filters

Search results; Over 1,000 homes in Islamorada

Photo 1 of 29
Hotel room in Islamorada
Ideal Mix of Comfort & Value! Free Parking/ Pool
1 bedroom, 1 private bathroom
17–22 Sept
,
5.0 out of 5 average rating, 3 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 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 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 29
Top guest favourite
Home in Islamorada
OceanView 2/2.5 w Beach Pool & Marina Islamorada
2 bedrooms, 2 beds, 2.5 bathrooms
19–26 Sept
5.0 out of 5 average rating, 21 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 21
Top guest favourite
Home in Islamorada
Flakey's
2 bedrooms, 3 beds, 1 bathroom
26 Sept – 3 Oct
4.97 out of 5 average rating, 219 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
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
Superhost
Villa in Islamorada
The Lighthouse | Ocean + Pool Views, Gameroom
3 bedrooms, 5 beds, 4 bathrooms
17–24 Sept
5.0 out of 5 average rating, 3 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
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 19
Guest favourite
Home in Islamorada
Life On A Rock Luxury Home in Downtown Islamorada
2 bedrooms, 2 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 7 reviews
Photo 1 of 29
Guest favourite
Home in Tavernier
Two Authentic Conch Houses Private Beach on FL BAY
4 bedrooms, 4 beds, 2 bathrooms
24–29 Sept
4.96 out of 5 average rating, 142 reviews
Photo 1 of 29
Superhost
Home in Key Largo
Casa Mar | Private beach, pool & kayaks
4 bedrooms, 5 beds, 4 bathrooms
27 Sept – 2 Oct
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
Apartment in Tavernier
Turtle Nest 1 Private beach,Pool, 2bed 2bath
2 bedrooms, 2 beds, 2 bathrooms
22–27 Sept
4.91 out of 5 average rating, 144 reviews
Photo 1 of 29
Top guest favourite
Home in Islamorada
TheSandbar: Partial Ocean view,Pool,Free Dockage
3 bedrooms, 5 beds, 3 bathrooms
4–11 Oct
5.0 out of 5 average rating, 27 reviews