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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Castel San Gimignano holiday rentals

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

1. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (104 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is ₹10,236
₹11,468 total
includes taxes & fees
9 Dec - 10 Dec
Palazzo Pacini
An open wooden door leading to an outdoor patio with a table and chairs.

2. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Very friendly host 🙌 and great location"
Denmark
Klaus
The price is ₹7,993
₹11,932 total
includes taxes & fees
14 Nov - 15 Nov
Palazzo al Torrione 2
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

3. 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 ₹7,470
₹8,740 total
includes taxes & fees
10 Nov - 11 Nov
Casa Vacanze Le Case
A view from a window overlooking a rural landscape with fields and a distant mountain range.

4. 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 ₹8,394
₹9,757 total
includes taxes & fees
1 Dec - 2 Dec
B&B Palazzo Tortoli
A historic stone building with a prominent tower, arched windows, and a tiled roof.

5. 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 ₹9,847
₹11,355 total
includes taxes & fees
9 Nov - 10 Nov
Materia Rooms San Gimignano
A building with a wooden door, windows with shutters, and flower boxes.

6. 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 ₹7,135
₹8,372 total
includes taxes & fees
8 Dec - 9 Dec
Donna Nobile
A hallway with a wooden barrel, a white bench, a painting of a landscape, and a small table with a vase.

7. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is ₹4,508
₹5,168 total
includes taxes & fees
10 Nov - 11 Nov
Sportland
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

8. 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 ₹8,567
₹9,946 total
includes taxes & fees
16 Nov - 17 Nov
Affittacamere Le Ginestre
A large outdoor swimming pool surrounded by lounge chairs and umbrellas, with a scenic view of hills and a cloudy sky.

9. 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 ₹11,988
₹13,500 total
includes taxes & fees
9 Nov - 10 Nov
Tenuta Quadrifoglio
A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

10. 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 ₹11,590
₹17,353 total
includes taxes & fees
9 Nov - 10 Nov
AlbergoDiffusoVolterra
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

11. 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 ₹5,959
₹9,485 total
includes taxes & fees
12 Nov - 13 Nov
Borgo Antico Residence
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

12. Antica Pieve B&B

Antica Pieve B&B
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (15 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is ₹8,086
₹11,407 total
includes taxes & fees
1 Dec - 2 Dec
Antica Pieve B&B
A table with breakfast items and a view of rolling hills.

13. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (122 reviews)
"Superb property. Nice and quiet atmosphere. We enjoyed a lot. Definitely will come again."
United States
Nirav
The price is ₹6,312
₹7,153 total
includes taxes & fees
9 Nov - 10 Nov
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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Find holiday rentals that suit your style

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Top Castel San Gimignano Hotel Reviews

A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.
Tenuta Decimo

Tenuta Decimo

Tenuta Decimo
San Gimignano

8/10 Good

The property is very nice and very peaceful, the room was big and very clean. It's on the outskirts of San Gimiliano about 15 minutes driving. It's very close to Volterra too. The property will be amazing for summer as it's has a lovely pool and chill out areas. We loved the tranquility of the place.
United Kingdom
Victoria
Reviewed April 19, 2026
Tenuta Decimo

Find out more about Castel San Gimignano

Holiday Rentals in Castel San Gimignano

Search for holiday rentals in Castel San Gimignano on Expedia.co.uk! 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
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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 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.