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 5 - Nov 6
Tomorrow
Nov 6 - Nov 7
This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

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, (192 reviews)
The price is $823
$916 total
includes taxes & fees
Nov 8 - Nov 9
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 $160
$182 total
includes taxes & fees
Dec 2 - Dec 3
Borgo san Benedetto
A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.

3. Boccioleto Resort&Spa - Place of Charme

Boccioleto Resort&Spa - Place of Charme
4.0 star property
Montaione
9.2 out of 10, Wonderful, (134 reviews)
Escape to this tranquil Montaione golf hotel where a poolside bar and sauna await after exploring Castello di Coiano nearby. Enjoy complimentary breakfast, WiFi, and parking while the attentive staff ensures a perfect countryside retreat.
The price is $54
$67 total
includes taxes & fees
Nov 8 - Nov 9
Boccioleto Resort&Spa - Place of Charme
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.

4. 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 $162
$182 total
includes taxes & fees
Nov 10 - Nov 11
Villa Sestilia
A poolside area with lounge chairs and umbrellas, surrounded by a landscaped garden with red flowers.

5. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
9.0 out of 10, Wonderful, (388 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 $108
$124 total
includes taxes & fees
Nov 26 - Nov 27
Poderi Arcangelo
A narrow cobblestone street lined with traditional brick buildings, outdoor seating with wicker chairs and tables, and hanging lanterns.

6. 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 $131
$149 total
includes taxes & fees
Dec 6 - Dec 7
Hotel Il Castello
A stone building with a swimming pool, outdoor seating, and trees.

7. 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 $93
$108 total
includes taxes & fees
Nov 13 - Nov 14
Il Castagnolo Country B&B
A poolside view with lounge chairs and umbrellas, a clear sky, and a distant landscape.

8. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
10.0 out of 10, Exceptional, (2 reviews)
The price is $458
$510 total
includes taxes & fees
Dec 2 - Dec 3
Tenuta Bartoli
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 $89
$105 total
includes taxes & fees
Nov 18 - Nov 19
La Cisterna
A stone building with an arched entrance, ivy-covered walls, and potted plants.

10. Mormoraia

Mormoraia
San Gimignano
9.6 out of 10, Exceptional, (231 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 $303
$339 total
includes taxes & fees
Nov 6 - Nov 7
Mormoraia
A garden with tall cypress trees, a variety of flowering plants, and a clear sky.

11. 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 $242
$266 total
includes taxes & fees
Nov 19 - Nov 20
Relais Sassa al Sole
An outdoor courtyard with stone walls, arched doorways, and potted plants.

12. 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 $76
$89 total
includes taxes & fees
Nov 6 - Nov 7
Residenza d'Epoca Palazzo Buonaccorsi
A historic street with a hotel entrance featuring an arched doorway and potted plants.

13. 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 8 - Nov 9
Hotel L' Antico Pozzo San Gimignano
A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.

14. 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 $168
$193 total
includes taxes & fees
Nov 6 - Nov 7
Cappuccina Country Resort
An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.

15. Hotel Leon Bianco

Hotel Leon Bianco
3.0 star property
San Gimignano City Centre
9.4 out of 10, Exceptional, (617 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
$125 total
includes taxes & fees
Nov 6 - Nov 7
Hotel Leon Bianco
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

16. Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (237 reviews)
Peaceful sanctuary near Alta Val d'Elsa River Park with a stunning rooftop terrace and outdoor pool. Enjoy drinks at the poolside bar or unwind in the quiet atmosphere after a free breakfast. Near Le Caldane Thermal Baths with easy parking.
The price is $79
$91 total
includes taxes & fees
Nov 30 - Dec 1
Villa Sabolini
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 $169
$192 total
includes taxes & fees
Nov 16 - Nov 17
I Coppi
A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.

18. Hotel Sovestro

Hotel Sovestro
3.0 star property
San Gimignano
9.6 out of 10, Exceptional, (347 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 $133
$153 total
includes taxes & fees
Nov 11 - Nov 12
Hotel Sovestro
A poolside area with lounge chairs, a pergola, and a view of rolling hills.

19. Villa Petriolo

Villa Petriolo
Cerreto Guidi
9.8 out of 10, Exceptional, (137 reviews)
Escape to this Tuscan resort featuring 2 outdoor pools and a full-service spa offering relaxing massages and facials. Two restaurants serve international cuisine, including PS for dinner. Near Medici Villa and local museums, with free WiFi and parking.
The price is $220
$245 total
includes taxes & fees
Dec 4 - Dec 5
Villa Petriolo
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.

20. Hotel Le Colline

Hotel Le Colline
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (144 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 $98
$115 total
includes taxes & fees
Nov 14 - Nov 15
Hotel Le Colline
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

Get last-minute hotel deals in Montaione and save more

Sign in to unlock great savings.
Showing deals for:Dec 5 - Dec 6
A person performing a yoga pose on a wooden deck with a view of a landscape.
Castelfalfi

Castelfalfi

Castelfalfi
5.0 star property
Montaione
9.6 out of 10, Exceptional, (192 reviews)
The price is $1,031
per night
$1,145 total
includes taxes & fees
Castelfalfi

Check out pet-friendly hotels in Montaione

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

Castelfalfi

Castelfalfi
5.0 star property
Montaione
9.6 out of 10, Exceptional, (192)
The price is $823
$916 total
includes taxes & fees
Nov 8 - Nov 9
Castelfalfi
View all properties

You may also like hotels with pools in Montaione

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

Castelfalfi

Castelfalfi
5.0 star property
Montaione
9.6 out of 10, Exceptional, (192)
The price is $823
$916 total
includes taxes & fees
Nov 8 - Nov 9
Castelfalfi
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.