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Search results; Over 1,000 homes in Islamorada

Guest favourite
Apartment in Islamorada
Bayside Condo at FYC with Marina, Pool & Beach
3 bedrooms, 6 beds, 2 private bathrooms
4–11 Jul
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4.77 out of 5 average rating, 71 reviews
Superhost
Home in Islamorada
Private beach / Heated Pool / volleyball / Orchid
4 bedrooms, 4 king beds, 4.5 bathrooms
1–8 Jul
New place to stay
Guest favourite
Home in Islamorada
Islamorada Bungalow # 5
2 bedrooms, 2 beds, 1 bathroom
6–11 Aug
4.85 out of 5 average rating, 34 reviews
Top guest favourite
Home in Islamorada
Seaside Sanctuary in Islamorada
4 bedrooms, 5 beds, 4.5 bathrooms
17–24 Jul
4.96 out of 5 average rating, 25 reviews
Luxe
Home in Marathon
The Pearl at SeaGlass Cove Waterfront Luxury Home!
5 bedrooms, 5 beds, 4.5 bathrooms
9–16 Jul
Home in Marathon
NEW! LUX VILLA 5 Beds 4 Baths Pool Boat Slip
5 bedrooms, 6 beds, 4 bathrooms
11–18 Aug
New place to stay
Top guest favourite
Home in Marathon
Angler’s Terrace Conde Nast Traveler’s Best Airbnb
4 bedrooms, 6 beds, 3 bathrooms
12–19 Sept
4.97 out of 5 average rating, 143 reviews
Superhost
Flat in Islamorada
Isla Santorini | Islamorada Waterfront Condo, Pool
2 bedrooms, 3 beds, 2.5 bathrooms
10–17 Jul
New place to stay
Superhost
Home in Islamorada
Pineapple Beach
5 bedrooms, 13 beds, 4.5 bathrooms
4–11 Jul
Guest favourite
Home in Islamorada
The Villa by the Bay Pool/Boat Dock, Islamorada Fl
4 bedrooms, 5 beds, 3.5 bathrooms
10–17 Jul
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Duck Key
Private Pool Tropical Oasis - Centrally Located
3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Aug
5.0 out of 5 average rating, 109 reviews
Guest favourite
Villa in Islamorada
Angler’s Reef home • Pool • Kayaks • Paddle boards
2 bedrooms, 4 beds, 2.5 bathrooms
7–14 Jul
4.92 out of 5 average rating, 24 reviews
Top guest favourite
Home in Islamorada
Off The Charts-Waterfront Tiki Bar & Private Dock
3 bedrooms, 3 beds, 2 bathrooms
1–8 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
Guest favourite
Townhouse in Key Largo
Sunrise Escape - Ocean Front Villa - Sleeps 10
3 bedrooms, 10 beds, 3 bathrooms
17–22 Jul
4.87 out of 5 average rating, 175 reviews
Superhost
Villa in Key Largo
Waterfront Luxe Pool, Hot Tub, Theater, Games&more
5 bedrooms, 9 beds, 5 bathrooms
16–21 Aug
Guest favourite
Home in Islamorada
Pristine Islamorada Pool Home with Ocean View and
2 bedrooms, 4 beds, 2.5 bathrooms
1–8 Jul
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Key Largo
Key Largo Paradise - MM100 Oceanside. Pool + Golf
3 bedrooms, 6 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 7 reviews
Featured hotel
Hotel in Islamorada
Studio suite garden view two queen accessible
1 bedroom, 2 queen beds, 1 bathroom
7–12 Aug