A city with historic towers and a vineyard.

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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 Castel San Gimignano holiday rentals

A garden with a stone pathway, wooden benches, and various potted plants.

1. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (88 reviews)
"friendly staff, gorgeous property"
United States
Heidi
Antico Borgo il Cardino
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

2. 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 traveller
Camping Boschetto Di Piemma
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

3. 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 Rp2.107.126
Rp2.358.442 total
includes taxes & fees
2 Dec - 3 Dec
Palazzo Pacini
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

4. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is Rp1.578.522
Rp1.837.629 total
includes taxes & fees
2 Nov - 3 Nov
Casa Vacanze Le Case
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 Rp1.546.742
Rp2.308.948 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 Rp1.993.812
Rp2.294.448 total
includes taxes & fees
1 Dec - 2 Dec
B&B Palazzo Tortoli
A building with a wooden door, windows with shutters, and flower boxes.

7. 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 Rp1.436.005
Rp1.680.840 total
includes taxes & fees
2 Nov - 3 Nov
Donna Nobile
A narrow street with stone buildings, wooden doors, and a brick pathway.

8. 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 Rp1.905.526
Rp2.197.334 total
includes taxes & fees
3 Nov - 4 Nov
Materia Rooms San Gimignano
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

9. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
9.6 out of 10, Exceptional, (5 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is Rp1.153.178
Rp1.835.526 total
includes taxes & fees
4 Nov - 5 Nov
Borgo Antico Residence
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

10. 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 Rp6.440.995
Rp7.145.844 total
includes taxes & fees
14 Nov - 15 Nov
Villa Montecastello
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

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 Rp1.905.443
Rp2.197.243 total
includes taxes & fees
2 Nov - 3 Nov
Affittacamere Le Ginestre
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

12. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (57 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
Villa San Filippo
A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

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 Rp2.242.789
Rp3.358.116 total
includes taxes & fees
6 Nov - 7 Nov
AlbergoDiffusoVolterra
A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

14. 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 Rp2.256.155
Rp2.542.524 total
includes taxes & fees
2 Nov - 3 Nov
Tenuta Sant'Ilario
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
"Our 6 night stay was absolutely fantastic. Palazzo Ravizza is a treasure on every level, from the hotel itself to the wonderful staff. An extra special thank you goes out to Frederica who was extremely kind to us. As importantly, she was there when we needed her. This was our second visit to Palazzo Ravizza and we definitely plan on returning."
William 6-night trip
Posted 16 hours ago
Palazzo Ravizza

Find out more about Castel San Gimignano

Search for holiday rentals in Castel San Gimignano on Expedia.co.id! 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 holiday rental in Castel San Gimignano?

Yes, there are holiday rentals close to the most popular sights 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 coffee shops and local tours. Make sure you have time to check out the wineries while you're in the area.

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

With 3 Expedia holiday rentals, you're guaranteed 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 Val di Merse. In the wider area, you’ll find Sovestro in Poggio Winery and Casa e Torre Campatelli.

What are holiday rentals like in Castel San Gimignano?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castel San Gimignano. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for families.