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Search results; Over 1,000 places

Guest favourite
Home in Islamorada
Heart of Islamorada ~ Private Boat Slip
13-min walk
Apr. 28 – May 4
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Islamorada
Seaside Sanctuary in Islamorada
12-min walk
Apr. 20 – 27
New place to stay
Guest favourite
Cottage in Islamorada
Key Lime Cottage 2br 1ba w/pool
9-min drive
May 11 – 16
4.97 out of 5 average rating, 65 reviews
Guest favourite
Home in Islamorada
Flakey's
8-min walk
Aug. 10 – 17
4.97 out of 5 average rating, 164 reviews
Guest favourite
Home in Islamorada
Waterfront Home w/private dock & Sunset views
13-min walk
May 3 – 9
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Islamorada
Luxe Pools~King Beds~Dock~Kayaks~Bikes~EV charger
12-min walk
Apr. 20 – 27
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Islamorada
3 Lux Ensuites Walk/Boat Island!
8-min walk
May 4 – 11
4.94 out of 5 average rating, 16 reviews
Superhost
Home in Islamorada
The Villa by the Bay Unit #2
13-min walk
Apr. 20 – 27
5.0 out of 5 average rating, 3 reviews
Guest favourite
Boat in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT
13-min walk
May 31 – Jun. 5
4.92 out of 5 average rating, 325 reviews
Guest favourite
Cottage in Islamorada
Waterfront Cottage Walk to World Famous Lorelei
2-min drive
Jun. 26 – Jul. 1
4.94 out of 5 average rating, 16 reviews
Guest favourite
Houseboat in Islamorada
Aqua Lodge Houseboat 2bd/1Bth!
10-min drive
May 16 – 21
4.94 out of 5 average rating, 16 reviews
Guest favourite
Apartment in Islamorada
Hidden Gem Islamorada | 2nd Floor
3-min drive
May 19 – 24
5.0 out of 5 average rating, 23 reviews
Superhost
Home in Islamorada
The Villa by the Bay, Islamorada FL
12-min walk
May 1 – 8
Guest favourite
Townhouse in Islamorada
Peacock Shores Islamorada - Vacation On The Beach!
13-min drive
May 4 – 11
4.97 out of 5 average rating, 36 reviews
Guest favourite
Apartment in Islamorada
Hidden Gem Islamorada | 1st Floor
3-min drive
Aug. 10 – 15
4.98 out of 5 average rating, 47 reviews
Guest favourite
Cottage in Islamorada
Islamorada bungalow 2 bed & pool
9-min drive
Apr. 29 – May 4
4.95 out of 5 average rating, 40 reviews
Superhost
Cottage in Islamorada
1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
10-min drive
Jul. 7 – 12
4.85 out of 5 average rating, 124 reviews
Home in Islamorada
The Russell Estate, 2 Acrs on OCEAN, tropical 3/2
4-min drive
Apr. 20 – 27
4.97 out of 5 average rating, 29 reviews