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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
Aug 22 - Aug 23
Tomorrow
Aug 23 - Aug 24
Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6

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 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 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.
￥16,078
￥23,275 total
includes taxes & fees
Aug 24 - Aug 25
Parmer's Resort
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 spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

2. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
  • Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.
￥14,594
￥16,418 total
includes taxes & fees
Sep 2 - Sep 3
Looe Key Reef 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 corridor lined with trees and potted plants, leading to a building with a white exterior and windows.
A reception area with a wooden sculpture, a reception desk, a computer, and a television.

3. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
￥18,915
￥21,280 total
includes taxes & fees
Aug 23 - Aug 24
Sugar Loaf Lodge
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 compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.
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.
￥14,304
￥38,444 total
includes taxes & fees
Sep 7 - Sep 8
Old Wooden Bridge Resort and Marina
A marina with boats, a dock, and a white building with a balcony.
A spacious living area with a wooden ceiling, a ceiling fan, a TV, a glass coffee table, a sofa, a chair, and a kitchen area with a refrigerator and bar stools.
A waterfront property with a covered porch, a boat dock, and a clear sky.
A kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.

5. SAVE BIG $$$ AUG/SEPT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ AUG/SEPT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
￥31,631
￥79,356 total
includes taxes & fees
Aug 30 - Aug 31
SAVE BIG $$$ AUG/SEPT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

6. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
￥26,704
￥89,809 total
includes taxes & fees
Aug 23 - Aug 24
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
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.

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

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Cudjoe Key
￥19,861
￥81,634 total
includes taxes & fees
Sep 5 - Sep 6
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
A swimming pool with clear lane dividers, a lounge area with chairs, and a poolside umbrella.
A Grey Wolf RV with a sliding door, two windows, and a small table with chairs.
A modern living room with a grey sofa, a small table, and a patterned rug.
A compact RV interior with a kitchenette, seating area, and a view of the outdoors.

8. 🌴 TROPICAL RETREAT 🌴 RV In The Keys

🌴 TROPICAL RETREAT 🌴 RV In The Keys
Big Pine Key
  • Tropical paradise in Florida Keys offers heated pool and waterfront adventures near vacation homes.
￥21,315
￥52,056 total
includes taxes & fees
Aug 23 - Aug 24
🌴 TROPICAL RETREAT 🌴 RV In The Keys
A two-story building with a blue exterior, white railings, and a staircase leading to the upper floor.
A bedroom with a bed, a ceiling fan, a window with curtains, and a framed picture on the wall.
A compact kitchen with white cabinets, a refrigerator, a stove, and a dining area with a table and chairs.
A bathroom with a toilet, sink, and bathtub.

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

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Cudjoe Key
￥29,469
￥92,183 total
includes taxes & fees
Aug 24 - Aug 25
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
A resort with a swimming pool, beach area, and marina.
A coastal residential area with houses, a marina, and a flag.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

10. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views

Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
Cudjoe Key
￥27,538
￥90,746 total
includes taxes & fees
Aug 23 - Aug 24
Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
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
"Very clean. Great sunrise view. Staff are super nice. Good coffee!"
Amy 1-night trip
Posted 3 days ago
Parmer's Resort
Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina

8/10 Good
"Our camper had no direction on how to turn on hot water so we took cold showers the first day since we arrived late and the office was closed. A guide in the camper on how to do things other than the map of the park and all the rules would’ve been nice."
Stacy 4-night trip
Posted 4 days ago
Sunshine Key RV Resort & Marina
Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Excellent place to Stay. calm and relaxed environment"
Ashish 1-night trip
Posted 5 days ago
Sugar Loaf Lodge
Looe Key Reef Resort

Looe Key Reef Resort

10/10 Excellent
"Great clean place to stay with a great tiki bar/restaurant/pool and fabulous dive/snorkle center on site with a fabulous crew that takes you to the protected Looe Key Reef. Highly recommend the water trip over anything in Key West,"
Bonita 4-night trip
Posted 6 days ago
Looe Key Reef Resort
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

10/10 Excellent
"Love being on the water in the houseboat. The dark skies were nice for stargazing"
Lisa 4-night trip
Posted 7 days ago
Old Wooden Bridge Resort and Marina

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