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Unavailable
2 Rooms Left
Charming
DAILY DROP
Ridley House - Key West Historic Inns
$266
94%
|
–
Old Town Key West
was on HT
$397
One block from Duval Street, walking (or stumbling) distance to plenty of restaurants and nightlife.
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Unavailable
1 Room Left
Charming
DEAL
The Duval House - Adults Only
$185
97%
|
–
Florida Keys
was on HT
$299
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
2 Rooms Left
Basic
Fisher Inn Resort & Marina
$130
92%
|
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Florida Keys
was on HT
$151
Got a boat in tow? Fisher Inn is Islamorada’s only hotel with boat parking and a ramp. Brag accordingly.
Unavailable
Hip
DEAL
Amara Cay Resort
$258
93%
|
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Islamorada
We’ll be in a hammock on the private beach all day (right after we Instagram it).
Unavailable
3 Rooms Left
Basic
Hadley House
$123
89%
|
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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
Solid
DEAL
Skipjack Resort Suites & Marina
$165
87%
|
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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
Solid
DEAL
Islander Resort
$291
94%
|
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islamorada
was on HT
$359
Unbeatable location on the gorgeous beach – fitting that this spot is owned by an artist.
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
Luxe
Baker's Cay Resort Key Largo, Curio Collection by Hilton
$320
91%
|
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Key Largo
was on HT
$524
Two words: private beach. Snorkel, paddleboard, kayak, fish or just kick back and relax.
Unavailable
1 Room Left
Charming
Island City House Hotel
$228
98%
|
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Key West
Eclectic style covers it all from Caribbean to Victorian, with plenty of space to enjoy it.
Unavailable
Basic
La Siesta Resort & Villas
$259
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
Reefhouse Resort and Marina
$255
89%
|
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Florida Keys
was on HT
$329
Primping, preening, and pampering to the max with onsite spa services.
Unavailable
3 Rooms Left
Solid
DEAL
Banana Bay Resort & Marina
$166
90%
|
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Marathon
was on HT
$184
Rooms’ chilled-out, classically Floribbean ‘tude maxes the vaycay vibes.
Unavailable
1 Room Left
Charming
The Garden House - Adults Only
$199
95%
|
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Florida Keys
was on HT
$279
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
Luxe
DEAL
Casa Morada
$278
96%
|
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Islamorada
was on HT
$308
The hotel has its own private island, complete with a pool, secluded cabana, bar and, of course, stunning views.
Unavailable
Charming
DEAL
Fitch Lodge
$202
88%
|
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Old Town Key West
was on HT
$306
Situated in five conch-style buildings that just scream classic Key West, rooms are comfy and cozy.
Unavailable
3 Rooms Left
Basic
DEAL
Creekside Inn Islamorada
$137
82%
|
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Tavernier
was on HT
$169
Maxin’ & relaxin’ by the canal (right outside!) is how we love to end our day.
Unavailable
Charming
DEAL
Lighthouse Hotel - Key West Historic Inns
$315
93%
|
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Old Town Key West
was on HT
$500
Prime central spot next to the Lighthouse Museum and across the street from the Ernest Hemingway Home.
Unavailable
Solid
Holiday Inn Key Largo
$174
88%
|
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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
1 Room Left
Charming
Winslow’s Bungalows
$315
91%
|
–
Old Town Key West
was on HT
$396
Smack dab in the middle of historic Old Town, two blocks from Duval Street and half a mile from the beach.
Unavailable
2 Rooms Left
Charming
DEAL
Ridley House - Key West Historic Inns
$342
94%
|
–
Old Town Key West
was on HT
$397
One block from Duval Street, walking (or stumbling) distance to plenty of restaurants and nightlife.
Unavailable
Basic
DEAL
Ocean Pointe Suites At Key Largo
$189
84%
|
–
Tavernier
was on HT
$208
Each suite has unique decor, ranging from classic to kitsch.
Unavailable
1 Room Left
Charming
DEAL
Ella’s Cottages
$356
92%
|
–
Old Town Key West
was on HT
$610
Close proximity to sweet sites like Ernest Hemingway's home, as well as Jimmy Buffet's (Margaritaville).
Unavailable
2 Rooms Left
Charming
The Inn on Fleming
$213
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
Solid
Dove Creek Trademark Coll
$143
100%
|
–
Florida Keys
was on HT
$202
Non-smoking rooms are a breath of fresh air.
Unavailable
1 Room Left
Basic
Knight's Key Suites
$179
100%
|
–
Florida Keys
Gorgeous little getaway in Marathon with easy access to the bay and the ocean.
Unavailable
Charming
The Guesthouses at Southernmost Beach Resort - Adults only
$299
90%
|
–
Florida Keys
The outdoor pool takes vacay vibes to new heights.
Unavailable
Basic
Looe Key Resort
$237
50%
|
–
Florida Keys
Non-smoking rooms are a breath of fresh air.
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
$114
83%
|
–
Florida City
was on HT
$124
Shopping, golfing, Everglades alligator spotting, Key Largo beaches – all nearby.
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