
Holiday rentals in Islamorada
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Top-rated holiday rentals in Islamorada
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Islamorada holiday rentals
Other great holiday rentals in Islamorada
Guest favourite

Villa in Islamorada
5 out of 5 average rating, 5 reviewsThe Nest Villa & Marina in the heart of Islamorada
Guest favourite

Home in Marathon
4.95 out of 5 average rating, 42 reviewsFlorida Keys Oceanside Utopia
Guest favourite

Home in Marathon
5 out of 5 average rating, 7 reviewsThe Roseate House at Grassy Key
Guest favourite

Home in Islamorada
5 out of 5 average rating, 5 reviewsOceanView Private Beach Pool Islamorada w/ Marina
Top guest favourite

Home in Marathon
5 out of 5 average rating, 49 reviewsMovie Theater | HotTub | Pool | Boat/RV/EV Parking
Top guest favourite

Home in Key Largo
5 out of 5 average rating, 6 reviewsNew! 4-Story Villa w/ Rooftop & 3 Private Suites
Top guest favourite

Townhouse in Islamorada
5 out of 5 average rating, 8 reviewsNEW - Luxury Seascape w/Pool+Free Dockage+Gameroom
Top guest favourite

Home in Marathon
5 out of 5 average rating, 59 reviewsLuxury Boating Paradise+Pool+Sailing Kayaks
Quick stats about holiday rentals in Islamorada
Total rentals
840 properties
Nightly prices starting at
£29 before taxes and fees
Total number of reviews
8.1K reviews
Family-friendly rentals
590 properties are a good fit for families
Pet-friendly rentals
390 properties allow pets
Rentals with a pool
650 properties have a pool
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
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- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Four Corners Holiday rentals
- Fitness-friendly rentals Islamorada
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- Family-friendly rentals Islamorada
- Villa rentals Islamorada
- Rentals with a fireplace Islamorada
- Luxury rentals Islamorada
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- Waterfront rentals Islamorada
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Coral Castle
- Cannon Beach
- Calusa Beach & Loggerhead Beach
- Cocoa Plum Beach
- Theater of the Sea
- Conch Key
- Far Beach
- Everglades Alligator Farm
- Monkey Jungle
- Horseshoe Beach
- Sea Oats Beach
- Long Key State Park
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Bahia Honda State Park
- Keys' Meads
- Sandspur Beach
- Long Beach
- Schnebly Redland's Winery & Brewery