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
Aug 24 - Aug 25
Tomorrow
Aug 25 - Aug 26
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Montaione hotels with a pool

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 modern outdoor area with a hot tub, lounge chairs, and a glass wall.
A spacious lobby with a brown leather sofa, a coffee table with magazines, and a large ornate mirror.

1. Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
  • Luxurious seasonal pool with loungers offers refreshing mountain escape at this spa hotel.
P8,626
P9,921 total
includes taxes & fees
Sep 22 - Sep 23
Boccioleto Resort&Spa
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 wine cellar with wooden shelves stocked with various bottles and glasses.
A stone building with a tiled patio, surrounded by neatly trimmed hedges and tall trees.

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.
P12,914
P14,638 total
includes taxes & fees
Aug 25 - Aug 26
Borgo san Benedetto
A poolside area with lounge chairs and umbrellas, a book on a towel, and a pool in the background.
A covered patio with a brick floor, wooden furniture, and a small table with a potted plant.
A bathroom with a sink, mirror, and a view of the outside.
A garden path with a stone sculpture, a tall cypress tree, and flower beds.

3. Agriturismo Poggio Pistolese

Agriturismo Poggio Pistolese
Montaione
  • Immerse in rustic charm at this farm stay's seasonal outdoor pool, surrounded by vineyards and Italian countryside views.
P7,266
P8,208 total
includes taxes & fees
Sep 1 - Sep 2
Agriturismo Poggio Pistolese
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.
P7,503
P8,469 total
includes taxes & fees
Aug 25 - Aug 26
Tenuta Castellare di Tonda
A swimming pool with a clear blue water, surrounded by greenery and a building in the background.
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.
A bedroom with a large ornate mirror, a wooden dresser with decorative items, and a bed with white bedding.

5. 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.
P14,340
P15,991 total
includes taxes & fees
Sep 6 - Sep 7
Villa Sestilia
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.

6. Castelfalfi

Castelfalfi
Montaione
  • Scenic seasonal pool with mountain views offers sun-drenched days surrounded by vineyard landscapes at this luxury hotel.
P63,921
P71,034 total
includes taxes & fees
Sep 17 - Sep 18
Castelfalfi
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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 historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.

Castelfalfi

Castelfalfi
Montaione
P63,921
P71,034 total
includes taxes & fees
Sep 17 - Sep 18
Castelfalfi
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 table set for dining outdoors with a view of the garden and trees.
A spacious lobby with a brown leather sofa, a coffee table with magazines, and a large ornate mirror.

Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
P8,626
P9,921 total
includes taxes & fees
Sep 22 - Sep 23
Boccioleto Resort&Spa
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 wine cellar with wooden shelves stocked with various bottles and glasses.
A stone building with a tiled patio, surrounded by neatly trimmed hedges and tall trees.

Borgo san Benedetto

Borgo san Benedetto
Montaione
P12,914
P14,638 total
includes taxes & fees
Aug 25 - Aug 26
Borgo san Benedetto
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
P7,503
P8,469 total
includes taxes & fees
Aug 25 - Aug 26
Tenuta Castellare di Tonda
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.
A rustic dining area with stone walls, wooden tables, and hanging light fixtures.
A bedroom with a large ornate mirror, a wooden dresser with decorative items, and a bed with white bedding.

Villa Sestilia

Villa Sestilia
Montaione
P14,340
P15,991 total
includes taxes & fees
Sep 6 - Sep 7
Villa Sestilia
A poolside area with lounge chairs and umbrellas, a book on a towel, and a pool in the background.
A covered patio with a brick floor, wooden furniture, and a small table with a potted plant.
A wine bottle, a glass of red wine, and sunflowers on a table.
A garden path with a stone sculpture, a tall cypress tree, and flower beds.

Agriturismo Poggio Pistolese

Agriturismo Poggio Pistolese
Montaione
P7,266
P8,208 total
includes taxes & fees
Sep 1 - Sep 2
Agriturismo Poggio Pistolese
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

Borgo san Benedetto

Borgo san Benedetto

10/10 Excellent
"Stayed for one week family of 4, 2 kids ages 9 and 4. We had a great time. Staff (Gulia) was super helpful was waiting for us late for our check in as our flight was delayed. The apt was spotless and the kitchen was fully equipped. We had enough detergents, towels everything a family with kids would need. My husband and daughter played tennis everyday. Kids played ping pong and at the playground and we enjoyed the pools so much! We had an excellent dinner at casa masi for my birthday too. Just a fee minutes away by car to coop to buy some groceries. Overall it was an excellent experience"
Suleen 7-night trip
Posted 1 month ago
Borgo san Benedetto
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 2 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 Castle of Oliveto, 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. Calanchi Apartments: Features a children's pool, an outdoor pool, and a rooftop terrace. Borgo san Benedetto: Offers 2 outdoor pools, a children's pool, and a snack bar/deli.
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 Peccioli Prehistoric Park. 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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