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

Hotels with a Pool in Cortona

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Hotels with a Pool in Cortona

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 terrace with sun loungers, stone walls, and potted plants.

A balcony with a pool view, a small table, and a chair.

1. Monastero di Cortona Hotel & Spa

Cortona Old Town

Indoor pool
Hot tub

$246

$275 total

includes taxes & fees

Nov 8 - Nov 9

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.

A person in a white robe standing by a window with a view of mountains.

2. Locanda agli Amici

Cortona

Pool loungers

$97

$111 total

includes taxes & fees

Nov 3 - Nov 4

A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.

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.

An outdoor dining area with tables covered in patterned tablecloths, surrounded by greenery.

3. Locanda del Molino

Cortona

Outdoor pool
Poolside bar
Pool loungers

$80

$93 total

includes taxes & fees

Nov 3 - Nov 4

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

Outdoor pool
Hot tub

$160

$177 total

includes taxes & fees

Nov 15 - Nov 16

A person in a swimming pool with a view of trees and mountains through a window.

A stone building with a red awning, potted plants, and a staircase leading to the entrance.

A balcony with a table and chairs, a potted plant, and a view of a green landscape.

A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

5. Il Falconiere - Relais e Chateaux

Cortona

2 outdoor pools
Poolside bar
Pool loungers
Hot tub

$367

$408 total

includes taxes & fees

Nov 15 - Nov 16

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.

A historic stone building with arched doorways and a courtyard at twilight.

A spacious bathroom with a large wooden bathtub, a freestanding mirror, and a glass-enclosed shower.

6. Relais La Corte dei Papi

Cortona

Outdoor pool
Poolside bar
Pool loungers
Full-service spa

$320

$356 total

includes taxes & fees

Nov 11 - Nov 12

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 stone staircase leading to a wooden porch with potted plants.

A kitchen with stone walls, a gas stove, and a wooden shelf with wine bottles.

7. Country House Podere Casorbica

Cortona

Pool loungers

$92

$112 total

includes taxes & fees

Nov 12 - Nov 13

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.

8. Casa Bellavista

Cortona

Pool loungers
Hot tub

$194

$217 total

includes taxes & fees

Oct 25 - Oct 26

A rectangular swimming pool with clear blue water, surrounded by a paved deck and a gazebo.

An outdoor dining table set with tea, coffee, and pastries, surrounded by white metal chairs and a stone fountain in the background.

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.

9. Agriturismo Villa Augusto

Cortona

Pool loungers

$163

$185 total

includes taxes & fees

Oct 27 - Oct 28

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.

A buffet with various food items, a vase of flowers, and a mirror reflecting the room.

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.

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

Cortona

Outdoor pool
Poolside bar
Pool loungers

$681

$758 total

includes taxes & fees

Oct 27 - Oct 28

11. Agriturismo Parco Fiorito

Tuoro sul Trasimeno

Indoor pool
Pool loungers
Hot tub

$122

$180 total

includes taxes & fees

Oct 25 - Oct 26

A modern indoor pool area with wooden benches, a hot tub, and large windows offering views of the surrounding greenery.

A gravel pathway flanked by neatly trimmed hedges leading to a gate.

A compact bathroom with two toilets, a sink, and a mirror.

A buffet with various food items and a mirror reflecting the room's architecture.

12. I Capricci di Merion Resort & Spa

Tuoro sul Trasimeno

Outdoor pool
Indoor pool
Pool loungers
Hot tub

$156

$171 total

includes taxes & fees

Oct 25 - Oct 26

A pool surrounded by neatly trimmed hedges and a row of sun loungers.

An outdoor dining area with a table set with food and wine, surrounded by outdoor seating and a large house in the background.

A courtyard with a brick building, surrounded by well-maintained lawns and potted plants.

A restaurant with round tables set for dining, large windows with curtains, and a view of the countryside.

13. Borgo Tre Rose

Montepulciano

Outdoor pool
Pool loungers

$73

$85 total

includes taxes & fees

Nov 2 - Nov 3

A pool area with a view of a lake and mountains, surrounded by trees and potted plants.

An outdoor patio with tables and chairs, overlooking a body of water.

A building with a green roof, large windows, and a garden with potted plants.

A breakfast buffet with various breads, pastries, and a cake, set in a room with large windows and a ceiling with a geometric pattern.

14. Hotel Kursaal - Umbria

Passignano sul Trasimeno

Outdoor pool
Pool loungers
Hot tub

$97

$110 total

includes taxes & fees

Oct 28 - Oct 29

A rectangular swimming pool with a tiled deck, surrounded by lounge chairs and umbrellas.

An outdoor dining area with string lights, tables set for a meal, and a natural backdrop.

A window with a view of a green landscape, a table with a teapot, cups, and a tray of snacks.

A traditional room with a fireplace, wooden furniture, and a large mirror.

15. Podere La Rocca

Montepulciano

Outdoor pool
Pool loungers
Hot tub

$154

$174 total

includes taxes & fees

Nov 22 - Nov 23

A landscaped garden with a swimming pool, neatly trimmed hedges, and outdoor seating areas.

A building with arched windows and a well-maintained garden with trimmed bushes and a large flower pot.

A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.

A long dining table set with plates, glasses, and floral centerpieces, surrounded by chairs.

16. La Cantina Relais - Fattoria Il Cipresso

Arezzo

Outdoor pool
Pool loungers

$99

$116 total

includes taxes & fees

Nov 2 - Nov 3

A hotel with a rooftop pool, a modern building with a sloped roof, and a view of the surrounding town.

A modern library with leather sofas, bookshelves, and a large window.

A hotel with a modern design, featuring a prominent green sign, multiple balconies, and well-maintained landscaping.

A modern hotel lobby with a reception desk, seating area, and a large plant.

17. Hotel Park

Castiglion Fiorentino

Pool loungers

$105

$120 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with lounge chairs and umbrellas, a stone wall, and a building in the background.

A dining table with two wine glasses, a vase with flowers, and a cheese board.

A spacious living room with a leather sofa, a wooden coffee table, and a view through large arched windows.

A large building with a pool, surrounded by greenery and trees.

18. Relais Villa Grazianella - UNA Esperienze

Montepulciano

Outdoor pool
Pool loungers

$199

$223 total

includes taxes & fees

Nov 22 - Nov 23

A swimming pool with a palm tree, a lounge chair, and a clear blue sky.

A bar area with stools, a refrigerator, and shelves with bottles.

A bedroom with a bed, a nightstand, a wall-mounted shelf, and a wall mural of a lake.

A modern bathroom with a white sink, wooden vanity, and a glass shower enclosure.

19. Hotel La Darsena

Passignano sul Trasimeno

Pool loungers
Near the beach

$71

$81 total

includes taxes & fees

Oct 30 - Oct 31

A rectangular swimming pool with a stone border, surrounded by a grassy lawn and trees.

A two-story building with a flat roof and a covered front porch. There are two visible windows on the upper floor and a door on the ground floor.

An outdoor dining area with round tables, white chairs, and a variety of dishes and drinks.

A hallway with a wooden door, a console table with a vase and a framed picture, and a red rug.

20. Park Hotel Montigeto

Passignano sul Trasimeno

Outdoor pool
Pool loungers

$91

$103 total

includes taxes & fees

Oct 28 - Oct 29

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Discover your perfect hotel with a pool in Cortona

Breakfast included

4 stars

5 stars

Spa

Hot tub

Hotels with pools and free breakfast in Cortona

A narrow hallway with a stone wall and a clock.

A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

Monastero di Cortona Hotel & Spa

Cortona Old Town

$246

$275 total

includes taxes & fees

Nov 8 - Nov 9

A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.

Locanda del Molino

Cortona

$80

$93 total

includes taxes & fees

Nov 3 - Nov 4

Locanda agli Amici

Cortona

$97

$111 total

includes taxes & fees

Nov 3 - Nov 4

Two people seated at a round table outdoors, with a candle and food on the table, and a large tree in the background.

A spacious hallway with wooden flooring, a wooden cabinet with a mirror, and two candle lanterns.

Cortona Resort Spa

Cortona

$160

$177 total

includes taxes & fees

Nov 15 - Nov 16

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.

Il Falconiere - Relais e Chateaux

Cortona

$367

$408 total

includes taxes & fees

Nov 15 - Nov 16

A sauna, a glass-enclosed shower, and a bathtub with a modern design.

Casa Bellavista

Cortona

$194

$217 total

includes taxes & fees

Oct 25 - Oct 26

A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.

Relais La Corte dei Papi

Cortona

$320

$356 total

includes taxes & fees

Nov 11 - Nov 12

Villa di Piazzano - Small Luxury Hotel of the World

Cortona

$681

$758 total

includes taxes & fees

Oct 27 - Oct 28

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Top neighborhoods in Cortona

Cortona Old Town

A historic European town square with stone buildings, green shutters, and outdoor seating areas.

A street with a shop selling jewelry and a signboard.

A narrow street with a signboard listing local dishes and a vintage motorcycle parked on the side.

A historic stone building with a bell tower, surrounded by lush greenery and olive trees.

Cortona Old Town

The Cortona Old Town neighborhood has lots to see including Piazza della Repubblica and Giuseppe Garibaldi Memorial.

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Top landmarks in Cortona

Villa Bramasole

9.2/10 (20 reviews)

If you're planning a bit of sightseeing during your trip, head to Villa Bramasole— just one of the landmarks located 0.6 mi (1 km) from central Cortona.

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Piazza della Repubblica

9.4/10 (95 reviews)

Piazza della Repubblica is worth passing through for a few pics when in Cortona Old Town.

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Cortona Cathedral

9.4/10 (77 reviews)

Cortona Old Town is home to Cortona Cathedral, so why not stop by during your stay in Cortona.

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San Domenico Church

9.0/10 (9 reviews)

Cortona Old Town is home to San Domenico Church, so why not stop by during your stay in Cortona.

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Santa Margherita Basilica

9.2/10 (30 reviews)

If you're interested in local churches head to Cortona Old Town— home to Santa Margherita Basilica.

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Santa Maria Nuova

8.8/10 (5 reviews)

If you're planning a bit of sightseeing during your trip, head to Santa Maria Nuova— just one of the landmarks located 0.4 mi (0.6 km) from central Cortona.

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Fortress of Girifalco

8.8/10 (25 reviews)

If you're planning a bit of sightseeing head to Fortress of Girifalco— just one of the monuments in Cortona Old Town.

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Eremo Le Celle

9.4/10 (12 reviews)

If seeing the sights is on your list of things to do, head to Eremo Le Celle— just one of the landmarks located 1.5 mi (2.4 km) from central Cortona.

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About the destination

If you're looking to discover somewhere new, look no further than Cortona. Whether you're planning to stay for a night or for the week, the area around Cortona has accommodations to fit every need. Search for hotels in Cortona with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Cortona hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Cortona hotel deals are here with our lowest price guarantee.