Waterfront holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Key West
Waterfront apartment rentals
Flat in Key Largo
4.75 out of 5 average rating, 186 reviewsHideaway with Picturesque Canal View Apt 3
6–13 Jun
Flat in Tavernier
4.95 out of 5 average rating, 149 reviewsBoho FL Keys Condo
10–17 Oct
Flat in Key Largo
4.92 out of 5 average rating, 106 reviews2/1 Oceanfront Apartment with Dockage
12–19 Oct
Flat in Key Largo
4.98 out of 5 average rating, 126 reviewsKey Largo Kawama Lagoon Free Cancel Deutsch Spain
25 May – 1 Jun
Flat in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
15–22 Jul
Flat in Key Largo
4.78 out of 5 average rating, 137 reviewsEscape to the Seaside!
Flat in Key West
4.94 out of 5 average rating, 16 reviewsOceanfront Condo in Key West
12–19 Aug
Flat in Marathon
5.0 out of 5 average rating, 8 reviewsGated Oceanfront Heated Pool
3–10 Dec
Waterfront house rentals
Home in Cudjoe Key
4.97 out of 5 average rating, 124 reviewsCudjoe Key Home with a View
14–21 Oct
Home in Marathon
4.97 out of 5 average rating, 119 reviewsMarathon one-level home on the Marina - with slip!
20–27 Dec
Home in Key Colony Beach
5.0 out of 5 average rating, 15 reviewsCoral House: 2/2 Waterfront in KCB w/ King Beds
13–20 May
Home in Key Largo
5.0 out of 5 average rating, 50 reviewsThe Paradise 2
17–24 Aug
Home in Upper Sugarloaf Key
4.87 out of 5 average rating, 46 reviewsBungalows at Sugarloaf Beach - The Lighthouse
28 Oct – 4 Nov
Home in Marathon
4.98 out of 5 average rating, 85 reviewsAnglers Terrace, Condé Nast Traveler's Best Airbnb
24–31 Aug
Home in Marathon
5.0 out of 5 average rating, 15 reviewsFlorida Keys Oceanside Utopia
24–31 Oct
Home in Key Colony Beach
4.98 out of 5 average rating, 51 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
29 Nov – 6 Dec
Waterfront apartment rentals
Apartment in Key Colony Beach
4.91 out of 5 average rating, 112 reviewsBeachside Unit 39 Tiki Huts, Private Beach & Pool
27 Oct – 3 Nov
Apartment in Tavernier
4.95 out of 5 average rating, 108 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
28 Aug – 4 Sep
Apartment in Key West
4.83 out of 5 average rating, 243 reviewsLa Dolce Vita, Old Town Steps to Duval! 3 blks bch
24 Apr – 1 May
Apartment in Key West
4.85 out of 5 average rating, 143 reviewsAnchor Drop modern elegance upgrades throughout vi
10–17 Mar
Apartment in Tavernier
4.96 out of 5 average rating, 159 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
1–8 Apr
Apartment in Tavernier
4.93 out of 5 average rating, 136 reviewsIt's Tiki Time! Top Floor SeaView Mid-Mod 1 Br/1Ba
20–27 Feb
Apartment in Key Largo
4.98 out of 5 average rating, 116 reviewsOceanfront Condo w/Lake, Kayak, Paddleboard & Bike
2–9 Nov
Apartment in Tavernier
4.98 out of 5 average rating, 142 reviewsOcean Views at Ocean Pointe
26 Oct – 2 Nov
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
$81 SGD before taxes and fees
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