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Search results; Over 1,000 places

Boat in Marathon
Paradise awaits on this cozy houseboat!
1 king bed
May 8 – 13
4.77 out of 5 average rating, 162 reviews
Superhost
Houseboat in Key West
The Crystalmarine Suite – Rustic Luxury on the Sea
1 bed
May 26 – 31
4.92 out of 5 average rating, 39 reviews
Guest favorite
Room in Marathon
Stay with CharlesHosting for 7 years,
Island Yacht Adventures
May 19 – 24
4.99 out of 5 average rating, 397 reviews
Guest favorite
Home in Key Largo
Treetops
On the beachBoat slip, Ocean views,
Jun 16 – 21
4.97 out of 5 average rating, 32 reviews
Houseboat in Key West
A slice of paradise in the Florida Keys
May 28 – Jun 2
4.68 out of 5 average rating, 126 reviews
Guest favorite
Home in Key Colony Beach
Beautiful open plan remodeled home in Key Colony
4 beds
Apr 29 – May 5
4.96 out of 5 average rating, 134 reviews
Guest favorite
Home in Key Colony Beach
Coral House: 2/2 Waterfront in KCB w/ King Beds
3 beds
May 11 – 18
5.0 out of 5 average rating, 13 reviews
Guest favorite
Guest suite in Marathon
Casa Mariposa: Easy walk to Sombrero Beach
1 king bed
May 3 – 10
4.98 out of 5 average rating, 184 reviews
Guest favorite
Home in Key Colony Beach
Captain’s Quarters Ahoy Mateys! Florida, Keys
On Cocoa Plum BeachBoat slip, Bay views,
Jun 16 – 23
4.98 out of 5 average rating, 48 reviews
Guest favorite
Guest suite in Key Colony Beach
Turtle-By-The-Sea: the Best Deal in KCB!
1 queen bed
May 25 – Jun 1
4.99 out of 5 average rating, 82 reviews
Superhost
Houseboat in Marathon
Houseboat Getaway In Marathon
On a private beachKayak, Boat slip,
Jun 12 – 17
4.84 out of 5 average rating, 61 reviews
Superhost
Boat in Key West
Stay on the Roxie!
2 beds
May 6 – 11
4.89 out of 5 average rating, 85 reviews
Guest favorite
Home in Key Largo
The Paradise 2
On Jet Ski BeachOcean views,
Jun 29 – Jul 4
5.0 out of 5 average rating, 47 reviews
Superhost
Home in Cudjoe Key
*Emerald Seas*-Florida Keys Ocean Front Paradise!
Apr 28 – May 3
4.86 out of 5 average rating, 42 reviews
Guest favorite
Home in Marathon
Florida Keys Oceanside Utopia
3 beds
Apr 24 – May 1
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Marathon
Million Dollar View
5 beds
Oct 12 – 19
5.0 out of 5 average rating, 10 reviews
Superhost
Houseboat in Key West
Happys Houseboat
1 queen bed
May 25 – 30
4.84 out of 5 average rating, 173 reviews
Guest favorite
Home in Key Largo
Large Waterfront Home, w/Efficiency, Pool, Kayaks
3 queen beds
Apr 25 – May 1
4.92 out of 5 average rating, 60 reviews