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Find Hotels with a Pool in Lower Keys, FL

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Check availability on Lower Keys Hotels with a 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 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.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.

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.
₩196,780
₩265,174 total
includes taxes & fees
Nov 3 - Nov 4
Parmer's Resort
A swimming pool with a surrounding deck, palm trees, and lounge chairs.
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.
A waterfront building with a flat roof, large windows, and a balcony.

2. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
₩159,460
₩179,399 total
includes taxes & fees
Oct 12 - Oct 13
Sugar Loaf Lodge
A fenced pool area with palm trees, a blue and white tiled walkway, and a sign indicating pool hours.
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
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.

3. 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.
₩117,538
₩320,669 total
includes taxes & fees
Oct 12 - Oct 13
Old Wooden Bridge Resort and Marina
A swimming pool with blue and white tiles, surrounded by lounge chairs and palm trees.
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.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.

4. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
  • Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.
₩135,415
₩152,342 total
includes taxes & fees
Oct 14 - Oct 15
Looe Key Reef Resort
A residential property with a swimming pool, a covered patio, and a view of the ocean.
A concrete pathway flanked by lush green foliage, leading to a shaded area.
A bedroom with a bed, a ceiling fan, a balcony with a view, and a nightstand with a lamp.
A two-story building with a balcony, surrounded by tropical vegetation.

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.
₩693,450
₩1,307,756 total
includes taxes & fees
Oct 10 - Oct 11
Atlantic View Luxury Villa with Pool
Pool
Pool
A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.
View from room

6. 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.
₩170,728
₩237,368 total
includes taxes & fees
Oct 27 - Oct 28
DoubleTree Resort by Hilton Grand Key - Key West
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 modern office space with a reception desk, computer, and seating area.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

7. 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.
₩175,157
₩234,794 total
includes taxes & fees
Oct 15 - Oct 16
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.
A hotel room with a balcony, a bed, a desk, and two chairs.
View from room
A balcony with wicker furniture and a view of the ocean and palm trees.

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.
₩243,009
₩273,385 total
includes taxes & fees
Oct 13 - Oct 14
Hampton Inn Key West FL
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 hotel room with a large bed, a view of the ocean, a balcony with a chair, and a painting of coconuts.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.

9. 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.
₩159,514
₩257,844 total
includes taxes & fees
Oct 15 - Oct 16
Hilton Key West Resort & Marina
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 marina with boats docked, a swimming pool, and palm trees.
A multi-story hotel with balconies, palm trees, and a pool area.

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.
₩148,145
₩248,391 total
includes taxes & fees
Oct 28 - Oct 29
The Perry Hotel & Marina Key West
View all properties

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

Parmer's Resort

Parmer's Resort

10/10 Excellent
"Fishing charter guide pick up from dock every morning. G"
Dennis 3-night trip
Posted 6 hours ago
Parmer's Resort
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 3 days ago
Looe Key Reef 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 13 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 2 weeks ago
Old Wooden Bridge Resort and Marina

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