A city with historic towers and a vineyard.

Castel San Gimignano Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Castel San Gimignano holiday rentals

Exterior

Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (84 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is HK$1,605
HK$1,810 total
includes taxes & fees
2 Aug - 3 Aug
Antico Borgo il Cardino
Property grounds

Edera cozy house in Tuscan village

Edera cozy house in Tuscan village
Castel San Gimignano
Edera cozy house in Tuscan village
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is HK$774
HK$869 total
includes taxes & fees
31 Jul - 1 Aug
Palazzo Pacini
Balcony

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location and beautiful room. Staff weren't that friendly but I think it would have been better if we spoke Italian."
Canada
Sophie
The price is HK$837
HK$1,188 total
includes taxes & fees
2 Aug - 3 Aug
Palazzo al Torrione 2
View from room

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 HK$1,171
HK$1,332 total
includes taxes & fees
29 Jul - 30 Jul
B&B Palazzo Tortoli
Outdoor pool

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 HK$988
HK$1,131 total
includes taxes & fees
2 Aug - 3 Aug
Casa Vacanze Le Case
Porch

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 HK$649
HK$758 total
includes taxes & fees
27 Jul - 28 Jul
Donna Nobile
Terrace/patio

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (86 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
The price is HK$438
HK$508 total
includes taxes & fees
23 Aug - 24 Aug
Camping Boschetto Di Piemma
In-room safe, desk, laptop workspace, free WiFi

Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
The price is HK$781
HK$903 total
includes taxes & fees
1 Aug - 2 Aug
Materia Rooms San Gimignano
Garden view

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (43 reviews)
"Good location between to San Gimignano and Florence, lose to the highway."
United States
ALEXANDER
The price is HK$730
HK$857 total
includes taxes & fees
30 Jul - 31 Jul
Villa San Filippo
Property grounds

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, (41 reviews)
"Beautiful location in San Gimignano! The owner was so attentive and provided great suggestions for our visit. Charming apartment that serviced all of are needs. Boboli bakery (25 yards from apartment) is amazing and a must! Enjoyable stay!"
United States
Curt G.
The price is HK$1,164
HK$1,672 total
includes taxes & fees
29 Jul - 30 Jul
san gimignano apartment in historical center, courtyard and fast free wifi
Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
7.0 out of 10, Good, (2 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 HK$1,477
HK$1,651 total
includes taxes & fees
27 Jul - 28 Jul
Villa Montecastello
Terrace/patio

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 HK$965
HK$1,106 total
includes taxes & fees
27 Jul - 28 Jul
Affittacamere Le Ginestre
Garden

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 HK$1,232
HK$1,382 total
includes taxes & fees
2 Aug - 3 Aug
Tenuta Quadrifoglio
Property grounds

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 HK$1,043
HK$2,289 total
includes taxes & fees
27 Jul - 28 Jul
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
Outdoor dining

San Gimignano full center apartment with fast wifi and courtyard.

San Gimignano full center apartment with fast wifi and courtyard.
San Gimignano City Centre
9.6 out of 10, Exceptional, (10 reviews)
"Our cosy little part of the palazzo was wonderful and our host sent us to an amazing array of restaurants. We had a wonderful time."
United States
Daniel T.
The price is HK$1,329
HK$2,069 total
includes taxes & fees
5 Aug - 6 Aug
San Gimignano full center apartment with fast wifi and courtyard.
Room

Casa Vacanze Etrusco – Leccio Apartment

Casa Vacanze Etrusco – Leccio Apartment
San Gimignano
The price is HK$1,715
HK$1,760 total
includes taxes & fees
27 Jul - 28 Jul
Casa Vacanze Etrusco – Leccio Apartment
Food court

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
The price is HK$1,313
HK$2,078 total
includes taxes & fees
30 Jul - 31 Jul
Borgo Il Poggiaccio
Frette Italian sheets, premium bedding, minibar, in-room safe

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 HK$1,610
HK$1,797 total
includes taxes & fees
20 Aug - 21 Aug
Tenuta Sant'Ilario
Aerial view

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 HK$1,911
HK$2,120 total
includes taxes & fees
7 Aug - 8 Aug
Riserva di Fizzano 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

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"What a wonderful stay right in the cent of siena historic district. really recommend this hotel. Staff are very kind and welcoming."
Suresh 2-night trip
Posted 23 hours ago
Grand Hotel Continental Siena – Starhotels Collezione

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
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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.

What are some of the best holiday rentals that Castel San Gimignano has to offer?

Farmhouse in the heart of the real chiantishire: This holiday home rental outside of Castel San Gimignano is located in a rural location, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 Alta Val d'Elsa River Park. 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.