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Villas in Poggibonsi

Discover Poggibonsi's best-kept secret: stunning villas amidst Tuscany's rolling hills & charming hilltop town, perfect for relaxation, culture & adventure.

Villas in Poggibonsi

Nice apartment in villa with WIFI, pool, ANice apartment in villa with WIFI, pool, A/C, TV, pets allowed and parking, close to San Gimignano/C, TV, pets allowed and parking, close to San Gimignano
£136  night
2
1
1
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Stunning villa for 4 people with hot tub, private pool, WIFI, TV, terrace and parking
5.0/5
£132  night
4
2
1
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Villa Le Fonti in Tuscany by Fantasia Villas
£1329  night
12
6
9
Details View Offers
Lovely apartment in villa for 3 guests with ALovely apartment in villa for 3 guests with A/C, pool, TV and parking, close to Siena/C, pool, TV and parking, close to Siena
£114  night
3
1
1
Details View Offers
SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI
5.0/5
£910  night
18
9
9
Details View Offers
Lorenzo Village - Eighteen Bedroom Villa, Sleeps 43
£3832  night
43
18
14
Details View Offers
Villa Volpaia by MMega
£749  night
12
6
7
Details View Offers
Private Villa with private pool, APrivate Villa with private pool, A/C, WIFI, patio, panoramic view, parking, close to San Gimignano/C, WIFI, patio, panoramic view, parking, close to San Gimignano
£925  night
11
5
4
Details View Offers
"LA GINESTRA DI VALERIO" : BETWEEN FLORENCE AND SIENA, 10 MIN FROM SAN GIMIGNANO,"LA GINESTRA DI VALERIO"LA GINESTRA DI VALERIO" : BETWEEN FLORENCE AND SIENA, 10 MIN FROM SAN GIMIGNANO," : BETWEEN FLORENCE AND SIENA, 10 MIN FROM SAN GIMIGNANO,
£386  night
12
5
4
Details View Offers
VILLA LA COCCOLA WITH HEATED POOL AND HYDROMASSAGE 3 rooms en suite
£343  night
6
3
4
Details View Offers
Villa in Poggibonsi with 6 bedrooms sleeps 12
£1097  night
12
6
8
Details View Offers
Villa in Colle Di Val D’elsa with 7 bedrooms sleeps 14
4.9/5
£725  night
14
7
7
Details View Offers
Anticopozzo In Poggibonsi, Tuscany
5.0/5
£447  night
10
4
4
Details View Offers
Lovely apartment in villa for 2 people with WIFI, pool, TV and parking, close to San Gimignano
£120  night
2
1
1
Details View Offers
The timeless elegance with private pool
5.0/5
£565  night
15
8
5
Details View Offers
Exlusive luxury villa with private pool in the heart of Tuscany
£1149  night
14
6
7
Details View Offers
Villa Staggia In Poggibonsi, Tuscany
£729  night
14
7
6
Details View Offers
Villa Treppiè - Holiday Villa Rental with swimming pool in Chianti, Tuscany
5.0/5
£788  night
18
9
7
Details View Offers
VILLA TORRI - Villa Torri
4.7/5
£233  night
8
3
3
Details View Offers
Yellow House Country Villa in Chianti Classico
5.0/5
£50  night
9
3
3
Details View Offers

Why a holiday villa in Poggibonsi

Poggibonsi, a charming hilltop town in Tuscany, offers a unique blend of relaxation and cultural exploration that makes it the perfect destination for a villa holiday. Surrounded by rolling hills, olive groves, and vineyards, your villa serves as a tranquil retreat from which to explore this unspoiled region.

With its picturesque streets, quaint shops, and delicious local cuisine, Poggibonsi is an ideal base from which to experience the authentic Italy. From wine tastings and cooking classes to visits to local markets and historic sites, there's no shortage of activities to enjoy in this charming town. And with a villa as your home away from home, you can return each evening to relax and unwind in style.

When to rent a villa in Poggibonsi

The Tuscan countryside is a beautiful place to visit at any time of year, but if you're looking for the perfect weather conditions for your villa holiday in Poggibonsi, consider visiting during the spring (April-May) or autumn (September-October). These shoulder seasons offer mild temperatures, ranging from 18°C to 25°C (64°F to 77°F), and fewer tourists than the peak summer months. The scenery is particularly beautiful at this time of year, with wildflowers blooming in the countryside and the harvest season underway.

If you're looking for a more lively experience, July and August are the peak tourist months in Poggibonsi, with warm temperatures (up to 30°C or 86°F) and plenty of festivals and events taking place. However, this is also the busiest time of year, so be prepared for larger crowds and higher prices for accommodations. Winter (December-February) is generally cooler and quieter, but there are still plenty of charming Christmas markets and cozy winter festivals to enjoy in Poggibonsi. Ultimately, the best time to visit depends on your personal preferences and what you're looking for from your villa holiday experience.

Where to go in Poggibonsi

For a truly immersive villa holiday experience in Poggibonsi, consider staying in the heart of the town or in one of its picturesque surrounding villages. Here, you can soak up the authentic Tuscan atmosphere, sample local wines and cuisine, and explore the region's rich history and culture. Visit the charming piazza, browse the bustling markets, and enjoy a leisurely walk through the rolling hills and vineyards that surround Poggibonsi.

Alternatively, if you're looking for a more secluded experience, consider renting a villa in one of the nearby hamlets or countryside estates. These offer stunning views, peaceful surroundings, and easy access to some of Tuscany's most beautiful villages and attractions. With prices varying from budget-friendly to luxurious, there's a perfect villa waiting for you in Poggibonsi, whatever your style or budget may be.

Picture of two young girls swimming in a pool with their floatation rings
Family friendly villas
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Private pool villas
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Villas near golf course
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Villas in Poggibonsi

Nice apartment in villa with WIFI, pool, ANice apartment in villa with WIFI, pool, A/C, TV, pets allowed and parking, close to San Gimignano/C, TV, pets allowed and parking, close to San Gimignano
£136  night
2
1
1
Details View Offers
Stunning villa for 4 people with hot tub, private pool, WIFI, TV, terrace and parking
5.0/5
£132  night
4
2
1
Details View Offers
Villa Le Fonti in Tuscany by Fantasia Villas
£1329  night
12
6
9
Details View Offers
Lovely apartment in villa for 3 guests with ALovely apartment in villa for 3 guests with A/C, pool, TV and parking, close to Siena/C, pool, TV and parking, close to Siena
£114  night
3
1
1
Details View Offers
SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI
5.0/5
£910  night
18
9
9
Details View Offers
Lorenzo Village - Eighteen Bedroom Villa, Sleeps 43
£3832  night
43
18
14
Details View Offers
Villa Volpaia by MMega
£749  night
12
6
7
Details View Offers
Private Villa with private pool, APrivate Villa with private pool, A/C, WIFI, patio, panoramic view, parking, close to San Gimignano/C, WIFI, patio, panoramic view, parking, close to San Gimignano
£925  night
11
5
4
Details View Offers
"LA GINESTRA DI VALERIO" : BETWEEN FLORENCE AND SIENA, 10 MIN FROM SAN GIMIGNANO,"LA GINESTRA DI VALERIO"LA GINESTRA DI VALERIO" : BETWEEN FLORENCE AND SIENA, 10 MIN FROM SAN GIMIGNANO," : BETWEEN FLORENCE AND SIENA, 10 MIN FROM SAN GIMIGNANO,
£386  night
12
5
4
Details View Offers
VILLA LA COCCOLA WITH HEATED POOL AND HYDROMASSAGE 3 rooms en suite
£343  night
6
3
4
Details View Offers
Villa in Poggibonsi with 6 bedrooms sleeps 12
£1097  night
12
6
8
Details View Offers
Villa in Colle Di Val D’elsa with 7 bedrooms sleeps 14
4.9/5
£725  night
14
7
7
Details View Offers
Anticopozzo In Poggibonsi, Tuscany
5.0/5
£447  night
10
4
4
Details View Offers
Lovely apartment in villa for 2 people with WIFI, pool, TV and parking, close to San Gimignano
£120  night
2
1
1
Details View Offers
The timeless elegance with private pool
5.0/5
£565  night
15
8
5
Details View Offers
Exlusive luxury villa with private pool in the heart of Tuscany
£1149  night
14
6
7
Details View Offers
Villa Staggia In Poggibonsi, Tuscany
£729  night
14
7
6
Details View Offers
Villa Treppiè - Holiday Villa Rental with swimming pool in Chianti, Tuscany
5.0/5
£788  night
18
9
7
Details View Offers
VILLA TORRI - Villa Torri
4.7/5
£233  night
8
3
3
Details View Offers
Yellow House Country Villa in Chianti Classico
5.0/5
£50  night
9
3
3
Details View Offers