Villas and Holiday homes in Poggibonsi

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Poggibonsi villas
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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

Villa Fontanine -  Poggibonsi - Poggibonsi
No reviews

Villa Fontanine - Poggibonsi

house, Poggibonsi
This restored historic country house is located in the Chianti hills near Poggibonsi, offering panoramic vineyard and olive grove views, with Poggibonsi town centre just 3 kilometres away, and San Gimignano 13 kilometres distant.
This exclusive 350 square metre villa, accommodating up to 12 guests, features six bedrooms and seven bathrooms, including a ground-floor accessible bedroom, a private annexe with its own facilities, air conditioning, Wi-Fi, a garden with barbecue and wood-fired oven, and a swimming pool with hydromassage open from May to September.
Agriturismo Fattoria Sant'appiano - Poggibonsi
8.9 280 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.
Cosy Apartment In Villa With Wifi, A/c, Pool, Tv, Terrace, Panoramic View, Close To San Gimignano - Poggibonsi
No reviews

Cosy Apartment In Villa With Wifi, A/c, Pool, Tv, Terrace, Panoramic View, Close To San Gimignano

house, Poggibonsi
Podere Oliveta, a villa in Poggibonsi, Tuscany, is located 17 km from San Gimignano and within easy reach of Siena (37 km) and Florence (44 km).
This one-bedroom apartment, part of a four-apartment complex, offers 42 square metres of space, a private garden, swimming pool (open June 1st to October 1st), parking, and sleeps two, with amenities including a fridge, microwave, and air conditioning.
95 M² House ∙ 2 Bedrooms ∙ 4 Guests - Poggibonsi
No reviews

95 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Barberino Tavarnelle
This Tuscan villa is located in San Donato in Poggio, within the Chianti wine region, placing it equidistant from Florence and Siena, approximately 30 kilometers from each city.
This 95 square meter property offers accommodation for up to four guests with two bedrooms and two bathrooms, featuring a fully equipped kitchen, a dedicated workspace, a private garden, a covered terrace, a balcony with panoramic views, and access to a shared swimming pool.

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

L'arco - Poggibonsi
10 3 reviews

L'arco

house, Colle di Val d'Elsa
This townhouse is located in a Tuscan villa complex, a short walk from Colle di Val d'Elsa town centre, surrounded by rolling hills.
This family-friendly property sleeps six across three bedrooms and two bathrooms, featuring air conditioning, a private garden, a swimming pool, and a fully equipped kitchen with a dishwasher and freezer.
Casa Ai Carfini - Poggibonsi
8.7 129 reviews

Casa Ai Carfini

house, Poggibonsi
Casa ai Carfini is a renovated farmhouse in the Chianti region, just a 10-minute drive from Poggibonsi and a 39-mile drive from Florence airport. The property has received excellent ratings for its location, cleanliness, and overall experience.
The accommodation offers two bedrooms and private entrances, balconies or outdoor dining areas. Guests can enjoy a seasonal outdoor pool, a garden, and a restaurant on site, as well as free parking, internet, air conditioning, and a fully equipped kitchen.
360 M² Villa ∙ 6 Bedrooms ∙ 12 Guests - Poggibonsi
No reviews

360 M² Villa ∙ 6 Bedrooms ∙ 12 Guests

house, Poggibonsi
This Tuscan villa, situated 6km from Poggibonsi and within easy reach of Siena (40km) and Florence (42km), offers stunning panoramic views.
The 360 square metre property comprises a main house and guest house, sleeping up to 12 guests, and boasts a private pool, air conditioning, Wi-Fi, and complimentary wine tasting from the owner's vineyards.
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.

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 the region! You can't miss the medieval walls and towers of the historic centre, and the Museo di San Lucchese is a must-see for art lovers. For a day trip, head to Siena, a beautiful hilltop city about 30km away, or visit the charming town of San Gimignano, known for its towering medieval towers.
  • 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?

    The countryside around Poggibonsi is home to a variety of wildlife, including hares, foxes, and birds of prey. You might also spot wild boar or deer in the forests, especially in the early morning or late evening. Keep an eye out for the vibrant green lizards that are common in the area.
  • 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 the most pleasant times to visit Poggibonsi, with mild temperatures and fewer crowds. You'll enjoy the vibrant colours of the Tuscan countryside in spring, and the autumn harvest brings a unique atmosphere to the region. Summer can be very hot and crowded, while winter can be chilly and rainy, although you might get lucky with some sunny days.
  • 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 a villa rental in the shoulder seasons, like spring or autumn, is usually easier and more affordable than during the peak season. You can find good deals on villas in May, September, and October, and you'll experience a more relaxed atmosphere in the region.
  • 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 advantages of renting a house or a villa in Poggibonsi

    Renting a villa in Poggibonsi gives you the freedom to explore the region at your own pace. You'll have your own space, a kitchen to prepare meals, and often a private outdoor area where you can relax and enjoy the Tuscan sunshine. It's also a great option for families or groups of friends who want to travel together.
  • 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.

  • Are there popular destinations near Poggibonsi?

    Poggibonsi is a great base for exploring Tuscany! You can easily reach Siena, San Gimignano, Florence, and even the charming hilltop town of Montepulciano within a short drive. The region is also famous for its vineyards, olive groves, and rolling hills, making it a perfect destination for wine tasting, cycling, and hiking.
  • 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.

Popular destinations

Best Poggibonsi villas and holiday homes with parking

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 Zambra By Mmega - Poggibonsi
10 3 reviews

Villa Zambra By Mmega

house, Poggibonsi
This rural villa is situated near Poggibonsi, Tuscany, within 5km of San Lorenzo Church, Ra-Ma snc, and the Fountain of Fate, offering a tranquil escape.
The 200 square metre property boasts three bedrooms, three bathrooms, sleeps eight guests, and includes a private pool, terrace, garden, and fully equipped kitchen with dishwasher; barbecue facilities are also available.
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.
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.

Best Poggibonsi villas and holiday homes with a garden

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

Cosy Apartment In Villa With Pool, A/c, Wifi, Tv, Balcony And 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.
La Casina Sull'elsa - Tra Sentierelsa E Francigena - Poggibonsi
10 88 reviews

La Casina Sull'elsa - Tra Sentierelsa E Francigena

house, Colle di Val d'Elsa
This Colle di Val d'Elsa house, ideally located near the SentierElsa and Via Francigena trails, is under 30 minutes from Florence, Siena, and Volterra.
The recently renovated property offers one bedroom, one bathroom, sleeps four, and includes a private patio, secure garage for bikes, a workshop, and free on-site parking; making it perfect for cyclists exploring Tuscany.
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.
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