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Best Vacation rentals and Airbnb offers in Poggibonsi
10 1 review
Poggibonsi
09/20 – 11/20
$103/nighttotal: $6283 (61 )
Appartamento Mimosa - Vista San Gimignano
1 2
apartment , Poggibonsi
This Poggibonsi apartment rental is situated in the Tuscan countryside near the town of Poggibonsi, a short drive from Siena, Florence, and Volterra, offering easy access to Chianti Classico wine region. The one-bedroom, two-bathroom unit sleeps four, features a fully equipped kitchen with modern appliances (including a microwave and coffee maker), a private garden with a covered dining area, air conditioning, free parking, and Wi-Fi.
9.0 188 reviews
Poggibonsi
08/07 – 08/09
$91/nighttotal: $182 (2 )
Mansarda Brunelleschi
1 1
apartment , Poggibonsi
The Mansarda Brunelleschi apartment is located in Staggia, a quiet area just 12 miles from Siena's Piazza del Campo and 21 miles from Poggibonsi's Piazza Matteotti. The apartment has consistently received excellent ratings for location, cleanliness, and overall user experience. The 590-square-foot apartment comfortably accommodates two guests in one bedroom and one bathroom. Amenities include air conditioning, free Wi-Fi, a fully equipped kitchen, and parking.
9.6 102 reviews
Poggibonsi
06/23 – 06/24
$502/nightfor 1 night
Casa Del Viandante Romea Del Chianti - Badia A Passignano
4 7
apartment , Barberino Tavarnelle
Casa del Viandante Romea del Chianti, located in Badia a Passignano, is approximately 5.1 miles from Piazza Matteotti and 18 miles from Piazzale Michelangelo, offering easy access to the Chianti region's attractions. This recently renovated two-bedroom apartment rental boasts 750 square feet of space, including a fully equipped kitchen, air conditioning, free Wi-Fi, and a private bathroom; on-site amenities include a restaurant and parking, plus nearby cycling and walking tours.
9.5 219 reviews
Poggibonsi
08/07 – 08/09
$83/nighttotal: $166 (2 )
"Nel Cuore Di Poggibonsi"
1 2
apartment , Poggibonsi
This apartment is located in the heart of Poggibonsi, just a 5-minute walk from the train and bus stations, making it easy to explore the surrounding Tuscan region. The historic center offers a charming and lively atmosphere with traditional restaurants and shops nearby. The one-bedroom rental comfortably sleeps two guests and includes a well-equipped kitchen with a fridge, freezer, and dishwasher. You'll also have access to free parking, free Wi-Fi, and a peaceful atmosphere for a relaxing stay.
Poggibonsi
06/23 – 06/24
$5553/nightfor 1 night
Villa Arnilù
8 7
house , San Gimignano
Villa Arnilù is located in San Gimignano, just 25 miles from Siena's Piazza del Campo and San Gimignano's Piazza Matteotti, offering easy access to these historical landmarks. The surrounding area is peaceful and quiet, perfect for a relaxing getaway. This spacious 8-bedroom villa can accommodate up to 32 guests, making it ideal for large families or groups of friends. The villa features a private garden, a swimming pool, and a barbecue, perfect for enjoying the Tuscan sunshine.
9.2 556 reviews
Poggibonsi
06/23 – 06/24
$620/nightfor 1 night
Antico Borgo Poggiarello
2 7
house , Monteriggioni
Antico Borgo Poggiarello is a short drive from Monteriggioni, nestled in the picturesque Chianti Hills. This property is highly rated, with excellent scores for location, cleanliness, and overall user experience. This restored 17th-century village features a 9th-century tower, offering a glimpse into Tuscany's rich history. Enjoy a dip in the pool surrounded by olive trees, relax in the ancient Roman thermal bath, and savor authentic Tuscan cuisine at the Palio Di Siena restaurant.
8.8 3 reviews
Poggibonsi
08/08 – 08/15
$138/nighttotal: $966 (7 )
Giuggiolo - Giuggiolo 2 By Interhome
1 2
apartment , Poggibonsi
This vacation rental is situated in the rural hamlet of Casaglia, 2.5 miles from Poggibonsi center, 6.8 miles from San Gimignano, and 18.6 miles from Siena. This 460 sq ft apartment accommodates up to 4 guests with 1 bedroom and 1 bathroom, featuring a private terrace, shared garden, and seasonal swimming pool, with Wi-Fi and pet-friendly options available.
8.7 285 reviews
Poggibonsi
08/26 – 08/31
$139/nighttotal: $695 (5 )
Agriturismo Fattoria Sant'appiano
1 1
farm , Barberino Tavarnelle
Agriturismo Fattoria Sant'Appiano is located in the Chianti wine region, between Florence and Siena, making it a convenient base for exploring Tuscany. The farm is highly rated for its location, cleanliness, and overall experience. The farm offers a variety of rooms and apartments, each decorated in a traditional Tuscan style. Guests can enjoy the on-site restaurant, swimming pool, and garden, as well as activities like horseback riding, cycling, and wine tasting.
9.7 107 reviews
Poggibonsi
09/20 – 11/20
$99/nighttotal: $6039 (61 )
Casetta Rustica Nel Chianti
1 2
apartment , Barberino Tavarnelle
This Tuscan farmhouse apartment rental near Barberino Tavarnelle, Italy, offers a peaceful Chianti countryside setting, conveniently located between Florence, San Gimignano, and Siena, ideal for exploring Tuscany. The one-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen (refrigerator, freezer, microwave, dishwasher), private garden with terrace, and parking; on-site pets are present.
9.2 42 reviews
Poggibonsi
06/30 – 07/03
$316/nighttotal: $948 (3 )
Tenuta Di Megognano
2 5
apartment , Poggibonsi
Tenuta di Megognano is located in Poggibonsi, a short distance from the historic Piazza del Campo in Siena and Piazza Matteotti in Poggibonsi. This vacation rental has received excellent ratings for its location, cleanliness, and overall experience. This apartment offers a private entrance, a private garden, and a terrace or balcony with garden views. Amenities include a swimming pool, air conditioning, a fully equipped kitchen, free Wi-Fi, private parking, a bidet, and a hairdryer.
8.6 31 reviews
Poggibonsi
08/05 – 08/12
$908/nighttotal: $6356 (7 )
Fattoria Le Fonti
5 5
apartment , Poggibonsi
Fattoria Le Fonti offers a tranquil escape in the picturesque Tuscan countryside, with stunning views of the surrounding landscape and proximity to popular tourist destinations in Poggibonsi. The apartment boasts excellent user, location, and cleanliness ratings. The apartment features a fully equipped kitchen, a private bathroom with a walk-in shower, and a terrace or balcony. Guests can enjoy amenities such as a swimming pool with panoramic views, a Jacuzzi, a spa, and a concierge service. The apartment also offers free Wi-Fi and parking, and pets are allowed.
10 5 reviews
Poggibonsi
07/25 – 07/26
$220/nightfor 1 night
San Sebastiano Suite - Blue - Colle Di Val D'elsa
1 3
apartment , Colle di Val d'Elsa
This first-floor apartment in Colle di Val d'Elsa, Italy, is centrally located within walking distance of the town's historic center, artisan workshops, and restaurants. The one-bedroom, one-bathroom rental sleeps four, featuring a fully equipped kitchen with microwave and dishwasher, air conditioning, free Wi-Fi, and a comfortable living area with a double sofa bed.
Top Vacation Rentals for Families in Poggibonsi
Booking a family-oriented vacation rental in Poggibonsi keeps you close to top city attractions for a stress-free getaway.
9.7 41 reviews
Poggibonsi
09/20 – 11/20
$102/nighttotal: $6222 (61 )
Agriturismo Torre Prima Holidays
1 2
gîte , San Gimignano
This San Gimignano gîte is located within a 3-mile drive of Piazza delle Erbe, the Collegiate Church of Santa Maria Assunta, and Piazza Duomo, offering easy access to the town's most famous attractions. This family-friendly farmhouse features a private pool, a garden with barbecue grills, and a fully equipped kitchen, perfect for enjoying a relaxing Tuscan vacation.
Poggibonsi
06/30 – 07/03
$176/nighttotal: $528 (3 )
Palazzo Bonaccorsi In The Historic Center With Panoramic View
2 5
apartment , Colle di Val d'Elsa
This Colle di Val d'Elsa apartment is located in the historic center, offering walking access to Colle di Val d'Elsa Cathedral, Magione Castle, and the surrounding town, situated in a rural area near a river. This 1,650-square-foot rental offers 2 bedrooms and 2 bathrooms to accommodate up to 6 guests, featuring a kitchen with a fridge, a panoramic veranda, a garden, parking, and is pet-friendly and family-friendly with nearby hiking and cycling opportunities.
8.0 3 reviews
Poggibonsi
08/05 – 08/12
$377/nighttotal: $2639 (7 )
Croce Di Bibbiano Apartaments With Pool In Front Of San Gimignano
2 5
house , Colle di Val d'Elsa
This vacation home in Poggibonsi, Italy, is conveniently located near San Gimignano and is 19 miles from Piazza del Campo and 22 miles from Piazza Matteotti. This family-friendly rental offers air conditioning, a swimming pool, internet, parking, and a terrace, with select units featuring a kitchenette and bicycle rentals available on-site.
8.9 419 reviews
Poggibonsi
09/20 – 09/21
$126/nightfor 1 night
Fattoria Di Mugnano
1 1
farm , Colle di Val d'Elsa
Fattoria di Mugnano is a working farm situated in the Tuscan countryside, just 3.7 miles from Colle di Val d'Elsa and a short distance from the ancient Via Francigena. This 160 square foot property features a private bathroom, a working farm experience, and breathtaking views of the surrounding vineyards and Tuscan countryside.
Best Poggibonsi vacation rentals with parking
9.9 107 reviews
Poggibonsi
06/30 – 07/03
$322/nighttotal: $966 (3 )
Casa Anna "A Lovely Home In Tuscany"
3 5
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.
9.2 34 reviews
Poggibonsi
08/07 – 08/09
$161/nighttotal: $322 (2 )
Chianti Loft Garden Free Parking To San Gimignano
2 1
apartment , Barberino Tavarnelle
This recently renovated two-bedroom apartment rental is located in Poggibonsi, Tuscany, approximately 17 miles from San Gimignano and 19 miles from Siena, offering easy access to these popular Tuscan destinations. The 1,080-square-foot unit features a fully equipped kitchen with dishwasher, a private garden, parking, and accommodates up to seven guests with amenities including air conditioning, Wi-Fi, and a private entrance.
9.6 51 reviews
Poggibonsi
10/08 – 10/14
$180/nighttotal: $1080 (6 )
Appartamento Sasso Gocciolino
2 2
apartment , Poggibonsi
This Poggibonsi apartment rental, located approximately 36 miles from Florence Airport, offers convenient access to Tuscany's countryside. The 970-square-foot (approximately 90-square-meter) unit features two bedrooms, one bathroom, and sleeps up to 11 guests, boasting amenities including a fully equipped kitchen, air conditioning, free parking, and Wi-Fi.
8.6 4 reviews
Poggibonsi
08/08 – 08/15
$141/nighttotal: $987 (7 )
Le Buche
1 2
farm , Poggibonsi
This Chianti Classico farmhouse rental, located 6km from Poggibonsi, Tuscany, offers easy access to a train station and is 14km from Castellina in Chianti, 38km from Siena, and 49km from Florence. The 463-square-foot (430 sq ft converted to US customary units) one-bedroom, one-bathroom apartment sleeps four and features a kitchen with a freezer and dishwasher, a shared seasonal pool, and table tennis, plus local farm products are available for purchase.
Frequently Asked Questions about vacation rentals in Poggibonsi
What are some interesting places to visit in or near Poggibonsi?
Poggibonsi itself is a charming town with the 13th-century church of San Lucchese and the Museo di Palazzo Pretorio. But just outside of town, you can explore the medieval fortress of Monteriggioni or the historic city of Siena, known for its Piazza del Campo.
What are the best Airbnb and vacation rentals in Poggibonsi?
Which walking or cycling routes are the best in Poggibonsi?
For walking, the Via Francigena, a historic pilgrimage route, passes through Poggibonsi. For cycling, the Chianti Classico Wine Road is a popular route that takes you through vineyards and picturesque villages. You can also explore the scenic countryside on the Crete Senesi bike path.
What sports or outdoor activites can visitors enjoy in and around Poggibonsi?
There's plenty to do outdoors in the area. You can go hiking in the Crete Senesi, a unique landscape with rolling hills and clay soil. For something more adventurous, try rock climbing at the Parco Naturale Regionale della Maremma. You can also go horseback riding or play golf at the Golf Club Siena.
What are the best vacation rentals with a pool in Poggibonsi?
What other towns or cities can be easily accessed from Poggibonsi?
Poggibonsi is perfectly located for exploring Tuscany. It's just a short drive to Siena, Florence, and San Gimignano. You can also easily reach the charming towns of Monteriggioni, Colle Val d'Elsa, and Volterra.
What are the best rentals for families and kids in Poggibonsi?
What amenities are commonly available in vacation rentals in Poggibonsi?
Vacation rentals in Poggibonsi usually have basic amenities like a kitchen, bathroom, and bedrooms. Many also offer Wi-Fi, a private patio or garden, and a swimming pool. You can find rentals that are perfect for families, couples, or groups of friends.
What are the best rentals or Airbnbs with a jacuzzi in Poggibonsi?
What time of year is best to rent a vacation rental Poggibonsi?
The best time to visit Poggibonsi is in the spring or fall when the weather is mild and the crowds are smaller. Summer can be hot and crowded, but you'll have the opportunity to experience the local festivals and events. In the winter, you can enjoy the peace and quiet of the countryside.
Destinations nearby
Best Vacation Rentals with Balconies in Poggibonsi
Enjoy your own private terrace with city skyline views at these vacation rentals in Poggibonsi.
10 7 reviews
Poggibonsi
08/07 – 08/09
$299/nighttotal: $598 (2 )
Cosy Apartment In Villa With A/c, Wifi, Pool, Tv, Patio And Panoramic View, Close To San Gimignano
1 1
house , Colle di Val d'Elsa
This one-bedroom villa is located in Colle di Val d'Elsa, Tuscany, within a 6-mile radius of attractions like the Art in Color Museum, the Ranuccio Bianchi Bandinelli Archeological Museum, and the Colle di Val d'Elsa Cathedral. The villa features a fully equipped kitchen, a private garden with barbecue grills, a swimming pool, and a terrace, perfect for enjoying the Tuscan sunshine and exploring the local area.
9.5 19 reviews
Poggibonsi
06/23 – 06/24
$370/nightfor 1 night
Il Paretaietto
4 7
apartment , Certaldo
Il Paretaietto is a 3-bedroom apartment located in Certaldo, just 17 miles from the historic Piazza Matteotti in the center of town. It has been rated excellent for location, cleanliness, and user experience. The 1080 square foot apartment comfortably sleeps 4 guests. It features a fully equipped kitchen, a peaceful garden and terrace, a dedicated picnic area, free Wifi, and private parking.
10 9 reviews
Poggibonsi
07/25 – 08/01
$308/nighttotal: $2156 (7 )
Holiday Home Podere Fontemaggio - Fienile By Interhome
1 4
house , Colle di Val d'Elsa
Apartment Podere Fontemaggio is a pet-friendly studio rental in Colle di Val d'Elsa, Tuscany, conveniently located about 18 miles from Siena and 28 miles from Grosseto, offering easy access to major Tuscan cities. This one-bedroom, one-bathroom apartment features a fully equipped kitchenette with a dishwasher, private parking (at an extra charge), a terrace, a garden, a swimming pool, and free Wi-Fi; ideal for a couple seeking a relaxing Tuscan getaway.
Poggibonsi
08/26 – 08/31
$347/nighttotal: $1735 (5 )
Torre Apt. Ground And First Floor
2 1
farm , Poggibonsi
Casolare Torre is a farm stay in Poggibonsi, located in a dominant Chianti position with panoramic hill views, just 30 miles from Florence and 20 miles from Siena, and close to San Gimignano and Radda in Chianti. This 650-square-foot rental accommodates up to 4 guests in 2 bedrooms and 1 bathroom, featuring air conditioning, WiFi, a kitchen with a fridge, microwave, and dishwasher, and access to a shared infinity pool.
Our Favorite Pet-Friendly Vacation Rentals in Poggibonsi
Traveling with pets? These dog-friendly vacation rentals and Airbnbs in Poggibonsi are steps away from dog parks and city walks.
Poggibonsi
09/20 – 11/20
$357/nighttotal: $21777 (61 )
Charming Tuscany Apt Salvia W/private Pool & Lake View
2 2
apartment , Barberino Tavarnelle
This San Gimignano condo is located a 10-minute walk from Tenuta Torciano Winery and a 14-minute drive from the Vernaccia di San Gimignano Wine Museum, offering easy access to the Alta Val d'Elsa River Park, 10 miles away, and the Sentierelsa Trail, 10.5 miles away. This 2-bedroom, 2-bathroom apartment accommodates up to 4 guests and includes WiFi, heating, a dryer, and essential toiletries, with opportunities for wine tasting at Sovestro in Poggio Winery and visits to the Ornithological Museum and Museum San Gimignano 1300.
10 10 reviews
Poggibonsi
09/20 – 11/20
$460/nighttotal: $28060 (61 )
Typical Farm House With Pool In Chianti Near Siena, Florence ..
3 2
farm , Monteriggioni
This family-friendly farmhouse is located near Monteriggioni, just 3 kilometers from the Alta Val d'Elsa River Park and Le Caldane Thermal Baths, offering a peaceful escape in the Tuscan countryside. The property has received excellent guest reviews, making it a popular choice for families seeking a relaxing getaway. The farmhouse features 3 bedrooms and 3 bathrooms, comfortably accommodating up to 8 guests. Enjoy the on-site amenities, including a swimming pool, tennis court, fitness center, and a terrace with a garden, perfect for outdoor activities and relaxation.
9.0 69 reviews
Poggibonsi
08/07 – 08/09
$154/nighttotal: $308 (2 )
Casa Parco Dell'elsa
1 1
apartment , Colle di Val d'Elsa
Casa Parco dell'Elsa, located in the San Marziale district, offers easy access to Colle di Val d'Elsa and is 15 miles from Siena and its Piazza del Campo. This 540-square-foot (50-square-meter) one-bedroom, one-bathroom apartment sleeps eight guests and features free WiFi, private parking, a fully equipped kitchen, a fireplace, and is accessible to disabled guests; nearby outdoor activities include golfing, cycling, and hiking.
9.2 11 reviews
Poggibonsi
09/20 – 09/22
$106/nighttotal: $212 (2 )
Casa Cate
1 1
apartment , Poggibonsi
Casa Cate in Poggibonsi is located 17 miles from Piazza Matteotti, 18 miles from Piazza del Campo, and 26 miles from Piazzale Michelangelo, offering convenient access to major Tuscan landmarks. This 860-square-foot apartment features 2 bedrooms, 1 bathroom, a private terrace, a fully equipped kitchen, and complimentary Wi-Fi, accommodating up to 7 guests.