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

Brand New Luxury Oceanfront Home w/ Pool, 38' Slip

Pristine pool front home w/ocean views Anglers 148

Tiny Home on Waterfront | Bay Views | Deck | Pool

Paradise - Pool, Hot tub, Mini Golf, Dockage, Fish

Beautiful Anglers Reef - 2/2.5 - Pool+Marina+Beach

Beach House, Private Pool & Dock, Gulf Sunset view

The Keys Grand Blue/ 120'Dock/Mini Golf/ GameRoom

CASA AZUL - The Salt Life Meets Luxury! Voted Best
Apartment rentals with a pool

Reel Large END Unit in Ocean Point Suites

Gorgeous lagoon-front 2BR Townhouse with 2 pools

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Ocean Views at Ocean Pointe

Condo in the Keys, Peaceful ocean view retreat!

Ocean views at āSangria Sunriseā 10% off Charters

Tropical Getaway

Sugar Cane - Florida Keys tropical retreat
Other holiday rentals with a pool

Anglers Reef Islamorada

Newly Renovated Piece ofParadise

Keys Relaxing Getaway

Islamorada bungalow 2 bed & pool

Sombrero beach oasis, great location, many amenities

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Supās

Oceanfront with Pool near Sombrero Beach

When Paradise is Key: Tropical Oceanfront Condo
Destinations to explore
- SeminoleĀ Holiday rentals
- Central FloridaĀ Holiday rentals
- MiamiĀ Holiday rentals
- Saint Johns RiverĀ Holiday rentals
- OrlandoĀ Holiday rentals
- Gold CoastĀ Holiday rentals
- Miami BeachĀ Holiday rentals
- HavanaĀ Holiday rentals
- Fort LauderdaleĀ Holiday rentals
- TampaĀ Holiday rentals
- KissimmeeĀ Holiday rentals
- Four CornersĀ Holiday rentals
- Family-friendly rentalsĀ Plantation Key
- Rentals with a washing machine and dryerĀ Plantation Key
- Rentals with a firepitĀ Plantation Key
- Luxury rentalsĀ Plantation Key
- Rentals with a patioĀ Plantation Key
- House rentalsĀ Plantation Key
- Apartment rentalsĀ Plantation Key
- Waterfront rentalsĀ Plantation Key
- Beachfront rentalsĀ Plantation Key
- Pet-friendly rentalsĀ Plantation Key
- Rentals with a hot tubĀ Plantation Key
- Fitness-friendly rentalsĀ Plantation Key
- Rentals with outdoor seatingĀ Plantation Key
- Townhouse rentalsĀ Plantation Key
- Rentals with a kayakĀ Plantation Key
- Rentals with beach accessĀ Plantation Key
- Flat rentalsĀ Plantation Key
- Rentals with poolsĀ Monroe County
- Rentals with poolsĀ Florida
- Rentals with poolsĀ United States
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Cannon Beach
- Coral Castle
- Biscayne National Park
- Cocoa Plum Beach
- Deering Estate
- Theater of the Sea
- Everglades Alligator Farm
- Conch Key
- Sea Oats Beach
- Monkey Jungle
- Far Beach
- Long Key State Park
- Windley Key Fossil Reef Geological State Park
- EAA Air Museum
- Bahia Honda State Park
- Keys' Meads
- Sandspur Beach
- Schnebly Redland's Winery & Brewery