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Search results; Over 1,000 places in Islamorada

Guest favourite
Houseboat in Islamorada
Aqua Lodge Houseboat 2bd/1Bth!
2 beds
16–21 May
4.94 out of 5 average rating, 16 reviews
Superhost
Cottage in Islamorada
1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
On Sea Oats Beach
7–12 Jul
4.85 out of 5 average rating, 124 reviews
Guest favourite
Cottage in Islamorada
Key Lime Cottage 2br 1ba w/pool
3 beds
11–16 May
4.97 out of 5 average rating, 65 reviews
Guest favourite
Townhouse in Islamorada
Peacock Shores Islamorada - Vacation On The Beach!
2 king beds
4–11 May
4.97 out of 5 average rating, 36 reviews
Guest favourite
Boat in Islamorada
HOUSEBOAT 2BD, PRIVATE KEYS COTTAGE LOGGERHEAD
3 beds
5–10 May
4.9 out of 5 average rating, 167 reviews
Guest favourite
Home in Islamorada
Flakey's
3 beds
10–17 Aug
4.97 out of 5 average rating, 164 reviews
Guest favourite
Cottage in Islamorada
FLOATING WATERFRONT 2 BD, 1 BATH COTTAGE MANATEE
3 beds
5–10 May
4.85 out of 5 average rating, 126 reviews
Superhost
Home in Islamorada
Tranquility Cove
3 beds
22–27 Jun
4.68 out of 5 average rating, 191 reviews
Guest favourite
Home in Islamorada
3 Lux Ensuites Walk/Boat Island!
3 beds
4–11 May
4.94 out of 5 average rating, 16 reviews
Guest favourite
Houseboat in Islamorada
Getaway to Blackbeard's Hideout
3 beds
27 May – 1 Jun
4.93 out of 5 average rating, 15 reviews
Guest favourite
Home in Islamorada
Heart of Islamorada ~ Private Boat Slip
6 beds
28 Apr – 4 May
5.0 out of 5 average rating, 10 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
Cabin in Marathon
New Cabins at Bonefish Bay
3 beds
18–23 May
4.9 out of 5 average rating, 21 reviews
Condo in Tavernier
Ocean Pointe Ocean View w/heated pool beach marina
2 beds
5–10 May
5.0 out of 5 average rating, 3 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
Anglers Reef Islamorada Oceanside 2/2.5+Pool+Beach
3 beds
20–27 Apr
5.0 out of 5 average rating, 29 reviews
Villa in Islamorada
Fishing Paradise bigdavechartersandtours.comm -1m
On Cannon BeachBoat ramp, Ocean views,
18–23 Aug
4.96 out of 5 average rating, 25 reviews
Home in Islamorada
Bayfront Home w/ Beach and Dock
On Sea Oats Beach
13–19 Aug
New place to stay