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

Oct 29 - Oct 30

Tomorrow

Oct 30 - Oct 31

This weekend

Next weekend

Our top choices for Lower Keys hotels with a pool

A swimming pool with lounge chairs and a table, surrounded by a deck with a view of the sea and a building 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 $271 total

includes taxes & fees

Nov 3 - Nov 4

A swimming pool with a surrounding deck, palm trees, and lounge chairs.

2. Sugar Loaf Lodge

Summerland Key

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

CA $187 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with blue and white tiles, surrounded by lounge chairs and palm trees.

3. Looe Key Reef Resort

Summerland Key

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

CA $228 total

includes taxes & fees

Nov 9 - Nov 10

A fenced pool area with palm trees, a blue and white tiled walkway, and a sign indicating pool hours.

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 $337 total

includes taxes & fees

Oct 30 - Oct 31

A swimming pool with a glass bottom, surrounded by beige walls and a metal roof structure.

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

Cudjoe Key

CA $699 total

includes taxes & fees

Nov 21 - Nov 22

A pool area with multiple swimming pools, lounge chairs, and palm trees.

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

Cudjoe Key

CA $564 total

includes taxes & fees

Oct 30 - Oct 31

A waterfront property with a covered porch, a boat dock, and a clear sky.

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

Cudjoe Key

CA $610 total

includes taxes & fees

Nov 9 - Nov 10

A swimming pool with lounge chairs and palm trees, surrounded by a fence and a building in the background.

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

Cudjoe Key

CA $616 total

includes taxes & fees

Nov 2 - Nov 3

View all properties

Choose what matters most at hotels with a pool in Lower Keys

Breakfast included

4 stars

Top Lower Keys Hotel Reviews

Parmer's Resort

Parmer's Resort

8/10 Good

"The privacy was fantastic, the staff was helpful and we were right down the street from Robbie’s"

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