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

Our top choices for Montaione hotels with a pool

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Boccioleto Resort&Spa

Boccioleto Resort&Spa
4.0 star property
Montaione
9.2 out of 10, Wonderful, (122 reviews)
  • cleanliness
    Luxurious seasonal pool with loungers offers refreshing mountain escape at this spa hotel.
The price is S$183
includes taxes & fees
21 Jul - 22 Jul
Boccioleto Resort&Spa
View from room

Borgo san Benedetto

Borgo san Benedetto
Montaione
9.4 out of 10, Exceptional, (52 reviews)
  • cleanliness
    Splash into summer fun at this Colonial retreat with two refreshing pools and sport courts for all.
The price is S$270
includes taxes & fees
28 Jul - 29 Jul
Borgo san Benedetto
2 outdoor pools

Villa Sestilia

Villa Sestilia
Montaione
9.6 out of 10, Exceptional, (19 reviews)
  • cleanliness
    Dive into rural Tuscan relaxation with 2 refreshing outdoor pools, a children's pool, and tennis court for endless summer fun.
The price is S$323
includes taxes & fees
18 Jul - 19 Jul
Villa Sestilia
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
8.0 out of 10, Very good, (51 reviews)
  • cleanliness
    Dive into aquatic bliss with a seasonal outdoor pool, children's splash area, and hot tub surrounded by Tuscan vineyard views.
The price is S$233
includes taxes & fees
20 Jul - 21 Jul
Tenuta Castellare di Tonda
Sauna, body treatments, hot stone massages, deep-tissue massages

Castelfalfi

Castelfalfi
5.0 star property
Montaione
9.6 out of 10, Exceptional, (174 reviews)
  • cleanliness
    Scenic seasonal pool with mountain views offers sun-drenched days surrounded by vineyard landscapes at this luxury hotel.
The price is S$1,291
includes taxes & fees
13 Aug - 14 Aug
Castelfalfi
Front of property

LHP Certaldo Resort

LHP Certaldo Resort
5.0 star property
Certaldo
9.2 out of 10, Wonderful, (536 reviews)
  • cleanliness
    Splash into Italian elegance at this historic hotel's sun-drenched pool, where Tuscan adventures await.
The price is S$214
includes taxes & fees
30 Jul - 31 Jul
LHP Certaldo Resort
3 outdoor pools, open 9:00 AM to 7:00 PM, pool umbrellas, pool loungers

Poderi Arcangelo

Poderi Arcangelo
San Gimignano
9.0 out of 10, Wonderful, (357 reviews)
  • cleanliness
    Splash into a Tuscan paradise with 3 sun-kissed pools at this charming winery farmstay.
The price is S$239
includes taxes & fees
12 Aug - 13 Aug
Poderi Arcangelo
Seasonal outdoor pool, open 6:00 AM to 9:00 PM, pool umbrellas

Agrihotel Il Palagetto

Agrihotel Il Palagetto
3.0 star property
Volterra
8.6 out of 10, Excellent, (85 reviews)
  • cleanliness
    Sun-soaked Italian escape awaits at the seasonal outdoor pool with chic loungers and umbrellas.
The price is S$233
includes taxes & fees
19 Jul - 20 Jul
Agrihotel Il Palagetto
Sauna, steam room, Turkish bath/hammam, body treatments

Mormoraia

Mormoraia
San Gimignano
9.6 out of 10, Exceptional, (220 reviews)
  • cleanliness
    Sip poolside at this vineyard oasis, where sparkling waters meet Italian countryside views.
The price is S$370
includes taxes & fees
20 Jul - 21 Jul
Mormoraia
View from property

Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (360 reviews)
  • cleanliness
    Seasonal Tuscan oasis invites guests to indulge in poolside relaxation with vineyard views and refreshing cocktails at the bar.
The price is S$223
includes taxes & fees
20 Jul - 21 Jul
Hotel Pescille by Double Hospitality
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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Choose what matters most at hotels with a pool in Montaione

Breakfast included
4 stars

Hotels with pools and free breakfast in Montaione

Turkish bath/hammam
Boccioleto Resort&Spa

Boccioleto Resort&Spa

Boccioleto Resort&Spa
4.0 star property
Montaione
9.2 out of 10, Wonderful, (122)
The price is S$183
includes taxes & fees
21 Jul - 22 Jul
Boccioleto Resort&Spa
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
"Possibly the best hotel in the world. Beautiful location, wonderful food and friendly staff who go above and beyond. Our son loved the heated swimming pool and nearby adventure park. The kids club was also great. My wife has food allergies and normally finds it tricky in hotels; however, the staff in every restaurant were able to suggest alternatives and specially prepared dishes for her. Food and wine is wonderful throughout the hotel. Rosmarino restaurant in particular is amazing: try the grilled tuscan chicken with a tomato salad on the side, you won’t regret it! I honestly can’t think of any negatives. We will certainly be back again!"
Oliver Charles 5-night trip
Posted 7 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 13 days 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 22 places to stay with pools. During your trip, you can explore sights such as Castelfalfi Golf Course and Vernaccia di San Gimignano Wine Museum, 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 5 restaurants, a seasonal outdoor pool and a full-service spa. Boccioleto Resort&Spa: Offers a sauna, a seasonal outdoor pool and a rooftop terrace. Calanchi Apartments: Provides a children's pool, an outdoor pool and a rooftop terrace. Tenuta Castellare di Tonda: Features a children's pool, a seasonal outdoor pool and a full-service spa. Borgo san Benedetto: Offers 2 outdoor swimming pools, a children's pool and a snack bar/deli.
How many hotels with pools will I find in Montaione?
Expedia's 22 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 Pasta Martelli and Chianti Observatory. 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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