Castel San Gimignano Vacation Rentals

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Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

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 ￥17,406
￥20,062 total
includes taxes & fees
Apr 15 - Apr 16
Antico Borgo il Cardino
Property grounds

Giovanna apartment on two levels overlooking the swimming pool

Giovanna apartment on two levels overlooking the swimming pool
Castel San Gimignano
10.0 out of 10, Exceptional, (2 reviews)
"Everything was perfect - the best is this wonderful Garden with the views in the toscana"
Germany
Antje F.
Giovanna apartment on two levels overlooking the swimming pool
Property grounds

Simona delightful studio apartment with pool view

Simona delightful studio apartment with pool view
Castel San Gimignano
9.8 out of 10, Exceptional, (7 reviews)
"Perfect stay"
Germany
Marcel H.
Simona delightful studio apartment with pool view
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 ￥10,578
￥12,374 total
includes taxes & fees
Apr 3 - Apr 4
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 ￥14,431
￥16,606 total
includes taxes & fees
Apr 1 - Apr 2
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 ￥16,022
￥18,173 total
includes taxes & fees
Apr 1 - Apr 2
Casa di Campagna in Toscana
2 outdoor pools, pool umbrellas, sun loungers

La Lunaria di Lajatico

La Lunaria di Lajatico
Lajatico
The price is ￥15,751
￥28,765 total
includes taxes & fees
Apr 1 - Apr 2
La Lunaria di Lajatico
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 ￥11,777
￥15,352 total
includes taxes & fees
Apr 2 - Apr 3
Tuscasì Aparthotel
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is ￥26,682
￥29,899 total
includes taxes & fees
Apr 4 - Apr 5
Villa Montecastello
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 ￥21,799
￥24,717 total
includes taxes & fees
Apr 13 - Apr 14
La Coroncina Lodging
Studio, Patio, Ground Floor | 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 ￥15,829
￥18,144 total
includes taxes & fees
Apr 6 - Apr 7
Fullino Nero
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 ￥27,714
￥31,035 total
includes taxes & fees
Apr 30 - May 1
Antico Borgo Poggiarello
2 bedrooms, free WiFi, bed sheets

Tuscan House Relax in the heart of the Tuscan countryside

Tuscan House Relax in the heart of the Tuscan countryside
Montespertoli
The price is ￥16,479
￥20,324 total
includes taxes & fees
Apr 1 - Apr 2
Tuscan House Relax in the heart of the Tuscan countryside
La casa di Jakin | Terrace/patio

Tenuta Cantona

Tenuta Cantona
Casole d'Elsa
The price is ￥27,288
￥40,453 total
includes taxes & fees
Apr 8 - Apr 9
Tenuta Cantona
Outdoor dining

Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool

Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool
Sovicille
The price is ￥20,141
￥20,690 total
includes taxes & fees
Apr 1 - Apr 2
Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool
Outdoor dining

Holiday Home 'The Ancient Valley - Selvans' with Shared Pool, Garden, Wi-Fi

Holiday Home 'The Ancient Valley - Selvans' with Shared Pool, Garden, Wi-Fi
Palaia
The price is ￥15,721
￥20,921 total
includes taxes & fees
Apr 2 - Apr 3
Holiday Home 'The Ancient Valley - Selvans' with Shared Pool, Garden, Wi-Fi
Interior

Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Barberino Tavarnelle
9.8 out of 10, Exceptional, (10 reviews)
"Great food in the area. Beautiful church tour and a fantastic host for our stay!"
United States
Craig & Conny M.
The price is ￥23,895
￥34,881 total
includes taxes & fees
Apr 2 - Apr 3
Chianti Craft House Badia a Passignano
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 ￥13,781
￥15,529 total
includes taxes & fees
Apr 7 - Apr 8
Palazzo Pacini
Iron/ironing board, WiFi, bed sheets

Blueyes House Tuscany

Blueyes House Tuscany
Montespertoli
The price is ￥20,004
￥26,962 total
includes taxes & fees
Apr 2 - Apr 3
Blueyes House Tuscany
Food court

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (65 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 ￥20,725
￥35,798 total
includes taxes & fees
Apr 29 - Apr 30
Borgo Il Poggiaccio
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 Leon Bianco

Hotel Leon Bianco

10/10 Excellent
"Breakfast was very good, simple but good. Bar? Didn’t see one. "
Diana 3-night trip
Posted 21 hours ago
Hotel Leon Bianco

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:

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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.

What are some of the best vacation rentals in Castel San Gimignano?

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

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 Sentierelsa Trail. 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.