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

Cortona Hotels with Swimming Pool

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Check availability on Cortona Hotels with Swimming Pools

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

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.
RM1,366
RM1,539 total
includes taxes & fees
30 Aug - 31 Aug
Monastero di Cortona Hotel & Spa
A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.
A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.
A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.
A rustic outdoor dining area with stone walls, a table, and wicker chairs.

2. Relais Villa Baldelli

Relais Villa Baldelli
Cortona
  • Dive into cooling bliss at this upscale hotel's seasonal outdoor pool with lounger service and refreshing drinks.
RM525
RM615 total
includes taxes & fees
28 Sept - 29 Sept
Relais Villa Baldelli
A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.
A stone building with a tiled roof, a small window, and a metal fence.
A stone building with outdoor seating and a fountain.
A stone building with multiple windows and a courtyard.

3. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
  • Immerse in a seasonal poolside paradise with loungers, umbrellas, and fitness amenities.
RM512
RM600 total
includes taxes & fees
27 Sept - 28 Sept
Villa Borgo San Pietro
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 person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.
A couple dining at a table with a scenic view of mountains and a lake.

4. Locanda agli Amici

Locanda agli Amici
Cortona
  • Discover seasonal poolside bliss with rooftop views, sun loungers, and umbrellas at this upscale family-friendly retreat.
RM507
RM595 total
includes taxes & fees
21 Sept - 22 Sept
Locanda agli Amici
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.
A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.
A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

5. Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
  • Elegant farmhouse pool retreat immerses guests in the Tuscan countryside with dining steps away.
RM550
RM629 total
includes taxes & fees
23 Sept - 24 Sept
Cortona Resort - Le Terre Dei Cavalieri
A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.
A stone building with a rustic exterior, a wooden door, and a sign that reads "MOLINO".
A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

6. 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.
RM379
RM454 total
includes taxes & fees
28 Sept - 29 Sept
Locanda del Molino
A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.
A bedroom with a bed, a chair, a table with a candle, and a wardrobe.
A bathroom with a stone wall, a large bathtub, and a glass-enclosed shower area.
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.

7. Cortona Resort Spa

Cortona Resort Spa
Cortona
  • Serene seasonal outdoor pool awaits at this rural Italian resort, where massages and hiking trails beckon.
RM578
RM650 total
includes taxes & fees
31 Aug - 1 Sept
Cortona Resort Spa
A person in a swimming pool with a view of trees and mountains through a window.
A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.
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.

8. 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.
RM2,249
RM2,511 total
includes taxes & fees
29 Sept - 30 Sept
Il Falconiere - Relais e Chateaux
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.
A stone building with a wooden balcony, outdoor seating, and potted plants.
A kitchen with stone walls, a gas stove, and a wooden shelf with wine bottles.
A well-maintained garden with a wooden pergola, stone structures, and lush greenery.

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.
RM382
RM479 total
includes taxes & fees
28 Sept - 29 Sept
Country House Podere Casorbica
A large, rectangular swimming pool surrounded by a well-maintained lawn, with a house and garden in the background.
A house with a tiled roof, surrounded by a well-maintained garden and trees.
A bathtub filled with water, a window with curtains, a painting on the wall, and a shelf with decorative items.
A traditional villa with a garden, outdoor seating, and a clear blue sky.

10. Casa Bellavista

Casa Bellavista
Cortona
  • Refresh in crystal clear waters surrounded by scenic rural views at this bed and breakfast's seasonal pool retreat.
RM946
RM1,059 total
includes taxes & fees
22 Sept - 23 Sept
Casa Bellavista
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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 rustic outdoor dining area with stone walls, a table, and wicker chairs.
A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.
A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.
A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

Relais Villa Baldelli

Relais Villa Baldelli
Cortona
RM525
RM615 total
includes taxes & fees
28 Sept - 29 Sept
Relais Villa Baldelli
A stone building with outdoor seating and a fountain.
A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.
A stone building with multiple windows and a courtyard.
A stone building with a tiled roof, a small window, and a metal fence.

Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
RM512
RM600 total
includes taxes & fees
27 Sept - 28 Sept
Villa Borgo San Pietro
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 cozy living room with a fireplace, a sofa, a dining table, and various decorative items.
A stone building with a rustic exterior, a wooden door, and a sign that reads "MOLINO".

Locanda del Molino

Locanda del Molino
Cortona
RM379
RM454 total
includes taxes & fees
28 Sept - 29 Sept
Locanda del Molino
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 person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.
A couple dining at a table with a scenic view of mountains and a lake.

Locanda agli Amici

Locanda agli Amici
Cortona
RM507
RM595 total
includes taxes & fees
21 Sept - 22 Sept
Locanda agli Amici
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 bedroom with a bed, a chair, a table with a candle, and a wardrobe.
A spacious hallway with wooden flooring, a wooden cabinet with a mirror, and two candle lanterns.

Cortona Resort Spa

Cortona Resort Spa
Cortona
RM578
RM650 total
includes taxes & fees
31 Aug - 1 Sept
Cortona Resort Spa
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.
A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.
A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
RM550
RM629 total
includes taxes & fees
23 Sept - 24 Sept
Cortona Resort - Le Terre Dei Cavalieri
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
RM1,366
RM1,539 total
includes taxes & fees
30 Aug - 31 Aug
Monastero di Cortona Hotel & Spa
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A person standing at the entrance of a building with a stone staircase leading up to a door.
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.

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
RM2,249
RM2,511 total
includes taxes & fees
29 Sept - 30 Sept
Il Falconiere - Relais e Chateaux
A large, rectangular swimming pool surrounded by a well-maintained lawn, with a house and garden in the background.
A house with a tiled roof, surrounded by a well-maintained garden and trees.
A sauna, a glass-enclosed shower, and a bathtub with a modern design.
A traditional villa with a garden, outdoor seating, and a clear blue sky.

Casa Bellavista

Casa Bellavista
Cortona
RM946
RM1,059 total
includes taxes & fees
22 Sept - 23 Sept
Casa Bellavista
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 large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.
A long banquet table with gold candelabras, white flowers, and gold tableware.

Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
RM1,557
RM1,750 total
includes taxes & fees
13 Sept - 14 Sept
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

Top Cortona Hotel Reviews

Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri

10/10 Excellent
"Beautiful, peaceful resort with helpful staff. Delicious, plentiful breakfast buffet on outside patio included with stay. If A/C is a deal-breaker for you, be aware that it was not very powerful (which is common in Italy, we’ve found) and we thought the room was quite warm and muggy during the summer. However, the staff was very helpful and provided us with a fan that helped a bit. Overall I highly recommend this property."
Colleen 4-night trip
Posted 5 days ago
Cortona Resort - Le Terre Dei Cavalieri
Relais Villa Baldelli

Relais Villa Baldelli

8/10 Good
"The property was relaxing and quaint. The pool was nice and the overall Tuscan country vibe and decor was nice. The location was good and the rooms were spacious. It was not walkable to anything but if you have a rental car the location is great because Cortana is a wonderful town. The staff is kind and responsive however I had an issue with the cleaning ladies where they disposed of thing of my mine thinking it was trash. I found it odd that cleaning folks would take it upon themselves to touch my things as all. I asked them to not to clean our room anymore and they did it again the next day due to poor internal communication. It was annoying to deal with that but still I would say the staff tried their best to be helpful. Lastly, I was not a fan of their breakfast. They had the basics that were heavily rooted in sweets and pork both of which I don’t eat. They made fresh plain eggs but some veggies and maybe turkey meat would have been nice. Overall, for the price point this place is good."
Shabnam Karimi 4-night trip
Posted 6 days ago
Relais Villa Baldelli
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."
Yan Bo 1-night trip
Posted 12 days ago
Villa di Piazzano - Small Luxury Hotel of the World
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 9 months ago
Relais La Corte dei Papi
Locanda del Molino

Locanda del Molino

10/10 Excellent
"family run business with great hospitality and excellent food"
stefania 1-night trip
Posted 9 months ago
Locanda del Molino

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 48 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: Offers a snack bar/deli, a seasonal outdoor pool and buffet.
How many pool hotels can I expect to find in Cortona?
Expedia's 48 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 Santa Margherita Basilica.
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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