filters

Search results; Over 1,000 homes in Islamorada

Photo 1 of 21
Top guest favourite
Home in Islamorada
Flakey's
2 bedrooms, 3 beds, 1 private bathroom
26 Sept – 3 Oct
,
4.97 out of 5 average rating, 219 reviews
Photo 1 of 29
Top guest favourite
Boat in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT
1 bedroom, 1 bed, 1 bathroom
19–24 Sept
4.93 out of 5 average rating, 393 reviews
Photo 1 of 29
Featured hotel
Hotel in Islamorada
One bedroom standard view suite two queens
1 bedroom, 3 queen beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Photo 1 of 25
Guest favourite
Townhouse in Islamorada
Fishing Getaway | Dock, Pool & Sunrise
3 bedrooms, 3 beds, 3 bathrooms
17–24 Sept
5.0 out of 5 average rating, 14 reviews
Photo 1 of 12
Houseboat in Islamorada
“The Salty Suite” Islamorada House Boat
2 beds, 1 bathroom
12–17 Oct
4.83 out of 5 average rating, 6 reviews
Photo 1 of 29
Top guest favourite
Townhouse in Islamorada
Luxury Island Retreat • Speakeasy Lounge & Dock
3 bedrooms, 4 beds, 3 bathrooms
17–23 Sept
5.0 out of 5 average rating, 17 reviews
Photo 1 of 29
Guest favourite
Home in Islamorada
Sleeps 8 | Sunset + Boat Basin | Islamorada
4 bedrooms, 4 beds, 4 bathrooms
30 Oct – 4 Nov
4.87 out of 5 average rating, 47 reviews
Photo 1 of 29
Top guest favourite
Flat in Islamorada
Elevated Retreat | Sunset Access + Boat Basin
2 bedrooms, 2 king beds, 2 bathrooms
29 Oct – 3 Nov
4.98 out of 5 average rating, 62 reviews
Photo 1 of 29
Guest favourite
Bungalow in Islamorada
Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s
2 bedrooms, 3 beds, 1 bathroom
17–22 Sept
4.96 out of 5 average rating, 79 reviews
Photo 1 of 21
Featured hotel
Hotel in Key Largo
Cottage 2 queen beds
1 bedroom, 2 queen beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Photo 1 of 24
Featured hotel
Hotel in Key Largo
Cottage 1
1 bedroom, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews
Photo 1 of 29
Top guest favourite
Townhouse in Islamorada
NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom
3 bedrooms, 3 bathrooms
20–25 Sept
4.97 out of 5 average rating, 35 reviews
Photo 1 of 29
Top guest favourite
Home in Islamorada
Off The Charts-Waterfront Tiki Bar & Private Dock
3 bedrooms, 3 beds, 2 bathrooms
18–25 Sept
5.0 out of 5 average rating, 15 reviews
Photo 1 of 29
Guest favourite
Home in Islamorada
Renovated Anglers Reef 2BR + Sleeper + Ocean Views
2 bedrooms, 3 beds, 2.5 bathrooms
25 Sept – 2 Oct
5.0 out of 5 average rating, 17 reviews
Photo 1 of 29
Top guest favourite
Home in Key Largo
El Encanto | Private pool & tropical tiki bar
3 bedrooms, 4 beds, 2 bathrooms
18–23 Oct
4.96 out of 5 average rating, 24 reviews
Photo 1 of 19
Guest favourite
Home in Islamorada
Life On A Rock Luxury Home in Downtown Islamorada
2 bedrooms, 2 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 7 reviews
Photo 1 of 19
Featured hotel
Hotel in Islamorada
One bedroom suite garden view two queen
1 bedroom, 3 queen beds, 1 bathroom
31 Oct – 5 Nov
Photo 1 of 29
Top guest favourite
Apartment in Tavernier
Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath
2 bedrooms, 1 sofa bed, 2 bathrooms
29 Sept – 4 Oct
4.94 out of 5 average rating, 160 reviews
Photo 1 of 5
Flat in Islamorada
Poolside 2 queen Apartment
1 bedroom, 1 bed, 1 bathroom
17–22 Sept
4.77 out of 5 average rating, 53 reviews