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

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

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

Indoor pool
Hot tub

$352

$397 total

includes taxes & fees

Sep 13 - Sep 14

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 bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.

Relais Villa Baldelli

Cortona

Poolside bar
Pool loungers

$131

$153 total

includes taxes & fees

Sep 28 - Sep 29

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.

Villa Borgo San Pietro

Cortona

Pool loungers

$122

$144 total

includes taxes & fees

Sep 1 - Sep 2

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

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

Cortona

Pool loungers

$126

$148 total

includes taxes & fees

Sep 20 - Sep 21

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.

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.

Locanda del Molino

Cortona

Outdoor pool
Poolside bar
Pool loungers

$86

$104 total

includes taxes & fees

Sep 30 - Oct 1

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

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

Outdoor pool
Poolside bar
Pool loungers

$137

$156 total

includes taxes & fees

Sep 23 - Sep 24

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 round table set for dining with candles, wine glasses, and a bottle of wine. A stone wall and wooden furniture are in the background.

A bedroom with a bed, a chair, a table with a candle, and a wardrobe.

Cortona Resort Spa

Cortona

Outdoor pool
Hot tub

$159

$178 total

includes taxes & fees

Sep 23 - Sep 24

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 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.

Il Falconiere - Relais e Chateaux

Cortona

2 outdoor pools
Poolside bar
Pool loungers
Hot tub

$559

$624 total

includes taxes & fees

Sep 29 - Sep 30

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.

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.

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

Country House Podere Casorbica

Cortona

Pool loungers

$95

$119 total

includes taxes & fees

Sep 28 - Sep 29

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.

Casa Bellavista

Cortona

Pool loungers
Hot tub

$235

$263 total

includes taxes & fees

Oct 1 - Oct 2

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 grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.

Relais La Corte dei Papi

Cortona

Outdoor pool
Poolside bar
Pool loungers
Full-service spa

$387

$435 total

includes taxes & fees

Sep 13 - Sep 14

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.

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.

Agriturismo Villa Augusto

Cortona

Pool loungers

$211

$237 total

includes taxes & fees

Oct 1 - Oct 2

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

An outdoor dining area with tables set for a meal, surrounded by greenery and trees.

A hallway with a checkered floor, arched windows, and a chandelier.

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

Villa di Piazzano - Small Luxury Hotel of the World

Cortona

Outdoor pool
Poolside bar
Pool loungers

$636

$708 total

includes taxes & fees

Sep 2 - Sep 3

A stone building with a pool and outdoor seating area, surrounded by trees and a view of the countryside.

A garden with a stone pathway, a wooden barrel, and a view of the countryside.

A dining table set for two with a view of a sunset over a landscape.

A stone building with a courtyard, outdoor seating, and a view of the landscape.

Villa Schiatti

Castiglion Fiorentino

Poolside bar
Pool loungers
3 hot tubs

$160

$181 total

includes taxes & fees

Sep 21 - Sep 22

Agriturismo Parco Fiorito

Tuoro sul Trasimeno

Indoor pool
Pool loungers
Hot tub

$113

$173 total

includes taxes & fees

Sep 8 - Sep 9

An aerial view of a rectangular swimming pool with a surrounding tiled deck, surrounded by grassy areas and trees.

A historic building with a courtyard, surrounded by lush greenery and trees.

A well-maintained garden with tall cypress trees, a lawn, and a building with a tiled roof.

A cozy living room with a grey sofa, a green lamp, and a large mirror.

Equo Suites

Castiglione del Lago

Pool umbrellas

$168

$190 total

includes taxes & fees

Sep 2 - Sep 3

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 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.

Borgo Tre Rose

Montepulciano

Outdoor pool
Pool loungers

$143

$162 total

includes taxes & fees

Sep 29 - Sep 30

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

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

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

A waterfront restaurant with outdoor seating, a view of a river, and buildings in the background.

Hotel Lidò

Passignano sul Trasimeno

Outdoor pool
Pool loungers
Near the beach
Hot tub

$104

$119 total

includes taxes & fees

Oct 1 - Oct 2

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

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

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

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

I Capricci di Merion Resort & Spa

Tuoro sul Trasimeno

Outdoor pool
Indoor pool
Pool loungers
Hot tub

$177

$195 total

includes taxes & fees

Sep 1 - Sep 2

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

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

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

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

Hotel Villa Paradiso

Passignano sul Trasimeno

Outdoor pool
Pool loungers
Near the beach

$83

$96 total

includes taxes & fees

Sep 20 - Sep 21

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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 stone building with a rustic exterior, a wooden door, and a sign that reads "MOLINO".

Locanda del Molino

Cortona

$86

$104 total

includes taxes & fees

Sep 30 - Oct 1

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

Relais Villa Baldelli

Cortona

$131

$153 total

includes taxes & fees

Sep 28 - Sep 29

Villa Borgo San Pietro

Cortona

$122

$144 total

includes taxes & fees

Sep 1 - Sep 2

Cortona Resort - Le Terre Dei Cavalieri

Cortona

$137

$156 total

includes taxes & fees

Sep 23 - Sep 24

Locanda agli Amici

Cortona

$126

$148 total

includes taxes & fees

Sep 20 - Sep 21

A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

Monastero di Cortona Hotel & Spa

Cortona Old Town

$352

$397 total

includes taxes & fees

Sep 13 - Sep 14

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

$159

$178 total

includes taxes & fees

Sep 23 - Sep 24

A person standing at the entrance of a building with a stone staircase leading up to a door.

Il Falconiere - Relais e Chateaux

Cortona

$559

$624 total

includes taxes & fees

Sep 29 - Sep 30

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

Casa Bellavista

Cortona

$235

$263 total

includes taxes & fees

Oct 1 - Oct 2

Relais La Corte dei Papi

Cortona

$387

$435 total

includes taxes & fees

Sep 13 - Sep 14

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 Palazzo Comunale.

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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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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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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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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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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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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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Farneta Abbey

9.0/10 (2 reviews)

If you're interested in local churches, the heart of Farneta is home to Farneta Abbey.

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