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

A spacious room with a large window, a view of a landscape painting, and a desk with a vase of flowers.

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

$251

$285 total

includes taxes & fees

Oct 25 - Oct 26

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.

A rustic outdoor dining area with stone walls, a table, and wicker chairs.

A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

2. Relais Villa Baldelli

Cortona

Poolside bar
Pool loungers

$128

$150 total

includes taxes & fees

Sep 28 - Sep 29

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 bedside table with a vase of flowers, a book, and a drawer.

3. Locanda agli Amici

Cortona

Pool loungers

$100

$119 total

includes taxes & fees

Oct 12 - Oct 13

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 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.

A stone building with multiple windows and a courtyard.

4. Villa Borgo San Pietro

Cortona

Pool loungers

$117

$137 total

includes taxes & fees

Oct 5 - Oct 6

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.

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

5. Locanda del Molino

Cortona

Outdoor pool
Poolside bar
Pool loungers

$78

$95 total

includes taxes & fees

Oct 27 - Oct 28

A tranquil sunset over a calm body of water with a gazebo structure in the foreground.

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.

A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.

6. Cortona Resort - Le Terre Dei Cavalieri

Cortona

Outdoor pool
Poolside bar
Pool loungers

$132

$151 total

includes taxes & fees

Sep 28 - Sep 29

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 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.

7. Il Falconiere - Relais e Chateaux

Cortona

2 outdoor pools
Poolside bar
Pool loungers
Hot tub

$424

$475 total

includes taxes & fees

Oct 27 - Oct 28

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.

A bathroom with a stone wall, a large bathtub, and a glass-enclosed shower area.

8. Cortona Resort Spa

Cortona

Outdoor pool
Hot tub

$150

$168 total

includes taxes & fees

Oct 5 - Oct 6

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 well-maintained garden with a wooden pergola, stone structures, and lush greenery.

A stone staircase leading to a wooden porch with potted plants.

9. Country House Podere Casorbica

Cortona

Pool loungers

$65

$86 total

includes taxes & fees

Oct 4 - Oct 5

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 house with a tiled roof, surrounded by a well-maintained garden and trees.

10. Casa Bellavista

Cortona

Pool loungers
Hot tub

$197

$221 total

includes taxes & fees

Oct 18 - Oct 19

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

A bedroom with a wooden ceiling, a chandelier, a bed, a dresser, and a chair.

A rustic dining area with a brick fireplace, wooden table, and chairs.

A formal dining room with a large table, chairs, and a chandelier.

11. Agriturismo Villa Augusto

Cortona

Pool loungers

$166

$188 total

includes taxes & fees

Oct 3 - Oct 4

A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.

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

12. Relais La Corte dei Papi

Cortona

Outdoor pool
Poolside bar
Pool loungers
Full-service spa

$353

$398 total

includes taxes & fees

Oct 26 - Oct 27

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

A large estate with a swimming pool, surrounded by lush greenery and hills.

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.

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

Cortona

Outdoor pool
Poolside bar
Pool loungers

$643

$716 total

includes taxes & fees

Oct 14 - Oct 15

14. Agriturismo Parco Fiorito

Tuoro sul Trasimeno

Indoor pool
Pool loungers
Hot tub

$110

$168 total

includes taxes & fees

Sep 28 - Sep 29

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

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

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.

15. Podere La Rocca

Montepulciano

Outdoor pool
Pool loungers
Hot tub

$158

$178 total

includes taxes & fees

Oct 25 - Oct 26

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

A playground with a slide and swings, surrounded by lush greenery and flowering plants.

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

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

16. Borgo Tre Rose

Montepulciano

Outdoor pool
Pool loungers

$74

$86 total

includes taxes & fees

Oct 24 - Oct 25

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

$107

$122 total

includes taxes & fees

Oct 1 - Oct 2

A nighttime swimming pool area with lounge chairs and umbrellas, surrounded by stone buildings and trees.

A spacious room with stone walls, wooden beams, and tiled flooring. There are several chairs and a table, along with potted plants.

Villa Paradiso with a stone wall entrance, a metal gate, and a signboard.

A restaurant with wooden beams, large windows with white curtains, and multiple seating areas.

18. Hotel Villa Paradiso

Passignano sul Trasimeno

Outdoor pool
Pool loungers
Near the beach

$63

$74 total

includes taxes & fees

Oct 11 - Oct 12

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

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

A restaurant with glass walls, tables set with white tablecloths, and chairs.

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

19. La Cantina Relais - Fattoria Il Cipresso

Arezzo

Outdoor pool
Pool loungers

$101

$117 total

includes taxes & fees

Oct 12 - Oct 13

A waterfront hotel with a swimming pool, a boat dock, and a view of the water.

A hotel room with a bed, a desk with a lamp, a TV, and a window with a view of the sea.

A marina with boats docked, a waterfront building, and a cityscape in the background.

A waterfront hotel with multiple balconies, a calm river, and a dock with boats.

20. Hotel Lidò

Passignano sul Trasimeno

Outdoor pool
Pool loungers
Near the beach
Hot tub

$103

$117 total

includes taxes & fees

Oct 2 - Oct 3

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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

Relais Villa Baldelli

Cortona

$128

$150 total

includes taxes & fees

Sep 28 - Sep 29

A stone building with a tiled roof, a small window, and a metal fence.

Villa Borgo San Pietro

Cortona

$117

$137 total

includes taxes & fees

Oct 5 - Oct 6

Locanda del Molino

Cortona

$78

$95 total

includes taxes & fees

Oct 27 - Oct 28

Locanda agli Amici

Cortona

$100

$119 total

includes taxes & fees

Oct 12 - Oct 13

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

$251

$285 total

includes taxes & fees

Oct 25 - Oct 26

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

Casa Bellavista

Cortona

$197

$221 total

includes taxes & fees

Oct 18 - Oct 19

Villa di Piazzano - Small Luxury Hotel of the World

Cortona

$643

$716 total

includes taxes & fees

Oct 14 - Oct 15

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

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

$150

$168 total

includes taxes & fees

Oct 5 - Oct 6

Cortona Resort - Le Terre Dei Cavalieri

Cortona

$132

$151 total

includes taxes & fees

Sep 28 - Sep 29

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

Relais La Corte dei Papi

Cortona

$353

$398 total

includes taxes & fees

Oct 26 - Oct 27

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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Top neighborhoods in Cortona

Cortona Old Town

A historic town with medieval architecture, including a prominent tower and a church with a bell tower.

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

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 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 Museum of the Etruscan Academy.

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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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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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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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Museum of the Etruscan Academy

8.8/10 (18 reviews)

Museum of the Etruscan Academy is just one of the attractions in Cortona Old Town, Cortona so you might want to stop by during your trip. If you want to experience more of the culture Cortona has to offer, head to Piazza della Repubblica, Cortona Cathedral, and Santa Maria Nuova.

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Palazzo Comunale

9.2/10 (44 reviews)

Palazzo Comunale is worth a pic or two when discovering Cortona Old Town.

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