Castel San Gimignano Holiday Rentals

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Holiday Rentals in Castel San Gimignano

Camping Boschetto Di Piemma
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."
The price is AU$122
includes taxes & fees
15 Oct - 16 Oct
Camping Boschetto Di Piemma
ApartHotel Anghel
8.4 out of 10, Very good, (328)
"Enough space for a family. We were able to walk to restaurants, grocery and old city Siena. "
ApartHotel Anghel
Chianti Village Morrocco
3.0 star property
8.6 out of 10, Excellent, (105)
"Front desk was very helpful and very comfortable room. "
Chianti Village Morrocco
Tuscasì Aparthotel
9.2 out of 10, Wonderful, (22)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
The price is AU$131
includes taxes & fees
6 Nov - 7 Nov
Tuscasì Aparthotel
Camping Siena Colleverde
3.0 star property
8.2 out of 10, Very good, (158)
"Safe, great proximity to Siena without being too close, nice pool."
Camping Siena Colleverde
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (184)
"Great location and friendly staff. "
The price is AU$249
includes taxes & fees
6 Nov - 7 Nov
Il Battistero Siena - Residenza d'Epoca
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
10.0 out of 10, Exceptional, (64)
"We had booked the villa for our wedding week to host 23 of our closest friends and family. It exceeded expectations in everyway, the views are breathtaking, the outside living areas are perfect for hosting large lunches and dinners, all the rooms are beautiful, and Raffaella and her team made sure we had everything we needed and more during our stay. It is so peaceful and quiet to enjoy the true beauty of Tuscany but also so close to the local town for dinners and shopping. The list of...
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Residenza d'Epoca Palazzo Borghesi
9.6 out of 10, Exceptional, (113)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
The price is AU$304
includes taxes & fees
5 Nov - 6 Nov
Residenza d'Epoca Palazzo Borghesi
Villa with large garden in the Chianti hills
9.6 out of 10, Exceptional, (73)
"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."
Villa with large garden in the Chianti hills
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
10.0 out of 10, Exceptional, (104)
"We absolutely loved staying at Alessandro's near San Gimignano. Alessandro was very friendly and helpful, and the house was a dream. FYI you are required to pay a cleaning fee upon check-out. "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
La Casa di Ines
10.0 out of 10, Exceptional, (3)
"Very nice and affordable property in the heart of San Gimignano. Room clean and quiet, staff accommodating. Would highly recommend. "
The price is AU$137
includes taxes & fees
23 Oct - 24 Oct
La Casa di Ines
Farmhouse in the heart of the real chiantishire
10.0 out of 10, Exceptional, (143)
"What a view! This location was all that we were hoping for. Thank you! "
Farmhouse in the heart of the real chiantishire
Regis Condo
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."
Regis Condo
Castello di Montegufoni
8.2 out of 10, Very good, (30)
"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
Castellare di Tonda Resort & Spa
8.0 out of 10, Very good, (49)
"Mini Club, Traktorfahrten, Essen"
Castellare di Tonda Resort & Spa
Le Macine, a wonderful ancient restored watermill with Pool
9.6 out of 10, Exceptional, (82)
"House was so cute, owner was there when we arrived and was very responsive to any questions. Great location to many of the surrounding towns."
Le Macine, a wonderful ancient restored watermill with Pool
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
10.0 out of 10, Exceptional, (9)
"Fabulous place to stay with a big group of family and friends. Very easy walk to town and the beautiful treasures of Siena."
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Castello Del Nero - Podere San Filippo
9.8 out of 10, Exceptional, (38)
"Much nicer stay then the rooms at the Como"
Castello Del Nero - Podere San Filippo
Your panoramic house in Tuscany between vineyards and olive groves.
9.8 out of 10, Exceptional, (43)
"Very spacious and clean villa in between Florence and Siena in the heart of Chianti. Tremendous hosts that communicated often and met a couple special requests. Have already referred this listing and will definitely come back!"
Your panoramic house in Tuscany between vineyards and olive groves.
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
10.0 out of 10, Exceptional, (104)
"We had a wonderful time visiting Siena and other towns within a one hour drive.The service from Simone and Francesca was outstanding. The pool was great and helped entertain our 7 year old grandson. Would definitely stay again!!!"
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
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

Find out more about Castel San Gimignano

Everything you need to know about Castel San Gimignano holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Castel San Gimignano holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castel San Gimignano holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Castel San Gimignano holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castel San Gimignano. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Castel San Gimignano holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castel San Gimignano holiday rentals we have selected for you start as low as AU$122 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Castel San Gimignano rentals

At Expedia, we put the best Castel San Gimignano holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Castel San Gimignano rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castel San Gimignano holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castel San Gimignano. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Agriturismo La Ferrozzola: This holiday home rental outside of Castel San Gimignano offers a terrace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and kitchenware. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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

With 6 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.