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
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Castel San Gimignano vacation 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 ₩272,291
₩308,029 total
includes taxes & fees
Jul 20 - Jul 21
Antico Borgo il Cardino
Seasonal outdoor pool, sun loungers

Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (5 reviews)
"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...
Denmark
Gitte Harrits
The price is ₩214,430
₩240,977 total
includes taxes & fees
Jul 20 - Jul 21
Residence Arianna
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (35 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is ₩376,295
₩417,328 total
includes taxes & fees
Jul 25 - Jul 26
Riserva di Fizzano Residence
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 ₩139,882
₩164,081 total
includes taxes & fees
Jul 29 - Jul 30
Villa San Filippo
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 ₩158,246
₩177,474 total
includes taxes & fees
Jul 27 - Jul 28
Palazzo Pacini
2 outdoor pools, pool umbrellas, sun loungers

La Lunaria di Lajatico

La Lunaria di Lajatico
Lajatico
10.0 out of 10, Exceptional, (1 review)
"Umwerfend schöne Aussicht! Charmantes Dorf. Ruhige Lage. "
United Kingdom
Julia
The price is ₩419,423
₩566,878 total
includes taxes & fees
Jul 20 - Jul 21
La Lunaria di Lajatico
Premium bedding, down comforters, pillowtop beds, desk

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (28 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ₩126,956
₩161,774 total
includes taxes & fees
Jul 27 - Jul 28
Tuscasì Aparthotel
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 ₩159,755
₩226,785 total
includes taxes & fees
Jul 21 - Jul 22
Palazzo al Torrione 2
Garden

Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (17 reviews)
"Wonderful and unique place to stay. Staff were terrific. The church bells ring through the night so bring earplugs if you’re a light sleeper!"
Canada
Brendan
The price is ₩108,422
₩126,071 total
includes taxes & fees
Aug 17 - Aug 18
Antica Dimora Leones
Villa, Air conditioning, Courtyard View | 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 ₩281,822
₩315,109 total
includes taxes & fees
Jul 20 - Jul 21
Villa Montecastello
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (203 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is ₩172,261
₩196,294 total
includes taxes & fees
Jul 23 - Jul 24
B&B Il Corso
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (115 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is ₩160,265
₩179,695 total
includes taxes & fees
Jul 26 - Jul 27
Chianti Village Morrocco
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is ₩463,668
₩516,842 total
includes taxes & fees
Jul 27 - Jul 28
Terre di Baccio
Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (36 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is ₩248,388
₩278,332 total
includes taxes & fees
Jul 22 - Jul 23
Tenuta Sant'Ilario
Terrace/patio

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (24 reviews)
"A wonderful stay. "
United States
Sally
The price is ₩194,240
₩218,769 total
includes taxes & fees
Aug 6 - Aug 7
Casa di Campagna in Toscana
Interior detail

La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is ₩260,573
₩293,438 total
includes taxes & fees
Aug 7 - Aug 8
La Coroncina Lodging
Daily continental breakfast for a fee

Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (130 reviews)
"The room was very impressive with a large Chandelier. The breakfast was Delicious and the staff very very nice and helpful"
United States
Peggy
The price is ₩312,516
₩350,574 total
includes taxes & fees
Aug 9 - Aug 10
Residenza d'Epoca Palazzo Borghesi
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 ₩250,631
₩396,523 total
includes taxes & fees
Jul 30 - Jul 31
Borgo Il Poggiaccio
Exterior

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (27 reviews)
"The beautiful place, very comfortable, the incredible attention, the breakfast felt like in Homewith a lot of love We hope to return one day"
Mexico
Raymundo
The price is ₩169,385
₩193,131 total
includes taxes & fees
Aug 18 - Aug 19
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
Romantic Double Room, 1 Bedroom, Non Smoking | 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 ₩388,015
₩435,325 total
includes taxes & fees
Jul 21 - Jul 22
B&B Palazzo Tortoli
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
"An absolutely beautiful place to stay. Room was large, bed was very comfortable, view was amazing. Best thing is the garden for a delicious breakfast. Loved staying here. Even the AC worked well, and we were there during the crazy heat.."
Fenny Ann 2-night trip
Posted 3 hours ago
Palazzo Ravizza

Find out more about Castel San Gimignano

Search for Vacation rentals in Castel San Gimignano on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Castel San Gimignano using one of the methods below:

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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 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.

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 Historical Torture Museum.

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.