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13 Aug - 14 Aug
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14 Aug - 15 Aug
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15 Aug - 17 Aug
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Top hotels and accommodation in Montecastelli

Mormoraia
Suite (Duplex)

Mormoraia

9.6 out of 10, Exceptional, (184)
"Gorgeous property!"
The price is AU$521
includes taxes & fees
6 Sept - 7 Sept
Mormoraia
Tenuta Sovestro
Exterior

Tenuta Sovestro

1.0 star property
9.6 out of 10, Exceptional, (38)
"Beautiful property with the most wonderful staff!!!!"
The price is AU$300
includes taxes & fees
29 Aug - 30 Aug
Tenuta Sovestro
Agriturismo Il Casolare di Bucciano
Front of property - evening/night

Agriturismo Il Casolare di Bucciano

9.6 out of 10, Exceptional, (82)
"This property was exactly what i was looking for to be in touch with nature. The owners cooked for us an amazing meal with ingredients from their farm. I loved my views, I loved the view of the town from my window !!!!! I recommend this hotel to everyone "
Agriturismo Il Casolare di Bucciano
Hotel Italia
Premium bedding, minibar, in-room safe, desk

Hotel Italia

3.0 star property
9.2 out of 10, Wonderful, (1001)
"Near train station and main areas the place is really comfy and nice. "
Hotel Italia
Casanova di Pescille
Exterior detail

Casanova di Pescille

9.4 out of 10, Exceptional, (77)
" Beautiful place to stay in such a friendly family running it. The dinners that we had there were simply amazing."
Casanova di Pescille
Castello
Terrace/patio

Castello

3.0 star property
8.6 out of 10, Excellent, (68)
"Lake "
Castello
Villa Montarioso
Garden

Villa Montarioso

8.6 out of 10, Excellent, (123)
"Very comfortable and quiet. Great to have breakfast included."
The price is AU$152
includes taxes & fees
21 Aug - 22 Aug
Villa Montarioso
Torre Prima 1
Classic Condo | Private kitchen

Torre Prima 1

10.0 out of 10, Exceptional, (1)
"tuto ok, ottimo appartamento, comodo e spazioso in uno splendido casale in posizione tranquilla a pochissimi chilometri da San Gimignano."
Torre Prima 1
Relais la Costa - Dimora Storica
Front of property

Relais la Costa - Dimora Storica

9.6 out of 10, Exceptional, (66)
"This property is a beautiful, picturesque castle nestled in the Tuscany hills. The staff were all incredible and the rooms and ambience exquisite. We will definitely be back."
Relais la Costa - Dimora Storica
Hotel Leon Bianco
1 bedroom, minibar, in-room safe, desk

Hotel Leon Bianco

3.0 star property
9.4 out of 10, Exceptional, (538)
"This hotel was a perfect stay for our trip. The staff was amazing and very helpful. "
The price is AU$206
includes taxes & fees
24 Aug - 25 Aug
Hotel Leon Bianco
La Cisterna
View from room

La Cisterna

3.0 star property
9.0 out of 10, Wonderful, (605)
"This was the best hotel. The nicest people, great rooms with great views, and a wonderful breakfast."
The price is AU$176
includes taxes & fees
23 Aug - 24 Aug
La Cisterna
Villa San Lucchese
Seasonal outdoor pool, open 7 AM to 8:30 PM, pool umbrellas

Villa San Lucchese

4.0 star property
9.4 out of 10, Exceptional, (328)
"The staff was so kind and helpful. The food and setting of Villa San Lucchese are wonderful."
Villa San Lucchese
Hotel Il Piccolo Castello
Turkish bath/hammam, body treatments, body scrubs, facials

Hotel Il Piccolo Castello

4.0 star property
8.6 out of 10, Excellent, (327)
"This stay was perfect. Location was out and alone but the property was safe and comfortable. Clean pool, nice breakfast and luxurious rooms. I would go back again in a minute! We all loved our stay here."
Hotel Il Piccolo Castello
Riserva di Fizzano Residence
Outdoor pool, pool umbrellas, pool loungers

Riserva di Fizzano Residence

3.0 star property
9.8 out of 10, Exceptional, (20)
"Wow! The property is just amazing! Located on a vineyard, it is in close proximity to everything. (Sienna, San Gimignano, Castelina di Chianti) The appartment was roomy and great for a family of 4. The view is spectacular and the restaurant has great service and food. I recommend without hesitation."
The price is AU$424
includes taxes & fees
5 Sept - 6 Sept
Riserva di Fizzano Residence
Hotel Palazzo San Lorenzo & SPA
Interior

Hotel Palazzo San Lorenzo & SPA

4.0 star property
9.4 out of 10, Exceptional, (418)
"Lovely pool and grand breakfast helped make our stay enjoyable."
Hotel Palazzo San Lorenzo & SPA
Albergo Villa Rioddi
Front of property

Albergo Villa Rioddi

3.0 star property
9.6 out of 10, Exceptional, (109)
"Great View, just outside Volterra, very nice old building, amazing breakfast "
Albergo Villa Rioddi
Podere La Quercia
Exterior

Podere La Quercia

10.0 out of 10, Exceptional, (15)
"Great location to visit Tuscany. View of San Gimignano. Large room with good amenities. Good breakfast to start your day."
The price is AU$341
includes taxes & fees
29 Aug - 30 Aug
Podere La Quercia
Borgo Pignano Tuscany
2 outdoor pools, pool umbrellas, pool loungers

Borgo Pignano Tuscany

5.0 star property
10.0 out of 10, Exceptional, (83)
"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 "
The price is AU$1,068
includes taxes & fees
24 Aug - 25 Aug
Borgo Pignano Tuscany
Castel Pietraio
Seasonal outdoor pool, open 8:30 AM to 8:00 PM, pool umbrellas

Castel Pietraio

9.4 out of 10, Exceptional, (27)
"It was an amazing stay! Mauro went out of his way to make us feel at home. We enjoyed the relaxing stay, the beautiful grounds, and the convenience of being in a centralized location for travel to small towns all within an hour. I would highly recommend this place to anyone wanting a top notch experience!"
Castel Pietraio
Hotel Casolare Le Terre Rosse
Front of property

Hotel Casolare Le Terre Rosse

3.0 star property
9.2 out of 10, Wonderful, (436)
"Its really great for relaxing .."
The price is AU$295
includes taxes & fees
26 Aug - 27 Aug
Hotel Casolare Le Terre Rosse
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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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 Pignano Tuscany

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. "
Fallon 2-night trip
Posted 4 days ago
Borgo Pignano Tuscany

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 is the best spa hotel in Montecastelli?

Apartment With Swimming Pool, Jacuzzi and Tennis Court in Tuscany is a top spa hotel featuring a fitness centre and tennis courts. Kick back and relax in the hot tub. Other popular spa hotels in Montecastelli include Apartment With Swimming Pool, Jacuzzi and Tennis Court in Tuscany and Apartment With Swimming Pool, Jacuzzi and Tennis Court in Tuscany.

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.