Castel San Gimignano Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jun 22 - Jun 23
Tomorrow
Jun 23 - Jun 24
Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6

Vacation Rentals in Castel San Gimignano

Camping Boschetto Di Piemma
Superior Mobile Home | Private kitchenette | Fridge

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (75)
"Great experience, close to a beautiful city and castle on a hill. "
Camping Boschetto Di Piemma
ApartHotel Anghel
Lobby lounge

ApartHotel Anghel

8.2 out of 10, Very Good, (315)
"Nice place, quiet and clean!"
The price is ￥14,598
￥16,731 total
includes taxes & fees
Jul 8 - Jul 9
ApartHotel Anghel
Il Battistero Siena - Residenza d'Epoca
Bar (on property)

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (168)
"Fantastic place to stay right beside the duomo"
The price is ￥22,311
￥25,215 total
includes taxes & fees
Jul 6 - Jul 7
Il Battistero Siena - Residenza d'Epoca
Chianti Village Morrocco
Outdoor pool, pool umbrellas, sun loungers

Chianti Village Morrocco

3.0 star property
8.6 out of 10, Excellent, (98)
"Staff is lovely and very helpful. "
Chianti Village Morrocco
Regis Condo
Grand Apartment with Garden | Private kitchen | Full-size fridge, microwave, oven, stovetop

Regis Condo

9.2 out of 10, Wonderful, (60)
"We loved the Regis Condo. It was perfectly located next to all major attractions and lots of restaurants and markets nearby. It was spacious and very comfortable. Would definitely stay there again."
Regis Condo
villa con vista panoramica
Outdoor pool

villa con vista panoramica

9.0 out of 10, Wonderful, (2)
"Die Wohnung liegt ruhig im schönen Dorf Chiusdino, das Meer ist ca. 1 Stunde entfernt, aber der Pool eignet sich gut zum Baden. Es ist genug Platz für 4 Personen. Der Vermiter Paolo ist sehr freundlich und hilfsbereit, die Kommunikation war super. Uns hat es sehr gut gefallen und wir kommen gerne wieder!"
villa con vista panoramica
Residenza d'Epoca Palazzo Borghesi
Minibar

Residenza d'Epoca Palazzo Borghesi

9.6 out of 10, Exceptional, (110)
"Beautiful, unique property in central Siena. Sonia at reception was excellent! "
The price is ￥29,074
￥32,654 total
includes taxes & fees
Jul 20 - Jul 21
Residenza d'Epoca Palazzo Borghesi
Villa San Filippo
Seasonal outdoor pool, pool umbrellas, sun loungers

Villa San Filippo

4.0 star property
8.4 out of 10, Very Good, (39)
"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."
Villa San Filippo
Camping Siena Colleverde
Exterior

Camping Siena Colleverde

3.0 star property
8.0 out of 10, Very Good, (148)
"Beds were comfy, sheets and towels were clean. A tea towel and dishwashing sponge / washing up liquid would have been useful, but the chalet was otherwise well equipped for basic cooking. Nice pizzeria and mini market on site with fresh bread and croissants daily as well as most other essential items. Good sized swimming pool - swimming hats compulsory but sold cheaply at the pool bar. Buses into Sienna stop near the site entrance - night buses back are a bit confusing though! Staff at reception...
Camping Siena Colleverde
Farmhouse in the heart of the real chiantishire
Exterior

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (137)
"The house was beautiful and the location was wonderfully quiet and set back from the main road. It’s quaint and cozy. There’s a short gravel road up to the cottage but it’s an easy drive. I would definitely book again."
Farmhouse in the heart of the real chiantishire
Castello Del Nero - Podere San Filippo
Outdoor pool, pool umbrellas, sun loungers

Castello Del Nero - Podere San Filippo

10.0 out of 10, Exceptional, (37)
"Beautiful property and surrounds. Room was exactly as described, highly recommended "
Castello Del Nero - Podere San Filippo
Tuscasì Aparthotel
Royal Apartment | View from room

Tuscasì Aparthotel

9.2 out of 10, Wonderful, (16)
" Very nice, clean and big apartment. Great location and very friendly staff. Safe parking. "
The price is ￥10,664
￥11,731 total
includes taxes & fees
Jul 6 - Jul 7
Tuscasì Aparthotel
Castello di Montegufoni
Interior detail

Castello di Montegufoni

8.2 out of 10, Very Good, (28)
"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. "
Castello di Montegufoni
Riserva di Fizzano Residence
Outdoor pool, pool umbrellas, sun loungers

Riserva di Fizzano Residence

3.0 star property
9.8 out of 10, Exceptional, (18)
"Wow! The property is just amazing! Located on a vineyard, it is in close proximity to everything. (Sienna, San Gimignano, Castelina di Chianti) The appartment was roomy and great for a family of 4. The view is spectacular and the restaurant has great service and food. I recommend without hesitation."
The price is ￥35,806
￥39,723 total
includes taxes & fees
Jun 27 - Jun 28
Riserva di Fizzano Residence
Porta Pispini Residence
Terrace/patio

Porta Pispini Residence

2.0 star property
9.6 out of 10, Exceptional, (15)
"A fabulous property - well appointed and equipped. Very modern, clean and quiet. We enjoyed our daily walks into Siena via the Porta Pispini. We would love to stay here again."
Porta Pispini Residence
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Exterior

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10.0 out of 10, Exceptional, (57)
"We had a company retreat at this amazing location. Everyone was in love with the place and the facilities!"
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (PENDOLINO)
Terrace/patio

LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (PENDOLINO)

9.8 out of 10, Exceptional, (49)
"It was amazing. House is beautiful and very clean with a gorgeous view. Sara and family were very helpful to us. "
LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (PENDOLINO)
La Terrazza Sul Campo Rooming House
Suite | 1 bedroom, premium bedding, Select Comfort beds, minibar

La Terrazza Sul Campo Rooming House

9.8 out of 10, Exceptional, (226)
"Would 10/10 recommend this stay to a friend and would stay here again! Room was beautiful, location was perfect, and the staff is kind and helpful!"
La Terrazza Sul Campo Rooming House
Holiday house with private pool and fenced garden
A heated pool

Holiday house with private pool and fenced garden

10.0 out of 10, Exceptional, (54)
"Enjoyed a week at this gorgeous property. "
Holiday house with private pool and fenced garden
Palazzo Pacini
Superior Double Room Single Use, 1 Queen Bed, Balcony, Hill View | View from room

Palazzo Pacini

9.6 out of 10, Exceptional, (85)
"Very charming Tuscan feel and Great hospitality, we felt very welcome!"
The price is ￥23,875
￥26,600 total
includes taxes & fees
Jul 1 - Jul 2
Palazzo Pacini
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 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 Casa e Torre Campatelli.

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.