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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

Casa Vacanze Nel Chianti Il Granaio - Poggibonsi
9.0 51 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.
Fattoria Casa Sola - Poggibonsi
8.9 69 reviews

Fattoria Casa Sola

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.
Le Buche - Poggibonsi
8.6 4 reviews

Le Buche

farm, Poggibonsi
This charming farmhouse is situated in the heart of the Chianti Classico region, just 14km from Castellina in Chianti and within easy reach of Siena and Florence. It has received excellent reviews from previous guests, who have praised its peaceful location and the warm hospitality of the owners.
The property comprises three independent apartments, totalling 150 square metres and accommodating up to eight guests. Guests can enjoy a shared swimming pool, table tennis, and a barbecue, as well as the opportunity to purchase fresh, locally sourced farm products.
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.

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

Torre Apt. Ground Floor - Poggibonsi
No reviews

Torre Apt. Ground Floor

farm, Poggibonsi
Casolare Torre is a farmstead located in the Chianti region, 48 kilometres from Florence and 32 kilometres from Siena, offering panoramic views of the Tuscan hills and easy access to San Gimignano and Radda in Chianti.
This ground-floor apartment, spanning 45 square metres and accommodating two guests, features air conditioning, Wi-Fi, a kitchen with essential appliances, and a private outdoor seating area, with shared access to a 5x12 metre infinity pool, and is situated near Poggibonsi's Castelvecchio Natural Reserve and Alta Val d'Elsa River Park.
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.
Il Borghetto Tuscan Holidays - Poggibonsi
9.6 115 reviews

Il Borghetto Tuscan Holidays

house, San Gimignano
Il Borghetto Tuscan Holidays is a country property located 5km outside of San Gimignano, close to Poggibonsi Station and a 45-minute drive from Siena. The property has received excellent ratings for its location, cleanliness, and overall experience.
The property offers traditional Tuscan charm with wood-beamed ceilings and traditional furnishings. Guests can enjoy a swimming pool, a restaurant serving Tuscan cuisine, and cooking classes, all while enjoying breathtaking views of the surrounding hills.
Casa Gelsomino, Al Centro Dell' Arte E Del Relax - Poggibonsi
9.9 48 reviews

Casa Gelsomino, Al Centro Dell' Arte E Del Relax

house, Colle di Val d'Elsa
Casa Gelsomino, a ground-floor apartment in Castel San Gimignano, offers easy access to San Gimignano, Volterra, Siena, and Florence, all within a reasonable driving distance (distances unspecified).
This two-bedroom, one-bathroom dwelling sleeps six, boasting a private garden, shared swimming pool, parking, and a fully equipped kitchen including a dishwasher, microwave, fridge and freezer; a shared laundry room and barbecue are also available.

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

Podere Il Pino - Poggibonsi
8.7 591 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.
Villetta Indipendente 100mq, Parco, Terrazzo, 2 Bagni E Ac - Poggibonsi
9.4 54 reviews

Villetta Indipendente 100mq, Parco, Terrazzo, 2 Bagni E Ac

house, Colle di Val d'Elsa
This two-bedroom house is located in Le Grazie, a short distance from the medieval town of San Gimignano, with Siena's Piazza del Campo being 29 km away.
The property features a private garden, a terrace, a sauna and parking, comfortably accommodating up to 10 guests in its 100 square metre space.
Santa Maria A Poneta - Poggibonsi
9.7 97 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.
Tipologia Trilo - Poggibonsi
No reviews

Tipologia Trilo

farm, Poggibonsi
This farm is situated in the Chianti region, 14km from Castellina in Chianti, 18km from San Gimignano, and 50km from Florence, offering a peaceful escape surrounded by olive groves and vineyards. The "Tipologia Trilo" apartment provides 70 square metres of space, accommodating up to six guests in two bedrooms and a living/dining room with a double sofa bed.
The farm features a shared swimming pool, garden, patio, and barbecue area, perfect for relaxing and socialising. Guests can also enjoy bike rentals to explore the surrounding countryside, and nearby activities include tennis courts, thermal baths, and a variety of restaurants and supermarkets.

Best Poggibonsi villas and holiday homes with a garden

Torri 15 Holiday Home - Poggibonsi
No reviews

Torri 15 Holiday Home

house, Poggibonsi
Torri 15 Holiday Home is a pet-friendly house located in Torri, Poggibonsi, 4km from the town centre, offering a secluded escape yet convenient access to local amenities.
This self-catering property sleeps two guests and includes a kitchen with a dishwasher, a garden, parking, Wi-Fi, and one bathroom.
Nice Apartment In Villa For 6 People With Pool, Tv And Patio - Poggibonsi
No reviews

Nice Apartment In Villa For 6 People With Pool, Tv And Patio

house, Poggibonsi
This rural estate is located in the Chianti region, 14 kilometres from Castellina in Chianti and 18 kilometres from San Gimignano, offering a convenient base for exploring the area.
This 'Tipologia Trilo' apartment offers rustic interiors, sleeping up to six guests with two bedrooms and one bathroom, and features access to a shared swimming pool, garden, and barbecue facilities.
Agriturismo La Segolina - Poggibonsi
9.3 113 reviews

Agriturismo La Segolina

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.
La Casa Di Faro E Giulietta - Poggibonsi
10 1 review

La Casa Di Faro E Giulietta

house, Colle di Val d'Elsa
This family-friendly holiday home in Colle di Val d'Elsa is situated 100 metres from SentierElsa, 22 kilometres from Piazza del Campo, and 37 kilometres from Piazza Matteotti.
This 80 square metre property accommodates up to 10 guests with 2 bedrooms and 1 bathroom, offering free Wi-Fi, a fully equipped kitchen with a dishwasher, and a private garden with an outdoor dining area.
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