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3 Rooms Left
Charming
DAILY DROP
Winslow's Bungalows - Key West Historic Inns
$198
92%
|
–
Old Town Key West
was on HT
$599
Smack dab in the middle of historic Old Town, two blocks from Duval Street and half a mile from the beach.
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Unavailable
3 Rooms Left
Charming
DEAL
Winslow's Bungalows - Key West Historic Inns
$226
92%
|
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Old Town Key West
was on HT
$599
Smack dab in the middle of historic Old Town, two blocks from Duval Street and half a mile from the beach.
Unavailable
Charming
DEAL
Lighthouse Hotel - Key West Historic Inns
$219
93%
|
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Old Town Key West
was on HT
$599
Prime central spot next to the Lighthouse Museum and across the street from the Ernest Hemingway Home.
Unavailable
2 Rooms Left
Solid
DEAL
Islander Resort
$259
94%
|
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islamorada
was on HT
$359
Unbeatable location on the gorgeous beach – fitting that this spot is owned by an artist.
Unavailable
Luxe
DEAL
Baker's Cay Resort Key Largo, Curio Collection by Hilton
$357
91%
|
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Key Largo
was on HT
$396
Two words: private beach. Snorkel, paddleboard, kayak, fish or just kick back and relax.
Unavailable
1 Room Left
Luxe
Reefhouse Resort and Marina
$299
89%
|
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Florida Keys
was on HT
$309
Primping, preening, and pampering to the max with onsite spa services.
Unavailable
Charming
Fitch Lodge- Key West Historic Inns
$239
88%
|
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Old Town Key West
was on HT
$465
Situated in five conch-style buildings that just scream classic Key West, rooms are comfy and cozy.
Unavailable
2 Rooms Left
Basic
Ocean Pointe Suites At Key Largo
$159
84%
|
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Tavernier
was on HT
$189
Each suite has unique decor, ranging from classic to kitsch.
Unavailable
Solid
DEAL
24 North Hotel
$144
88%
|
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Key West
was on HT
$288
Awesome outdoor pool with plenty of space. Kick back with a drink from the poolside bar.
Unavailable
3 Rooms Left
Luxe
Cheeca Lodge & Spa
$322
94%
|
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Islamorada
was on HT
$539
Borrowable bikes, sea kayaks & paddleboats make the most of this scenic + explorable locale.
Unavailable
2 Rooms Left
Solid
Margaritaville Beach House Key West
$299
89%
|
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Key West
was on HT
$437
Yup, all rooms are spacious with Sweet Sleeper beds as deliciously comfortable as they sound.
Unavailable
Solid
DEAL
Parrot Key Hotel & Villas
$291
93%
|
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Key West
was on HT
$359
5 acres of tropical and sculpture gardens (might wanna LoJack your shades just in case…).
Unavailable
Hip
Amara Cay Resort
$279
93%
|
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Islamorada
was on HT
$306
We’ll be in a hammock on the private beach all day (right after we Instagram it).
Unavailable
3 Rooms Left
Luxe
H2O Suites
$479
97%
|
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Florida Keys
was on HT
$499
Stunning modern décor throughout. Living room rocks a sofa and wet bar for an awesome getaway.
Unavailable
Basic
Southwinds Motel
$279
87%
|
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Florida Keys
was on HT
$369
Steps from Duval Street as well as the ocean, it's a perfect little motel in all its aquamarine glory.
Unavailable
Solid
Voco Sarasota
$224
–
Florida Keys
was on HT
$303
Whatever time you stumble in, the 24-hour front desk serves up service with a smile.
Unavailable
1 Room Left
Basic
Parmer's Resort
$419
–
Summerland Key
was on HT
$9,999
Inviting residential setting puts you less than a half-hour from Key West and Marathon if you’re up for exploring. (But first, free breakfast!)
Unavailable
Solid
Playa Largo Resort & Spa, Autograph Collection
$449
98%
|
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Key Largo
Onsite restaurants & bars galore, plus 24-hour room service at your beck and call.
Unavailable
Luxe
Santa Maria Suites
$649
97%
|
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Key West
Classic Key West digs boasting contemporary-tropical decor in the rooms juxtaposed with the original, historic facade just a block off Duval.
Unavailable
Basic
Looe Key Resort
$303
60%
|
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Florida Keys
Non-smoking rooms are a breath of fresh air.
Unavailable
Basic
DEAL
Fairfield Inn & Suites Homestead Florida City
$135
96%
|
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Florida City
was on HT
$161
To-dos include exploring the Everglades National Park, visiting an alligator farm, outlet shopping & more. Where to?
Unavailable
Basic
Holiday Inn Express Hotel & Suites Florida City
$129
83%
|
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Florida City
was on HT
$167
Shopping, golfing, Everglades alligator spotting, Key Largo beaches – all nearby.
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