
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

Villa in Islamorada
5 out of 5 average rating, 4 reviewsThe Nest Villa & Marina in the heart of Islamorada
Guest favourite

Home in Marathon
4.94 out of 5 average rating, 31 reviewsPrivate Home,Hot Tub,BBQ.Boat & RV Parking FL Keys

Home in Islamorada
5 out of 5 average rating, 4 reviewsRest & Relaxation @ exclusive discounted pricing
Guest favourite

Villa in Islamorada
5 out of 5 average rating, 5 reviewsIsla Mamey: FREE Boat Dockage Sept-Oct Only!
Top guest favourite

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

Flat in Tavernier
5 out of 5 average rating, 61 reviewsWhen Paradise is Key: Tropical Oceanfront Condo
Guest favourite

Home in Key Colony Beach
4.96 out of 5 average rating, 45 reviewsCasa Lago Mar 3/2 with Cabana Club Access
Top guest favourite

Townhouse in Islamorada
5 out of 5 average rating, 7 reviewsNEW - Luxury Seascape w/Pool+Free Dockage+Gameroom
Quick stats about holiday rentals in Islamorada
Total rentals
840 properties
Nightly prices starting at
£30 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
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- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Four Corners Holiday rentals
- Beach house rentals Islamorada
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Cannon Beach
- Coral Castle
- Calusa Beach & Loggerhead Beach
- Cocoa Plum Beach
- Theater of the Sea
- Conch Key
- Everglades Alligator Farm
- Far Beach
- Horseshoe Beach
- Monkey Jungle
- Sea Oats Beach
- Long Key State Park
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Keys' Meads
- Long Beach
- Bahia Honda State Park
- Sandspur Beach
- Schnebly Redland's Winery & Brewery