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Unavailable
Charming
DAILY DROP
Fitch Lodge- Key West Historic Inns
$164
88%
|
–
Old Town Key West
was on HT
$270
Situated in five conch-style buildings that just scream classic Key West, rooms are comfy and cozy.
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Unavailable
Solid
DEAL
Faro Blanco Resort & Yacht Club
$136
91%
|
–
Florida Keys
was on HT
$236
In the mood for a leisurely lunch? Look no further than the hotel’s own eatery.
Unavailable
Solid
DEAL
Banana Bay Resort & Marina
$135
90%
|
–
Marathon
was on HT
$237
Rooms’ chilled-out, classically Floribbean ‘tude maxes the vaycay vibes.
Unavailable
Solid
DEAL
Islander Resort
$240
94%
|
–
islamorada
was on HT
$287
Unbeatable location on the gorgeous beach – fitting that this spot is owned by an artist.
Unavailable
3 Rooms Left
Basic
DEAL
Fisher Inn Resort & Marina
$149
93%
|
–
Florida Keys
was on HT
$166
Got a boat in tow? Fisher Inn is Islamorada’s only hotel with boat parking and a ramp. Brag accordingly.
Unavailable
Solid
DEAL
Parrot Key Hotel & Villas
$194
93%
|
–
Key West
was on HT
$350
5 acres of tropical and sculpture gardens (might wanna LoJack your shades just in case…).
Unavailable
2 Rooms Left
Luxe
DEAL
Casa Morada
$249
96%
|
–
Islamorada
was on HT
$311
The hotel has its own private island, complete with a pool, secluded cabana, bar and, of course, stunning views.
Unavailable
2 Rooms Left
Basic
Hadley House
$145
89%
|
–
Florida Keys
Indoor/outdoor lobby lounge, plus an outdoor oceanfront(!) tiki bar. Get out of your beverage rut and order something bright blue or umbrella’d.
Unavailable
Charming
DEAL
Winslow's Bungalows - Key West Historic Inns
$225
91%
|
–
Old Town Key West
was on HT
$342
Smack dab in the middle of historic Old Town, two blocks from Duval Street and half a mile from the beach.
Unavailable
Luxe
Baker's Cay Resort Key Largo, Curio Collection by Hilton
$320
91%
|
–
Key Largo
was on HT
$420
Two words: private beach. Snorkel, paddleboard, kayak, fish or just kick back and relax.
Unavailable
2 Rooms Left
Basic
La Siesta Resort & Villas
$266
92%
|
–
Islamorada
was on HT
$280
Nicknamed the intriguing (though redundant) ‘hidden hideaway of the Florida Keys,’ this place is on 6 blissful acres of private sugar sand beach.
Unavailable
Solid
DEAL
Skipjack Resort Suites & Marina
$165
87%
|
–
Florida Keys
was on HT
$184
All-suite escape complete with galley kitchens for whipping up whatever it is you like to whip up on vaycay.
Unavailable
1 Room Left
Hip
Amara Cay Resort
$299
93%
|
–
Islamorada
We’ll be in a hammock on the private beach all day (right after we Instagram it).
Unavailable
3 Rooms Left
Basic
DEAL
Creekside Inn Islamorada
$124
82%
|
–
Tavernier
was on HT
$169
Maxin’ & relaxin’ by the canal (right outside!) is how we love to end our day.
Unavailable
1 Room Left
Basic
Knight's Key Suites
$118
100%
|
–
Florida Keys
was on HT
$158
Gorgeous little getaway in Marathon with easy access to the bay and the ocean.
Unavailable
1 Room Left
Basic
Breezy Palms Resort
$158
88%
|
–
Florida Keys
was on HT
$173
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
Charming
Lighthouse Hotel - Key West Historic Inns
$264
93%
|
–
Old Town Key West
was on HT
$342
Prime central spot next to the Lighthouse Museum and across the street from the Ernest Hemingway Home.
Unavailable
1 Room Left
Solid
DEAL
Margaritaville Beach House Key West
$306
90%
|
–
Key West
was on HT
$339
Yup, all rooms are spacious with Sweet Sleeper beds as deliciously comfortable as they sound.
Unavailable
Charming
DEAL
Fitch Lodge- Key West Historic Inns
$211
88%
|
–
Old Town Key West
was on HT
$270
Situated in five conch-style buildings that just scream classic Key West, rooms are comfy and cozy.
Unavailable
3 Rooms Left
Luxe
DEAL
Reefhouse Resort and Marina
$272
89%
|
–
Florida Keys
was on HT
$339
Primping, preening, and pampering to the max with onsite spa services.
Unavailable
Solid
Holiday Inn Key Largo
$174
88%
|
–
Key Largo
was on HT
$209
Don't go chasing waterfalls (unless they're in one of the two onsite pools — you should chase those).
Unavailable
2 Rooms Left
Basic
Ocean Pointe Suites At Key Largo
$183
84%
|
–
Tavernier
was on HT
$223
Each suite has unique decor, ranging from classic to kitsch.
Unavailable
Basic
DEAL
Fairfield Inn & Suites Homestead Florida City
$108
96%
|
–
Florida City
was on HT
$129
To-dos include exploring the Everglades National Park, visiting an alligator farm, outlet shopping & more. Where to?
More amazing deals in:
Miami Beach,
Downtown Miami,
Fort Lauderdale,
Orlando,
New York City,
Naples,
Las Vegas - Strip,
Boston,
New Orleans,
and tons more!