A city with historic towers and a vineyard.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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, (85 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is ₹13,591
₹15,497 total
includes taxes & fees
22 Oct - 23 Oct
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, (89 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
The price is ₹4,674
₹5,469 total
includes taxes & fees
19 Oct - 20 Oct
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
9.8 out of 10, Exceptional, (101 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is ₹14,590
₹16,268 total
includes taxes & fees
1 Oct - 2 Oct
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
9.4 out of 10, Exceptional, (13 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is ₹12,040
₹13,791 total
includes taxes & fees
4 Oct - 5 Oct
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, (113 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 ₹10,272
₹14,582 total
includes taxes & fees
27 Sept - 28 Sept
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, (65 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 ₹13,058
₹14,911 total
includes taxes & fees
19 Oct - 20 Oct
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, (166 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is ₹7,958
₹9,301 total
includes taxes & fees
24 Sept - 25 Sept
Donna Nobile
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 ₹9,987
₹11,533 total
includes taxes & fees
19 Oct - 20 Oct
Affittacamere Le Ginestre
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

9. 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 ₹16,309
₹18,268 total
includes taxes & fees
3 Oct - 4 Oct
Villa Montecastello
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 ₹10,776
₹15,574 total
includes taxes & fees
25 Sept - 26 Sept
AlbergoDiffusoVolterra
An interior with stone walls, wooden doors, and a bar area with stools and bottles.

11. 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 ₹8,863
₹17,519 total
includes taxes & fees
29 Sept - 30 Sept
Borgo Il Poggiaccio
A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

12. Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (37 reviews)
The price is ₹10,235
₹11,586 total
includes taxes & fees
21 Oct - 22 Oct
Tenuta Sant'Ilario
A stone building with outdoor seating and a view of the countryside.

13. Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is ₹16,232
₹18,183 total
includes taxes & fees
13 Oct - 14 Oct
Antico Borgo Poggiarello
A table with breakfast items and a view of rolling hills.

14. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
United States
Winonah
The price is ₹7,016
₹7,937 total
includes taxes & fees
14 Oct - 15 Oct
Chianti Village Morrocco
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

15. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (53 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is ₹9,738
₹11,368 total
includes taxes & fees
18 Oct - 19 Oct
Villa San Filippo
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

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 ₹6,231
₹9,918 total
includes taxes & fees
27 Sept - 28 Sept
Borgo Antico Residence
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 Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Got a lot of great help from the staff !"
Peter 3-night trip
Posted 3 hours ago
Hotel Chiusarelli

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.