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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Poggibonsi vacation rentals

Terrace/patio

1. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is P9,705
P10,821 total
includes taxes & fees
Sep 25 - Sep 26
Palazzo Pacini
View from room

2. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is P5,026
P5,674 total
includes taxes & fees
Oct 9 - Oct 10
Chianti Village Morrocco
Reception

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 P2,894
P3,329 total
includes taxes & fees
Oct 4 - Oct 5
Sportland
Terrace/patio

4. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (89 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
The price is P3,276
P3,821 total
includes taxes & fees
Sep 10 - Sep 11
Camping Boschetto Di Piemma
View from room

5. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (64 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is P9,933
P11,290 total
includes taxes & fees
Sep 15 - Sep 16
B&B Palazzo Tortoli
Balcony

6. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (112 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is P6,833
P9,700 total
includes taxes & fees
Sep 12 - Sep 13
Palazzo al Torrione 2
In-room safe, desk, laptop workspace, WiFi (free)

7. 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
Materia Rooms San Gimignano
Exterior

8. 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 P10,854
P12,157 total
includes taxes & fees
Sep 19 - Sep 20
Villa Montecastello
Living area

9. La Rocca Romantica

La Rocca Romantica
San Gimignano City Centre
La Rocca Romantica
Porch

10. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very Good, (166 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is P5,494
P6,408 total
includes taxes & fees
Sep 10 - Sep 11
Donna Nobile
Terrace/patio

11. 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 P7,880
P9,032 total
includes taxes & fees
Sep 10 - Sep 11
Affittacamere Le Ginestre
1 bedroom, WiFi (free)

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
IL VECCHIO CONVENTO
1 bedroom

13. Charming San Gimignano Apartment With City Views

Charming San Gimignano Apartment With City Views
San Gimignano City Centre
The price is P16,306
P24,323 total
includes taxes & fees
Sep 10 - Sep 11
Charming San Gimignano Apartment With City Views
Exterior

14. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (85 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is P10,555
P11,974 total
includes taxes & fees
Oct 4 - Oct 5
Antico Borgo il Cardino
Free daily buffet breakfast

15. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
The price is P19,066
P21,264 total
includes taxes & fees
Sep 25 - Sep 26
Terre di Baccio
Property entrance

16. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (103 reviews)
"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...
United States
Nilesh
The price is P15,742
P17,608 total
includes taxes & fees
Oct 3 - Oct 4
Villa il Fedino
Room amenity

17. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (478 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is P7,236
P8,251 total
includes taxes & fees
Oct 8 - Oct 9
Siena Vip
Property grounds

18. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (97 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is P4,303
P5,025 total
includes taxes & fees
Oct 10 - Oct 11
Domus il Palio B&B
Lobby lounge

19. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very Good, (345 reviews)
"Great stay highly recommend!!"
United States
jon
The price is P6,489
P7,429 total
includes taxes & fees
Sep 10 - Sep 11
ApartHotel Anghel
Breakfast meal

20. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (207 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is P9,603
P10,855 total
includes taxes & fees
Sep 19 - Sep 20
B&B Il Corso
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

Villa Lecchi Hotel Wellness

Villa Lecchi Hotel Wellness

10/10 Excellent
"Beautiful place, beautiful and amazing people starting with the owners, and then Mateo, Sarah, Georgia and Claudia. We didn’t want to leave they were amazing treat us like family."
Patricia 4-night trip
Posted 3 weeks ago
Villa Lecchi Hotel Wellness

Find out more about Poggibonsi

Search for holiday rentals in Poggibonsi on Expedia! You can easily find your home rentals, villas, holiday apartments in Poggibonsi using one of the methods below:

  • View our selection of featured holiday rentals in Poggibonsi
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  • Enter your travel dates to view the best deals on holiday rentals in Poggibonsi while they last

Look no further and take a look at our great range of rental properties in Poggibonsi!

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 9 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 Poggio Imperiale Fortress and San Lucchese Convent.

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.