Waterfront vacation rentals in Islamorada
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Islamorada
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Islamorada waterfront rentals
Waterfront apartment rentals
Rental unit in Key Largo
4.99 out of 5 average rating, 138 reviewsKawama Lagoon, 3D corner chickee 2bdr , 2 baths
Rental unit in Tavernier
4.96 out of 5 average rating, 45 reviewsTurtles Nest 2 Ocean Point condo
Rental unit in Key Largo
5 out of 5 average rating, 49 reviewsKey Largo, Florida - Gem by the Sea
Rental unit in Key Largo
4.78 out of 5 average rating, 139 reviewsEscape to the Seaside!
Rental unit in Key Largo
4.82 out of 5 average rating, 38 reviewsBest Place to see the sunset
Rental unit in Tavernier
4.95 out of 5 average rating, 172 reviewsBoho FL Keys Condo
Rental unit in Key Largo
5 out of 5 average rating, 33 reviewsStudio apartment in Calusa Resort & Campgrounds
Rental unit in Marathon
4.96 out of 5 average rating, 49 reviewsDock POOL Kayaks Bikes Beach2mi WalkToStores
Waterfront house rentals
Home in Key Colony Beach
4.98 out of 5 average rating, 110 reviewsSuper Nov. Savings! Key Colony Beach, Cabana Club
Home in Marathon
4.99 out of 5 average rating, 120 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
Home in Key Largo
4.91 out of 5 average rating, 148 reviewsBlue House Marine in Key Largo
Home in Marathon
4.95 out of 5 average rating, 124 reviewsParadise - Pool, Hot tub, Mini Golf, Dockage, Fish
Home in Key Colony Beach
4.94 out of 5 average rating, 100 reviewsWaterfront Home 37.5-ft dock, Cabana Club Included
Home in Key Colony Beach
4.94 out of 5 average rating, 48 reviewsWaterfront House - 30' Dock & Pool & Cabana Club
Home in Key Largo
4.97 out of 5 average rating, 144 reviewsKey Largo Waterfront Home with Tiki & Boat Dock
Home in Marathon
4.9 out of 5 average rating, 168 reviewsBeachfront Villa - Florida Keys
Waterfront condo rentals
Condo in Tavernier
4.87 out of 5 average rating, 139 reviewsReel Large END Unit in Ocean Point Suites
Condo in Tavernier
4.89 out of 5 average rating, 119 reviews500 Burton Drive Tavernier, Key Largo
Condo in Tavernier
4.97 out of 5 average rating, 61 reviewsYour Happy Place - Oceanfront
Condo in Key Largo
4.87 out of 5 average rating, 113 reviewsKawama Breeze
Condo in Key Largo
4.86 out of 5 average rating, 42 reviewsNautical Hideaway - Ocean View - Pool - 2 Kayaks
Condo in Tavernier
4.94 out of 5 average rating, 124 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
Condo in Tavernier
4.83 out of 5 average rating, 141 reviewsBright & Sunny Suite w/ Magnificent Ocean Views
Condo in Tavernier
4.94 out of 5 average rating, 112 reviewsBEAUTIFULLY DESIGNED OCEANFRONT CONDO
Quick stats about waterfront rentals in Islamorada
Total rentals
320 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
2.6K reviews
Family-friendly rentals
280 properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with a pool
230 properties have a pool
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