
Waterfront holiday rentals in Islamorada
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Top-rated waterfront rentals in Islamorada
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Islamorada
Waterfront apartment rentals

Beachside Unit 22 - Private Beach on Atlantic

Kawama Lagoon, 3D corner chickee 2bdr , 2 baths

Seaside Vista - Ocean Front 2/1 with dockage

Hidden Gem Islamorada | 1st Floor

Marina & Ocean Front Suite 5202

Little Venice in Marathon (in the Beautiful Keys)

Waterfront Studio 1| Kayaks | Pool |Bay View |Wifi

Boho FL Keys Condo
Waterfront house rentals

Keys to Ohana. Ocean views. Private Pool, Hot Tub

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

Million Dollar View

Endless Summer

Beachfront Villa - Florida Keys

Casa Azul Premier Oceanside Villa - Golf Cart, Pool

Treetops

Waterfront House with 37 ft Dock & Cabana Club
Waterfront apartment rentals

Reel Large END Unit in Ocean Point Suites

500 Burton Drive Tavernier, Key Largo

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Waterfront Spacious Condo Key Largo #4, 10% Off 7+

Ocean Views at Ocean Pointe

Condo in the Keys, Peaceful ocean view retreat!

Ocean views at “Sangria Sunrise” 10% off Charters

🏝 Oceanfront Paradise Awaits You
Quick stats about waterfront rentals in Islamorada
Total rentals
460 properties
Nightly prices starting at
$90 SGD before taxes and fees
Total number of reviews
3.6K reviews
Family-friendly rentals
330 properties are a good fit for families
Pet-friendly rentals
270 properties allow pets
Rentals with a pool
370 properties have a pool
Destinations to explore
- Seminole Holiday rentals
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- Rentals with beach access Islamorada
- Rentals with an EV charger Islamorada
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- Rentals with a hot tub Islamorada
- Rentals with pools Islamorada
- Apartment rentals Islamorada
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- Waterfront rentals Monroe County
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Cannon Beach
- Coral Castle
- Biscayne National Park
- Calusa Beach & Loggerhead Beach
- Cocoa Plum Beach
- Theater of the Sea
- Conch Key
- Horseshoe Beach
- Sea Oats Beach
- Everglades Alligator Farm
- EAA Air Museum
- Long Key State Park
- Monkey Jungle
- Windley Key Fossil Reef Geological State Park
- Far Beach
- Keys' Meads
- Bahia Honda State Park
- Long Beach
- Schnebly Redland's Winery & Brewery