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Top Montecastelli hotels

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

4 out of 5
Via Custoza 2 Siena SI
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $153 total per night from Nov 30 to Dec 1
$153 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features an outdoor tennis court, a gym, and a restaurant. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. ...
Unique and cozy prot

Reviewed on Oct 11, 2025

Opens in a new windowVilla Ermellina Siena, a Tribute Portfolio Hotel
Borgo Santo Pietro

Borgo Santo Pietro

5 out of 5
Loc. Palazzetto Chiusdino SI
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. Families will appreciate the playground, picnic area, and babysitting. ...
This pristine and beautiful property took our breath away upon arrival. Five star service and amenities abound. Our suite was stunning and well appointed. We felt as if we stepped back in time and were reminded of what outstanding service and accommodations should be like ~ a much needed respite ...

Reviewed on Sep 17, 2025

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Opens in a new windowBorgo Santo Pietro
Hotel Borgo San Luigi

Hotel Borgo San Luigi

4 out of 5
STRADA DELLA CERRETA,7 Monteriggioni SI
Fully refundableReserve now, pay when you stay
This hotel features a restaurant, an outdoor tennis court, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public ...
The property is very quiet and great for a relaxing experience to rest. The staff is very helpful , especially with organizing transportation as the hotel is not in the centre of Siena and it is sometimes difficult to find a local taxi. The breakfast buffet had one of the best varieties I’ve seen ...

Reviewed on Oct 14, 2025

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Opens in a new windowHotel Borgo San Luigi
Hotel Pescille - Tuscany Charme

Hotel Pescille - Tuscany Charme

3 out of 5
Strada Statale 47 San Gimignano SI
This hotel features a bar/lounge, a poolside bar, and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
The hotel is beautiful great view of San Gimignano on one side, and the tuscan countryside all around.

Reviewed on Oct 21, 2025

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Opens in a new windowHotel Pescille - Tuscany Charme
Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67 Siena SI
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $82 total per night from Dec 21 to Dec 22
$82 total
Dec 21 - Dec 22
Total with taxes and fees
A bar/lounge and a 24-hour front desk are featured at this hotel, along with self parking. WiFi in public areas is free. A terrace, a library, and dry cleaning ...
Highly recommended. The hotel was a block from the escalator flight that comes up from the train station, so no taxi required to transfer. Hotel staff was terrific and the room nicely appointed. I was about a 20-minute walk to the Duomo, almost all of it through the historic medieval city so a beautiful ...

Reviewed on Nov 7, 2025

Opens in a new windowHotel Italia
Poderi Arcangelo

Poderi Arcangelo

Localita Capezzano San Gimignano SI
This Tuscan-style farm stay features an attached winery, 3 outdoor pools, and a restaurant. Families will appreciate the picnic area, kid-friendly dining, and ...
Beautiful but the dinner wasn’t very good

Reviewed on Oct 13, 2025

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Opens in a new windowPoderi Arcangelo
RELAIS SANTA CHIARA - TUSCANY CHARME

RELAIS SANTA CHIARA - TUSCANY CHARME

4 out of 5
Via Giacomo Matteotti, 15 San Gimignano SI
This hotel features a bar/lounge, a poolside bar, and a seasonal outdoor pool. Enjoy the a rooftop terrace and free perks like buffet breakfast and WiFi in public ...
The breakfast had lovely pastries, fruit and cheese. Staff were friendly. The view - stunning.

Reviewed on Oct 24, 2025

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Opens in a new windowRELAIS SANTA CHIARA - TUSCANY CHARME
Hotel Ristorante Alcide

Hotel Ristorante Alcide

4 out of 5
Viale Marconi, 67/A Poggibonsi SI
Fully refundableReserve now, pay when you stay
$52 nightly
The price is $57 total per night from Nov 30 to Dec 1
$57 total
Nov 30 - Dec 1
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, ...
I highly recommended

Reviewed on Oct 14, 2025

Opens in a new windowHotel Ristorante Alcide
Hotel Toscana Ambassador

Hotel Toscana Ambassador

4 out of 5
Via Salceto, 11 Poggibonsi SI
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $76 total per night from Dec 9 to Dec 10
$76 total
Dec 9 - Dec 10
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self ...
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, ...

Reviewed on Nov 27, 2025

Opens in a new windowHotel Toscana Ambassador
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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.

Montecastelli Hotel & Travel Guide

Are you traveling in Pisa and looking to reserve a place to kick your feet up around the hustle and bustle of Montecastelli? You will find 7 places to stay in and around town that will be right for you.

There are only a few Travelocity-listed options within an easy walking distance from the center of Montecastelli. The Agriturismo Apparita is a good choice as it is only 2 miles (3 kilometers) away.

You could also try the Relais Borgo Santo Pietro as well as the Castello Di Casole. The Relais Borgo Santo Pietro can be found just 12 miles (20 kilometers) away from the middle of Montecastelli. The Castello Di Casole, is 8 miles (13 kilometers) away. The Relais La Suvera along with the La Collegiata are other alternative accommodation options worth checking out around Montecastelli.

If you have time, adventurous travelers could explore the other cultural and scenic delights of Tuscany. Spend time at Tuscany's ruins and you can also fall in love with its rural landscapes. Sporty visitors can also get involved in snowboarding, skiing and snow shoeing in this part of Italy.

Casciana Terme is 25 miles (43 kilometers) to the northwest of Montecastelli and is where you'll find Casciana Thermal Baths and Castello dei Vicari. The Hotel Villa Margherita and Villa Borri are just some examples of the great hotel and apartment options in Casciana Terme. Or, stay the night in Bientina, 35 miles (57 kilometers) to the northwest of Montecastelli, where you can pick from the Hotel Calamidoro and Hotel Boccaccio. If you come to Bientina, be sure to check out the Bientina Town Hall and Church of Santa Maria Assunta.

If you are interested by sports and enjoy watching thrilling games you should really get yourself to Stadio Artemio Franchi, which is found 40 miles (63 kilometers) to the northeast of Montecastelli. Stay in the middle of the action at the Four Seasons Hotel Firenze or the The St. Regis Florence.

Located 40 miles (63 kilometers) away from the heart of Montecastelli is Peretola Airport. Base yourself nearby at Torre di Bellosguardo or Sina Villa Medici.

Frequently asked questions

What are the top kid-friendly hotels in Montecastelli?
Take some of the challenges out of traveling with young ones by staying in a family-friendly hotel in Montecastelli. From fun amenities to innovative services, these stays feature perks that'll help make your getaway run like a dream: You'll be well looked after at Chalet. It comes with a swimming pool, a firepit and a commitment to making families feel welcome. Alternatively, spend your Montecastelli break at Period Holiday Home With Frescoes and Terrace. Take advantage of free WiFi, a fridge and more here.
Where can I find cheap hotels in Montecastelli?
At Travelocity you'll find really nice hotels in Montecastelli at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Montecastelli rather than in Montecastelli. We may find you even better rates, too.
How do I find the best Montecastelli hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Montecastelli then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Montecastelli?
The cheapest hotel in Montecastelli is $57. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Montecastelli?
There are 4,154 hotels in Montecastelli on Travelocity.
What are the best hotels in Montecastelli?
Montecastelli has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Montecastelli for you!
When is the best time to visit Montecastelli?
If you want the joy of a fun-filled trip in peak season, visit Montecastelli during May, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Montecastelli?
Based on historic data is usually the cheapest month to visit Montecastelli. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Montecastelli?
There are multiple hotels in Montecastelli that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Montecastelli. We have plenty of kid-friendly hotels in Montecastelli to choose from on Travelocity!
Why book a hotel in Montecastelli through Travelocity?
Because we have the top hotels in Montecastelli! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Montecastelli on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Montecastelli hotel reviews by fellow wanderers

Hotel Toscana Ambassador

Hotel Toscana Ambassador

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"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. "
A verified traveler stayed at Hotel Toscana Ambassador
Hotel Toscana Ambassador

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