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

Poggibonsi Vacation Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Poggibonsi vacation rentals

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

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 AED 513
AED 573 total
includes taxes & fees
27 Oct - 28 Oct
Palazzo Pacini
A narrow street with stone buildings, wooden doors, and a brick pathway.

2. 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 AED 387
AED 446 total
includes taxes & fees
3 Nov - 4 Nov
Materia Rooms San Gimignano
A reception desk with the word "SPORTLAND" prominently displayed.

3. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is AED 177
AED 203 total
includes taxes & fees
27 Oct - 28 Oct
Sportland
A table with breakfast items and a view of rolling hills.

4. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"Superb property. Nice and quiet atmosphere. We enjoyed a lot. Definitely will come again."
United States
Nirav
The price is AED 311
AED 350 total
includes taxes & fees
26 Nov - 27 Nov
Chianti Village Morrocco
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 AED 336
AED 493 total
includes taxes & fees
2 Nov - 3 Nov
Palazzo al Torrione 2
A view from a window overlooking a rural landscape with fields and a distant mountain range.

6. 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 AED 471
AED 539 total
includes taxes & fees
29 Oct - 30 Oct
B&B Palazzo Tortoli
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

7. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (91 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
The price is AED 182
AED 212 total
includes taxes & fees
28 Oct - 29 Oct
Camping Boschetto Di Piemma
A stone building with a wooden door, a grill outside, and a stone wall.

8. Teranga in Chianti - Parking & Garden 3 BR

Teranga in Chianti - Parking & Garden 3 BR
Tavarnelle Val di Pesa
The price is AED 333
AED 1,411 total
includes taxes & fees
29 Oct - 30 Oct
Teranga in Chianti - Parking & Garden 3 BR
A building with a wooden door, windows with shutters, and flower boxes.

9. 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 AED 292
AED 342 total
includes taxes & fees
1 Nov - 2 Nov
Donna Nobile
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

10. 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 AED 364
AED 421 total
includes taxes & fees
29 Oct - 30 Oct
Affittacamere Le Ginestre
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

11. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is AED 675
AED 754 total
includes taxes & fees
28 Oct - 29 Oct
Villa Montecastello
A neatly made bed with a metal frame, two bedside tables with lamps, a wooden door, and a textured ceiling.

12. IL VECCHIO CONVENTO

IL VECCHIO CONVENTO
San Gimignano City Centre
4.0 out of 10, (3 reviews)
"Unterkunft konnte wegen Wasserschaden nicht bezogen werden. Vermieter hat nicht geholfen eine Alternative zu finden…"
Germany
Bodo
The price is AED 528
AED 601 total
includes taxes & fees
9 Nov - 10 Nov
IL VECCHIO CONVENTO
A neatly made bed with a metal frame, two bedside tables with lamps, a wooden door, and a textured ceiling.

13. Charming San Gimignano Apartment With City Views

Charming San Gimignano Apartment With City Views
San Gimignano City Centre
The price is AED 970
AED 1,428 total
includes taxes & fees
9 Nov - 10 Nov
Charming San Gimignano Apartment With City Views
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

14. Palazzo Alfieri Residenza d’epoca - Place of Charme

Palazzo Alfieri Residenza d’epoca - Place of Charme
Historic Centre of Florence
9.2 out of 10, Wonderful, (861 reviews)
"The staff are amazing & the location is great"
United Kingdom
Helen Jane
The price is AED 773
AED 908 total
includes taxes & fees
20 Nov - 21 Nov
Palazzo Alfieri Residenza d’epoca - Place of Charme
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

15. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (82 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is AED 1,071
AED 1,195 total
includes taxes & fees
6 Nov - 7 Nov
Terre di Baccio
A historic building with ornate iron gates, potted plants, and a visible staircase leading to an upper floor.

16. Signoria Collection

Signoria Collection
Historic Centre of Florence
9.8 out of 10, Exceptional, (18 reviews)
"Room was always clean. Location is amazing."
Canada
Doug
The price is AED 560
AED 665 total
includes taxes & fees
11 Nov - 12 Nov
Signoria Collection
A villa with a swimming pool, outdoor seating, and a tennis court.

17. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (81 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is AED 505
AED 572 total
includes taxes & fees
28 Oct - 29 Oct
Villa Curina Resort
An arched entrance with a lantern above, flanked by two potted plants.

18. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (108 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
The price is AED 613
AED 691 total
includes taxes & fees
24 Nov - 25 Nov
Villa il Fedino
A modern bedroom with a large bed, a desk with chairs, and a bathroom visible through an open door.

19. Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1,195 reviews)
"We had a good stay! It’s a great location"
Canada
Heather
The price is AED 434
AED 535 total
includes taxes & fees
8 Nov - 9 Nov
Palazzo Mannaioni Suites
A bathroom with a window view of a historic building and a tiled roof.

20. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (495 reviews)
"Very friendly staff and great location close to the center of town. Breakfast was a nice touch and just what we needed to start the day. Would recommend!"
United States
Jacob
The price is AED 368
AED 421 total
includes taxes & fees
2 Nov - 3 Nov
Siena Vip
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
"Very lovely stay and beautiful property. Staff were extremely helpful too. Will come back."
Enzo 2-night trip
Posted 4 hours ago
One Belvedere Tuscany

Frequently asked questions

Can I find vacation rentals in Poggibonsi?

Yes, we have vacation rentals close to popular sights in Poggibonsi, or you can select a more secluded option if you want a relaxing place to stay. Poggibonsi is known for its wineries and seafood restaurants.

What are some of the best vacation home rentals that Poggibonsi has to offer?

Villa La Stella - Casa per Ferie: This vacation home rental near Poggibonsi is located near the airport and has a garden, a library, and air-conditioning to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Poggibonsi?

Expedia has 6 vacation 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 vacation rental in Poggibonsi like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Poggibonsi. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a small group gathering.