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Search results; Over 1,000 places

Boat in Marathon
Paradise awaits on this cozy houseboat!
1 king bed
8–13 May
4.77 out of 5 average rating, 162 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
Tiny home in Key Largo
Oceanfront Lookout Point w/two Kayaks & Deck
On Jet Ski BeachKayak, Boat ramp,
2–7 Aug
4.98 out of 5 average rating, 63 reviews
Home in Key West
Waterfront Key West House w/Dock
6 beds
8–14 May
5.0 out of 5 average rating, 4 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
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
Guest favourite
Apartment in Key West
At Mine | Lovely Suite steps from Duval Street
1 queen bed
24–29 Apr
4.93 out of 5 average rating, 1021 reviews
Guest favourite
Home in Key Colony Beach
Beautiful open plan remodeled home in Key Colony
4 beds
29 Apr – 5 May
4.96 out of 5 average rating, 134 reviews
Guest favourite
Tiny home in Key Largo
Oasis2 in Key Largo With a million dollar view
On Jet Ski BeachKayak, Ocean views,
14–19 Aug
4.97 out of 5 average rating, 63 reviews
Guest favourite
Guest suite in Marathon
Casa Mariposa: Easy walk to Sombrero Beach
1 king bed
3–10 May
4.98 out of 5 average rating, 184 reviews
Guest favourite
Condo in Duck Key
Oceanfront and Sunrise Views!
On Cocoa Plum BeachSea views,
4–11 Jun
5.0 out of 5 average rating, 12 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
Superhost
Condo in Marathon
*NEW* Private Beach and pool with fully loaded kit
5 beds
19–25 Apr
New place to stay
Superhost
Boat in Key West
Tiki Suites ~ The Grand Tiki
WaterfrontOcean views,
1–6 Jun
4.91 out of 5 average rating, 275 reviews
Guest favourite
Home in Marathon
Florida Keys Oceanside Utopia
3 beds
24 Apr – 1 May
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Marathon
Gorgeous Ocean View Home!
6 beds
28 Apr – 5 May
4.94 out of 5 average rating, 35 reviews
Guest favourite
Home in Marathon
Breezy Palms Sombrero Beach
6 beds
21–28 Apr
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Key Colony Beach
Captain’s Quarters Ahoy Mateys! Florida, Keys
On Cocoa Plum BeachBoat ramp, Bay views,
16–23 Jun
4.98 out of 5 average rating, 48 reviews