A city with historic towers and a vineyard.

Castel San Gimignano Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Castel San Gimignano vacation rentals

Exterior

1. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (84 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is AED 625
AED 709 total
includes taxes & fees
6 Sep - 7 Sep
Antico Borgo il Cardino
Property grounds

2. Double bedroom loggia overlooking the pool

Double bedroom loggia overlooking the pool
Castel San Gimignano
Double bedroom loggia overlooking the pool
Property grounds

3. Edera cozy house in Tuscan village

Edera cozy house in Tuscan village
Castel San Gimignano
Edera cozy house in Tuscan village
Property grounds

4. Girasole large apartment in a Tuscan village

Girasole large apartment in a Tuscan village
Castel San Gimignano
Girasole large apartment in a Tuscan village
Terrace/patio

5. 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 AED 416
AED 466 total
includes taxes & fees
2 Sep - 3 Sep
Palazzo Pacini
Balcony

6. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (110 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is AED 399
AED 566 total
includes taxes & fees
16 Aug - 17 Aug
Palazzo al Torrione 2
Outdoor pool

7. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (11 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is AED 448
AED 514 total
includes taxes & fees
28 Aug - 29 Aug
Casa Vacanze Le Case
Romantic Double Room, 1 Bedroom, Non Smoking | View from room

8. 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 AED 502
AED 573 total
includes taxes & fees
10 Aug - 11 Aug
B&B Palazzo Tortoli
Porch

9. 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 AED 309
AED 361 total
includes taxes & fees
11 Aug - 12 Aug
Donna Nobile
La Torre Grossa | In-room safe, desk, laptop workspace, WiFi (free)

10. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
The price is AED 405
AED 466 total
includes taxes & fees
18 Aug - 19 Aug
Materia Rooms San Gimignano
Family Apartment, 5 Bedrooms, Garden View, Garden Area (10 people) | Terrace/patio

11. Borgo al Cerro

Borgo al Cerro
Casole d'Elsa
9.2 out of 10, Wonderful, (25 reviews)
"Väldigt vackert ställe med bra placering mitt i Toscana. Rummet var väldigt fint, men bilderna från hemsidan var finare, så jag blev lite besviken när vi väl kom in. I övrigt var komplexets omgivningar och trädgård helt fantastisk. Barnen hade roligt med pingisbor och dart och det fanns trevlig grillplats att nyttja. "
Sweden
Frida
The price is AED 741
AED 836 total
includes taxes & fees
4 Sep - 5 Sep
Borgo al Cerro
Superior Mobile Home | Terrace/patio

12. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (88 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
The price is AED 178
AED 208 total
includes taxes & fees
9 Sep - 10 Sep
Camping Boschetto Di Piemma
Property grounds

13. san gimignano apartment in historical center, courtyard and fast free wifi

san gimignano apartment in historical center, courtyard and fast free wifi
San Gimignano City Centre
9.8 out of 10, Exceptional, (41 reviews)
"Authentic 13th century building with so much character and charm. The room was very unique and opened to a lovely courtyard. The location was great, and very close to the gate. A full Italian breakfast buffet was offered at a reasonable cost. Laundry service was also available. And the hosts were very friendly and helpful."
United States
Marilyn H.
The price is AED 455
AED 684 total
includes taxes & fees
11 Aug - 12 Aug
san gimignano apartment in historical center, courtyard and fast free wifi
Villa, Air conditioning, Courtyard View | Exterior

14. Villa Montecastello

Villa Montecastello
Monteriggioni
7.0 out of 10, Good, (2 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 703
AED 786 total
includes taxes & fees
11 Aug - 12 Aug
Villa Montecastello
Comfort Apartment, 1 Bedroom (Le Viole) | Terrace/patio

15. 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 439
AED 504 total
includes taxes & fees
9 Sep - 10 Sep
Affittacamere Le Ginestre
Garden view

16. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (45 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is AED 400
AED 466 total
includes taxes & fees
7 Sep - 8 Sep
Villa San Filippo
Garden

17. Tenuta Quadrifoglio

Tenuta Quadrifoglio
Gambassi Terme
10.0 out of 10, Exceptional, (5 reviews)
"A lovely spot for relaxation .The appartments were lovely and comfortable .the only criticism was you do need a car to get any where. It is totally in the middle of nowhere. "
United Kingdom
Geraldine
The price is AED 544
AED 611 total
includes taxes & fees
7 Sep - 8 Sep
Tenuta Quadrifoglio
Property grounds

18. Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
San Gimignano City Centre
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful home with all the amenities!! Excellent location and enjoyed walking this adorable town!! "
United States
William
The price is AED 497
AED 1,086 total
includes taxes & fees
10 Aug - 11 Aug
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
Aerial view

19. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (36 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is AED 751
AED 835 total
includes taxes & fees
8 Sep - 9 Sep
Riserva di Fizzano Residence
Outdoor dining

20. San Gimignano full center apartment with fast wifi and courtyard.

San Gimignano full center apartment with fast wifi and courtyard.
San Gimignano City Centre
9.8 out of 10, Exceptional, (12 reviews)
"Our cosy little part of the palazzo was wonderful and our host sent us to an amazing array of restaurants. We had a wonderful time."
United States
Daniel T.
The price is AED 630
AED 983 total
includes taxes & fees
10 Aug - 11 Aug
San Gimignano full center apartment with fast wifi and courtyard.
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 Castel San Gimignano Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Two things that really made our stay at the Palazzo Ravizza exceptional were the charming terrace with a view of the Tuscan countryside, and the included continental breakfast offered in the morning, including plenty of drip coffee! ☕️ Our room was also undeniably European, with a painted ceiling and rustic furniture. The AC was sufficient, considering the daytime high on our visit was 100°. Service from the staff was very helpful, and they even called a taxi for us. The shower was hot with strong water pressure. The architecture of the hotel had some historic charm as well, with leaded glass doors, black and white marble floors, and vaulted ceilings in the public spaces. But that terrace... 😍"
Chris 1-night trip
Posted 2 days ago
Palazzo Ravizza

Frequently asked questions

Can I find a vacation rental in Castel San Gimignano?

Yes, we have vacation rentals close to top local attractions in Castel San Gimignano, or you can select a more secluded option if you're looking for a relaxing stay. Castel San Gimignano is known for its coffeehouses and local tours. Make sure you have time to check out the wineries while you're in the area.

What are some of the best vacation rentals in Castel San Gimignano?

Holiday house with private pool and fenced garden: This vacation home rental outside of Castel San Gimignano is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Castel San Gimignano?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Castel San Gimignano stay.

What can I see and do in Castel San Gimignano?

Explore the area and family-friendly sights such as Chianti Observatory, or get out into nature at a spot like Alta Val d'Elsa River Park. In the larger area, you’ll find Sovestro in Poggio Winery and Casa e Torre Campatelli.

What are vacation rentals like in Castel San Gimignano?

Vacation rentals are privately owned accommodations you can book for several days or more in Castel San Gimignano. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family gatherings.