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Poggibonsi vacation rentals
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Best Vacation rentals and Airbnb offers in Poggibonsi

Discover Central Vacation Rentals in Poggibonsi

These vacation rentals in the downtown area of Poggibonsi offer unbeatable walking access to vibrant local life, dining, and culture.

A Casa Di Diego
Nel Cuore Della Toscana - Poggibonsi
9.0 8 reviews

A Casa Di Diego Nel Cuore Della Toscana

apartment, Poggibonsi
This Poggibonsi rental unit is centrally located, just a short walk from the Siena Eye Laser clinic and very close to the train station for easy access to Siena, Florence, and San Gimignano.
This one-bedroom, one-bathroom apartment accommodates two guests and features high ceilings with exposed wooden beams, a fully equipped eat-in kitchen, and a modern bathroom.
Casa Yuri - Poggibonsi
9.3 27 reviews

Casa Yuri

apartment, Poggibonsi
Casa Yuri, a two-bedroom apartment in Poggibonsi, Italy, is conveniently located 18 miles from Siena's Piazza del Campo and Piazza Matteotti, offering easy access to major Tuscan attractions.
This 970-square-foot (approximately 90 square meter) rental features two bathrooms, sleeps eight, and includes amenities such as a fully equipped kitchen with a dishwasher, air conditioning, and free Wi-Fi.
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.
Accogliente Appartamento Autonomo Con Parcheggio - Poggibonsi
10 3 reviews

Accogliente Appartamento Autonomo Con Parcheggio

apartment, Poggibonsi
This apartment in Poggibonsi offers a prime location for exploring the Chianti region and wider Tuscany, with easy access to the Florence/Siena highway and only a 3-minute drive (approximately 1,584 feet) from the Siena Eye Laser clinic.
This 2-bedroom, 1-bathroom flat accommodates up to 4 guests and features a kitchen with a fridge and microwave, a balcony, barbecue facilities, and private parking, with public transport accessible via a short walk to the bus stop and train station.

Best Poggibonsi vacation rentals with air conditioning

Sangi Chianti Vacations - Poggibonsi
9.8 110 reviews

Sangi Chianti Vacations

apartment, Poggibonsi
This Tuscan farmhouse is located near San Gimignano in the Chianti region, a short drive from both Florence and Siena. This two-bedroom, one-bathroom vacation rental sleeps up to five guests and includes a private garden, barbecue, and parking, as well as modern amenities like Wi-Fi and a fully equipped kitchen.
La Torre Di Canonica - Poggibonsi
9.7 91 reviews

La Torre Di Canonica

apartment, Colle di Val d'Elsa
La Torre di Canonica is a charming apartment located in Colle di Val d'Elsa, a peaceful town just 16 miles from Siena's Piazza del Campo and 25 miles from Lucca's Piazza Matteotti. This rental has received excellent ratings for cleanliness, location, and overall user experience.
This one-bedroom apartment comfortably sleeps seven guests and offers 590 square feet of living space. Guests can enjoy modern amenities, including a fully equipped kitchen, free Wi-Fi, and air conditioning, as well as explore the surrounding area's hiking trails and nearby attractions.
Chianti Loft Garden Free Parking To San Gimignano - Poggibonsi
9.3 37 reviews

Chianti Loft Garden Free Parking To San Gimignano

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 Accogliente In Zona Centrale - Poggibonsi
9.8 153 reviews

Appartamento Accogliente In Zona Centrale

apartment, Poggibonsi
This Poggibonsi apartment rental is conveniently located near the Siena Eye Laser clinic, 164 feet from a bus stop, and 1970 feet from the train station.
The two-bedroom, one-bathroom unit sleeps four, features a fully equipped kitchen with a fridge, freezer, and dishwasher, and offers free parking and a terrace.

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.

Popular destinations

Best Vacation Rentals with Balconies in Poggibonsi

Enjoy your own private terrace with city skyline views at these vacation rentals in Poggibonsi.

Casa Anna "A Lovely Home In Tuscany" - Poggibonsi
9.9 106 reviews

Casa Anna "A Lovely Home In Tuscany"

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.
Agriturismo Avanella Appartamenti A 150 Mt Dalla Piscina 150 Mt From Swimming Pool - Poggibonsi
9.1 154 reviews

Agriturismo Avanella Appartamenti A 150 Mt Dalla Piscina 150 Mt From Swimming Pool

apartment, Certaldo
This apartment is located in Certaldo, Tuscany, just 22 miles from Piazza Matteotti and 31 miles from Pitti Palace, making it a convenient base for exploring the region. Guests consistently rate this rental very good for cleanliness, location, and overall experience.
The apartment offers a comfortable and well-equipped living space with a fully equipped kitchen, private bathroom, and a terrace or patio for enjoying the Tuscan sunshine. Amenities include a private infinity pool, a barbecue area, free parking, and a peaceful garden, providing a relaxing retreat after a day of sightseeing.
One Belvedere Tuscany - Poggibonsi
9.7 39 reviews

One Belvedere Tuscany

farm, Poggibonsi
One Belvedere Tuscany, a luxurious farmhouse in Poggibonsi, Italy, is located 27 kilometers from both Piazza del Campo in Siena and Piazza Matteotti.
This Tuscan estate offers guests air-conditioned rooms with private bathrooms, an infinity pool, on-site spa with sauna and hot tub, a fitness center, a restaurant serving local specialties, and free private parking; bike and car rentals are available for exploring the area.
Appartamento Con Vista Panoramica In Chianti - Poggibonsi
9.7 169 reviews

Appartamento Con Vista Panoramica In Chianti

apartment, Barberino Tavarnelle
This apartment is located in San Donnino, a short distance from Barberino Tavarnelle, offering panoramic views of the Chianti region and is just 13 miles from Piazza Matteotti in Florence. It consistently receives excellent ratings for cleanliness, location, and overall guest experience.
The 650-square-foot apartment comfortably accommodates up to six guests in its two bedrooms and one bathroom. Enjoy the peaceful garden, free parking, and fully equipped kitchen, perfect for relaxing and exploring the beautiful Tuscan countryside.

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.

I Melograni Del Chianti - Poggibonsi
9.6 101 reviews

I Melograni Del Chianti

farm, Poggibonsi
I Melograni del Chianti, a farm stay in the Chianti region, is conveniently located 12 miles from Piazza Matteotti in Poggibonsi and 12 miles from Siena's Piazza del Campo.
This family-friendly property offers self-catering units with fully equipped kitchens, a seasonal outdoor pool, free Wi-Fi, private parking, and an electric vehicle charging station (surcharge applies); on-site yoga classes are also available.
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.
Villa Del Biondo - Poggibonsi
9.5 32 reviews

Villa Del Biondo

house, Certaldo
Villa del Biondo is an excellent choice for travelers visiting Certaldo, being located in the heart of the town, within walking distance of major attractions. The house has excellent user, location, and cleanliness ratings. The house offers fully equipped kitchens, outdoor spaces, and a serene garden. Free private parking and proximity to Florence Airport make it an ideal base for exploring the Tuscan capital.
Palazzo Alle Mura - Poggibonsi
9.5 45 reviews

Palazzo Alle Mura

studio, Poggibonsi
Palazzo Alle Mura is a Tuscan-style apartment complex located in Staggia Senese, right in front of the castle, a short drive from Poggibonsi. It has received excellent user ratings for cleanliness and location, making it a great choice for travelers seeking a comfortable and convenient stay.
This studio apartment offers a living area, a kitchenette with a fridge, a flat-screen TV, a sofa bed, and a bathroom with a hairdryer and free toiletries. It also features air conditioning, free Wi-Fi, and access to a shared laundry room, ensuring a comfortable and enjoyable stay.

Best Poggibonsi vacation rentals with parking

Casa Orneto - Poggibonsi
9.7 90 reviews

Casa Orneto

house, Poggibonsi
Soggiorno In Valdelsa - Poggibonsi
9.9 66 reviews

Soggiorno In Valdelsa

apartment, Poggibonsi
Casa Cate - Poggibonsi
10 7 reviews

Casa Cate

house, Poggibonsi
140 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests - Poggibonsi
8.2 42 reviews

140 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests

apartment, Poggibonsi

Compare Luxury Vacation Rentals in Poggibonsi

Discover high-end comfort in Poggibonsi with upscale rentals that prioritize luxury and guest satisfaction.

Holiday Home Giuggiolo - Giuggioli 1 By Interhome - Poggibonsi
9.1 102 reviews

Holiday Home Giuggiolo - Giuggioli 1 By Interhome

house, Poggibonsi

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.

33 M² House ∙ 1 Bedroom ∙ 5 Guests - Poggibonsi
No reviews

33 M² House ∙ 1 Bedroom ∙ 5 Guests

house, Poggibonsi
Country House Nel Chianti Con Wi-fi Gratuito - Poggibonsi
9.7 32 reviews

Country House Nel Chianti Con Wi-fi Gratuito

apartment, Barberino Tavarnelle
Nel Cuore Di Poggibonsi 2 - Poggibonsi
8.8 5 reviews

Nel Cuore Di Poggibonsi 2

apartment, Poggibonsi
140 M² House ∙ 3 Bedrooms ∙ 8 Guests - Poggibonsi
8.4 28 reviews

140 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Poggibonsi

Explore Vacation Rentals with a Pool in Poggibonsi

A Poggibonsi vacation rental with a pool ensures a refreshing swim in the heart of the city is always an option.

Faetino - Gallo - Poggibonsi
9.6 10 reviews

Faetino - Gallo

apartment, Colle di Val d'Elsa
Agriturismo La Segolina - Poggibonsi
9.3 116 reviews

Agriturismo La Segolina

farm, Colle di Val d'Elsa
56 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - Poggibonsi
9.1 15 reviews

56 M² Apartment ∙ 1 Bedroom ∙ 4 Guests

apartment, Barberino Tavarnelle
Antica Casa Del Glicine - Poggibonsi
9.5 544 reviews

Antica Casa Del Glicine

apartment, Poggibonsi

Search Vacation Rentals with Jacuzzi in Poggibonsi

Unwind at the end of a busy city day with a private hot tub at these hand-selected vacation rentals in Poggibonsi.

Tenuta Macericca - Vacation Villa With Pool - Poggibonsi
10 2 reviews

Tenuta Macericca - Vacation Villa With Pool

house, Poggibonsi
Vivaia Trendy Rural - Poggibonsi
9.8 4 reviews

Vivaia Trendy Rural

apartment, Poggibonsi
400 M² Villa ∙ 5 Bedrooms ∙ 10 Guests - Poggibonsi
10 1 review

400 M² Villa ∙ 5 Bedrooms ∙ 10 Guests

house, Poggibonsi
Antico Borgo San Lorenzo By Interhome - Poggibonsi
No reviews

Antico Borgo San Lorenzo By Interhome

apartment, Poggibonsi
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