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Unavailable
Solid
DEAL
Banana Bay Resort & Marina
$131
90%
|
–
Marathon
was on HT
$176
Rooms’ chilled-out, classically Floribbean ‘tude maxes the vaycay vibes.
Unavailable
1 Room Left
Charming
The Garden House - Adults Only
$129
96%
|
–
Florida Keys
was on HT
$239
Quaint and quiet historic ‘hood, but an easy 8-min stroll to the world-famous dining/nightlife action on Duval Street.
Unavailable
1 Room Left
Charming
The Duval House - Adults Only
$139
97%
|
–
Florida Keys
was on HT
$235
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
Solid
DEAL
Margaritaville Beach House Key West
$230
90%
|
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Key West
was on HT
$255
Yup, all rooms are spacious with Sweet Sleeper beds as deliciously comfortable as they sound.
Unavailable
Luxe
DEAL
Reefhouse Resort and Marina
$221
89%
|
–
Florida Keys
was on HT
$279
Primping, preening, and pampering to the max with onsite spa services.
Unavailable
2 Rooms Left
Basic
DEAL
Breezy Palms Resort
$103
86%
|
–
Florida Keys
was on HT
$142
It’s not often you find a resort that exceeds your expectations, Breezy Palms Resort takes everything you’ve ever wanted in a seaside vacation and places it in one scenic, majestic location.
Unavailable
Basic
La Siesta Resort & Villas
$179
92%
|
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Islamorada
Nicknamed the intriguing (though redundant) ‘hidden hideaway of the Florida Keys,’ this place is on 6 blissful acres of private sugar sand beach.
Unavailable
Luxe
DEAL
Baker's Cay Resort Key Largo, Curio Collection by Hilton
$388
92%
|
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Key Largo
was on HT
$542
Two words: private beach. Snorkel, paddleboard, kayak, fish or just kick back and relax.
Unavailable
Solid
DEAL
Skipjack Resort Suites & Marina
$153
88%
|
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Florida Keys
was on HT
$190
All-suite escape complete with galley kitchens for whipping up whatever it is you like to whip up on vaycay.
Unavailable
1 Room Left
Charming
Kimpton Lighthouse Hotel
$314
93%
|
–
Old Town Key West
was on HT
$395
Prime central spot next to the Lighthouse Museum and across the street from the Ernest Hemingway Home.
Unavailable
Basic
DEAL
Creekside Inn Islamorada
$113
82%
|
–
Tavernier
was on HT
$143
Maxin’ & relaxin’ by the canal (right outside!) is how we love to end our day.
Unavailable
2 Rooms Left
Luxe
DEAL
Ocean Key Resort & Spa
$414
93%
|
–
Key West
was on HT
$459
Ace location sandwiches you between the Gulf and the buzz of Duval St. (So many umbrella drinks are just a stroll away.)
Unavailable
Solid
Holiday Inn Key Largo
$199
88%
|
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Key Largo
was on HT
$229
Don't go chasing waterfalls (unless they're in one of the two onsite pools — you should chase those).
Unavailable
1 Room Left
Charming
Island City House Hotel
$299
98%
|
–
Key West
Eclectic style covers it all from Caribbean to Victorian, with plenty of space to enjoy it.
Unavailable
1 Room Left
Charming
Kimpton Ella’s Cottages
$324
92%
|
–
Old Town Key West
was on HT
$419
Close proximity to sweet sites like Ernest Hemingway's home, as well as Jimmy Buffet's (Margaritaville).
Unavailable
1 Room Left
Charming
DEAL
The Gardens Hotel
$436
99%
|
–
Key West
Former private mansion lets you live like a millionaire without footing the whole bill.
Unavailable
1 Room Left
Charming
Kimpton Ridley House - Adults Only
$360
93%
|
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Old Town Key West
was on HT
$529
One block from Duval Street, walking (or stumbling) distance to plenty of restaurants and nightlife.
Unavailable
1 Room Left
Charming
Kimpton Winslow’s Bungalows
$349
91%
|
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Old Town Key West
was on HT
$432
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
Charming
Kimpton Fitch Lodge
$265
88%
|
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Old Town Key West
was on HT
$279
Situated in five conch-style buildings that just scream classic Key West, rooms are comfy and cozy.
Unavailable
1 Room Left
Charming
The Inn on Fleming
$259
96%
|
–
Florida Keys
Serene, lush green setting on a quiet street strollable to the action on Duval, and 2 blocks from the big sunset viewing spot.
Unavailable
Basic
DEAL
Looe Key Resort
$180
33%
|
–
Florida Keys
Non-smoking rooms are a breath of fresh air.
Unavailable
1 Room Left
Charming
Key West Bed and Breakfast
$315
100%
|
–
Florida Keys
Adults only- Built in 1898 by Bahamian shipbuilders & decked out with cheerfully tropical tones, local artwork and all the mod cons you’ll need.
Unavailable
Solid
Dove Creek Resort & Marina, Trademark Collection by Wyndham
$144
100%
|
–
Florida Keys
Non-smoking rooms are a breath of fresh air.
Unavailable
Basic
Holiday Inn Express Hotel & Suites Florida City
$99
83%
|
–
Florida City
Shopping, golfing, Everglades alligator spotting, Key Largo beaches – all nearby.
Sold Out
Basic
Fairfield Inn & Suites Homestead Florida City
96%
|
–
Florida City
More amazing deals in:
Miami Beach,
Downtown Miami,
Fort Lauderdale,
Orlando,
New York City,
Naples,
Las Vegas - Strip,
Boston,
New Orleans,
and tons more!