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Unavailable
3 Rooms Left
Charming
DAILY DROP
Winslow’s Bungalows
$193
91%
|
–
Old Town Key West
was on HT
$400
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
2 Rooms Left
Solid
DEAL
Banana Bay Resort & Marina
$147
90%
|
–
Marathon
was on HT
$163
Rooms’ chilled-out, classically Floribbean ‘tude maxes the vaycay vibes.
Unavailable
Solid
DEAL
Islander Resort
$259
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
Charming
DEAL
Winslow’s Bungalows
$248
91%
|
–
Old Town Key West
was on HT
$400
Smack dab in the middle of historic Old Town, two blocks from Duval Street and half a mile from the beach.
Unavailable
3 Rooms Left
Basic
DEAL
Hadley House
$137
89%
|
–
Florida Keys
was on HT
$159
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
Luxe
Baker's Cay Resort Key Largo, Curio Collection by Hilton
$320
91%
|
–
Key Largo
was on HT
$520
Two words: private beach. Snorkel, paddleboard, kayak, fish or just kick back and relax.
Unavailable
Solid
Faro Blanco Resort & Yacht Club
$236
91%
|
–
Florida Keys
In the mood for a leisurely lunch? Look no further than the hotel’s own eatery.
Unavailable
1 Room Left
Charming
DEAL
Island City House Hotel
$210
98%
|
–
Key West
was on HT
$234
Eclectic style covers it all from Caribbean to Victorian, with plenty of space to enjoy it.
Unavailable
Luxe
DEAL
Casa Morada
$270
96%
|
–
Islamorada
was on HT
$431
The hotel has its own private island, complete with a pool, secluded cabana, bar and, of course, stunning views.
Unavailable
3 Rooms Left
Basic
DEAL
Creekside Inn Islamorada
$124
82%
|
–
Tavernier
was on HT
$170
Maxin’ & relaxin’ by the canal (right outside!) is how we love to end our day.
Unavailable
Solid
DEAL
Skipjack Resort Suites & Marina
$165
86%
|
–
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
3 Rooms Left
Basic
Fisher Inn Resort & Marina
$165
93%
|
–
Florida Keys
Got a boat in tow? Fisher Inn is Islamorada’s only hotel with boat parking and a ramp. Brag accordingly.
Unavailable
3 Rooms Left
Luxe
DEAL
Reefhouse Resort and Marina
$255
89%
|
–
Florida Keys
was on HT
$329
Primping, preening, and pampering to the max with onsite spa services.
Unavailable
1 Room Left
Charming
The Mermaid & The Alligator - Adults Only
$270
99%
|
–
Key West
was on HT
$400
Oozing with captivating character, from lush gardens to the uniquely decorated guestrooms.
Unavailable
Solid
DEAL
Parrot Key Hotel & Villas
$275
93%
|
–
Key West
was on HT
$350
5 acres of tropical and sculpture gardens (might wanna LoJack your shades just in case…).
Unavailable
3 Rooms Left
Solid
DEAL
Margaritaville Beach House Key West
$324
90%
|
–
Key West
was on HT
$449
Yup, all rooms are spacious with Sweet Sleeper beds as deliciously comfortable as they sound.
Unavailable
2 Rooms Left
Charming
Fitch Lodge
$225
88%
|
–
Old Town Key West
was on HT
$360
Situated in five conch-style buildings that just scream classic Key West, rooms are comfy and cozy.
Unavailable
Solid
Holiday Inn Key Largo
$174
88%
|
–
Key Largo
was on HT
$220
Don't go chasing waterfalls (unless they're in one of the two onsite pools — you should chase those).
Unavailable
3 Rooms Left
Solid
Islander Bayside Villas & Boatslips
$324
95%
|
–
Islamorada
was on HT
$388
Max the vacay vibes in your very own vintage-cool villa (bedecked with musts like a kitchen, tons of space & tropical ‘tude).
Unavailable
Charming
DEAL
Lighthouse Hotel - Key West Historic Inns
$351
94%
|
–
Old Town Key West
was on HT
$450
Prime central spot next to the Lighthouse Museum and across the street from the Ernest Hemingway Home.
Unavailable
Basic
DEAL
Ocean Pointe Suites At Key Largo
$189
84%
|
–
Tavernier
was on HT
$220
Each suite has unique decor, ranging from classic to kitsch.
Unavailable
Solid
Dove Creek Trademark Coll
$154
100%
|
–
Florida Keys
Non-smoking rooms are a breath of fresh air.
Unavailable
2 Rooms Left
Charming
The Inn on Fleming
$234
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
Looe Key Resort
$272
50%
|
–
Florida Keys
Non-smoking rooms are a breath of fresh air.
Unavailable
Solid
Playa Largo Resort & Spa, Autograph Collection
$479
98%
|
–
Key Largo
was on HT
$579
Onsite restaurants & bars galore, plus 24-hour room service at your beck and call.
Unavailable
Basic
DEAL
Fairfield Inn & Suites Homestead Florida City
$108
96%
|
–
Florida City
was on HT
$119
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
$116
83%
|
–
Florida City
was on HT
$132
Shopping, golfing, Everglades alligator spotting, Key Largo beaches – all nearby.
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