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Search results; Over 1,000 homes in Islamorada

Top guest favourite
Home in Islamorada
Flakey's
2 bedrooms, 3 beds, 1 private bathroom
15–22 Aug
,
4.97 out of 5 average rating, 218 reviews
Top guest favourite
Boat in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT
1 bedroom, 1 bed, 1 bathroom
17–22 Aug
4.93 out of 5 average rating, 389 reviews
Houseboat in Islamorada
“The Salty Suite” Islamorada House Boat
2 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Villa in Islamorada
Private Beach & Dock / Heated Pool / Dolphin Key
4 bedrooms, 4 king beds, 4 bathrooms
20–25 Aug
New place to stay
Guest favourite
Houseboat in Marathon
b watervibe
1 bedroom, 1 small double bed, 1 bathroom
27 Sept – 2 Oct
4.92 out of 5 average rating, 90 reviews
Flat in Islamorada
Poolside 2 queen Apartment
1 bedroom, 1 bed, 1 bathroom
15–20 Aug
4.8 out of 5 average rating, 51 reviews
Guest favourite
Guest house in Key Largo
Romantic Bayside Guesthouse peaceful beach sunsets
1 bedroom, 1 queen bed, 1 bathroom
25–30 Aug
4.85 out of 5 average rating, 517 reviews
Houseboat in Buttonwood Sound
Premium Floating Bungalow by Stay Ombi
1 bedroom, 1 king bed, 1 bathroom
16–21 Aug
4.91 out of 5 average rating, 34 reviews
Featured hotel
Room in Key Largo
Diver den 3
1 queen bed, 1 bathroom
15–20 Aug
Superhost
Tiny home in Key Largo
Key Largo Tiny House, Marina, Beach + Pool Access
2 bedrooms, 2 beds, 2 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Villa in Islamorada
Sirens Cove - Game Room, Pool - Dock Access
3 bedrooms, 5 beds, 3 bathrooms
16–23 Aug
New place to stay
Top guest favourite
Cottage in Key Largo
Kampground Paradise w/Kayaks, Heated Pool & Marina
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Boat in Tavernier
Island Sanctuary Islamorada
2 bedrooms, 2 beds, 1 bathroom
14–19 Aug
4.92 out of 5 average rating, 401 reviews
Home in Marathon
Marlin House | Waterfront Pool Home Near Marina
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Islamorada
Renovated Anglers Reef 2BR + Sleeper + Ocean Views
2 bedrooms, 3 beds, 2.5 bathrooms
22–29 Aug
5.0 out of 5 average rating, 15 reviews
Houseboat in Islamorada
Aqua Lodge Houseboat 2bd/1Bth!
2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
4.83 out of 5 average rating, 118 reviews
Guest favourite
Camper van/Motorhome in Key Largo
RV by the Sea - Glamping in the Keys
2 bedrooms, 7 beds, 1 bathroom
23–28 Aug
4.88 out of 5 average rating, 138 reviews
Guest favourite
Houseboat in Islamorada Tavernier
Baycation Houseboat | Florida Keys Waterfront Stay
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.9 out of 5 average rating, 274 reviews
Top guest favourite
Guest suite in Key Colony Beach
Turtle-By-The-Sea: the Best Deal in KCB!
1 bedroom, 1 queen bed, 1 bathroom
22–29 Aug
4.99 out of 5 average rating, 140 reviews