
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.

Sunset Views, Pool and Dock

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!

Chiquita Waterfront Canal Home

Key Largo Waterfront Retreat | Tiki, Dock & Pool

CASA AZUL Golf Cart, Kayaks, Pools, Beach, 2 Kings

Waterfront House with 37 ft Dock & Cabana Club
Condo rentals with a pool

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 “Sangria Sunrise” 10% off Charters

BEAUTIFULLY DESIGNED OCEANFRONT CONDO

Beachside Unit 33-Private Tropical Beach Plus Pool

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

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

Luxe Super Snapper-Heated Pool, Tiki, Dock, Lanai

Keys to Ohana. Ocean views. Private Pool, Hot Tub

Movie Theater | HotTub | Pool | Boat/RV/EV Parking

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

“La casa azul” step 3’ to a private pool

*NEW* Private Beach, pool & fully loaded kitchen

P97 - Premier 5 bedroom, 3.5 bath waterfront home
Destinations to explore
- Seminole Vacation rentals
- Miami Vacation rentals
- Central Florida Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- 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
- Horseshoe Beach
- Long Key State Park
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Bahia Honda State Park
- Sandspur Beach
- Keys' Meads
- Long Beach
- Schnebly Redland's Winery & Brewery