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Islamorada
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Search results; Over 1,000 places
Over 1,000 places
Guest favorite
Guest favorite
Home in Islamorada
Flakey's
3 min drive
3 min drive
Apr 27 – May 4
Apr 27 – May 4
$228
night
$228 per night
4.97 out of 5 average rating, 162 reviews
4.97 (162)
Home in Islamorada
Oceanfront, Private Beach, Pool, Dock
11 min walk
11 min walk
Apr 6 – 13
Apr 6 – 13
$1,499
night
$1,499 per night
Guest favorite
Guest favorite
Houseboat in Islamorada
360 Degree Waterview Houseboat II, Florida Keys.
3 min drive
3 min drive
Apr 14 – 19
Apr 14 – 19
$180
night
$180 per night
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favorite
Guest favorite
Home in Islamorada
Waterfront Home w/private dock & Sunset views
2 min drive
2 min drive
May 3 – 9
May 3 – 9
$1,130
night
$1,130 per night
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Superhost
Superhost
Home in Islamorada
Turtles Nest Islamorada Getaway 28 day rental
7 min drive
7 min drive
Jul 14 – 20
Jul 14 – 20
$500
night
$500 per night
New place to stay
New
Guest favorite
Guest favorite
Cottage in Islamorada
Waterfront Cottage Walk to World Famous Lorelei
2 min drive
2 min drive
Jul 21 – 26
Jul 21 – 26
$300
night
$300 per night
4.94 out of 5 average rating, 16 reviews
4.94 (16)
Guest favorite
Guest favorite
Home in Islamorada
3 Lux Ensuites Walk/Boat Island!
3 min drive
3 min drive
Apr 13 – 20
Apr 13 – 20
$500
$450
night
$450 per night, originally $500
4.93 out of 5 average rating, 14 reviews
4.93 (14)
Guest favorite
Guest favorite
Apartment in Islamorada
Hidden Gem Islamorada | 1st Floor
2 min drive
2 min drive
Jul 6 – 11
Jul 6 – 11
$323
night
$323 per night
4.98 out of 5 average rating, 46 reviews
4.98 (46)
Guest favorite
Guest favorite
Cottage in Islamorada
1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
7 min drive
7 min drive
Jul 7 – 12
Jul 7 – 12
$199
night
$199 per night
4.85 out of 5 average rating, 124 reviews
4.85 (124)
Guest favorite
Guest favorite
Apartment in Islamorada
Hidden Gem Islamorada | 2nd Floor
2 min drive
2 min drive
May 19 – 24
May 19 – 24
$308
night
$308 per night
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Guest favorite
Guest favorite
Condo in Tavernier
Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
19 min drive
19 min drive
May 9 – 14
May 9 – 14
$245
night
$245 per night
4.95 out of 5 average rating, 103 reviews
4.95 (103)
Guest favorite
Guest favorite
Condo in Key Largo
Rest and Relax
26 min drive
26 min drive
Sep 1 – 6
Sep 1 – 6
$150
night
$150 per night
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Guest favorite
Guest favorite
Home in Islamorada
Anglers Reef Islamorada Oceanside 2/2.5+Pool+Beach
5 min drive
5 min drive
Apr 6 – 13
Apr 6 – 13
$399
night
$399 per night
5.0 out of 5 average rating, 29 reviews
5.0 (29)
Guest favorite
Guest favorite
Townhouse in Islamorada
Peacock Shores Islamorada - Vacation On The Beach!
10 min drive
10 min drive
May 4 – 11
May 4 – 11
$307
night
$307 per night
4.97 out of 5 average rating, 35 reviews
4.97 (35)
Guest favorite
Guest favorite
Houseboat in Islamorada
Aqua Lodge Houseboat 2bd/1Bth!
7 min drive
7 min drive
May 16 – 21
May 16 – 21
$299
night
$299 per night
4.92 out of 5 average rating, 13 reviews
4.92 (13)
Superhost
Superhost
Home in Key Largo
Key Largo downstairs guest house
21 min drive
21 min drive
Feb 9 – 14
Feb 9 – 14
$100
night
$100 per night
Superhost
Superhost
60
Reviews
4.82
Rating
10
Months hosting
Room in Key Largo
Cozy room close to the ocean
21 min drive
21 min drive
May 12 – 17
May 12 – 17
$110
night
$110 per night
4.82 out of 5 average rating, 60 reviews
4.82 (60)
Guest favorite
Guest favorite
Condo in Tavernier
Best View Ocean Pointe Pool Beach King Bed, Gated
19 min drive
19 min drive
May 14 – 19
May 14 – 19
$288
$201
night
$201 per night, originally $288
4.95 out of 5 average rating, 154 reviews
4.95 (154)
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