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Search results; Over 1,000 places

Guest favourite
Room in Marathon
Stay with CharlesHosting for 7 years,
Island Yacht Adventures
19–24 May
4.99 out of 5 average rating, 397 reviews
Superhost
Home in Cudjoe Key
*Emerald Seas*-Florida Keys Ocean Front Paradise!
28 Apr – 3 May
4.86 out of 5 average rating, 42 reviews
Guest favourite
Houseboat in Islamorada
Aqua Lodge Houseboat 2bd/1Bth!
2 beds
16–21 May
4.94 out of 5 average rating, 16 reviews
Superhost
Houseboat in Key West
The Crystalmarine Suite – Rustic Luxury on the Sea
1 bed
26–31 May
4.92 out of 5 average rating, 39 reviews
Guest favourite
Guest suite in Key Colony Beach
Turtle-By-The-Sea: the Best Deal in KCB!
1 queen bed
25 May – 1 Jun
4.99 out of 5 average rating, 82 reviews
Guest favourite
Boat in Key West
Cozy Houseboat “Wild One”
28 Apr – 3 May
5.0 out of 5 average rating, 68 reviews
Guest favourite
Home in Marathon
Waterfront Cozy Modern Retreat w/Deep Canal
3 beds
20–27 Apr
4.9 out of 5 average rating, 136 reviews
Guest favourite
Home in Marathon
The Gulf Cottage at Marathon Key
2 beds
16–23 May
4.97 out of 5 average rating, 33 reviews
Houseboat in Key West
A slice of paradise in the Florida Keys
28 May – 2 Jun
4.68 out of 5 average rating, 126 reviews
Superhost
Boat in Key West
Stay on the Roxie!
2 beds
6–11 May
4.89 out of 5 average rating, 85 reviews
Superhost
Houseboat in Marathon
Houseboat Getaway In Marathon
On a private beachKayak, Boat berth,
12–17 Jun
4.84 out of 5 average rating, 61 reviews
Guest favourite
Apartment in Duck Key
Oceanfront and Sunrise Views!
On Cocoa Plum BeachSea views,
4–11 Jun
5.0 out of 5 average rating, 12 reviews
Superhost
Villa in Marathon
Sunset Villa in Duck Key
3 beds
21–26 Apr
4.79 out of 5 average rating, 89 reviews
Guest favourite
Home in Key Colony Beach
Captain’s Quarters Ahoy Mateys! Florida, Keys
On Cocoa Plum BeachBoat berth, Bay views,
16–23 Jun
4.98 out of 5 average rating, 48 reviews
Superhost
Cottage in Islamorada
1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
On Sea Oats Beach
7–12 Jul
4.85 out of 5 average rating, 124 reviews
Guest favourite
Home in Key Largo
Your Keys Getaway!
2 queen beds
31 Aug – 5 Sep
4.9 out of 5 average rating, 346 reviews
Guest favourite
Guest suite in Big Pine Key
Old Island Life
1 queen bed
27 Apr – 2 May
4.87 out of 5 average rating, 471 reviews
Place to stay in Marathon
Viamarhe Cabin-Private beach, Kayak, yard games
On Cocoa Plum BeachKayak, Ocean views,
30 Jun – 7 Jul
4.45 out of 5 average rating, 11 reviews