Waterfront holiday rentals in Monroe County
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Top-rated waterfront rentals in Monroe County
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 Monroe County
Waterfront apartment rentals
Flat in Miami
4.87 out of 5 average rating, 103 reviewsStudio, Balcony, Lat. Sea View, King+Daybed. PARK
24–31 Aug
Flat in Tavernier
4.95 out of 5 average rating, 147 reviewsBoho FL Keys Condo
12–19 Oct
Flat in Key Largo
4.98 out of 5 average rating, 125 reviewsKey Largo Kawama Lagoon Free Cancel Deutsch Spain
14–21 Nov
Flat in Key Largo
4.92 out of 5 average rating, 106 reviews2/1 Oceanfront Apartment with Dockage
10–17 Apr
Flat in Coconut Grove
4.94 out of 5 average rating, 143 reviewsStunning Corner Water/City View Free Pkg/Pool
7–14 Dec
Flat in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
25 Dec – 1 Jan
Flat in Miami
4.97 out of 5 average rating, 126 reviews0142 Skyline Serenity Apartment 1B/1B
13–20 Aug
Flat in Key West
4.89 out of 5 average rating, 135 reviewsKey West Beachside 1400sf, 2 Bedroom Condo
7–14 Mar
Waterfront house rentals
Home in Marathon
4.99 out of 5 average rating, 106 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
24–31 Aug
Home in Key Largo
4.96 out of 5 average rating, 135 reviewsKey Largo Waterfront Home with Tiki & Boat Dock
28 Mar – 4 Apr
Home in Tavernier
4.87 out of 5 average rating, 207 reviewsClean Houseboat w/ Great Wi-Fi,Luxury on the water
9–16 Jul
Home in Marathon
4.9 out of 5 average rating, 136 reviewsWaterfront Cozy Modern Retreat w/Deep Canal
5–12 Apr
Home in Key Largo
5.0 out of 5 average rating, 49 reviewsThe Paradise 2
20–27 Mar
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
31 Aug – 7 Sep
Home in Key Colony Beach
4.98 out of 5 average rating, 50 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
15–22 Apr
Home in Marathon
4.94 out of 5 average rating, 35 reviewsGorgeous Ocean View Home!
5–12 Sep
Waterfront apartment rentals
Apartment in Key Colony Beach
4.91 out of 5 average rating, 112 reviewsBeachside Unit 39 Tiki Huts, Private Beach & Pool
22–29 Oct
Apartment in Tavernier
4.98 out of 5 average rating, 142 reviewsOcean Views at Ocean Pointe
19–26 Jul
Apartment in Tavernier
4.95 out of 5 average rating, 108 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
29 Aug – 5 Sep
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
13–20 Dec
Apartment in Key West
4.88 out of 5 average rating, 147 reviewsLarge waterfront 2/2 end unit with boat slip
23–30 Aug
Apartment in Key Largo
4.98 out of 5 average rating, 115 reviewsOceanfront Condo w/Lake, Kayak, Paddleboard & Bike
5–12 Aug
Apartment in Miami
4.88 out of 5 average rating, 218 reviewsPenthouse in Brickell Miami + Free Parking
15–22 Aug
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