Waterfront vacation rentals in Key West
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Key West
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 Key West waterfront rentals
Waterfront apartment rentals
Apartment in Key Largo
4.93 out of 5 average rating, 107 reviews2/1 Oceanfront Apartment with Dockage
Sep 28 – Oct 5
Apartment in Tavernier
4.95 out of 5 average rating, 149 reviewsBoho FL Keys Condo
Dec 19 – 26
Apartment in Key Largo
4.78 out of 5 average rating, 137 reviewsEscape to the Seaside!
Jul 28 – Aug 4
Apartment in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
Jan 14 – 21
Apartment in Key West
4.94 out of 5 average rating, 16 reviewsOceanfront Condo in Key West
Sep 28 – Oct 5
Apartment in Marathon
5.0 out of 5 average rating, 8 reviewsGated Oceanfront Heated Pool
Nov 26 – Dec 3
Apartment in Key West
4.89 out of 5 average rating, 46 reviewsPenthouse in Paradise
May 30 – Jun 6
Apartment in Tavernier
5.0 out of 5 average rating, 17 reviewsTurtles Nest 2 Ocean Point condo
Nov 17 – 24
Waterfront house rentals
Home in Marathon
4.99 out of 5 average rating, 107 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
Sep 14 – 21
Home in Key Colony Beach
4.96 out of 5 average rating, 136 reviewsBeautiful open plan remodeled home in Key Colony
Oct 20 – 27
Home in Cudjoe Key
4.97 out of 5 average rating, 124 reviewsCudjoe Key Home with a View
Oct 25 – Nov 1
Home in Key Colony Beach
4.81 out of 5 average rating, 132 reviewsWaterview from three sides, Cabana Club, 30' Docks
Mar 6 – 13
Home in Marathon
4.98 out of 5 average rating, 120 reviewsMarathon one-level home on the Marina - with slip!
Dec 23 – 30
Home in Key Colony Beach
4.92 out of 5 average rating, 88 reviewsParadise in Key Colony Beach + Cabana Club
Nov 9 – 16
Home in Upper Sugarloaf Key
4.87 out of 5 average rating, 46 reviewsBungalows at Sugarloaf Beach - The Lighthouse
Feb 14 – 21
Home in Marathon
5.0 out of 5 average rating, 15 reviewsFlorida Keys Oceanside Utopia
Nov 4 – 11
Waterfront condo rentals
Condo in Key West
4.83 out of 5 average rating, 243 reviewsLa Dolce Vita, Old Town Steps to Duval! 3 blks bch
Apr 24 – May 1
Condo in Key West
4.85 out of 5 average rating, 143 reviewsAnchor Drop modern elegance upgrades throughout vi
Mar 10 – 17
Condo in Tavernier
4.95 out of 5 average rating, 108 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
Sep 28 – Oct 5
Condo in Tavernier
4.96 out of 5 average rating, 159 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
Oct 31 – Nov 7
Condo in Tavernier
4.93 out of 5 average rating, 136 reviewsIt's Tiki Time! Top Floor SeaView Mid-Mod 1 Br/1Ba
Jul 18 – 25
Condo in Tavernier
4.98 out of 5 average rating, 142 reviewsOcean Views at Ocean Pointe
Feb 12 – 19
Condo in Tavernier
4.91 out of 5 average rating, 111 reviews500 Burton Drive Tavernier, Key Largo
Dec 8 – 15
Condo in Tavernier
4.8 out of 5 average rating, 131 reviewsTROPICAL PARADISE Ocean Condo - Cabana Daydreamin'
Oct 10 – 17
Quick stats about waterfront rentals in Key West
Total rentals
310 properties
Rentals with a pool
270 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
220 properties are a good fit for families
Total number of reviews
6.2K reviews
Nightly prices starting at
$60 before taxes and fees
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