Islamorada

Neighborhoods in Islamorada Area

Luxury High End Islamorada Private Sandy Beach Access Hammocks, Kayaks, & More!

Islamorada
3/BR 2/BA SLEEPS 6

Beautiful Islamorada Renovated Condo MM 76.5

Islamorada
1/BR 1/BA SLEEPS 5

Islamorada - Oceanfront - Private 1 acre Estate | Heated Pool

Islamorada
4/BR 5/BA SLEEPS 12

Amazing Sunset Views

Islamorada Area
2/BR 2/BA SLEEPS 4

ONLY 2 WEEKS LEFT | OCT & NOV 2023 OCEANFRONT - PRIVATE 2 ACRE ESTATE | HEATED POOL

Islamorada
6/BR 6.5/BA SLEEPS 14

4/3 WATERFRONT HOME WITH SEPERATE IN-LAW QUARTERS, PRIVATE BEACH AND BOAT RAMP + 75 FT DOCK - MONTHLY STAYS ONLY IN ISLAMORADA AREA

Islamorada Area
4/BR 3/BA SLEEPS 10

4/3 Waterfront House, Private Beach & Boat Ramp, 100ft+ Dock - Monthly Stays Only

Islamorada Area
4/BR 3/BA SLEEPS 10

Waterfront 33 Family and Boat Friendly Home, Great Views - Monthly Stays Only

Lower Matecumbe Key
3/BR 3/BA SLEEPS 8

Direct Ocean Front Estate on 3.5 acres, HUGE salt pool & Hot tub, Private Basin 100s feet of Dockage

Islamorada
5/BR 5/BA SLEEPS 14

Waterfront Paradise on Canal W/New Pool

Lower Matecumbe Key
3/BR 2/BA SLEEPS 10

Gated Ocean front condo with protected boat dock. Immediate access.

Long Key
3/BR 2/BA SLEEPS 6

Spacious Islamorada home on canal with dock- 4000 square feet 5 bed/4 bath

Islamorada Area
5/BR 4/BA SLEEPS 12

Idyllic Tropical Paradise Overlooking the Fabulous Florida Bay.

Islamorada
2/BR 2/BA SLEEPS 6

Gorgeous Updated Condo in Oceanfront Building

Islamorada
2/BR 2/BA SLEEPS 6

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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.

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