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

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 spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.
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.
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.
AED 559
AED 748 total
includes taxes & fees
1 Nov - 2 Nov
Parmer's Resort
A swimming pool with a surrounding deck, palm trees, and lounge chairs.
A waterfront building with a flat roof, large windows, and a balcony.
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.

2. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
AED 437
AED 492 total
includes taxes & fees
12 Oct - 13 Oct
Sugar Loaf Lodge
A swimming pool with blue and white tiles, surrounded by lounge chairs and palm trees.
A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.

3. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
  • Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.
AED 371
AED 417 total
includes taxes & fees
14 Oct - 15 Oct
Looe Key Reef Resort
A fenced pool area with palm trees, a blue and white tiled walkway, and a sign indicating pool hours.
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.
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

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.
AED 322
AED 879 total
includes taxes & fees
28 Oct - 29 Oct
Old Wooden Bridge Resort and Marina
A beach with a thatched-roof hut, palm trees, and a pebbled walkway leading to the water.
A waterfront property with a two-story building, a covered outdoor area, and a dock.
A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.
A balcony with a view of neighboring houses, a street, and a clear sky.

5. SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
AED 511
AED 1,538 total
includes taxes & fees
9 Oct - 10 Oct
SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A beach view with a swimming pool, palm trees, and lounge chairs.
A two-story house with a balcony, a staircase, and a view of the beach.
A beach with palm trees, a wooden dock, and lounge chairs.
A spacious living room with a white sofa, two armchairs, a round coffee table, and a balcony with a view of palm trees.

6. Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Cudjoe Key
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, under a cloudy sky.
A waterfront property with a pool, multiple houses, and a boat dock.
A marina with bicycles parked near the water, a boat docked, and a building with a balcony.
A beachside view with palm trees and white lounge chairs along the shoreline.

7. Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Cudjoe Key
AED 909
AED 1,875 total
includes taxes & fees
13 Oct - 14 Oct
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
An aerial view of a resort with a large pool, palm trees, and a pier.
A balcony with wicker furniture, a view of the ocean, and a parked truck.
A living room with a sofa, armchairs, a coffee table, and a TV. There are shelves with decorative items and a ceiling fan.
A beachfront property with a covered patio, outdoor seating, and a view of the ocean.

8. Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key
Cudjoe Key
AED 1,286
AED 2,485 total
includes taxes & fees
12 Oct - 13 Oct
Spanish Queen @Venture Out, Cudjoe Key
A resort with a swimming pool, beach area, and marina.
Outdoor dining
A coastal residential area with houses, a marina, and a flag.
A room with a sliding glass door, a small table with a 'WELCOME' sign, a refrigerator, and a wicker chair.

9. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Cudjoe Key
AED 459
AED 1,518 total
includes taxes & fees
9 Oct - 10 Oct
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
A two-story building with a blue exterior, white railings, and a staircase leading to the upper floor.
A living room with a television displaying a show, a ceiling fan, and a window with blinds.
A compact kitchen with white cabinets, a refrigerator, a stove, and a dining area with a table and chairs.
A bedroom with a bed, a ceiling fan, a window with curtains, and a framed picture on the wall.

10. Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Cudjoe Key
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
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

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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