Montecastelli Hotels from €90 - Fully Refundable Options

Top 10 trending Montecastelli hotels

2 restaurants, lunch, dinner served; Modern European cuisine

"The most magical place I have ever stayed!"

includes taxes & fees

24 Aug - 25 Aug

"Beautiful hotel "

includes taxes & fees

22 Aug - 23 Aug

Seasonal outdoor pool, open 7:30 AM to 8:00 PM, pool umbrellas

"the location was great and hotel with its pool and restauants were great. The staff were friendly and knowledgeable "

includes taxes & fees

31 Aug - 1 Sept

"Amazing property and staff, the food and restaurant were great as were the staff. A welcome retreat after visiting Rome and Florence. "

includes taxes & fees

2 Sept - 3 Sept

2 outdoor pools, pool umbrellas, pool loungers

"Such a beautiful property! The rooms and amenities were fantastic. The staff were very accommodating and friendly. We will definitely come back and stay at this property. I highly recommend staying at this property "

includes taxes & fees

24 Aug - 25 Aug

3 outdoor pools, open 9:00 AM to 7:00 PM, pool umbrellas, pool loungers

"Great property and hosts! "

"This hotel was a perfect stay for our trip. The staff was amazing and very helpful. "

includes taxes & fees

24 Aug - 25 Aug

"This was the best hotel. The nicest people, great rooms with great views, and a wonderful breakfast."

includes taxes & fees

23 Aug - 24 Aug

"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."

includes taxes & fees

13 Sept - 14 Sept

Seasonal outdoor pool, pool umbrellas, pool loungers

"Terrible place to stay"

includes taxes & fees

9 Sept - 10 Sept

"Lovely pool and grand breakfast helped make our stay enjoyable."

Lunch, dinner served; Italian cuisine, pool views

"super pleasant stay"

"Lake "

"Beautiful hotel in the heart of Volterra. Its unique roof garden is perfect to admire the city of Volterra "

includes taxes & fees

22 Aug - 23 Aug

"Rooms are basic but Loved our stay and location and view are gorgeous! "

includes taxes & fees

26 Aug - 27 Aug

2 outdoor pools, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers

"We loved our stay here! The staff were very friendly and the property was beautiful!"

includes taxes & fees

16 Aug - 17 Aug

"Relays Sant’Elena was a piece of heaven! Luxurious and beautiful surroundings and caring staff who went above and beyond in every way, allowed for the most relaxing and special stay. I can’t wait to return!"

"Quiet and bed was very comfortable. Breakfast was delicious "

"The hotel restaurant was incredible"

includes taxes & fees

31 Aug - 1 Sept

"The property is lovely and grand. Great views and space around the pool. The room was big and comfortable. The hotel needs a renovation but everything was clean and working. We golfed and enjoyed ourselves. It was very beautiful place to spend a couple days. "

includes taxes & fees

5 Sept - 6 Sept

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Learn more about Montecastelli

Check out Medici Fortress and Etruscan Museum—just a couple of the sights around Montecastelli.

See all hotels in Montecastelli

Top Montecastelli Hotel Reviews

Borgo Santo Pietro

10/10 Excellent

"Always wonderful stay here "

Borgo Pignano Tuscany

10/10 Excellent

"Staying at Borgo Pignano was not just a vacation—it was a return to a slower, more meaningful way of living. Nestled high in the rolling Tuscan hills, this estate feels like a place out of time, where elegance, history, and nature blend seamlessly. From the moment we arrived, we were captivated by the sweeping views—olive groves, vineyards, and cypress trees stretching as far as the eye could see. The main villa, with its frescoed walls and centuries-old charm, set the tone for a stay that was both luxurious and deeply soulful. Every detail is thoughtful, from the refined, rustic design of the rooms to the organic bath products made right on the estate. We especially loved the infinity pool carved into the limestone—it offers one of the most stunning views in all of Tuscany. The food was exceptional—fresh, seasonal, and sourced from the property’s own biodynamic farm. Whether enjoying a multi-course meal at Villa Pignano or a wood-fired pizza under the stars at Al Fresco, every bite told a story of the land. But what truly made our stay unforgettable was the sense of peace and authenticity. The staff were gracious, warm, and quietly attentive—always there when you needed them, but never intrusive. Whether you’re exploring nearby hill towns, enjoying a wine tasting, or simply reading under the shade of an ancient oak, Borgo Pignano offers something rare: a space to reconnect—with nature, with beauty, and with yourself. If you’re dreaming of Tuscany, dream no further. "

Poderi Arcangelo

10/10 Excellent

"Our stay at Poderi Arcangelo in the rolling hills of San Gimignano was nothing short of magical. Surrounded by vineyards and olive groves, the views were the kind that stop you in your tracks – especially at sunset when the Tuscan hills glow gold. The food was exceptional every day, with authentic local flavours that made each meal a highlight. The staff were warm, welcoming and always tried their best to help, adding to the charm of the place. The location is perfect for exploring nearby treasures such as San Gimignano itself, Certaldo, and Volterra. One thing to note – a hire car is essential. Public transport is virtually non-existent here; we couldn’t get a bus at all and taxis, while available, were scarce and very expensive – we spent €400 on just three journeys. This isn’t the hotel’s fault, though it would have been helpful to know in advance. Also, while the property is beautiful, there’s no real indoor bar area for relaxing before or after dinner. There is an outdoor bar, but it only opens on weekends and closes at 18:00, so an early evening drink isn’t always possible. Despite this, we had seven days of bliss and would return in a heartbeat – next time with a hire car, ready to explore every corner of this stunning part of Tuscany. "

RELAIS SANTA CHIARA - TUSCANY CHARME

10/10 Excellent

"We loved our stay. The hotel had really nice breakfasts included and the pool was fantastic after a hot day walking around the old city. We had a standard room and we were expecting it to be small. It was very small - it was difficult to find space for our cases and the shower was so small that it was hard to use it without banging your elbows. The room did include a nice outdoor balcony which made up for the super small room. The hotel was an easy walk into the old city."

More cheap stays in Montecastelli

Hotel Albergo Italia

Via Trento, 36, Poggibonsi, SI

Get rates

8.4/10 Very Good! (41 reviews)

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Near an Attraction

More top Montecastelli Hotels

See a list of all hotels in Montecastelli

Frequently asked questions

What's the best place for a stay in Montecastelli?

Hotel Italia, located 18.7 mi (30.2 km) from the heart of Montecastelli, is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Hotel Ristorante Alcide and Poderi Arcangelo. See all available top hotels, or vacation rentals in Montecastelli.

What are some of the best holiday rentals that Montecastelli has to offer?

Holiday house with private pool and fenced garden: This holiday home rental outside of Montecastelli 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. See all vacation rentals in Montecastelli.

If I need to cancel my hotel reservation in Montecastelli, will I receive a refund?

Yes, the majority of hotel reservations are refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Montecastelli.

What's the best place to stay for a family holiday to Montecastelli?

Tuscany Villa With Private Pool and Jacuzzi for Honeymoon and Summer Holiday is a resort with in-room kitchens and a BBQ, and it's a top choice on Expedia for families. Private Villa With Pool and Jacuzzi in Tuscany - Exclusive use is another good choice for your stay with the kids. Also, attractions in the area such as Rossi Alabastri Volterra are fun for the whole family.

What's the best accommodation for a couple visiting Montecastelli?

Private Villa With Pool and Jacuzzi in Tuscany - Exclusive use is a favourite resort for couples, and features private pools and a hot tub. Another good option for a stay with your sweetheart is Tuscany Villa With Private Pool and Jacuzzi for Honeymoon and Summer Holiday.

What's the best dog-friendly place to stay in Montecastelli?

Holiday house Montecastelli for 1 - 7 persons with 3 bedrooms - Farmhouse is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Montecastelli.

What are some accommodation options with pools in Montecastelli?

Poderi Arcangelo: Provides a snack bar/deli, 3 outdoor swimming pools and free self parking. RELAIS SANTA CHIARA - TUSCANY CHARME and Villasanpaolo are two additional hotels with an on-site pool. View all hotels with pools in Montecastelli.

What's it like to stay in Montecastelli?

Visitors to Montecastelli will definitely find plenty to explore and enjoy. In Montecastelli, there are 30 hotels and other accommodation options to choose from. Find out more about Montecastelli.

What should I do while I'm visiting Montecastelli?

Places to visit in the wider area include Medici Fortress, Etruscan Museum and Porta all'Arco. You'll also find Palazzo dei Priori and Cathedral of Volterra in the area. Take a look at what more there is to see and do in Expedia's Montecastelli guide.

What's the seasonal weather like in Montecastelli?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Montecastelli is 935 mm.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Montecastelli Hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Montecastelli

Check prices for these dates

Filter by