Rolling hills, a winding road, and scattered trees.

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Check availability on Montaione Hotels with Pool

Our top choices for Montaione hotels with a pool

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 ฿31,510
฿35,041 total
includes taxes & fees
7 Aug - 8 Aug
Castelfalfi
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, (121 reviews)
  • cleanliness
    Luxurious seasonal pool with loungers offers refreshing mountain escape at this spa hotel.
The price is ฿4,039
฿4,672 total
includes taxes & fees
29 Jul - 30 Jul
Boccioleto Resort&Spa
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 ฿7,444
฿8,303 total
includes taxes & fees
13 Jul - 14 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 ฿5,514
฿6,180 total
includes taxes & fees
12 Jul - 13 Jul
Tenuta Castellare di Tonda
Standard Apartment, 1 Bedroom | 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 ฿6,623
฿7,513 total
includes taxes & fees
26 Jul - 27 Jul
Borgo san Benedetto
Outdoor pool, pool umbrellas, pool loungers

Agriturismo Poggio Pistolese

Agriturismo Poggio Pistolese
2.0 star property
Montaione
8.0 out of 10, Very good, (12 reviews)
  • cleanliness
    Immerse in rustic charm at this farm stay's seasonal outdoor pool, surrounded by vineyards and Italian countryside views.
The price is ฿3,478
฿3,939 total
includes taxes & fees
23 Jul - 24 Jul
Agriturismo Poggio Pistolese
Seasonal outdoor pool, open 11:00 AM to 7:00 PM, pool umbrellas

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort
5.0 star property
Oltrarno
8.8 out of 10, Excellent, (417 reviews)
  • cleanliness
    Slip into luxury with a seasonal outdoor pool, loungers, and poolside bar service for ultimate summer relaxation.
The price is ฿6,959
฿8,263 total
includes taxes & fees
4 Aug - 5 Aug
Villa Tolomei Hotel & Resort
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Hotel Villa Maya

Hotel Villa Maya
3.0 star property
Cascina
8.4 out of 10, Very good, (77 reviews)
The price is ฿3,296
฿3,626 total
includes taxes & fees
19 Jul - 20 Jul
Hotel Villa Maya
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (499 reviews)
  • cleanliness
    Discover a Tuscan oasis with a seasonal pool sanctuary, loungers for sunbathing, and poolside drinks service in wine country.
The price is ฿6,409
฿7,278 total
includes taxes & fees
5 Aug - 6 Aug
Hotel Borgo di Cortefreda Relais
Exterior

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (217 reviews)
  • cleanliness
    Sunshine dances across the tranquil outdoor pool at this historic Tuscan villa.
The price is ฿5,566
฿6,275 total
includes taxes & fees
6 Aug - 7 Aug
Villa Sabolini
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, (121)
The price is ฿4,039
฿4,672 total
includes taxes & fees
29 Jul - 30 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 1 day 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 7 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.