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

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Check availability on Cortona Hotels with a Pool

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Cortona hotels with a pool

A pool area with lounge chairs, a hot tub, and a view of mountains.
A spacious room with a large window, a view of a landscape painting, and a desk with a vase of flowers.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.
A balcony with a pool view, a small table, and a chair.

1. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
  • Luxurious indoor pool sanctuary awaits at this historic Cortona monastery, where relaxation flows from spa waters to garden views.
SAR 1,023
SAR 1,142 total
includes taxes & fees
8 Nov - 9 Nov
Monastero di Cortona Hotel & Spa
A person in a swimming pool with a view of trees and mountains through a window.
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A balcony with a table and chairs, a potted plant, and a view of a green landscape.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.

2. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
  • Luxurious Tuscan retreat offers twin outdoor pools, winery access, and poolside dining with stunning vineyard views.
SAR 1,378
SAR 1,532 total
includes taxes & fees
15 Nov - 16 Nov
Il Falconiere - Relais e Chateaux
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A hallway with a checkered floor, arched windows, and a chandelier.
An outdoor dining area with tables set for a meal, surrounded by greenery and trees.
A large estate with a swimming pool, surrounded by lush greenery and hills.

3. Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
  • Tuscan escape with poolside lounging beneath cypress trees and vineyard views.
SAR 2,556
SAR 2,845 total
includes taxes & fees
25 Oct - 26 Oct
Villa di Piazzano - Small Luxury Hotel of the World
A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.
A bathroom with a stone wall, a large bathtub, and a glass-enclosed shower area.
A bedroom with a bed, a chair, a table with a candle, and a wardrobe.
A round table set for dining with candles, wine glasses, and a bottle of wine. A stone wall and wooden furniture are in the background.

4. Cortona Resort Spa

Cortona Resort Spa
Cortona
  • Serene seasonal outdoor pool awaits at this rural Italian resort, where massages and hiking trails beckon.
SAR 600
SAR 666 total
includes taxes & fees
15 Nov - 16 Nov
Cortona Resort Spa
A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.
A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.
A spacious bathroom with a large wooden bathtub, a freestanding mirror, and a glass-enclosed shower.
A long banquet table with gold candelabras, white flowers, and gold tableware.

5. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
  • Luxurious Tuscan retreat offers poolside bliss with mountain views and spa treatments.
SAR 1,217
SAR 1,355 total
includes taxes & fees
10 Nov - 11 Nov
Relais La Corte dei Papi
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.
A person in a white robe standing by a window with a view of mountains.
A couple dining at a table with a scenic view of mountains and a lake.
A person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.

6. Locanda agli Amici

Locanda agli Amici
Cortona
  • Discover seasonal poolside bliss with rooftop views, sun loungers, and umbrellas at this upscale family-friendly retreat.
SAR 379
SAR 434 total
includes taxes & fees
4 Nov - 5 Nov
Locanda agli Amici
A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.
An outdoor dining area with tables covered in patterned tablecloths, surrounded by greenery.
A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.

7. Locanda del Molino

Locanda del Molino
Cortona
  • Take a dip in the outdoor pool surrounded by Tuscan scenery while sipping refreshing drinks from the poolside bar.
SAR 341
SAR 391 total
includes taxes & fees
19 Nov - 20 Nov
Locanda del Molino
A large, rectangular swimming pool surrounded by a well-maintained lawn, with a house and garden in the background.
A traditional villa with a garden, outdoor seating, and a clear blue sky.
A bathtub filled with water, a window with curtains, a painting on the wall, and a shelf with decorative items.
A well-maintained lawn with a brick house and a flag, surrounded by trees and a clear sky.

8. Casa Bellavista

Casa Bellavista
Cortona
  • Refresh in crystal clear waters surrounded by scenic rural views at this bed and breakfast's seasonal pool retreat.
SAR 676
SAR 760 total
includes taxes & fees
25 Oct - 26 Oct
Casa Bellavista
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.
A well-maintained garden with a wooden pergola, stone structures, and lush greenery.
A kitchen with stone walls, a gas stove, and a wooden shelf with wine bottles.
A stone building with a wooden balcony, outdoor seating, and potted plants.

9. Country House Podere Casorbica

Country House Podere Casorbica
Cortona
  • Soak in seasonal bliss at this Italian country house with a dreamy outdoor pool for kids and adults alike.
SAR 345
SAR 422 total
includes taxes & fees
12 Nov - 13 Nov
Country House Podere Casorbica
A rectangular swimming pool with clear blue water, surrounded by a paved deck and a gazebo.
A rustic dining area with a brick fireplace, wooden table, and chairs.
A formal dining room with a large table, chairs, and a chandelier.
A bedroom with a wooden ceiling, a chandelier, a bed, a dresser, and a chair.

10. Agriturismo Villa Augusto

Agriturismo Villa Augusto
Cortona
  • Seasonal pool paradise with tennis court and free bicycles offers a refreshing Italian farmhouse retreat in the countryside.
SAR 612
SAR 694 total
includes taxes & fees
27 Oct - 28 Oct
Agriturismo Villa Augusto
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Choose what matters most at hotels with a pool in Cortona

Breakfast included
4 stars
5 stars
Spa
Hot tub

Hotels with pools and free breakfast in Cortona

A terrace with sun loungers, stone walls, and potted plants.
A narrow hallway with a stone wall and a clock.
A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
SAR 1,023
SAR 1,142 total
includes taxes & fees
8 Nov - 9 Nov
Monastero di Cortona Hotel & Spa
A bedroom with a bed, a chair, a table with a candle, and a wardrobe.
Two people seated at a round table outdoors, with a candle and food on the table, and a large tree in the background.
A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.
A spacious hallway with wooden flooring, a wooden cabinet with a mirror, and two candle lanterns.

Cortona Resort Spa

Cortona Resort Spa
Cortona
SAR 600
SAR 666 total
includes taxes & fees
15 Nov - 16 Nov
Cortona Resort Spa
A person in a white robe standing by a window with a view of mountains.
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.
A couple dining at a table with a scenic view of mountains and a lake.
A person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.

Locanda agli Amici

Locanda agli Amici
Cortona
SAR 379
SAR 434 total
includes taxes & fees
4 Nov - 5 Nov
Locanda agli Amici
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.
A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.
A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.
An outdoor dining area with tables covered in patterned tablecloths, surrounded by greenery.

Locanda del Molino

Locanda del Molino
Cortona
SAR 341
SAR 391 total
includes taxes & fees
19 Nov - 20 Nov
Locanda del Molino
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.
A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.
A person in a swimming pool with a view of trees and mountains through a window.

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
SAR 1,378
SAR 1,532 total
includes taxes & fees
15 Nov - 16 Nov
Il Falconiere - Relais e Chateaux
A historic stone building with arched doorways and a courtyard at twilight.
A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.
A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.
A long banquet table with gold candelabras, white flowers, and gold tableware.

Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
SAR 1,217
SAR 1,355 total
includes taxes & fees
10 Nov - 11 Nov
Relais La Corte dei Papi
A large, rectangular swimming pool surrounded by a well-maintained lawn, with a house and garden in the background.
A traditional villa with a garden, outdoor seating, and a clear blue sky.
A sauna, a glass-enclosed shower, and a bathtub with a modern design.
A well-maintained lawn with a brick house and a flag, surrounded by trees and a clear sky.

Casa Bellavista

Casa Bellavista
Cortona
SAR 676
SAR 760 total
includes taxes & fees
25 Oct - 26 Oct
Casa Bellavista
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A hallway with a checkered floor, arched windows, and a chandelier.
An outdoor dining area with tables set for a meal, surrounded by greenery and trees.
A large estate with a swimming pool, surrounded by lush greenery and hills.

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
SAR 2,556
SAR 2,845 total
includes taxes & fees
25 Oct - 26 Oct
Villa di Piazzano - Small Luxury Hotel of the World
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

Relais Villa Baldelli

Relais Villa Baldelli

10/10 Excellent
"Wonderful character and feel. The property for 100 AD, has been well renovated and maintained. Excellent staff 👏"
Ravi 4-night trip
Posted 7 days ago
Relais Villa Baldelli
Villa Borgo San Pietro

Villa Borgo San Pietro

10/10 Excellent
"Well done"
PIETRO 7-night trip
Posted 1 month ago
Villa Borgo San Pietro
Locanda del Molino

Locanda del Molino

10/10 Excellent
"Best sleep I’ve ever had Amazing staff Cutest inn"
Rochelle 3-night trip
Posted 2 months ago
Locanda del Molino
Relais La Corte dei Papi

Relais La Corte dei Papi

10/10 Excellent
"Our visit was like being spoiled from the moment we arrived! The staff and even the owner were there to make sure we had everything we needed! Though our visit was in the off season, the only thing we didn't get to use was the pool as it was just too cold. The breakfast, though, was the best we have ever had while traveling! Highly recommend!!!"
Traci 4-night trip
Posted 11 months ago
Relais La Corte dei Papi

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.