Find Hotels with a Pool in Cortona

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Check availability on Cortona Hotels with a Pool

Our top choices for Cortona hotels with a pool

Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.6 out of 10, Exceptional, (34)
"Great place to stay."
United Kingdom
Christopher
The price is ¥16,962
¥20,121 total
includes taxes & fees
Dec 21 - Dec 22
Locanda del Molino

Locanda agli Amici

Locanda agli Amici
4.0 star property
Cortona
9.8 out of 10, Exceptional, (35)
"Amazing breakfast and first class service. Host was very attentive to details, the property is beautiful. Location is great, walking distance to a working monastery and to the town of Cortona. A peaceful spot and very safe. Beds were comfortable and the room was well appointed."
Canada
Tara
Locanda agli Amici

Country House Podere Casorbica

Country House Podere Casorbica
Cortona
10.0 out of 10, Exceptional, (1)
"Great place. Beautiful area "
United States
Kristie
The price is ¥26,766
¥29,897 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Country House Podere Casorbica

Cortona Resort Spa

Cortona Resort Spa
Cortona
7.0 out of 10, Good, (2)
"Needs lotion in the guest rooms and towels. The staff was wonderful. So was the food. "
United States
Candice
The price is ¥27,697
¥31,014 total
includes taxes & fees
Dec 21 - Dec 22
Cortona Resort Spa

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (254)
"Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. "
Canada
Florence and Robert
The price is ¥46,957
¥52,381 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Monastero di Cortona Hotel & Spa

Agriturismo Villa Augusto

Agriturismo Villa Augusto
Cortona
9.6 out of 10, Exceptional, (4)
"Augusto was a great host. We appreciated the recommendations of local attractions in the area. The deluxe villa was very clean, quiet, and nicely decorated. We really enjoyed the garden that is on the property. By far our best stay in Tuscany."
United States
Kristian
The price is ¥23,188
¥26,418 total
includes taxes & fees
Dec 17 - Dec 18
Agriturismo Villa Augusto

Relais La Corte dei Papi

Relais La Corte dei Papi
5.0 star property
Cortona
9.6 out of 10, Exceptional, (64)
"Beautiful with an amazing restaurant. "
United Kingdom
Frithjof
The price is ¥53,663
¥59,758 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Relais La Corte dei Papi

Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi

Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi
Cortona
10.0 out of 10, Exceptional, (1)
"Pros: Es war ganz toll. Das Klima mit 34 Grad sehr heiß aber durch den Pool geht auch das sehr gut. Der Gastgeber ist super freundlich... wir sprechen null italienisch aber das war nur ein kleines Hinderniss."
Germany
Anonymous traveler
The price is ¥24,441
¥25,170 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi

Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi

Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
Cortona
9.0 out of 10, Wonderful, (2)
"Pros: Il camino è stato come tornare bambini.Atmosfera Natalizia e tanto di più. Cons: Il Bidè non funzionava."
Italy
Anonymous traveler
The price is ¥19,553
¥20,282 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
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.

Hotels with pools and free breakfast in Cortona

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.

Top Cortona Hotel Reviews

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 52 places to stay with pools. While you're visiting, you can explore sights such as Piazza della Repubblica and Giuseppe Garibaldi Memorial, 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. Locanda del Molino: Offers a snack bar/deli, a seasonal outdoor pool, and daily. Beautiful Tuscan farmhouse in the countryside with swimming pool: Provides sun loungers, a pool, and kitchens. Rustic Farmhouse for 8+2 person with Private Swimming Pool: Features sun loungers, a pool, and complimentary wireless internet access. Traditional Tuscan manor in the countryside with private pool, BBQ, pizza oven: Offers sun loungers, a pool, and kitchens.
How many pool hotels will I find in Cortona?
Expedia's 52 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, Giuseppe Garibaldi Memorial, and Villa Bramasole.
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.