filters

Search results; Over 1,000 homes in Islamorada

Photo 1 of 29
Guest favourite
Apartment in Islamorada
Just a Few Friends - Ocean View and Bring your Boa
2 bedrooms, 2 beds, 2.5 private bathrooms
14–21 Oct
,
4.94 out of 5 average rating, 33 reviews
Photo 1 of 24
Featured hotel
Hotel in Key Largo
Sunset Cove Beach Resort, Cottage 3
1 bedroom, 1 king bed
2–7 Oct
Photo 1 of 29
Superhost
Villa in Islamorada
The Lighthouse | Ocean + Pool Views, Gameroom
3 bedrooms, 5 beds
1–8 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Top guest favourite
Townhouse in Islamorada
NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom
3 bedrooms
2–7 Oct
4.97 out of 5 average rating, 35 reviews
Photo 1 of 29
Featured hotel
Hotel in Islamorada
One bedroom standard view suite two queens
1 bedroom, 3 queen beds
1–6 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 18
Featured hotel
Hotel in Islamorada
La Siesta Resort & Villas, Studio suite garden vi.
1 bedroom, 3 queen beds
31 Oct – 5 Nov
Photo 1 of 29
Top guest favourite
Townhouse in Islamorada
Luxury Island Retreat • Speakeasy Lounge & Dock
3 bedrooms, 4 beds
1–7 Oct
5.0 out of 5 average rating, 17 reviews
Photo 1 of 29
Top guest favourite
Home in Key Largo
El Encanto | Private pool & tropical tiki
3 bedrooms, 4 beds
18–23 Oct
4.96 out of 5 average rating, 24 reviews
Photo 1 of 29
Top guest favourite
Flat in Islamorada
Elevated Retreat | Sunset Access + Boat Basin
2 bedrooms, 2 king beds
29 Oct – 3 Nov
4.98 out of 5 average rating, 62 reviews
Photo 1 of 29
Guest favourite
Home in Islamorada
Sleeps 8 | Sunset + Boat Basin | Islamorada
4 bedrooms, 4 beds
30 Oct – 4 Nov
4.88 out of 5 average rating, 48 reviews
Photo 1 of 12
Houseboat in Islamorada
“The Salty Suite” Islamorada House Boat
2 beds
18–23 Oct
4.88 out of 5 average rating, 8 reviews
Photo 1 of 29
Guest favourite
Home in Islamorada
Renovated Anglers Reef 2BR + Sleeper + Ocean Views
2 bedrooms, 3 beds
1–8 Oct
5.0 out of 5 average rating, 17 reviews
Photo 1 of 29
Top guest favourite
Flat in Tavernier
Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis
2 bedrooms, 3 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 103 reviews
Photo 1 of 29
Superhost
Townhouse in Marathon
Florida Keys Group Getaway at Salt Kissed
7 bedrooms, 9 beds
25–30 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Superhost
Flat in Tavernier
When Paradise is Key: Tropical Oceanfront Condo
2 bedrooms, 5 beds
25–30 Oct
4.88 out of 5 average rating, 102 reviews
Photo 1 of 29
Guest favourite
Houseboat in Islamorada
Aqua Lodge Houseboat 2bd/1Bth!
2 bedrooms, 2 beds
29 Oct – 3 Nov
4.84 out of 5 average rating, 123 reviews
Photo 1 of 29
Top guest favourite
Home in Marathon
Tropical Keys Retreat | Pool | Hot Tub | Cinema
3 bedrooms, 4 beds
1–8 Oct
5.0 out of 5 average rating, 81 reviews
Photo 1 of 28
Guest favourite
Home in Key Largo
Oceanside Retreat: 3BR, Pool & Kayaks
3 bedrooms, 5 beds
2–7 Oct
4.94 out of 5 average rating, 18 reviews
Photo 1 of 29
Guest favourite
Flat in Tavernier
Atlantic Serenity 2407 Ocean Pointe 2 BA 2 BR
2 bedrooms, 4 beds
18–23 Oct
5.0 out of 5 average rating, 11 reviews