
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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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Islamorada holiday rentals
Other great holiday rentals in Islamorada
Superhost

Villa in Key Largo
5 out of 5 average rating, 11 reviewsSpring Break Getaway: Villa w/ Marriott Amenities
Superhost

Flat in Islamorada
5 out of 5 average rating, 4 reviewsOcean View Duplex Penthouse | Pool | Vista Two
Top guest favourite

Boat in Marathon
5 out of 5 average rating, 56 reviewsDan’s 2024 catamaran cruiser vessel

Villa in Islamorada
5 out of 5 average rating, 4 reviewsIsla Kiwi: FREE Boat Dockage Sep-Oct Only!

Home in Islamorada
5 out of 5 average rating, 4 reviewsOceanView Private Beach Pool Islamorada w/ Marina
Guest favourite

Houseboat in Buttonwood Sound
5 out of 5 average rating, 17 reviewsPremium Floating Bungalow by Stay Ombi

Houseboat in Islamorada
4.55 out of 5 average rating, 11 reviewsPerfect escape to the ocean
Guest favourite

Home in Key Largo
4.92 out of 5 average rating, 53 reviewsTreetops
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
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- Rentals with pools Islamorada
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- Apartment rentals 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
- Calusa Beach & Loggerhead Beach
- Conch Key
- Theater of the Sea
- Everglades Alligator Farm
- Long Beach
- Sea Oats Beach
- Cocoa Plum Beach
- EAA Air Museum
- Far Beach
- Monkey Jungle
- Horseshoe Beach
- Windley Key Fossil Reef Geological State Park
- Sandspur Beach
- Long Key State Park
- Keys' Meads