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

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

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 $159
$181 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, (190 reviews)
The price is $819
$912 total
includes taxes & fees
Nov 3 - Nov 4
Castelfalfi
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 $53
$65 total
includes taxes & fees
Nov 4 - Nov 5
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 $161
$181 total
includes taxes & fees
Nov 4 - Nov 5
Villa Sestilia
A courtyard with stone buildings, a grassy area, and a brick wall.

5. Toscana Vacanze

Toscana Vacanze
MONTAIONE
The price is $147
$266 total
includes taxes & fees
Nov 3 - Nov 4
Toscana Vacanze
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, (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 $107
$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.

7. 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 $130
$149 total
includes taxes & fees
Nov 4 - Nov 5
Hotel Il Castello
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 $93
$107 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.

9. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
10.0 out of 10, Exceptional, (2 reviews)
The price is $457
$508 total
includes taxes & fees
Nov 3 - Nov 4
Tenuta Bartoli
A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.

10. La Cisterna

La Cisterna
3.0 star property
San Gimignano City Centre
9.2 out of 10, Wonderful, (675 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
$104 total
includes taxes & fees
Dec 1 - Dec 2
La Cisterna
A stone building with an arched entrance, ivy-covered walls, and potted plants.

11. Mormoraia

Mormoraia
San Gimignano
9.6 out of 10, Exceptional, (230 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 $302
$337 total
includes taxes & fees
Nov 3 - Nov 4
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 $97
$114 total
includes taxes & fees
Nov 4 - Nov 5
Hotel L' Antico Pozzo San Gimignano
A garden with tall cypress trees, a variety of flowering plants, and a clear sky.

13. 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 $240
$264 total
includes taxes & fees
Nov 19 - Nov 20
Relais Sassa al Sole
A doorway leading to a pool area with outdoor furniture and a scenic view of hills and water.

14. Villa Petriolo

Villa Petriolo
Cerreto Guidi
9.8 out of 10, Exceptional, (136 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 $180
$201 total
includes taxes & fees
Nov 23 - Nov 24
Villa Petriolo
A stone building with a swimming pool, outdoor seating, and a waterfall feature.

15. Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
9.8 out of 10, Exceptional, (77 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 $152
$173 total
includes taxes & fees
Nov 4 - Nov 5
Tenuta Sovestro - Agriturismo e Winery
A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.

16. 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 $198
$226 total
includes taxes & fees
Nov 12 - Nov 13
Cappuccina Country Resort
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

17. Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (236 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 neatly made bed with a tablet, two lamps, and towels on a floral-patterned bedspread.

18. 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 $71
$83 total
includes taxes & fees
Nov 3 - Nov 4
Palazzo Mari
An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.

19. Hotel Leon Bianco

Hotel Leon Bianco
3.0 star property
San Gimignano City Centre
9.4 out of 10, Exceptional, (614 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 $102
$119 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Leon Bianco
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, (346 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 5 - Nov 6
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

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, (190)
The price is $819
$912 total
includes taxes & fees
Nov 3 - Nov 4
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, (190)
The price is $819
$912 total
includes taxes & fees
Nov 3 - Nov 4
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

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.
Typical weather for Montaione
November
High 14°C / low 7°C. Sunny most days.
View properties in November
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

Castelfalfi

Castelfalfi

10/10 Excellent
"Get ready to be impressed if you stay here. Every staff member from our arrival to our departure genuinely greeted us and welcomed us and many remembered our name. They always asked if we needed anything or offered help or suggestions in a genuine “we want to help way”. The concierge before our stay was ultra responsive, during our stay they were always present. You want attention to detail, Castelfalfi has it covered. Drinks are carefully made and delivered. Turn down service straightened the room, put little clothes under anything we had on the bathroom sink or room table, a new bookmark was left next to my book on the nightstand, cords were always wrapped and made to look tidy, I could go on and on. The food in the various restaurants was amazing. The little meat and cheese shop made a tremendous& fresh sandwich sliced up right in front of us on fresh baked bread. The view of sunset from the back deck had many guests out watching for good reason. The spa pool was great and the gym was pretty big. The breakfast buffet had everything you could want. Want fresh honey? There was a station with a honeycomb taken from their property…it drips fresh honey into a tray that empties into a bowl for you. The wine tasting was fun and delicious and worth it. Everything is on site and you will not want to leave the property during your stay or at the end of your trip. Castelfalfi- I hope and pray I return some day, thank you!!"
Patrick 2-night trip
Posted 4 days ago
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.