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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

Torre Prima Holidays-appartamento Girasole - Poggibonsi
9.7 44 reviews

Torre Prima Holidays-appartamento Girasole

gîte, San Gimignano
This gîte is located in San Gimignano, within a 5km radius of the Piazza delle Erbe and the Collegiate Church of Santa Maria Assunta.
The property boasts a private garden and a swimming pool, perfect for relaxing after a day exploring the historic centre of San Gimignano.
Agriturismo Fattoria Sant'appiano - Poggibonsi
8.9 291 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.
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 Gingillo: A Splendid Three-story Villa Surrounded By The Greenery, With Free Wi-fi. - Poggibonsi
No reviews

Villa Gingillo: A Splendid Three-story Villa Surrounded By The Greenery, With Free Wi-fi.

house, Barberino Tavarnelle
Villa Gingillo is a beautiful villa located just 1.4 kilometres from the town of Tavarnelle Val di Pesa, offering a tranquil setting in the Tuscan countryside. This spacious property spans 280 square metres and comfortably accommodates up to 12 guests.
The villa provides a range of amenities for a relaxing and enjoyable stay, including a private swimming pool, two jacuzzis, a wellness room with a sauna and Turkish bath, a fitness room, and two fully equipped kitchens.

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 Ferdinando By Posarellivillas - Poggibonsi
10 1 review

Villa Ferdinando By Posarellivillas

house, Poggibonsi
Villa Ferdinando is located in the Tuscan countryside, just 30 kilometres from Poggibonsi and 32 kilometres from Siena, offering easy access to both towns and the surrounding scenic countryside. This property has received excellent user and location ratings, as well as a very good cleanliness rating.
This six-bedroom villa is ideal for large families or groups of friends. Guests can enjoy a private pool and garden, barbecue facilities, stunning garden views, and a terrace with pool views.
Beautiful Apartment In Villa With Wifi, A/c, Pool, Tv, Balcony, Pets Allowed, Close To San Gimignano - Poggibonsi
No reviews

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

house, Poggibonsi
Casolare Torre With Pool And Ac is located 6 kilometres from Poggibonsi and 19 kilometres from San Gimignano, within the "San Gimignano And Surroundings" tourist region.
This villa, suitable for up to four guests, offers 60 square meters of living space with two bedrooms, one bathroom, air conditioning, Wi-Fi, and a shared swimming pool open from April to October.
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.
Casa Orneto - Poggibonsi
9.7 90 reviews

Casa Orneto

house, Poggibonsi
CASA ORNETO is a charming house in Poggibonsi, conveniently located just 19 miles from the Fontebranda fountain in Siena and within easy driving distance of Florence. This house has received excellent ratings for cleanliness and user experience, with a very good location rating.
The house features one bedroom and two bathrooms, offering comfortable accommodation for up to three guests. It boasts a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and a peaceful garden with stunning views, allowing guests to enjoy the tranquility of Poggibonsi.

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

Fattoria Di Mugnano - Poggibonsi
9.0 283 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.
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.
Villa Belvedere In Poggibonsi, Tuscany - Poggibonsi
9.8 14 reviews

Villa Belvedere In Poggibonsi, Tuscany

house, Poggibonsi
This luxurious 550-square-metre villa is situated on a hillside within a renowned Chianti Classico wine estate near Poggibonsi, offering seclusion and stunning vineyard views, with the exact distance to the town centre unspecified.
The property boasts six double bedrooms, each with an en-suite bathroom, a private pool with a hydro-massage area, a wood-fired pizza oven, and accommodates up to twelve guests; included services comprise weekly linen changes, mid-stay cleaning (for two-week bookings), final cleaning, and a wine tasting.
Due Piani - Poggibonsi
9.1 62 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.

Best Poggibonsi villas and holiday homes with a garden

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.
Holiday Home Podere Galieni By Interhome - Poggibonsi
No reviews

Holiday Home Podere Galieni By Interhome

house, Certaldo
Holiday Home Podere Galieni by Interhome in Certaldo is situated 27 kilometres from Piazza Matteotti and 39 kilometres from Piazzale Michelangelo, offering a secluded retreat.
This spacious villa spans 250 square metres, featuring six bedrooms and eight bathrooms, a fully equipped kitchen with a dishwasher and oven, air conditioning, a swimming pool, terrace, garden, and private parking, with four babycots available free of charge.
90 M² House ∙ 2 Bedrooms ∙ 4 Guests - Poggibonsi
No reviews

90 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, San Gimignano
La Ripa - Apartment Il Fienile, a 70m² self-catering property, is situated 7km from San Gimignano's centre, offering easy access to both Siena and Florence.
This two-bedroom holiday home sleeps four, boasting a 90m² floor area, a private covered terrace with a wood-fired pizza oven, a shared swimming pool, and high-speed Wi-Fi; on-site parking and bicycle/motorbike storage are also provided.
Villa Sport Relax - Poggibonsi
9.2 16 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.
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