
House holiday rentals in Islamorada
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Top-rated house rentals in Islamorada
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Islamorada house rentals
House rentals with a pool

Waterfront Escape -VACA-23-408

Sandbox

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

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

Endless Summer

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

Waterfront Home 37.5-ft dock, Cabana Club Included

Waterfront House with 37 ft Dock & Cabana Club
Weekly house rentals

Bikini Bottom-Luxury Water Front

Grouper Getaway @ Ocean Isles Fishing Village

Private Waterfront Home with lots of WATER TOYS

Oceanfront with Pool near Sombrero Beach

Casa Largo NEW Oceanside Modern Tropical Getaway!

Gorgeous Ocean View Home!

Tropical Waterfront, Boat Dock, Sunset View, Kayak

Islamorada Waterfront House on Canal w Boat dock
Private house rentals

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

Key Largo Paradise-Neighbors to the Dolphins

Casa Chiquita Waterfront Canal Home

Island Breeze

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

Searenity Vacation Rental! Pool, Tiki Hut, Dockage

Private 174ft Dock, Boat Launch, Sombrero Beach

Great key Largo home with water front and pool
Quick stats about house rentals in Islamorada
Total rentals
330 properties
Nightly prices starting at
$168 AUD before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
310 properties are a good fit for families
Pet-friendly rentals
150 properties allow pets
Rentals with a pool
210 properties have a pool
Destinations to explore
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- Rentals with an EV charger Islamorada
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Bahia Honda State Park
- Coral Castle
- Biscayne National Park
- Cannon Beach
- Conch Key
- Calusa Beach & Loggerhead Beach
- Theater of the Sea
- Everglades Alligator Farm
- Long Beach
- Sea Oats Beach
- EAA Air Museum
- Cocoa Plum Beach
- Horseshoe Beach
- Far Beach
- Monkey Jungle
- Windley Key Fossil Reef Geological State Park
- Long Key State Park
- Sandspur Beach
- Keys' Meads