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Search results; Over 1,000 places in Islamorada

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Guest favorite
Houseboat in Islamorada
Aqua Lodge Houseboat 2bd/1Bth!
Professional Host
May 16 – 21
4.94 out of 5 average rating, 16 reviews
Superhost
Cottage in Islamorada
1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
On Sea Oats Beach
Jul 7 – 12Professional Host,
4.85 out of 5 average rating, 124 reviews
Guest favorite
Boat in Islamorada
HOUSEBOAT 2BD, PRIVATE KEYS COTTAGE LOGGERHEAD
Professional Host
May 5 – 10
4.9 out of 5 average rating, 167 reviews
Guest favorite
Cottage in Islamorada
Key Lime Cottage 2br 1ba w/pool
3 beds
May 11 – 16
4.97 out of 5 average rating, 65 reviews
Guest favorite
Townhouse in Islamorada
Peacock Shores Islamorada - Vacation On The Beach!
Individual Host
May 4 – 11
4.97 out of 5 average rating, 36 reviews
Guest favorite
Houseboat in Islamorada
Getaway to Blackbeard's Hideout
Professional Host
May 27 – Jun 1
4.93 out of 5 average rating, 15 reviews
Guest favorite
Boat in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT
Individual Host
May 31 – Jun 5
4.92 out of 5 average rating, 325 reviews
Guest favorite
Cottage in Islamorada
Islamorada bungalow 2 bed & pool
Apr 29 – May 4
4.95 out of 5 average rating, 40 reviews
Superhost
Home in Islamorada
Tranquility Cove
Individual Host
Jun 22 – 27
4.68 out of 5 average rating, 191 reviews
Guest favorite
Cottage in Islamorada
FLOATING WATERFRONT 2 BD, 1 BATH COTTAGE MANATEE
Professional Host
May 5 – 10
4.85 out of 5 average rating, 126 reviews
Guest favorite
Home in Islamorada
Flakey's
Professional Host
Aug 10 – 17
4.97 out of 5 average rating, 164 reviews
Guest favorite
Home in Islamorada
3 Lux Ensuites Walk/Boat Island!
Individual Host
May 4 – 11
4.94 out of 5 average rating, 16 reviews
Guest favorite
Bungalow in Islamorada
Dream in Paradise! King Master, Queen Guest, Pool
Kayak
Jun 15 – 20
4.97 out of 5 average rating, 29 reviews
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
Guest suite in Tavernier
POOL ! Key Largo! Tavernier! Welcome to Paradise!
Individual Host
May 11 – 16
4.97 out of 5 average rating, 245 reviews
Superhost
Home in Islamorada
Anglers Reef Home with Peek-a-Boo Ocean Views
Professional Host
Apr 27 – May 4
5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in Islamorada
Anglers Reef Islamorada Oceanside 2/2.5+Pool+Beach
Individual Host
Apr 20 – 27
5.0 out of 5 average rating, 29 reviews
Guest favorite
Home in Islamorada
Heart of Islamorada ~ Private Boat Slip
Professional Host
Apr 28 – May 4
5.0 out of 5 average rating, 10 reviews