Castel San Gimignano Vacation Rentals

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Tonight
Nov 21 - Nov 22
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Nov 22 - Nov 23
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

Vacation Rentals in Castel San Gimignano

Lobby lounge
ApartHotel Anghel

Apartment in Siena

8.4 out of 10, Very Good, (331)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is NT$2,417
NT$2,803 total
includes taxes & fees
Nov 26 - Nov 27
ApartHotel Anghel
Outdoor pool, pool umbrellas, sun loungers
Chianti Village Morrocco

Residence in Barberino Tavarnelle

3.0 star property
8.6 out of 10, Excellent, (108)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco
Bar (on property)
Il Battistero Siena - Residenza d'Epoca

Residence in Siena City Centre

9.6 out of 10, Exceptional, (189)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca
Grand Apartment with Garden | Private kitchen | Full-size fridge, microwave, oven, stovetop
Regis Condo

Apartment in Siena City Centre

9.4 out of 10, Exceptional, (65)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
United States
Ben
Regis Condo
Royal Apartment | View from room
Tuscasì Aparthotel

Aparthotel in Sovicille

9.0 out of 10, Wonderful, (24)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is NT$1,811
NT$2,100 total
includes taxes & fees
Nov 22 - Nov 23
Tuscasì Aparthotel
2 bars/lounges
Camping Boschetto Di Piemma

Camping in San Gimignano

3.0 star property
8.8 out of 10, Excellent, (85)
"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."
United States
Martha
Camping Boschetto Di Piemma
Panoramic Suite, City View | View from room
Residenza d'Epoca Palazzo Borghesi

Residence in Siena City Centre

9.6 out of 10, Exceptional, (116)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is NT$5,273
NT$5,945 total
includes taxes & fees
Dec 2 - Dec 3
Residenza d'Epoca Palazzo Borghesi
Exterior
Camping Siena Colleverde

Camping in Scacciapensieri

3.0 star property
8.2 out of 10, Very Good, (159)
"Safe, great proximity to Siena without being too close, nice pool."
United States
Martha
Camping Siena Colleverde
Interior detail
Castello di Montegufoni

Residence in Montespertoli

8.0 out of 10, Very Good, (31)
"This was a stunning castle to stay in. The frescoed ceilings were gorgeous. Loved every minute that we were there. The staff were wonderful. The only thing i would recommend is to add a vending machine and maybe to offer pastries in thr morning. "
United States
Cheryl
Castello di Montegufoni
Seasonal outdoor pool, pool umbrellas, sun loungers
Castello Del Nero - Podere San Filippo

Residence in Barberino Tavarnelle

9.8 out of 10, Exceptional, (38)
"Much nicer stay then the rooms at the Como"
United States
Anonymous traveler
Castello Del Nero - Podere San Filippo
Exterior detail
La Casa di Ines

Aparthotel in San Gimignano City Centre

9.4 out of 10, Exceptional, (6)
"Love this town. Location is great "
United States
William
The price is NT$2,653
NT$3,099 total
includes taxes & fees
Dec 19 - Dec 20
La Casa di Ines
Outdoor pool, pool umbrellas, sun loungers
Riserva di Fizzano Residence

Residence in Castellina in Chianti

3.0 star property
9.8 out of 10, Exceptional, (23)
"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
Riserva di Fizzano Residence
Terrace/patio
Porta Pispini Residence

Residence in Siena Historical Center

2.0 star property
9.4 out of 10, Exceptional, (21)
"That’s not a hotel room, that’s small apartment with guest room and kitchen with washer and dishwasher Amazing window view Free parking Very clean 3 minutes walk from the city wall More than reasonable price "
United States
Gerard
Porta Pispini Residence
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe
La Terrazza Sul Campo Rooming House

Residence in Siena City Centre

9.8 out of 10, Exceptional, (239)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House
Property entrance
Palazzo Pacini

Residence in Colle di Val d'Elsa

9.8 out of 10, Exceptional, (98)
"Such a beautiful gem of a hotel. Steeped in Florentine style. Comfortable and classy. Definitely would recommend "
United States
George
The price is NT$4,347
NT$4,853 total
includes taxes & fees
Nov 23 - Nov 24
Palazzo Pacini
Seasonal outdoor pool, pool umbrellas, sun loungers
Villa San Filippo

Residence in Barberino Tavarnelle

4.0 star property
8.4 out of 10, Very Good, (40)
"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."
United Kingdom
Andrew
Villa San Filippo
Flat-screen TV
Palazzo Piccolomini

Apartment in Siena City Centre

6.0 out of 10, (1)
"Großzügige Unterkunft, tolle Lage, leider aber lieblos gestaltet. Türgriffe defekt, Beleuchtung (Helligkeit) naja, Badewanne mit Duschvorhang (geeignet für die Produktion eines Badesees :/ )….. aber im Großen und Ganzen ok"
Germany
Frank
The price is NT$6,485
NT$7,278 total
includes taxes & fees
Nov 30 - Dec 1
Palazzo Piccolomini
Deluxe Apartment | Living area | 50-inch Smart TV with cable channels
Casa Ciseri

Apartment in Siena City Centre

9.8 out of 10, Exceptional, (9)
"Beautiful property in the center of Siena! "
United States
Maura
The price is NT$8,090
NT$9,043 total
includes taxes & fees
Nov 22 - Nov 23
Casa Ciseri
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
"The Grand Hotel Continental in Siena is a rare gem,elegant, inviting, and steeped in history. From the beautifully preserved interiors to the warm, attentive staff, every detail makes you feel genuinely cared for. Its central location is unbeatable, placing Siena’s most charming sights just steps away. A perfect blend of luxury and authentic Tuscan character, this hotel transforms a stay in Siena into something truly unforgettable. The foods were yummy took! "
Betty 4-night trip
Posted 2 days 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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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 4 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.