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Unavailable
1 Room Left
Charming
DAILY DROP
Island City House Hotel
$118
98%
|
–
Key West
was on HT
$168
Eclectic style covers it all from Caribbean to Victorian, with plenty of space to enjoy it.
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Unavailable
Solid
DEAL
Banana Bay Resort & Marina
$86
90%
|
–
Marathon
was on HT
$143
Rooms’ chilled-out, classically Floribbean ‘tude maxes the vaycay vibes.
Unavailable
Solid
DEAL
Skipjack Resort Suites & Marina
$108
87%
|
–
Florida Keys
was on HT
$144
All-suite escape complete with galley kitchens for whipping up whatever it is you like to whip up on vaycay.
Unavailable
3 Rooms Left
Solid
DEAL
Fisher Inn Resort & Marina
$136
93%
|
–
Florida Keys
was on HT
$148
Got a boat in tow? Fisher Inn is Islamorada’s only hotel with boat parking and a ramp. Brag accordingly.
Unavailable
1 Room Left
Solid
Islander Resort
$162
94%
|
–
islamorada
was on HT
$191
Unbeatable location on the gorgeous beach – fitting that this spot is owned by an artist.
Unavailable
1 Room Left
Basic
Breezy Palms Resort
$94
89%
|
–
Florida Keys
was on HT
$108
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
2 Rooms Left
Basic
DEAL
Ocean Pointe Suites At Key Largo
$139
84%
|
–
Tavernier
was on HT
$161
Each suite has unique decor, ranging from classic to kitsch.
Unavailable
1 Room Left
Charming
DEAL
Island City House Hotel
$152
98%
|
–
Key West
was on HT
$168
Eclectic style covers it all from Caribbean to Victorian, with plenty of space to enjoy it.
Unavailable
2 Rooms Left
Charming
The Garden House - Adults Only
$97
95%
|
–
Florida Keys
was on HT
$159
Quaint and quiet historic ‘hood, but an easy 8-min stroll to the world-famous dining/nightlife action on Duval Street.
Unavailable
Luxe
DEAL
Baker's Cay Resort Key Largo, Curio Collection by Hilton
$288
91%
|
–
Key Largo
was on HT
$319
Two words: private beach. Snorkel, paddleboard, kayak, fish or just kick back and relax.
Unavailable
1 Room Left
Hip
DEAL
Creekside Inn Islamorada
$86
82%
|
–
Tavernier
was on HT
$107
Maxin’ & relaxin’ by the canal (right outside!) is how we love to end our day.
Unavailable
1 Room Left
Luxe
Reefhouse Resort and Marina
$249
89%
|
–
Florida Keys
Primping, preening, and pampering to the max with onsite spa services.
Unavailable
3 Rooms Left
Luxe
Casa Morada
$270
96%
|
–
Islamorada
The hotel has its own private island, complete with a pool, secluded cabana, bar and, of course, stunning views.
Unavailable
1 Room Left
Basic
DEAL
Hadley House
$140
89%
|
–
Florida Keys
was on HT
$157
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
2 Rooms Left
Solid
Islander Bayside Villas & Boatslips
$194
95%
|
–
Islamorada
was on HT
$215
Max the vacay vibes in your very own vintage-cool villa (bedecked with musts like a kitchen, tons of space & tropical ‘tude).
Unavailable
Charming
Winslow's Bungalows - Key West Historic Inns
$189
92%
|
–
Old Town Key West
was on HT
$269
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
Lighthouse Hotel - Key West Historic Inns
$189
93%
|
–
Old Town Key West
was on HT
$279
Prime central spot next to the Lighthouse Museum and across the street from the Ernest Hemingway Home.
Unavailable
Solid
Margaritaville Beach House Key West
$269
90%
|
–
Key West
Yup, all rooms are spacious with Sweet Sleeper beds as deliciously comfortable as they sound.
Unavailable
Basic
Looe Key Resort
$106
50%
|
–
Florida Keys
Non-smoking rooms are a breath of fresh air.
Unavailable
Solid
Holiday Inn Key Largo
$159
88%
|
–
Key Largo
Don't go chasing waterfalls (unless they're in one of the two onsite pools — you should chase those).
Unavailable
1 Room Left
Charming
The Inn on Fleming
$141
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
1 Room Left
Basic
Knight's Key Suites
$98
100%
|
–
Florida Keys
was on HT
$128
Gorgeous little getaway in Marathon with easy access to the bay and the ocean.
Unavailable
Charming
Coco Plum Inn
$179
96%
|
–
Florida Keys
Gorgeous 19th century homes in the heart of Key West, steps from Duval Street.
Unavailable
Solid
Playa Largo Resort & Spa, Autograph Collection
$249
98%
|
–
Key Largo
was on HT
$269
Onsite restaurants & bars galore, plus 24-hour room service at your beck and call.
Unavailable
Basic
DEAL
Fairfield Inn & Suites Homestead Florida City
$99
96%
|
–
Florida City
was on HT
$109
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
$79
83%
|
–
Florida City
was on HT
$98
Shopping, golfing, Everglades alligator spotting, Key Largo beaches – all nearby.
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and tons more!