Rolling hills, a winding road, and scattered trees.

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Check availability on Montaione Hotels with Pool

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 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 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.
A modern hotel lobby with a reflective floor, arched seating areas, and a central column.

1. Castelfalfi

Castelfalfi
Montaione
  • Scenic seasonal pool with mountain views offers sun-drenched days surrounded by vineyard landscapes at this luxury hotel.
฿27,813
฿30,972 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 bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.
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.
฿5,922
฿6,741 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 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 cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.

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.
฿5,464
฿6,124 total
includes taxes & fees
3 Nov - 4 Nov
Villa Sestilia
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 room with a curved sofa, patterned walls, and a circular floor design.
A rural village with stone buildings, a paved road, and a vineyard in the foreground.

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.
฿3,025
฿3,441 total
includes taxes & fees
11 Oct - 12 Oct
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 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.

5. Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
  • Luxurious seasonal pool with loungers offers refreshing mountain escape at this spa hotel.
฿2,668
฿3,162 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 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.

6. Toscana Vacanze

Toscana Vacanze
MONTAIONE
฿5,545
฿9,613 total
includes taxes & fees
1 Nov - 2 Nov
Toscana Vacanze
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 comfortable sofa, a wooden coffee table, and a bookshelf.
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.
฿4,172
฿4,702 total
includes taxes & fees
8 Oct - 9 Oct
Il Defizio
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 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.
฿4,284
฿4,939 total
includes taxes & fees
18 Oct - 19 Oct
LHP Certaldo Resort
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 large estate with multiple buildings, a swimming pool, and extensive vineyard fields.
A dining area with a table set for four, overlooking a scenic landscape.

9. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
  • Splash into a Tuscan paradise with 3 sun-kissed pools at this charming winery farmstay.
฿3,792
฿4,361 total
includes taxes & fees
2 Nov - 3 Nov
Poderi Arcangelo
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.
A view through a window of a well-maintained garden with neatly trimmed hedges and tall trees.
A historic stone building with a tower, a courtyard with hedges, and a covered outdoor seating area.

10. La Collegiata

La Collegiata
San Gimignano
  • Tuscan paradise: dive into hilltop bliss at a seasonal pool with captivating countryside views.
฿4,057
฿4,727 total
includes taxes & fees
30 Oct - 31 Oct
La Collegiata
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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 wine cellar with wooden shelves stocked with various bottles and glasses.

Villa Sestilia

Villa Sestilia
Montaione
฿5,464
฿6,124 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 bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.
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
฿5,922
฿6,741 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 table set for dining outdoors with a view of the garden and trees.
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.

Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
฿2,668
฿3,162 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 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.
A modern hotel lobby with a reflective floor, arched seating areas, and a central column.

Castelfalfi

Castelfalfi
Montaione
฿27,813
฿30,972 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 restaurant with a wooden bar, tables set for dining, and a view of the outdoors.
A swimming pool with lounge chairs and a terracotta pot.
A room with a curved sofa, patterned walls, and a circular floor design.

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
฿3,025
฿3,441 total
includes taxes & fees
11 Oct - 12 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.
View all properties

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 6 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 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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