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Search results; Over 1,000 places in Islamorada

Guest favorite
Home in Islamorada
Flakey's
3 beds
Aug 10 – 17
4.97 out of 5 average rating, 164 reviews
Guest favorite
Home in Islamorada
Waterfront Home w/private dock & Sunset views
5 beds
May 3 – 9
5.0 out of 5 average rating, 20 reviews
Home in Islamorada
THIS is the ONE!
4 beds
Jan 2 – 7
New place to stay
Guest favorite
Home in Islamorada
3 Lux Ensuites Walk/Boat Island!
3 beds
May 4 – 11
4.94 out of 5 average rating, 16 reviews
Guest favorite
Home in Islamorada
Heart of Islamorada ~ Private Boat Slip
6 beds
Apr 28 – May 4
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Islamorada
Turtles Nest Islamorada Getaway 28 day rental
On Sea Oats BeachKayak,
Jul 14 – 20
Home in Islamorada
Coconut Cove Waterfront Canal Home
9 beds
Apr 28 – May 3
4.91 out of 5 average rating, 57 reviews
Superhost
Home in Islamorada
Anglers Reef Home with Peek-a-Boo Ocean Views
2 beds
Apr 27 – May 4
5.0 out of 5 average rating, 5 reviews
Home in Islamorada
Bayfront Home w/ Beach and Dock
On Sea Oats Beach
Aug 13 – 19
New place to stay
Guest favorite
Home in Islamorada
Angler's Reef Gem in Islamorada!
On a private beachKayak,
Jun 8 – 15
5.0 out of 5 average rating, 12 reviews
Guest favorite
Home in Islamorada
Pristine pool front home w/ocean views Anglers 148
4 beds
May 4 – 11
5.0 out of 5 average rating, 15 reviews
Guest favorite
Home in Islamorada
Anglers Reef Islamorada Oceanside 2/2.5+Pool+Beach
3 beds
Apr 20 – 27
5.0 out of 5 average rating, 29 reviews
Guest favorite
Home in Key Largo
Keys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More
3 beds
Apr 26 – May 2
4.93 out of 5 average rating, 15 reviews
Guest favorite
Home in Tavernier
Sunset Beach Hideaway *Private Beach* *Jacuzzi*
4 beds
May 5 – 10
4.96 out of 5 average rating, 55 reviews
Guest favorite
Home in Islamorada
Tropical Getaway 3/3 with 100’ boat dock and pool
5 beds
Apr 19 – 26
4.96 out of 5 average rating, 55 reviews
Guest favorite
Home in Marathon
Beach House, Private Pool & Dock, Gulf Sunset view
On Cocoa Plum BeachBay views,
Jul 6 – 13
4.97 out of 5 average rating, 32 reviews
Guest favorite
Home in Marathon
Horizon
4 beds
Aug 31 – Sep 7
5.0 out of 5 average rating, 15 reviews
Guest favorite
Home in Marathon
Million Dollar View
5 beds
Oct 12 – 19
5.0 out of 5 average rating, 10 reviews