Castel San Gimignano Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

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, (82 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is P6,848
P7,882 total
includes taxes & fees
Apr 15 - Apr 16
Antico Borgo il Cardino
Garden

Antica Dimora Leones

Antica Dimora Leones
Palaia
9.0 out of 10, Wonderful, (16 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 P3,913
P4,584 total
includes taxes & fees
Apr 12 - Apr 13
Antica Dimora Leones
Exterior

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is P5,987
P6,865 total
includes taxes & fees
Apr 14 - Apr 15
Il Pozzo di Sant'Andrea
Terrace/patio

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (21 reviews)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
The price is P4,997
P5,706 total
includes taxes & fees
Apr 12 - Apr 13
Casa di Campagna in Toscana
Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is P10,286
P11,524 total
includes taxes & fees
Apr 12 - Apr 13
Villa Montecastello
Premium bedding, down comforters, pillowtop beds, minibar

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.0 out of 10, Wonderful, (26 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is P4,229
P5,561 total
includes taxes & fees
Apr 19 - Apr 20
Tuscasì Aparthotel
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
La Lunaria di Lajatico
Terrace/patio

Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (50 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is P6,638
P7,582 total
includes taxes & fees
Apr 12 - Apr 13
Fullino Nero
Terrace/patio

Tenuta Cantona

Tenuta Cantona
Casole d'Elsa
The price is P9,257
P14,166 total
includes taxes & fees
Apr 13 - Apr 14
Tenuta Cantona
Interior detail

La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (42 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is P7,430
P8,452 total
includes taxes & fees
Apr 13 - Apr 14
La Coroncina Lodging
Food court

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 P10,577
P11,844 total
includes taxes & fees
May 10 - May 11
Antico Borgo Poggiarello
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (25 reviews)
"Perfect location on the top of a hill surrounded by the beautiful vineyards of Chianti. Enjoy the view by the pool or the fabulous sunset with a glass of wine. The staff were friendly and the restaurant was 5 star. I highly recommend a stay to fulfill all your Tuscan dreams. "
United States
Eileen
The price is P12,064
P13,410 total
includes taxes & fees
Apr 15 - Apr 16
Riserva di Fizzano Residence
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is P5,673
P6,380 total
includes taxes & fees
Apr 19 - Apr 20
Palazzo Pacini
Exterior

Villa Mucellena

Villa Mucellena
Casole d'Elsa
The price is P3,888
P4,416 total
includes taxes & fees
Apr 12 - Apr 13
Villa Mucellena
Tasting room

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (200 reviews)
"Room was excellent, location was perfect for seeing Siena and restaurant was also excellent"
United Kingdom
John
The price is P9,108
P10,298 total
includes taxes & fees
Apr 12 - Apr 13
Il Battistero Siena - Residenza d'Epoca
Lounge

Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is P5,431
P6,254 total
includes taxes & fees
Apr 14 - Apr 15
Mariani Bed & Breakfast
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
9.4 out of 10, Exceptional, (25 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 P6,350
P7,265 total
includes taxes & fees
Apr 13 - Apr 14
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
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
"By far the best hotel I stayed at in all of Italy. We received a spacious updated room. The location of the hotel is right in the center of the city. The bar and restaurant were great. The staff at the front desk was especially welcoming and helpful, getting our taxis and recommending local restaurants. We will most definitely return "
Jennifer 2-night trip
Posted 5 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 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 Piazza della Cisterna.

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.