Rolling hills, a winding road, and scattered trees.

Montaione hotels from RM385

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5 Oct - 6 Oct
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6 Oct - 7 Oct
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9 Oct - 11 Oct
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16 Oct - 18 Oct

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Our top choices for Montaione hotels

A person performing a yoga pose on a wooden deck with a view of a landscape.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.
A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.
A spacious interior with arched brick ceilings, a central dining area, and a cozy seating arrangement.

1. Castelfalfi

Castelfalfi
Montaione
United States
Evelin
RM3,385
RM3,770 total
includes taxes & fees
23 Oct - 24 Oct
Castelfalfi
An outdoor patio with a table and chairs, a stone building with a balcony, and a sign that reads "Cucco".
A hallway with a large painting of a rural scene, a cushioned bench, and a view of the outdoors through a glass door.
A stone building with a paved entrance and a decorative archway with red flowers.
A buffet setup with various food items and a view of the outdoors through large windows.

2. Hotel le Macine

Hotel le Macine
Montaione
Canada
Amanda
RM376
RM432 total
includes taxes & fees
8 Oct - 9 Oct
Hotel le Macine
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A stone building with a tiled patio, surrounded by neatly trimmed hedges and tall trees.
A wine cellar with wooden shelves stocked with various bottles and glasses.
A bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.

3. Borgo san Benedetto

Borgo san Benedetto
Montaione
Canada
Jo-Ann
RM720
RM820 total
includes taxes & fees
29 Oct - 30 Oct
Borgo san Benedetto
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A bedroom with a large ornate mirror, a wooden dresser with decorative items, and a bed with white bedding.
A rustic dining area with stone walls, wooden tables, and hanging light fixtures.
A swimming pool with a clear blue water, surrounded by greenery and a building in the background.

4. Villa Sestilia

Villa Sestilia
Montaione
United States
Christian
RM665
RM745 total
includes taxes & fees
3 Nov - 4 Nov
Villa Sestilia
A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.
A restaurant with a wooden bar, tables set for dining, and a view of the outdoors.
A rural village with stone buildings, a paved road, and a vineyard in the foreground.
A swimming pool with lounge chairs and a terracotta pot.

5. Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
United Kingdom
Shifnaz
RM368
RM419 total
includes taxes & fees
6 Oct - 7 Oct
Tenuta Castellare di Tonda
A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
A two-story building with a tiled roof, a central entrance, and a small balcony.
A restaurant with brick arches, wooden ceiling beams, and tables set for dining.
A table set for dining outdoors with a view of the garden and trees.

6. Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
United States
robin
RM325
RM385 total
includes taxes & fees
13 Oct - 14 Oct
Boccioleto Resort&Spa
A kitchen with wooden cabinets, a dining table with chairs, and a hanging light fixture.
A stone building with a patio area featuring outdoor furniture and a table.
A courtyard with stone buildings, a grassy area, and a brick wall.
A stone building with a sloped roof, surrounded by well-maintained grass and a few trees.

7. Toscana Vacanze

Toscana Vacanze
MONTAIONE
RM675
RM1,170 total
includes taxes & fees
30 Oct - 31 Oct
Toscana Vacanze
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
A courtyard with a stone bridge over a small water feature, surrounded by greenery and a building with arched windows.
A large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.
A courtyard with a lawn, seating area, and a weeping willow tree.

8. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
Canada
Arash
RM521
RM601 total
includes taxes & fees
18 Oct - 19 Oct
LHP Certaldo Resort
A dining area with a table set for four, overlooking a scenic landscape.
A buffet setup with various food items and a seating area with wicker chairs and tables.
A pool with a view of rolling hills and distant buildings.
A room with a bed, a wooden table, a chair, and a window with curtains.

9. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
United States
Hector
RM461
RM530 total
includes taxes & fees
2 Nov - 3 Nov
Poderi Arcangelo
A stone building with an arched entrance, ivy-covered walls, and potted plants.
A cozy room with a glass door leading to a pool area, a wooden bench, and a table with glasses and a bottle.
A cozy kitchen with a wooden bench, a dining table, and a view of a garden through arched windows.
A kitchen with a herringbone tile floor, a breakfast bar with fruit and bread, and a view of a garden through a glass door.

10. Mormoraia

Mormoraia
San Gimignano
United States
Kathleen
RM1,133
RM1,270 total
includes taxes & fees
20 Oct - 21 Oct
Mormoraia
A modern interior with a bar area, pendant lighting, and a vase with flowers on a counter.
A pathway flanked by tall, slender trees leading to a distant point.
A spacious living area with a fireplace, comfortable seating, and an arched doorway.
A dining area with a table set for two, overlooking a vineyard.

11. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
RM1,881
RM2,092 total
includes taxes & fees
6 Oct - 7 Oct
Tenuta Bartoli
A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.
A restaurant with multiple tables and chairs, a wall decorated with plates, and a buffet area with food items.
A stone building with a rustic garden, a hanging light fixture, and a gravel path.
A pool area with lounge chairs and a view of the countryside.

12. il Casale del Cotone

il Casale del Cotone
San Gimignano
United States
Mary
RM708
RM802 total
includes taxes & fees
31 Oct - 1 Nov
il Casale del Cotone
A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.
A hotel room with a bed, a desk, a chair, a TV, and a balcony with a view.
A historic square with stone buildings, a central fountain, and a tower.
A lobby with a reception desk, a staircase, and seating areas.

13. La Cisterna

La Cisterna
San Gimignano City Centre
United States
Cynthia
RM406
RM474 total
includes taxes & fees
5 Nov - 6 Nov
La Cisterna
A stone building with a swimming pool, outdoor seating, and a waterfall feature.
A gravel driveway leading to a stone building with a garden and tall trees.
A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.
A buffet setup with various food items and beverages, wooden crates, and a stone wall background.

14. Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
Mexico
J MANUEL
RM669
RM759 total
includes taxes & fees
1 Nov - 2 Nov
Tenuta Sovestro - Agriturismo e Winery
A table set for dining with a view of a hilltop town.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
A view through a window of a well-maintained garden with neatly trimmed hedges and tall trees.
A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.

15. La Collegiata

La Collegiata
San Gimignano
Norway
Johanne Kristine
RM470
RM549 total
includes taxes & fees
30 Oct - 31 Oct
La Collegiata
A historic street with a hotel entrance featuring an arched doorway and potted plants.
An outdoor dining area with stone walls, potted plants, and a table set for two.
A bedroom with a bed, a desk with a chair, a fireplace, and a window with a view of buildings.
A cozy bar area with brick arches, white leather chairs, and a bar counter stocked with bottles.

16. Hotel L' Antico Pozzo San Gimignano

Hotel L' Antico Pozzo San Gimignano
San Gimignano City Centre
United States
Michael
RM414
RM483 total
includes taxes & fees
4 Nov - 5 Nov
Hotel L' Antico Pozzo San Gimignano
A dining table with a view of a pool and landscaped garden.
A room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.
A garden area with potted plants, a red scooter, and a white umbrella.
A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.

17. Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
United States
Ronaldo
RM428
RM503 total
includes taxes & fees
20 Oct - 21 Oct
Relais Santa Chiara Hotel by Double Hospitality
An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.
A reception desk with a curved design, a framed painting above it, a potted plant to the right, and a window with curtains.
A desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.
A gym with treadmills, weight machines, and free weights.

18. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
CINTHIA ELAINE DE
RM444
RM516 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Leon Bianco
A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.
A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.
A large estate with a swimming pool, surrounded by lush greenery and rolling hills.
An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.

19. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
Canada
Jodie
RM698
RM795 total
includes taxes & fees
16 Oct - 17 Oct
Hotel Casolare Le Terre Rosse
A stone building with a swimming pool, outdoor seating, and trees.
A view through a window of a stone wall with two towers, one with a pointed roof and the other with a rounded top.
A bedroom with a bed, a lamp, a chandelier, and curtains.
A stone building with a tiled roof, outdoor seating area with lounge chairs, and a gravel path.

20. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
United States
Allan
RM476
RM547 total
includes taxes & fees
6 Oct - 7 Oct
Il Castagnolo Country B&B
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Stay near popular Montaione attractions

Castelfalfi Golf Course

9.6/10 (11 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

9.2/10 (5 reviews)
Monastery of San Vivaldo is just one of the places to see in San Vivaldo, so why not enjoy the other things to explore during your travels? Discover the beautiful countryside and wineries in this relaxing area.
See properties

Learn more about Montaione

Medieval stone buildings surround Montaione's central piazza, where locals gather at cafรฉs serving Tuscan specialities 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
A historical building with a covered porch, columns, and a bell tower, surrounded by trees and a grassy area.

Top Montaione Hotel Reviews

Castelfalfi

Castelfalfi

10/10 Excellent
"The true meaning of Perfection. I've never said that about any accommodations"
Larry 4-night trip
Posted 5 days ago
Castelfalfi
Calanchi Apartments

Calanchi Apartments

8/10 Good
"great property with staff and reception ready to help wt a moments notice. Awesome pool and a gorgeous view of the hillside. Also features a beautiful sunset scenic view. Many bugs in the area and some may get into the rooms."
Isaac 4-night trip
Posted 1 month ago
Calanchi Apartments
Boccioleto Resort&Spa

Boccioleto Resort&Spa

8/10 Good
"The property was located in a central area we could reach all small towns"
Lawrence 6-night trip
Posted 1 month ago
Boccioleto Resort&Spa
Hotel le Macine

Hotel le Macine

10/10 Excellent
"Staff was very friendly and helpful. Property was nicely kept, clean and beautiful view from the courtyard."
Amanda 1-night trip
Posted 3 months ago
Hotel le Macine
Borgo san Benedetto

Borgo san Benedetto

10/10 Excellent
"Stayed for one week family of 4, 2 kids ages 9 and 4. We had a great time. Staff (Gulia) was super helpful was waiting for us late for our check in as our flight was delayed. The apt was spotless and the kitchen was fully equipped. We had enough detergents, towels everything a family with kids would need. My husband and daughter played tennis everyday. Kids played ping pong and at the playground and we enjoyed the pools so much! We had an excellent dinner at casa masi for my birthday too. Just a fee minutes away by car to coop to buy some groceries. Overall it was an excellent experience"
Suleen 7-night trip
Posted 3 months ago
Borgo san Benedetto
Tenuta Castellare di Tonda

Tenuta Castellare di Tonda

8/10 Good
"We thought they would be serving dinner every night but there was no chef! So no Dinner service. Good A/C. Breakfast buffet was great, bartender made sandwiches and salads at lunch time. Be prepared to drive windy dark roads at night to find restaurants, 10-20 minutes away. Also we were charged additional fees for early checkin and late checkout, I found this to be excessive. We found their local white wine is not very good (buttery, and perfumy)"
Richard 3-night trip
Posted 3 months ago
Tenuta Castellare di Tonda

More cheap stays in Montaione

Agriturismo Belmonte Vacanze

Agriturismo Belmonte Vacanze

Via Torri 62 Lano Montaione FI
Get rates
9.2/10 Wonderful! (5 reviews)
Agriturismo Belmonte Vacanze
Agriturismo Poggio Pistolese

Agriturismo Poggio Pistolese

Strada Provinciale Samminiatese Montaione FI
Get rates
8/10 Very good! (12 reviews)
Agriturismo Poggio Pistolese

Frequently asked questions

Where is the best place for a stay in Montaione?
Castelfalfi is one of the top choices for your stay based on our traveller data. This hotel offers a winery and a full-service spa. Other good choices for your trip include Boccioleto Resort&Spa and Tenuta Castellare di Tonda. See all available top hotels, or vacation rentals in Montaione.
What are some of the best holiday rentals that Montaione has to offer?
Calanchi Apartments: This highly rated holiday home rental in Montaione offers an outdoor pool, a rooftop terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games. 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 that most hotel bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you may still be able to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Montaione.
What's the best family accommodation in Montaione?
Castelfalfi is a hotel with a children's club and 4 restaurants, and it's a top choice on Expedia for families. Other good choices for your family trip include Boccioleto Resort&Spa and Borgo san Benedetto. Also, attractions in the area such as Chianti Observatory and Il Fiaschetto are fun for children of all ages. Find more child-friendly accommodations in Montaione.
What's the best LGBTQ-friendly place to stay in Montaione?
Castelfalfi is a top LGBTQ-friendly hotel that features a winery and a full-service spa. Tenuta Castellare di Tonda is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Montaione.
What's the best dog-friendly hotel in Montaione?
Castelfalfi is a top hotel for people travelling with their pets, and offers 4 restaurants and a full-service spa for its human guests. Other good choices for you and your pet include Boccioleto Resort&Spa and Borgo san Benedetto. See more pet-friendly hotel accommodations in Montaione.
What's the best luxury hotel in Montaione?
Castelfalfi is a luxury hotel with a winery and 4 restaurants, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Montaione.
What's the best hotel for a golf holiday in Montaione?
Boccioleto Resort&Spa is a top hotel that has an adjacent golf course and features free breakfast. Another good option is Agriturismo Belmonte Vacanze if you'd like to stay near a golf course while in town. You can tee off at Castelfalfi Golf Course during your trip.
What are some accommodation options with pools in Montaione?
Castelfalfi: Features 4 restaurants, a seasonal outdoor pool and a full-service spa. Boccioleto Resort&Spa and Tenuta Castellare di Tonda are two additional hotels that feature an on-site pool. View all hotels with pools in Montaione.
What is the best spa hotel in Montaione?
Castelfalfi is a top luxury spa hotel featuring 4 restaurants, a vineyard, a rooftop terrace and a 24-hour fitness centre. Treat yourself to a facial, body scrub or deep-tissue massage at the on-site spa. Other popular spa hotels in Montaione include Boccioleto Resort&Spa and Tenuta Castellare di Tonda. See all spa hotels in Montaione.
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 551 hotels and other accommodation options to choose from. Find out more about Montaione.
What is there to see in Montaione?
A favourite place to visit is Castelfalfi Golf Course. You'll also find Casa del Boccaccio and Vernaccia di San Gimignano Wine Museum in the area. Take a look at what more there is to see and do in Expedia's Montaione guide.
What's the weather like in Montaione?
The hottest months are usually August and July, with an average temperature of 23ยฐC, while the coldest months are January and February, with an average of 7ยฐC. Average annual precipitation for Montaione is 1067 mm.

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