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

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Check availability on Cortona Hotels with a Pool

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

Our top choices for Cortona hotels with a pool

A pool area with lounge chairs, a hot tub, and a view of mountains.

1. 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)
"Relaxing property!"
United States
Natalie
The price is ￥38,315
￥42,853 total
includes taxes & fees
Nov 29 - Nov 30
Monastero di Cortona Hotel & Spa
An outdoor seating area with tables and chairs, potted plants, and a view of the sea.

2. 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 ￥16,906
￥21,687 total
includes taxes & fees
Nov 14 - Nov 15
Villa Santa Margherita
A swimming pool surrounded by a well-maintained lawn, with a fountain in the foreground and a building in the background.

3. 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 ￥25,686
￥28,697 total
includes taxes & fees
Nov 9 - Nov 10
Agriturismo Villa Augusto
A rooftop patio with outdoor furniture, potted plants, and a stone wall.

4. Casa Kita

Casa Kita
Cortona Old Town
9.4 out of 10, Exceptional, (31 reviews)
"Terrace with a spectacular view. Hosts so helpful. The rooms and common areas are filled with color and objects from all over. A delightful stay."
United States
Joy
The price is ￥13,737
￥16,699 total
includes taxes & fees
Dec 1 - Dec 2
Casa Kita
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 ￥24,563
￥27,284 total
includes taxes & fees
Nov 9 - Nov 10
Cortona Resort Spa
A person in a swimming pool with a view of trees and mountains through a window.

6. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.2 out of 10, Wonderful, (151 reviews)
"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."
United States
kimberly
The price is ￥59,182
￥65,806 total
includes taxes & fees
Nov 14 - Nov 15
Il Falconiere - Relais e Chateaux
A historic stone building with a sign reading "Hotel Italia."

7. 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 ￥17,131
￥19,727 total
includes taxes & fees
Dec 8 - Dec 9
Hotel Italia
A courtyard with stone buildings, a gravel path, and potted plants.

8. 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 ￥12,588
￥16,848 total
includes taxes & fees
Nov 16 - Nov 17
B&B San Francesco
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 ￥10,114
￥12,926 total
includes taxes & fees
Nov 26 - Nov 27
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 ￥29,259
￥32,538 total
includes taxes & fees
Nov 9 - Nov 10
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 ￥32,511
￥36,027 total
includes taxes & fees
Nov 9 - Nov 10
CASA AMBRA
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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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 ￥38,315
￥42,853 total
includes taxes & fees
Nov 29 - Nov 30
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 2 days ago
Il Falconiere - Relais e Chateaux

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 47 places to stay with pools. While you're visiting, you can explore sights such as Piazza della Repubblica and Villa Bramasole, 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. Agriturismo 'Cuiano La Loggetta' with Shared Pool, Garden and Wi-Fi: Offers complimentary wireless internet access, a communal pool, and kitchens. Locanda del Molino: Provides a snack bar/deli, a seasonal outdoor pool, and buffet. 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 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, check out 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 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.