
Vacation rentals with a pool in Long Key
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Long Key
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Long Key rentals with a pool
House rentals with a pool

Tiny Home on Waterfront | Bay Views | Deck | Pool

Paradise found!Key Colony Beach,Cabana Club.

Casa Chiquita Waterfront Canal Home

Key Largo Waterfront Retreat | Tiki, Dock & Pool

Waterfront House with 37 ft Dock & Cabana Club

Sunshine & Serenity on Waterfront, Tiki/50ft dock!

Tiki Time

Beautiful open plan remodeled home in Key Colony
Condo rentals with a pool

Serenity In The Sun

Gorgeous lagoon-front 2BR Townhouse with 2 pools

Your Happy Place - Oceanfront

Condo in the Keys, Peaceful ocean view retreat!

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar

Ocean views at āSangria Sunriseā 10% off Charters

BEAUTIFULLY DESIGNED OCEANFRONT CONDO

Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba
Other vacation rentals with a pool

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

Sunset Views, Pool and Dock

Seas the Keys Getaway with plunge pool/spa

Newely Renovated 3/2-private pool/dock/cabana club

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

āLa casa azulā step 3ā to a private pool

Salt&Seaglass. Key Colony. Screen Porch. Pool Club

Golf Coast Oasis
Destinations to explore
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Cannon Beach
- Calusa Beach & Loggerhead Beach
- Cocoa Plum Beach
- Conch Key
- Theater of the Sea
- Far Beach
- Everglades Alligator Farm
- Sea Oats Beach
- Long Key State Park
- Horseshoe Beach
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Bahia Honda State Park
- Keys' Meads
- Sandspur Beach
- Long Beach
- Schnebly Redland's Winery & Brewery