Find hotels in Montecastelli from Rp1.285.513

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Check prices for these dates

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Montecastelli hotels

Royal Room, Balcony, Mountain View | Individually decorated, individually furnished, desk, cots/infant beds
Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo
Roccastrada
10.0 out of 10, Exceptional, (1)
"Everything about this place is perfect, highly recommend."
United States
Ian
The price is Rp1.510.627
Rp1.661.689 total
includes taxes & fees
7 Jan - 8 Jan 2026
Historic Farmhouse Casa del Chiodo
Outdoor pool, pool umbrellas, pool loungers
Agriturismo Podere Diacceroni

Agriturismo Podere Diacceroni

Agriturismo Podere Diacceroni
Peccioli
9.4 out of 10, Exceptional, (20)
This countryside retreat offers local cuisine at La Cantina restaurant and refreshing drinks at the bar. Enjoy free WiFi and parking while exploring nearby Teatro del Silenzio and Castelfalfi Golf Course on your family-friendly Italian escape.
"It was an incredible stay! The staff were so polite and personable. "
Canada
Lynn
The price is Rp2.351.660
Rp2.586.826 total
includes taxes & fees
4 Jan - 5 Jan 2026
Agriturismo Podere Diacceroni
Exterior
B&B Poggiobonizio

B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
9.2 out of 10, Wonderful, (62)
Wake up to continental breakfast at this welcoming Poggibonsi retreat. Just 4 minutes from the train station, with free WiFi and parking. Explore nearby Archeodromo di Poggibonsi and Fountain of Fate during your business or leisure stay.
"Simone is a really nice person, he help us a lot, very friendly, room was clean, breakfast was good. "
United States
Odalis
B&B Poggiobonizio
Exterior
Hotel Albergo Italia

Hotel Albergo Italia

Hotel Albergo Italia
2.0 star property
Poggibonsi
8.4 out of 10, Very good, (46)
Built in 1880, this Poggibonsi accommodation sits just 3 minutes from the train station. Explore nearby Fountain of Fate and Archeodromo attractions, then unwind with drinks at the cosy bar after your adventures.
"When I arrived the hotel was closed. I have had to sleep in the car"
United States
Martin
Hotel Albergo Italia
Reception
Hotel La Magione

Hotel La Magione

Hotel La Magione
Poggibonsi
6.0 out of 10, (3)
"La vista sulle colline è bella,le camere pulite e il personale accogliente "
Italy
Gerardo
The price is Rp951.399
Rp1.046.578 total
includes taxes & fees
18 Jan - 19 Jan 2026
Hotel La Magione
Front of property – evening/night
Hotel Toscana Ambassador

Hotel Toscana Ambassador

Hotel Toscana Ambassador
4.0 star property
Poggibonsi
8.2 out of 10, Very good, (317)
This business-friendly hotel offers 24-hour room service with easy access to Poggibonsi-San Gimignano Station. Unwind at the bar or coffee shop after exploring nearby attractions like Archeodromo di Poggibonsi and Poggio Imperiale Fortress.
"Wonderful breakfast. Good location!"
Canada
Karen
The price is Rp1.167.302
Rp1.284.032 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hotel Toscana Ambassador
View from room
Hotel Ristorante Alcide

Hotel Ristorante Alcide

Hotel Ristorante Alcide
4.0 star property
Poggibonsi
8.0 out of 10, Very good, (478)
Savour regional specialities at Ristorante Alcide, just an 11-minute walk from Poggibonsi-San Gimignano Station. This hotel offers a welcoming bar, terrace, and room service, with Archeodromo di Poggibonsi and Fountain of Fate nearby.
"I highly recommended "
Canada
George
The price is Rp856.220
Rp941.920 total
includes taxes & fees
18 Jan - 19 Jan 2026
Hotel Ristorante Alcide
Seasonal outdoor pool, open 7 AM to 8:30 PM, pool umbrellas
Villa San Lucchese

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (336)
Escape to this historic family-friendly hotel offering free breakfast and parking. Enjoy the seasonal outdoor pool and tennis courts, then unwind at the bar. Conveniently located near San Lucchese Convent and local Tuscan villages with train station access.
"Beautiful place Great service "
United States
patricia
Villa San Lucchese
Property entrance
Le Dame del Borgo

Le Dame del Borgo

Le Dame del Borgo
Sassetta
10.0 out of 10, Exceptional, (4)
"Bellissimo appartamento in un bellissimo borgo medievale, tranquillità assoluta, la titolare disponibile per ogni vostra esigenza."
Italy
Anonymous traveller
Le Dame del Borgo
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Agriturismo Nerbona

Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (18)
Discover rural Tuscan charm at this countryside retreat with a refreshing seasonal pool, free bike rentals, and volleyball court. Perfectly positioned near Archaeological Museum and Il Palagio Winery, with convenient parking for day trips.
"Very nice place"
United States
JULISSA
The price is Rp1.635.032
Rp1.838.029 total
includes taxes & fees
29 Dec - 30 Dec
Agriturismo Nerbona
Dining
Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
9.4 out of 10, Exceptional, (28)
Immerse yourself in wine country at this Roccastrada farmhouse featuring an on-site winery and restaurant. Enjoy complimentary breakfast before relaxing by the seasonal outdoor pool or scheduling a massage at the spa. The bar, terrace, and free WiFi enhance your Tuscan retreat.
"pretty setting"
Canada
ed
Valdonica Winery & Vineyard Residence
Reception
Palazzo delle Erbe

Palazzo delle Erbe

Palazzo delle Erbe
Casole d'Elsa
10.0 out of 10, Exceptional, (2)
Escape to this Tuscan B&B offering complimentary daily continental breakfast and WiFi. Explore nearby attractions like Archaeological and Collegiate Church Museum and Fattoria Il Palagio Winery, with daily housekeeping ensuring a comfortable stay.
"Very clean, nice area and excellent staff!"
United States
Bijan
The price is Rp1.938.757
Rp2.172.127 total
includes taxes & fees
27 Dec - 28 Dec
Palazzo delle Erbe
Local cuisine
Casale San Galgano

Casale San Galgano

Casale San Galgano
Chiusdino
10.0 out of 10, Exceptional, (20)
Tucked near the historic Abbazia di San Galgano, this rural retreat offers local cuisine at Antico Tempio. Unwind with massages, enjoy drinks at the bar, or relax on the terrace. Free WiFi and parking make exploring the scenic Tuscan countryside effortless.
"Peace and nature at its best"
United States
Jose Manuel
Casale San Galgano
Seasonal outdoor pool
Agriturismo San Galgano

Agriturismo San Galgano

Agriturismo San Galgano
Chiusdino
9.0 out of 10, Wonderful, (43)
Set in charming Tuscan countryside near Abbazia di San Galgano, this agriturismo offers authentic Italian dining at Antico Tempio restaurant. Enjoy the seasonal pool, bar, and terrace while appreciating free WiFi and parking during your countryside retreat.
"Absolutely amazing. Even the morning was cloudy and overwhelmed with fogs, the view was spectacular with view of 'Abbaye de San Galgano'. The breakfast buffet was also more than delicious. Specifically, the salamis were cut from the staffs, not those bought from manufactured products, which also tasted great. The person who helped our check-in and -out was the only person fluent in English, but you can conversate with other staffs with no problem using your body language, don't worry about this....
Ireland
Siwoo
The price is Rp1.841.834
Rp2.085.257 total
includes taxes & fees
3 Jan - 4 Jan 2026
Agriturismo San Galgano
Exterior
Podere La Quercia

Podere La Quercia

Podere La Quercia
San Gimignano
10.0 out of 10, Exceptional, (15)
Immerse yourself in the Italian countryside at this charming San Gimignano farm stay. Enjoy active pursuits with on-site mountain biking, then refuel with daily buffet breakfast. Near Tenuta Torciano Winery and just a 13-minute drive from Certaldo Station.
"Amazing stay! Clean and new rooms, and wonderful surroundings and friendly host!"
Hong Kong SAR China
So Wei
The price is Rp3.177.164
Rp3.593.614 total
includes taxes & fees
14 Jan - 15 Jan 2026
Podere La Quercia
Outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas, pool loungers
B&B Ponte a Nappo

B&B Ponte a Nappo

B&B Ponte a Nappo
San Gimignano
9.4 out of 10, Exceptional, (56)
This enchanting B&B offers a rooftop terrace with sweeping vistas, an outdoor pool with poolside bar, and free breakfast. Located in San Gimignano with easy access to local wineries and just 12 minutes from Poggibonsi Station.
"Beautiful private property with very comfortable suites with awesome views of San Gimignano and the breathtaking valley. Highly recommend, staff was very accommodating and friendly. "
United States
Mary
The price is Rp2.585.030
Rp2.942.267 total
includes taxes & fees
29 Dec - 30 Dec
B&B Ponte a Nappo
Garden
Arnolfo B&B

Arnolfo B&B

Arnolfo B&B
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (26)
Immersed in charming Colle di Val d'Elsa, this B&B offers complimentary buffet breakfast and WiFi access. Explore nearby Art in Colour and the Archaeological Museum, or discover local hiking trails. Daily housekeeping ensures a comfortable visit in this Tuscan gem.
"Stunning property in a cute hilltop town. Garden with tables and lounge chairs to have breakfast or hang out in the evenings. The rooms have nice details and good quality beds. "
France
Elsa
The price is Rp1.687.450
Rp1.895.689 total
includes taxes & fees
28 Dec - 29 Dec
Arnolfo B&B
Exterior
Hotel Torciano Vecchio Asilo

Hotel Torciano Vecchio Asilo

Hotel Torciano Vecchio Asilo
San Gimignano
9.6 out of 10, Exceptional, (54)
"Great boutique hotel in the middle of Tuscany. Wonderful views. The staff was very friendly and accommodating. We really loved the complimentary wine tasting at their nearby winery! We only wish their rooftop deck would’ve been open for even better views. The hotel and winery are family owned and it’s very clear that they value every guest!"
United States
Necola
Hotel Torciano Vecchio Asilo
Outdoor pool, open 8 AM to 7 PM, pool loungers
Tenuta Decimo

Tenuta Decimo

Tenuta Decimo
San Gimignano
8.2 out of 10, Very good, (47)
Surrounded by the rolling hills of San Gimignano, this charming farm stay offers a tranquil retreat with an outdoor pool and massage services. Enjoy dinner at Locanda del Borgo, sip drinks at the bar, or explore nearby Fattoria Il Palagio Winery and Castelvecchio.
"The amenities are great- pool, spa, wine tasting. The staff are friendly and were very helpful getting reservations set up."
United States
Lindsay
Tenuta Decimo
Lobby lounge
ApartHotel Anghel

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (335)
Immerse yourself in historic Siena from this convenient apartment, just a short drive from Piazza del Campo. The comfortable space offers a kitchenette, laundry facilities, and free WiFi, with Santa Maria della Scala nearby.
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is Rp1.103.647
Rp1.292.999 total
includes taxes & fees
6 Jan - 7 Jan 2026
ApartHotel Anghel
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 Montecastelli Hotel Reviews

Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany

10/10 Excellent
"Beautiful place with very attentive staff. Our favourite hotel on our trip in Tuscany. "
Jatinder 2-night trip
Posted 5 months ago
Borgo Pignano Volterra Tuscany

More cheap stays in Montecastelli

Hotel Massa Vecchia

Hotel Massa Vecchia

Massa Vecchia, 23 Massa Marittima GR
Get rates

Frequently asked questions

What's the best place for a stay in Montecastelli?
Hotel Ristorante Alcide, located 17.1 mi (27.5 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 Borgo San Luigi and Hotel Italia. See all available top hotels, or 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 are some accommodation options with pools in Montecastelli?
Hotel Borgo San Luigi: Offers a children's pool, a seasonal outdoor pool and a rooftop terrace. Poderi Arcangelo and Villa Ermellina Siena, a Tribute Portfolio Hotel 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.