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Search results; Over 1,000 places
Over 1,000 places
Apartment in Marathon
Standard 1 Bedroom King Suite with Balcony
2 beds
2 beds
Apr 20 – 25
Apr 20 – 25
$218
night
$218 per night
4.55 out of 5 average rating, 493 reviews
4.55 (493)
Superhost
Superhost
Home in Sugarloaf Key
Bungalows at Sugarloaf Beach - Mi Azucar
7 beds
7 beds
Apr 28 – May 3
Apr 28 – May 3
$1,191
$774
night
$774 per night, originally $1,191
4.75 out of 5 average rating, 111 reviews
4.75 (111)
Guest favorite
Guest favorite
Townhouse in Key Largo
Key Largo's Premier Family Friendly Resort!
5 beds
5 beds
May 13 – 18
May 13 – 18
$633
$517
night
$517 per night, originally $633
4.98 out of 5 average rating, 64 reviews
4.98 (64)
Guest favorite
Guest favorite
Condo in Marathon
Sombrero Beach Tropical Getaway
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
$264
$175
night
$175 per night, originally $264
4.87 out of 5 average rating, 190 reviews
4.87 (190)
Superhost
Superhost
Home in Upper Sugarloaf Key
Bungalows at Sugarloaf Beach - The Hemingway
3 beds
3 beds
Apr 29 – May 4
Apr 29 – May 4
$839
$622
night
$622 per night, originally $839
4.86 out of 5 average rating, 63 reviews
4.86 (63)
Superhost
Superhost
Condo in Key West
Beach Club Ocean Front 2BR Condo
3 beds
3 beds
May 21 – 27
May 21 – 27
$666
night
$666 per night
4.93 out of 5 average rating, 132 reviews
4.93 (132)
Superhost
Superhost
Home in Upper Sugarloaf Key
Bungalows at Sugarloaf Beach - The Palm
2 beds
2 beds
May 26 – 31
May 26 – 31
$635
$508
night
$508 per night, originally $635
4.74 out of 5 average rating, 58 reviews
4.74 (58)
Guest favorite
Guest favorite
Home in Key Colony Beach
Last min April Savings Paradise Found, Cabana Club
3 beds
3 beds
Apr 20 – 27
Apr 20 – 27
$250
night
$250 per night
4.98 out of 5 average rating, 92 reviews
4.98 (92)
Guest favorite
Guest favorite
Houseboat in Key West
Key West Luxury Houseboat
3 beds
3 beds
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
Townhouse in Marathon
SUNSATIONAL 3 BR Indigo Reef with 30' Dockage
4 beds
4 beds
Apr 23 – 30
Apr 23 – 30
$259
$203
night
$203 per night, originally $259
4.86 out of 5 average rating, 21 reviews
4.86 (21)
Guest favorite
Guest favorite
Tiny home in Cutler Bay
Quiet tropical Oasis setting with 1 bed and 1 bath
1 queen bed
1 queen bed
Jun 17 – 22
Jun 17 – 22
$126
night
$126 per night
4.99 out of 5 average rating, 151 reviews
4.99 (151)
Guest favorite
Guest favorite
Townhouse in Key Largo
Marina Villa 3 Bedroom townhome on Oceanside
May 5 – 10
May 5 – 10
$550
night
$550 per night
4.96 out of 5 average rating, 53 reviews
4.96 (53)
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
6 beds
6 beds
May 18 – 23
May 18 – 23
$512
night
$512 per night
4.78 out of 5 average rating, 74 reviews
4.78 (74)
Guest favorite
Guest favorite
Apartment in Key West
Oceanfront Condo in Key West
2 beds
2 beds
Apr 27 – May 3
Apr 27 – May 3
$677
night
$677 per night
4.93 out of 5 average rating, 15 reviews
4.93 (15)
Guest favorite
Guest favorite
Townhouse in Key West
3/3 Tropical Key West Home Get Away
3 queen beds
3 queen beds
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
Home in Key Largo
Mariners Club Resort, Best in the Upper Keys
10 beds
10 beds
May 6 – 11
May 6 – 11
$400
night
$400 per night
4.95 out of 5 average rating, 105 reviews
4.95 (105)
Guest favorite
Guest favorite
Villa in Marathon
Luxury Villa-60 ft Pool-Jacuzzi-Endless Amenities-
11 beds
11 beds
Apr 20 – 27
Apr 20 – 27
$978
night
$978 per night
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Guest favorite
Guest favorite
Condo in Key West
Fully renovated 2/2 bath condo w/ shared pool!
3 beds
3 beds
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)
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