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Unavailable
1 Room Left
Charming
DAILY DROP
Winslow's Bungalows - Key West Historic Inns
$573
$272
92%
|
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Old Town Key West
per night
Includes taxes and fees
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
Skipjack Resort Suites & Marina
$201
$185
86%
|
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Florida Keys
per night
Includes taxes and fees
All-suite escape complete with galley kitchens for whipping up whatever it is you like to whip up on vaycay.
Unavailable
Charming
DEAL
Fitch Lodge- Key West Historic Inns
$373
$222
88%
|
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Old Town Key West
per night
Includes taxes and fees
Situated in five conch-style buildings that just scream classic Key West, rooms are comfy and cozy.
Unavailable
1 Room Left
Charming
DEAL
Winslow's Bungalows - Key West Historic Inns
$555
$323
92%
|
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Old Town Key West
per night
Includes taxes and fees
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
$361
$329
89%
|
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Florida Keys
per night
Includes taxes and fees
Primping, preening, and pampering to the max with onsite spa services.
Unavailable
2 Rooms Left
Solid
DEAL
Islander Resort
$463
$424
95%
|
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islamorada
per night
Includes taxes and fees
Newly reimagined! Amazing 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
$658
$598
91%
|
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Key Largo
per night
Includes taxes and fees
Two words: private beach. Snorkel, paddleboard, kayak, fish or just kick back and relax.
Unavailable
Solid
Banana Bay Resort & Marina
$256
$224
90%
|
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Marathon
per night
Includes taxes and fees
Rooms’ chilled-out, classically Floribbean ‘tude maxes the vaycay vibes.
Unavailable
2 Rooms Left
Basic
Westwinds Inn
$183
86%
|
–
Key West
per night
Includes taxes and fees
The main house is a stately white-pillared affair, with smaller bungalows around the tropical gardens and pools.
Unavailable
1 Room Left
Luxe
DEAL
Casa Morada
$662
$398
96%
|
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Islamorada
per night
Includes taxes and fees
The hotel has its own private island, complete with a pool, secluded cabana, bar and, of course, stunning views.
Unavailable
2 Rooms Left
Basic
Parmer's Resort
$263
$212
–
Summerland Key
per night
Includes taxes and fees
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
3 Rooms Left
Charming
DEAL
Lighthouse Hotel - Key West Historic Inns
$459
$344
93%
|
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Old Town Key West
per night
Includes taxes and fees
Prime central spot next to the Lighthouse Museum and across the street from the Ernest Hemingway Home.
Unavailable
2 Rooms Left
Hip
DEAL
Creekside Inn Islamorada
$217
$197
81%
|
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Tavernier
per night
Includes taxes and fees
Maxin’ & relaxin’ by the canal (right outside!) is how we love to end our day.
Unavailable
2 Rooms Left
Solid
DEAL
Blue Flamingo Hotel
$304
$278
88%
|
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Key West
per night
Includes taxes and fees
Awesome outdoor pool with plenty of space. Kick back with a drink from the poolside bar.
Unavailable
2 Rooms Left
Solid
DEAL
Islander Bayside Villas & Boatslips
$673
$615
96%
|
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Islamorada
per night
Includes taxes and fees
Max the vacay vibes in your very own vintage-cool villa (bedecked with musts like a kitchen, tons of space & tropical ‘tude).
Unavailable
Basic
Fairfield Inn & Suites Homestead Florida City
$118
$107
96%
|
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Florida City
per night
Includes taxes and fees
To-dos include exploring the Everglades National Park, visiting an alligator farm, outlet shopping & more. Where to?
Unavailable
Basic
DEAL
Quality Inn Florida City - Gateway to the Keys
$84
90%
|
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Florida City
per night
Includes taxes and fees
You know what’s nice to wake up to? Free breakfast, that’s what.
Unavailable
Basic
Holiday Inn Express Hotel & Suites Florida City
$112
84%
|
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Florida City
per night
Includes taxes and fees
Shopping, golfing, Everglades alligator spotting, Key Largo beaches – all nearby.
Unavailable
HighRoller
The Marker Key West Highroller
$11,303
–
Florida Keys
per night
Includes taxes and fees
Over 1000 sq ft of stylish space to relax in, featuring chic decor, soothing hues and a plush, king-sized bed.
More amazing deals in:
Miami Beach,
Downtown Miami,
Fort Lauderdale,
Orlando,
New York City,
Naples,
Las Vegas - Strip,
Boston,
New Orleans,
and tons more!