

Country House Il Covo Della Civetta

house, Barberino Tavarnelle
Country House Il Covo della Civetta is located in Barberino di Val d'Elsa, a short drive from the historic centre of Barberino Tavarnelle, with Florence and its attractions within a 48 kilometre radius. The property enjoys an excellent rating for location, cleanliness, and user experience.
The one-bedroom house is 45 square metres and can comfortably accommodate three guests. The property has a well-equipped kitchen, a terrace with mountain views, a garden, a fireplace, free Wi-Fi, parking, and is pet-friendly.

Best Poggibonsi villas and holiday homes with a garden

Borgo Poneta - Poggibonsi
9.3 213 reviews

Borgo Poneta

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.
90 M² House ∙ 2 Bedrooms ∙ 4 Guests - Poggibonsi
No reviews

90 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, San Gimignano
This San Gimignano holiday home, 7km from the medieval town, enjoys a convenient location midway between Siena and Florence, ideal for exploring Tuscany.
The 90 square metre property offers two bedrooms, one bathroom, sleeps four guests, and includes a private garden with barbecue, shared swimming pool, and high-speed Wi-Fi.
One Belvedere Tuscany - Poggibonsi
9.7 44 reviews

One Belvedere Tuscany

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.
70 M² House ∙ 2 Bedrooms ∙ 6 Guests - Poggibonsi
No reviews

70 M² House ∙ 2 Bedrooms ∙ 6 Guests

house, Poggibonsi
This detached villa is located in the Val d'Elsa region, a short distance from Poggibonsi, providing convenient access to San Gimignano (15 kilometres), Monteriggioni (20 kilometres), and Siena (40 kilometres).
This 70 square metre holiday home accommodates up to six guests with two bedrooms and one bathroom, featuring a kitchen with a fridge, freezer, microwave oven, and dishwasher, a swimming pool, terrace, garden, and parking, all set amidst local vineyards and hilltop villages.
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