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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
Boat in Key West
Tiki Suites ~ The Grand Tiki
WaterfrontOcean views,
Jun 1 – 6
4.91 out of 5 average rating, 275 reviews
Superhost
Cabin in Marathon
New Cabins at Bonefish Bay
3 beds
May 18 – 23
4.9 out of 5 average rating, 21 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
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
Tiny home in Key Largo
Oasis2 in Key Largo With a million dollar view
On Jet Ski BeachKayak, Ocean views,
Aug 14 – 19
4.97 out of 5 average rating, 63 reviews
Guest favorite
Tiny home in Key Largo
Oceanfront Lookout Point w/two Kayaks & Deck
On Jet Ski BeachKayak, Boat slip,
Aug 2 – 7
4.98 out of 5 average rating, 63 reviews
Guest favorite
Houseboat in Islamorada
Aqua Lodge Houseboat 2bd/1Bth!
2 beds
May 16 – 21
4.94 out of 5 average rating, 16 reviews
Guest favorite
Home in Key Largo
Little Cottage on an island
Kayak
Jul 1 – 6
4.99 out of 5 average rating, 74 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
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
Guest favorite
Home in Marathon
The Gulf Cottage at Marathon Key
2 beds
May 16 – 23
4.97 out of 5 average rating, 33 reviews
Guest favorite
Home in Marathon
Beach House, Private Pool & Dock, Gulf Sunset view
On Cocoa Plum BeachBay views,
Jul 6 – 13
4.97 out of 5 average rating, 32 reviews
Guest favorite
Home in Key Largo
Your Keys Getaway!
2 queen beds
Aug 31 – Sep 5
4.9 out of 5 average rating, 347 reviews
Guest favorite
Condo in Duck Key
Oceanfront and Sunrise Views!
On Cocoa Plum BeachSea views,
Jun 4 – 11
5.0 out of 5 average rating, 12 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
Guest favorite
Home in Marathon
Viamarhe House-Private beach, Kayak, yard games
6 beds
Aug 25 – Sep 1
5.0 out of 5 average rating, 6 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