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Search results; Over 1,000 homes in Islamorada

Guest favourite
Bungalow in Islamorada
Islamorada Bungalow 4
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
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4.79 out of 5 average rating, 42 reviews
Featured hotel
Room in Islamorada
One bedroom standard view suite two queens
3 queen beds
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Islamorada
Flakey's
2 bedrooms, 3 beds
5–12 Sept
4.97 out of 5 average rating, 219 reviews
Top guest favourite
Townhouse in Islamorada
Family Keys Escape: Speakeasy·Dock·Pool·BBQ Patio
3 bedrooms, 4 beds
8–14 Sept
5.0 out of 5 average rating, 16 reviews
Featured hotel
Room in Key Largo
Cottage queen bed
1 queen bed
7–12 Sept
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Boat in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT
1 bedroom, 1 bed
7–12 Sept
4.93 out of 5 average rating, 391 reviews
Guest favourite
Townhouse in Islamorada
Fishing Getaway | Dock, Pool & Sunrise
3 bedrooms, 3 beds
16–23 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Islamorada
Renovated Anglers Reef 2BR + Sleeper + Ocean Views
2 bedrooms, 3 beds
18–25 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Townhouse in Islamorada
NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom
3 bedrooms
7–13 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Tavernier
Ocean Pointe | Pool, Hot Tub, View, Beach, Parking
2 bedrooms, 3 beds
12–17 Sept
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Flat in Islamorada
Elevated Retreat | Sunset Access + Boat Basin
2 bedrooms, 2 king beds
5–10 Oct
4.98 out of 5 average rating, 61 reviews
Houseboat in Islamorada
“The Salty Suite” Islamorada House Boat
2 beds
8–13 Sept
4.8 out of 5 average rating, 5 reviews
Guest favourite
Home in Tavernier
Two Authentic Conch Houses Private Beach on FL BAY
4 bedrooms, 4 beds
16–21 Sept
4.96 out of 5 average rating, 141 reviews
Top guest favourite
Townhouse in Islamorada
Closest Oceanfront Home - 3 Stories and Boat Dock
3 bedrooms, 7 beds
4–11 Sept
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Islamorada
OceanView 2/2.5 w Beach Pool & Marina Islamorada
2 bedrooms, 2 beds
19–26 Sept
5.0 out of 5 average rating, 21 reviews
Superhost
Home in Key Largo
Casa Mar | Private beach, pool & kayaks
4 bedrooms, 5 beds
13–18 Sept
Flat in Islamorada
Poolside 2 queen Apartment
1 bedroom, 1 bed
6–11 Sept
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
30 Sept – 5 Oct
4.96 out of 5 average rating, 79 reviews
Top guest favourite
Home in Tavernier
Luxury 3/2 Mini-golf, Hot Tub, Kayaks & Pedal boat
3 bedrooms, 5 beds
7–12 Sept
4.96 out of 5 average rating, 48 reviews