The Best Hotels with a Pool in Lower Florida Keys, FL from AED 409 in 2026

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

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Our top choices for Lower Florida Keys hotels with a pool

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 reception area with a wooden sculpture, a reception desk, a computer, and a television.

A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

1. Sugar Loaf Lodge

Summerland Key

Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.

AED 364

AED 409 total

includes taxes & fees

4 Oct - 5 Oct

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 covered outdoor seating area with a pool in the background.

A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.

2. Havana Cabana at Key West

New Town

Poolside paradise awaits with hot tub, dining, and bar service at this vibrant Key West oasis.

AED 470

AED 761 total

includes taxes & fees

1 Nov - 2 Nov

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 balcony with wicker furniture and a view of the ocean and palm trees.

3. Hampton Inn Key West FL

Key West

Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.

AED 559

AED 629 total

includes taxes & fees

7 Oct - 8 Oct

A poolside area with two covered seating areas labeled "Sugarloaf" and "Boca Grande," surrounded by palm trees and a clear blue pool.

A modern office space with a reception desk, computer, and seating area.

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 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

New Town

Float in a tranquil oasis at this Key West hotel, where the outdoor pool beckons after adventures along nearby hiking trails.

AED 474

AED 636 total

includes taxes & fees

4 Oct - 5 Oct

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 spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

5. Blue Flamingo Resort Key West

New Town

Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.

AED 434

AED 695 total

includes taxes & fees

4 Oct - 5 Oct

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.

6. 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.

AED 453

AED 633 total

includes taxes & fees

11 Oct - 12 Oct

A large swimming pool with lounge chairs and palm trees.

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.'

7. Hilton Garden Inn Key West / The Keys Collection

New Town

Poolside bliss awaits with cocktails, sun loungers, and a hot tub for ultimate relaxation.

AED 411

AED 566 total

includes taxes & fees

5 Oct - 6 Oct

A dining table with plates of food, a drink, and a view of a pool and palm trees.

A beach with a palm tree and two chairs.

A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

A person standing by a window overlooking a beach with palm trees and the ocean.

8. Margaritaville Beach House Key West

Key West

Float in serene waters at this sun-soaked poolside paradise with direct beach access and friendly round-the-clock service.

AED 768

AED 1,095 total

includes taxes & fees

4 Oct - 5 Oct

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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 pool area with lounge chairs and umbrellas, surrounded by palm trees.

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

New Town

AED 474

AED 636 total

includes taxes & fees

4 Oct - 5 Oct

A bar area with a thatched roof, wooden chairs, and a poolside view.

A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

Hampton Inn Key West FL

Key West

AED 559

AED 629 total

includes taxes & fees

7 Oct - 8 Oct

DoubleTree Resort by Hilton Grand Key - Key West

Key West

AED 453

AED 633 total

includes taxes & fees

11 Oct - 12 Oct

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 clear view of turquoise ocean water and a blue sky with clouds.

A marina with numerous boats docked, a swimming pool, and palm trees.

Hilton Key West Resort & Marina

Stock Island

AED 464

AED 737 total

includes taxes & fees

12 Oct - 13 Oct

A swimming pool with lounge chairs and palm trees.

Hilton Garden Inn Key West / The Keys Collection

New Town

AED 411

AED 566 total

includes taxes & fees

5 Oct - 6 Oct

Blue Flamingo Resort Key West

New Town

AED 434

AED 695 total

includes taxes & fees

4 Oct - 5 Oct

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

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.

A modern restaurant with a wooden counter, seating area, and large windows.

Courtyard by Marriott Key West Waterfront

Northside Resort

AED 709

AED 798 total

includes taxes & fees

26 Oct - 27 Oct

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 beach with palm trees, lounge chairs, and umbrellas.

Parrot Key Hotel & Villas

Northside Resort

AED 485

AED 756 total

includes taxes & fees

11 Oct - 12 Oct

Havana Cabana at Key West

New Town

AED 470

AED 761 total

includes taxes & fees

1 Nov - 2 Nov

A waterfront restaurant named "The Stoned Crab" with outdoor seating and a view of the water.

A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

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.

Ibis Bay Beach Resort

Northside Resort

AED 468

AED 645 total

includes taxes & fees

4 Oct - 5 Oct

View all properties

4-star hotels with pools in Lower Florida Keys

DoubleTree Resort by Hilton Grand Key - Key West

Key West

AED 453

AED 633 total

includes taxes & fees

11 Oct - 12 Oct

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

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.

A marina with boats docked, a swimming pool, and palm trees.