Castel San Gimignano Holiday Rentals from NZ$112: Search Short-Term Rentals

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

Calanchi Apartments : This holiday home rental outside Castel San Gimignano offers an outdoor pool, a rooftop terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of garden in this rental home to help you unwind.

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Our top choices for Castel San Gimignano holiday rentals

Antico Borgo il Cardino

San Gimignano

Craig

includes taxes & fees

3 July - 4 July

Edera cozy house in Tuscan village

Castel San Gimignano

Girasole large apartment in a Tuscan village

Castel San Gimignano

Premium bedding, down duvets, pillow-top beds, individually furnished

Tuscasì Aparthotel

Sovicille

Sergey

includes taxes & fees

5 July - 6 July

Villa Mucellena

Casole d'Elsa

includes taxes & fees

4 July - 5 July

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

San Casciano in Val di Pesa

Raymundo

includes taxes & fees

15 July - 16 July

Antica Dimora Leones

Palaia

Brendan

includes taxes & fees

7 July - 8 July

Villa San Filippo

Barberino Tavarnelle

ALEXANDER

includes taxes & fees

19 July - 20 July

Casa Vacanze Le Case

San Gimignano

Jackie

includes taxes & fees

1 Aug - 2 Aug

Residence Arianna

Sovicille

"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...

Gitte Harrits

includes taxes & fees

3 July - 4 July

Il Pozzo di Sant'Andrea

Siena

Prem

includes taxes & fees

6 July - 7 July

La Terrazza Sul Campo Rooming House

Siena City Centre

Margaret

includes taxes & fees

15 July - 16 July

Chianti Craft House Badia a Passignano

Barberino Tavarnelle

Oscar O.

includes taxes & fees

5 July - 6 July

Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Yongseok

includes taxes & fees

30 July - 31 July

Blueyes House Tuscany

Montespertoli

includes taxes & fees

19 July - 20 July

Studio, Patio, Ground Floor | Terrace/patio

Fullino Nero

Siena

Christian

includes taxes & fees

6 July - 7 July

Terre di Baccio

Greve in Chianti

"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"

Julia

includes taxes & fees

4 July - 5 July

Chianti Village Morrocco

Barberino Tavarnelle

Chris

includes taxes & fees

8 July - 9 July

2 outdoor pools, pool umbrellas, pool loungers

La Lunaria di Lajatico

Lajatico

Julia

includes taxes & fees

3 July - 4 July

Domus il Palio B&B

Ravacciano

Alissia

includes taxes & fees

7 July - 8 July

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Top Castel San Gimignano Hotel Reviews

Hotel Athena

10/10 Excellent

"Great Siena spot just on outskirts of the historic city. Easy uphill walk to the main sites and dinning options. Room was excellent. Breakfast very good. On site parking was essential. Staff all pleasant and helpful. Enjoyed a wine on the terrace to watch an amazing thunder storm rolling around for over an hour."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"This hotel is the definition of La Dolce Vita! Starting from the beginning, when first arrived to the hotel, they picked up our bags, showed us around the property and responded any questions that we had. Elisa was amazing! She showed us around the property, he gave us recommendations of where to go in Siena, and was super friendly and welcoming! The hotel has excellent amenities and everything that you need. The pool is wonderful, and the pool bar is amazing. Excellent service. Their breakfast area is beautiful, and they provide a very diverse breakfast. It was really good! In addition, their restaurant La Tinaia is phenomenal and Michelin star. They have a great wine selection and excellent food. They also have valet parking service, which is very convenient. All of the staff were very welcoming and nice! Thank you to the pool Bar bartender whose name I cannot recall, and also thanks to Elisa, Virginia, Davide, Asiz, Stefano, and everyone else! You all made our stay wonderful! The rooms were excellent and very comfortable. Shower was great too. My only comment would be that the A/C was not performing to my expectation for a 5 star hotel. However, I understand that there was a Heat Wave in Europe, and that it is out of their hands. Giancarlo helped us to lower the temp of the A/C, but it still did not work. They provided a fan though, and that helped a lot! Thank you! The location is excellent! You’re about an hour away from The Mall at Firenze, close to wineries, about a 20"

Hotel Italia

10/10 Excellent

"Hotel Italia was an absolute gem. The staff were incredibly friendly and helpful — they understood we were tired from traveling with teens and even nailed a salon recommendation that turned out to be the best hair wash of my life, just minutes from the hotel. Our room was spotless, quiet, and the A/C worked perfectly; we didn’t hear a sound from neighbors or stair traffic. The location is a sweet spot — only 5 to 10 minutes from the tourist sights, yet tucked in a local neighborhood with bakeries and grocery stores, giving us that refreshing, peaceful feeling of being disconnected from the tourist rush. Breakfast was amazing, and the little teen-approved Duomo and gelato challenges made exploring even more fun. Bottom line: we’d come back and stay here again in a heartbeat. For anyone visiting Siena, Hotel Italia at Porta Camollia gives you that perfect “live like a local” buffer before diving into the Duomo and Piazza del Campo — and if you need a salon, just ask reception; their pick is solid."

Relais Vignale & Spa

10/10 Excellent

"We had a wonderful stay at Relais Vignale! Our room was wonderful and we had a beautiful terrace. The breakfast was lovely and included and the pool was relaxing. We also used the spa for a morning which we loved before the winery tour we booked through the resort. It made the trip so easy and relaxing and it was nice to cross the street to Dante’s for food and wine and walk around the beautiful little town of Radda. Highly recommend!!"

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 favorite 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 depends 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 NZ$112 per night. Entering your travel dates in the search wizard you might find 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?

Calanchi Apartments: This holiday home rental outside Castel San Gimignano offers an outdoor pool, a rooftop terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of garden in this rental home to help you unwind.

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.

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Check prices for these dates

Our top choices for Castel San Gimignano holiday rentals

Antico Borgo il Cardino

Edera cozy house in Tuscan village

Girasole large apartment in a Tuscan village

Tuscasì Aparthotel

Villa Mucellena

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

Antica Dimora Leones

Villa San Filippo

Casa Vacanze Le Case

Residence Arianna

Il Pozzo di Sant'Andrea

La Terrazza Sul Campo Rooming House

Chianti Craft House Badia a Passignano

Il Battistero Siena - Residenza d'Epoca

Blueyes House Tuscany

Fullino Nero

Terre di Baccio

Chianti Village Morrocco

La Lunaria di Lajatico

Domus il Palio B&B

Find holiday rentals that suit your style

Top Castel San Gimignano Hotel Reviews

Hotel Athena

Castelfalfi

Borgo Scopeto Wine & Country Relais

Hotel Chiusarelli

Poderi Arcangelo

Hotel Minerva

Palazzo Ravizza

Hotel Italia

Relais Vignale & Spa

Find out more about Castel San Gimignano

Frequently asked questions

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