Waterfront holiday rentals in Monroe County
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Monroe County
Guests agree: These waterfront accommodation options 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 Monroe County waterfront rentals
Waterfront apartment accommodation
Apartment in Key Largo
4.92 out of 5 average rating, 230 reviewsWaterfront Studio 2| Couples Oasis | Kayaks | Pool
1 – 8 Jan
Apartment in Tavernier
4.95 out of 5 average rating, 149 reviewsBoho FL Keys Condo
7 – 14 Dec
Apartment in Key Largo
4.98 out of 5 average rating, 125 reviewsKey Largo Kawama Lagoon Free Cancel Deutsch Spain
1 – 8 Sept
Apartment in Key Largo
4.89 out of 5 average rating, 206 reviewsSeaside Vista - Ocean Front 2/1 with dockage
21 – 28 Nov
Apartment in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
4 – 11 Dec
Apartment in Coconut Grove
4.94 out of 5 average rating, 143 reviewsStunning Corner Water/City View Free Pkg/Pool
7 – 14 Feb
Apartment in Key West
4.89 out of 5 average rating, 136 reviewsKey West Beachside 1400sf, 2 Bedroom Condo
6 – 13 Oct
Apartment in Miami
4.97 out of 5 average rating, 127 reviews0142 Skyline Serenity Apartment 1B/1B
23 – 30 Aug
Waterfront house rentals
Home in Cudjoe Key
4.97 out of 5 average rating, 123 reviewsCudjoe Key Home with a View
29 Aug – 5 Sept
Home in Marathon
4.9 out of 5 average rating, 136 reviewsWaterfront Cozy Modern Retreat w/Deep Canal
5 – 12 Apr
Home in Marathon
4.99 out of 5 average rating, 107 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
24 – 31 Aug
Home in Tavernier
4.87 out of 5 average rating, 208 reviewsClean Houseboat w/ Great Wi-Fi,Luxury on the water
22 – 29 Aug
Home in Key Largo
4.96 out of 5 average rating, 135 reviewsKey Largo Waterfront Home with Tiki & Boat Dock
26 Sept – 3 Oct
Home in Key Largo
5.0 out of 5 average rating, 50 reviewsThe Paradise 2
27 Feb – 6 Mar
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
31 Aug – 7 Sept
Home in Upper Sugarloaf Key
4.87 out of 5 average rating, 45 reviewsBungalows at Sugarloaf Beach - The Lighthouse
23 – 30 Sept
Waterfront condo accommodation
Condo in Key Colony Beach
4.91 out of 5 average rating, 112 reviewsBeachside Unit 39 Tiki Huts, Private Beach & Pool
22 – 29 Aug
Condo in Tavernier
4.95 out of 5 average rating, 108 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
25 Aug – 1 Sept
Condo in Tavernier
4.96 out of 5 average rating, 159 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
25 Apr – 2 May
Condo in Tavernier
4.93 out of 5 average rating, 134 reviewsIt's Tiki Time! Top Floor SeaView Mid-Mod 1 Br/1Ba
12 – 19 July
Condo in Tavernier
4.98 out of 5 average rating, 142 reviewsOcean Views at Ocean Pointe
2 – 9 Sept
Condo in Key West
4.88 out of 5 average rating, 147 reviewsLarge waterfront 2/2 end unit with boat slip
9 – 16 Sept
Condo in Key Largo
4.97 out of 5 average rating, 147 reviewsKEYS BEACH RETREAT WITH CAPTIVATING WATERVIEW!
21 – 28 Nov
Condo in Miami
4.88 out of 5 average rating, 219 reviewsPenthouse in Brickell Miami + Free Parking
18 – 25 Aug
Destinations to explore
- Waterfront rentals Miami
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- Rentals with a home theatre Monroe County
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