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 Yuri A Poggibonsi - Poggibonsi
9.9 78 reviews

Casa Yuri A Poggibonsi

house, Poggibonsi
This two-bedroom, two-bathroom apartment in Poggibonsi's historic district is 656 feet from the train station and local bus stops, offering easy access to Tuscany's major art cities.
The 5-guest unit features stunning arched windows with Chianti Hills views, a fully equipped kitchen including a dishwasher, air conditioning, and parking; note that it's located on the third floor and lacks an elevator.
Casa Cate - Poggibonsi
10 7 reviews

Casa Cate

house, Poggibonsi
This Poggibonsi rental unit is centrally situated in a quiet neighborhood, offering convenient access to local services and is located within a few miles of Florence, Siena, San Gimignano, Monteriggioni, and Volterra.
This two-bedroom, one-bathroom flat accommodates up to four guests and features a kitchen equipped with a refrigerator and dishwasher, with pets allowed and internet provided, making it an ideal base for exploring Tuscany's cultural sites and historical towns.
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 Luce Modern Urban Chic Apartment In Tuscany - Poggibonsi
9.7 196 reviews

Casa Luce Modern Urban Chic Apartment In Tuscany

house, Poggibonsi
This apartment in Poggibonsi is conveniently located just 40 minutes from Florence and 30 minutes from Siena, making it an ideal base for exploring Tuscany. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment features two bedrooms, one bathroom, and can comfortably accommodate up to five guests. Guests can enjoy a fully equipped kitchen, a private garden, and access to the owner's organic farm, where they can pick fresh produce.

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

Casa Ai Carfini - Poggibonsi
8.7 129 reviews

Casa Ai Carfini

house, Poggibonsi
Casa ai Carfini is a renovated farmhouse located in the Chianti region of Tuscany, a short 10-minute drive from Poggibonsi and a comfortable distance from Florence. This rental has received excellent ratings for location, cleanliness, and overall user experience.
The property features two bedrooms and a private balcony or outdoor dining area. Casa ai Carfini offers a seasonal swimming pool, a garden, free Wi-Fi, a TV with DVD player, free parking, and a restaurant on-site.
140 M² House ∙ 3 Bedrooms ∙ 8 Guests - Poggibonsi
8.4 28 reviews

140 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Poggibonsi
This farmhouse rental near Poggibonsi, Tuscany, is situated 3km from town, offering easy access to shops and within easy driving distance of San Gimignano (12km), Siena (25km), and Florence (40km), and boasts a unique blend of a 15th-century tower, an 18th-century church, and a renovated barn.
This 1600-square-foot property features three bedrooms, two bathrooms, sleeps eight, includes a fully equipped kitchen with a fridge and dishwasher, private outdoor areas, satellite TV, and a communal washing machine; a baby cot is available upon request.
Borgo Campassini, Monteriggioni - Poggibonsi
9.4 35 reviews

Borgo Campassini, Monteriggioni

farm, Monteriggioni
Borgo Campassini, a farm stay near Monteriggioni, Tuscany, is located 12 miles from Siena's Piazza del Campo and 24 miles from Grosseto's Piazza Matteotti, offering easy access to these historical landmarks. This family-friendly rural lodging boasts a seasonal outdoor pool, free Wi-Fi, private parking, and air-conditioned units with fully equipped kitchens, including dishwashers, perfect for a relaxing Tuscan getaway.
360 M² Villa ∙ 6 Bedrooms ∙ 12 Guests - Poggibonsi
No reviews

360 M² Villa ∙ 6 Bedrooms ∙ 12 Guests

house, Poggibonsi
This Tuscan villa, located near Poggibonsi, Italy, sits midway between Florence (26 miles) and Siena (25 miles), offering easy access to San Gimignano (11 miles) and other Chianti Classico towns.
The 3880-square-foot estate boasts a main house and guesthouse, sleeping up to 12 guests, with six bedrooms, seven bathrooms, a private pool (52' x 36'), air conditioning, free Wi-Fi, parking, and complimentary wine tasting from the owner's vineyard.

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

Casa Ernesto - Porzione Di Colonica - Poggibonsi
8.9 29 reviews

Casa Ernesto - Porzione Di Colonica

house, Monteriggioni
This charming house is located just 16 miles from Siena's Piazza del Campo and 25 miles from Grosseto's Piazza Matteotti, offering a tranquil escape in the Tuscan countryside. Guests consistently rate this property excellent for its cleanliness, location, and overall experience.
The 650-square-foot house comfortably accommodates up to 8 guests with 2 bedrooms and 1 bathroom. Enjoy a fully equipped kitchen, private garden with barbecue facilities, free Wi-Fi, and parking, plus accessibility features for guests with disabilities.
Chiantishire Retreat - Poggibonsi
9.0 11 reviews

Chiantishire Retreat

farm, Barberino Tavarnelle
Chiantishire Retreat, a farmhouse rental near Barberino Val d'Elsa, Tuscany, is located one kilometer from the town center and offers easy access to Florence (19 miles) and Siena (25 miles).
This 750-square-foot, two-bedroom, one-bathroom apartment sleeps four and features a fully equipped kitchen with a dishwasher, a private patio, access to a seasonal swimming pool, and a large shared property with a garden.
Tipologia Trilo - Poggibonsi
No reviews

Tipologia Trilo

farm, Poggibonsi
This farm is located in the Chianti region, just 14 km from Castellina in Chianti, 18 km from San Gimignano, and 50 km from Florence, offering a peaceful escape surrounded by olive groves and vineyards. The property features 12 apartments, located in the main house and a former barn, providing ample space for families or groups of friends.
The farm offers a shared garden, swimming pool, patio, and barbecue, perfect for relaxing and enjoying the Tuscan countryside. Guests can also explore the nearby towns and cities, or enjoy the farm's on-site amenities, including a washing machine and bicycle rentals.
Villa Zambra By Mmega - Poggibonsi
10 3 reviews

Villa Zambra By Mmega

house, Poggibonsi
This Poggibonsi villa, located in a secluded rural setting three miles from the Church of San Lorenzo, the Ra-Ma snc, and the Fountain of Fate, offers a tranquil escape near key landmarks.
The 2150-square-foot property boasts three bedrooms, three bathrooms, sleeps eight, and includes a private pool, barbecue grills, and a fully equipped kitchen with modern appliances.

Best Poggibonsi houses with parking

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.
Casa Valentino, à Quelques Km De San Gimignano - Poggibonsi
9.9 30 reviews

Casa Valentino, à Quelques Km De San Gimignano

house, Poggibonsi
This Tuscan countryside villa near San Gimignano, about 5 miles away, offers easy access to Siena, Florence, Volterra, and Certaldo, and sits adjacent to a section of the Via Francigena pilgrimage route.
The two-bedroom, one-bathroom house sleeps four, features a fully equipped kitchen with dishwasher, air conditioning, a 969 sq ft private outdoor area with a patio and lawn (pool currently unavailable), and private parking.
Borgo Poneta - Poggibonsi
9.4 212 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.
Villa Ferdinando - Villa With Private Pool - Poggibonsi
9.8 8 reviews

Villa Ferdinando - Villa With Private Pool

house, Poggibonsi
This villa rental in Poggibonsi is strategically located between Florence and Siena, offering convenient access to San Gimignano (11 miles) and the Chianti region, surrounded by vineyards and olive groves.
This 3880 sq ft estate accommodates up to 12 guests in a main house and separate guest house, featuring a panoramic pool, air conditioning, Wi-Fi, a garden with a barbecue and wood-burning oven, and complimentary wine and olive oil tasting.

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.

Apartment Bardeggiano - Caterina 2 - Col245 By Interhome - Poggibonsi
8.8 23 reviews

Apartment Bardeggiano - Caterina 2 - Col245 By Interhome

apartment, Colle di Val d'Elsa
Paglia - Poggibonsi
9.2 5 reviews

Paglia

house, Barberino Tavarnelle
Case Vacanza Podere Risoino - Poggibonsi
9.0 88 reviews

Case Vacanza Podere Risoino

house, Poggibonsi
Villa Sabrina By Posarellivillas - Poggibonsi
10 124 reviews

Villa Sabrina By Posarellivillas

house, San Gimignano

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.

60 M² House ∙ 2 Bedrooms ∙ 4 Guests - Poggibonsi
9.3 4 reviews

60 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Monteriggioni

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.

Villa Tegolato - Poggibonsi
No reviews

Villa Tegolato

house, Barberino Tavarnelle
Tenuta Macericca - Vacation Villa With Pool - Poggibonsi
10 2 reviews

Tenuta Macericca - Vacation Villa With Pool

house, Poggibonsi
Villa L'elsa - Poggibonsi
10 24 reviews

Villa L'elsa

house, Colle di Val d'Elsa
La Casa Di Manuela, Villa Indipendente Nel Chianti Con Vasca Idromassaggio - Poggibonsi
9.9 113 reviews

La Casa Di Manuela, Villa Indipendente Nel Chianti Con Vasca Idromassaggio

house, Barberino Tavarnelle
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