Villas and Beach houses in Poggibonsi

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Poggibonsi villas
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41 Villa rentals in Poggibonsi

Browse Vacation Homes in the Historic District of Poggibonsi

Stay steps from top restaurants by choosing central vacation homes in Poggibonsi for easy downtown walking access.

Casa Turistica Accogliente Per 4 Ospiti Relax Top! - Poggibonsi
10 8 reviews

Casa Turistica Accogliente Per 4 Ospiti Relax Top!

house, Poggibonsi
This two-bedroom apartment is located at Via del Chianti 22 in Poggibonsi, a convenient base for exploring Tuscany and nearby historical cities.
This rental offers accommodation for up to four guests, featuring air conditioning, internet, a kitchen with a microwave, and an electric vehicle charging station.
Casa Di Montelonti A 10 Km Da San Gimignano - Poggibonsi
10 8 reviews

Casa Di Montelonti A 10 Km Da San Gimignano

house, Poggibonsi
This recently renovated one-bedroom apartment in the Montelonti hills is located 1.2 miles from Poggibonsi's center and the Poggio Bonizio fortress, offering easy access to Siena and Florence.
The 1-bathroom rental features a fully equipped kitchenette, a washing machine, ample private parking, and sleeps up to three guests in its combined living/bedroom area with a sofa bed and eco-friendly design.
The Timeless Elegance With Private Pool - Poggibonsi
9.4 3 reviews

The Timeless Elegance With Private Pool

house, Poggibonsi
This 8-bedroom, 5-bathroom villa near Poggibonsi, Italy, is located within 1.9 miles of the Church of San Lorenzo, the Fountain of Fate, and the Archeodromo di Poggibonsi, and within 3.1 miles of the Poggio Imperiale Fortress and San Lucchese Convent.
This large vacation home boasts a private pool, a fully equipped kitchen with dishwasher, a garden with barbecue grills, and can comfortably accommodate up to 15 guests, offering easy access to the Poggibonsi-San Gimignano train station.
Villa Mocarello  "Il Cipresso" - Poggibonsi
10 7 reviews

Villa Mocarello "Il Cipresso"

house, Poggibonsi
This charming apartment is located in the center of Poggibonsi, a short walk from the bus and train stations, offering easy access to explore the surrounding Tuscan countryside. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The apartment features a cozy open plan living room and kitchen, perfect for couples or solo travelers. Guests can enjoy a private outdoor space with a table and chairs, access to a lush garden with seating, and a dedicated parking space.

Best family friendly Poggibonsi villas and beach houses

Among the 41 accommodations in Poggibonsi, here are the 4 best family friendly villas and beach houses

Villa In Poggibonsi With 6 Bedrooms Sleeps 12 - Poggibonsi
No reviews

Villa In Poggibonsi With 6 Bedrooms Sleeps 12

house, Poggibonsi
This restored farmhouse estate in the Chianti region offers panoramic 360-degree views of Tuscan hills, located just 30 miles from Florence and 20 miles from Siena, with close proximity to San Gimignano and Radda in Chianti.
This 5,920 sq ft villa and guesthouse sleeps 12 guests and features 6 bedrooms, 7 bathrooms, a private pool with hydromassage, a jacuzzi, a garden with a wood-fired oven and barbecue, and is equipped with air conditioning and internet.
Villa Ferdinando By Posarellivillas - Poggibonsi
10 1 review

Villa Ferdinando By Posarellivillas

house, Poggibonsi
Villa Ferdinando, a 6-bedroom villa, is located in Monsanto, a village about 19 miles from Siena's Piazza Matteotti and 20 miles from Piazza del Campo. This luxurious villa is perfect for large families or groups, offering amenities like a swimming pool, Jacuzzi, sauna, and a spacious garden.
Villa Sabrina By Posarellivillas - Poggibonsi
10 124 reviews

Villa Sabrina By Posarellivillas

house, San Gimignano
Villa Sabrina by PosarelliVillas is located a short distance from San Gimignano's historic center, offering easy access to the town's famous towers and other attractions. This property has received excellent ratings for location, cleanliness, and overall user experience.
This 3-bedroom vacation home spans 1720 square feet and features a fully equipped kitchen, a private pool and garden, a terrace, and a barbecue for outdoor dining. Enjoy the peaceful surroundings, go hiking in the Tuscan countryside, or take advantage of the free parking on-site.
Fattoria Di Cinciano - Poggibonsi
9.2 1903 reviews

Fattoria Di Cinciano

farm, Poggibonsi
Fattoria di Cinciano is a farm located in the Poggibonsi district, a 10-minute drive from the center, 15 minutes from Colle di Val d'Elsa, and 19 miles from Siena. It offers a peaceful and relaxing retreat amidst rolling hills and vineyards. With excellent user and location ratings, the farm provides comfortable apartments with satellite TV, air conditioning, and kitchenettes.
Guests can enjoy an outdoor pool, a restaurant serving traditional Tuscan cuisine, a concierge, room service, and parking. The farm produces its own olive oil and wine on-site, offering a taste of local flavors. Activities such as cycling and wine tasting are available, and a delicious continental breakfast is served daily.

Frequently Asked Questions about villa rentals in Poggibonsi

  • What are the must-see attractions in and around Poggibonsi?

    Poggibonsi itself is a charming town, but you'll want to venture out to explore the surrounding Tuscan countryside. The medieval fortress of Monteriggioni is a must-see, just a short drive away. You can also visit the historic city of Siena, about 20 miles south of Poggibonsi, and explore its famous Piazza del Campo.
  • 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 lots of birds like hawks and owls, as well as wild boars and foxes if you're lucky. The countryside is also home to many types of snakes, lizards, and other small reptiles.
  • 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 fall are the best times to visit Poggibonsi, when the weather is mild and the crowds are smaller. You'll get to enjoy the beautiful Tuscan countryside without the summer heat or winter chill.
  • What are the best villa rentals with a jacuzzi in Poggibonsi?

    The best villa rentals with a jacuzzi in Poggibonsi are Podere Il Pino, Podere Oliveta and Holiday Home Antico Borgo San Lorenzo By Interhome.

  • When is it easiest to book a villa rental in Poggibonsi?

    You'll get the best selection and prices if you book your villa rental in the off-season, during the winter months. But, if you're looking for a more lively experience, you can book in the spring or fall, when the weather is still pleasant.
  • 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 degli Etruschi, or Etruscan Trail, runs through the area, offering scenic views and glimpses of ancient ruins. The trail passes through olive groves, vineyards, and forests, offering a truly immersive Tuscan experience.
  • 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 privacy and space than a hotel. You can enjoy your own kitchen and outdoor areas, and you'll have more flexibility to come and go as you please. It's also a great way to experience the local culture, as you'll be surrounded by the Tuscan countryside.
  • 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?

    The charming medieval town of San Gimignano is just a short drive away. You can also visit the beautiful city of Florence, about an hour's drive from Poggibonsi. Florence is known for its art, architecture, and history, and it's a popular destination for tourists from all over the world.

Popular destinations

Best Poggibonsi houses with a garden

Chianti Passion - Poggibonsi
9.9 45 reviews

Chianti Passion

house, Barberino Tavarnelle
Chianti Passion is a vacation home located in Barberino di Val dʼElsa, about 15 miles from Florence's Piazza Matteotti and 20 miles from Pitti Palace.
This 1,450 square-foot house offers 3 bedrooms, 2 bathrooms, a private pool and garden, and a fully equipped kitchen, perfect for families or groups of friends.
Villa ∙ 18 Bedrooms ∙ 40 Guests - Poggibonsi
10 9 reviews

Villa ∙ 18 Bedrooms ∙ 40 Guests

house, Poggibonsi
Lorenzo Village, a restored borgo near Colle di Val d'Elsa, is a 10-minute drive from Poggibonsi and offers easy access to San Gimignano (9 miles), Siena (17 miles), and Florence (30 miles).
This Tuscan estate boasts 18 bedrooms, 13 bathrooms, and accommodates up to 43 guests, featuring a pool, tennis court, on-site restaurant, and various activities including wine tasting and horse riding.
Appartamento Casolare E Piscina
Casa Monti - Poggibonsi
10 10 reviews

Appartamento Casolare E Piscina Casa Monti

house, San Gimignano
This 970-square-foot San Gimignano apartment boasts breathtaking, unobstructed views of the medieval towers, offering easy access to the town's attractions.
The three-bedroom, one-bathroom rental features a private garden with a barbecue, a shared swimming pool, two parking spaces, a fireplace, and a fully equipped kitchen, comfortably accommodating up to five guests.
95 M² House ∙ 2 Bedrooms ∙ 4 Guests - Poggibonsi
No reviews

95 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Barberino Tavarnelle
This Tuscan villa rental is located in San Donato in Poggio, within the Chianti region, placing it conveniently between Florence and Siena and offering 1020 square feet of living space.
This family-friendly vacation home accommodates up to 4 guests in 2 bedrooms with 2 bathrooms, and features a private garden, covered terrace, shared swimming pool, and a fully equipped kitchen, with a dedicated workspace available.

Best Poggibonsi houses with parking

Borgo Poneta - Poggibonsi
9.3 212 reviews

Borgo Poneta

farm, Barberino Tavarnelle
Borgo Poneta is a farm stay located in the Tuscan countryside, just 3.1 miles from Barberino Val d'Elsa and 8.7 miles from San Gimignano. The property has received excellent ratings for its location, cleanliness, and overall experience.
The farm features self-catering apartments with fully equipped kitchens and private terraces. Guests can enjoy the on-site pool, explore the wine cellars and rural museum, and purchase the farm's own Chianti wine and olive oil.
Casa Anna "A Lovely Home In Tuscany" - Poggibonsi
9.9 106 reviews

Casa Anna "A Lovely Home In Tuscany"

house, Colle di Val d'Elsa
This family-friendly apartment is situated in a peaceful rural area of Colle di Val d'Elsa, within a 10-minute walk of Art in Color, Colle di Val d'Elsa Cathedral, and Ranuccio Bianchi Bandinelli Archeological Museum. It has excellent user, location, and cleanliness ratings.
The apartment has 3 bedrooms and 2 bathrooms. It features a fully equipped kitchen, a cozy fireplace, a private fenced yard, and a spa tub. Guests can also enjoy access to a swimming pool, a Jacuzzi, a terrace/balcony, a garden, a spa, a fitness center, a tennis court, and parking.
Lovely Apartment In Villa For 6 Guests With Pool, Tv And Patio - Poggibonsi
No reviews

Lovely Apartment In Villa For 6 Guests With Pool, Tv And Patio

house, Poggibonsi
This apartment rental in Poggibonsi is situated in the Chianti wine region, 9 miles from Castellina in Chianti and 11 miles from San Gimignano, offering a Tuscan countryside experience.
This 750 sq ft, 2-bedroom, 1-bathroom villa accommodates up to 6 guests and features a shared garden, a swimming pool, and on-site parking, with a supermarket and restaurant 3 miles away.
Villa Vianci Rbo, Your Home Away In Tuscany - Poggibonsi
9.4 12 reviews

Villa Vianci Rbo, Your Home Away In Tuscany

house, Poggibonsi
Villa Vianci RBO is located in the Tuscan countryside, about 12 miles from Siena's Piazza del Campo and 20 miles from Poggibonsi's Piazza Matteotti. This property has received very good user ratings, with excellent marks for location and cleanliness.
The villa has 7 bedrooms, spanning 5380 square feet. This vacation rental offers a private pool, a terrace, a garden, a restaurant, a tennis court, and a fully equipped kitchen with a dishwasher and microwave.

Choose the Right Holiday Houses with Swimming Pool in Poggibonsi

On-site pool access at your Poggibonsi vacation home makes a proper swim in the city a seamless part of your stay.

Il Cristallo  Dream Getaway In Tuscany - Poggibonsi
10 6 reviews

Il Cristallo Dream Getaway In Tuscany

house, Colle di Val d'Elsa
500 M² Villa ∙ 7 Bedrooms ∙ 14 Guests - Poggibonsi
No reviews

500 M² Villa ∙ 7 Bedrooms ∙ 14 Guests

house, Poggibonsi
Villa Orchidea By Posarellivillas - Poggibonsi
9.2 60 reviews

Villa Orchidea By Posarellivillas

house, Certaldo
Nice Apartment In Villa For 3 Guests With A/c, Pool And Tv, Close To Siena - Poggibonsi
No reviews

Nice Apartment In Villa For 3 Guests With A/c, Pool And Tv, Close To Siena

house, Poggibonsi

Best Luxury Vacation Homes in Poggibonsi

Luxury vacation homes in Poggibonsi feature high-end finishes and prime locations. Enjoy designer decor in a carefully considered private stay.

Villa La Catena A San Gimignano: Melograni - Poggibonsi
9.7 13 reviews

Villa La Catena A San Gimignano: Melograni

house, San Gimignano

Check Out Vacation Homes with a Hot Tub in Poggibonsi

Enjoy a private hot tub at your city vacation home in Poggibonsi. These properties offer a secluded soak after a day of exploration.

550 M² Villa ∙ 6 Bedrooms ∙ 12 Guests - Poggibonsi
No reviews

550 M² Villa ∙ 6 Bedrooms ∙ 12 Guests

house, Poggibonsi
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 Ferdinando - Villa With Private Pool - Poggibonsi
9.8 8 reviews

Villa Ferdinando - Villa With Private Pool

house, Poggibonsi
Villa La Coccola - Poggibonsi
10 8 reviews

Villa La Coccola

house, Poggibonsi
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