Hotels in Montaione

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Nov 15 - Nov 16
Tomorrow
Nov 16 - Nov 17
Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29

Where to stay in Montaione?

A person performing a yoga pose on a wooden deck with a view of a landscape.

1. Castelfalfi

Castelfalfi
5.0 star property
Montaione
9.6 out of 10, Exceptional, (194 reviews)
The price is $809
$901 total
includes taxes & fees
Nov 28 - Nov 29
Castelfalfi
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.

2. Borgo san Benedetto

Borgo san Benedetto
Montaione
9.6 out of 10, Exceptional, (57 reviews)
Located in Montaione near Castelfalfi Golf Course, this family-friendly retreat offers regional cuisine at Casa Masi restaurant and a seasonal outdoor pool. Enjoy the tennis court, bar, and free WiFi after exploring nearby Castello di Coiano.
The price is $157
$179 total
includes taxes & fees
Dec 2 - Dec 3
Borgo san Benedetto
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.

3. Villa Sestilia

Villa Sestilia
Montaione
9.6 out of 10, Exceptional, (19 reviews)
Immerse in Tuscany's charm at this family-friendly B&B featuring 2 outdoor pools, a children's pool, and tennis court. Savor local cuisine at Casa Masi restaurant or unwind at the bar. Near Castelfalfi Golf Course with free breakfast and parking.
The price is $144
$161 total
includes taxes & fees
Dec 8 - Dec 9
Villa Sestilia
A narrow cobblestone street lined with traditional brick buildings, outdoor seating with wicker chairs and tables, and hanging lanterns.

4. Hotel Il Castello

Hotel Il Castello
Certaldo Alto
9.8 out of 10, Exceptional, (20 reviews)
Immerse yourself in historic Certaldo at this charming hotel with a welcoming bar and café. Just 8 minutes from the train station and near Museum of Sacred Art, enjoy free breakfast and WiFi while exploring local treasures.
The price is $129
$147 total
includes taxes & fees
Nov 25 - Nov 26
Hotel Il Castello
A building with multiple arched windows and doors, outdoor seating areas with tables and chairs, and potted plants.

5. Hotel Le Renaie

Hotel Le Renaie
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (34 reviews)
Immerse in Hotel Le Renaie's seasonal outdoor pools, both for adults and children, while savoring local cuisine at Leonetto restaurant. Free WiFi and parking complement this convenient location near archaeological treasures and a train station.
The price is $145
$166 total
includes taxes & fees
Dec 5 - Dec 6
Hotel Le Renaie
A spacious dining area with high ceilings and large windows offering a view of the landscape.

6. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
9.0 out of 10, Wonderful, (389 reviews)
Sip local wines at this Tuscan retreat's winery before dining on regional cuisine. 3 outdoor pools provide refreshing options while free WiFi and parking add convenience. Nearby attractions include Casa del Boccaccio, with Florence Airport just an hour away.
The price is $107
$124 total
includes taxes & fees
Nov 26 - Nov 27
Poderi Arcangelo
A poolside view with lounge chairs and umbrellas, a clear sky, and a distant landscape.

7. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
10.0 out of 10, Exceptional, (2 reviews)
The price is $451
$502 total
includes taxes & fees
Dec 1 - Dec 2
Tenuta Bartoli
A stone building with a swimming pool, outdoor seating, and trees.

8. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
9.0 out of 10, Wonderful, (66 reviews)
Immerse yourself in Tuscan charm at this country B&B with outdoor and private pools near Archaeological Museum. Unwind at the bar/lounge or poolside bar after exploring local attractions. Free WiFi and parking enhance your serene Italian getaway.
The price is $91
$106 total
includes taxes & fees
Nov 20 - Nov 21
Il Castagnolo Country B&B
A historic street with a hotel entrance featuring an arched doorway and potted plants.

9. Hotel L' Antico Pozzo San Gimignano

Hotel L' Antico Pozzo San Gimignano
3.0 star property
San Gimignano City Centre
9.2 out of 10, Wonderful, (280 reviews)
Tucked in the heart of San Gimignano, this charming hotel offers a serene garden, cozy bar, and on-site café. Near Archaeological Museum and Piazza delle Erbe, guests enjoy attentive service and convenient room service after exploring medieval treasures.
The price is $100
$117 total
includes taxes & fees
Nov 19 - Nov 20
Hotel L' Antico Pozzo San Gimignano
A stone building with an arched entrance, ivy-covered walls, and potted plants.

10. Mormoraia

Mormoraia
San Gimignano
9.6 out of 10, Exceptional, (234 reviews)
Wake up to picturesque views at this Tuscan farmhouse featuring a seasonal outdoor pool and poolside bar. Sample regional cuisine at Il Fienile restaurant after indulging in spa treatments. Just minutes from Tenuta Torciano Winery with free WiFi and parking.
The price is $298
$333 total
includes taxes & fees
Nov 16 - Nov 17
Mormoraia
A table set for dining with a view of a vineyard.

11. La Cisterna

La Cisterna
3.0 star property
San Gimignano City Centre
9.2 out of 10, Wonderful, (677 reviews)
This charming hotel in San Gimignano offers regional cuisine at Le Terrazze restaurant and convenient bar service. Just moments from Medieval Criminal and Torture Museum, guests enjoy free WiFi and room service during their stay.
The price is $93
$109 total
includes taxes & fees
Nov 28 - Nov 29
La Cisterna
A garden with tall cypress trees, a variety of flowering plants, and a clear sky.

12. Relais Sassa al Sole

Relais Sassa al Sole
San Miniato
9.8 out of 10, Exceptional, (57 reviews)
Unwind at this charming countryside retreat with an outdoor pool and poolside bar. Enjoy deep-tissue massages or facials, then savor local cuisine at Opéra restaurant. Just minutes from cultural attractions with free WiFi and parking for seamless exploration.
The price is $218
$240 total
includes taxes & fees
Nov 22 - Nov 23
Relais Sassa al Sole
Terrace/patio

13. Cappuccina Country Resort

Cappuccina Country Resort
4.0 star property
San Gimignano
8.8 out of 10, Excellent, (109 reviews)
Discover the beauty of the Tuscan countryside at this charming resort near San Gimignano. Savor meals at Ristorante La Cappuccina, cool off in the seasonal outdoor pool, or unwind with drinks at the poolside bar while taking in magnificent rooftop vistas.
The price is $186
$212 total
includes taxes & fees
Nov 20 - Nov 21
Cappuccina Country Resort
A stone building with a swimming pool, outdoor seating, and a waterfall feature.

14. Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
9.8 out of 10, Exceptional, (79 reviews)
Immerse yourself in this countryside farm stay featuring an inviting outdoor pool and convenient pool bar. Enjoy complimentary breakfast and WiFi while exploring nearby attractions like Sovestro in Poggio Winery, just 16 minutes from Poggibonsi-San Gimignano Station.
The price is $150
$171 total
includes taxes & fees
Nov 27 - Nov 28
Tenuta Sovestro - Agriturismo e Winery
An outdoor courtyard with stone walls, arched doorways, and potted plants.

15. Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
8.6 out of 10, Excellent, (207 reviews)
Immerse yourself in Italian charm at this historic guesthouse near Archaeological Museum. Enjoy outdoor tennis courts, hiking trails, mountain biking, and tennis lessons surrounded by Tuscan beauty. The garden and terrace provide peaceful spots to unwind after exploring.
The price is $75
$88 total
includes taxes & fees
Nov 16 - Nov 17
Residenza d'Epoca Palazzo Buonaccorsi
A balcony with a view of the sunset, a pool, and a metal container with rocks.

16. Hotel Torciano Vecchio Asilo

Hotel Torciano Vecchio Asilo
3.0 star property
San Gimignano
9.6 out of 10, Exceptional, (55 reviews)
The price is $225
$254 total
includes taxes & fees
Dec 12 - Dec 13
Hotel Torciano Vecchio Asilo
A vineyard landscape with a wooden fence and red foliage in the foreground.

17. I Coppi

I Coppi
San Gimignano
9.8 out of 10, Exceptional, (74 reviews)
The price is $155
$176 total
includes taxes & fees
Nov 21 - Nov 22
I Coppi
An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.

18. Hotel Leon Bianco

Hotel Leon Bianco
3.0 star property
San Gimignano City Centre
9.4 out of 10, Exceptional, (618 reviews)
Tucked in central San Gimignano, this charming hotel puts you steps from Piazza della Cisterna and the Medieval Museum. After sightseeing, relax in the hot tub, workout at the fitness center, or enjoy a drink at the bar.
The price is $105
$123 total
includes taxes & fees
Nov 16 - Nov 17
Hotel Leon Bianco
A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.

19. Hotel Sovestro

Hotel Sovestro
3.0 star property
San Gimignano
9.6 out of 10, Exceptional, (350 reviews)
Feel the Tuscan breeze at this countryside hotel where 2 outdoor pools invite refreshment. Italian cuisine at Da Pode restaurant pairs perfectly with local wines. Located near Sovestro in Poggio Winery with easy access to San Gimignano attractions.
The price is $130
$150 total
includes taxes & fees
Nov 16 - Nov 17
Hotel Sovestro
An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.

20. Albergo Etruria

Albergo Etruria
3.0 star property
Volterra
9.6 out of 10, Exceptional, (204 reviews)
Start each day with free breakfast in this Tuscan retreat near Torre del Porcellino. Unwind with drinks at the bar or grab snacks from the deli. Free WiFi and parking make exploration easy, while the bike shop adds adventure to your stay.
The price is $93
$108 total
includes taxes & fees
Nov 16 - Nov 17
Albergo Etruria
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.
View all properties

Go beyond your typical stay in Montaione

Pool image
Pool
Pool
pet friendly image
Pet friendly
Pet friendly

When is the best time to visit Montaione?

Our prices for hotels in Montaione are cheapest in January

Price trends for hotels in Montaione

Pricing is based on two traveler single night rates
View properties in November
Currently viewing crowd sizes and weather for November.

November

High 14°C / low 7°C. Sunny most days.
14°
weather_sun
November, no crowd data, average high temperature 14 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
7°
10°
weather_sun
December, no crowd data, average high temperature 10 degrees Celsius, average low temperature 3 degrees Celsius. Sunny most days.
3°
9°
weather_partly_sunny
January, no crowd data, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
11°
weather_partly_sunny
February, no crowd data, average high temperature 11 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
15°
weather_sun
March, no crowd data, average high temperature 15 degrees Celsius, average low temperature 4 degrees Celsius. Sunny most days.
4°
18°
weather_sun
April, no crowd data, average high temperature 18 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
22°
weather_sun
May, no crowd data, average high temperature 22 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
27°
weather_sun
June, no crowd data, average high temperature 27 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
31°
weather_sun
July, no crowd data, average high temperature 31 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
31°
weather_sun
August, no crowd data, average high temperature 31 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
26°
weather_sun
September, no crowd data, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
20°
weather_sun
October, no crowd data, average high temperature 20 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
Monthly weather averages (˚C)

Top landmarks in Montaione

Castelfalfi Golf Course

9.6/10 (11 reviews)
You might want to practice your swing at Castelfalfi Golf Course, a golf course located 0.5 mi (0.9 km) from central Castelfalfi.
See properties

Learn more about Montaione

The region around Montaione is home to attractions such as Castelfalfi Golf Course and Casa del Boccaccio.

See all hotels in Montaione
A historical building with a covered porch, columns, and a bell tower, surrounded by trees and a grassy area.

Check out reviews of Montaione hotels guests love

A person performing a yoga pose on a wooden deck with a view of a landscape.
Castelfalfi

Castelfalfi

Castelfalfi
Montaione

10/10 Exceptional

Very very nice hotel!! Awesome hotel!!
United States
Ann
Reviewed April 4, 2025
Castelfalfi

Frequently Asked Questions

What accommodations do travelers like in Montaione?

Guests like Castelfalfi, Boccioleto Resort&Spa and Tenuta Castellare di Tonda.

Can I book a refundable hotel in Montaione?

If you're looking for the flexibility to change your plans to Montaione, most accommodations offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Montaione if I want a vacation home instead of a hotel?

If you're looking for a good alternative to a hotel, look over our selection of 49 vacation homes. You can also book one of 115 apartments or 59 villas.

What will the weather in Montaione be like during my trip?

August and July are typically the warmest months in Montaione when the average temp is 73°F. January and February are the coldest months when the average temperature is 44°F. November and October are the months with the most rain.

Why should I book my Montaione hotel with Hotels.com?

There are lots of reasons to book your Montaione trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.