filters

Search results; Over 1,000 homes in Islamorada

Top guest favourite
Flat in Islamorada
Sunset Access + Boat Basin | Walkable Islamorada
2 bedrooms, 2 beds, 2 private bathrooms
3–8 Oct
,
4.97 out of 5 average rating, 99 reviews
Top guest favourite
Boat in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT
1 bedroom, 1 bed
8–13 Sept
4.93 out of 5 average rating, 392 reviews
Top guest favourite
Home in Islamorada
Seaside Sanctuary in Islamorada
4 bedrooms, 5 beds
8–15 Sept
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Townhouse in Islamorada
Closest Oceanfront Home - 3 Stories and Boat Dock
3 bedrooms, 7 beds
7–14 Sept
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Townhouse in Islamorada
Oceanfront Dock 3-Bed Home, Pool & Speakeasy Bar
3 bedrooms, 4 beds
8–14 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Key Largo
Las Olas
3 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Cottage in Islamorada Tavernier
Luxury Floating Cottage • FL Keys Waterfront Stay
3 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Tavernier
Two Authentic Conch Houses Private Beach on FL BAY
4 bedrooms, 4 beds
24–29 Sept
4.96 out of 5 average rating, 142 reviews
Guest favourite
Home in Islamorada
Life On A Rock Luxury Home in Downtown Islamorada
2 bedrooms, 2 beds
12–17 Sept
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Islamorada
Waterfront Condo | Heart of Islamorada | Boat Slip
3 bedrooms, 4 beds
7–14 Sept
New place to stay
Top guest favourite
Home in Tavernier
Islamorada Reef Canal & Pool home off Tav Creek-
3 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Key Largo
Oceanside Retreat: 3BR, Pool & Kayaks
3 bedrooms, 5 beds
10–15 Sept
4.93 out of 5 average rating, 14 reviews
Superhost
Villa in Islamorada
Private Beach & Dock / Heated Pool / Dolphin Key
4 bedrooms, 4 king beds
11–16 Sept
Top guest favourite
Home in Islamorada
Off The Charts-Waterfront Tiki Bar & Private Dock
3 bedrooms, 3 beds
8–15 Sept
5.0 out of 5 average rating, 15 reviews
Home in Islamorada
Bayview Isle Place
4 bedrooms, 5 beds
30 Jan – 4 Feb
Guest favourite
Home in Key Largo
Luxury Heated Pool/Jacuzzi, Games & Nice Backyard.
5 bedrooms, 9 beds
13–18 Sept
4.99 out of 5 average rating, 158 reviews
Guest favourite
Home in Islamorada
Waterfront / Ocean Access Canal / Kamp Key
3 bedrooms, 3 king beds
23–28 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Townhouse in Islamorada
Peacock Shores Islamorada - Vacation On The Beach!
2 bedrooms, 2 king beds
12–19 Sept
4.97 out of 5 average rating, 64 reviews
Home in Tavernier
Mojito Breeze Getaway
4 bedrooms, 6 beds
9–14 Sept
5.0 out of 5 average rating, 3 reviews