Book the Best Hotels with POOL in Lower Keys in 2026 | Expedia.ca

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Check availability on Lower Keys Hotels with a Pool

Tonight

Sep 14 - Sep 15

Tomorrow

Sep 15 - Sep 16

This weekend

Sep 18 - Sep 20

Next weekend

Sep 25 - Sep 27

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 white building with a covered patio area, surrounded by palm trees and a view of 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

Summerland Key

Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.

CA $164

CA $230 total

includes taxes & fees

Sep 25 - Sep 26

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 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.

2. Looe Key Reef Resort

Summerland Key

Sun-dappled pool paradise at Looe Key Reef Resort offers snorkelling adventures nearby.

CA $94

CA $106 total

includes taxes & fees

Sep 23 - Sep 24

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 beachside dining area with thatched umbrellas, white plastic chairs, and tables.

3. Sugar Loaf Lodge

Summerland Key

Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.

CA $165

CA $186 total

includes taxes & fees

Sep 15 - Sep 16

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 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

Punta Brisa

Soak in tropical views at the outdoor pool, then paddle away from this waterfront cottage with an onsite marina and private dock.

CA $125

CA $336 total

includes taxes & fees

Sep 27 - Sep 28

A beach with a thatched-roof hut, palm trees, and a pebbled walkway leading to the water.

A balcony with a view of neighboring houses, a street, and a clear sky.

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.

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

Cudjoe Key

CA $179

CA $571 total

includes taxes & fees

Sep 16 - Sep 17

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 kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.

A covered balcony with a table and chairs, a grill, and a boat docked nearby.

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

Cudjoe Key

CA $179

CA $571 total

includes taxes & fees

Sep 15 - Sep 16

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 bathroom with a toilet, sink, and bathtub.

A bedroom with a bed, a ceiling fan, a window with curtains, and a framed picture on the wall.

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

Cudjoe Key

CA $250

CA $797 total

includes taxes & fees

Sep 15 - Sep 16

A kitchen with white cabinets, a stove, and a dining area with chairs and a table.

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

Cudjoe Key

CA $218

CA $770 total

includes taxes & fees

Sep 15 - Sep 16

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

"Excellent resort, clean. Beautiful views, very friendly staff ♥️"

Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina

10/10 Excellent

"buen servicio del personal y el muchacho de la marina super atento"

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