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Search results; Over 1,000 places

Guest favorite
Home in Islamorada
Flakey's
3 min drive
Apr 27 – May 4
4.97 out of 5 average rating, 162 reviews
Home in Islamorada
Oceanfront, Private Beach, Pool, Dock
11 min walk
Apr 6 – 13
Guest favorite
Houseboat in Islamorada
360 Degree Waterview Houseboat II, Florida Keys.
3 min drive
Apr 14 – 19
5.0 out of 5 average rating, 9 reviews
Guest favorite
Home in Islamorada
Waterfront Home w/private dock & Sunset views
2 min drive
May 3 – 9
5.0 out of 5 average rating, 20 reviews
Superhost
Home in Islamorada
Turtles Nest Islamorada Getaway 28 day rental
7 min drive
Jul 14 – 20
New place to stay
Guest favorite
Cottage in Islamorada
Waterfront Cottage Walk to World Famous Lorelei
2 min drive
Jul 21 – 26
4.94 out of 5 average rating, 16 reviews
Guest favorite
Home in Islamorada
3 Lux Ensuites Walk/Boat Island!
3 min drive
Apr 13 – 20
4.93 out of 5 average rating, 14 reviews
Guest favorite
Apartment in Islamorada
Hidden Gem Islamorada | 1st Floor
2 min drive
Jul 6 – 11
4.98 out of 5 average rating, 46 reviews
Guest favorite
Cottage in Islamorada
1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
7 min drive
Jul 7 – 12
4.85 out of 5 average rating, 124 reviews
Guest favorite
Apartment in Islamorada
Hidden Gem Islamorada | 2nd Floor
2 min drive
May 19 – 24
5.0 out of 5 average rating, 21 reviews
Guest favorite
Condo in Tavernier
Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
19 min drive
May 9 – 14
4.95 out of 5 average rating, 103 reviews
Guest favorite
Condo in Key Largo
Rest and Relax
26 min drive
Sep 1 – 6
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Islamorada
Anglers Reef Islamorada Oceanside 2/2.5+Pool+Beach
5 min drive
Apr 6 – 13
5.0 out of 5 average rating, 29 reviews
Guest favorite
Townhouse in Islamorada
Peacock Shores Islamorada - Vacation On The Beach!
10 min drive
May 4 – 11
4.97 out of 5 average rating, 35 reviews
Guest favorite
Houseboat in Islamorada
Aqua Lodge Houseboat 2bd/1Bth!
7 min drive
May 16 – 21
4.92 out of 5 average rating, 13 reviews
Superhost
Home in Key Largo
Key Largo downstairs guest house
21 min drive
Feb 9 – 14
Superhost
Room in Key Largo
Cozy room close to the ocean
21 min drive
May 12 – 17
4.82 out of 5 average rating, 60 reviews
Guest favorite
Condo in Tavernier
Best View Ocean Pointe Pool Beach King Bed, Gated
19 min drive
May 14 – 19
4.95 out of 5 average rating, 154 reviews