Waterfront holiday rentals in Key West
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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 West
4.89 out of 5 average rating, 135 reviewsKey West Beachside 1400sf, 2 Bedroom Condo
7–14 Mar
Flat in Key West
4.92 out of 5 average rating, 175 reviewsKW Luxury 2/2 Beachfront resort Tropical Oasis
31 Jan – 7 Feb
Flat in Tavernier
4.95 out of 5 average rating, 147 reviewsBoho FL Keys Condo
22–29 Oct
Flat in Key Largo
4.98 out of 5 average rating, 125 reviewsKey Largo Kawama Lagoon Free Cancel Deutsch Spain
3–10 Sep
Flat in Key Largo
4.92 out of 5 average rating, 106 reviews2/1 Oceanfront Apartment with Dockage
10–17 Apr
Flat in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
3–10 Apr
Flat in Key West
4.94 out of 5 average rating, 16 reviewsOceanfront Condo in Key West
29 Aug – 5 Sep
Flat in Key West
5.0 out of 5 average rating, 3 reviewsPartial ocean view studio with king bed
12–19 Apr
Waterfront house rentals
Home in Key Colony Beach
4.96 out of 5 average rating, 134 reviewsBeautiful open plan remodeled home in Key Colony
23–30 Oct
Home in Marathon
4.97 out of 5 average rating, 117 reviewsMarathon one-level home on the Marina - with slip!
22–29 May
Home in Cudjoe Key
4.97 out of 5 average rating, 121 reviewsCudjoe Key Home with a View
7–14 Oct
Home in Key Largo
5.0 out of 5 average rating, 50 reviewsThe Paradise 2
20–27 Mar
Home in Upper Sugarloaf Key
4.87 out of 5 average rating, 45 reviewsBungalows at Sugarloaf Beach - The Lighthouse
5–12 Feb
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
31 Aug – 7 Sep
Home in Cudjoe Key
4.86 out of 5 average rating, 42 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
10–17 Oct
Home in Key Colony Beach
4.98 out of 5 average rating, 51 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
15–22 Apr
Waterfront apartment rentals
Apartment in Tavernier
4.95 out of 5 average rating, 108 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
30 Aug – 6 Sep
Apartment in Key West
4.83 out of 5 average rating, 243 reviewsLa Dolce Vita, Old Town Steps to Duval! 3 blks bch
16–23 Feb
Apartment in Tavernier
4.98 out of 5 average rating, 142 reviewsOcean Views at Ocean Pointe
31 May – 7 Jun
Apartment in Tavernier
4.96 out of 5 average rating, 159 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
29 Sep – 6 Oct
Apartment in Tavernier
4.93 out of 5 average rating, 133 reviewsIt's Tiki Time! Top Floor SeaView Mid-Mod 1 Br/1Ba
24–31 Jan
Apartment in Key Largo
4.98 out of 5 average rating, 115 reviewsOceanfront Condo w/Lake, Kayak, Paddleboard & Bike
7–14 Nov
Apartment in Tavernier
4.8 out of 5 average rating, 130 reviewsTROPICAL PARADISE Ocean Condo - Cabana Daydreamin'
14–21 Nov
Apartment in Key Largo
4.97 out of 5 average rating, 146 reviewsKEYS BEACH RETREAT WITH CAPTIVATING WATERVIEW!
13–20 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
6.2T reviews
Nightly prices starting at
₹5,005 before taxes and fees
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