Rolling hills, a winding road, and scattered trees.

Montaione Hotels with Swimming Pool

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Check availability on Montaione Hotels with Swimming Pools

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Montaione hotels with a pool

A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.
A modern hotel lobby with a reflective floor, arched seating areas, and a central column.
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
  • Scenic seasonal pool with mountain views offers sun-drenched days surrounded by vineyard landscapes at this luxury hotel.
RM3,385
RM3,770 total
includes taxes & fees
23 Oct - 24 Oct
Castelfalfi
A stone building with a garden featuring tall trees, a swimming pool, and lounge chairs with blue umbrellas.
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.

2. Borgo san Benedetto

Borgo san Benedetto
Montaione
  • Splash into summer fun at this Colonial retreat with two refreshing pools and sport courts for all.
RM720
RM820 total
includes taxes & fees
29 Oct - 30 Oct
Borgo san Benedetto
A swimming pool with a clear blue water, surrounded by greenery and a building in the background.
A rustic dining area with stone walls, wooden tables, and hanging light fixtures.
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A wine cellar with wooden shelves stocked with various bottles and glasses.

3. Villa Sestilia

Villa Sestilia
Montaione
  • Dive into rural Tuscan relaxation with 2 refreshing outdoor pools, a children's pool, and tennis court for endless summer fun.
RM665
RM745 total
includes taxes & fees
3 Nov - 4 Nov
Villa Sestilia
A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.
A table set for dining outdoors with a view of the garden and trees.
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.

4. Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
  • Luxurious seasonal pool with loungers offers refreshing mountain escape at this spa hotel.
RM325
RM385 total
includes taxes & fees
13 Oct - 14 Oct
Boccioleto Resort&Spa
A swimming pool with a wooden fence, a gazebo, and tall trees in the background.
View from room
A bed with a floral bedspread, two bedside tables, and a dresser.
A kitchen with wooden cabinets, a dining table with chairs, and a hanging light fixture.

5. Toscana Vacanze

Toscana Vacanze
MONTAIONE
RM675
RM1,170 total
includes taxes & fees
30 Oct - 31 Oct
Toscana Vacanze
A swimming pool with lounge chairs and a terracotta pot.
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 hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.

6. Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
  • Dive into aquatic bliss with a seasonal outdoor pool, children's splash area, and hot tub surrounded by Tuscan vineyard views.
RM368
RM419 total
includes taxes & fees
6 Oct - 7 Oct
Tenuta Castellare di Tonda
A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery.
A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery, with a view of distant hills.
A cozy living room with a fireplace, a comfortable sofa, a wooden coffee table, and a bookshelf.
A stone building with a tiled roof, a small attached structure, and a well-maintained garden with flowers and shrubs.

7. Il Defizio

Il Defizio
Gambassi Terme
  • Splash into rural serenity with rooftop views at this charming bed and breakfast's seasonal pool retreat.
RM508
RM572 total
includes taxes & fees
8 Oct - 9 Oct
Il Defizio
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
A courtyard with a lawn, seating area, and a weeping willow tree.
A large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.
A courtyard with a stone bridge over a small water feature, surrounded by greenery and a building with arched windows.

8. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
  • Splash into Italian elegance at this historic hotel's sun-drenched pool, where Tuscan adventures await.
RM521
RM601 total
includes taxes & fees
18 Oct - 19 Oct
LHP Certaldo Resort
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 room with a stone floor, a sofa, a chair, and a bookshelf.
A kitchen with a herringbone tile floor, a breakfast bar with fruit and bread, and a view of a garden through a glass door.

9. Mormoraia

Mormoraia
San Gimignano
  • Sip poolside at this vineyard oasis, where sparkling waters meet Italian countryside views.
RM1,133
RM1,270 total
includes taxes & fees
20 Oct - 21 Oct
Mormoraia
A pool with a view of rolling hills and distant buildings.
A buffet setup with various food items and a seating area with wicker chairs and tables.
A room with a bed, a wooden table, a chair, and a window with curtains.
A large estate with multiple buildings, a swimming pool, and extensive vineyard fields.

10. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
  • Splash into a Tuscan paradise with 3 sun-kissed pools at this charming winery farmstay.
RM461
RM530 total
includes taxes & fees
2 Nov - 3 Nov
Poderi Arcangelo
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Choose what matters most at hotels with a pool in Montaione

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Montaione

A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A swimming pool with a clear blue water, surrounded by greenery and a building in the background.
A wine cellar with wooden shelves stocked with various bottles and glasses.
A rustic dining area with stone walls, wooden tables, and hanging light fixtures.

Villa Sestilia

Villa Sestilia
Montaione
RM665
RM745 total
includes taxes & fees
3 Nov - 4 Nov
Villa Sestilia
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A stone building with a garden featuring tall trees, a swimming pool, and lounge chairs with blue umbrellas.
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.

Borgo san Benedetto

Borgo san Benedetto
Montaione
RM720
RM820 total
includes taxes & fees
29 Oct - 30 Oct
Borgo san Benedetto
A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
A restaurant with brick arches, wooden ceiling beams, and tables set for dining.
A two-story building with a tiled roof, a central entrance, and a small balcony.
A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.

Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
RM325
RM385 total
includes taxes & fees
13 Oct - 14 Oct
Boccioleto Resort&Spa
A person performing a yoga pose on a wooden deck with a view of a landscape.
A modern hotel lobby with a reflective floor, arched seating areas, and a central column.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.
A spacious interior with arched brick ceilings, a central dining area, and a cozy seating arrangement.

Castelfalfi

Castelfalfi
Montaione
RM3,385
RM3,770 total
includes taxes & fees
23 Oct - 24 Oct
Castelfalfi
A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.
A rural village with stone buildings, a paved road, and a vineyard in the foreground.
A room with a curved sofa, patterned walls, and a circular floor design.
A restaurant with a wooden bar, tables set for dining, and a view of the outdoors.

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
RM368
RM419 total
includes taxes & fees
6 Oct - 7 Oct
Tenuta Castellare di Tonda
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.
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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
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

Frequently asked questions

What's it like visiting Montaione?
If taking it easy by the pool is your idea of the perfect getaway, you might want to think about quaint Montaione, which offers 19 places to stay with pools. During your trip, you can explore sights such as Castelfalfi Golf Course and Casa del Boccaccio, and then relax and unwind poolside at one of the accommodation options in Montaione that guests like for their pools.
What are some hotels with pools in Montaione?
Castelfalfi: Features 4 restaurants, a seasonal outdoor pool and a full-service spa. Boccioleto Resort&Spa: Offers a sauna, a seasonal outdoor pool and a rooftop terrace. Tenuta Castellare di Tonda: Provides a children's pool, a seasonal outdoor pool and a full-service spa. Borgo san Benedetto: Features 2 outdoor swimming pools, a children's pool and a snack bar/deli. Calanchi Apartments: Offers a children's pool, an outdoor pool and a rooftop terrace.
How many hotels with pools will I find in Montaione?
Expedia's 19 hotels in Montaione give you a great choice for your poolside getaway.
What is there to see and do in Montaione?
Make a point to visit attractions such as Chianti Observatory and Il Fiaschetto. Discover sights such as Castelfalfi Golf Course during your stay.
When is the best time to book a hotel with a pool in Montaione?
You may want to consider a place to stay with an outdoor swimming pool if you'll be visiting Montaione in the warmest months of August, July or June, when the average temperature is 23Β°C. Accommodation with an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temperature is 7Β°C.

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