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Islamorada Vacation Rentals By Owner
Live like an islander in the tropical paradise of Islamorada, Florida, with our selection of vacation rentals by owner. From waterfront escapes to charming cottages, discover a diverse collection and secure your ideal retreat, where the turquoise waters and laid-back atmosphere of Islamorada create the perfect setting for an unforgettable Florida Keys getaway. Find your holiday house below.
Islamorada - Oceanfront - Private 1 acre Estate | Heated Pool
Islamorada Vacation Rentals
ONLY 2 WEEKS LEFT | OCT & NOV 2023 OCEANFRONT - PRIVATE 2 ACRE ESTATE | HEATED POOL
Islamorada Vacation Rentals
Luxury High End Islamorada Private Sandy Beach Access Hammocks, Kayaks, & More!
Islamorada Vacation Rentals
Direct Ocean Front Estate on 3.5 acres, HUGE salt pool & Hot tub, Private Basin 100s feet of Dockage
Islamorada Vacation Rentals
Idyllic Tropical Paradise Overlooking the Fabulous Florida Bay.
Islamorada Vacation Rentals
Looking for more? Search these Neighborhoods near Islamorada Vacation Rentals
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Islamorada Vacation Rentals
Welcome to Islamorada, a tropical paradise in the Florida Keys. Whether you're looking for a long-term retreat or a monthly escape, our vacation rentals offer the perfect island experience. From houses with private pools to condos with waterfront access, you'll find the ideal accommodation for your stay. Discover the beauty of Islamorada and make memories that will last a lifetime. Bring your boat!