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Search results; Over 1,000 homes in Islamorada

Houseboat in Islamorada
Aqua Lodge Houseboat 2bd/1Bth!
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
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4.83 out of 5 average rating, 119 reviews
Top guest favourite
Boat in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT
1 bedroom, 1 bed, 1 bathroom
7–12 Sept
4.93 out of 5 average rating, 391 reviews
Top guest favourite
Home in Islamorada
Flakey's
2 bedrooms, 3 beds, 1 bathroom
5–12 Sept
4.97 out of 5 average rating, 219 reviews
Flat in Islamorada
Poolside 2 queen Apartment
1 bedroom, 1 bed, 1 bathroom
6–11 Sept
4.8 out of 5 average rating, 51 reviews
Featured hotel
Room in Key Largo
Waterfront suite 9
1 bathroom
7–12 Sept
Top 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, 93 reviews
Guest favourite
Bungalow in Islamorada
Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s
2 bedrooms, 3 beds, 1 bathroom
30 Sept – 5 Oct
4.96 out of 5 average rating, 79 reviews
Houseboat in Islamorada
“The Salty Suite” Islamorada House Boat
2 beds, 1 bathroom
1–6 Sept
4.8 out of 5 average rating, 5 reviews
Top guest favourite
Camper van/Motorhome in Key Largo
RV by the Sea - Glamping in the Keys
2 bedrooms, 7 beds, 1 bathroom
1–6 Sept
4.88 out of 5 average rating, 139 reviews
Top guest favourite
Townhouse in Islamorada
Family Keys Escape: Speakeasy·Dock·Pool·BBQ Patio
3 bedrooms, 4 beds, 3 bathrooms
8–14 Sept
5.0 out of 5 average rating, 16 reviews
Featured hotel
Room in Islamorada
Matacumbe courtyard view room king Lanai
1 king bed, 1 bathroom
13–18 Sept
Top guest favourite
Home in Islamorada
Off The Charts-Waterfront Tiki Bar & Private Dock
3 bedrooms, 3 beds, 2 bathrooms
1–8 Sept
5.0 out of 5 average rating, 15 reviews
Featured hotel
Room in Marathon
Deluxe queen
2 queen beds, 1 bathroom
13–18 Sept
Top guest favourite
Home in Key Largo
Ocean view, seaside paradise with golf cart.
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 75 reviews
Guest favourite
Guest house in Key Largo
Romantic Bayside Guesthouse peaceful beach sunsets
1 bedroom, 1 queen bed, 1 bathroom
23–28 Sept
4.85 out of 5 average rating, 517 reviews
Guest favourite
Cottage in Islamorada
Islamorada bungalow 2 bed & pool
2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
4.95 out of 5 average rating, 105 reviews
Top guest favourite
Flat in Tavernier
Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis
2 bedrooms, 3 beds, 2 bathrooms
9–14 Oct
5.0 out of 5 average rating, 92 reviews
Top guest favourite
Place to stay in Duck Key
Conch Key Villas #1. Fun, fishing & great sunsets
1 bedroom, 2 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 49 reviews
Guest favourite
Home in Islamorada
Renovated Anglers Reef 2BR + Sleeper + Ocean Views
2 bedrooms, 3 beds, 2.5 bathrooms
12–19 Sept
5.0 out of 5 average rating, 16 reviews