La Moraia farmhouse, situated in the Chianti region, 14km from Castellina in Chianti, 18km from San Gimignano, and 50km from Florence, offers easy access to Tuscan gems. This two-level, 98 square metre apartment sleeps eight, boasting a private garden, swimming pool, and well-equipped kitchenette; bicycle rental is available.
Poggibonsi
30/06 – 03/07
894 €/nightTotal: 2682 € (3 )
Lovely Apartment In Villa With Wifi, Pool, A/c, Tv And Pets Allowed, Close To San Gimignano
5 5
house , Poggibonsi
Casolare Torre With Pool And Ac is a multi-unit property located 6 kilometres from Poggibonsi and 19 kilometres from San Gimignano, within the 'San Gimignano And Surroundings' tourist region. This accommodation offers 155 square metres of living space spread across five bedrooms and three bathrooms, accommodating up to nine guests with amenities including a shared swimming pool, WiFi, and air conditioning, and is ideal for groups seeking private living quarters with shared common areas.
Poggibonsi
30/06 – 03/07
849 €/nightTotal: 2547 € (3 )
House ∙ 6 Bedrooms ∙ 12 Guests
6 5
house , Poggibonsi
Villa Mary, a substantial residence, is located in the Tuscan countryside near Poggibonsi, 5 kilometres from its historic centre, with Siena 37 kilometres and Florence 50 kilometres away, offering easy access to the Upper Elsa Valley. This accommodating villa, suitable for 12 guests across 6 bedrooms, features an exclusive swimming pool with solarium, a 400 square metre garden with two furnished porches, a built-in barbecue, air conditioning in bedrooms, Wi-Fi, and private parking, with independent apartments for added privacy.
8.7 127 reviews
Poggibonsi
08/10 – 14/10
142 €/nightTotal: 852 € (6 )
Casa Ai Carfini
2 2
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.
9.4 11 reviews
Poggibonsi
07/08 – 09/08
529 €/nightTotal: 1058 € (2 )
One Belvedere Tuscany
1 1
farm , Poggibonsi
One Belvedere Tuscany, a farmhouse in Poggibonsi, is situated 27km from both Piazza del Campo in Siena and Piazza Matteotti. This property boasts an infinity pool, on-site spa with sauna and hot tub, fitness centre, restaurant serving local specialities, and free private parking; bike and car rentals are available for exploring the Tuscan countryside.
9.6 99 reviews
Poggibonsi
26/08 – 31/08
294 €/nightTotal: 1470 € (5 )
Santa Maria A Poneta
2 1
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.
Poggibonsi
07/08 – 09/08
120 €/nightTotal: 240 € (2 )
33 M² House ∙ 1 Bedroom ∙ 5 Guests
1 1
house , Poggibonsi
This Poggibonsi dwelling offers a strategic Tuscan base, located 350 metres from the Siena Eye Laser clinic and 13 kilometres from San Gimignano. This 33 square metre apartment accommodates up to five guests, featuring one bedroom, one bathroom, and a fully equipped kitchen, with air conditioning and parking provided.
Poggibonsi
25/07 – 01/08
1441 €/nightTotal: 10087 € (7 )
Tenuta Macericca By Posarellivillas
5 4
house , Poggibonsi
Tenuta Macericca by PosarelliVillas is situated in Piecorto, 26 kilometres from Piazza Matteotti and 34 kilometres from Piazza del Campo, with Florence Airport 48 kilometres away. This spacious 5-bedroom villa accommodates up to 19 guests, featuring a private pool, jacuzzi, air conditioning, WiFi, and a fully equipped kitchen, offering 400 square metres of living space with outdoor seating and garden areas.
9.2 556 reviews
Poggibonsi
23/06 – 24/06
537 €/nightfor 1 night
Antico Borgo Poggiarello
2 7
house , Monteriggioni
Antico Borgo Poggiarello is located in the Chianti Hills, a short distance from Siena and Monteriggioni, surrounded by woods and vineyards. The property has received excellent ratings for location, cleanliness, and user experience. The accommodation is set within a 17th-century village, featuring an ancient 9th-century tower with stunning views. Guests can enjoy a swimming pool, a spa, a restaurant, a bar, a fitness centre, and a thermal bath, as well as a range of other amenities and activities.
9.2 203 reviews
Poggibonsi
20/09 – 21/09
79 €/nightfor 1 night
Casailcambio
1 1
house , Colle di Val d'Elsa
CASAILCAMBIO is located in San Marziale, a peaceful rural setting just 22 kilometres from Siena’s Piazza del Campo and 38 kilometres from Grosseto’s Piazza Matteotti. The property has received excellent user, location, and cleanliness ratings. The cottage offers one bedroom and can accommodate up to three guests. It features a private terrace and garden, a fully equipped kitchen, air conditioning, a fireplace, free parking, and Wi-Fi.
9.7 58 reviews
Poggibonsi
20/09 – 20/11
323 €/nightTotal: 19703 € (61 )
Villa Il Poggio Di San Gimignano
2 2
house , Colle di Val d'Elsa
Villa Il Poggio di San Gimignano is situated in Borgatello, a short distance from the medieval town of San Gimignano, approximately 29 kilometres from Piazza del Campo in Siena. This two-bedroom villa boasts a peaceful garden setting, panoramic mountain views, a private swimming pool and a Jacuzzi, making it an ideal choice for families or groups seeking a relaxing getaway in the Tuscan countryside.
9.5 4 reviews
Poggibonsi
30/06 – 03/07
143 €/nightTotal: 429 € (3 )
Agriturismo Sant Ulivieri
2 5
farm , Colle di Val d'Elsa
Agriturismo Sant Ulivieri, located in Montecchio, is 29 kilometres from Piazza del Campo and 35 kilometres from Piazza Matteotti, offering a farm stay near Colle di Val d'Elsa. This agriturismo provides accommodations with kitchens, garden views, and private patios, alongside on-site dining, complimentary WiFi, and free parking, with Florence Airport being 56 kilometres away.
Best Poggibonsi villas and holiday homes with a pool
Among the 31 accommodations in Poggibonsi, here are the 4 best villas and holiday homes with a pool
Poggibonsi
25/07 – 01/08
1331 €/nightTotal: 9317 € (7 )
350 M² Villa ∙ 5 Bedrooms ∙ 10 Guests
5 4
house , Barberino Tavarnelle
Villa Fiorentini, in San Filippo a Ponzano near Barberino Val d'Elsa in the Chianti region, offers a secluded escape in the Tuscan countryside, a short distance (a few kilometres) from both Florence and Siena. This 350 square metre property boasts five bedrooms, five bathrooms, and sleeps up to ten guests, featuring a private swimming pool (10m x 5m), a large kitchen, and outdoor dining with a wood-fired oven; weekly linen and cleaning are included.
Poggibonsi
25/07 – 01/08
1997 €/nightTotal: 13979 € (7 )
Il Boscone
8 4
house , Barberino Tavarnelle
This villa is located in Tavarnelle Val di Pesa, within the Chianti region, 17.7 kilometres from Piazza Matteotti and 29 to 30.6 kilometres from Florence's Piazzale Michelangelo and Uffizi Gallery. Il Boscone offers 8 bedrooms and 8 bathrooms across 455 square metres, accommodating up to 42 guests with air conditioning, a swimming pool, jacuzzi, garden, parking, and a fully equipped kitchen featuring a fridge, microwave, and dishwasher, with facilities for disabled guests also available.
Poggibonsi
25/07 – 01/08
1298 €/nightTotal: 9086 € (7 )
Apartments Florence - Villa Tignano With Pool
5 4
house , Barberino Tavarnelle
This spacious five-bedroom villa is situated in Barberino di Val d'Elsa, placing it 17.7 kilometres from Piazza Matteotti and 30.6 kilometres from Piazzale Michelangelo. Offering 500 square metres of living space, this detached house accommodates up to 19 guests with five bathrooms, air conditioning, a private seasonal outdoor pool, a garden, a spa, WiFi, and parking.
8.6 1377 reviews
Poggibonsi
23/06 – 24/06
278 €/nightfor 1 night
Tenuta Decimo - Il Borgo Di Mariano
4 7
farm , San Gimignano
Il Borgo Di Mariano, a country house, is situated in Castel San Gimignano, approximately 13 kilometres from the medieval town of San Gimignano and a one-hour drive from Florence. This family-friendly farmhouse offers a range of amenities, including a swimming pool, Jacuzzi, tennis court, and restaurant serving local cuisine, making it an ideal choice for a relaxing Tuscan getaway.
Best family friendly Poggibonsi villas and holiday home
Among the 31 accommodations in Poggibonsi, here are the 4 best family friendly villas and holiday homes
9.3 207 reviews
Poggibonsi
25/07 – 01/08
378 €/nightTotal: 2646 € (7 )
Borgo Poneta
2 4
farm , Barberino Tavarnelle
Borgo Poneta is a farm stay situated in the Tuscan countryside, just a short drive from the charming towns of Barberino Val d'Elsa and San Gimignano. It has consistently received excellent ratings for its location, cleanliness, and overall experience. This traditional farmhouse offers a taste of authentic Tuscan life with its terracotta floors and panoramic views of the surrounding hills. Guests can enjoy a refreshing dip in the outdoor pool, relax on the terrace, and explore the original wine cellars and a small rural museum.
8.8 69 reviews
Poggibonsi
20/09 – 22/09
117 €/nightTotal: 234 € (2 )
Fattoria Casa Sola
1 1
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.
9.4 190 reviews
Poggibonsi
08/10 – 14/10
162 €/nightTotal: 972 € (6 )
La Ripa - Appartamento Padronale
2 2
house , San Gimignano
La Ripa - Appartamento Padronale is a short distance from San Gimignano's historic centre, making it easy to explore the town's charming streets and iconic towers. The property has received excellent ratings for its location, cleanliness and overall experience. This two-bedroom house offers comfortable accommodation for families or groups of friends. It has a private patio with garden views, a shared swimming pool, a fully equipped kitchen and free Wi-Fi.
9.6 99 reviews
Poggibonsi
30/06 – 03/07
205 €/nightTotal: 615 € (3 )
Maestra Exclusive Chianti House, Tuscany
1 5
house , Poggibonsi
This recently renovated 18th-century Tuscan farmhouse, located in the Chianti region, 29 kilometres from Piazza Matteotti in Poggibonsi, offers easy access to Siena and Florence. The 170-square-metre property boasts three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a jacuzzi, a spa, air conditioning, and free Wi-Fi, comfortably accommodating families or groups of up to six guests.
Frequently asked questions about villa rentals in Poggibonsi
What are the must-see attractions in and around Poggibonsi?
Poggibonsi itself is a charming town with a historic centre and the impressive Fortezza di Poggibonsi, a 14th-century fortress. But you're also close to Siena, San Gimignano, and the Chianti region, all with their own unique attractions.
What types of wildlife can travelers expect to see in the area of Poggibonsi?
You'll see plenty of birds, especially in the countryside, like swallows, robins, and owls. You might also spot wild boar, deer, and foxes, particularly in the hills around Poggibonsi.
What are the best villa rentals with a pool in Poggibonsi?
Spring and autumn are ideal, with mild temperatures and less crowds. Summer can be hot, but it's a great time for outdoor activities and festivals. Winter is quieter, but you might experience some rain.
What are the best villa rentals with a jacuzzi in Poggibonsi?
When is it easiest to book a villa rental in Poggibonsi?
Booking in advance is always recommended, especially for peak season. You'll find the best deals and availability outside of July and August, but it's still possible to find good options even in the summer.
What are the best villa rentals for families and kids in Poggibonsi?
The Sentiero del Chianti is a popular choice, offering stunning views of the vineyards and rolling hills. There's also the Via Francigena, an ancient pilgrim route that passes through the area.
What are the best pet friendly villa rentals in Poggibonsi?
What are the advantages of renting a house or a villa in Poggibonsi
It offers more space and privacy compared to a hotel, allowing you to relax and enjoy the Tuscan lifestyle at your own pace. You'll often have access to a kitchen, so you can prepare your own meals and enjoy local produce.
What are the best villa rentals with parking in Poggibonsi?
Absolutely! Siena, with its iconic Piazza del Campo, is just a short drive away. San Gimignano, known for its medieval towers, is also easily accessible. And of course, you're in the heart of the Chianti region, with its famous vineyards and wineries.
Destinations nearby
Best Poggibonsi villas and holiday homes with parking
9.1 86 reviews
Poggibonsi
26/08 – 31/08
121 €/nightTotal: 605 € (5 )
Case Vacanza Podere Risoino
1 1
house , Poggibonsi
Case Vacanza Podere Risoino is located in Poggibonsi, just 22 kilometres from Siena's Piazza del Campo and 32 kilometres from Lucca's Piazza Matteotti, offering a peaceful retreat in the Tuscan countryside. It has received very good user ratings and excellent ratings for location and cleanliness. The property features a private pool with stunning views, a relaxing garden, and a fully equipped kitchen. Guests can also enjoy a private bathroom with a bidet, free Wi-Fi, free private parking, and easy access to nearby cities.
Poggibonsi
08/08 – 15/08
261 €/nightTotal: 1827 € (7 )
Holiday Home Antico Borgo S Lorenzoalbicocco By Interhome
1 2
house , Poggibonsi
Holiday Home Antico Borgo S Lorenzo Albicocco is situated in Poggibonsi, Tuscany, conveniently located 26km from Siena's Piazza del Campo and 48km from Florence's Piazzale Michelangelo. This 40 square metre property offers one bedroom, one bathroom, sleeps three guests, and features a private parking space, Wi-Fi, a swimming pool, and a terrace; enjoy nearby Tuscan attractions and the property's well-equipped kitchen.
9.2 118 reviews
Poggibonsi
26/08 – 31/08
151 €/nightTotal: 755 € (5 )
Agriturismo La Segolina
1 1
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.
9.2 1935 reviews
Poggibonsi
07/08 – 09/08
336 €/nightTotal: 672 € (2 )
Fattoria Di Cinciano
1 2
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.
Best Poggibonsi villas and holiday homes with a garden
Poggibonsi
15/08 – 22/08
159 €/nightTotal: 1113 € (7 )
90 M² House ∙ 2 Bedrooms ∙ 4 Guests
2 2
house , Poggibonsi
This Poggibonsi terraced house, conveniently located within walking distance of the town's shops and restaurants, offers easy access to Poggibonsi's historical sites. The 90 square metre, two-storey property sleeps four guests, boasting two bedrooms, two bathrooms, a fully equipped kitchen with modern appliances, a private courtyard, and amenities for families including a cot and high chair.
8.7 6 reviews
Poggibonsi
25/07 – 01/08
208 €/nightTotal: 1456 € (7 )
Luminoso Trilocale Con Vista E Uso Piscina
1 4
gîte , Poggibonsi
This Poggibonsi holiday apartment, a spacious 75-square-metre first-floor property, is situated near the town centre, offering easy access to local amenities. The self-catering rental boasts two double bedrooms, a sofa bed accommodating up to six guests, a fully equipped kitchen with dishwasher, a private garden, and a swimming pool.
8.0 11 reviews
Poggibonsi
08/10 – 14/10
85 €/nightTotal: 510 € (6 )
Le Buche
2 2
farm , Poggibonsi
This Chianti Classico farmhouse, 6km from Poggibonsi and 14km from Castellina in Chianti, offers a tranquil setting amidst vineyards and olive groves, with easy access to the railway station and local amenities. The 60 square metre, two-bedroom apartment sleeps four, features a private outdoor area, a shared seasonal swimming pool, and barbecue facilities, plus local produce is available for purchase.
9.6 46 reviews
Poggibonsi
07/08 – 09/08
243 €/nightTotal: 486 € (2 )
La Stalla
2 1
house , Monteriggioni
La Casa Del Fattore is a peaceful countryside retreat located 7 kilometres outside of Monteriggioni, a short drive from the historic city of Siena (16 kilometres) and the city of Florence (42 kilometres). The property has received excellent ratings for its location, cleanliness, and overall experience. This self-catering accommodation offers a fully equipped kitchen, a private garden with a gazebo and barbecue, and a seasonal outdoor pool. Guests can enjoy a game of tennis or table tennis on-site, or explore the surrounding countryside on a bike, which can be rented from the property.