Find Hotels with a Pool in Cortona

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Pick from 111 Cortona Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Villa di Piazzano - Small Luxury Hotel of the World
Pool
Villa di Piazzano - Small Luxury Hotel of the World
5.0 star property
9.8 out of 10, Exceptional, (200)
"The Villa di Piazzano is stunning down to the smallest detail. The staff is attentive, pleasant and helpful. The food and wine at the onsite restaurant was some of the best we had on our 23-day trip across Italy. One of our favorite stays for sure!"
Villa di Piazzano - Small Luxury Hotel of the World
Borgo Il Melone
Outdoor pool
Borgo Il Melone
4.0 star property
8.6 out of 10, Excellent, (277)
"We were initially uncertain about booking here due to some negative online comments; however, very happy we did! it would be difficult to pristinely maintain the property as it is historic and quite large, so if you’re looking for something with every modern amenity, this is not the stay for you. However, the property is a gorgeous setting and the buildings are quaint and charming. Our room was very spacious - a bit of noise transfer through the bathroom. Pool area is beautiful! Great breakfast...
Borgo Il Melone
Relais La Corte dei Papi
Outdoor pool
Relais La Corte dei Papi
5.0 star property
9.6 out of 10, Exceptional, (59)
"Beautiful with an amazing restaurant. "
The price is SAR 893
SAR 995 total
includes taxes & fees
1 Dec - 2 Dec
Relais La Corte dei Papi
Villa Borgo San Pietro
Outdoor pool
Villa Borgo San Pietro
4.0 star property
9.2 out of 10, Wonderful, (91)
"Great place with great breakfast included. TV service is poor, very few channels and none in English."
Villa Borgo San Pietro
Relais Villa Baldelli
Outdoor pool
Relais Villa Baldelli
4.0 star property
9.2 out of 10, Wonderful, (124)
"Beautiful authentic Tuscan property. Nice quiet location. Excellent breakfast. Pool was a plus. Staff eager to please. "
Relais Villa Baldelli
Monastero San Silvestro
Outdoor pool
Monastero San Silvestro
9.6 out of 10, Exceptional, (18)
"Excellent spacious apartments,very clean comfortable beds. Very close to supermarket and 5 min drive from Cortona . Would definitely stay again, excellent value ."
Monastero San Silvestro
Cortona Resort - Le Terre Dei Cavalieri
Outdoor pool
Cortona Resort - Le Terre Dei Cavalieri
9.8 out of 10, Exceptional, (66)
"The property was located in a beautiful setting overlooking the countryside. The staff we're very accommodating and was very nice. They gave us a celebratory wine when we got engaged at there property. So it became a truly memorable experience."
Cortona Resort - Le Terre Dei Cavalieri
Relais Villa Petrischio
Outdoor pool
Relais Villa Petrischio
4.0 star property
9.2 out of 10, Wonderful, (32)
"Great resort where to relax , enjoy the as scenery and enjoy Tuscan hospitality!"
Relais Villa Petrischio
Agriturismo Giusi e Dario
Outdoor pool
Agriturismo Giusi e Dario
Agriturismo Giusi e Dario
Agriturismo Pratovalle
Pool
Agriturismo Pratovalle
9.6 out of 10, Exceptional, (11)
"360 degree views, proximity to Cortona, beautiful countryside, great swimming pool, nicely appointed apartment. We had a great time cooking our meals and eating at a leisurely pace"
Agriturismo Pratovalle
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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Frequently asked questions

What's it like visiting Cortona?
If spending time by the pool is your idea of the perfect getaway, you may want to check out Cortona, which has 22 places to stay with pools. While you’re visiting, you can explore sights such as Piazza della Repubblica and Cortona Cathedral, and then relax poolside at one of the accommodations in Cortona that guests like for their pools.
What are some accommodations with pools in Cortona?
Monastero di Cortona Hotel & Spa: Features a full-service spa, an indoor pool, and a sauna. VILLA CORTONESE - Fifteen Bedroom Resort, Sleeps 34: Offers kitchens, a pool, and televisions. Locanda del Molino: Provides a snack bar/deli, a seasonal outdoor pool, and daily. Belvilla by OYO Fattoria Terontola: Features kitchens, a children’s pool, and televisions.
How many pool hotels will I find in Cortona?
Expedia’s 22 hotels in Cortona give you a great choice for your poolside getaway.
What is there to see and do in Cortona?
Spend some time experiencing the great outdoors at Val di Chiana. During your stay, check out sights such as Piazza della Repubblica, Cortona Cathedral, and Giuseppe Garibaldi Memorial.
When is the best time to book a hotel with a pool in Cortona?
You may want to think about a place to stay that has an outdoor pool if you plan to visit Cortona in the warmest months of August, July, or June when the average temp is 71°F. Lodging offering 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 42°F.
What's the best way to travel around Cortona?
Knowing the transportation options in Cortona can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Camucia-Cortona Station or Terontola-Cortona Station. Cortona may not have many public transportation choices so consider a car rental to maximize your time.