A coastal landscape with clear turquoise waters, a long bridge, and a small island with buildings.

Lower Florida Keys Hotel with Pool

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Check availability on Lower Florida Keys Hotel with Pool

Tonight
3 Sept - 4 Sept
Tomorrow
4 Sept - 5 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for Lower Florida Keys hotels with a pool

A poolside area with lounge chairs and a view of boats in the background.
A clear view of turquoise ocean water and a blue sky with clouds.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A hotel room with a balcony overlooking a marina and the ocean.

1. 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.
HK$894
HK$1,474 total
includes taxes & fees
9 Sept - 10 Sept
Hilton Key West Resort & Marina
A swimming pool surrounded by palm trees and a natural rock formation.
An outdoor dining area with round tables and chairs, surrounded by greenery and a mural.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

2. Havana Cabana at Key West

Havana Cabana at Key West
New Town
  • Poolside paradise awaits with hot tub, dining, and bar service at this vibrant Key West oasis.
HK$839
HK$1,439 total
includes taxes & fees
22 Sept - 23 Sept
Havana Cabana at Key West
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
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.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

3. 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.
HK$872
HK$1,246 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree Resort by Hilton Grand Key - Key West
A clear blue pool surrounded by lounge chairs and umbrellas, with palm trees and a gazebo in the background.
A couple holding hands in a tropical setting with palm trees and greenery.
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.

4. 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.
HK$860
HK$1,408 total
includes taxes & fees
8 Sept - 9 Sept
Blue Flamingo Resort Key West
A swimming pool with a surrounding deck, palm trees, and lounge chairs.
A beachside dining area with thatched umbrellas, white plastic chairs, and tables.
A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.
A waterfront building with a flat roof, large windows, and a balcony.

5. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
HK$793
HK$892 total
includes taxes & fees
8 Sept - 9 Sept
Sugar Loaf Lodge
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 two-story building with a central entrance, surrounded by palm trees and a wooden walkway.
A beach volleyball court with a net, surrounded by palm trees and a hotel in the background.

6. 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 hot tub retreat, mere steps from Key West's beautiful Smathers Beach.
HK$1,491
HK$2,030 total
includes taxes & fees
22 Sept - 23 Sept
Hyatt Vacation Club at Windward Pointe, Key West
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.
A hotel room with a balcony, a bed, a desk, and two chairs.

7. 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.
HK$1,087
HK$1,222 total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Key West FL
A poolside lounge area with a wicker chair, a straw hat, and a beach bag.
A spacious living area with a large window, a dining table, and comfortable seating.
Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.
A living room with a sofa, armchairs, a coffee table, and a TV on a cabinet.

8. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
  • Bask in tropical bliss with a dip in the outdoor pool and hot tub near Smathers Beach.
HK$1,744
HK$2,315 total
includes taxes & fees
19 Sept - 20 Sept
Hyatt Vacation Club at Beach House, Key West
A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.
A beach view with a wooden pier, palm trees, and a sunset over the water.
A balcony with wicker furniture, a red chair, and a lamp.
A balcony with wicker furniture, a view of the sea, and a spiral staircase.

9. Beachside Resort & Residences

Beachside Resort & Residences
Key West
  • Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
HK$753
HK$1,597 total
includes taxes & fees
15 Sept - 16 Sept
Beachside Resort & Residences
A swimming pool with water splashing, surrounded by palm trees and a building in the background.
A bathroom with a shower, toilet, and sink, featuring a black and white hexagonal tile pattern on the floor and walls.
A hotel with a pool, bicycles, and lush greenery.
A two-story hotel with a balcony, surrounded by lush greenery and palm trees.

10. 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.
HK$628
HK$1,236 total
includes taxes & fees
8 Sept - 9 Sept
Silver Palms Inn & Historic Homes
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Choose what matters most at hotels with a pool in Lower Florida Keys

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Lower Florida Keys

A marina with boats docked, a pool area, and a building with a white facade.
A clear view of turquoise ocean water and a blue sky with clouds.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A hotel room with a balcony overlooking a marina and the ocean.

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
HK$894
HK$1,474 total
includes taxes & fees
9 Sept - 10 Sept
Hilton Key West Resort & Marina
A swimming pool surrounded by palm trees and a natural rock formation.
An outdoor dining area with round tables and chairs, surrounded by greenery and a mural.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
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
HK$839
HK$1,439 total
includes taxes & fees
22 Sept - 23 Sept
Havana Cabana at Key West
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
HK$1,087
HK$1,222 total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Key West FL
A swimming pool with lounge chairs and palm trees.
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.
A modern living room with a sectional sofa, a small round table, and a potted plant.

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
HK$860
HK$1,188 total
includes taxes & fees
21 Sept - 22 Sept
Hilton Garden Inn Key West / The Keys Collection
A swimming pool with water splashing, surrounded by palm trees and a building in the background.
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.
A hotel with a pool, bicycles, and lush greenery.
The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.

Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
HK$628
HK$1,236 total
includes taxes & fees
8 Sept - 9 Sept
Silver Palms Inn & Historic Homes
A hotel with a large pool, multiple balconies, and palm trees.
A couple holding hands in a tropical setting with palm trees and greenery.
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.

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
HK$860
HK$1,408 total
includes taxes & fees
8 Sept - 9 Sept
Blue Flamingo Resort Key West
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
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.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
HK$872
HK$1,246 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree Resort by Hilton Grand Key - Key West
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.
A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.
A pool area with blue lounge chairs, a hot tub, and a covered seating area.
A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
HK$842
HK$1,200 total
includes taxes & fees
8 Sept - 9 Sept
Ibis Bay Beach Resort
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
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.
An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
HK$882
HK$1,213 total
includes taxes & fees
9 Sept - 10 Sept
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A modern hotel room with a white sofa, a zebra-patterned rug, and a large mirror above the sofa.
A narrow room with a bed, a potted plant, and a window with blinds.
A pool area with lounge chairs, a pool, and a building with a balcony and outdoor seating.
A spacious living room with a wooden ceiling, white sofas, a patterned armchair, a glass coffee table, and a large painting on the wall.

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Old Town Key West
HK$769
HK$1,162 total
includes taxes & fees
8 Sept - 9 Sept
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
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4-star hotels with pools in Lower Florida Keys

A marina with boats docked, a pool area, and a building with a white facade.
A clear view of turquoise ocean water and a blue sky with clouds.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A hotel room with a balcony overlooking a marina and the ocean.

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
HK$894
HK$1,474 total
includes taxes & fees
9 Sept - 10 Sept
Hilton Key West Resort & Marina
A swimming pool surrounded by palm trees and a natural rock formation.
An outdoor dining area with round tables and chairs, surrounded by greenery and a mural.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
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
HK$839
HK$1,439 total
includes taxes & fees
22 Sept - 23 Sept
Havana Cabana at Key West
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
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.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
HK$872
HK$1,246 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree Resort by Hilton Grand Key - Key West
A hotel with a large pool, multiple balconies, and palm trees.
A couple holding hands in a tropical setting with palm trees and greenery.
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.

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
HK$860
HK$1,408 total
includes taxes & fees
8 Sept - 9 Sept
Blue Flamingo Resort Key West
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A person standing by a window overlooking a beach with palm trees and the ocean.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.
A beach with a palm tree and two chairs.

Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
HK$1,396
HK$2,062 total
includes taxes & fees
16 Sept - 17 Sept
Margaritaville Beach House 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 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
HK$1,576
HK$2,320 total
includes taxes & fees
29 Sept - 30 Sept
Hyatt Centric Key West Resort and Spa
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.
A tall palm tree with a white building in the background.

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
HK$1,035
HK$1,614 total
includes taxes & fees
16 Sept - 17 Sept
Parrot Key Hotel & Villas
A beach with a wooden pier, palm trees, and beach umbrellas.
An outdoor dining area with tables and chairs, overlooking the ocean.
A modern bar area with a central island, white bar stools, and a view of 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
HK$1,540
HK$2,262 total
includes taxes & fees
28 Sept - 29 Sept
The Reach Key West, Curio Collection by Hilton
A pool area with lounge chairs and a cabana.
A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.
A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.
A balcony with a table set for breakfast, overlooking the sea.

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
HK$1,726
HK$2,551 total
includes taxes & fees
28 Sept - 29 Sept
Ocean Key Resort - A Noble House Resort
A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.
A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.
A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.
A cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.

Eden House

Eden House
Key West Historic District
HK$894
HK$1,127 total
includes taxes & fees
8 Sept - 9 Sept
Eden House
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 Lower Florida Keys Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"A typical "keys style" resort that had everything we needed with a kitchen, deck seating, a dock for our boat. Enjoyed the Complimentary coffee. Will be back with the family + dog"
Matthew 5-night trip
Posted 1 day ago
Parmer's Resort
Looe Key Reef Resort

Looe Key Reef Resort

10/10 Excellent
"Everything was great! Staff was very friendly! Easy check in and check out."
christine 4-night trip
Posted 7 days ago
Looe Key Reef Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Me gustaría más opciones como un regular desayuno"
Susana 2-night trip
Posted 11 days ago
Sugar Loaf Lodge

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