filters

Search results; Over 1,000 homes in Islamorada

Top guest favourite
Flat in Islamorada
Elevated Retreat | Sunset Access + Boat Basin
2 bedrooms, 2 beds, 2 private bathrooms
29 Oct – 3 Nov
,
4.98 out of 5 average rating, 62 reviews
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
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
Top guest favourite
Home in Islamorada
Seaside Sanctuary in Islamorada
4 bedrooms, 5 beds, 4.5 bathrooms
15–22 Sept
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Townhouse in Islamorada
Oceanfront Dock 3-Bed Home, Pool & Speakeasy Bar
3 bedrooms, 4 beds, 3 bathrooms
14–20 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Key Largo
Las Olas
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 12 reviews
Featured hotel
Hotel in Islamorada
Deluxe ocean view two queen room
1 bedroom, 2 queen beds, 1 bathroom
21–26 Sept
Superhost
Home in Key Largo
Casa Mar | Private beach, pool & kayaks
4 bedrooms, 5 beds, 4 bathrooms
14–19 Sept
Featured hotel
Hotel in Key Largo
Cottage queen bed
1 bedroom, 1 queen bed, 1 bathroom
22–27 Sept
4.88 out of 5 average rating, 8 reviews
Guest favourite
Home in Islamorada
Life On A Rock Luxury Home in Downtown Islamorada
2 bedrooms, 2 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 7 reviews
Featured hotel
Hotel in Marathon
Gulf view suite
2 bedrooms, 1 bathroom
27 Sept – 2 Oct
Featured hotel
Hotel in Key Largo
Cottage 8a
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.83 out of 5 average rating, 6 reviews
Guest favourite
Home in Islamorada
Islamorada Getaway Bayfront Home with Dock
3 bedrooms, 6 beds, 2 bathrooms
17–22 Dec
4.88 out of 5 average rating, 8 reviews
Superhost
Home in Islamorada
Waterfront Condo | Heart of Islamorada | Boat Slip
3 bedrooms, 4 beds, 2.5 bathrooms
14–21 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Townhouse in Islamorada
Closest Oceanfront Home - 3 Stories and Boat Dock
3 bedrooms, 7 beds, 3 bathrooms
14–21 Sept
5.0 out of 5 average rating, 23 reviews
Featured hotel
Hotel in Islamorada
Studio suite garden view two queen accessible
1 bedroom, 3 queen beds, 1 bathroom
10–15 Nov
Top guest favourite
Guest house in Key Largo
Seaside Bungalow
1 bedroom, 2 beds, 1 bathroom
15–20 Sept
4.93 out of 5 average rating, 249 reviews
Superhost
Home in Islamorada
Private beach / Heated Pool / volleyball / Orchid
4 bedrooms, 4 king beds, 4.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Cottage in Islamorada Tavernier
Luxury Floating Cottage • FL Keys Waterfront Stay
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 9 reviews