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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

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, (82 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is Rp2.663.437
Rp3.032.221 total
includes taxes & fees
11 May - 12 May
Antico Borgo il Cardino
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
The price is Rp5.892.156
Rp6.563.323 total
includes taxes & fees
13 May - 14 May
Terre di Baccio
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (201 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is Rp2.089.732
Rp2.380.657 total
includes taxes & fees
26 May - 27 May
B&B Il Corso
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is Rp3.015.830
Rp3.378.877 total
includes taxes & fees
14 May - 15 May
Villa Montecastello
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (112 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is Rp1.526.864
Rp1.720.527 total
includes taxes & fees
17 May - 18 May
Chianti Village Morrocco
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (28 reviews)
"We loved it!"
United States
Juliette
The price is Rp3.469.844
Rp3.857.886 total
includes taxes & fees
17 May - 18 May
Riserva di Fizzano Residence
Premium bedding, down duvets, pillow-top 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 Rp1.283.315
Rp1.677.990 total
includes taxes & fees
3 Jun - 4 Jun
Tuscasì Aparthotel
Terrace/patio

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (22 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 Rp1.927.733
Rp2.181.970 total
includes taxes & fees
11 May - 12 May
Casa di Campagna in Toscana
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 Rp2.853.698
Rp3.200.531 total
includes taxes & fees
13 May - 14 May
Antico Borgo Poggiarello
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, (123 reviews)
"Excellent location on heart of Siena .. staff were lovely"
United Kingdom
Thomas
The price is Rp4.656.358
Rp5.203.945 total
includes taxes & fees
14 May - 15 May
Residenza d'Epoca Palazzo Borghesi
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, (35 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is Rp2.459.377
Rp2.766.696 total
includes taxes & fees
18 May - 19 May
Tenuta Sant'Ilario
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 Rp1.147.232
Rp1.343.907 total
includes taxes & fees
17 May - 18 May
Antica Dimora Leones
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 Rp2.640.155
Rp4.358.818 total
includes taxes & fees
13 May - 14 May
Borgo Il Poggiaccio
Property grounds

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (85 reviews)
"Hotel clean comfortable. No elevator, no reception desk. "
United States
Karin
The price is Rp1.486.309
Rp1.716.892 total
includes taxes & fees
14 May - 15 May
Domus il Palio B&B
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 Rp1.864.965
Rp2.133.413 total
includes taxes & fees
17 May - 18 May
Il Pozzo di Sant'Andrea
Room amenity

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (437 reviews)
"It’s very close to the historical center but feels quiet and like you are separate from it. I loved our stay"
United States
David
The price is Rp2.444.029
Rp2.770.384 total
includes taxes & fees
14 May - 15 May
Siena Vip
8 outdoor pools

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is Rp15.086.568
Rp16.759.129 total
includes taxes & fees
11 May - 12 May
Villa Marcolina
Outdoor pool

Villa Rosa Panzano

Villa Rosa Panzano
Greve in Chianti
8.2 out of 10, Very good, (53 reviews)
"The facilities were great, including access to the swimming pool. The staff were very friendly and helpful. Breakfast options were good. Parking on site. Villa is a 10 minute drive to two lovely Tuscan towns (Greve and Panzano). Would stay here again - it was so atmospheric! "
United Kingdom
Rachel
Villa Rosa Panzano
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, (61 reviews)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
The price is Rp2.424.100
Rp2.768.950 total
includes taxes & fees
12 May - 13 May
B&B Palazzo Tortoli
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 Rp1.946.358
Rp2.222.946 total
includes taxes & fees
15 May - 16 May
Mariani Bed & Breakfast
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

Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"Very nice stay. Perfect location to visit San Gimignano, Certaldo and other locations in the area."
RAFFAELE 2-night trip
Posted 20 hours ago
Poderi Arcangelo

Find out more about Castel San Gimignano

Search for holiday rentals in Castel San Gimignano on Expedia.co.id! 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 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 Sentierelsa Trail. In the wider area, you’ll find Sovestro in Poggio Winery and Piazza della Cisterna.

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.