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Search results; Over 1,000 places in Islamorada
Over 1,000 places in Islamorada
Guest favorite
Guest favorite
Houseboat in Islamorada
Aqua Lodge Houseboat 2bd/1Bth!
2 beds
2 beds
May 16 – 21
May 16 – 21
$299
$205
night
$205 per night, originally $299
4.94 out of 5 average rating, 16 reviews
4.94 (16)
Guest favorite
Guest favorite
Cottage in Islamorada
Islamorada bungalow 2 bed & pool
Apr 29 – May 4
Apr 29 – May 4
$395
$325
night
$325 per night, originally $395
4.95 out of 5 average rating, 40 reviews
4.95 (40)
Guest favorite
Guest favorite
Cottage in Islamorada
Key Lime Cottage 2br 1ba w/pool
3 beds
3 beds
May 11 – 16
May 11 – 16
$264
night
$264 per night
4.97 out of 5 average rating, 65 reviews
4.97 (65)
Superhost
Superhost
Cottage in Islamorada
1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
On Sea Oats Beach
On Sea Oats Beach
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
Houseboat in Islamorada
Getaway to Blackbeard's Hideout
3 beds
3 beds
May 14 – 19
May 14 – 19
$299
$189
night
$189 per night, originally $299
4.93 out of 5 average rating, 15 reviews
4.93 (15)
Guest favorite
Guest favorite
Boat in Islamorada
HOUSEBOAT 2BD, PRIVATE KEYS COTTAGE LOGGERHEAD
3 beds
3 beds
May 5 – 10
May 5 – 10
$299
$189
night
$189 per night, originally $299
4.9 out of 5 average rating, 167 reviews
4.9 (167)
Guest favorite
Guest favorite
Cottage in Islamorada
FLOATING WATERFRONT 2 BD, 1 BATH COTTAGE MANATEE
3 beds
3 beds
May 5 – 10
May 5 – 10
$349
$189
night
$189 per night, originally $349
4.85 out of 5 average rating, 126 reviews
4.85 (126)
Guest favorite
Guest favorite
Townhouse in Islamorada
Peacock Shores Islamorada - Vacation On The Beach!
2 king beds
2 king beds
May 4 – 11
May 4 – 11
$307
night
$307 per night
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Superhost
Superhost
Home in Islamorada
Tranquility Cove
3 beds
3 beds
Jun 22 – 27
Jun 22 – 27
$321
night
$321 per night
4.68 out of 5 average rating, 190 reviews
4.68 (190)
Home in Islamorada
Bayfront Home w/ Beach and Dock
4 beds
4 beds
Apr 29 – May 5
Apr 29 – May 5
$720
night
$720 per night
New place to stay
New
Guest favorite
Guest favorite
Bungalow in Islamorada
Dream in Paradise! King Master, Queen Guest, Pool
Kayak
Kayak
Jun 15 – 20
Jun 15 – 20
$619
night
$619 per night
4.97 out of 5 average rating, 29 reviews
4.97 (29)
Guest favorite
Guest favorite
Home in Islamorada
Angler's Reef Gem in Islamorada!
On a private beach
On a private beach
Kayak
,
·
Kayak
Jun 8 – 15
Jun 8 – 15
$375
night
$375 per night
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Superhost
Superhost
Home in Islamorada
Turtles Nest Islamorada Getaway 28 day rental
On Sea Oats Beach
On Sea Oats Beach
Kayak
,
·
Kayak
Jul 14 – 20
Jul 14 – 20
$500
night
$500 per night
Superhost
Superhost
Home in Islamorada
Anglers Reef Home with Peek-a-Boo Ocean Views
2 beds
2 beds
Apr 27 – May 4
Apr 27 – May 4
$379
night
$379 per night
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favorite
Guest favorite
Home in Islamorada
3 Lux Ensuites Walk/Boat Island!
3 beds
3 beds
May 4 – 11
May 4 – 11
$500
$450
night
$450 per night, originally $500
4.94 out of 5 average rating, 16 reviews
4.94 (16)
Guest favorite
Guest favorite
Home in Islamorada
Heart of Islamorada ~ Private Boat Slip
6 beds
6 beds
Apr 28 – May 4
Apr 28 – May 4
$849
$732
night
$732 per night, originally $849
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Superhost
Superhost
Villa in Islamorada
Beachfront Villa |Kayak|Cinema|Fire Pit|Pool
9 beds
9 beds
May 20 – 25
May 20 – 25
$1,383
night
$1,383 per night
4.84 out of 5 average rating, 44 reviews
4.84 (44)
Guest favorite
Guest favorite
Home in Islamorada
Flakey's
3 beds
3 beds
Aug 10 – 17
Aug 10 – 17
$228
night
$228 per night
4.97 out of 5 average rating, 164 reviews
4.97 (164)
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