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

Hotels with Pool & Resorts in Lower Florida Keys from NZ$197

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Check availability on Lower Florida Keys Hotels with Pool

Tonight
26 Sept - 27 Sept
Tomorrow
27 Sept - 28 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for Lower Florida Keys hotels with a pool

A swimming pool surrounded by palm trees and a natural rock formation.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.
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.

1. Havana Cabana at Key West

Havana Cabana at Key West
New Town
  • Poolside paradise awaits with spa pool, dining, and bar service at this vibrant Key West oasis.
NZ$332
includes taxes & fees
28 Sept - 29 Sept
Havana Cabana at Key West
A swimming pool with lounge chairs and palm trees, overlooking 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.
A balcony with wicker furniture, a view of the water, and a railing.

2. Beachside Resort & Residences

Beachside Resort & Residences
Key West
  • Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
NZ$325
includes taxes & fees
27 Sept - 28 Sept
Beachside Resort & Residences
A poolside area with lounge chairs and a view of boats in the background.
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.
A clear view of turquoise ocean water and a blue sky with clouds.

3. 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.
NZ$342
includes taxes & fees
27 Sept - 28 Sept
Hilton Key West Resort & Marina
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 reception area with a wooden sculpture, a reception desk, a computer, and a television.

4. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
NZ$197
includes taxes & fees
27 Sept - 28 Sept
Sugar Loaf Lodge
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

5. 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.
NZ$300
includes taxes & fees
29 Sept - 30 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 modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

6. 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.
NZ$334
includes taxes & fees
28 Sept - 29 Sept
Blue Flamingo Resort Key West
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 covered deck with white railings and blue Adirondack chairs overlooking a river with palm trees.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

7. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
  • Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
NZ$364
includes taxes & fees
12 Oct - 13 Oct
Parrot Key Hotel & Villas
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A hotel room with a balcony, a bed, a desk, and two chairs.

8. 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.
NZ$302
includes taxes & fees
1 Oct - 2 Oct
Hampton Inn Key West FL
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.

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.
Hyatt Vacation Club at Windward Pointe, Key West
A pool area with blue lounge chairs, a hot tub, and a covered seating area.
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.
A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.
A marina with boats docked, a beach resort building, and palm trees.

10. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
  • Splash into paradise at this Art Deco hotel with a poolside bar and marina access.
NZ$258
includes taxes & fees
27 Sept - 28 Sept
Ibis Bay Beach Resort
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Choose what matters most at hotels with a pool in Lower Florida Keys

Breakfast included
4 stars
5 stars
Spa pool
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 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.
A clear view of turquoise ocean water and a blue sky with clouds.

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
NZ$342
includes taxes & fees
27 Sept - 28 Sept
Hilton Key West Resort & Marina
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
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
NZ$300
includes taxes & fees
29 Sept - 30 Sept
DoubleTree Resort by Hilton Grand Key - Key West
A swimming pool surrounded by palm trees and a natural rock formation.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.
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.

Havana Cabana at Key West

Havana Cabana at Key West
New Town
NZ$332
includes taxes & fees
28 Sept - 29 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 hotel room with a balcony, a bed, a desk, and two chairs.
A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.
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
NZ$302
includes taxes & fees
1 Oct - 2 Oct
Hampton Inn Key West FL
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
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
NZ$334
includes taxes & fees
28 Sept - 29 Sept
Blue Flamingo Resort Key West
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 tall palm tree with a white building in the background.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
NZ$364
includes taxes & fees
12 Oct - 13 Oct
Parrot Key Hotel & Villas
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
NZ$306
includes taxes & fees
27 Sept - 28 Sept
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.
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.
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
NZ$278
includes taxes & fees
28 Sept - 29 Sept
Silver Palms Inn & Historic Homes
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 marina with boats docked, a beach resort building, and palm trees.

Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
NZ$258
includes taxes & fees
27 Sept - 28 Sept
Ibis Bay Beach Resort
A swimming pool with lounge chairs and palm trees.
A modern living room with a sectional sofa, a small round table, and a potted plant.
A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
NZ$259
includes taxes & fees
4 Oct - 5 Oct
Hilton Garden Inn Key West / The Keys Collection
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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 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.
A clear view of turquoise ocean water and a blue sky with clouds.

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
NZ$342
includes taxes & fees
27 Sept - 28 Sept
Hilton Key West Resort & Marina
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A marina with boats docked, a swimming pool, and palm trees.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
NZ$337
includes taxes & fees
27 Sept - 28 Sept
The Perry Hotel & Marina Key West
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
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
NZ$300
includes taxes & fees
29 Sept - 30 Sept
DoubleTree Resort by Hilton Grand Key - Key West
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 tall palm tree with a white building in the background.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
NZ$364
includes taxes & fees
12 Oct - 13 Oct
Parrot Key Hotel & Villas
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 beach with a palm tree and two chairs.
A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.

Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
NZ$527
includes taxes & fees
28 Sept - 29 Sept
Margaritaville Beach House Key West
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
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
NZ$334
includes taxes & fees
28 Sept - 29 Sept
Blue Flamingo Resort 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 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
NZ$523
includes taxes & fees
29 Sept - 30 Sept
Ocean Key Resort - A Noble House Resort
A hotel with a swimming pool, balconies, and a view of the sea.
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.
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.

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
NZ$524
includes taxes & fees
28 Sept - 29 Sept
Hyatt Centric Key West Resort and Spa
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
NZ$514
includes taxes & fees
4 Oct - 5 Oct
The Reach Key West, Curio Collection by Hilton
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 resort with a beach, a dock, and a water view.

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
NZ$532
includes taxes & fees
4 Oct - 5 Oct
Pier House Resort & Spa
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

Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Very accommodating! Staff is very friendly! Been coming to Sugarloaf Lodge for many years! Thanks again!"
Richard 2-night trip
Posted 12 hours ago
Sugar Loaf Lodge
Looe Key Reef Resort

Looe Key Reef Resort

10/10 Excellent
"The lady that checked me in was super cool. Had"
Kevin 1-night trip
Posted 2 days ago
Looe Key Reef Resort

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