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Search results; Over 1,000 homes in Islamorada

Top guest favourite
Boat in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT
1 bedroom, 1 bed, 1 private 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, 3 reviews
Superhost
Villa in Islamorada
Private Beach & Dock / Heated Pool / Dolphin Key
4 bedrooms, 4 king beds, 4 bathrooms
17–22 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
16–21 Aug
4.8 out of 5 average rating, 51 reviews
Guest favourite
Bungalow in Islamorada
Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s
2 bedrooms, 3 beds, 1 bathroom
20–25 Aug
4.96 out of 5 average rating, 77 reviews
Houseboat in Buttonwood Sound
Premium Floating Bungalow by Stay Ombi
1 bedroom, 1 king bed, 1 bathroom
14–19 Aug
4.91 out of 5 average rating, 34 reviews
Top guest favourite
Boat in Tavernier
Island Sanctuary Islamorada
2 bedrooms, 2 beds, 1 bathroom
12–17 Aug
4.92 out of 5 average rating, 401 reviews
Superhost
Tiny home in Key Largo
Key Largo Tiny House, Marina, Beach + Pool Access
2 bedrooms, 2 beds, 2 bathrooms
31 Aug – 5 Sept
New place to stay
Featured hotel
Room in Key Largo
Diver den 3
1 queen bed, 1 bathroom
12–17 Aug
Apartment in Tavernier
Friends' Getaway 1BR w/ Ocean View, Pool & Beach
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Top guest favourite
Townhouse in Islamorada
Family Keys Escape: Speakeasy·Dock·Pool·BBQ Patio
3 bedrooms, 4 beds, 3 bathrooms
12–18 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Key Largo
Villa Mangrove - Key Largo Waterfront Property
3 bedrooms, 1 sofa bed, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Featured hotel
Room in Islamorada
One bedroom standard view suite two queens
3 queen beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Townhouse in Duck Key
Ashe Mare Villa | Waterfront + Water Access
2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
New place to stay
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
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, 137 reviews
Guest favourite
Home in Islamorada
Sleeps 8 | Sunset + Boat Basin | Islamorada
4 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
4.87 out of 5 average rating, 47 reviews
Top guest favourite
Home in Islamorada
Flakey's
2 bedrooms, 3 beds, 1 bathroom
15–22 Aug
4.97 out of 5 average rating, 218 reviews