This rural apartment near Poggibonsi is situated within a Chianti olive grove and vineyard estate, offering proximity to Monteriggioni (14 km), Siena (30 km), and Volterra (38 km), with essential amenities located 5 km away. This 70 square meter holiday flat accommodates up to six guests with two double bedrooms, one bathroom, a living/dining area, a kitchenette equipped with a fridge, microwave, and dishwasher, and features access to a shared garden, barbecue area, and a seasonal swimming pool.
9.6 51 reviews
Poggibonsi
20/09 – 22/09
$120/nighttotal: $240 (2 )
Appartamento Sasso Gocciolino
2 1
apartment , Poggibonsi
This Poggibonsi apartment, conveniently located approximately 58km from Florence Airport, offers easy access to the Tuscan countryside. The 90 square metre property features two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, air conditioning, free Wi-Fi, and private parking, accommodating up to 11 guests.
9.3 125 reviews
Poggibonsi
25/07 – 01/08
$613/nighttotal: $4291 (7 )
Podere Oliveta - 5 Appartamenti Con Piscina E Vista
2 4
house , Poggibonsi
Podere Oliveta is a charming house located in the Tuscan countryside, just a short drive from the historic town of Poggibonsi. The property has received excellent user ratings for its cleanliness, location, and overall experience. The house features a private swimming pool and garden, perfect for relaxing and enjoying the Tuscan sunshine. Guests can also take advantage of the tennis court, barbecue facilities, and fully equipped kitchen, making it ideal for a self-catering holiday.
10 122 reviews
Poggibonsi
03/08 – 17/08
$290/nighttotal: $4060 (14 )
Enchanting Tuscany Vacation Rental In Medieval Fortress Town Panoramic Views
2 4
apartment , Barberino Tavarnelle
This two-bedroom, two-bathroom apartment near Barberino Tavarnelle offers 74 square metres of living space, situated 15km from attractions such as Antinori nel Chianti Classico winery, Passignano Abbey, and the Church of San Lorenzo. The property features a fully equipped kitchen, private patio, free Wi-Fi, and parking, accommodating up to four guests and providing access to a rooftop terrace with barbecue facilities.
9.7 75 reviews
Poggibonsi
20/09 – 21/09
$186/nightfor 1 night
Mp Home
1 1
apartment , Colle di Val d'Elsa
This apartment is located in Le Grazie, a peaceful village just 29 kilometres from Siena's Piazza del Campo and 43 kilometres from Grosseto's Piazza Matteotti. The property has consistently received excellent ratings for its cleanliness, location, and overall experience. The apartment is a comfortable one-bedroom home with a floor area of 40 square metres, offering enough space for up to six guests. It is equipped with a fully equipped kitchen, air conditioning, private parking, and Wi-Fi, making it a convenient and comfortable base for exploring the region.
9.5 11 reviews
Poggibonsi
03/08 – 17/08
$240/nighttotal: $3360 (14 )
[Relax] Casale In Incantevole Contesto Toscano
1 4
apartment , Colle di Val d'Elsa
This Tuscan countryside apartment, ideally located between Florence (approximately 60km away) and Siena (approximately 40km away), offers a peaceful retreat near Colle di Val d'Elsa. The self-catering property boasts two double bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher, a private garden, and covered parking, comfortably accommodating four guests and providing easy access to local Tuscan attractions.
Poggibonsi
31/08 – 03/09
$1620/nighttotal: $4860 (3 )
Podere San Giuseppe By Interhome
1 12
apartment , Colle di Val d'Elsa
This detached house rental is located 7 kilometres from Colle di Val d'Elsa's centre, set in a secluded and sunny countryside position. This 270 square metre property accommodates up to 12 guests, featuring air conditioning throughout, a private swimming pool open seasonally, a garden, and a well-equipped kitchen with a pizza oven.
9.6 67 reviews
Poggibonsi
22/06 – 25/06
$151/nighttotal: $453 (3 )
"Da Serena E Lorenzo
Appartamento"
1 3
apartment , Poggibonsi
This ground-floor apartment in Poggibonsi is situated 250m from the Siena Laser Eye Clinic, 500m from the train station, and a 5-minute drive from a shopping centre, offering easy access to local amenities and transport links to other Tuscan towns. The self-catering flat features two bedrooms, one bathroom, sleeping up to four guests, and includes a private garden, laundry facilities, bed linen and towels; it's ideal for those visiting San Gimignano (12km), Siena (25km), and Florence (40km).
Poggibonsi
25/08 – 28/08
$2182/nighttotal: $6546 (3 )
Beautiful Private Villa For 18 Guests With Wifi, Private Pool, Tv, Pets Allowed And Panoramic View
9 12
house , San Gimignano
Le Sodole Farmhouse is located 2 kilometres from San Gimignano, offering a peaceful Tuscan experience with Siena 47 kilometres away and Florence 58 kilometres away. This 700 square metre country house sleeps 18 guests in nine bedrooms and has eight bathrooms, featuring a private swimming pool, a garden, and parking for six cars, with a kitchen equipped with a fridge, microwave oven, and dishwasher.
Poggibonsi
03/08 – 17/08
$344/nighttotal: $4816 (14 )
Santa Margherita - Ninfea
1 4
apartment , Poggibonsi
This Poggibonsi flat offers convenient access, situated 15-17 minutes by car from Tenuta Torciano winery and the historic Monteriggioni Castle, with Parc Fluvial de l'Alta Val d'Elsa and Sentierelsa Trail also nearby. This 50 square metre apartment accommodates up to four guests, featuring one bedroom, one bathroom, Wi-Fi, air conditioning, a kitchen with a microwave and fridge, and a private balcony, with shared access to a swimming pool and garden.
9.4 45 reviews
Poggibonsi
22/06 – 25/06
$165/nighttotal: $495 (3 )
Da Serena E Lorenzo
2 3
apartment , Poggibonsi
Da Serena e Lorenzo is a two-bedroom apartment in Poggibonsi, conveniently located approximately 27-45km from major Florentine landmarks such as the Uffizi Gallery, Ponte Vecchio, and Piazza del Campo. This 50 square metre self-catering flat sleeps seven, boasting a fully equipped kitchen, garden, parking, Wi-Fi, and welcoming amenities including wine upon arrival.
Poggibonsi
25/08 – 28/08
$2613/nighttotal: $7839 (3 )
Villa Soffio: A Characteristic And Welcoming Two-story Ancient Tuscan Country House Surrounded By Meadows And By Green Hills, With Free Wi-fi.
8 12
house , San Gimignano
This spacious San Gimignano villa, sleeping up to 18 guests, is located within 3km of key landmarks including the Sant'Agostino Church, the Archaeological Museum, and the Rocca di Montestaffoli. The 300 square metre property boasts eight bedrooms, nine bathrooms, a private pool, a garden, and parking, plus a fully equipped kitchen and free Wi-Fi; an on-site games room provides added entertainment.
Best family friendly Poggibonsi vacation rentals
Among the 132 accommodations in Poggibonsi, here are the 4 best family friendly rentals
10 1 review
Poggibonsi
03/08 – 17/08
$425/nighttotal: $5950 (14 )
Tuscan Chianti Villa Private Park 2 Apt Love Views
1 4
apartment , Poggibonsi
Villa Melachecca, in Agresto, offers a four-bedroom, three-bathroom property just 2.4km from Poggibonsi, providing easy access to the town's amenities. This two-apartment residence, sleeping seven, boasts two kitchens, a garden with children's play area, on-site laundry facilities, and daily fresh eggs from the owner's chickens; ideal for families or groups seeking a self-catering Tuscan escape near Poggibonsi.
9.6 131 reviews
Poggibonsi
25/07 – 01/08
$440/nighttotal: $3080 (7 )
Tenuta La Cipresseta
1 4
apartment , Barberino Tavarnelle
Tenuta la Cipresseta is located in the Tuscan countryside, just 15 kilometres from Poggibonsi and 35 kilometres from Siena, offering a peaceful escape from the hustle and bustle of city life. The property has received excellent ratings for its cleanliness, location, and overall user experience. The apartment, measuring 65 square metres, features a fully equipped kitchen, a private patio with outdoor dining, and a garden with a swimming pool. Guests can enjoy a range of amenities including a tennis court, barbecue facilities, and free Wi-Fi.
9.5 66 reviews
Poggibonsi
03/08 – 17/08
$263/nighttotal: $3682 (14 )
Casalecchi - Cottage Between Siena & Florence
2 4
apartment , Poggibonsi
This charming cottage is located in the Chianti Classico hills, just 3 km from Staggia Senese and 5 km from Poggibonsi, offering a peaceful rural setting surrounded by rolling hills. The cottage has received excellent ratings for its location, cleanliness, and overall experience. The cottage has two bedrooms and one bathroom, accommodating up to four guests. It features a fully equipped kitchen, a private garden with fruit trees, a spacious terrace with stunning views, and convenient access to nearby amenities and attractions.
9.6 9 reviews
Poggibonsi
25/07 – 01/08
$234/nighttotal: $1638 (7 )
65 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests
2 4
apartment , Poggibonsi
This Poggibonsi holiday home, ideally located for exploring Tuscany, is centrally positioned for easy access to nearby towns such as San Gimignano, Volterra, Florence (approximately 40km, 60km and 50km away respectively), and Siena. The 65 square metre property offers two bedrooms, one bathroom, sleeps four, and includes a private garden, free on-street parking, high-speed Wi-Fi, and a fully equipped kitchen with fridge, freezer, and dishwasher.
Best Poggibonsi vacation rentals with parking
Poggibonsi
25/07 – 01/08
$268/nighttotal: $1876 (7 )
Apartment Tipologia Trilo By Interhome
2 4
apartment , Poggibonsi
The Trilo apartment in Monsanto, Poggibonsi, is situated approximately 32-34 km from Siena’s Piazza del Campo and Piazza Matteotti, offering easy access to this historic Tuscan city. This 70 square metre holiday flat features two bedrooms, one bathroom, and sleeps up to 11 guests, boasting a private garden, seasonal pool, parking (charges apply), and a fully equipped kitchen including a dishwasher; a cot is available at an extra cost.
8.2 30 reviews
Poggibonsi
20/09 – 21/09
$167/nightfor 1 night
Piccolo Angolo Di Tranquillità
2 1
apartment , Poggibonsi
Piccolo Angolo Di Tranquillità, a holiday home in Poggibonsi, enjoys a peaceful location approximately 29km from Florence's Uffizi Gallery and Ponte Vecchio, and 29km from Piazza Matteotti. This 65 square metre property sleeps eight guests, offering two bedrooms, one bathroom, a garden, parking, Wi-Fi, and a kitchen equipped with a fridge and dishwasher.
Poggibonsi
22/06 – 25/06
$260/nighttotal: $780 (3 )
Cosy Apartment In Villa For 3 People With A/c, Pool And Tv, Close To Siena
1 3
house , Poggibonsi
La Fiumara, near Castellina Scalo (2km from Poggibonsi), offers easy access to Siena (23km) and San Gimignano (26km), with nearby attractions including the Rock of Staggia and Monteriggioni Castle. This one-bedroom property, boasting 62 square metres of floor space, sleeps three guests and includes a swimming pool (open June 1st to September 15th), a garden, parking, and air conditioning; nearby activities include hiking the Sentierelsa Trail and wine tasting at Casa Vinicola Luigi Cecchi.
Poggibonsi
03/08 – 17/08
$260/nighttotal: $3640 (14 )
Nice Apartment With Wifi, Tv, Pets Allowed And Panoramic View, Close To San Gimignano
2 4
apartment , Monteriggioni
Holiday home Il Palazzetto Francigena is a country residence near Monteriggioni, located 6 kilometres from the town and 22 kilometres from San Gimignano, placing it within the 'San Gimignano And Surroundings' tourist district, 24 kilometres from Siena and 53 kilometres from Florence. This 240 square metre holiday home accommodates up to four guests in two bedrooms and two bathrooms, featuring a well-equipped kitchen with a dishwasher and fridge, complimentary WiFi, a garden with barbecue facilities, and two private parking spaces.
Frequently Asked Questions about vacation 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 medieval fortress of Monteriggioni, just a short drive away, or the historic city of Siena, about 30km south. If you're interested in art, the Museo di Arte Sacra in Poggibonsi itself is worth a visit.
What are the best Airbnb and vacation rentals in Poggibonsi?
Which walking or cycling routes are the best in Poggibonsi?
The Via Francigena, a historic pilgrimage route, passes through Poggibonsi. You can walk or cycle along this route, enjoying the beautiful Tuscan countryside. For a shorter ride, try the cycle path along the Elsa River, which runs through the town.
What sports or outdoor activites can visitors enjoy in and around Poggibonsi?
Poggibonsi is a great place for hiking, cycling, and horse riding. There are many trails in the surrounding hills, offering stunning views of the Tuscan landscape. You can also play tennis or go swimming at the local sports centre.
What are the best vacation rentals with a pool in Poggibonsi?
What other towns or cities can be easily accessed from Poggibonsi?
Florence is about an hour's drive from Poggibonsi, making it a great day trip. You can also easily reach other Tuscan towns like San Gimignano, Volterra, and Montepulciano, all within a 1-2 hour drive.
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 typically offer amenities like Wi-Fi, air conditioning, and a washing machine. Many also have private gardens or terraces, and some even have swimming pools. You can find rentals ranging from cosy apartments to spacious villas.
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 during spring or autumn, when the weather is mild and the crowds are smaller. Summer can be very hot, while winter can be chilly and rainy.
What are the local dishes in Poggibonsi region?
The local cuisine in Poggibonsi is typical of Tuscany, featuring simple but delicious dishes made with fresh, local ingredients. Try the 'ribollita', a hearty bread soup, or the 'pici cacio e pepe', a pasta dish with pecorino cheese and black pepper. For dessert, indulge in the 'panforte', a sweet, spiced cake.
Destinations nearby
Best Poggibonsi vacation rentals with a balcony
8.9 633 reviews
Poggibonsi
20/09 – 22/09
$157/nighttotal: $314 (2 )
Agriturismo Azienda Agricola La Roccaia
1 1
farm , San Gimignano
Agriturismo Azienda Agricola La Roccaia is located in San Gimignano, 48 kilometres from Florence's Pitti Palace and 39 kilometres from Siena's Fontebranda, offering a peaceful escape in the Tuscan countryside. The farm stay has received very good user ratings with excellent location and cleanliness scores. The property features a garden and terrace, along with a swimming pool and free bikes. Guests can enjoy modern amenities, including air conditioning, free Wi-Fi, and a fully equipped kitchen in some units, as well as a delicious Italian or gluten-free breakfast.
9.0 1 review
Poggibonsi
25/07 – 01/08
$288/nighttotal: $2016 (7 )
Chianti Villa With Private Park, 2 Apartments & Panoramic Views
2 4
apartment , Poggibonsi
Melachecca apartments in Poggibonsi offer a convenient base for exploring Tuscany, situated 58km from Florence Airport and close to popular cycling routes. This two-bedroom apartment provides guests with a fully equipped kitchen, private bathroom, terrace, garden, and free parking, ideal for families or cyclists seeking self-catering accommodation with access to on-site bicycle rental.
Poggibonsi
10/08 – 15/08
$425/nighttotal: $2125 (5 )
Holiday Home Antico Borgo S Lorenzoalbicocco By Interhome
1 2
house , Poggibonsi
Holiday Home Antico Borgo S Lorenzo Albicocco is situated in Poggibonsi, Tuscany, conveniently located 26km from Siena's Piazza del Campo and 48km from Florence's Piazzale Michelangelo. This 40 square metre property offers one bedroom, one bathroom, sleeps three guests, and features a private parking space, Wi-Fi, a swimming pool, and a terrace; enjoy nearby Tuscan attractions and the property's well-equipped kitchen.
9.9 36 reviews
Poggibonsi
20/09 – 22/09
$236/nighttotal: $472 (2 )
Villa Luisa Design
2 1
house , Colle di Val d'Elsa
Villa Luisa Design is situated in Colle di Val d'Elsa, Tuscany, approximately 31km from Siena's Piazza del Campo and 47km from Piazza Matteotti in Florence. This 120 square metre property sleeps nine guests, boasting two bedrooms, two bathrooms, a private garden with hot tub, air conditioning, free Wi-Fi, and free parking, plus a convenient on-site mini-market.
Best pet friendly Poggibonsi vacation rentals
Among the 132 accommodations in Poggibonsi, here are the 4 best pet friendly rentals
10 15 reviews
Poggibonsi
22/06 – 25/06
$188/nighttotal: $564 (3 )
Il Greppo Rustic Charm Tuscan Views & Hot Tub
1 3
apartment , Poggibonsi
Casa Il Greppo, a two-bedroom apartment near Poggibonsi in the Tuscan countryside, offers easy access to San Gimignano, Monteriggioni, and Volterra (distances unspecified). This self-catering holiday rental sleeps four, boasting a well-equipped kitchen, air conditioning, parking, internet access, and a rustic-chic interior reflecting traditional Tuscan style; nearby attractions include the Montepulciano wine road.
8.9 9 reviews
Poggibonsi
31/08 – 03/09
$1001/nighttotal: $3003 (3 )
Tuscany Dream Meditation From Florence To Siena
1 12
apartment , Certaldo
This five-bedroom apartment is situated in the Tuscan countryside, a 10-minute drive from the medieval town of Certaldo, famous for its association with the writer Boccaccio. The spacious property, which sleeps up to 13 guests, features a Jacuzzi, a fireplace, and a fully equipped kitchen, and is ideal for families and groups seeking a relaxing retreat in the heart of Tuscany.
9.8 59 reviews
Poggibonsi
25/08 – 28/08
$1471/nighttotal: $4413 (3 )
Vintage 70s Home
1 12
house , Barberino Tavarnelle
This spacious 300 square metre ground-floor apartment, located in the Chianti region, is a 10-minute walk from San Donato in Poggio and offers easy access to Florence and Siena. The self-catering property boasts four bedrooms, two bathrooms, a large garden, swimming pool, and parking, accommodating up to twelve guests and including a historic ping-pong table.
8.8 107 reviews
Poggibonsi
25/07 – 01/08
$131/nighttotal: $917 (7 )
Da Nonna Cri, Appartamento Nel Chianti
1 4
apartment , Monteriggioni
Da nonna Cri apartment is situated in Monteriggioni, Tuscany, 18km from Siena's Piazza del Campo and 32km from Grosseto's Piazza Matteotti, offering easy access to the medieval walls and towers. This 45 square metre flat features one bedroom, one bathroom, and sleeps seven, with a fully equipped kitchen, free Wi-Fi, private parking, and a terrace; a washing machine is also provided.