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Basic
Marina Del Mar Resort And Marina
83%
|
–
Key Largo
Large pool, tennis courts and a whirlpool get ya into vacation mode, stat.
Also available in Florida Keys
1 Room Left
Charming
DAILY DROP
Winslow's Bungalows - Key West Historic Inns
$373
$246
92%
|
–
Old Town Key West
per night
Includes all fees
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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2 Rooms Left
Charming
The Duval House - Adults Only
$297
$154
97%
|
–
Florida Keys
per night
Includes all fees
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.
1 Room Left
Luxe
DEAL
Baker's Cay Resort Key Largo, Curio Collection by Hilton
$395
$323
91%
|
–
Key Largo
per night
Includes all fees
Two words: private beach. Snorkel, paddleboard, kayak, fish or just kick back and relax.
Hip
Amara Cay Resort
$301
93%
|
–
Islamorada
per night
Includes all fees
We’ll be in a hammock on the private beach all day (right after we Instagram it).
Solid
DEAL
Faro Blanco Resort & Yacht Club
$242
$210
91%
|
–
Florida Keys
per night
Includes all fees
In the mood for a leisurely lunch? Look no further than the hotel’s own eatery.
1 Room Left
Charming
DEAL
Lighthouse Hotel - Key West Historic Inns
$407
$283
93%
|
–
Old Town Key West
per night
Includes all fees
Prime central spot next to the Lighthouse Museum and across the street from the Ernest Hemingway Home.
2 Rooms Left
Basic
Bayside Inn Key Largo
$157
90%
|
–
Florida Keys
per night
Includes all fees
On a private stretch of sand overlooking the bay, plus a pool with views, swimming lagoon and fishing pier.
Charming
DEAL
Fitch Lodge- Key West Historic Inns
$280
$242
88%
|
–
Old Town Key West
per night
Includes all fees
Situated in five conch-style buildings that just scream classic Key West, rooms are comfy and cozy.
Solid
Margaritaville Beach House Key West
$306
90%
|
–
Key West
per night
Includes all fees
Yup, all rooms are spacious with Sweet Sleeper beds as deliciously comfortable as they sound.
Hip
Blue Flamingo Resort Key West
$237
$172
88%
|
–
Key West
per night
Includes all fees
Awesome outdoor pool with plenty of space. Kick back with a drink from the poolside bar.
3 Rooms Left
Basic
Parmer's Resort
$201
$186
–
Summerland Key
per night
Includes all fees
Inviting residential setting puts you less than a half-hour from Key West and Marathon if you’re up for exploring. (But first, free breakfast!)
Solid
DEAL
Skipjack Resort Suites & Marina
$200
$185
86%
|
–
Florida Keys
per night
Includes all fees
All-suite escape complete with galley kitchens for whipping up whatever it is you like to whip up on vaycay.
Solid
Holiday Inn Key Largo
$236
$202
88%
|
–
Key Largo
per night
Includes all fees
Don't go chasing waterfalls (unless they're in one of the two onsite pools — you should chase those).
2 Rooms Left
Solid
Parrot Key Hotel & Villas
$259
93%
|
–
Key West
per night
Includes all fees
5 acres of tropical and sculpture gardens (might wanna LoJack your shades just in case…).
1 Room Left
Charming
The Gardens Hotel
$383
$255
99%
|
–
Key West
per night
Includes all fees
Former private mansion lets you live like a millionaire without footing the whole bill.
2 Rooms Left
Basic
Ocean Pointe Suites At Key Largo
$232
$186
85%
|
–
Tavernier
per night
Includes all fees
Each suite has unique decor, ranging from classic to kitsch.
1 Room Left
Charming
DEAL
Winslow's Bungalows - Key West Historic Inns
$352
$310
92%
|
–
Old Town Key West
per night
Includes all fees
Smack dab in the middle of historic Old Town, two blocks from Duval Street and half a mile from the beach.
1 Room Left
Basic
DEAL
Southwinds Motel
$290
$265
87%
|
–
Florida Keys
per night
Includes all fees
Steps from Duval Street as well as the ocean, it's a perfect little motel in all its aquamarine glory.
1 Room Left
Luxe
Reefhouse Resort and Marina
$316
89%
|
–
Florida Keys
per night
Includes all fees
Primping, preening, and pampering to the max with onsite spa services.
1 Room Left
Basic
Knight's Key Suites
$158
$118
100%
|
–
Florida Keys
per night
Includes all fees
Gorgeous little getaway in Marathon with easy access to the bay and the ocean.
3 Rooms Left
Luxe
Pier House Resort & Spa
$416
91%
|
–
Key West
per night
Includes all fees
Jutting out into the water on a pier (surprise!), it has its very own slice of private beach.
1 Room Left
Luxe
DEAL
Casa Morada
$644
$535
96%
|
–
Islamorada
per night
Includes all fees
The hotel has its own private island, complete with a pool, secluded cabana, bar and, of course, stunning views.
3 Rooms Left
Luxe
DEAL
Cheeca Lodge & Spa
$1,044
$826
93%
|
–
Islamorada
per night
Includes all fees
Borrowable bikes, sea kayaks & paddleboats make the most of this scenic + explorable locale.
2 Rooms Left
Charming
Coco Plum Inn
$255
97%
|
–
Florida Keys
per night
Includes all fees
Gorgeous 19th century homes in the heart of Key West, steps from Duval Street.
Solid
Even Hotel Sweetwater Doral
$240
$180
–
Florida Keys
per night
Includes all fees
Basic
Best Western Hibiscus Motel
$304
–
Key West
per night
Includes all fees
Courtyard pool confirms you have indeed arrived in Key West, lined with palms and loungers.
Luxe
Santa Maria Suites
$664
97%
|
–
Key West
per night
Includes all fees
Classic Key West digs boasting contemporary-tropical decor in the rooms juxtaposed with the original, historic facade just a block off Duval.
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