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Compare 585 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

2 outdoor pools, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers
Borgo san Benedetto

Borgo san Benedetto

Montaione
9.4 out of 10, Exceptional, (50)
"Lovely grounds, beautiful apartment, grocery stores close by, great jumping off point for exploring Tuscany!"
United States
Suzana
Borgo san Benedetto
Food and drink
Villa Sestilia

Villa Sestilia

Montaione
9.6 out of 10, Exceptional, (17)
"This is a lovely country property, perfect for relaxing and resting"
United States
Christian
The price is ￥22,063
￥24,812 total
includes taxes & fees
Dec 14 - Dec 15
Villa Sestilia
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas
Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (478)
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is ￥14,797
￥17,361 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Borgo di Cortefreda Relais
2 restaurants, breakfast, lunch, dinner served; international cuisine
COMO Castello Del Nero

COMO Castello Del Nero

5.0 star property
Barberino Tavarnelle
9.6 out of 10, Exceptional, (132)
"Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). "
United States
Matthew
The price is ￥129,767
￥144,190 total
includes taxes & fees
Dec 14 - Dec 15
COMO Castello Del Nero
Aerial view
Relais Villa Olmo

Relais Villa Olmo

Impruneta
9.4 out of 10, Exceptional, (227)
"This is a beautiful Villa with a stunning views. Rooms were large and very clean and the location was wonderful. It was close to Florence and ideal for exploring Tuscany. Restaurant offered delicious buffet breakfast and many other wonderful local dishes for lunch and dinner. I would highly recommend this Villa and would love to stay here again."
United States
Ewa
Relais Villa Olmo
Interior
Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA

4.0 star property
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (432)
"Beautiful hotel and spa. Excellent amenities and modern luxuries. "
United States
George
Hotel Palazzo San Lorenzo & SPA
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 ￥23,868
￥26,798 total
includes taxes & fees
Dec 8 - Dec 9
Villa Sabolini
Exterior
Borgo Di Colleoli Resort

Borgo Di Colleoli Resort

Palaia
9.0 out of 10, Wonderful, (92)
"Hotell is at very beautiful place in mountain. However since we were only passing by (stayed 1 night) was it very long drive to there. I recommend to stay 2-3 nights to enjoy the beauty of the place."
Norway
Mohsen
Borgo Di Colleoli Resort
Seasonal outdoor pool, open 11:00 AM to 7:00 PM, pool umbrellas
Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5.0 star property
Oltrarno
8.8 out of 10, Excellent, (400)
"Very nice quite resort with a very nice poot and great breakfast "
Germany
Jörg
Villa Tolomei Hotel & Resort
Lunch, dinner served; Italian cuisine, pool views
Hotel Borgo San Luigi

Hotel Borgo San Luigi

4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (402)
"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "
United States
Allyson
Hotel Borgo San Luigi
Front of property - evening/night
Hotel Toscana Ambassador

Hotel Toscana Ambassador

4.0 star property
Poggibonsi
8.0 out of 10, Very Good, (313)
"Wonderful breakfast. Good location!"
Canada
Karen
The price is ￥9,728
￥10,701 total
includes taxes & fees
Dec 21 - Dec 22
Hotel Toscana Ambassador
Exterior
L'Antico Pozzo

L'Antico Pozzo

3.0 star property
San Gimignano City Centre
9.2 out of 10, Wonderful, (263)
"Beautiful hotel "
United Kingdom
Julie
The price is ￥19,564
￥22,605 total
includes taxes & fees
Dec 9 - Dec 10
L'Antico Pozzo
Minibar, in-room safe, desk, laptop workspace
Hotel Leon Bianco

Hotel Leon Bianco

3.0 star property
San Gimignano City Centre
9.4 out of 10, Exceptional, (574)
"Great breakfast, clean room, great staff, and great value overall"
Canada
Brandon
The price is ￥21,679
￥24,931 total
includes taxes & fees
Dec 27 - Dec 28
Hotel Leon Bianco
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
Lunch, dinner served; local cuisine, pool views
Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica

San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (145)
"Wonderful stay."
United States
Nancy
The price is ￥48,500
￥53,531 total
includes taxes & fees
Dec 29 - Dec 30
Villa il Poggiale - Dimora Storica
Exterior
Hotel Da Vinci

Hotel Da Vinci

4.0 star property
Vinci
8.6 out of 10, Excellent, (174)
"Great stop for an overnight on way to Siena"
United Kingdom
andrea
Hotel Da Vinci
Garden
Villa Castiglione

Villa Castiglione

2.0 star property
Impruneta
8.6 out of 10, Excellent, (256)
"Nice and cute place. Great price. "
United States
Jozsef
The price is ￥10,520
￥12,115 total
includes taxes & fees
Dec 8 - Dec 9
Villa Castiglione
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 ￥19,066
￥22,057 total
includes taxes & fees
Dec 8 - Dec 9
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
Aerial view
Il Borgo Di Villa Castelletti

Il Borgo Di Villa Castelletti

3.0 star property
Signa
9.6 out of 10, Exceptional, (354)
"Great staff, brilliant breakfast!"
United Kingdom
John
Il Borgo Di Villa Castelletti
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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Stay near popular Montaione attractions

Castelfalfi Golf Course

4.5/5 (2 reviews)
Enjoy a round of golf in Castelfalfi at Castelfalfi Golf Course. Discover the beautiful countryside in this relaxing area.
See properties

Monastery of San Vivaldo

4.0/5 (2 reviews)
You can learn about the history of San Vivaldo with a trip to Monastery of San Vivaldo. Discover the beautiful countryside and wineries in this quaint area.
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Learn more about Montaione

Medieval stone buildings surround Montaione's central piazza, where locals gather at cafés serving Tuscan specialties and regional wines. Rent bikes to explore nearby vineyards, or join cooking classes that teach traditional pasta-making with ingredients from the town's weekly market.

See all hotels in Montaione
Landgut

Top Montaione Hotel Reviews

Castelfalfi

Castelfalfi

10/10 Excellent
"Beautiful property "
steven 2-night trip
Posted 3 weeks ago
Castelfalfi
Boccioleto Resort&Spa

Boccioleto Resort&Spa

10/10 Excellent
"Staff were very friendly and the rooms were clean and spacious! "
Jessica 2-night trip
Posted 3 weeks ago
Boccioleto Resort&Spa

More cheap stays in Montaione

Agriturismo Belmonte Vacanze

Agriturismo Belmonte Vacanze

Via Torri 62 Lano Montaione FI
Get rates

Frequently asked questions

Where is the best place for a stay in Montaione?
Castelfalfi is ranked highly by Expedia customers. This hotel offers a winery and a full-service spa. Other top choices based on reviews include Boccioleto Resort&Spa and Borgo san Benedetto. See all available top hotels, or vacation rentals in Montaione.
What's the top vacation rental in Montaione?
Farmhouse in the heart of the real chiantishire: This vacation home rental outside of Montaione is located in a rural location and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. See all vacation rentals in Montaione.
If I need to cancel my hotel reservation in Montaione, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Montaione.
Where can I learn more about changing or cancelling my trip to Montaione?
To access more information about changing or cancelling your trip to Montaione, head over to our customer service page.
What's the best place to stay for a family vacation in Montaione?
Castelfalfi is a hotel with a kids' club and 5 restaurants, and it's a top choice on Expedia for families. Other good options for your family trip include Boccioleto Resort&Spa and Borgo san Benedetto. Attractions in the area like Pasta Martelli and Il Fiaschetto are also fun for kids of all ages. Find more child-friendly accommodations in Montaione.
What is the top LGBTQ-friendly accommodation in Montaione?
Castelfalfi is a top LGBTQ-friendly hotel that features a winery and a full-service spa. See all available hotels listed as LGBTQ-friendly in Montaione.
What's the best pet-friendly hotel in Montaione?
Castelfalfi is a top hotel for people traveling with their pets, and offers 5 restaurants and a full-service spa for its human guests. Two other good options for you and your pet's trip include Boccioleto Resort&Spa and Borgo san Benedetto. See more pet-friendly hotel accommodations in Montaione.
Where is the best hotel to stay with easy access to Villa da Filicaja?
Adjacent to Villa da Filicaja, ANSEDONIA- Barn- Agriturismo Rigone in Chianti is one of the top choices for your stay based on our traveler data. Other good choices close by include POPULONIA - Farmhouse - Agriturismo Rigone in Chianti and VETULONIA- Tabaccaia- Agriturismo Rigone in Chianti.
What's the best luxury accommodation in Montaione?
Castelfalfi is a luxury hotel with a winery and 5 restaurants, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Another upscale option for your trip is Castelfalfi. Find more luxury hotels in Montaione.
What's the best place to stay if I'm looking to play golf in Montaione?
Boccioleto Resort&Spa is a top hotel that has an adjacent golf course and features free breakfast. Other good options if you'd like to stay near a golf course include Da Tilli alla Fornace and Agriturismo Belmonte Vacanze. You can tee off at Castelfalfi Golf Course during your trip. See more golf hotels in Montaione.
What are some accommodations with pools in Montaione?
Boccioleto Resort&Spa: Features a sauna, a seasonal outdoor pool, and a rooftop terrace. Castelfalfi and Castellare di Tonda Resort & Spa are two additional hotels with an onsite pool. View all hotels with pools in Montaione.
What is the best spa hotel in Montaione?
Castelfalfi is a top luxury spa hotel featuring 5 restaurants, a vineyard, a rooftop terrace, and a 24-hour fitness center. Treat yourself to a facial, body scrub, or deep-tissue massage at the onsite spa. Another popular spa hotel in Montaione is Boccioleto Resort&Spa. See all spa hotels in Montaione.
What's the best hotel in Montaione with a water park on-site or close by?
Vallacchi b&b a Country House in the heart Tuscan, by small family or couple is a favorite water park hotel in MontaioneCheck out all hotels with or near waterparks in Montaione.
What is the best accommodation for staying close to 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.
What's it like staying in Montaione?
Visitors can enjoy all that Montaione has to offer including the wineries, golf courses, and spas. Tourists can also enjoy so much more including its seafood restaurants. In Montaione, there are 580 hotels and other accommodations to choose from. Find out more about Montaione.
What are the top places to visit in Montaione?
A couple of favorite places to visit are Monastery of San Vivaldo and Castelfalfi Golf Course. You'll also find Casa del Boccaccio and Vernaccia di San Gimignano Wine Museum in the area. Check out what more to see and do in Expedia's Montaione guide.
What's the seasonal weather like in Montaione?
The hottest months are usually August and July with an average temp of 73°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Montaione is 42 inches.

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