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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

Appartamento Nel Chianti Con Uso Piscina - Poggibonsi
9.0 33 reviews

Appartamento Nel Chianti Con Uso Piscina

gîte, Poggibonsi
This charming gîte is situated in the Chianti Classico district, just 25 km from Siena and 35 km from Florence, offering a peaceful escape amidst rolling Tuscan hills. The property has excellent ratings for location, cleanliness, and overall user experience.
The gîte offers a range of apartments, comfortably accommodating up to four guests. Each apartment features a fully equipped kitchen, private outdoor space, and access to a shared swimming pool with stunning views. Guests can also enjoy on-site services like laundry facilities, parking, and the opportunity to book guided tours and mountain bike rentals.
Castello Del Nero - Podere San Filippo - Poggibonsi
9.5 99 reviews

Castello Del Nero - Podere San Filippo

house, Barberino Tavarnelle
Castello Del Nero - Podere San Filippo, a self-catering property near Barberino Tavarnelle, enjoys a peaceful countryside location 8km from Tavernelle Val di Pesa, 16km from Poggibonsi, and a 30-minute drive from San Gimignano.
This villa offers guests a swimming pool (open May-September), BBQ facilities, bike rentals, free parking, and access to breakfast at the nearby COMO Castello Del Nero, alongside amenities including a fully equipped kitchen, washing machine, and dryer within the elegantly furnished apartments.
250 M² House ∙ 6 Bedrooms ∙ 17 Guests - Poggibonsi
10 1 review

250 M² House ∙ 6 Bedrooms ∙ 17 Guests

house, Certaldo
Podere Galieni is an 8-room cottage situated a short distance from Certaldo, offering 250 m² of renovated living space with panoramic views of the Tuscan countryside and San Gimignano. This spacious country house provides accommodation for up to 16 guests, featuring air conditioning, WiFi, a private swimming pool, and convenient on-site parking.
La Ripa - Appartamento I Nidi - Poggibonsi
8.7 3 reviews

La Ripa - Appartamento I Nidi

house, San Gimignano
La Ripa - Appartamento I Nidi is a self-catering property in San Gimignano, approximately 34km from Piazza Matteotti and 37km from Piazza del Campo, offering easy access to Tuscany's major attractions.
This 70 square metre house sleeps up to 12 guests in two bedrooms and one bathroom, and boasts a private pool, free Wi-Fi, free parking, a fully equipped kitchen, barbecue, children's playground, and a garden.

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

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.
La Ginestra Di Valerio - Chianti Villa With Large Pool & Wifi - Poggibonsi
9.2 5 reviews

La Ginestra Di Valerio - Chianti Villa With Large Pool & Wifi

house, Barberino Tavarnelle
La Ginestra di Valerio is a five-bedroom villa situated in Zambra, a village in the Chianti region, approximately 30 kilometres from Siena's Piazza del Campo.
This 230 square metre property boasts a private pool, outdoor bath, and a garden, perfect for families or groups seeking a relaxing retreat in the Tuscan countryside.
Due Piani - Poggibonsi
9.1 60 reviews

Due Piani

farm, Barberino Tavarnelle
The Due Piani hotel is situated in Barberino Val d'Elsa, a short walk from the town centre, offering easy access to local shops, restaurants, and attractions. The hotel receives excellent ratings for its location and user experience, as well as a very good rating for cleanliness.
The hotel offers two bedrooms and is family-friendly, welcoming pets and offering amenities like a swimming pool, tennis court, and fitness centre. Guests can enjoy the garden, terrace, and barbecue area, as well as benefit from free parking, laundry services, and multilingual staff.
One Belvedere Tuscany - Poggibonsi
9.7 41 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.

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.

Popular destinations

Best Poggibonsi villas and holiday homes with parking

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.
Podere San Bartolo - Poggibonsi
10 1 review

Podere San Bartolo

gîte, Barberino Tavarnelle
Podere San Bartolo, situated in Barberino Val d'Elsa, offers a convenient base for exploring the Chianti region and Siena, both within easy driving distance.
This ten-bedroom, six-bathroom holiday home sleeps up to sixteen guests across three self-contained apartments, each with a private living area, kitchen, and access to a shared courtyard, swimming pool (open 27 April – 5 October), and barbecue.
I Melograni Del Chianti - Apt. Granaiolo - Poggibonsi
9.8 58 reviews

I Melograni Del Chianti - Apt. Granaiolo

gîte, Poggibonsi
This Poggibonsi self-catering apartment, part of a larger complex in the Tuscan countryside, offers easy access to the historic centre of Poggibonsi and other Tuscan attractions, the precise distance to which is not specified.
The ground-floor property features two bedrooms sleeping three guests, a private outdoor seating area, shared access to a swimming pool, garden, and BBQ terrace, plus facilities for laundry and parking, and offers assistance with booking local experiences such as wine tasting and cooking classes.
Villa Lionella Grande: A Splendid Three-story Villa Surrounded By Meadows And By Green Hills, With Free Wi-fi. - Poggibonsi
10 2 reviews

Villa Lionella Grande: A Splendid Three-story Villa Surrounded By Meadows And By Green Hills, With Free Wi-fi.

house, Poggibonsi
Villa Lionella Grande is situated in the countryside near Poggibonsi, just 3.5 km from the town centre and 1.5 km from the nearest restaurant, offering a peaceful retreat with easy access to local amenities. This property has received excellent user ratings, making it a popular choice for travellers seeking a comfortable and enjoyable stay.
This spacious villa accommodates up to 24 guests with 12 bedrooms, each featuring an en-suite bathroom, providing privacy and comfort for all. Guests can enjoy a private swimming pool, a large garden with a barbecue and wood-fired pizza oven, a gazebo for relaxing, and a choice of two fully equipped kitchens.

Best Poggibonsi villas and holiday homes with a garden

Fattoria Di Mugnano - Poggibonsi
9.0 284 reviews

Fattoria Di Mugnano

farm, Colle di Val d'Elsa
Fattoria di Mugnano is a working farm situated in the Tuscan countryside, 6 kilometres from Colle di Val d'Elsa and close to the ancient Via Francigena pilgrimage route.
This 15 square metre property offers a single bedroom with a private bathroom, a shared living room, and a terrace, allowing guests to enjoy the stunning views of the surrounding vineyards and the Tuscan countryside.
Casetta Rustica Nel Chianti - Poggibonsi
9.8 26 reviews

Casetta Rustica Nel Chianti

house, Barberino Tavarnelle
Casetta rustica nel Chianti is located in San Donnino, a charming village in the Chianti region, just 21 kilometres from Piazza Matteotti in Florence and 30 kilometres from Pitti Palace. The property has received excellent ratings for its location, cleanliness, and overall experience.
This one-bedroom cottage offers 55 square metres of space and can accommodate up to four guests. The cottage features a fully equipped kitchen, a cosy fireplace, a private garden, and free Wi-Fi, perfect for relaxing after a day exploring the region.
Podere San Bartolo - Poggibonsi
No reviews

Podere San Bartolo

farm, Barberino Tavarnelle
Podere San Bartolo is located in Barberino di Val d'Elsa, just 19 km from Florence's Pitti Palace and 12 km from Piazza Matteotti, offering a peaceful escape from the city in the Tuscan countryside. This rural retreat has 10 bedrooms and 6 bathrooms spread across 305 square metres, accommodating up to 40 guests.
The farmhouse comes equipped with a kitchen, a terrace, a garden, a swimming pool, free parking, Wi-Fi, and air conditioning, perfect for enjoying the Italian sunshine. Guests can also take advantage of the barbecue facilities and nearby cycling and hiking trails for exploring the beautiful Tuscan landscape.
Casa Luce Modern Urban Chic Apartment In Tuscany - Poggibonsi
9.7 197 reviews

Casa Luce Modern Urban Chic Apartment In Tuscany

house, Poggibonsi
This apartment is located in a quiet neighbourhood in Poggibonsi, just 40km from Florence and 30km from Siena, making it a great base for exploring Tuscany. It boasts excellent ratings for location, cleanliness, and user experience.
The property offers two bedrooms, a bathroom, a kitchen, and a balcony, comfortably accommodating up to five guests. The apartment includes a range of amenities, such as a fully equipped kitchen, air conditioning, free parking, and a private garden, ensuring a comfortable and enjoyable stay.
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