Holiday Rentals in Poggibonsi

185 available vacation rental offers

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Poggibonsi holiday rentals
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185 Holiday rentals and Airbnb in Poggibonsi

Best family friendly Poggibonsi holiday rentals

Among the 185 accommodations in Poggibonsi, here are the 4 best family friendly rentals

Podere Da Mario: Olivi Cipressi E Pace Nel Chianti - Poggibonsi
10 12 reviews

Podere Da Mario: Olivi Cipressi E Pace Nel Chianti

apartment, Barberino Tavarnelle
This historic 1900s Tuscan farmhouse, offering an authentic family-run experience, is situated in Barberino Tavarnelle within the Chianti hills, providing easy access to San Gimignano (8 kilometres away) and major cities like Florence and Siena.
This 110 sqm apartment, accommodating up to four guests, features two bedrooms and two bathrooms, a private garden, air conditioning, a shared swimming pool (May to September), and free private parking, with host Giuseppe available for personalised assistance and local experience planning.
Little Corner Of Tranquility With Private Garden And Wi-fi - Poggibonsi
10 2 reviews

Little Corner Of Tranquility With Private Garden And Wi-fi

apartment, Poggibonsi
This Poggibonsi holiday home, ideally located in the town centre, is within easy reach of attractions such as Magione Castle and the Fountain of Fate, and is approximately 35km from Siena.
The 65 square metre property offers two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen with fridge and dishwasher, a private garden, free street parking, high-speed Wi-Fi, and is pet-friendly (fees apply).
La Villetta Dei Nonni - Poggibonsi
9.6 30 reviews

La Villetta Dei Nonni

house, Colle di Val d'Elsa
La Villetta dei nonni, a holiday home in Colle di Val d'Elsa, is conveniently located 24km from Siena's Piazza del Campo and within 38-48km of major Florentine attractions such as Piazza Matteotti, Piazzale Michelangelo, and the Pitti Palace.
This 110 square metre property sleeps up to 11 guests and boasts a private garden, air conditioning, a fully equipped kitchen with dishwasher, Wi-Fi, and parking, making it ideal for families.
La Stalla - Poggibonsi
9.6 52 reviews

La Stalla

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.

Best Poggibonsi holiday rentals with parking

House Tuscany - Poggibonsi
10 1 review

House Tuscany

house, Poggibonsi
This Poggibonsi flat offers a prime base for exploring Tuscany, with the Chianti hills and towns such as San Gimignano, Monteriggioni, and Siena a short drive away, and Florence and Pisa reachable within an hour.
This one-bedroom apartment accommodates up to three guests and features air conditioning, a kitchen, and internet, providing an authentic Tuscan living experience ideal for cultural, gastronomic, and nature-focused itineraries.
Apartment In The Heart Of Chianti - Poggibonsi
9.8 156 reviews

Apartment In The Heart Of Chianti

apartment, Poggibonsi
This charming three-bedroom apartment is located in the village of Lecchi, just 15 kilometres from San Gimignano, 20 kilometres from Siena, and 45 kilometres from Florence, offering stunning views of the Tuscan countryside. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is spacious and can comfortably accommodate up to six guests. It features a fully equipped kitchen, a private terrace with breathtaking views, free Wi-Fi, and private parking.
Tuscan Treasure Tower - Poggibonsi
9.7 7 reviews

Tuscan Treasure Tower

apartment, Colle di Val d'Elsa
This apartment, located in the historic upper town of Colle di Val d'Elsa, is situated near Porta Vecchia and offers panoramic views of the Tuscan hills.
This spacious accommodation sleeps six guests and provides essential amenities including internet and a kitchen, serving as an ideal base for exploring nearby towns such as San Gimignano (15 km), Siena (40 km), and Florence (55 km), while immersing visitors in the Tuscan lifestyle.
Santa Caterina Apartament - Poggibonsi
9.5 30 reviews

Santa Caterina Apartament

apartment, Poggibonsi
The Santa Caterina Apartment in Poggibonsi provides easy access to Tuscan attractions, located 27 kilometres from Piazza del Campo and 29 kilometres from Piazza Matteotti.
This 30 square metre flat offers accommodation for up to five guests, featuring one bedroom, one bathroom, a fully equipped kitchen, complimentary WiFi, and on-site private parking.

Frequently asked questions about holiday rentals in Poggibonsi

  • What are some interesting places to visit in or near Poggibonsi?

    Poggibonsi is a great base for exploring Tuscany. You can visit the historic centre with its medieval walls and the Palazzo Pretorio. You can also visit the nearby town of Siena, famous for its Piazza del Campo, or the charming village of San Gimignano, known for its towers. For wine lovers, a trip to the Chianti Classico region is a must.
  • What are the best Airbnb and holiday rentals in Poggibonsi?

    Vacanze In Toscana Con Piscina, Podere Il Pino and Antica Casa Del Glicine are among the best Airbnb and holiday rentals in Poggibonsi.

  • Which walking or cycling routes are the best in Poggibonsi?

    For a scenic walk, try the Sentiero degli Etruschi, which follows an ancient Etruscan route. For a longer cycle, the Via Francigena is a popular choice, passing through vineyards and olive groves. There are also plenty of shorter routes around the town, perfect for a casual ride.
  • What are the most popular Airbnbs in Poggibonsi?

  • What sports or outdoor activites can visitors enjoy in and around Poggibonsi?

    Poggibonsi is a great place for outdoor activities. You can go hiking in the surrounding hills, play tennis at the local courts, or go horseback riding in the countryside. There are also several golf courses in the area.
  • What are the best holiday rentals with a pool in Poggibonsi?

    Vacanze In Toscana Con Piscina, Podere Il Pino and Antica Casa Del Glicine are the best holiday rentals with a pool in Poggibonsi.

  • What other towns or cities can be easily accessed from Poggibonsi?

    Poggibonsi is well-connected to other Tuscan towns and cities. You can easily take a train to Florence, Siena, or Pisa. You can also drive to other charming towns like San Gimignano, Volterra, and Monteriggioni.
  • 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 typically offer a range of amenities, including a kitchen, bathroom, and laundry facilities. Some rentals may also have a private garden, swimming pool, or parking. You can find rentals ranging from cosy apartments to spacious villas.
  • 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, Casajona Holiday and Podere Oliveta.

  • What time of year is best to rent a vacation rental Poggibonsi?

    The best time to visit Poggibonsi depends on your preferences. Spring and autumn offer pleasant weather and fewer crowds. Summer is the peak season, with warm weather and plenty of events, but it can be busy. Winter is quieter and offers a different charm, with Christmas markets and festive decorations.

Popular destinations

Best Poggibonsi holiday rentals with a balcony

Entire House For Couple With Exclusive Pool - Poggibonsi
10 2 reviews

Entire House For Couple With Exclusive Pool

house, Barberino Tavarnelle
This elegant holiday villa is located in Monsanto, approximately 26 kilometres from Piazza Matteotti and 34 kilometres from Piazza del Campo, with Florence Airport 47 kilometres away.
This 70 square metre property accommodates two guests in one bedroom and features a private infinity swimming pool, a spacious garden, a terrace, a balcony, a fully equipped kitchen, air conditioning, and free WiFi.
L'antica Madia - Poggibonsi
9.7 14 reviews

L'antica Madia

apartment, Colle di Val d'Elsa
L'Antica Madia is a one-bedroom flat located in Colle di Val d'Elsa, 29 kilometres from Piazza del Campo and 39 kilometres from Piazza Matteotti.
This 70 square metre flat accommodates up to seven guests, offering a kitchen with a fridge and dishwasher, a terrace with garden views, and complimentary WiFi.
Nel Bel Mezzo Della Toscana - Poggibonsi
8.1 17 reviews

Nel Bel Mezzo Della Toscana

apartment, Poggibonsi
This Poggibonsi apartment, situated in Tuscany, is approximately 26-40km from Florence's Pitti Palace and Piazza del Campo in Siena.
The 70 square metre self-catering flat offers one bedroom, one bathroom, sleeps seven, and includes a private garden, terrace with mountain views, swimming pool access, and free Wi-Fi.
San Bartolo 1c - Poggibonsi
No reviews

San Bartolo 1c

apartment, Barberino Tavarnelle
This apartment in San Bartolo 1C, Barberino di Val d'Elsa, is located 19 kilometres from Piazza Matteotti and 31-34 kilometres from Florence's Piazzale Michelangelo and Uffizi Gallery.
This 50 square metre flat accommodates up to four guests and features one bedroom, one bathroom, air conditioning, a dishwasher, a terrace, a garden, a swimming pool, and on-site parking.

Best pet friendly Poggibonsi holiday rentals

Among the 185 accommodations in Poggibonsi, here are the 4 best pet friendly rentals

Agriturismo Avanella Appartamenti A 150 Mt Dalla Piscina 150 Mt From Swimming Pool - Poggibonsi
9.1 151 reviews

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

apartment, Certaldo
This apartment is situated in Certaldo, a short distance from the town centre and close to a swimming pool. It has received excellent ratings for cleanliness, location and overall experience.
The apartment has a private terrace and a fully equipped kitchen. Guests can enjoy the garden, the swimming pool and free parking on site, as well as free Wi-Fi.
La Casetta Di Amenorade - Poggibonsi
9.4 61 reviews

La Casetta Di Amenorade

apartment, Colle di Val d'Elsa
This Colle di Val d'Elsa apartment, ideally located in Tuscany, is approximately 32 kilometres from Siena's Piazza del Campo and 43 kilometres from Florence's Piazza Matteotti.
The 65-square-metre flat offers one bedroom, one bathroom, sleeps seven guests, and includes Wi-Fi, air conditioning, a fully equipped kitchen, and a washing machine.
Beautiful Apartment In Villa With Wifi, A/c, Pool, Tv, Balcony, Pets Allowed, Close To San Gimignano - Poggibonsi
No reviews

Beautiful Apartment In Villa With Wifi, A/c, Pool, Tv, Balcony, Pets Allowed, Close To San Gimignano

house, Poggibonsi
Casolare Torre With Pool And Ac is located 6 kilometres from Poggibonsi and 19 kilometres from San Gimignano, within the "San Gimignano And Surroundings" tourist region.
This villa, suitable for up to four guests, offers 60 square meters of living space with two bedrooms, one bathroom, air conditioning, Wi-Fi, and a shared swimming pool open from April to October.
Casa Orneto - Poggibonsi
9.7 95 reviews

Casa Orneto

house, Poggibonsi
CASA ORNETO is a charming house in Poggibonsi, conveniently located just 19 miles from the Fontebranda fountain in Siena and within easy driving distance of Florence. This house has received excellent ratings for cleanliness and user experience, with a very good location rating.
The house features one bedroom and two bathrooms, offering comfortable accommodation for up to three guests. It boasts a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and a peaceful garden with stunning views, allowing guests to enjoy the tranquility of Poggibonsi.
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