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Search results; Over 1,000 places in Islamorada

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Guest favourite
Houseboat in Islamorada
Aqua Lodge Houseboat 2bd/1Bth!
Hosted by a business
16–21 May
4.94 out of 5 average rating, 16 reviews
Home in Islamorada
Bayfront Home w/ Beach and Dock
On Sea Oats Beach
13–19 AugHosted by Christina,
New place to stay
Guest favourite
Cottage in Islamorada
Islamorada bungalow 2 bed & pool
Hosted by Yasmin And Joe
29 Apr – 4 May
4.95 out of 5 average rating, 40 reviews
Guest favourite
Bungalow in Islamorada
Dream in Paradise! King Master, Queen Guest, Pool
Kayak
15–20 JunHosted by Regina,
4.97 out of 5 average rating, 29 reviews
Superhost
Cottage in Islamorada
1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
On Sea Oats Beach
7–12 JulHosted by a business,
4.85 out of 5 average rating, 124 reviews
Guest favourite
Cottage in Islamorada
Key Lime Cottage 2br 1ba w/pool
Hosted by Jenny
11–16 May
4.97 out of 5 average rating, 65 reviews
Guest favourite
Houseboat in Islamorada
Getaway to Blackbeard's Hideout
Hosted by a business
14–19 May
4.93 out of 5 average rating, 15 reviews
Guest favourite
Boat in Islamorada
HOUSEBOAT 2BD, PRIVATE KEYS COTTAGE LOGGERHEAD
Hosted by a business
5–10 May
4.9 out of 5 average rating, 167 reviews
Guest favourite
Townhouse in Islamorada
Peacock Shores Islamorada - Vacation On The Beach!
Hosted by Mike & M.A.
4–11 May
4.97 out of 5 average rating, 36 reviews
Guest favourite
Home in Islamorada
3 Lux Ensuites Walk/Boat Island!
Hosted by Walter & Karen
4–11 May
4.94 out of 5 average rating, 16 reviews
Guest favourite
Home in Islamorada
Flakey's
Hosted by a business
10–17 Aug
4.97 out of 5 average rating, 164 reviews
Guest favourite
Boat in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT
Hosted by Linda
20–25 May
4.92 out of 5 average rating, 325 reviews
Guest favourite
Home in Islamorada
Angler's Reef Gem in Islamorada!
On a private beachKayak,
8–15 JunHosted by Stephanie,
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Islamorada
Waterfront Home w/private dock & Sunset views
Hosted by Lisa
3–9 May
5.0 out of 5 average rating, 20 reviews
Guest favourite
Cottage in Islamorada
FLOATING WATERFRONT 2 BD, 1 BATH COTTAGE MANATEE
Hosted by a business
5–10 May
4.85 out of 5 average rating, 126 reviews
Superhost
Home in Islamorada
Anglers Reef Home with Peek-a-Boo Ocean Views
Hosted by a business
27 Apr – 4 May
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Islamorada
Heart of Islamorada ~ Private Boat Slip
Hosted by a business
28 Apr – 4 May
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Islamorada
Tropical Getaway 3/3 with 100’ boat dock and pool
Hosted by Jaime
18–25 Apr
4.96 out of 5 average rating, 55 reviews