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 12 - Nov 13
Tomorrow
Nov 13 - Nov 14
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

Where to stay in Montaione?

A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.

1. 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 $158
$180 total
includes taxes & fees
Dec 2 - Dec 3
Borgo san Benedetto
A person performing a yoga pose on a wooden deck with a view of a landscape.

2. Castelfalfi

Castelfalfi
5.0 star property
Montaione
9.6 out of 10, Exceptional, (193 reviews)
The price is $820
$913 total
includes taxes & fees
Nov 13 - Nov 14
Castelfalfi
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 $145
$162 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
$148 total
includes taxes & fees
Nov 27 - Nov 28
Hotel Il Castello
A large, two-story building with a symmetrical facade, central courtyard, and a formal garden with tall cypress trees.

5. Villa Lena

Villa Lena
Palaia
9.6 out of 10, Exceptional, (15 reviews)
The price is $222
$248 total
includes taxes & fees
Nov 13 - Nov 14
Villa Lena
A poolside area with lounge chairs and umbrellas, surrounded by a landscaped garden with red flowers.

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 $109
$125 total
includes taxes & fees
Nov 13 - Nov 14
Poderi Arcangelo
A building with multiple arched windows and doors, outdoor seating areas with tables and chairs, and potted plants.

7. 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 $146
$167 total
includes taxes & fees
Dec 5 - Dec 6
Hotel Le Renaie
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 $89
$104 total
includes taxes & fees
Nov 13 - Nov 14
Il Castagnolo Country B&B
A table set for dining with a view of a vineyard.

9. La Cisterna

La Cisterna
3.0 star property
San Gimignano City Centre
9.2 out of 10, Wonderful, (676 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 $94
$110 total
includes taxes & fees
Nov 26 - Nov 27
La Cisterna
A poolside view with lounge chairs and umbrellas, a clear sky, and a distant landscape.

10. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
10.0 out of 10, Exceptional, (2 reviews)
The price is $454
$505 total
includes taxes & fees
Nov 13 - Nov 14
Tenuta Bartoli
A stone building with an arched entrance, ivy-covered walls, and potted plants.

11. 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 $300
$335 total
includes taxes & fees
Nov 14 - Nov 15
Mormoraia
A historic street with a hotel entrance featuring an arched doorway and potted plants.

12. 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 $98
$114 total
includes taxes & fees
Nov 30 - Dec 1
Hotel L' Antico Pozzo San Gimignano
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 $183
$210 total
includes taxes & fees
Nov 21 - Nov 22
Cappuccina Country Resort
A garden with tall cypress trees, a variety of flowering plants, and a clear sky.

14. 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 $238
$262 total
includes taxes & fees
Nov 26 - Nov 27
Relais Sassa al Sole
A neatly made bed with a tablet, two lamps, and towels on a floral-patterned bedspread.

15. Palazzo Mari

Palazzo Mari
San Gimignano City Centre
9.6 out of 10, Exceptional, (84 reviews)
Located near Archaeological Museum and Piazza delle Erbe, this B&B offers free WiFi and daily housekeeping. Slip into provided slippers after exploring nearby attractions, with Florence Airport just 70 minutes away and Poggibonsi-San Gimignano Station a 24-minute drive.
The price is $70
$83 total
includes taxes & fees
Nov 21 - Nov 22
Palazzo Mari
An outdoor courtyard with stone walls, arched doorways, and potted plants.

16. 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 26 - Nov 27
Residenza d'Epoca Palazzo Buonaccorsi
An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.

17. 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 $107
$124 total
includes taxes & fees
Nov 14 - Nov 15
Hotel Leon Bianco
A stone building with a swimming pool, outdoor seating, and a waterfall feature.

18. Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
9.8 out of 10, Exceptional, (78 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 $151
$172 total
includes taxes & fees
Nov 28 - Nov 29
Tenuta Sovestro - Agriturismo e Winery
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.

19. Hotel Le Colline

Hotel Le Colline
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (146 reviews)
Immerse yourself in this Tuscan property featuring a winery, seasonal outdoor pool, and local cuisine at Ristorante Da Nisio. Premium rooms with rainfall showers complement the serene setting near Sovestro in Poggio Winery.
The price is $103
$120 total
includes taxes & fees
Nov 14 - Nov 15
Hotel Le Colline
A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.

20. 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 $132
$152 total
includes taxes & fees
Nov 26 - Nov 27
Hotel Sovestro
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

pet friendly image
Pet friendly
Pet friendly
hot tub image
Hot tub
Hot tub

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.