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Islamorada Area Vacation Rentals By Owner
Escape to the laid-back allure of the Islamorada area in the Florida Keys with our handpicked vacation rentals by owner. Choose from waterfront hideaways to tropical retreats, ensuring an unforgettable stay in this paradise between the Atlantic Ocean and the Gulf of Mexico. Start saving your favorites below.
Neighborhoods in Islamorada Area Vacation Rentals
Islamorada - Oceanfront - Private 1 acre Estate | Heated Pool - 4000 sq.ft
Islamorada Vacation RentalsFINAL WEEK AVAILABLE FOR 2024 - Aug 24th - 31st - OCEANFRONT - PRIVATE 2 ACRE ESTATE | HEATED POOL
Islamorada Vacation RentalsLuxury High End Islamorada Private Sandy Beach Access Hammocks, Kayaks, & More!
Islamorada Vacation RentalsWaterfront 33 Family and Boat Friendly Home, Great Views - Monthly Stays Only
Lower Matecumbe Key Vacation Rentals4/3 Waterfront House, Private Beach & Boat Ramp, 100ft+ Dock - Monthly Stays Only
Islamorada Area Vacation RentalsDirect Ocean Front Estate on 3.5 acres, HUGE salt pool & Hot tub, Private Basin 100s feet of Dockage
Islamorada Vacation RentalsIdyllic Tropical Paradise Overlooking the Fabulous Florida Bay.
Islamorada Vacation RentalsGated Ocean front condo with protected boat dock. Immediate access.
Long Key Vacation RentalsWaterfront Paradise with Free Dockage - Contact us to price your stay!!
Islamorada Area Vacation RentalsSpacious Islamorada home on canal with dock- 4000 square feet 5 bed/4 bath - Tennis, Pool and More
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Islamorada Vacation Rentals
Gracing the Florida Keys, Islamorada welcomes you to a tropical haven where relaxation and adventure converge. Vacation rentals in Islamorada present a range of choices, from luxurious waterfront beach houses to cozy island bungalow retreats. Dive into the crystal-clear waters, embark on fishing excursions, or savor fresh seafood at local eateries. With its unique blend of island charm and natural beauty, Islamorada welcomes you to relax, fully immerse yourself in coastal living, and craft unforgettable moments at the heart of the Florida Keys.