Rolling hills, a winding road, and scattered trees.

Hotels with Swimming Pool in Montaione, Tuscany

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Check availability on Montaione Hotels with Swimming Pool

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 spacious interior with arched brick ceilings, a central dining area, and a cozy seating arrangement.
A person performing a yoga pose on a wooden deck with a view of a landscape.

1. Castelfalfi

Castelfalfi
Montaione
  • Scenic seasonal pool with mountain views offers sun-drenched days surrounded by vineyard landscapes at this luxury hotel.
P51,771
P57,651 total
includes taxes & fees
Oct 23 - Oct 24
Castelfalfi
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 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.
P11,017
P12,541 total
includes taxes & fees
Nov 4 - Nov 5
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.

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.
P10,165
P11,392 total
includes taxes & fees
Nov 3 - Nov 4
Villa Sestilia
A swimming pool with lounge chairs and a terracotta pot.
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.
A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.

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.
P5,632
P6,406 total
includes taxes & fees
Oct 11 - Oct 12
Tenuta Castellare di Tonda
A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.
A modern outdoor area with a hot tub, lounge chairs, and a glass wall.
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.

5. 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.
P5,098
P6,030 total
includes taxes & fees
Oct 20 - Oct 21
Boccioleto Resort&Spa - Place of Charme
A swimming pool with a wooden fence, a gazebo, and tall trees in the background.
A bed with a floral bedspread, two bedside tables, and a dresser.
A stone building with a sloped roof, surrounded by well-maintained grass and a few trees.
View from room

6. Toscana Vacanze

Toscana Vacanze
MONTAIONE
P9,290
P16,758 total
includes taxes & fees
Oct 30 - Oct 31
Toscana Vacanze
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 cozy living room with a fireplace, a green sofa, a wooden coffee table, and a stone fireplace surround.

7. Il Defizio

Il Defizio
Gambassi Terme
  • Splash into rural serenity with rooftop views at this charming bed and breakfast's seasonal pool retreat.
P7,766
P8,753 total
includes taxes & fees
Oct 9 - Oct 10
Il Defizio
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
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.
A courtyard with a lawn, seating area, and a weeping willow tree.

8. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
  • Splash into Italian elegance at this historic hotel's sun-drenched pool, where Tuscan adventures await.
P8,010
P9,235 total
includes taxes & fees
Oct 19 - Oct 20
LHP Certaldo Resort
A pool with a view of rolling hills and distant buildings.
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.
A cozy living room with leather armchairs, a fireplace, and a stone wall.

9. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
  • Splash into a Tuscan paradise with 3 sun-kissed pools at this charming winery farmstay.
P6,762
P7,790 total
includes taxes & fees
Nov 8 - Nov 9
Poderi Arcangelo
A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.
A hotel room with a bed, a bedside table with a lamp, a small table with two glasses, and a chair.
An aerial view of a residential property with multiple buildings, a swimming pool, and a well-maintained garden.
A balcony with a table and chairs, a bucket with glasses, and a view of the landscape.

10. Cappuccina Country Resort

Cappuccina Country Resort
San Gimignano
  • Splash into Tuscan bliss at this seasonal pool oasis, complete with poolside bar and scenic rooftop views.
P14,556
P16,504 total
includes taxes & fees
Oct 17 - Oct 18
Cappuccina Country 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 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
P10,165
P11,392 total
includes taxes & fees
Nov 3 - Nov 4
Villa Sestilia
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 wine cellar with wooden shelves stocked with various bottles and glasses.

Borgo san Benedetto

Borgo san Benedetto
Montaione
P11,017
P12,541 total
includes taxes & fees
Nov 4 - Nov 5
Borgo san Benedetto
A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
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 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
P5,098
P6,030 total
includes taxes & fees
Oct 20 - Oct 21
Boccioleto Resort&Spa - Place of Charme
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 spacious interior with arched brick ceilings, a central dining area, and a cozy seating arrangement.
A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.

Castelfalfi

Castelfalfi
Montaione
P51,771
P57,651 total
includes taxes & fees
Oct 23 - Oct 24
Castelfalfi
A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.
A swimming pool with lounge chairs and a terracotta pot.
A rural village with stone buildings, a paved road, and a vineyard in the foreground.
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
P5,632
P6,406 total
includes taxes & fees
Oct 11 - Oct 12
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.
View all properties

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 laying by the pool is your idea of the perfect getaway, you may want to consider 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 poolside at one of the accommodations 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 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 should I expect to 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 like 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 that has an outdoor pool if you will be visiting Montaione in the warmest months of August, July, or June when the average temperature is 73°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 44°F.

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