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Search results; Over 1,000 homes in Islamorada

Top guest favourite
Cottage in Islamorada
Waterfront Cottage Walk to World Famous Lorelei
1 bedroom, 1 bed, 1 private bathroom
27 Jun – 2 Jul
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4.97 out of 5 average rating, 71 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
Featured hotel
Hotel in Key Largo
The dolphin waterfront suite
2 bedrooms, 1 bathroom
20–25 Sept
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
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
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
Superhost
Home in Key Largo
Casa Mar | Private beach, pool & kayaks
4 bedrooms, 5 beds, 4 bathrooms
14–19 Sept
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
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
Top guest favourite
Flat in Tavernier
Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis
2 bedrooms, 3 beds, 2 bathrooms
13–18 Oct
5.0 out of 5 average rating, 100 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
Flat in Tavernier
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.96 out of 5 average rating, 295 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
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
Featured hotel
Hotel in Islamorada
Studio suite garden view two queen accessible
1 bedroom, 3 queen beds, 1 bathroom
10–15 Nov
Guest favourite
Villa in Islamorada
Has canal ocean sbigdavechartersandtours.comm-1m
4 bedrooms, 10 beds, 2 bathrooms
15–20 Sept
4.99 out of 5 average rating, 68 reviews
Featured hotel
Hotel in Marathon
Superior two bedroom suite
2 bedrooms, 1 bathroom
20–25 Sept
Top guest favourite
Home in Key Largo
El Encanto | Private pool & tropical tiki
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
4.96 out of 5 average rating, 23 reviews