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
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Popular amenities for waterfront rentals in Key West
Waterfront apartment rentals
Flat in Key West
4.92 out of 5 average rating, 175 reviewsKW Luxury 2/2 Beachfront resort Tropical Oasis
16–23 Mar
Flat in Tavernier
4.95 out of 5 average rating, 147 reviewsBoho FL Keys Condo
11–18 Apr
Flat in Key Largo
4.98 out of 5 average rating, 125 reviewsKey Largo Kawama Lagoon Free Cancel Deutsch Spain
29 Jul – 5 Aug
Flat in Key Largo
4.92 out of 5 average rating, 106 reviews2/1 Oceanfront Apartment with Dockage
2–9 Jul
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 Sept
Flat in Marathon
5.0 out of 5 average rating, 8 reviewsGated Oceanfront Heated Pool
19–26 Sept
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 Marathon
4.91 out of 5 average rating, 159 reviewsBeachfront Villa - Florida Keys
28 Nov – 5 Dec
Home in Cudjoe Key
4.97 out of 5 average rating, 122 reviewsCudjoe Key Home with a View
7–14 Oct
Home in Marathon
4.97 out of 5 average rating, 117 reviewsMarathon one-level home on the Marina - with slip!
23–30 Mar
Home in Key Largo
5.0 out of 5 average rating, 50 reviewsThe Paradise 2
13–20 Feb
Home in Key Colony Beach
4.98 out of 5 average rating, 51 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
15–22 Apr
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
31 Aug – 7 Sept
Home in Cudjoe Key
4.86 out of 5 average rating, 43 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
10–17 Oct
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
22 Feb – 1 Mar
Waterfront apartment rentals
Apartment in Key West
4.83 out of 5 average rating, 243 reviewsLa Dolce Vita, Old Town Steps to Duval! 3 blks bch
27 Apr – 4 May
Apartment in Tavernier
4.95 out of 5 average rating, 108 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
30 Aug – 6 Sept
Apartment in Tavernier
4.96 out of 5 average rating, 159 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
11–18 Dec
Apartment in Tavernier
4.93 out of 5 average rating, 133 reviewsIt's Tiki Time! Top Floor SeaView Mid-Mod 1 Br/1Ba
14–21 Feb
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
4.98 out of 5 average rating, 142 reviewsOcean Views at Ocean Pointe
8–15 Nov
Apartment in Key Largo
4.97 out of 5 average rating, 146 reviewsKEYS BEACH RETREAT WITH CAPTIVATING WATERVIEW!
18–25 Feb
Apartment in Key Largo
4.91 out of 5 average rating, 104 reviewsRelaxing Spacious Waterfront Key Largo #1 Sunsets!
8–15 Mar
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
£48 before taxes and fees
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