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Poggibonsi vacation rentals
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Best Vacation rentals and Airbnb offers in Poggibonsi

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.

Agriturismo Torre Prima Holidays - Poggibonsi
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.
Palazzo Bonaccorsi In The Historic Center With Panoramic View - Poggibonsi
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.
Croce Di Bibbiano Apartaments With Pool In Front Of San Gimignano - Poggibonsi
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.
Fattoria Di Mugnano - Poggibonsi
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

Casa Anna "A Lovely Home In Tuscany" - Poggibonsi
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.
Chianti Loft Garden Free Parking To San Gimignano - Poggibonsi
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.
Appartamento Sasso Gocciolino - Poggibonsi
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.
Le Buche - Poggibonsi
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?

    Vacanze In Toscana Con Piscina, Podere Il Pino and Antica Casa Del Glicine are the most popular Airbnb and vacation rentals in Poggibonsi among travelers.

  • 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 are the most popular Airbnbs in Poggibonsi?

  • 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?

    Vacanze In Toscana Con Piscina, Podere Il Pino and Antica Casa Del Glicine 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?

    The best rentals for families and kids in Poggibonsi are Vacanze In Toscana Con Piscina, Podere Il Pino and Antica Casa Del Glicine.

  • 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?

    The best vacation rentals or Airbnb with a jacuzzi in Poggibonsi are Podere Il Pino, Podere Oliveta and Grazioso Appartamento Della Toscana.

  • 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.

Cosy Apartment In Villa With A/c, Wifi, Pool, Tv, Patio And Panoramic View, Close To San Gimignano - 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.
Il Paretaietto - Poggibonsi
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.
Holiday Home Podere Fontemaggio - Fienile By Interhome - Poggibonsi
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.
Torre Apt. Ground And First Floor - Poggibonsi
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.

Charming Tuscany Apt Salvia W/private Pool & Lake View - Poggibonsi
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.
Typical Farm House With Pool In Chianti Near Siena, Florence .. - Poggibonsi
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.
Casa Parco Dell'elsa - Poggibonsi
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.
Casa Cate - Poggibonsi
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.
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