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

Hotels with Pool & Resorts in Cortona from AU$136

  • 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
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Cortona hotels with a pool

A pool area with lounge chairs, a hot tub, and a view of mountains.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.
A spacious room with a large window, a view of a landscape painting, and a desk with a vase of flowers.
A terrace with sun loungers, stone walls, and potted plants.

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.
AU$409
includes taxes & fees
15 Nov - 16 Nov
Monastero di Cortona Hotel & Spa
A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.
A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.
A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.
A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

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.
AU$181
includes taxes & fees
17 Oct - 18 Oct
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 multiple windows and a courtyard.
A stone building with outdoor seating and a fountain.
A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.

3. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
  • Immerse in a seasonal poolside paradise with loungers, umbrellas, and fitness amenities.
AU$228
includes taxes & fees
16 Oct - 17 Oct
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 bedside table with a vase of flowers, a book, and a drawer.

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.
AU$166
includes taxes & fees
23 Oct - 24 Oct
Locanda agli Amici
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.
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.
AU$243
includes taxes & fees
17 Oct - 18 Oct
Cortona Resort - Le Terre Dei Cavalieri
A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.
A bedroom with a bed, a table with lemons, a window with curtains, and a radiator.
A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.
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.
AU$136
includes taxes & fees
28 Oct - 29 Oct
Locanda del Molino
A person in a swimming pool with a view of trees and mountains through a window.
A balcony with a table and chairs, a potted plant, and a view of a green landscape.
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.

7. 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.
AU$538
includes taxes & fees
15 Nov - 16 Nov
Il Falconiere - Relais e Chateaux
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 spacious hallway with wooden flooring, a wooden cabinet with a mirror, and two candle lanterns.

8. Cortona Resort Spa

Cortona Resort Spa
Cortona
  • Serene seasonal outdoor pool awaits at this rural Italian resort, where massages and hiking trails beckon.
AU$254
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 long banquet table with gold candelabras, white flowers, and gold tableware.
A spacious bathroom with a large wooden bathtub, a freestanding mirror, and a glass-enclosed shower.

9. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
  • Luxurious Tuscan retreat offers poolside bliss with mountain views and spa treatments.
AU$546
includes taxes & fees
9 Nov - 10 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 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.

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.
AU$281
includes taxes & fees
27 Oct - 28 Oct
Casa Bellavista
View all properties

Choose what matters most at hotels with a pool in Cortona

Breakfast included
4 stars
5 stars
Spa
Spa pool

Hotels with pools and free breakfast in Cortona

A terrace with sun loungers, stone walls, and potted plants.
A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.
A narrow hallway with a stone wall and a clock.
A pool area with lounge chairs, a hot tub, and a view of mountains.

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
AU$409
includes taxes & fees
15 Nov - 16 Nov
Monastero di Cortona Hotel & Spa
A rustic outdoor dining area with stone walls, a table, and wicker chairs.
A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.
A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.
A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.

Relais Villa Baldelli

Relais Villa Baldelli
Cortona
AU$181
includes taxes & fees
17 Oct - 18 Oct
Relais Villa Baldelli
An outdoor dining area with tables set for meals, surrounded by trees and a clear sky.
A stone building with multiple windows and a courtyard.
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.

Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
AU$228
includes taxes & fees
16 Oct - 17 Oct
Villa Borgo San Pietro
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 bedside table with a vase of flowers, a book, and a drawer.

Locanda agli Amici

Locanda agli Amici
Cortona
AU$166
includes taxes & fees
23 Oct - 24 Oct
Locanda agli Amici
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.
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
AU$243
includes taxes & fees
17 Oct - 18 Oct
Cortona Resort - Le Terre Dei Cavalieri
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.
A bedroom with a bed, a table with lemons, a window with curtains, and a radiator.
A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.
A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.

Locanda del Molino

Locanda del Molino
Cortona
AU$136
includes taxes & fees
28 Oct - 29 Oct
Locanda del Molino
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 two-story building with a stone staircase leading to a door, a scooter parked in front, and a garden with potted plants.

Cortona Resort Spa

Cortona Resort Spa
Cortona
AU$254
includes taxes & fees
15 Nov - 16 Nov
Cortona Resort Spa
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.
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
AU$538
includes taxes & fees
15 Nov - 16 Nov
Il Falconiere - Relais e Chateaux
A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.
A historic stone building with arched doorways and a courtyard at twilight.
A long banquet table with gold candelabras, white flowers, and gold tableware.
A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.

Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
AU$546
includes taxes & fees
9 Nov - 10 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 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.

Casa Bellavista

Casa Bellavista
Cortona
AU$281
includes taxes & fees
27 Oct - 28 Oct
Casa Bellavista
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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
lynda 3-night trip
Posted 10 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Villa Borgo San Pietro

Villa Borgo San Pietro

10/10 Excellent
"Well done"
PIETRO 7-night trip
Posted 2 weeks ago
Villa Borgo San Pietro
Relais Villa Baldelli

Relais Villa Baldelli

10/10 Excellent
"Such a stunning Tuscany setting"
ralph 2-night trip
Posted 3 weeks ago
Relais Villa Baldelli
Locanda del Molino

Locanda del Molino

10/10 Excellent
"Best sleep I’ve ever had Amazing staff Cutest inn"
Rochelle 3-night trip
Posted 1 month 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 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. 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 sunloungers, a pool and kitchens.
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