Hotels with Pool & Resorts in Cortona from AU$156

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Check availability on Cortona Hotels with Pool

Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Best Cortona Hotels with Pool

Outdoor pool, pool umbrellas, pool loungers
Locanda del Molino

Locanda del Molino

4.0 star property
Cortona
9.6 out of 10, Exceptional, (33)
"Great place to stay."
United Kingdom
Christopher
The price is AU$156
includes taxes & fees
3 Dec - 4 Dec
Locanda del Molino
Exterior
Country House Podere Casorbica

Country House Podere Casorbica

Cortona
10.0 out of 10, Exceptional, (1)
"Great place. Beautiful area "
United States
Kristie
Country House Podere Casorbica
Seasonal outdoor pool, pool umbrellas, pool loungers
Locanda agli Amici

Locanda agli Amici

4.0 star property
Cortona
9.8 out of 10, Exceptional, (34)
"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
Outdoor pool
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 AU$301
includes taxes & fees
2 Dec - 3 Dec
Cortona Resort Spa
Outdoor spa tub
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 AU$460
includes taxes & fees
8 Dec - 9 Dec
Relais La Corte dei Papi
Seasonal outdoor pool, pool umbrellas, pool loungers
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 AU$257
includes taxes & fees
2 Dec - 3 Dec
Agriturismo Villa Augusto
Sauna, hot tub, steam room, massages
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 AU$511
includes taxes & fees
14 Dec - 15 Dec
Monastero di Cortona Hotel & Spa
Dining
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 traveller
The price is AU$197
includes taxes & fees
1 Jan - 2 Jan 2026
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
Outdoor pool
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

Cortona
The price is AU$9,481
includes taxes & fees
2 Dec - 3 Dec
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Pool
Agriturismo 'Cuiano La Loggetta' with Shared Pool, Garden and Wi-Fi

Agriturismo 'Cuiano La Loggetta' with Shared Pool, Garden and Wi-Fi

Cortona
10.0 out of 10, Exceptional, (1)
"Lieu très agréable en pleine nature,en retrait des grandes villes"
France
Jacques N.
The price is AU$328
includes taxes & fees
2 Dec - 3 Dec
Agriturismo 'Cuiano La Loggetta' with Shared Pool, Garden and 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.
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Top Cortona Hotel Reviews

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"Excellent staff and experiences! We had a wonderful time."
Sam 3-night trip
Posted 2 days ago
Il Falconiere - Relais e Chateaux

Frequently asked questions

What's it like visiting Cortona?
If taking it easy by the pool is your idea of a great getaway, you may want to look at Cortona, which has 54 places to stay with pools. While you're visiting, you can explore sights such as Piazza della Repubblica and Giuseppe Garibaldi Memorial, and then kick back and relax poolside at one of the accommodation options in Cortona that guests like for their pools.
What are some accommodation options 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 sunloungers, a pool and kitchens. Rustic Farmhouse for 8+2 person with Private Swimming Pool: Features sunloungers, a pool and complimentary wireless Internet access. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34: Offers kitchens, a communal pool and televisions.
How many pool hotels can I expect to find in Cortona?
Expedia's 54 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, visit 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're planning to visit Cortona in the hottest months of August, July or June, when the average temp is 22°C. Accommodation 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 6°C.
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 explore the surrounding area, hop aboard a train at Camucia-Cortona Station or Terontola-Cortona Station. Cortona might not have very many public transport choices, so consider a car rental to maximise your time.

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