A vineyard with rows of grapevines, rolling hills, and distant buildings.

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Poggibonsi holiday rentals

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

1. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (103 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is 3.002.007 ₫
3.360.055 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Palazzo Pacini
A hallway with a wooden barrel, a white bench, a painting of a landscape, and a small table with a vase.

2. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is 1.148.034 ₫
1.320.580 ₫ total
includes taxes & fees
5 Nov - 6 Nov
Sportland
A table with breakfast items and a view of rolling hills.

3. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (122 reviews)
"Superb property. Nice and quiet atmosphere. We enjoyed a lot. Definitely will come again."
United States
Nirav
The price is 1.504.270 ₫
1.712.400 ₫ total
includes taxes & fees
5 Nov - 6 Nov
Chianti Village Morrocco
A historic stone building with a prominent tower, arched windows, and a tiled roof.

4. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Fantastic all around experience. The rooms were beautiful and clean and this unique mix of rustic modern Italian styling. Located right in the heart of the old city made it very easy to walk everywhere. The service was fantastic, I was able to message the team and within a minute I got the help and had my questions answered. I’d definitely stay there again."
Canada
Bradley
The price is 2.714.790 ₫
3.130.527 ₫ total
includes taxes & fees
6 Nov - 7 Nov
Materia Rooms San Gimignano
An open wooden door leading to an outdoor patio with a table and chairs.

5. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is 2.203.631 ₫
3.289.542 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Palazzo al Torrione 2
A stone building with a wooden door, a grill outside, and a stone wall.

6. Teranga in Chianti - Parking & Garden 3 BR

Teranga in Chianti - Parking & Garden 3 BR
Tavarnelle Val di Pesa
Teranga in Chianti - Parking & Garden 3 BR
A view from a window overlooking a rural landscape with fields and a distant mountain range.

7. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (67 reviews)
"Francesco, our host, is so nice and welcoming. We had the beat stay and our room had the most fantastic view. Excellent breakfast, place was super clean and quiet. We highly recommend."
Canada
Caroline
The price is 3.186.787 ₫
3.649.724 ₫ total
includes taxes & fees
5 Nov - 6 Nov
B&B Palazzo Tortoli
A building with a wooden door, windows with shutters, and flower boxes.

8. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (168 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is 2.045.865 ₫
2.394.681 ₫ total
includes taxes & fees
5 Nov - 6 Nov
Donna Nobile
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

9. Affittacamere Le Ginestre

Affittacamere Le Ginestre
San Gimignano City Centre
7.8 out of 10, Good, (6 reviews)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
The price is 2.714.671 ₫
3.130.396 ₫ total
includes taxes & fees
5 Nov - 6 Nov
Affittacamere Le Ginestre
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Poggibonsi Hotel Reviews

One Belvedere Tuscany

One Belvedere Tuscany

10/10 Excellent
"This was an excellent experience. Not only is the infrastructure fabulous but its location is great. Staff is friendly with an excellent service attitude. Restaurant in the hotel is amazing too!"
Ariel O 1-night trip
Posted 6 days ago
One Belvedere Tuscany

Frequently asked questions

Can I find holiday rentals in Poggibonsi?

Yes, there are holiday rentals close to the most popular sights in Poggibonsi, or you can select a more secluded option if you're looking for a relaxing stay. Poggibonsi is known for its wineries and seafood restaurants.

How many holiday rentals are there in Poggibonsi?

Expedia has 6 holiday rentals for your stay in Poggibonsi.

What’s there to see and do in Poggibonsi?

Cultural attractions include Archeodromo di Poggibonsi, whereas Alta Val d'Elsa River Park is a spot to enjoy nature. Other places in town to visit include Collegiata di Santa Maria Assunta Museum and Poggio Imperiale Fortress.

What’s a holiday rental in Poggibonsi like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Poggibonsi. Holiday rentals feature extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family getaway.