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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 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
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.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.
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.

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.
￥24,059
￥32,227 total
includes taxes & fees
Nov 1 - Nov 2
Parmer's Resort
A swimming pool with a surrounding deck, palm trees, and lounge chairs.
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.
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.
￥18,802
￥21,153 total
includes taxes & fees
Oct 13 - Oct 14
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.
￥13,859
￥37,810 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 thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.
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.

4. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
  • Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.
￥15,959
￥17,953 total
includes taxes & fees
Oct 14 - Oct 15
Looe Key Reef Resort
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 marina with RVs docked along a waterway, surrounded by palm trees and buildings.
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 $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
￥21,962
￥66,163 total
includes taxes & fees
Oct 9 - Oct 10
SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Pool
A living room with a sofa, armchair, TV, and a view of the outdoors.
Outdoor dining
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

6. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
Cudjoe Key
￥33,180
￥82,141 total
includes taxes & fees
Oct 14 - Oct 15
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
A beach view with a swimming pool, palm trees, and lounge chairs.
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.
A two-story house with a balcony, a staircase, and a view of the beach.

7. 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
￥51,350
￥115,163 total
includes taxes & fees
Oct 20 - Oct 21
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
A resort with a swimming pool, beach area, and marina.
A room with a sliding glass door, a small table with a 'WELCOME' sign, a refrigerator, and a wicker chair.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
Outdoor dining

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

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Cudjoe Key
￥19,742
￥65,760 total
includes taxes & fees
Oct 10 - Oct 11
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
A resort with a swimming pool, beach area, and marina.
A covered outdoor seating area with white chairs and tables, overlooking turquoise waters and distant islands.
A spacious living room with a large TV, comfortable seating, a wooden cabinet, and a view of the sea through large windows.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

9. Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
Cudjoe Key
￥62,283
￥118,730 total
includes taxes & fees
Oct 9 - Oct 10
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
A two-story building with a blue exterior, white railings, and a staircase leading to the upper floor.
A bathroom with a toilet, sink, and bathtub.
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.

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
￥32,848
￥96,737 total
includes taxes & fees
Oct 10 - Oct 11
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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