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Dec 6 - Dec 7
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Dec 7 - Dec 8
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Dec 12 - Dec 14
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Compare 4,257 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

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

Poderi Arcangelo

San Gimignano
9.0 out of 10, Wonderful, (326)
"The staff was very knowledgeable and fantastic. The location is beautiful and we will definitely be booking again. "
United States
justin
Poderi Arcangelo
Exterior
Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery

San Gimignano
9.6 out of 10, Exceptional, (43)
"Beautiful property with the most wonderful staff!!!!"
United States
dana
The price is NT$4,083
NT$4,674 total
includes taxes & fees
Dec 11 - Dec 12
Tenuta Sovestro - Agriturismo e Winery
Exterior
Podere La Quercia

Podere La Quercia

San Gimignano
10.0 out of 10, Exceptional, (15)
"Amazing stay! Clean and new rooms, and wonderful surroundings and friendly host!"
Hong Kong SAR China
So Wei
The price is NT$5,852
NT$6,619 total
includes taxes & fees
Dec 17 - Dec 18
Podere La Quercia
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Agriturismo Nerbona

Agriturismo Nerbona

Colle di Val d'Elsa
9.6 out of 10, Exceptional, (18)
"Very nice place"
United States
JULISSA
The price is NT$3,012
NT$3,385 total
includes taxes & fees
Dec 9 - Dec 10
Agriturismo Nerbona
Terrace/patio
Palazzo Mari

Palazzo Mari

San Gimignano City Centre
9.8 out of 10, Exceptional, (77)
"Great location in a wonderful medieval town.. Just keep in mind that there are stairs and hills in this amazing destination."
Canada
Denis
Palazzo Mari
Front of property - evening/night
Relais Le Macine di Stigliano

Relais Le Macine di Stigliano

4.0 star property
Sovicille
10.0 out of 10, Exceptional, (15)
"Amazing staff. Beautiful views and facilities. Treated like friends. "
United States
Josh
The price is NT$4,136
NT$4,732 total
includes taxes & fees
Dec 8 - Dec 9
Relais Le Macine di Stigliano
Lobby lounge
Villa Sabolini

Villa Sabolini

4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (188)
"Beautiful location and hotel Staff were excellent - thank you"
United Kingdom
Amit
The price is NT$4,018
NT$4,529 total
includes taxes & fees
Dec 8 - Dec 9
Villa Sabolini
Reception
Villa Sant Andrea

Villa Sant Andrea

Siena
9.2 out of 10, Wonderful, (33)
"Nice Tuscan Villa, only 10 minutes from city centre, easy parking and moving in and out of the city. The host are great, Cecilia and husband always available to help."
United States
Adrian
Villa Sant Andrea
Food court
Palazzo al Torrione

Palazzo al Torrione

San Gimignano City Centre
8.8 out of 10, Excellent, (56)
"The area of San Gimignano was surprising and beautiful."
United Kingdom
Philip
The price is NT$3,902
NT$4,474 total
includes taxes & fees
Dec 10 - Dec 11
Palazzo al Torrione
Double Room (Il Nido) | Pillowtop beds, blackout drapes, free WiFi, bed sheets
Il Sogno di Annalisa

Il Sogno di Annalisa

Volterra
8.0 out of 10, Very Good, (15)
"Lovely property inside the city walls but away from the high traffic tourist areas. Well equipped with everything you need. Easy check in. We had a lovely visit in Volterra."
United States
Sylvia
Il Sogno di Annalisa
Exterior
Duccio Nacci Rooms - guest house

Duccio Nacci Rooms - guest house

San Gimignano City Centre
9.8 out of 10, Exceptional, (6)
The price is NT$3,601
NT$4,143 total
includes taxes & fees
Dec 10 - Dec 11
Duccio Nacci Rooms - guest house
Outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas, sun loungers
B&B Ponte a Nappo

B&B Ponte a Nappo

San Gimignano
9.4 out of 10, Exceptional, (56)
"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 NT$4,199
NT$4,801 total
includes taxes & fees
Dec 7 - Dec 8
B&B Ponte a Nappo
2 outdoor pools, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers
Hotel Sovestro

Hotel Sovestro

3.0 star property
San Gimignano
9.6 out of 10, Exceptional, (286)
"Magical place! "
United States
Marieliz
The price is NT$3,835
NT$4,436 total
includes taxes & fees
Dec 13 - Dec 14
Hotel Sovestro
Front of property
Relais Della Rovere

Relais Della Rovere

4.0 star property
Colle di Val d'Elsa
9.0 out of 10, Wonderful, (243)
"Quietly located hotel with modern rooms and very good dinner option in the courtyard. Spacious pool to relax after long sightseeing days in the countryside."
Germany
Alexander
Relais Della Rovere
Exterior
Relais dei Molini

Relais dei Molini

Castagneto Carducci
10.0 out of 10, Exceptional, (6)
"We were upgraded to a suite which was great. We were the only guests at the resort and got extra attention. The accommodations and breakfast were next level - we would definitely stay again. Luca was a pleasure to speak with and very knowledgeable."
Canada
DOUG
Relais dei Molini
Porch
Hotel Da Graziano

Hotel Da Graziano

3.0 star property
San Gimignano
9.0 out of 10, Wonderful, (76)
"Parking is a bit hard as seems to be the case all over town. The location and facilities were great!"
Canada
Brett
The price is NT$3,334
NT$3,886 total
includes taxes & fees
Dec 14 - Dec 15
Hotel Da Graziano
Balcony
Palazzo al Torrione 2

Palazzo al Torrione 2

San Gimignano City Centre
9.2 out of 10, Wonderful, (107)
"Truly a gem! Our room was beautiful with a lovely view. It is very close to the main road and restaurants. Definitely opt in for the breakfast it was absolutely delicious. "
United States
Leasly
The price is NT$2,926
NT$4,310 total
includes taxes & fees
Dec 15 - Dec 16
Palazzo al Torrione 2
Seasonal outdoor pool, pool umbrellas, sun loungers
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

4.0 star property
Camollia
8.4 out of 10, Very Good, (5)
"Unique and cozy prot"
United States
Kristine
The price is NT$4,272
NT$4,808 total
includes taxes & fees
Dec 21 - Dec 22
Villa Ermellina Siena, a Tribute Portfolio Hotel
Garden view
I Coppi

I Coppi

San Gimignano
9.8 out of 10, Exceptional, (70)
"What a wonderful place to stay in Tuscany the views alone form this B&B is amazing. The husband and wife are wonderful providing an excellent breakfast and overall stay. Buy the olive oil made on property!!!"
United States
Quenton
The price is NT$4,982
NT$5,663 total
includes taxes & fees
Dec 8 - Dec 9
I Coppi
Seasonal outdoor pool, open 7:30 AM to 8:00 PM, pool umbrellas
Hotel Le Colline

Hotel Le Colline

3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (121)
"No complaints at all, was excellent all round. Brilliant location for San Gimignano "
United Kingdom
Paul
Hotel Le Colline
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

Hotel Toscana Ambassador

Hotel Toscana Ambassador

10/10 Excellent
"We recommend the Toscana Ambassador to everyone, as we had a great experience with its cleanliness, hospitality, friendliness, and an extraordinary breakfast, with excellent service from Ada & Julia and the rest of the crew, from the front desk to room service. If you ever visit Poggibonsi, Tuscany, stay here with no hesitation. "
Cevat A 9-night trip
Posted 9 days ago
Hotel Toscana Ambassador

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 traveler data. Other good choices for your visit to the area are RELAIS SANTA CHIARA - TUSCANY CHARME and Hotel Pescille - Tuscany Charme. See all available top hotels, or vacation rentals in Montecastelli.
What are some of the best vacation home rentals in Montecastelli?
Casa Vacanze Le Case: This vacation home rental outside Montecastelli offers an outdoor pool, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a stovetop and kitchenware can make your vacation run smoothly. You and your friends and family can relax into your vacation with amenities like a garden. See all vacation rentals in Montecastelli.
If I need to cancel my hotel reservation in Montecastelli, will I receive a refund?
Yes! You'll find that most room reservations are refundable if you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Montecastelli.
Where can I learn more about changing or cancelling my trip to Montecastelli?
For additional details about updating your trip to Montecastelli or cancelling it, head over to our customer service page.
What are some accommodations with pools in Montecastelli?
RELAIS SANTA CHIARA - TUSCANY CHARME: Offers a children's pool, a seasonal outdoor pool, and a rooftop terrace. Hotel Pescille - Tuscany Charme and Poderi Arcangelo are two additional hotels with an onsite pool. View all hotels with pools in Montecastelli.
What's the best hotel for staying near Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
How is it staying in Montecastelli?
Visitors to Montecastelli are sure to find plenty to explore and enjoy. In Montecastelli, there are 30 hotels and other accommodations 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. Check out what more to see and do in Expedia's Montecastelli guide.
What's the weather like in Montecastelli?
The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Montecastelli is 37 inches.

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