Rolling hills, a winding road, and scattered trees.

Hotels with Swimming Pools in Montaione

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Check availability on Montaione Hotels with Swimming Pools

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Montaione hotels with a pool

A stone building with a garden featuring tall trees, a swimming pool, and lounge chairs with blue umbrellas.
A bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.
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.

1. Borgo san Benedetto

Borgo san Benedetto
Montaione
  • Splash into summer fun at this Colonial retreat with two refreshing pools and sport courts for all.
S$246
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 bedroom with a large ornate mirror, a wooden dresser with decorative items, and a bed with white bedding.
A rustic dining area with stone walls, wooden tables, and hanging light fixtures.
A wine cellar with wooden shelves stocked with various bottles and glasses.

2. 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.
S$232
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 two-story building with a tiled roof, a central entrance, and a small balcony.
A modern outdoor area with a hot tub, lounge chairs, and a glass wall.
A restaurant with brick arches, wooden ceiling beams, and tables set for dining.

3. Boccioleto Resort&Spa - Place of Charme

Boccioleto Resort&Spa - Place of Charme
Montaione
  • Luxurious seasonal pool with loungers offers refreshing mountain escape at this spa hotel.
S$111
includes taxes & fees
8 Nov - 9 Nov
Boccioleto Resort&Spa - Place of Charme
A swimming pool with lounge chairs and a terracotta pot.
A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.
A restaurant with a wooden bar, tables set for dining, and a view of the outdoors.
A room with a curved sofa, patterned walls, and a circular floor design.

4. 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.
S$127
includes taxes & fees
18 Oct - 19 Oct
Tenuta Castellare di Tonda
A swimming pool with a wooden fence, a gazebo, and tall trees in the background.
A stone building with a sloped roof, surrounded by well-maintained grass and a few trees.
A kitchen with wooden cabinets, a dining table with chairs, and a hanging light fixture.
A bed with a floral bedspread, two bedside tables, and a dresser.

5. Toscana Vacanze

Toscana Vacanze
MONTAIONE
S$325
includes taxes & fees
31 Oct - 1 Nov
Toscana Vacanze
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.
A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.
A person performing a yoga pose on a wooden deck with a view of a landscape.
A spacious interior with arched brick ceilings, a central dining area, and a cozy seating arrangement.

6. Castelfalfi

Castelfalfi
Montaione
  • Scenic seasonal pool with mountain views offers sun-drenched days surrounded by vineyard landscapes at this luxury hotel.
S$1,175
includes taxes & fees
23 Oct - 24 Oct
Castelfalfi
A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery.
A stone building with a tiled roof, a small attached structure, and a well-maintained garden with flowers and shrubs.
A cozy living room with a fireplace, a green sofa, a wooden coffee table, and a stone fireplace surround.
A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery, with a view of distant hills.

7. Il Defizio

Il Defizio
Gambassi Terme
  • Splash into rural serenity with rooftop views at this charming bed and breakfast's seasonal pool retreat.
S$178
includes taxes & fees
16 Oct - 17 Oct
Il Defizio
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 dining area with a table set for four, overlooking a scenic landscape.
A large estate with multiple buildings, a swimming pool, and extensive vineyard fields.

8. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
  • Splash into a Tuscan paradise with 3 sun-kissed pools at this charming winery farmstay.
S$166
includes taxes & fees
10 Nov - 11 Nov
Poderi Arcangelo
A cozy room with a glass door leading to a pool area, a wooden bench, and a table with glasses and a bottle.
A kitchen with a herringbone tile floor, a breakfast bar with fruit and bread, and a view of a garden through a glass door.
A cozy kitchen with a wooden bench, a dining table, and a view of a garden through arched windows.
A stone building with an arched entrance, ivy-covered walls, and potted plants.

9. Mormoraia

Mormoraia
San Gimignano
  • Sip poolside at this vineyard oasis, where sparkling waters meet Italian countryside views.
S$308
includes taxes & fees
1 Nov - 2 Nov
Mormoraia
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
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.
A dining area with tables and chairs, a kitchen in the background, and a patterned wall.

10. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
  • Splash into Italian elegance at this historic hotel's sun-drenched pool, where Tuscan adventures await.
S$165
includes taxes & fees
29 Oct - 30 Oct
LHP Certaldo Resort
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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 person performing a yoga pose on a wooden deck with a view of a landscape.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.
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.

Castelfalfi

Castelfalfi
Montaione
S$1,175
includes taxes & fees
23 Oct - 24 Oct
Castelfalfi
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.
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.

Borgo san Benedetto

Borgo san Benedetto
Montaione
S$246
includes taxes & fees
29 Oct - 30 Oct
Borgo san Benedetto
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A bedroom with a large ornate mirror, a wooden dresser with decorative items, and a bed with white bedding.
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.

Villa Sestilia

Villa Sestilia
Montaione
S$232
includes taxes & fees
3 Nov - 4 Nov
Villa Sestilia
A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
A two-story building with a tiled roof, a central entrance, and a small balcony.
A table set for dining outdoors with a view of the garden and trees.
A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.

Boccioleto Resort&Spa - Place of Charme

Boccioleto Resort&Spa - Place of Charme
Montaione
S$111
includes taxes & fees
8 Nov - 9 Nov
Boccioleto Resort&Spa - Place of Charme
A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.
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 swimming pool with lounge chairs and a terracotta pot.

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
S$127
includes taxes & fees
18 Oct - 19 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

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 4 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 23°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 7°C.

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