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Search results; Over 1,000 homes in Islamorada

Top guest favourite
Boat in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT
1 bedroom, 1 bed, 1 private bathroom
9–14 Jul
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4.93 out of 5 average rating, 385 reviews
Featured hotel
Hotel in Tavernier
Standard two bedroom partial ocean view suite
2 bedrooms, 1 bathroom
17–22 Aug
New place to stay
Guest favourite
Home in Islamorada
FL Keys Ocean Front Escape
2 bedrooms, 2 beds, 3 bathrooms
6–13 Jul
4.9 out of 5 average rating, 10 reviews
Guest favourite
Home in Tavernier
Luxury Treehouse | Spacious Parking |
4 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
4.93 out of 5 average rating, 30 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
Guest favourite
Home in Tavernier
Two Authentic Conch Houses Private Beach on FL BAY
4 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
4.96 out of 5 average rating, 136 reviews
Featured hotel
Hotel in Islamorada
One bedroom standard view suite two queens
1 bedroom, 1 bathroom
7–12 Aug
Superhost
Houseboat in Buttonwood Sound
Premium Floating Bungalow by Stay Ombi
1 bedroom, 1 king bed, 1 bathroom
7–12 Jul
4.91 out of 5 average rating, 34 reviews
Guest favourite
Apartment in Tavernier
Views for Days • Oceanfront Suite w/ Pool Paradise
2 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
4.88 out of 5 average rating, 84 reviews
Top guest favourite
Townhouse in Islamorada
NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom
3 bedrooms, 3 bathrooms
9–15 Aug
4.97 out of 5 average rating, 31 reviews
Superhost
Home in Key Largo
NEW! CASA LARGO -Golf Cart, 2 Kings 3 Bath, Kayaks
2 bedrooms, 5 beds, 3 bathrooms
6–11 Jul
4.95 out of 5 average rating, 37 reviews
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
Guest favourite
Cottage in Islamorada
Islamorada bungalow 2 bed & pool
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
4.97 out of 5 average rating, 102 reviews
Guest favourite
Flat in Tavernier
Oceanfront Bliss • Wall-to-Wall Water Views + Pool
2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Flat in Tavernier
Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 81 reviews
Guest favourite
Houseboat in Islamorada Tavernier
Baycation Houseboat | Florida Keys Waterfront Stay
1 bedroom, 2 beds, 1 bathroom
6–11 Jul
4.9 out of 5 average rating, 271 reviews
Top guest favourite
Apartment in Tavernier
Ocean Views at Ocean Pointe
2 bedrooms, 2 beds, 2 bathrooms
6–11 Jul
4.99 out of 5 average rating, 222 reviews
Top guest favourite
Home in Islamorada
SUPERHOST WATERFRONT PARADISE HOME- DOCK32 FT BOAT
2 bedrooms, 2 beds, 1 bathroom
5–10 Jul
4.92 out of 5 average rating, 129 reviews
Top guest favourite
Townhouse in Islamorada
Peacock Shores Islamorada - Vacation On The Beach!
2 bedrooms, 2 king beds, 2.5 bathrooms
8–15 Aug
4.97 out of 5 average rating, 64 reviews