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Search results; Over 1,000 places in Islamorada

Superhost
Cabin in Marathon
New Cabins at Bonefish Bay
3 beds
18–23 May
4.9 out of 5 average rating, 21 reviews
Superhost
Cottage in Islamorada
FLOATING 1BD 1BA PRIVATE COTTAGE - MAKO
1 queen bed
26–31 May
4.81 out of 5 average rating, 142 reviews
Superhost
Houseboat in Islamorada
Houseboat 2 bed 1.5 ba, Floating Villa, Floridian
On Sea Oats Beach
6–11 Jun
4.73 out of 5 average rating, 125 reviews
Superhost
Houseboat in Islamorada
Aqua Lodge in the Florida Keys!
2 beds
5–10 May
4.77 out of 5 average rating, 13 reviews
Guest favourite
Home in Key Largo
Your Keys Getaway!
2 queen beds
31 Aug – 5 Sep
4.9 out of 5 average rating, 347 reviews
Guest favourite
Home in Islamorada
Anglers Reef Islamorada Oceanside 2/2.5+Pool+Beach
3 beds
20–27 Apr
5.0 out of 5 average rating, 29 reviews
Guest favourite
Bungalow in Islamorada
Dream in Paradise! King Master, Queen Guest, Pool
Kayak
15–20 Jun
4.97 out of 5 average rating, 29 reviews
Superhost
Home in Islamorada
Anglers Reef Home with Peek-a-Boo Ocean Views
2 beds
27 Apr – 4 May
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Islamorada
Angler's Reef Gem in Islamorada!
On a private beachKayak,
8–15 Jun
5.0 out of 5 average rating, 12 reviews
Guest favourite
Guest suite in Tavernier
POOL ! Key Largo! Tavernier! Welcome to Paradise!
1 king bed
11–16 May
4.97 out of 5 average rating, 245 reviews
Guest favourite
Apartment in Tavernier
Sugar Cane - Florida Keys tropical retreat
2 beds
6–11 May
4.98 out of 5 average rating, 63 reviews
Guest favourite
Home in Tavernier
Sunset Beach Hideaway *Private Beach* *Jacuzzi*
4 beds
5–10 May
4.96 out of 5 average rating, 55 reviews
Guest favourite
Apartment in Tavernier
Sea View Oceanfront Condo
3 beds
6–11 May
4.97 out of 5 average rating, 228 reviews
Superhost
Home in Islamorada
Turtles Nest Islamorada Getaway 28 day rental
On Sea Oats BeachKayak,
14–20 Jul
Guest favourite
Home in Key Largo
Keys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More
3 beds
26 Apr – 2 May
4.93 out of 5 average rating, 15 reviews
Guest favourite
Home in Islamorada
Tropical Getaway 3/3 with 100’ boat dock and pool
5 beds
19–26 Apr
4.96 out of 5 average rating, 55 reviews
Home in Islamorada
Bayfront Home w/ Beach and Dock
On Sea Oats Beach
13–19 Aug
New place to stay
Superhost
Apartment in Islamorada
Penthouse Retreat, Ocean View/Bay Rooftop Lounge
3 beds
20–27 Apr
4.69 out of 5 average rating, 13 reviews