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 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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 ￥26,470
￥30,045 total
includes taxes & fees
Aug 31 - Sep 1
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 ￥18,036
￥20,211 total
includes taxes & fees
Sep 2 - Sep 3
Palazzo Pacini
Superior Mobile Home | Terrace/patio

3. 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 ￥7,601
￥8,918 total
includes taxes & fees
Sep 6 - Sep 7
Camping Boschetto Di Piemma
La Torre Grossa

4. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
The price is ￥17,921
￥20,641 total
includes taxes & fees
Sep 1 - Sep 2
Materia Rooms San Gimignano
Balcony

5. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (111 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is ￥17,425
￥24,737 total
includes taxes & fees
Aug 26 - Aug 27
Palazzo al Torrione 2
Porch

6. 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 ￥13,500
￥15,777 total
includes taxes & fees
Aug 25 - Aug 26
Donna Nobile
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 ￥20,215
￥23,164 total
includes taxes & fees
Aug 28 - Aug 29
Casa Vacanze Le Case
Family Apartment, 5 Bedrooms, Garden View, Garden Area (10 people) | Terrace/patio

8. 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 ￥33,102
￥37,340 total
includes taxes & fees
Sep 4 - Sep 5
Borgo al Cerro
Romantic Double Room, 1 Bedroom, Non Smoking | View from room

9. 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 ￥22,508
￥25,687 total
includes taxes & fees
Aug 26 - Aug 27
B&B Palazzo Tortoli
Garden view

10. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (49 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is ￥12,577
￥14,948 total
includes taxes & fees
Sep 24 - Sep 25
Villa San Filippo
Property grounds

11. 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, (42 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 ￥22,089
￥32,484 total
includes taxes & fees
Sep 2 - Sep 3
san gimignano apartment in historical center, courtyard and fast free wifi
Comfort Apartment, 1 Bedroom (Le Viole) | Terrace/patio

12. 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 ￥20,085
￥23,021 total
includes taxes & fees
Aug 25 - Aug 26
Affittacamere Le Ginestre
Casa Alberi - Albergo Diffuso Volterra

13. 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 ￥19,011
￥27,223 total
includes taxes & fees
Aug 25 - Aug 26
AlbergoDiffusoVolterra
Villa, Air conditioning, Courtyard View | Exterior

14. 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 ￥29,510
￥33,018 total
includes taxes & fees
Aug 26 - Aug 27
Villa Montecastello
Property grounds

15. 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 ￥17,541
￥41,819 total
includes taxes & fees
Aug 25 - Aug 26
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
Front of property

16. 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 ￥10,569
￥16,823 total
includes taxes & fees
Aug 25 - Aug 26
Borgo Antico Residence
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 ￥23,793
￥26,730 total
includes taxes & fees
Sep 7 - Sep 8
Tenuta Quadrifoglio
Deluxe Room, Patio

18. Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (37 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is ￥20,500
￥23,107 total
includes taxes & fees
Sep 13 - Sep 14
Tenuta Sant'Ilario
Food court

19. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"I loved the stay here. A great quiet place with an awesome restaurant and unbelievable staff. "
United States
Louie
The price is ￥23,939
￥39,512 total
includes taxes & fees
Aug 26 - Aug 27
Borgo Il Poggiaccio
Room

20. Casa Vacanze Etrusco – Leccio Apartment

Casa Vacanze Etrusco – Leccio Apartment
San Gimignano
10.0 out of 10, Exceptional, (1 review)
"Pros: Appartamento molto bello, completo di tutto, in un' ottima posizione. Host molto gentile e attento. Consigliato!"
Italy
Anonymous traveler
The price is ￥35,315
￥36,243 total
includes taxes & fees
Aug 30 - Aug 31
Casa Vacanze Etrusco – Leccio Apartment
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

Hotel Minerva

Hotel Minerva

10/10 Excellent
"Had a very nice stay here during the Palio. Easy walk to IL Campo. Located in the Lupa Contrada. Nice neighborhood. Easy walk (10-15 minutes) to the train station. Will stay here again when I return to Siena."
Moses 2-night trip
Posted 1 day ago
Hotel Minerva

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:

  • View our selection of featured holiday rentals in Castel San Gimignano
  • Use the map to find apartments and other holiday homes in the Castel San Gimignano neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Castel San Gimignano while they last

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.

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.