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Unavailable
1 Room Left
Charming
DAILY DROP
Winslow's Bungalows - Key West Historic Inns
$322
92%
|
–
Old Town Key West
was on HT
$574
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
Solid
DEAL
Banana Bay Resort & Marina
$187
90%
|
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Marathon
was on HT
$207
Rooms’ chilled-out, classically Floribbean ‘tude maxes the vaycay vibes.
Unavailable
1 Room Left
Charming
The Garden House - Adults Only
$218
94%
|
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Florida Keys
was on HT
$369
Quaint and quiet historic ‘hood, but an easy 8-min stroll to the world-famous dining/nightlife action on Duval Street.
Unavailable
Charming
Lighthouse Hotel - Key West Historic Inns
$315
93%
|
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Old Town Key West
was on HT
$509
Prime central spot next to the Lighthouse Museum and across the street from the Ernest Hemingway Home.
Unavailable
1 Room Left
Charming
The Duval House - Adults Only
$299
97%
|
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Florida Keys
was on HT
$499
7 classic Caribbean-style houses behind a li’l front gate, complete with gazebo and 100-year-old Banyan tree, steps from the Duval Street action.
Unavailable
2 Rooms Left
Solid
DEAL
Skipjack Resort Suites & Marina
$266
86%
|
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Florida Keys
was on HT
$320
All-suite escape complete with galley kitchens for whipping up whatever it is you like to whip up on vaycay.
Unavailable
Charming
Fitch Lodge- Key West Historic Inns
$288
88%
|
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Old Town Key West
was on HT
$431
Situated in five conch-style buildings that just scream classic Key West, rooms are comfy and cozy.
Unavailable
Basic
Southwinds Motel
$261
87%
|
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Florida Keys
was on HT
$349
Steps from Duval Street as well as the ocean, it's a perfect little motel in all its aquamarine glory.
Unavailable
2 Rooms Left
Luxe
Casa Morada
$360
96%
|
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Islamorada
was on HT
$600
The hotel has its own private island, complete with a pool, secluded cabana, bar and, of course, stunning views.
Unavailable
Luxe
DEAL
Southernmost Beach Resort
$376
84%
|
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Key West- Upper Duval
was on HT
$509
Minutes from the beach, but why leave when you're right on the beach?
Unavailable
1 Room Left
Basic
Parmer's Resort
$269
–
Summerland Key
was on HT
$424
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
DEAL
Parrot Key Hotel & Villas
$378
94%
|
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Key West
was on HT
$777
5 acres of tropical and sculpture gardens (might wanna LoJack your shades just in case…).
Unavailable
Hip
The Gates Hotel Key West
$240
84%
|
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Key West
was on HT
$304
Partnership with a local distillery starts your stay with a rum cocktail welcome & continues the party at the pool bar.
Unavailable
1 Room Left
Basic
Ocean Pointe Suites At Key Largo
$255
84%
|
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Tavernier
was on HT
$299
Each suite has unique decor, ranging from classic to kitsch.
Unavailable
1 Room Left
Charming
Winslow's Bungalows - Key West Historic Inns
$414
92%
|
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Old Town Key West
was on HT
$574
Smack dab in the middle of historic Old Town, two blocks from Duval Street and half a mile from the beach.
Unavailable
1 Room Left
Luxe
DEAL
Reefhouse Resort and Marina
$342
89%
|
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Florida Keys
was on HT
$509
Primping, preening, and pampering to the max with onsite spa services.
Unavailable
2 Rooms Left
Solid
Margaritaville Beach House Key West
$399
90%
|
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Key West
was on HT
$639
Yup, all rooms are spacious with Sweet Sleeper beds as deliciously comfortable as they sound.
Unavailable
1 Room Left
Hip
DEAL
Creekside Inn Islamorada
$202
81%
|
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Tavernier
was on HT
$247
Maxin’ & relaxin’ by the canal (right outside!) is how we love to end our day.
Unavailable
Luxe
DEAL
Pier House Resort & Spa
$480
90%
|
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Key West
was on HT
$689
Jutting out into the water on a pier (surprise!), it has its very own slice of private beach.
Unavailable
Solid
24 North Hotel
$283
88%
|
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Key West
was on HT
$351
Awesome outdoor pool with plenty of space. Kick back with a drink from the poolside bar.
Unavailable
2 Rooms Left
Basic
Bayside Inn Key Largo
$289
90%
|
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Florida Keys
On a private stretch of sand overlooking the bay, plus a pool with views, swimming lagoon and fishing pier.
Unavailable
1 Room Left
Charming
Coco Plum Inn
$419
97%
|
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Florida Keys
Gorgeous 19th century homes in the heart of Key West, steps from Duval Street.
Unavailable
1 Room Left
Luxe
Santa Maria Suites
$809
97%
|
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Key West
was on HT
$829
Classic Key West digs boasting contemporary-tropical decor in the rooms juxtaposed with the original, historic facade just a block off Duval.
Unavailable
Basic
DEAL
Fairfield Inn & Suites Homestead Florida City
$135
96%
|
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Florida City
was on HT
$179
To-dos include exploring the Everglades National Park, visiting an alligator farm, outlet shopping & more. Where to?
Unavailable
Basic
Quality Inn Florida City - Gateway to the Keys
$139
90%
|
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Florida City
was on HT
$149
You know what’s nice to wake up to? Free breakfast, that’s what.
Unavailable
Basic
Holiday Inn Express Hotel & Suites Florida City
$164
84%
|
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Florida City
was on HT
$193
Shopping, golfing, Everglades alligator spotting, Key Largo beaches – all nearby.
Unavailable
HighRoller
The Marker Key West Highroller
$9,999
–
Florida Keys
Over 1000 sq ft of stylish space to relax in, featuring chic decor, soothing hues and a plush, king-sized bed.
Sold Out
Luxe
Baker's Cay Resort Key Largo, Curio Collection by Hilton
91%
|
–
Key Largo
Two words: private beach. Snorkel, paddleboard, kayak, fish or just kick back and relax.
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