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Cow Key
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Over 1,000 places
Boat in Stock Island
Spacious Trawler @ Luxury Marina
11 min walk
11 min walk
Apr 21 – 26
Apr 21 – 26
$179
night
$179 per night
New place to stay
New
Boat in Key West
The SeaRay Experience
11 min walk
11 min walk
Apr 21 – 26
Apr 21 – 26
$437
$267
night
$267 per night, originally $437
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favorite
Guest favorite
Boat in Key West
Sailboat in Luxury Marina
11 min walk
11 min walk
Jul 2 – 7
Jul 2 – 7
$250
night
$250 per night
4.93 out of 5 average rating, 40 reviews
4.93 (40)
Guest favorite
Guest favorite
Houseboat in Key West
The simple life on Seaplicity!
10 min walk
10 min walk
May 12 – 17
May 12 – 17
$251
night
$251 per night
4.82 out of 5 average rating, 11 reviews
4.82 (11)
Boat in Key West
Luxury 40 ft yacht in paradise awaits you!
10 min walk
10 min walk
Apr 29 – May 4
Apr 29 – May 4
$413
night
$413 per night
4.63 out of 5 average rating, 94 reviews
4.63 (94)
Boat in Key West
Memories of a Lifetime! A one of a Kind Sailboat!
10 min walk
10 min walk
Apr 22 – 27
Apr 22 – 27
$379
$315
night
$315 per night, originally $379
4.71 out of 5 average rating, 7 reviews
4.71 (7)
Guest favorite
Guest favorite
Boat in Stock Island
Discounted! 45' Yacht in Resort
10 min walk
10 min walk
May 31 – Jun 5
May 31 – Jun 5
$295
night
$295 per night
4.91 out of 5 average rating, 11 reviews
4.91 (11)
Superhost
Superhost
Houseboat in Key West
Key West Houseboat Paradise
4 min drive
4 min drive
Apr 21 – 26
Apr 21 – 26
$398
$318
night
$318 per night, originally $398
4.81 out of 5 average rating, 253 reviews
4.81 (253)
Guest favorite
Guest favorite
Condo in Key West
Gorgeous Ocean View in Paradise
6 min drive
6 min drive
Jun 10 – 15
Jun 10 – 15
$333
night
$333 per night
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Guest favorite
Guest favorite
Townhouse in Key West
3/3 Tropical Key West Home Get Away
3 min drive
3 min drive
May 6 – 11
May 6 – 11
$355
night
$355 per night
4.88 out of 5 average rating, 75 reviews
4.88 (75)
Guest favorite
Guest favorite
Boat in Key West
Living the Dream, Key West Style
4 min drive
4 min drive
Apr 23 – 28
Apr 23 – 28
$420
night
$420 per night
5.0 out of 5 average rating, 35 reviews
5.0 (35)
Guest favorite
Guest favorite
Houseboat in Key West
Key West Luxury Houseboat
7 min drive
7 min drive
Apr 21 – 26
Apr 21 – 26
$602
$512
night
$512 per night, originally $602
4.91 out of 5 average rating, 192 reviews
4.91 (192)
Guest favorite
Guest favorite
Condo in Key West
Oceanfront 3 bed condo Ocean Edge w/ optional slip
6 min drive
6 min drive
Jun 17 – 22
Jun 17 – 22
$750
$650
night
$650 per night, originally $750
4.98 out of 5 average rating, 44 reviews
4.98 (44)
Guest favorite
Guest favorite
Condo in Key West
Fully renovated 2/2 bath condo w/ shared pool!
8 min drive
8 min drive
Apr 27 – May 2
Apr 27 – May 2
$364
night
$364 per night
4.96 out of 5 average rating, 84 reviews
4.96 (84)
Superhost
Superhost
Boat in Key West
Tiki Suites ~ The Grand Tiki
22 min drive
22 min drive
Jun 1 – 6
Jun 1 – 6
$699
night
$699 per night
4.91 out of 5 average rating, 275 reviews
4.91 (275)
Guest favorite
Guest favorite
Apartment in Key West
Newly Renovated 2/2 Bath Condo, with shared pool
8 min drive
8 min drive
May 5 – 10
May 5 – 10
$575
$425
night
$425 per night, originally $575
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favorite
Guest favorite
Townhouse in Key West
Sparklng clean, renovated, beautiful, and spacious
3 min drive
3 min drive
Apr 20 – 25
Apr 20 – 25
$605
$399
night
$399 per night, originally $605
4.92 out of 5 average rating, 238 reviews
4.92 (238)
Guest favorite
Guest favorite
Home in Key West
Paradise found
3 min drive
3 min drive
Aug 13 – 18
Aug 13 – 18
$375
night
$375 per night
4.94 out of 5 average rating, 54 reviews
4.94 (54)
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