Castel San Gimignano Holiday Rentals

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Holiday Rentals in Castel San Gimignano

Il Battistero Siena - Residenza d'Epoca
Bar (on property)

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (142)
"The service at this hotel was impeccable. We were running late for our wine tasting but they were still SO accommodating! The rooms were beautiful and the view from the hotel are amazing. It was super accessible to everything. Also, the parking options were great - highly recommend. They're so responsive through texting and it was great to have this level of service. Highly rec! "
The price is AU$202
includes taxes & fees
3 Dec - 4 Dec
Il Battistero Siena - Residenza d'Epoca
panoramica casa con piscina privata
Pool

panoramica casa con piscina privata

7.6 out of 10, Good, (8)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
panoramica casa con piscina privata
ApartHotel Anghel
Lobby lounge

ApartHotel Anghel

8.2 out of 10, Very good, (305)
"Nice place, quiet and clean!"
The price is AU$135
includes taxes & fees
1 Dec - 2 Dec
ApartHotel Anghel
Camping Boschetto Di Piemma
Superior Mobile Home | Private kitchenette

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (71)
"Nice quiet spot in the woods but very close to San Gimignano. Very clean. Comfortable beds. They don’t provide towels or soaps, but that is clear up front. You can rent towels if you want and they sell soap/ shampoo in the office. "
Camping Boschetto Di Piemma
Family apartment with magical view on the old city, balcony, wifi & parking
Exterior

Family apartment with magical view on the old city, balcony, wifi & parking

10.0 out of 10, Exceptional, (48)
"Location of this place is outstanding, a nice easy walk into the center of the historical area and to a small nearby food market. The apartment is nicely furnished with primarily antiques, spacious and welcoming, though a bit musty smelling. Bathrooms were updated and very clean. We continuously had problems with the Wi-Fi service, and though the owner was promptly responsive in regard to checking in and out there was zero response to our Wi-Fi questions. A heads up that parking is more...
Family apartment with magical view on the old city, balcony, wifi & parking
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, (55)
"A+"
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Farmhouse in the heart of the real chiantishire
Exterior

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (129)
"What can we say!!! We loved the little house….so much charm! The hosts were very easy to communicate with….the quietness and beauty of the property were just what we needed!! "
Farmhouse in the heart of the real chiantishire
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
Pool

Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi

9.4 out of 10, Exceptional, (58)
"Beautiful location!"
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
La Terrazza Sul Campo Rooming House
Suite | Balcony view

La Terrazza Sul Campo Rooming House

9.6 out of 10, Exceptional, (221)
"Excellent location. Excellent service. Great view from the balcony. "
The price is AU$197
includes taxes & fees
12 Dec - 13 Dec
La Terrazza Sul Campo Rooming House
Castello di Montegufoni
Interior detail

Castello di Montegufoni

8.0 out of 10, Very good, (26)
"Beautiful castle that would be so much more enjoyable with just a few changes. Windows need to be able to attach to shutters so will stay open and not blow closed with wind. Basic items such as toilet paper, seasonings for cooking, more comfortable twin mattress, ability to order basic meals at restaurant if wanted. "
Castello di Montegufoni
"Villa le Ginestre": the better geographic position to visit the Tuscany.
Pool

"Villa le Ginestre": the better geographic position to visit the Tuscany.

9.8 out of 10, Exceptional, (71)
"Very panoramic place and very clean"
"Villa le Ginestre": the better geographic position to visit the Tuscany.
Lovely converted barn with enclosed garden and private pool
Pool

Lovely converted barn with enclosed garden and private pool

9.8 out of 10, Exceptional, (59)
"My wife and I had a wonderful time. Our host Marilia is lovely and gave very helpful recommendations for vineyards, restaurants and cooking classes in the area. The view and surrounding area is breathtaking!"
Lovely converted barn with enclosed garden and private pool
House with character in typical medieval borgo on the Chianti Classico hills
Outdoor dining

House with character in typical medieval borgo on the Chianti Classico hills

9.6 out of 10, Exceptional, (47)
"Our three year old granddaughter thought it was her castle and that she was a princess. Michele and Elisabetta remain exquisite hosts and the neighbors are very welcoming. Rental cars and train system allowed us to visit neighboring cites. Overall, a wonderful vacation!!!!"
House with character in typical medieval borgo on the Chianti Classico hills
Palazzo Pacini
Superior Double Room Single Use, 1 Queen Bed, Balcony, Hill View | View from room

Palazzo Pacini

9.6 out of 10, Exceptional, (82)
"This is a beautiful hotel with beautiful views and a great location. The owner and staff are wonderful and accommodating. We arrived in the heat of August and our first room would not cool down. The owner moved us to another room with a better air conditioner fairly quickly and was so kind. Breakfast was wonderful - one of the best we had in Italy! This hotel is close to some of the best restaurants as well."
The price is AU$198
includes taxes & fees
25 Dec - 26 Dec
Palazzo Pacini
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
Terrace/patio

Country House & Spa - Inside Nature with panoramic views, Art Surrounded

9.8 out of 10, Exceptional, (56)
"My wife and I found and booked this house for our family and friends to join us for a celebration, and not one part of our experience was disappointing. We showed up late Friday night after a longer day of travel than expected, and we had people at the house waiting for us. They were very gracious and kind and I was communicated with the entire way. I was given a tour of the house and grounds and then we settled in. The house itself is huge and absolutely gorgeous. It’s a picturesque home with...
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena
Outdoor pool

Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena

10.0 out of 10, Exceptional, (52)
"We loved this home. It has a large family area and three very private bedrooms, each with their own assigned baths. The rooms were spacious, clean and the beds were comfortable. Two rooms had queen beds and the third had 2 twin beds. The owner was amazing, walking us through the home plus providing amazing guidance on what to do, where to go and how to travel. This was absolutely best place and will definitely consider again when we travel back to Italy. Only thing to add would be a...
Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena
Typical farmhouse with private pool between Pisa and Siena
Outdoor dining

Typical farmhouse with private pool between Pisa and Siena

9.4 out of 10, Exceptional, (18)
"The setting in the Tuscan countryside was amazing. A very charming historic Farmhouse. The hosts were so kind and charming. The pool was beautiful and refreshing. The kitchen was very useful for home cooking. Despite high heat outside, we could close the shutters and windows and keep the house cool until the evening. The night air in the country was so cool to sleep in. A very authentic rural place. We were able to drive to busy sites around Tuscany and then come home to a peaceful and quiet...
Typical farmhouse with private pool between Pisa and Siena
Independent house in the hills of the Sienese countryside
Exterior

Independent house in the hills of the Sienese countryside

10.0 out of 10, Exceptional, (73)
"The picture of the farmhouse doesn't do the location justice after you see it in person.. it's a spectacular view! We arrived on a beautiful sunny day and were warmly welcomed by our hosts. After getting a quick tour of where we would be staying for the next week, we were pleasantly surprised by the kind gesture of homemade olive oil and wine left for us to have. Thank you! The location of this property is perfect for visiting the Tuscany countryside. Not only did we visit Siena on a few...
Independent house in the hills of the Sienese countryside
Yellow House Country Villa in Chianti Classico
Outdoor dining

Yellow House Country Villa in Chianti Classico

10.0 out of 10, Exceptional, (95)
"The place was excellent and the location is out in the country and wonderful."
Yellow House Country Villa in Chianti Classico
Villa luna with pool and garden near the center of Siena
Fridge, microwave, oven, dishwasher

Villa luna with pool and garden near the center of Siena

9.0 out of 10, Wonderful, (27)
"The home had everything we needed. The view from the villa was truly picturesque. A+++++!"
Villa luna with pool and garden near the center of Siena
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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Other types of properties in Castel San Gimignano you may be interested in

Hotel Athena
Terrace/patio

Hotel Athena

4.0 star property
9.2 out of 10, Wonderful, (1086)
"Great location, amazing staff and well served breakfast"
The price is AU$135
includes taxes & fees
9 Dec - 10 Dec
Hotel Athena
Hotel Chiusarelli
Aerial view

Hotel Chiusarelli

3.0 star property
8.8 out of 10, Excellent, (1052)
"Convenient and close to transportation and the historic center. The breakfast was very good and the choices very good quality. I asked to be change the room the first night and they changed us the next day for a very nicer room with balcony and more modern that the first one, we spend 6 nights."
The price is AU$158
includes taxes & fees
15 Dec - 16 Dec
Hotel Chiusarelli
La Certosa di Pontignano
Property amenity

La Certosa di Pontignano

9.4 out of 10, Exceptional, (380)
"What an extraordinary experience. Peaceful and beautiful surroundings. Be sure to check out the Roomba lawnmower. Make a reservation for dinner. "
The price is AU$95
includes taxes & fees
8 Dec - 9 Dec
La Certosa di Pontignano
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.
Beautiful view of the beach with palm trees

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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.

What are some of the best holiday rentals that Castel San Gimignano has to offer?

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

How many holiday rentals will I find in Castel San Gimignano?

With 4 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 Ra-Ma snc, or get out into nature at a spot like Val di Merse. 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.