A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

Key West Hotels with Swimming Pool

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Check availability on Key West Hotels with Swimming Pools

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Key West hotels with a pool

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
Breakfast area
A balcony with wicker furniture and a view of the ocean and palm trees.
View from room

1. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
  • Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
RM690
RM777 total
includes taxes & fees
7 Oct - 8 Oct
Hampton Inn Key West FL
A white outdoor seating area with a pool view, featuring white chairs and a small table with a vase of flowers.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.
A deck with sun loungers, a bar area, and a view of the ocean.
A waterfront hotel with multiple balconies, a dock, and boats.

2. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
RM1,058
RM1,351 total
includes taxes & fees
7 Oct - 8 Oct
Opal Key Resort & Marina, Key West
A hotel with a swimming pool, balconies, and a view of the sea.
A balcony with a table and chairs, overlooking a turquoise sea with boats and a distant shoreline.
A balcony with a view of the ocean, a table, chairs, and a railing.
A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.

3. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
RM903
RM1,300 total
includes taxes & fees
7 Oct - 8 Oct
Hyatt Centric Key West Resort and Spa
A poolside area with two covered seating areas labeled "Sugarloaf" and "Boca Grande," surrounded by palm trees and a clear blue pool.
An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

4. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
  • Float in a tranquil oasis at this Key West hotel, where the outdoor pool beckons after adventures along nearby hiking trails.
RM511
RM690 total
includes taxes & fees
15 Oct - 16 Oct
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A pool area with a pink canopy, lounge chairs, and a seating area with cushions.
View from property
A modern hotel entrance with a black and white striped curtain, wicker furniture, potted plants, and a sign for the Autograph Collection.
A spacious lobby with a checkered floor, a central seating area with wicker chairs, a large potted plant, and a staircase with a metal railing.

5. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
  • Relaxing poolside retreat in vibrant Key West with easy access to Duval Street and walking distance to all attractions.
RM895
RM1,144 total
includes taxes & fees
11 Oct - 12 Oct
La Concha Key West, Autograph Collection
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.
An outdoor dining area with tables and chairs, overlooking the ocean.
A beach with a wooden pier, palm trees, and beach umbrellas.
A modern bar area with a central island, white bar stools, and a view of the ocean.

6. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
  • Beachfront pool paradise with private loungers and poolside bar service at this Key West resort.
RM899
RM1,287 total
includes taxes & fees
25 Oct - 26 Oct
The Reach Key West, Curio Collection by Hilton
A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.
A covered outdoor area with a pool, palm trees, and lounge chairs.
A room with a view of the ocean, a white railing, and wicker chairs.
A white porch with a railing, a bench, and a potted plant.

7. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
  • Splash into bliss at this harbour resort offering three pools, a poolside bar, and daily live entertainment.
RM921
RM1,294 total
includes taxes & fees
26 Oct - 27 Oct
The Marker Key West Harbor Resort
A swimming pool with water splashing, surrounded by palm trees and a building in the background.
A two-story yellow house with a porch, white railings, and green shutters.
A two-story building with a balcony, a sign reading 'LAPENSIONE INN', and a flag.
A bathroom with a shower, toilet, and sink, featuring a black and white hexagonal tile pattern on the floor and walls.

8. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
  • Pristine waters in the outdoor pool offer relaxation after exploring Key West's vibrant attractions.
RM364
RM685 total
includes taxes & fees
7 Oct - 8 Oct
Silver Palms Inn & Historic Homes
A pool area with lounge chairs and a cabana.
A living room with a sofa, chairs, a coffee table, a TV, and a balcony with a view of buildings and palm trees.
A restaurant with wooden chairs and tables, a view of the sea, and teal wall sconces.
A hotel room with a bed, a sofa, a chair, a table, and a view of the ocean through large windows.

9. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
  • Float in the outdoor pool with Key West sunset views, poolside loungers, and bar service for luxury.
RM1,180
RM1,645 total
includes taxes & fees
7 Oct - 8 Oct
Ocean Key Resort - A Noble House Resort
A resort with a pool leading to a beach, surrounded by palm trees and white buildings.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.

10. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
  • Crystal blue waters beckon from private beach paradise with 2 outdoor pools and a luxurious beachside bar.
RM1,003
RM1,404 total
includes taxes & fees
13 Oct - 14 Oct
Casa Marina Key West, Curio Collection by Hilton
View all properties

Choose what matters most at hotels with a pool in Key West

Breakfast included
Hot tub
4 stars
Spa
Water park

Hotels with pools and free breakfast in Key West

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.
A modern kitchen with a marble island, wooden cabinets, and pendant lighting.
A bar area with a thatched roof, wooden chairs, and a poolside view.

Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
RM690
RM777 total
includes taxes & fees
7 Oct - 8 Oct
Hampton Inn Key West FL
A hotel with a swimming pool, balconies, and a view of the sea.
A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.
A balcony with a view of the ocean, a table, chairs, and a railing.
A beach wedding setup with white chairs, a wooden arch, and lanterns.

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
RM903
RM1,300 total
includes taxes & fees
7 Oct - 8 Oct
Hyatt Centric Key West Resort and Spa
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
RM511
RM690 total
includes taxes & fees
15 Oct - 16 Oct
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.
A spacious lobby with a checkered floor, a central seating area with wicker chairs, a large potted plant, and a staircase with a metal railing.
A balcony with a sofa, a round table, and a view of the cityscape.
A modern hotel entrance with a black and white striped curtain, wicker furniture, potted plants, and a sign for the Autograph Collection.

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
RM895
RM1,144 total
includes taxes & fees
11 Oct - 12 Oct
La Concha Key West, Autograph Collection
A beach with a wooden pier, palm trees, and beach umbrellas.
An outdoor dining area with tables and chairs, overlooking the ocean.
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.
A modern bar area with a central island, white bar stools, and a view of the ocean.

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
RM899
RM1,287 total
includes taxes & fees
25 Oct - 26 Oct
The Reach Key West, Curio Collection by Hilton
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.
A resort with a pool leading to a beach, surrounded by palm trees and white buildings.

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
RM1,003
RM1,404 total
includes taxes & fees
13 Oct - 14 Oct
Casa Marina Key West, Curio Collection by Hilton
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."
A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.
A marina with various boats docked, including a green and white boat named 'Jolly Roger'.
A tropical setting with palm trees and a building with a white facade and dark roof.

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
RM921
RM1,294 total
includes taxes & fees
26 Oct - 27 Oct
The Marker Key West Harbor Resort
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.
A modern restaurant with a wooden counter, seating area, and large windows.
A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.
A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
RM749
RM843 total
includes taxes & fees
26 Oct - 27 Oct
Courtyard by Marriott Key West Waterfront
A swimming pool with water splashing, surrounded by palm trees and a building in the background.
A two-story yellow house with a porch, white railings, and green shutters.
The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.
The exterior of the Silver Palms Inn with a two-story structure, a green awning over the entrance, and a palm tree to the right.

Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
RM364
RM685 total
includes taxes & fees
7 Oct - 8 Oct
Silver Palms Inn & Historic Homes
A modern interior with a staircase, a sofa set, a wooden table, and a television.
A spacious room with a large bed, a sofa, a chair, a small table, and a television.
A courtyard with two green lounge chairs, a palm tree, and a building with a white facade and lattice window design.
A pool area with a clear view of a house in the background, surrounded by palm trees and greenery.

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
Key West Historic District
RM976
RM1,098 total
includes taxes & fees
25 Oct - 26 Oct
Simonton Court Historic Inn & Cottages
View all properties

Hotels with pools and hot tubs in Key West

A hotel with a covered entrance, multiple balconies, and palm trees.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.
A room with a stone wall, a wooden bench, a cactus, and a framed painting.
A waterfront hotel with multiple balconies, a dock, and boats.

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
RM1,058
RM1,351 total
includes taxes & fees
7 Oct - 8 Oct
Opal Key Resort & Marina, Key West
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.
A building with a sign reading "ALMOND Frog & Toad Inn" and a "VACANCY" sign below it.
A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.
A reception area with a wooden herringbone wall, teal chairs, a wooden bench, and two framed sunset paintings.

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
RM916
RM1,030 total
includes taxes & fees
12 Oct - 13 Oct
Almond Tree Inn Hotel - Adults Only
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.
A modern restaurant with a wooden counter, seating area, and large windows.
A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.
A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
RM749
RM843 total
includes taxes & fees
26 Oct - 27 Oct
Courtyard by Marriott Key West Waterfront
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.
A resort with a beach, a dock, and a water view.
A balcony with a view of the ocean, a sofa, and a massage table.

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
RM903
RM1,301 total
includes taxes & fees
12 Oct - 13 Oct
Pier House Resort & Spa
A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.
A swimming pool surrounded by palm trees and lounge chairs, with a clear view of the ocean in the background.
A beach volleyball court with a net, surrounded by palm trees and a hotel in the background.
A resort with a well-maintained lawn, palm trees, a pool area, and a view of the ocean.

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
RM850
RM1,140 total
includes taxes & fees
26 Oct - 27 Oct
Hyatt Vacation Club at Windward Pointe, Key West
A pool area with lounge chairs and a table, surrounded by palm trees.
A building with a neon sign that reads "Orchid Key Inn."
A neon sign for Orchid Key Inn with a 'VACANCY' sign below it.
A patio with a white wicker lounge chair, a wooden table with a book and a potted plant, surrounded by lush tropical foliage and palm trees.

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
Old Town Key West
RM886
RM997 total
includes taxes & fees
12 Oct - 13 Oct
Orchid Key Inn - Adults Only
A swimming pool surrounded by palm trees and a natural rock formation.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.
A covered outdoor seating area with a pool in the background.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

Havana Cabana at Key West

Havana Cabana at Key West
New Town
RM548
RM875 total
includes taxes & fees
1 Nov - 2 Nov
Havana Cabana at Key West
A spacious room with a wooden floor, white furniture, and large windows.
A white building with a covered porch, potted plants, and a white picket fence.
A covered outdoor area with a table and chairs, surrounded by white railings and green foliage.
A modern living room with a sofa, two armchairs, a coffee table, and a small table with a lamp. There is a large window with shutters, an air conditioning unit, and a view of greenery outside.

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Old Town Key West
RM576
RM851 total
includes taxes & fees
13 Oct - 14 Oct
Paradise Inn Key West - Adults Only
A balcony with a view of a street, a bench, and a potted plant.
A reception desk with clocks, a Pegasus International Hotel sign, and a computer monitor.
A hotel lobby with a bar area, seating, and a fireplace.
A bar area with a Pegasus International Hotel sign, round tables, and metal chairs.

Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
RM483
RM750 total
includes taxes & fees
7 Oct - 8 Oct
Pegasus International Hotel
Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.
A spacious living area with a large window, a dining table, and comfortable seating.
A two-story building with a balcony, arched windows, and a green roof.
A poolside lounge area with a wicker chair, a straw hat, and a beach bag.

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
RM850
RM1,140 total
includes taxes & fees
28 Oct - 29 Oct
Hyatt Vacation Club at Beach House, Key West
View all properties

4-star hotels with pools in Key West

A hotel with a swimming pool, balconies, and a view of the sea.
A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.
A balcony with a view of the ocean, a table, chairs, and a railing.
A beach wedding setup with white chairs, a wooden arch, and lanterns.

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
RM903
RM1,300 total
includes taxes & fees
7 Oct - 8 Oct
Hyatt Centric Key West Resort and Spa
A hotel with a covered entrance, multiple balconies, and palm trees.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.
A room with a stone wall, a wooden bench, a cactus, and a framed painting.
A waterfront hotel with multiple balconies, a dock, and boats.

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
RM1,058
RM1,351 total
includes taxes & fees
7 Oct - 8 Oct
Opal Key Resort & Marina, Key West
A pool area with lounge chairs and a cabana.
A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.
A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.
A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
RM1,180
RM1,645 total
includes taxes & fees
7 Oct - 8 Oct
Ocean Key Resort - A Noble House Resort
A beach with a wooden pier, palm trees, and beach umbrellas.
An outdoor dining area with tables and chairs, overlooking the ocean.
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.
A modern bar area with a central island, white bar stools, and a view of the ocean.

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
RM899
RM1,287 total
includes taxes & fees
25 Oct - 26 Oct
The Reach Key West, Curio Collection by Hilton
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.
A resort with a pool leading to a beach, surrounded by palm trees and white buildings.

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
RM1,003
RM1,404 total
includes taxes & fees
13 Oct - 14 Oct
Casa Marina Key West, Curio Collection by Hilton
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.
A spacious lobby with a checkered floor, a central seating area with wicker chairs, a large potted plant, and a staircase with a metal railing.
A balcony with a sofa, a round table, and a view of the cityscape.
A modern hotel entrance with a black and white striped curtain, wicker furniture, potted plants, and a sign for the Autograph Collection.

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
RM895
RM1,144 total
includes taxes & fees
11 Oct - 12 Oct
La Concha Key West, Autograph Collection
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
RM503
RM704 total
includes taxes & fees
12 Oct - 13 Oct
DoubleTree Resort by Hilton Grand Key - Key West
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."
A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.
A marina with various boats docked, including a green and white boat named 'Jolly Roger'.
A tropical setting with palm trees and a building with a white facade and dark roof.

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
RM921
RM1,294 total
includes taxes & fees
26 Oct - 27 Oct
The Marker Key West Harbor Resort
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.
A resort with a beach, a dock, and a water view.
A balcony with a view of the ocean, a sofa, and a massage table.

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
RM903
RM1,301 total
includes taxes & fees
12 Oct - 13 Oct
Pier House Resort & Spa
A beach with a hammock, palm trees, beach chairs, and umbrellas.
A beachside hotel with rows of blue lounge chairs and white umbrellas, palm trees, and a clear blue sky.
A deck with sun loungers and a railing overlooking the sea.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
RM773
RM1,168 total
includes taxes & fees
13 Oct - 14 Oct
Southernmost Beach Resort and Guesthouses
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 Key West Hotel Reviews

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"Great place definitely staying there next time"
Francisca 4-night trip
Posted 1 hour ago
Parrot Key Hotel & Villas
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent
"Awesome location!"
Brian 1-night trip
Posted 3 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Hot water in showers, bed comfort was okay, food was decent at the bars/restaurants, staff was friendly, pool clean and open until 11pm. Lots of fun games to play outside. The property and rooms were clean and the shuttle service to town was easy and very helpful!"
Michelle 5-night trip
Posted 5 hours ago
Blue Flamingo Resort Key West
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Love pier house resort"
William 3-night trip
Posted 10 hours ago
Pier House Resort & Spa
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"I love this place. It is the most adorable hotel. Super clean and well maintained. The staff is very friendly and they seem to take pride in their work. All day you see staff around the property making sure everything is running smooth. This place is super relaxing, enough space for everyone to relax by the water. This is my go to hotel when staying in Key West."
Rosa 2-night trip
Posted 1 day ago
Ibis Bay Beach Resort
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"This place was great quiet and close to everything"
Jason Victor 3-night trip
Posted 1 day ago
The Southernmost Inn - Adults Only
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Clear room, great views"
Mary 6-night trip
Posted 2 days ago
Casa Marina Key West, Curio Collection by Hilton
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"The whole experience was fantastic. I wouldn't stay anywhere else!"
james 5-night trip
Posted 2 days ago
The Perry Hotel & Marina Key West
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"This was our second time to stay here and this place never disappoints. Staff is wonderful too"
Jonathan 4-night trip
Posted 2 days ago
Hilton Key West Resort & Marina

Frequently asked questions

What's it like visiting Key West?
If relaxing by the pool is your idea of the perfect getaway, you might want to think about Key West, which has 281 places to stay with pools. During your trip, you can explore attractions such as Duval Street and Florida Keys Beaches, and then take it easy poolside at one of the accommodation options in Key West that guests like for their pools.
What are some hotels with pools in Key West?
Blue Flamingo Resort Key West: Hotel located near Florida Keys Beaches. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Ibis Bay Beach Resort: Hotel located near Florida Keys Beaches. Offers a private beach, an outdoor pool and daily. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Florida Keys Beaches. Provides 2 restaurants, a pool and complimentary high-speed (wired) Internet access. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Parrot Key Hotel & Villas: Hotel located near Florida Keys Beaches. Offers a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access.
How many hotels with pools will I find in Key West?
Expedia's 281 hotels in Key West give you a great choice for your poolside getaway.
What is there to see and do in Key West?
Explore places such as Duval Street and Florida Keys Beaches while you're in Key West. The picturesque setting of Key West Butterfly and Nature Conservatory and Southernmost Point showcase the area's natural beauty. Key West appeals to visitors with its beautiful ocean views, great live music scene and bar scene.
When is the best time to book a hotel with a pool in Key West?
Taking the local weather in Key West into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 29Β°C, while the coldest months are January and February, with an average of 23Β°C. Average annual precipitation for Key West is 956 mm.

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