Castel San Gimignano Holiday Rentals from AU$90: Search Short-Term Rentals

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

Holiday house with private pool and fenced garden : This holiday home rental outside of Castel San Gimignano is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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Our top choices for Castel San Gimignano holiday rentals

Antico Borgo il Cardino

San Gimignano

Craig

includes taxes & fees

3 June - 4 June

Double bedroom loggia overlooking the pool

Castel San Gimignano

Girasole large apartment in a Tuscan village

Castel San Gimignano

Edera cozy house in Tuscan village

Castel San Gimignano

Simona delightful studio apartment with pool view

Castel San Gimignano

Marcel H.

Casa di Alice

Barberino Tavarnelle

richard

includes taxes & fees

3 June - 4 June

Antica Dimora Leones

Palaia

Brendan

includes taxes & fees

7 June - 8 June

Il Pozzo di Sant'Andrea

Siena

Prem

includes taxes & fees

5 June - 6 June

Premium bedding, down duvets, pillow-top beds, minibar

Tuscasì Aparthotel

Sovicille

Sergey

includes taxes & fees

1 July - 2 July

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Monteriggioni

includes taxes & fees

2 June - 3 June

Seasonal outdoor pool, pool umbrellas, pool loungers

Villa San Filippo

Barberino Tavarnelle

Andrew

includes taxes & fees

1 July - 2 July

Riserva di Fizzano Residence

Castellina in Chianti

Janet

includes taxes & fees

10 June - 11 June

Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Yongseok

includes taxes & fees

8 June - 9 June

Studio, Patio, Ground Floor | Terrace/patio

Fullino Nero

Siena

Christian

includes taxes & fees

13 June - 14 June

Piazza Paradiso Accomodation

Siena City Centre

"What my girlfriend loved the most was the bathtub! We have been busy traveling the last week and a half and she was overjoyed with a chance to soak in a bath tub. Room was spacious and clean, the staff was helpful and friendly. The hotel was centrally located and within easy walking distance to Piazza del Campo. Looking forward to staying with Piazza Paradiso accommodation again. We will definitely recommend Piazza Paradiso to all our friends visiting Siena!"

Niels G.

includes taxes & fees

3 June - 4 June

Chianti Village Morrocco

Barberino Tavarnelle

Chris

includes taxes & fees

3 June - 4 June

La Coroncina Lodging

Siena

Hassan

includes taxes & fees

8 June - 9 June

Casa di Campagna in Toscana

Sovicille

Sally

includes taxes & fees

8 June - 9 June

Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool

Sovicille

includes taxes & fees

3 June - 4 June

Siena Vip

Siena City Centre

David

includes taxes & fees

18 June - 19 June

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Top Castel San Gimignano Hotel Reviews

Relais Vignale & Spa

4/10 Poor

"Honestly, I've had better stays at Motel 6. The staff were mostly indifferent about any of my requests. The room and facilities simply didn't measure up to the cost. The room was small - hardly room to open one suitcase, let alone two. No soap, or body wash dispenser in the shower. The only option was to drop the tiny hotel bar of soap on the floor, then hope you didn't kill yourself picking it up again. No Kleenex either. Yes, it's a small thing but at the price they charge... And the hotel is on a steep hillside, with stairs, stairs and more stairs. Not easy for anyone with even slight mobility issues. The one bright spot was the view from our room's terrace. The restaurant also has lovely views out over the Tuscan countryside. But overall ABSOLUTELY not worth the money."

Hotel Italia

10/10 Excellent

"Great place if you want to stay right outside the ZTL zone and the wall (beware of that if you are driving). Such a gem of hotel. The staff was super helpful, very kind and serviceable, i mean really really really nice. The room was a little tight for 4, but the bathroom was huge! All super clean, really impeccable. Our bedroom was in the adjacent building but in the ground floor, which made rolling in the luggage a breeze. The room itself had a queen bed and a day bed with a trundle. They were so nice and had the beds made for 4 when we arrived, i.e. they took out the trundle and made the bed as well as the daybed. I yet have to see that happen in the US... very attentive to detail. A very very minor thing, but the bed covers should be updated to be a bit more modern, looked like my grandma's curtains. Nevertheless, it was perfect for one night and also greatly appreciated the AC. The brick ceilings were also very charming. The breakfast buffet is absolutely amazing! Well worth the stay. They also have parking, but you need to reserve it ahead. We had gotten an email a couple of days before, but bc we were traveling around, I missed their ask if we wanted parking. Nevertheless, we found parking right behind the building so didn't matter at all, but you need to ask ahead for parking as they have limited spots A walk to the center if town is about 20mn and very easy stroll. This place is just perfect!! And Siena is just one of my favorite cities in Italy!!! Perfect combo!"

Dievole Wine Resort

8/10 Good

"While everything was wonderful it was shame that our shower water was leaking out to the bathroom floor. Had to use extra towers to soak up the water. If we were staying more than a night, I would have ask to change the room. Other than that, staffs were wonderful, the dinner was delicious and the olive oil tasting experience was fun. Would highly recommend least two nights stay here. We wanted to extend our one night stay but the weather called for rain next day."

Borgo Santo Pietro

2/10 Terrible

"While the property itself is beautiful, our overall experience was extremely disappointing and fell far below the standard we expected. From the moment we arrived, we encountered multiple issues that were handled poorly by management and staff. Our initial room had no functioning air conditioning, making it uncomfortable and unusable. We were initially told the hotel was fully booked, yet we were eventually moved to another room after considerable discussion. This was particularly frustrating given that we had even offered to pay for an upgraded room. The most disappointing aspect of our stay was the way my wife was treated. When she respectfully raised concerns regarding several issues we experienced, members of the staff responded dismissively and, at times, appeared to laugh at her concerns rather than address them professionally. No guest should ever be made to feel ignored or ridiculed when raising legitimate issues. To make matters worse, hotel staff damaged my wife’s luggage during our stay. Management acknowledged the issue and repeatedly assured us that they would resolve it and make things right. However, after we checked out, those assurances turned into delays, excuses, and ultimately a complete lack of communication. Despite multiple commitments to address the matter, management stopped responding altogether. We booked this property expecting a memorable and exceptional experience for a special occasion. Unfortunately, it was terrible and staff underwhelming."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Super emplacement! Très beau et charmant!! Bien situé, facilement accessible en voiture et près des stationnements du village de San Gimignano! Le personnel de l'hôtel nous ont fait de bonnes recommandations et nous ont même donné en temps réel le nombre de places de stationnement au village!! Confortable et chaleureux! Le restaurant de l'hôtel est excellent aussi! Belle piscine et environnement incroyable pour le déjeuner également! Bref, nous avons eu un bon moment de détente. Nous recommandons fortement!!"

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$90 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.

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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?

Holiday house with private pool and fenced garden: This holiday home rental outside of Castel San Gimignano is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Castelvecchio Natural Reserve. 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.

Castel San Gimignano Holiday Rentals

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Check prices for these dates

Our top choices for Castel San Gimignano holiday rentals

Antico Borgo il Cardino

Double bedroom loggia overlooking the pool

Girasole large apartment in a Tuscan village

Edera cozy house in Tuscan village

Simona delightful studio apartment with pool view

Casa di Alice

Antica Dimora Leones

Il Pozzo di Sant'Andrea

Tuscasì Aparthotel

Villa Montecastello

Villa San Filippo

Riserva di Fizzano Residence

Il Battistero Siena - Residenza d'Epoca

Fullino Nero

Piazza Paradiso Accomodation

Chianti Village Morrocco

La Coroncina Lodging

Casa di Campagna in Toscana

Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool

Siena Vip

Find holiday rentals that suit your style

Top Castel San Gimignano Hotel Reviews

Relais Vignale & Spa

Find out more about Castel San Gimignano

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