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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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, (85 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is NT$5,678
NT$6,429 total
includes taxes & fees
Sep 3 - Sep 4
Antico Borgo il Cardino
Terrace/patio

2. 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 NT$4,884
NT$5,446 total
includes taxes & fees
Sep 25 - Sep 26
Palazzo Pacini
Romantic Double Room, 1 Bedroom, Non Smoking | View from room

3. 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 NT$4,555
NT$5,194 total
includes taxes & fees
Sep 1 - Sep 2
B&B Palazzo Tortoli
Superior Mobile Home | 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 NT$1,648
NT$1,923 total
includes taxes & fees
Sep 6 - Sep 7
Camping Boschetto Di Piemma
Front of property

5. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is NT$2,086
NT$3,320 total
includes taxes & fees
Sep 2 - Sep 3
Borgo Antico Residence
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 NT$3,439
NT$4,881 total
includes taxes & fees
Sep 3 - Sep 4
Palazzo al Torrione 2
Porch

7. 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 NT$2,631
NT$3,077 total
includes taxes & fees
Sep 1 - Sep 2
Donna Nobile
Pool

8. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is NT$4,112
NT$4,707 total
includes taxes & fees
Sep 17 - Sep 18
Casa Vacanze Le Case
Reception

9. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is NT$1,457
NT$1,675 total
includes taxes & fees
Sep 6 - Sep 7
Sportland
Family Apartment, 5 Bedrooms, Garden View, Garden Area (10 people) | Terrace/patio

10. 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 NT$6,876
NT$7,747 total
includes taxes & fees
Sep 4 - Sep 5
Borgo al Cerro
La Torre Grossa

11. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
The price is NT$3,536
NT$4,073 total
includes taxes & fees
Sep 1 - Sep 2
Materia Rooms San Gimignano
Casa Alberi - Albergo Diffuso Volterra

12. AlbergoDiffusoVolterra

AlbergoDiffusoVolterra
Volterra
8.6 out of 10, Excellent, (19 reviews)
"Lovely stay at a little gem in Volterra. Enrico the owner has created a great concept with different apartments around the city and the restaurant is serving delicious local plant based food. Don’t miss the cheesecake ❤️"
Sweden
Mia
The price is NT$3,719
NT$5,336 total
includes taxes & fees
Sep 3 - Sep 4
AlbergoDiffusoVolterra
Villa, Air conditioning, Courtyard View | Exterior

13. 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 NT$5,459
NT$6,115 total
includes taxes & fees
Sep 3 - Sep 4
Villa Montecastello
Comfort Apartment, Air conditioning, City View | Living area

14. La Rocca Romantica

La Rocca Romantica
San Gimignano City Centre
The price is NT$4,979
NT$5,660 total
includes taxes & fees
Sep 7 - Sep 8
La Rocca Romantica
Aerial view

15. 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 NT$6,199
NT$6,892 total
includes taxes & fees
Sep 8 - Sep 9
Riserva di Fizzano Residence
Comfort Apartment, 1 Bedroom (Le Viole) | Terrace/patio

16. 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 NT$3,964
NT$4,543 total
includes taxes & fees
Sep 1 - Sep 2
Affittacamere Le Ginestre
Apartment, 1 Bedroom, City View

17. Charming San Gimignano Apartment With City Views

Charming San Gimignano Apartment With City Views
San Gimignano City Centre
The price is NT$8,634
NT$12,710 total
includes taxes & fees
Sep 1 - Sep 2
Charming San Gimignano Apartment With City Views
Garden view

18. Villa San Filippo

Villa San Filippo
4.0 star property
San Filippo
8.6 out of 10, Excellent, (51 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is NT$2,545
NT$3,020 total
includes taxes & fees
Sep 21 - Sep 22
Villa San Filippo
Room amenity

19. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (476 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is NT$4,005
NT$4,553 total
includes taxes & fees
Sep 1 - Sep 2
Siena Vip
View from room

20. 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 NT$2,739
NT$3,086 total
includes taxes & fees
Sep 7 - Sep 8
Chianti Village Morrocco
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
"A lovely hotel, with the significant benefit of having a garden that owns beautiful views of the Tuscan countryside. Priceless and highly recommended!"
Lina 2-night trip
Posted 10 hours ago
Palazzo Ravizza

Find out more about Castel San Gimignano

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

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

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.

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.