Search Hotels with Pool in Cortona

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Cortona Hotels with Pool

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Cortona hotels with a pool

Outdoor pool, pool umbrellas, pool loungers
Locanda del Molino

Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.6 out of 10, Exceptional, (35)
"family run business with great hospitality and excellent food"
United Kingdom
stefania
The price is Rp1.917.401
Rp2.187.987 total
includes taxes & fees
1 Jan - 2 Jan 2026
Locanda del Molino
Outdoor pool
Cortona Resort Spa

Cortona Resort Spa

Cortona Resort Spa
Cortona
8.0 out of 10, Very good, (3)
"Needs lotion in the guest rooms and towels. The staff was wonderful. So was the food. "
United States
Candice
The price is Rp3.025.690
Rp3.357.826 total
includes taxes & fees
11 Jan - 12 Jan 2026
Cortona Resort Spa
Exterior
Country House Podere Casorbica

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 Rp2.895.812
Rp3.234.672 total
includes taxes & fees
7 Jan - 8 Jan 2026
Country House Podere Casorbica
Seasonal outdoor pool, pool umbrellas, pool loungers
Locanda agli Amici

Locanda agli Amici

Locanda agli Amici
4.0 star property
Cortona
9.8 out of 10, Exceptional, (36)
"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 spa tub
Relais La Corte dei Papi

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 Rp5.805.960
Rp6.465.402 total
includes taxes & fees
5 Jan - 6 Jan 2026
Relais La Corte dei Papi
Sauna, hot tub, steam room, massages
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (255)
"Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. "
Canada
Florence and Robert
The price is Rp5.080.216
Rp5.667.084 total
includes taxes & fees
4 Jan - 5 Jan 2026
Monastero di Cortona Hotel & Spa
Seasonal outdoor pool, pool umbrellas, pool loungers
Agriturismo Villa Augusto

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 Rp2.508.695
Rp2.808.902 total
includes taxes & fees
1 Jan - 2 Jan 2026
Agriturismo Villa Augusto
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.
View all properties

Top Cortona Hotel Reviews

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 46 places to stay with pools. While you're visiting, you can explore sights such as Piazza della Repubblica and Signorelli Theatre, 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.
How many pool hotels can I expect to find in Cortona?
Expedia's 46 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, Signorelli Theatre 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'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.