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

80 M² House ∙ 2 Bedrooms ∙ 6 Guests - Poggibonsi
9.3 6 reviews

80 M² House ∙ 2 Bedrooms ∙ 6 Guests

house, Barberino Tavarnelle
This renovated 80 square meter, 2-bedroom semi-detached apartment is located in a tranquil rural setting near Barberino Tavarnelle, offering uninterrupted views of the Tuscan countryside and direct access to a garden with seating and barbecue facilities.
This family-friendly property accommodates up to 6 guests, with amenities including a swimming pool, terrace, Wi-Fi, and on-site parking, making it ideal for those seeking a relaxing break with their pet.
Stunning Private Villa With Wifi, Private Pool, A/c, Hot Tub, Tv, Patio, Close To San Gimignano - Poggibonsi
9.0 9 reviews

Stunning Private Villa With Wifi, Private Pool, A/c, Hot Tub, Tv, Patio, Close To San Gimignano

house, Poggibonsi
This detached villa in Poggibonsi is set amongst vineyards and olive groves, conveniently located between Florence and Siena, 18 kilometres from San Gimignano and 40 kilometres from Siena.
This property offers 360 square metres of living space for up to 12 guests across a main house and a separate guest house, featuring air-conditioned bedrooms, a large swimming pool with panoramic views, a garden, a barbecue, a gazebo, a wood-burning oven, and complimentary Wi-Fi.
Il Coltro - Poggibonsi
9.2 87 reviews

Il Coltro

house, San Gimignano
Il Coltro is a historic farmhouse located in the Tuscan countryside, just 10 kilometres from the medieval town of San Gimignano. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
Each apartment in the farmhouse has its own private outdoor space with a BBQ, overlooking the garden, pool, or countryside. Guests can enjoy a range of amenities, including a swimming pool, free Wi-Fi, parking, and bike rentals, making it easy to explore the surrounding area.
The Timeless Elegance With Private Pool - Poggibonsi
9.4 3 reviews

The Timeless Elegance With Private Pool

house, Poggibonsi
This eight-bedroom villa near Poggibonsi offers a secluded rural setting, within 3km of the Church of San Lorenzo, the Fountain of Fate, and the Archeodromo di Poggibonsi, and within 5km of Poggio Imperiale Fortress and San Lucchese Convent.
Sleeping up to 15 guests, this self-catering property boasts a private pool, five bathrooms, a fully equipped kitchen with dishwasher, and extensive outdoor space including a garden and terrace; additional services such as dry cleaning and limo hire are available.

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

Lovely Apartment In Villa With A/c, Pool, Wifi, Tv And Pets Allowed, Close To San Gimignano - Poggibonsi
No reviews

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

house, Poggibonsi
Casolare Torre With Pool And Ac is a multi-unit property located 6 kilometres from Poggibonsi and 19 kilometres from San Gimignano, within the 'San Gimignano And Surroundings' tourist region.
This accommodation offers 155 square metres of living space spread across five bedrooms and three bathrooms, accommodating up to nine guests with amenities including a shared swimming pool, WiFi, and air conditioning, and is ideal for groups seeking private living quarters with shared common areas.
Sangi Chianti Vacations - Poggibonsi
No reviews

Sangi Chianti Vacations

house, Poggibonsi
Holiday rental listing. You will stay in Poggibonsi.
Services and facilities include a dish washer, a kitchen and a barbecue. This house in Poggibonsi also has air conditioning!
Casa Romantica - Poggibonsi
9.8 109 reviews

Casa Romantica

house, Colle di Val d'Elsa
This one-bedroom apartment in Colle di Val d'Elsa bassa is conveniently located near the panoramic lift to Colle alta, offering easy access to the historic centre and its artisan workshops.
The self-catering flat sleeps three, features a combined living/kitchen area with fridge-freezer, and includes parking; registration number IT052012C2MTWFXOOQ.
Country House / Farm House In Poggibonsi With 5 Bedrooms Sleeps 9 - Poggibonsi
No reviews

Country House / Farm House In Poggibonsi With 5 Bedrooms Sleeps 9

farm, Poggibonsi
Casolare Torre is a Tuscan farmhouse offering panoramic views in the Chianti region, located 48 kilometres from Florence and 32 kilometres from Siena, with easy access to San Gimignano and Radda in Chianti.
This 155 square metre, 5-bedroom, 3-bathroom property accommodates up to 9 guests and features air conditioning, WiFi, a shared swimming pool, and a garden, with pets welcome.

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

Fattoria Di Cinciano - Poggibonsi
9.2 1903 reviews

Fattoria Di Cinciano

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.
45 M² Villa ∙ 1 Bedroom ∙ 2 Guests - Poggibonsi
No reviews

45 M² Villa ∙ 1 Bedroom ∙ 2 Guests

house, Poggibonsi
Casolare Torre, in the San Gimignano and Surroundings area, is a self-catering property located 6km from Poggibonsi and 19km from San Gimignano, offering easy access to both towns and their amenities.
This 45 square metre house features one bedroom sleeping two guests, a private swimming pool (12m x 5m), a well-equipped kitchen, air conditioning, free Wi-Fi, and parking, making it ideal for a relaxing Tuscan getaway.
Torri 15 Holiday Home - Poggibonsi
No reviews

Torri 15 Holiday Home

house, Poggibonsi
Torri 15 Holiday Home is situated in Poggibonsi, just 30 kilometres from Siena's historic Piazza del Campo and 31 kilometres from Piazza Matteotti, offering easy access to the region's attractions. The house is located in a peaceful area, a short drive from the town centre.
The property is a 90 square metre house with two bedrooms and one bathroom, comfortably accommodating up to seven guests. The house offers a range of amenities, including a fully equipped kitchen, air conditioning, free Wi-Fi, on-site parking, a garden and a patio, perfect for relaxing and enjoying the Tuscan sunshine.
Le Buche - Poggibonsi
8.0 10 reviews

Le Buche

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.

Best Poggibonsi villas and holiday homes with a garden

Nice Apartment In Villa For 4 People With Pool, Tv And Patio - Poggibonsi
No reviews

Nice Apartment In Villa For 4 People With Pool, Tv And Patio

house, Poggibonsi
This rural estate is situated amidst the vineyards and olive groves of Chianti, 14 kilometres from Castellina in Chianti and 18 kilometres from San Gimignano.
This 50 square metre apartment, suitable for up to four guests, features a living/dining area, a double bedroom, a kitchenette equipped with a microwave and dishwasher, and offers access to a shared garden and swimming pool, with Poggibonsi train station 5 kilometres away.
Tipologia Quadrilocale - Poggibonsi
No reviews

Tipologia Quadrilocale

farm, Poggibonsi
La Moraia farmhouse, situated in the Chianti region, 14km from Castellina in Chianti, 18km from San Gimignano, and 50km from Florence, offers easy access to Tuscan gems.
This two-level, 98 square metre apartment sleeps eight, boasting a private garden, swimming pool, and well-equipped kitchenette; bicycle rental is available.
Your Dream Tuscan Vacation Home - Poggibonsi
10 1 review

Your Dream Tuscan Vacation Home

house, Barberino Tavarnelle
This Tuscan villa in San Donato in Poggio, Barberino Tavarnelle, is situated 14 kilometres from Piazza Matteotti and 35 kilometres from Florence's Santa Maria Novella station.
This 95 square metre holiday home sleeps seven guests across two bedrooms and two bathrooms, featuring a private swimming pool, garden, balcony with garden views, and a fully equipped kitchen with an oven and microwave.
Villa Ferdinando - Villa With Private Pool - Poggibonsi
9.8 8 reviews

Villa Ferdinando - Villa With Private Pool

house, Poggibonsi
This villa is located in Poggibonsi, Tuscany, providing easy access to Florence (42 km) and Siena (40 km), with Poggibonsi town centre 6 km away and San Gimignano 18 km distant.
This 360 square metre property, ideal for up to 12 guests, includes a main house and a separate guest house, featuring air conditioning, Wi-Fi, a large swimming pool, Jacuzzi, garden, and on-site wine and olive oil tasting.
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