Waterfront vacation rentals in Key West
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Key West
Guests agree: these waterfront accommodations 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
4.75 out of 5 average rating, 186 reviewsHideaway with Picturesque Canal View Apt 3
Jun. 6 – 13
Apartment in Tavernier
4.95 out of 5 average rating, 149 reviewsBoho FL Keys Condo
Oct. 10 – 17
Apartment in Key Largo
4.92 out of 5 average rating, 106 reviews2/1 Oceanfront Apartment with Dockage
Oct. 12 – 19
Apartment in Key Largo
4.98 out of 5 average rating, 126 reviewsKey Largo Kawama Lagoon Free Cancel Deutsch Spain
May 25 – Jun. 1
Apartment in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
Jul. 15 – 22
Apartment in Key Largo
4.78 out of 5 average rating, 137 reviewsEscape to the Seaside!
Apartment in Key West
4.94 out of 5 average rating, 16 reviewsOceanfront Condo in Key West
Aug. 12 – 19
Apartment in Marathon
5.0 out of 5 average rating, 8 reviewsGated Oceanfront Heated Pool
Dec. 3 – 10
Waterfront house rentals
Home in Cudjoe Key
4.97 out of 5 average rating, 124 reviewsCudjoe Key Home with a View
Oct. 14 – 21
Home in Marathon
4.97 out of 5 average rating, 119 reviewsMarathon one-level home on the Marina - with slip!
Dec. 20 – 27
Home in Key Colony Beach
5.0 out of 5 average rating, 15 reviewsCoral House: 2/2 Waterfront in KCB w/ King Beds
May 13 – 20
Home in Key Largo
5.0 out of 5 average rating, 50 reviewsThe Paradise 2
Aug. 17 – 24
Home in Upper Sugarloaf Key
4.87 out of 5 average rating, 46 reviewsBungalows at Sugarloaf Beach - The Lighthouse
Oct. 28 – Nov. 4
Home in Marathon
4.98 out of 5 average rating, 85 reviewsAnglers Terrace, Condé Nast Traveler's Best Airbnb
Aug. 24 – 31
Home in Marathon
5.0 out of 5 average rating, 15 reviewsFlorida Keys Oceanside Utopia
Oct. 24 – 31
Home in Key Colony Beach
4.98 out of 5 average rating, 51 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
Nov. 29 – Dec. 6
Waterfront condo rentals
Condo in Key Colony Beach
4.91 out of 5 average rating, 112 reviewsBeachside Unit 39 Tiki Huts, Private Beach & Pool
Oct. 27 – Nov. 3
Condo in Tavernier
4.95 out of 5 average rating, 108 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
Aug. 28 – Sep. 4
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
4.96 out of 5 average rating, 159 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
Apr. 1 – 8
Condo in Tavernier
4.93 out of 5 average rating, 136 reviewsIt's Tiki Time! Top Floor SeaView Mid-Mod 1 Br/1Ba
Feb. 20 – 27
Condo in Key Largo
4.98 out of 5 average rating, 117 reviewsOceanfront Condo w/Lake, Kayak, Paddleboard & Bike
Nov. 2 – 9
Condo in Tavernier
4.98 out of 5 average rating, 142 reviewsOcean Views at Ocean Pointe
Oct. 26 – Nov. 2
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
$82 CAD before taxes and fees
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