A beach with palm trees, people relaxing on chairs, and colorful kayaks.

Hotels with Pool & Resorts in Florida Keys from AU$124

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Check availability on Florida Keys Hotels with Pool

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Florida Keys hotels with a pool

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

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.
AU$256
includes taxes & fees
21 Oct - 22 Oct
Hampton Inn Key West FL
A swimming pool with water splashing, surrounded by palm trees and a building in the background.
A two-story building with a balcony, a sign reading 'LAPENSIONE INN', and a flag.
A hotel with a pool, bicycles, and lush greenery.
A bathroom with a shower, toilet, and sink, featuring a black and white hexagonal tile pattern on the floor and walls.

2. 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.
AU$240
includes taxes & fees
25 Oct - 26 Oct
Silver Palms Inn & Historic Homes
A clear blue pool surrounded by lounge chairs and umbrellas, with palm trees and a gazebo in the background.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

3. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
  • Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
AU$268
includes taxes & fees
25 Oct - 26 Oct
Blue Flamingo Resort Key West
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean at dusk.
A hotel room with a large bed, a desk, a chair, a balcony with a view of the ocean, and a painting on the wall.
A bathroom with a large mirror, a sink, and a shower area with a patterned tile wall.
A modern kitchen with white cabinets and a built-in microwave. There is a dining area with a table set for two, a sofa, and a balcony with a view of the ocean.

4. The Laureate Key West

The Laureate Key West
New Town
  • Splash into relaxation with indoor and outdoor pools surrounded by plush loungers and umbrellas at this waterfront retreat.
AU$297
includes taxes & fees
25 Oct - 26 Oct
The Laureate Key West
A large swimming pool with lounge chairs and palm trees.
A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'
A modern living room with a sectional sofa, a small round table, and a potted plant.
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

5. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
  • Poolside bliss awaits with cocktails, sun loungers, and a spa pool for ultimate relaxation.
AU$211
includes taxes & fees
29 Oct - 30 Oct
Hilton Garden Inn Key West / The Keys Collection
A balcony with a view of a body of water, a pool, and outdoor seating.
A balcony with a view of the ocean, a round table, and two chairs.
A waterfront property with a large building, a smaller structure with a thatched roof, and several boats docked.
An outdoor dining area with tables and chairs, overlooking a body of water.

6. Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys
Marathon
  • Float away in a paradise with two outdoor pools, poolside dining, and marina views.
AU$216
includes taxes & fees
27 Oct - 28 Oct
Fairfield Inn & Suites by Marriott Marathon Florida Keys
A balcony with a view of a pool area, palm trees, and outdoor seating.
A modern hotel room with a balcony, a grey sofa, a red chair, a white coffee table, and a painting of a tropical scene.
A hotel room with a sofa, a small table, a lamp, and a balcony with chairs.
A hotel with a central fountain, surrounded by palm trees and a well-maintained lawn.

7. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
  • Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.
AU$221
includes taxes & fees
29 Oct - 30 Oct
DoubleTree Resort by Hilton Grand Key - Key West
A waterfront hotel with a pool, palm trees, and a wooden dock.
A clear view of turquoise ocean water and a blue sky with clouds.
A marina with numerous boats docked, a swimming pool, and palm trees.
A hotel room with a large bed, a view of the ocean, a balcony with a chair, and a painting of coconuts.

8. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
  • Float above the Florida Keys in a waterfront paradise with 6 serene pools, a private marina, and breathtaking sunset views.
AU$274
includes taxes & fees
27 Oct - 28 Oct
Hilton Key West Resort & Marina
A swimming pool surrounded by palm trees and lounge chairs, with a clear view of the ocean in the background.
A resort with a well-maintained lawn, palm trees, a pool area, and a view of the ocean.
A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.
A two-story building with a central entrance, surrounded by palm trees and a wooden walkway.

9. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
  • Oceanfront relaxation awaits with heated pool sanctuary and spa pool retreat, mere steps from Key West's beautiful Smathers Beach.
AU$356
includes taxes & fees
27 Oct - 28 Oct
Hyatt Vacation Club at Windward Pointe, Key West
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A hotel room with a bed, a bedside table with a lamp, a small table with a basket, a blue and white striped ottoman, and a balcony with a view of palm trees and the ocean.
A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

10. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
AU$304
includes taxes & fees
26 Oct - 27 Oct
Chesapeake Beach Resort
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Choose what matters most at hotels with a pool in Florida Keys

Breakfast included
4 stars
5 stars
Spa pool
Spa

Hotels with pools and free breakfast in Florida Keys

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

Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
AU$256
includes taxes & fees
21 Oct - 22 Oct
Hampton Inn Key West FL
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.
A modern office space with a reception desk, computer, and seating area.

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
AU$227
includes taxes & fees
27 Oct - 28 Oct
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A swimming pool with water splashing, surrounded by palm trees and a building in the background.
The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.
A hotel with a pool, bicycles, and lush greenery.
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
AU$240
includes taxes & fees
25 Oct - 26 Oct
Silver Palms Inn & Historic Homes
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with a white facade.
A bedroom with a sloped ceiling, a bed, two chairs, a hanging light fixture, and a window with a view of greenery.
A table with chairs in a lush indoor garden setting.
A pathway leading to a white gazebo with a view of a lighthouse in the distance.

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
AU$395
includes taxes & fees
25 Oct - 26 Oct
Lighthouse Hotel - Key West Historic Inns
Pool
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
AU$268
includes taxes & fees
25 Oct - 26 Oct
Blue Flamingo Resort Key West
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.
A pool area with lounge chairs, palm trees, and a building with a tiled roof.
A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.
A modern restaurant with a wooden counter, seating area, and large windows.

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
AU$256
includes taxes & fees
27 Oct - 28 Oct
Courtyard by Marriott Key West Waterfront
Sports facility
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.
A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'
A swimming pool with lounge chairs and palm trees.

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
AU$211
includes taxes & fees
29 Oct - 30 Oct
Hilton Garden Inn Key West / The Keys Collection
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.
A pool area with blue lounge chairs, a hot tub, and a covered seating area.
A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.
A marina with boats docked, a beach resort building, and palm trees.

Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
AU$220
includes taxes & fees
21 Oct - 22 Oct
Ibis Bay Beach Resort
A hotel with a central fountain, surrounded by palm trees and a well-maintained lawn.
A conference room with a large white screen, multiple tables, and chairs.
A hotel room with a sofa, a small table, a lamp, and a balcony with chairs.
A balcony with a view of a pool area, palm trees, and outdoor seating.

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
AU$221
includes taxes & fees
29 Oct - 30 Oct
DoubleTree Resort by Hilton Grand Key - Key West
A hotel with a swimming pool, balconies, and a view of the sea.
A marina with jet skis docked in front of a hotel with a dock and a boat in the background.
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.

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
AU$477
includes taxes & fees
25 Oct - 26 Oct
Hyatt Centric Key West Resort and Spa
View all properties

4-star hotels with pools in Florida Keys

A hotel with a swimming pool, balconies, and a view of the sea.
A marina with jet skis docked in front of a hotel with a dock and a boat in the background.
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.

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
AU$477
includes taxes & fees
25 Oct - 26 Oct
Hyatt Centric Key West Resort and Spa
A hotel with a covered entrance, multiple balconies, and palm trees.
A waterfront hotel with multiple balconies, a dock, and boats.
A room with a stone wall, a wooden bench, a cactus, and a framed painting.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
AU$474
includes taxes & fees
25 Oct - 26 Oct
Opal Key Resort & Marina, Key West
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 spacious lobby with green sofas, a coffee table, and a dining area.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
AU$458
includes taxes & fees
29 Oct - 30 Oct
Casa Marina Key West, Curio Collection by Hilton
A hotel with a central fountain, surrounded by palm trees and a well-maintained lawn.
A conference room with a large white screen, multiple tables, and chairs.
A hotel room with a sofa, a small table, a lamp, and a balcony with chairs.
A balcony with a view of a pool area, palm trees, and outdoor seating.

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
AU$221
includes taxes & fees
29 Oct - 30 Oct
DoubleTree Resort by Hilton Grand Key - Key West
A pool area with lounge chairs and a cabana.
A balcony with a table set for breakfast, overlooking the sea.
A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.
A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
AU$598
includes taxes & fees
26 Oct - 27 Oct
Ocean Key Resort - A Noble House Resort
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A balcony with a view of the ocean, a sofa, and a massage table.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
AU$497
includes taxes & fees
2 Nov - 3 Nov
Pier House Resort & Spa
A deck with sun loungers and a railing overlooking the sea.
A beachside hotel with rows of blue lounge chairs and white umbrellas, palm trees, and a clear blue sky.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.
A room with a view of the beach and ocean, a bed with a white and blue blanket, and a small table with a potted plant.

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
AU$386
includes taxes & fees
25 Oct - 26 Oct
Southernmost Beach Resort and Guesthouses
A swimming pool surrounded by palm trees and a natural rock formation.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
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
AU$367
includes taxes & fees
21 Oct - 22 Oct
Havana Cabana at Key West
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.
An outdoor dining area with tables and chairs, overlooking the ocean.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
AU$353
includes taxes & fees
28 Oct - 29 Oct
The Reach Key West, Curio Collection by Hilton
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.
A wooden pier leading to a beach with palm trees and a row of beach huts.
A bar area with a wooden counter, bar stools, and potted plants.

Islander Resort

Islander Resort
Matecumbe
AU$381
includes taxes & fees
15 Nov - 16 Nov
Islander Resort
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 Florida Keys Hotel Reviews

Kingsail Resort

Kingsail Resort

8/10 Good
"service to the room was not up to the standards of the rest of the resort"
Deanna 4-night trip
Posted less than an hour ago
Kingsail Resort
Reefhouse Resort & Marina

Reefhouse Resort & Marina

8/10 Good
"The hotel needs more amenities and activities."
Jorge 4-night trip
Posted 3 hours ago
Reefhouse Resort & Marina
Islander Resort

Islander Resort

10/10 Excellent
"Resort was always clean during our stay. All of the staff were incredibly nice and helpful! Lots of activities on the property to keep you entertained."
Samuel 6-night trip
Posted 4 hours ago
Islander Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

8/10 Good
"I rented a suite (# 401), supposed to be the best. The problem is that I found a lot of deficiencies inside. First fan and light bulb in the room wasn’t working, no light bulb in the lamp corner of the room. Fan and light bulb not working either in dining table. The sofa was broken on the left side. My wife had to clean the stove and top of the refrigerator because too much dust and grease. I called maintenance and case was resolved more or less, but believe me for the price you paid for the suite I deserve better. Housekeeping should monitor better and check everything before rent any property. Outside the property was well maintained. Thanks to give me the the opportunity to explain a review of the place. However all staff on premises were very nice, helpful, courteous and friendly. Hope my review will be considered for future reference."
Raimundo 3-night trip
Posted 5 hours ago
Bayside Inn Key Largo
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"We always stay at Lime Tree Bay. If you find yourself driving down U.S. 1, be sure to stop and enjoy the Exceptional Service, Beauty, and one of the Best stays we have loved many times, in Layton, Lime Tree Bay and the Keys await you!"
Gabriel 1-night trip
Posted 17 hours ago
Lime Tree Bay Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"The room we had was exceptional, the view was awesome. The bar area was a nice amenity. Although this is a pet friendly hotel, seems like some people do not feel the need to pick up after their pets, if you know what I mean. So that was why I couldn’t give the grounds a five star."
Christine 2-night trip
Posted 23 hours ago
Chesapeake Beach Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent
"We've stayed at many places over the years . This place and the room that we had were the best . Waking up in bed to a view of the ocean can't be beat. It is situated on the most luxurious of all the keys.. can't wait to return ."
Tim 3-night trip
Posted 23 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Hawks Cay Resort

Hawks Cay Resort

8/10 Good
"Our villa was right next to the workers building. Not an ideal spot for a “premium” villa. Also when they were cutting lawn and blowing leaves they were blowing everything all over our rental cars. Parking was tough because I think employees were also parking in guest spots. Again I think this was due to the location of our villa. We were never told what to do with our garbage or if housekeeping would come clean. Found out later you need to specifically request it 24 hrs in advance. It was off season so nice and quite not too many people so they definitely could have put us elsewhere. Other than that we really enjoyed ourselves and plan to go back next time we would just be specific on check in about the location they put us in."
Tamara 7-night trip
Posted 2 days ago
Hawks Cay Resort

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