This Poggibonsi countryside villa, near San Gimignano (8km away), offers easy access to Siena, Florence, Volterra, and Certaldo, making it ideal for exploring Tuscany. The property features a spacious ground-floor layout with two bedrooms (sleeping four), a combined living/kitchen area, a private garden with a paved area and covered patio, and parking; a small above-ground pool is currently unavailable.
9.8 37 reviews
Poggibonsi
08/10 – 14/10
81 €/nighttotal: 486 € (6 )
Holiday Home Podere San Raffaele - Cinzia By Interhome
1 2
house , Poggibonsi
This holiday home in Poggibonsi is just 26 kilometres from the historic Piazza del Campo in Siena and 31 kilometres from Piazza Matteotti in San Gimignano, making it an ideal base for exploring the Tuscan countryside. The property has excellent user, location and cleanliness ratings. The house has one bedroom and one bathroom, covering 45 square metres. It offers a private entrance, a garden, free Wi-Fi, a washing machine, a baby cot, and private parking, making it a comfortable and convenient choice for families or couples.
9.3 207 reviews
Poggibonsi
26/08 – 31/08
140 €/nighttotal: 700 € (5 )
Borgo Poneta
1 1
farm , Barberino Tavarnelle
Borgo Poneta is a farm stay situated in the Tuscan countryside, just a short drive from the charming towns of Barberino Val d'Elsa and San Gimignano. It has consistently received excellent ratings for its location, cleanliness, and overall experience. This traditional farmhouse offers a taste of authentic Tuscan life with its terracotta floors and panoramic views of the surrounding hills. Guests can enjoy a refreshing dip in the outdoor pool, relax on the terrace, and explore the original wine cellars and a small rural museum.
Poggibonsi
25/07 – 26/07
126 €/nightfor 1 night
Green Room 'Borghetto San Filippo' With Shared Pool, Wi-fi And Air Conditioning
1 3
apartment , Barberino Tavarnelle
This apartment is located in Barberino Tavarnelle, within the Chianti hills of Val d’Elsa, offering convenient access to Florence and Siena, and is situated near Castello di Barberino Val d'Elsa. This former farmhouse accommodation sleeps 3 guests in 2 bedrooms and 1 bathroom, featuring air conditioning, internet, a shared swimming pool, garden, parking, and an on-site restaurant serving Tuscan cuisine, with opportunities for horse riding and trekking nearby.
10 20 reviews
Poggibonsi
30/06 – 03/07
230 €/nighttotal: 690 € (3 )
Casa Vacanze Papavero Rosso
1 5
apartment , San Gimignano
This Tuscan farmhouse, situated 6km from San Gimignano, offers stunning panoramic views of the towers and easy access to Siena and Florence. Sleeping up to six guests, the property boasts three bedrooms, three bathrooms, a fully equipped kitchen including dishwasher, a garden, private parking, and is within 10 minutes of Poggibonsi's amenities and transport links.
9.7 66 reviews
Poggibonsi
07/08 – 09/08
121 €/nighttotal: 242 € (2 )
Piazza Arnolfo 1932
2 1
apartment , Colle di Val d'Elsa
Piazza Arnolfo 1932 is a charming apartment in Colle di Val d'Elsa, just 24km from Siena's Piazza del Campo and 40km from Piazza Matteotti, offering a peaceful escape in the heart of Tuscany. This property has consistently received excellent ratings for its cleanliness, location, and overall experience. The apartment has two bedrooms and one bathroom, spanning 60 square metres and comfortably accommodating up to four guests. Guests can enjoy a fully equipped kitchen, a private patio, a garden, and free Wi-Fi, providing all the essentials for a relaxing and enjoyable stay.
9.9 73 reviews
Poggibonsi
20/09 – 20/11
63 €/nighttotal: 3843 € (61 )
Casa Colonica Restaurata A Colle Di Val D'elsa
1 2
apartment , Colle di Val d'Elsa
This centrally located Colle di Val d'Elsa apartment is situated on a quiet, traffic-free street, within walking distance of bus stops providing easy access to Siena, Florence, Pisa, and other Tuscan towns. The self-catering studio, sleeping two guests, features a double bedroom with en-suite bathroom, a living/dining area with a fully equipped kitchen (including fridge, freezer and dishwasher), and a private parking space with electric gate access.
10 10 reviews
Poggibonsi
25/07 – 26/07
173 €/nightfor 1 night
Casa Di Aonio Paleario - Appartamento Di Cambio
1 3
apartment , Colle di Val d'Elsa
Appartamento Arnolfo di Cambio is a centrally located one-bedroom flat in Colle di Val d’Elsa’s historic district, within walking distance of restaurants and the Church of Santa Caterina d’Alessandria. This holiday rental sleeps three, offering a double bed and cot, a fully equipped kitchen with fridge, freezer, and dishwasher, air conditioning, Wi-Fi, and is situated in a building with links to Renaissance humanist Aonio Paleario.
9.5 219 reviews
Poggibonsi
07/08 – 09/08
72 €/nighttotal: 144 € (2 )
"Nel Cuore Di Poggibonsi"
1 1
apartment , Poggibonsi
This one-bedroom flat is conveniently located in the historic centre of Poggibonsi, just a short walk from the train and bus station and a small shopping centre, allowing for easy exploration of the surrounding area. The apartment offers a peaceful and relaxing atmosphere despite its central location, making it a great base for exploring nearby attractions. The apartment features a fully equipped kitchen with a fridge, freezer, and dishwasher, and comfortably accommodates two guests. The apartment also offers free parking just 10 metres from the entrance, a rare and valuable perk in this area, and is surrounded by delightful restaurants serving traditional Tuscan cuisine.
9.4 434 reviews
Poggibonsi
20/09 – 22/09
94 €/nighttotal: 188 € (2 )
Podere Val Di Gallo Chianti Siena
1 1
apartment , Poggibonsi
This apartment is situated just off the Florence-Siena highway, a short 10km drive from the historic town of Siena, and is set amidst peaceful olive groves and vineyards. It has received excellent ratings for location, cleanliness and overall experience. The apartment is spacious and can comfortably accommodate up to four guests, with two bedrooms and one bathroom. It offers a fully equipped kitchen, a private garden, a swimming pool and parking, making it ideal for a relaxing Tuscan getaway.
Poggibonsi
25/07 – 26/07
126 €/nightfor 1 night
Yellow Room 'Borghetto San Filippo' With Shared Pool, Wi-fi And Air Conditioning
1 3
apartment , Barberino Tavarnelle
This former farmhouse, located in Barberino Tavarnelle's Val d’Elsa region, is situated between Florence and Siena, with direct access to the SS Cassia, placing it within easy reach of San Gimignano, Certaldo, and Colle Val d’Elsa. This 2-bedroom, 1-bathroom apartment accommodates up to 3 guests and offers air conditioning, Wi-Fi, a shared swimming pool, and on-site dining, with nearby opportunities for horse riding, trekking, and cycling.
9.7 120 reviews
Poggibonsi
07/08 – 09/08
109 €/nighttotal: 218 € (2 )
Podere Chiocciola
2 1
apartment , Poggibonsi
Podere Chiocciola is located in Poggibonsi, just 26 kilometres from Piazza Matteotti and 29 kilometres from Piazza del Campo in Siena, providing easy access to these popular attractions. The apartment has received excellent ratings for cleanliness and location, with guests praising its peaceful countryside setting. This self-catering apartment features a private entrance and a fully equipped kitchen with a fridge and freezer, allowing you to prepare your own meals. Outside, you can enjoy the garden, barbecue facilities and an outdoor fireplace, perfect for relaxing evenings under the Tuscan sky.
Best family friendly Poggibonsi holiday rentals
Among the 132 accommodations in Poggibonsi, here are the 4 best family friendly rentals
9.6 46 reviews
Poggibonsi
20/09 – 20/11
181 €/nighttotal: 11041 € (61 )
La Stalla
2 2
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.
8.5 61 reviews
Poggibonsi
08/08 – 15/08
172 €/nighttotal: 1204 € (7 )
Agriturismo Bardeggiano-colle Val D'elsa
1 2
apartment , Colle di Val d'Elsa
Agriturismo Bardeggiano, in Colle di Val d'Elsa, offers a self-catering apartment 22.5km from Piazza del Campo in Siena and 37km from Piazza Matteotti. This family-friendly property features a seasonal outdoor pool, garden, free Wi-Fi, private parking, and well-equipped kitchens in some units; enjoy the terrace, and explore the local crystal production.
9.9 172 reviews
Poggibonsi
23/06 – 24/06
656 €/nightfor 1 night
Villa Dei 2 Ulivi (Abbadia Isola)
1 7
house , Monteriggioni
This family-friendly villa is located just 3.2 kilometres outside Monteriggioni, a short drive from the historic Monteriggioni Castle and set in the peaceful Tuscan countryside. It has received excellent ratings for user experience, location, and cleanliness. The 250 square metre property offers 5 bedrooms with a sofa bed and 4 bathrooms. It also features a swimming pool, a jacuzzi, a tennis court, and a terrace with a garden, making it perfect for families and groups seeking a relaxing escape.
9.8 416 reviews
Poggibonsi
08/10 – 14/10
173 €/nighttotal: 1038 € (6 )
Casale Di Villore
1 2
house , Poggibonsi
Casale di Villore is a charming country house located in Poggibonsi, just 48 kilometres from Florence, 30 kilometres from Siena and 18 kilometres from San Gimignano. The property boasts excellent user, location and cleanliness ratings. The house offers spacious and comfortable accommodation with dining and seating areas. Guests can enjoy a range of amenities including a swimming pool, Jacuzzi, spa, tennis court, garden and a fully-equipped kitchen. There are also opportunities for horse riding and bike hire, allowing guests to explore the picturesque Tuscan countryside.
Best Poggibonsi holiday rentals with parking
9.9 107 reviews
Poggibonsi
05/08 – 12/08
268 €/nighttotal: 1876 € (7 )
Casa Anna "A Lovely Home In Tuscany"
3 5
house , Colle di Val d'Elsa
Casa Anna is located in the historic district of Colle di Val d'Elsa, a short walk from the charming Piazza Arnolfo and the Duomo, offering a peaceful retreat in the heart of this Tuscan town. The house has consistently received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay. This three-bedroom, two-bathroom property features a spacious terrace with stunning views of the Tuscan countryside. Casa Anna offers a range of amenities, including a swimming pool, Jacuzzi, tennis court, and a fully equipped kitchen, making it ideal for families and groups looking for a relaxing and active holiday.
8.6 4 reviews
Poggibonsi
05/08 – 12/08
369 €/nighttotal: 2583 € (7 )
Villetta
3 5
farm , Poggibonsi
This 11th-century farmhouse, renovated in 1998, offers a secluded hilltop location near Colle di Val d'Elsa (4km), San Gimignano (14km), and Siena (24km), providing stunning countryside views and easy access to major Tuscan towns. The 90 square metre property boasts three bedrooms, two bathrooms, sleeping up to six guests, and includes a swimming pool, terrace, and access to shared amenities such as a barbecue and table tennis.
Poggibonsi
05/08 – 12/08
1331 €/nighttotal: 9317 € (7 )
350 M² Villa ∙ 5 Bedrooms ∙ 10 Guests
5 5
house , Barberino Tavarnelle
Villa Fiorentini, in San Filippo a Ponzano near Barberino Val d'Elsa in the Chianti region, offers a secluded escape in the Tuscan countryside, a short distance (a few kilometres) from both Florence and Siena. This 350 square metre property boasts five bedrooms, five bathrooms, and sleeps up to ten guests, featuring a private swimming pool (10m x 5m), a large kitchen, and outdoor dining with a wood-fired oven; weekly linen and cleaning are included.
9.4 262 reviews
Poggibonsi
08/10 – 14/10
81 €/nighttotal: 486 € (6 )
Casa Michelangelo
1 2
apartment , Poggibonsi
Casa Michelangelo is a peaceful apartment situated in Megognano, a quiet village just 22 kilometres from the historic centre of Poggibonsi and 48 kilometres from Florence's Pitti Palace. This apartment has received excellent ratings for its location, cleanliness and overall experience. This one-bedroom apartment offers 60 square metres of space, comfortably accommodating up to four guests. The property features a fully equipped kitchen, a private balcony, a garden, a tennis court, free parking and Wi-Fi, as well as the option to enjoy activities like fishing and hiking in the surrounding area.
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?
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 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?
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?
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?
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.
Destinations nearby
Best Poggibonsi holiday rentals with a balcony
Poggibonsi
08/08 – 15/08
85 €/nighttotal: 595 € (7 )
Casa Di Piera
1 2
apartment , Poggibonsi
This spacious one-bedroom flat, Casa di Piera, is located in Poggibonsi, offering convenient access to Tuscan landmarks with Piazza Matteotti 27 kilometres and Piazza del Campo 29 kilometres away. This air-conditioned residence spans 70 square metres, accommodating up to nine guests with a fully equipped kitchen, complimentary WiFi, private parking, and garden views from its terrace, perfect for exploring the region.
10 2 reviews
Poggibonsi
30/06 – 03/07
3392 €/nighttotal: 10176 € (3 )
Villa Lionella Grande: A Splendid Three-story Villa Surrounded By Meadows And By Green Hills, With Free Wi-fi.
8 5
house , Poggibonsi
Villa Lionella Grande is situated in the countryside near Poggibonsi, just 3.5 km from the town centre and 1.5 km from the nearest restaurant, offering a peaceful retreat with easy access to local amenities. This property has received excellent user ratings, making it a popular choice for travellers seeking a comfortable and enjoyable stay. This spacious villa accommodates up to 24 guests with 12 bedrooms, each featuring an en-suite bathroom, providing privacy and comfort for all. Guests can enjoy a private swimming pool, a large garden with a barbecue and wood-fired pizza oven, a gazebo for relaxing, and a choice of two fully equipped kitchens.
9.4 11 reviews
Poggibonsi
07/08 – 09/08
529 €/nighttotal: 1058 € (2 )
One Belvedere Tuscany
1 1
farm , Poggibonsi
One Belvedere Tuscany, a farmhouse in Poggibonsi, is situated 27km from both Piazza del Campo in Siena and Piazza Matteotti. This property boasts an infinity pool, on-site spa with sauna and hot tub, fitness centre, restaurant serving local specialities, and free private parking; bike and car rentals are available for exploring the Tuscan countryside.
9.4 338 reviews
Poggibonsi
08/10 – 14/10
116 €/nighttotal: 696 € (6 )
Podere Val Di Gallo
2 2
apartment , Poggibonsi
Podere Val di Gallo is a peaceful apartment located in the Tuscan countryside, 32km from the historic Piazza del Campo in Siena and 35km from Piazza Matteotti in Poggibonsi. The apartment has excellent user, location, and cleanliness ratings. The apartment offers 70 square metres of space, including a well-equipped kitchen, a comfortable seating area with a fireplace, and a bathroom with a walk-in shower. Guests can enjoy a private pool, a terrace with garden views, a barbecue, a children's playground, and a table tennis table.
Best pet friendly Poggibonsi holiday rentals
Among the 132 accommodations in Poggibonsi, here are the 4 best pet friendly rentals
9.2 203 reviews
Poggibonsi
20/09 – 22/09
79 €/nighttotal: 158 € (2 )
Casailcambio
1 1
house , Colle di Val d'Elsa
CASAILCAMBIO is located in San Marziale, a peaceful rural setting just 22 kilometres from Siena’s Piazza del Campo and 38 kilometres from Grosseto’s Piazza Matteotti. The property has received excellent user, location, and cleanliness ratings. The cottage offers one bedroom and can accommodate up to three guests. It features a private terrace and garden, a fully equipped kitchen, air conditioning, a fireplace, free parking, and Wi-Fi.
8.6 1377 reviews
Poggibonsi
23/06 – 24/06
278 €/nightfor 1 night
Tenuta Decimo - Il Borgo Di Mariano
4 7
farm , San Gimignano
Il Borgo Di Mariano, a country house, is situated in Castel San Gimignano, approximately 13 kilometres from the medieval town of San Gimignano and a one-hour drive from Florence. This family-friendly farmhouse offers a range of amenities, including a swimming pool, Jacuzzi, tennis court, and restaurant serving local cuisine, making it an ideal choice for a relaxing Tuscan getaway.
9.8 14 reviews
Poggibonsi
30/06 – 03/07
225 €/nighttotal: 675 € (3 )
Papavero Rosso
3 5
house , San Gimignano
Papavero Rosso, a spacious three-bedroom holiday home in San Gimignano, is situated approximately 32-34km from Siena's Piazza del Campo and Piazza Matteotti, and 47km from Florence's main attractions. This 110 square metre property sleeps up to 10 guests, boasting three bathrooms, a fully equipped kitchen with dishwasher, a garden, free Wi-Fi, and free private parking; enjoy relaxing evenings by the outdoor fireplace.
10 1 review
Poggibonsi
05/08 – 12/08
1327 €/nighttotal: 9289 € (7 )
Villa Fiorentini 10, Emma Villas
1 5
house , Barberino Tavarnelle
Villa Fiorentini 10 is a spacious house located in Barberino di Val d'Elsa, a tranquil village just 14 miles from Florence, offering easy access to both the city and Florence Airport. The property has received excellent ratings for cleanliness, location, and user experience. This five-bedroom villa spans 350 square metres and features a fully equipped kitchen, private swimming pool, terrace, garden, and parking. Guests can enjoy al fresco dining, relax by the pool, explore the surrounding countryside, and stay connected with free Wi-Fi.