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Search results; Over 1,000 homes in Islamorada

Guest favourite
Townhouse in Islamorada
Bayside Townhome in Islamorada with Boat Slip
2 bedrooms, 4 beds, 2.5 private bathrooms
4–11 Jul
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4.98 out of 5 average rating, 88 reviews
Guest favourite
Home in Islamorada
Islamorada Bungalow # 5
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
4.86 out of 5 average rating, 35 reviews
Top guest favourite
Home in Islamorada
Flakey's
2 bedrooms, 3 beds, 1 bathroom
25 Jul – 1 Aug
4.97 out of 5 average rating, 213 reviews
Top guest favourite
Boat in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT
1 bedroom, 1 bed, 1 bathroom
29 Jul – 3 Aug
4.93 out of 5 average rating, 385 reviews
Top guest favourite
Townhouse in Islamorada
Family Keys Escape: Speakeasy·Dock·Pool·BBQ Patio
3 bedrooms, 4 beds, 3 bathrooms
9–15 Aug
5.0 out of 5 average rating, 14 reviews
Guest favourite
Townhouse in Islamorada
Oceanfront Islamorada Townhome with Pool & Dock
3 bedrooms, 3 beds, 3 bathrooms
1–8 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Tavernier
Keys Sunset Sanctuary
2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Key Largo
3BR Oceanview Oasis: Pool, Spa & Elevator
3 bedrooms, 4 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.88 out of 5 average rating, 42 reviews
Guest favourite
Home in Key Largo
Oceanside Retreat: 3BR, Pool & Kayaks
3 bedrooms, 5 beds, 2.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Islamorada
Elevated Retreat | Sunset Access + Boat Basin
2 bedrooms, 2 king beds, 2 bathrooms
12–17 Jul
4.98 out of 5 average rating, 60 reviews
Guest favourite
Home in Islamorada
Renovated Anglers Reef 2BR + Sleeper + Ocean Views
2 bedrooms, 3 beds, 2.5 bathrooms
5–12 Aug
5.0 out of 5 average rating, 14 reviews
Guest favourite
Townhouse in Key Largo
Sunrise Retreat: Ocean & Pool Views, Gym, PB Court
3 bedrooms, 5 beds, 3 bathrooms
17–22 Aug
4.89 out of 5 average rating, 65 reviews
Guest favourite
Flat in Tavernier
Panoramic Ocean Views, Ocean Pointe Condo
2 bedrooms, 2 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Islamorada
Waterfront private home, pool, dock, sunsets, tiki
4 bedrooms, 4 beds, 3 bathrooms
4–11 Sept
5.0 out of 5 average rating, 52 reviews
Guest favourite
Flat in Tavernier
Welcome to the Pelican Lodge !
2 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
4.91 out of 5 average rating, 33 reviews
Guest favourite
Apartment in Key Largo
Gorgeous lagoon-front 2BR Townhouse with 2 pools
2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
4.91 out of 5 average rating, 161 reviews
Top guest favourite
Home in Islamorada
TheSandbar: Partial Ocean view,Pool,Free Dockage
3 bedrooms, 5 beds, 3 bathrooms
18–25 Jul
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Key Largo
Your Keys Getaway!
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Aug
4.91 out of 5 average rating, 456 reviews
Guest favourite
Flat in Tavernier
Oceanfront Bliss • Wall-to-Wall Water Views + Pool
2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 33 reviews