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Vacation Rentals in Poggibonsi

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August 2026

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The best vacation rentals in Poggibonsi

Check out our selection of great vacation rentals in Poggibonsi

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Antica Casa del Glicine

Poggibonsi

Offering quiet street views, Antica Casa del Glicine in Poggibonsi provides accommodations and a garden. With pool views, this accommodation features a swimming pool.

L
Lauren
From
United States
What an amazing place & it had everything that we needed. Such detail in the whole place. Rain-like shower head & consistent hot water. It was located in such a beautiful area with an beautiful porch area with tables & chairs if you wanted to enjoy meals outside.. I so wished we could stay longer. Very helpful & friendly people too. We definitely would advise anyone visiting the area to stay here!
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 287 reviews
Price from
$164.51
1 night, 2 adults

Fattoria di Cinciano

Poggibonsi

Offering an outdoor pool and a restaurant, Fattoria di Cinciano is located in Poggibonsi, a 10-minute drive from the center. Free WiFi access is available in all areas.

R
Ruth
From
Australia
The view from this accommodation was stunning! Looked right out over the whole of Tuscany. We spent many evenings sitting out with one of their wines watching the sunset. Very comfortable beds and traditional Tuscan style. Just beautiful. Lovely surprise having our beds made everyday. This place was one of our highlights from our whole trip!
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 921 reviews
Price from
$282.42
1 night, 2 adults

Il Casale

Poggibonsi

Il Casale is located in Poggibonsi, just 28 miles from Piazzale Michelangelo and 28 miles from Pitti Palace.

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 281 reviews
Price from
$78.71
1 night, 2 adults

Podere le Fonti

Poggibonsi

Podere le Fonti is located in Poggibonsi, just 20 miles from Piazza Matteotti and 24 miles from Piazza del Campo. This property offers access to a patio, free private parking, and free Wifi.

K
Kim
From
Canada
This place was amazing. People were near so you didn’t feel secluded yet you had your own privacy.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 18 reviews
Price from
$425.36
1 night, 2 adults

Laura Chianti Vacanze

Poggibonsi

Providing a garden, Laura Chianti Vacanze offers accommodations in Poggibonsi. Housed in a building dating from 2021, this apartment provides free Wifi and free private parking.

J
Jhon J
From
United States
If I could rate 20 I would, magical place, best stay in Italy, clean, modern and rustic at the same time, provided snacks and event wine bottle! Would definitely come back when visiting Tuscany area again!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 93 reviews
Price from
$124.68
1 night, 2 adults

B&B Poggiobonizio

Poggibonsi

B&B Poggiobonizio offers accommodations in Poggibonsi, 17 miles from Piazza del Campo and 18 miles from Piazza Matteotti.

M
Melissa
From
United States
Simone was so kind and hospitable! We arrived on a Sunday, no taxi in sight. We called Simone, and he offered to come get us and bring us to the B&B. We were given plenty of water for our stay, which is so appreciated after a long day of traveling. The room was just like the pictures. Great AC, nice bathroom, large flat-screen with Netflix, YouTube ready, which was great after 2 weeks of no TV. The bed was comfortable, even the pillows. There were fast speed USB charge ports at the bedside. We enjoyed an abundant breakfast, Simone even crafted us cappuccino. Simone offered a ride to the train station. Simone really went above and beyond. Highly recommend this place if you find yourself in Poggibonsi. Thank you so much, Simone!!
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 245 reviews
Price from
$75.56
1 night, 2 adults

Antico Podere Il Bugnolo

Poggibonsi

Set in a restored early 19th-century building, Il Bugnolo features an outdoor pool overlooking the surrounding Tuscan countryside.

T
Timothy
From
United States
The property and room were gorgeous!!! Access to the kitchen was a BONUS! Breakfast was good!
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 397 reviews
Price from
$103.69
1 night, 2 adults

Tenuta Il Tresto

Poggibonsi

The Tenuta Il Tresto is a typical Tuscany farmhouse located in the hearth of The Chianti area, adjacent to places full of art and history such as San Gimignano, Monteriggioni and Colle di Val d’Elsa,...

E
Emilia
From
Germany
it gave the perfect Tuscan flair. the house is just like I would have imagined it to be
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 331 reviews
Price from
$94.46
1 night, 2 adults

Homelink Poggibonsi - Sogno D'oro

Poggibonsi

Homelink Poggibonsi - Sogno D'oro enjoys a location in Poggibonsi, 21 miles from Piazza del Campo and 25 miles from Piazzale Michelangelo.

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 404 reviews
Price from
$73.47
1 night, 2 adults

Agriturismo La Moraia

Poggibonsi

Providing a garden, Agriturismo La Moraia features accommodations in Poggibonsi. Guests can enjoy access to a picnic area and to a seasonal outdoor pool.

B
Bourgault
From
Canada
Such a great place! The view was stunning. Vineyard around the property. Our little place was charming, private. We couldn’t ask for more. The pool was Reno e to enjoy as well.
Scored out of 10, guest rating 6.7
Pleasant - What previous guests thought, 450 reviews
Price from
$72.42
1 night, 2 adults
All vacation rentals in Poggibonsi

Most booked vacation rentals in Poggibonsi and surrounding area in the past month

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Popular with guests booking vacation rentals in Poggibonsi

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 921 reviews

Popular with guests booking vacation rentals in Poggibonsi

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 403 reviews

Popular with guests booking vacation rentals in Poggibonsi

Scored out of 10, guest rating 6.7
Pleasant - What previous guests thought, 450 reviews

Popular with guests booking vacation rentals in Poggibonsi

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 363 reviews

Popular with guests booking vacation rentals in Poggibonsi

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 245 reviews

Popular with guests booking vacation rentals in Poggibonsi

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 397 reviews

Popular with guests booking vacation rentals in Poggibonsi

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 331 reviews

Popular with guests booking vacation rentals in Poggibonsi

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 375 reviews

Popular with guests booking vacation rentals in Poggibonsi

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 281 reviews

Popular with guests booking vacation rentals in Poggibonsi

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 65 reviews

Vacation Rentals with swimming pools in Poggibonsi and nearby

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Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 921 reviews

Scored out of 10, guest rating 6.7
Pleasant - What previous guests thought, 450 reviews

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 363 reviews

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 397 reviews

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 331 reviews

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 65 reviews

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 99 reviews

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 96 reviews

Enjoy breakfast in Poggibonsi and nearby

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Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 83 reviews

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 12 reviews

Sportland

1 Via Liguria
Breakfast options
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 811 reviews

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 479 reviews

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 191 reviews

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 229 reviews

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 143 reviews

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 1,465 reviews

These vacation rentals in Poggibonsi and nearby have options with free cancellation

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Scored out of 10, guest rating 7.4
Good - What previous guests thought, 403 reviews

B&B Poggiobonizio

Via Montenero,37
Free cancellation options available
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 245 reviews

Mancino

Loc. Poggi di Villore 10
Free cancellation options available
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 375 reviews

Il Casale

Loc. Orneto 5
Free cancellation options available
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 281 reviews

Antica Casa del Glicine

Loc. Castiglioni Alto
Free cancellation options available
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 287 reviews

La casa di Montelonti

Loc. Montelonti 3
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 52 reviews

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 209 reviews

Podere Chiocciola

località drove 2
Free cancellation options available
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 59 reviews

Highly rated vacation rentals in Poggibonsi and nearby

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Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 111 reviews
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 137 reviews
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 158 reviews

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 54 reviews

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 31 reviews

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 40 reviews

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 20 reviews

Ginestra

Località Tresto
8.0+ review score
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 27 reviews

FAQ about vacation rentals in Poggibonsi

On average, a vacation rental in Poggibonsi costs $136 per night (based on Booking.com prices).
The average price per night for a vacation rental in Poggibonsi this weekend is $140 (based on Booking.com prices).
The average price of a vacation rental in Poggibonsi this evening is $80 (based on Booking.com prices).
Many families visiting Poggibonsi enjoyed staying at Laura Chianti Vacanze, La Casa di Chloe, and Sangi Chianti Vacations.
I Melograni del Chianti, Al centro della Toscana, and Mancino are some of our most popular vacation rentals in Poggibonsi.
For vacation rentals in Poggibonsi serving highly-rated breakfasts, try Al centro della Toscana, Linearis Holiday House, and Agriturismo Le Cantine.
These vacation rentals in Poggibonsi are highly rated by couples: Villa Talciona, Agriturismo Vernianello, and Holiday Home Podere San Raffaele - Cinzia by Interhome.
Laura Chianti Vacanze, Holiday Home Podere San Raffaele - Cinzia by Interhome, and Al centro della Toscana have received great reviews from guests in Poggibonsi about the views from these vacation rentals.

Vacation Rentals That Guests Love in Poggibonsi

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Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 158 reviews
The location is totally isolated. Youre at the top of a hill in a village without people. To go shopping you need a car and drive for 5min. The pool is big enough for the max of people accommodated, but it can get noisy with the kids ( its a very family friendly place). The rooms are big enough. People usually respect noise levels and are polite, sunbeds are provided. Its family owned so your money is not going into some real estate ageny's pocket.
Guest review byDario
Family with young children
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 27 reviews
Lovely historical village converted into a mini holiday complex. We stayed at a very comfortable apartment, the pool area was also really nice
Guest review byAgnieszka
Young couple
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 21 reviews
Amazing space. We were 5 couples and had our own village! Absolutely perfect and Fabio was an amazing host. Thank you SO much Fabio!
Guest review byAminah
Family with young children
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 921 reviews
Everything about Cinciano was fantastic. The staff, the room, the food, the pool. Would definitely recommend it. Easy driving distance also to many of the other picturesque towns and villages in the area.
Guest review byPaula
Young couple
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 75 reviews
The location high up in the Tuscan hills is beautiful and quiet. We loved watching the sunset in the garden every night. The villa decor sticks to a traditional Tuscan theme and really felt like a castle. The staff were very helpful when we asked and gave us some good recommendations for trips and restaurants.
Guest review byReece
Family with young children
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 921 reviews
One of the most amazing villas we have ever stayed in! Breathtaking views, amazing staff and hospitality! Oh and brilliant red wines!
Guest review bySiddhartha
Family with young children
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 921 reviews
It was a delightfull staying! Room was very charming and clean just like other objects in this villa. Staff was extremly nice and helpfull. Breakfast was included and the food was so jummy. Their vines were great and we enjoyed drinking them while watching the sunset in the garden. Nature around the villa is just breathtaking. It was our second time staying there and we sure are getting back. We highly recomand booking Fattoria di Cinciano!
Guest review byIva Gru
Young couple
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 287 reviews
It was In a lovely little village. it felt like a proper family house. There was not a lot of contact with the staff but when we did they were extremely friendly
Guest review byTania
Young couple