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Hotels with Swimming Pool in Lower Keys, Florida

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Check availability on Lower Keys Hotels with Swimming Pool

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Lower Keys hotels with a pool

A sunset view with a thatched structure and a palm tree by a calm body of water.
A hotel room with a bed, a flat-screen TV, a small kitchenette, and a balcony with a view of palm trees and the ocean.
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.

1. Parmer's Resort

Parmer's Resort
Summerland Key
  • Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
P9,546
P12,788 total
includes taxes & fees
Nov 1 - Nov 2
Parmer's Resort
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 waterfront building with a flat roof, large windows, and a balcony.
A reception area with a wooden sculpture, a reception desk, a computer, and a television.

2. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
P7,469
P8,403 total
includes taxes & fees
Nov 8 - Nov 9
Sugar Loaf Lodge
A swimming pool with blue and white tiles, surrounded by lounge chairs and palm trees.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.

3. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
  • Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.
P6,333
P7,125 total
includes taxes & fees
Oct 14 - Oct 15
Looe Key Reef Resort
A fenced pool area with palm trees, a blue and white tiled walkway, and a sign indicating pool hours.
A compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.
A floating houseboat with a covered deck and seating area, docked at a marina.
A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.

4. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
Punta Brisa
  • Soak in tropical views at the outdoor pool, then paddle away from this waterfront cottage with an onsite marina and private dock.
P5,505
P15,019 total
includes taxes & fees
Oct 13 - Oct 14
Old Wooden Bridge Resort and Marina
A residential property with a swimming pool, a covered patio, and a view of the ocean.
A bedroom with a bed, a ceiling fan, a balcony with a view, and a nightstand with a lamp.
A concrete pathway flanked by lush green foliage, leading to a shaded area.
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

5. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
Summerland Key
  • Private plunge pool paradise unfolds with Atlantic views and 7 outdoor oases for sun-drenched days.
P32,480
P61,253 total
includes taxes & fees
Oct 20 - Oct 21
Atlantic View Luxury Villa with Pool
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 hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.
A modern office space with a reception desk, computer, and seating area.

6. 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.
P7,853
P10,600 total
includes taxes & fees
Oct 14 - Oct 15
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
View from room
Breakfast area
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.
P11,382
P12,805 total
includes taxes & fees
Oct 13 - Oct 14
Hampton Inn Key West FL
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.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
A hotel with a central courtyard, palm trees, and a fountain.

8. 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.
P7,983
P11,100 total
includes taxes & fees
Oct 14 - Oct 15
DoubleTree Resort by Hilton Grand Key - Key West
A swimming pool surrounded by palm trees and lounge chairs, with a clear view of the ocean in the background.
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.
A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

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 hot tub retreat, mere steps from Key West's beautiful Smathers Beach.
P13,062
P17,520 total
includes taxes & fees
Oct 26 - Oct 27
Hyatt Vacation Club at Windward Pointe, Key West
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A modern living room with a flat-screen TV, wooden cabinet, grey sofa, and a coffee table.
A multi-story hotel with balconies, palm trees, and a pool area.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.

10. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
  • Dive into aquatic bliss with two poolside bars and waterfront dining at this Key West retreat.
P6,939
P11,634 total
includes taxes & fees
Oct 28 - Oct 29
The Perry Hotel & Marina Key West
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Choose what matters most at hotels with a pool in Lower Keys

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Lower Keys Hotel Reviews

Looe Key Reef Resort

Looe Key Reef Resort

8/10 Good
"This is a great inexpensive place to stay. Room was clean. Resort is showing some wear but is still good. Staff are very helpful with local recommendations. There is a great gas station next door with some items for sale in case you forget something. I would stay again."
Brandy 2-night trip
Posted 2 days ago
Looe Key Reef Resort
Parmer's Resort

Parmer's Resort

10/10 Excellent
"Just a fantastic property, wonderful staff, great amenities, so many waterfront places to chill. Immaculate grounds with a laid back vibe, loved it!!"
Moira 1-night trip
Posted 4 days ago
Parmer's Resort
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 days ago
Sugar Loaf Lodge
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

10/10 Excellent
"Best stop over before going to Key west. We enjoyed here a lot, parking our trailer was never a problem."
Daisybel 2-night trip
Posted 13 days ago
Old Wooden Bridge Resort and Marina

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