A hillside town with historic buildings, a church, and vineyards.

Search Hotels with Swimming Pool in Cortona

  • 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 Swimming Pool

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

Our top choices for Cortona hotels with a pool

An outdoor seating area with tables and chairs, potted plants, and a view of the sea.

1. Villa Santa Margherita

Villa Santa Margherita
3.0 star property
Cortona Old Town
9.8 out of 10, Exceptional, (26 reviews)
"Wonderful staff, great location, highly recommend"
United States
George F
The price is ₹10,155
₹13,026 total
includes taxes & fees
14 Nov - 15 Nov
Villa Santa Margherita
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

2. Locanda agli Amici

Locanda agli Amici
4.0 star property
Cortona
9.8 out of 10, Exceptional, (46 reviews)
"Wonderful hospitality and food, good location. Didn’t sleep well most night because of large (10) group also staying, who returned late or very late and woke us up (3 times one night !), but that was no fault of the hotel, and could happen anywhere."
United Kingdom
David
The price is ₹9,231
₹11,003 total
includes taxes & fees
1 Dec - 2 Dec
Locanda agli Amici
A pool area with lounge chairs, a hot tub, and a view of mountains.

3. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
9.8 out of 10, Exceptional, (365 reviews)
"The highlight was the experience at the bar with the entertaining bartenders! Great breakfast and service!"
United States
Stephanie
The price is ₹23,015
₹25,740 total
includes taxes & fees
29 Nov - 30 Nov
Monastero di Cortona Hotel & Spa
A swimming pool surrounded by a well-maintained lawn, with a fountain in the foreground and a building in the background.

4. Agriturismo Villa Augusto

Agriturismo Villa Augusto
Cortona
9.6 out of 10, Exceptional, (5 reviews)
"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 ₹15,221
₹17,006 total
includes taxes & fees
8 Nov - 9 Nov
Agriturismo Villa Augusto
A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.

5. Cortona Resort Spa

Cortona Resort Spa
Cortona
9.4 out of 10, Exceptional, (8 reviews)
"Needs lotion in the guest rooms and towels. The staff was wonderful. So was the food. "
United States
Candice
The price is ₹14,556
₹16,168 total
includes taxes & fees
8 Nov - 9 Nov
Cortona Resort Spa
A historic stone building with a sign reading "Hotel Italia."

6. Hotel Italia

Hotel Italia
3.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (300 reviews)
"Manuela at the front office is great. So helpful, informative and full of tips. Make sure you ask her about favorite eateries."
United States
Fernando
The price is ₹10,076
₹11,614 total
includes taxes & fees
8 Dec - 9 Dec
Hotel Italia
A courtyard with stone buildings, a gravel path, and potted plants.

7. B&B San Francesco

B&B San Francesco
Cortona Old Town
8.8 out of 10, Excellent, (65 reviews)
"Lovely place, I looking the beautiful San Francesco church. Excellent breakfast!"
United Kingdom
Esther
The price is ₹7,409
₹9,953 total
includes taxes & fees
16 Nov - 17 Nov
B&B San Francesco
A swimming pool at night with green lighting.

8. Casale l'Antico Carro

Casale l'Antico Carro
Cortona
8.8 out of 10, Excellent, (51 reviews)
"The rooms were clean, easy drive to Camucia and plenty of parking"
United States
l thoma
The price is ₹11,416
₹12,767 total
includes taxes & fees
10 Nov - 11 Nov
Casale l'Antico Carro
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.

9. Country House Podere Casorbica

Country House Podere Casorbica
Cortona
10.0 out of 10, Exceptional, (1 review)
"Great place. Beautiful area "
United States
Kristie
The price is ₹5,994
₹7,660 total
includes taxes & fees
26 Nov - 27 Nov
Country House Podere Casorbica
A stone-arched entrance to a building with a glass door, potted flowers, and wall-mounted lights.

10. LA CORTE DI AMBRA

LA CORTE DI AMBRA
Cortona Old Town
8.0 out of 10, Very good, (2 reviews)
"Nice place smal town Absolutely no taxis available stuck on town Only worth going there 1-2 days"
United States
Sandro
The price is ₹17,338
₹19,282 total
includes taxes & fees
9 Nov - 10 Nov
LA CORTE DI AMBRA
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

11. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is ₹19,265
₹21,349 total
includes taxes & fees
8 Nov - 9 Nov
CASA AMBRA
A building entrance with a number '10' sign, a potted plant with flowers, and a staircase leading to the entrance.

12. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is ₹9,154
₹10,278 total
includes taxes & fees
9 Nov - 10 Nov
Vicolo Della Scala Rooms - La Luna
A building entrance with a number '10' sign, a potted plant with flowers, and a staircase leading to the entrance.

13. Vicolo Della Scala Rooms - Il Sole

Vicolo Della Scala Rooms - Il Sole
Cortona Old Town
The price is ₹10,230
₹11,463 total
includes taxes & fees
9 Nov - 10 Nov
Vicolo Della Scala Rooms - Il Sole
A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.

14. Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.4 out of 10, Exceptional, (42 reviews)
"Best sleep I’ve ever had Amazing staff Cutest inn"
Canada
Rochelle
The price is ₹7,146
₹8,279 total
includes taxes & fees
19 Nov - 20 Nov
Locanda del Molino
A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.

15. Relais La Corte dei Papi

Relais La Corte dei Papi
5.0 star property
Cortona
9.6 out of 10, Exceptional, (67 reviews)
"Beautiful with an amazing restaurant. "
United Kingdom
Frithjof
The price is ₹30,244
₹33,687 total
includes taxes & fees
16 Nov - 17 Nov
Relais La Corte dei Papi
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

Choose what matters most at hotels with a pool in Cortona

Breakfast included
4 stars

Hotels with pools and free breakfast in Cortona

A terrace with sun loungers, stone walls, and potted plants.
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
9.8 out of 10, Exceptional, (365)
The price is ₹23,015
₹25,740 total
includes taxes & fees
29 Nov - 30 Nov
Monastero di Cortona Hotel & 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.
View all properties

Top Cortona Hotel Reviews

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"The property was beautiful and convenient to the train station. Our suite was spacious and clean. The staff were amazing and made our stay memorable. A daily highlight was the breakfast. Highly recommend this amazing property."
kimberly 2-night trip
Posted 1 day 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 47 places to stay with pools. While you're visiting, you can explore sights such as Piazza della Repubblica and Villa Bramasole, 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: Provides a snack bar/deli, a seasonal outdoor pool and buffet.
How many pool hotels can I expect to find in Cortona?
Expedia's 47 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, Villa Bramasole and Palazzo Comunale.
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.

Explore a world of travel with Expedia