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1 Room Left
Charming
DAILY DROP
Winslow's Bungalows - Key West Historic Inns
$406
$211
92%
|
–
Old Town Key West
per night
Includes 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
Solid
DEAL
Islander Resort
$295
$273
95%
|
–
islamorada
per night
Includes fees
Newly reimagined! Amazing location on the gorgeous beach – fitting that this spot is owned by an artist.
Solid
DEAL
Skipjack Resort Suites & Marina
$183
$168
86%
|
–
Florida Keys
per night
Includes fees
All-suite escape complete with galley kitchens for whipping up whatever it is you like to whip up on vaycay.
1 Room Left
Hip
DEAL
Creekside Inn
$218
$104
81%
|
–
Tavernier
per night
Includes fees
Maxin’ & relaxin’ by the canal (right outside!) is how we love to end our day.
Charming
DEAL
Lighthouse Hotel - Key West Historic Inns
$318
$239
93%
|
–
Old Town Key West
per night
Includes fees
Prime central spot next to the Lighthouse Museum and across the street from the Ernest Hemingway Home.
1 Room Left
Charming
Fitch Lodge- Key West Historic Inns
$247
$203
88%
|
–
Old Town Key West
per night
Includes fees
Situated in five conch-style buildings that just scream classic Key West, rooms are comfy and cozy.
2 Rooms Left
Basic
Ocean Pointe Suites At Key Largo
$222
$168
85%
|
–
Tavernier
per night
Includes fees
Each suite has unique decor, ranging from classic to kitsch.
1 Room Left
Luxe
Reefhouse Resort and Marina
$264
89%
|
–
Florida Keys
per night
Includes fees
Primping, preening, and pampering to the max with onsite spa services.
Solid
DEAL
Banana Bay Resort & Marina
$185
$173
90%
|
–
Marathon
per night
Includes fees
Rooms’ chilled-out, classically Floribbean ‘tude maxes the vaycay vibes.
1 Room Left
Charming
Winslow's Bungalows - Key West Historic Inns
$385
$265
92%
|
–
Old Town Key West
per night
Includes fees
Smack dab in the middle of historic Old Town, two blocks from Duval Street and half a mile from the beach.
Solid
Blue Flamingo Resort Key West
$181
$151
88%
|
–
Key West
per night
Includes fees
Awesome outdoor pool with plenty of space. Kick back with a drink from the poolside bar.
3 Rooms Left
Luxe
DEAL
Cheeca Lodge & Spa
$490
$356
93%
|
–
Islamorada
per night
Includes fees
Borrowable bikes, sea kayaks & paddleboats make the most of this scenic + explorable locale.
2 Rooms Left
Charming
The Gardens Hotel
$447
$255
99%
|
–
Key West
per night
Includes fees
Former private mansion lets you live like a millionaire without footing the whole bill.
1 Room Left
Charming
The Mermaid & The Alligator - Adults Only
$225
99%
|
–
Key West
per night
Includes fees
Oozing with captivating character, from lush gardens to the uniquely decorated guestrooms.
1 Room Left
Charming
The Duval House - Adults Only
$266
$215
97%
|
–
Florida Keys
per night
Includes 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.
Solid
DEAL
Margaritaville Beach House Key West
$306
89%
|
–
Key West
per night
Includes fees
Yup, all rooms are spacious with Sweet Sleeper beds as deliciously comfortable as they sound.
Solid
Holiday Inn Key Largo
$196
88%
|
–
Key Largo
per night
Includes taxes and fees
Don't go chasing waterfalls (unless they're in one of the two onsite pools — you should chase those).
2 Rooms Left
Solid
DEAL
Bayside Villas by Islander Resort
$359
$330
95%
|
–
Islamorada
per night
Includes fees
Max the vacay vibes in your very own vintage-cool villa (bedecked with musts like a kitchen, tons of space & tropical ‘tude).
Basic
DEAL
Southwinds Motel
$243
$194
87%
|
–
Florida Keys
per night
Includes fees
Steps from Duval Street as well as the ocean, it's a perfect little motel in all its aquamarine glory.
1 Room Left
Basic
Parmer's Resort
$231
–
Summerland Key
per night
Includes 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!)
Luxe
DEAL
Pier House Resort & Spa
$407
91%
|
–
Key West
per night
Includes 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
$524
$482
96%
|
–
Islamorada
per night
Includes fees
The hotel has its own private island, complete with a pool, secluded cabana, bar and, of course, stunning views.
Solid
Parrot Key Hotel & Villas
$301
$277
93%
|
–
Key West
per night
Includes fees
5 acres of tropical and sculpture gardens (might wanna LoJack your shades just in case…).
2 Rooms Left
Basic
Knight's Key Suites
$150
$122
100%
|
–
Florida Keys
per night
Includes fees
Gorgeous little getaway in Marathon with easy access to the bay and the ocean.
1 Room Left
Luxe
Santa Maria Suites
$567
$413
97%
|
–
Key West
per night
Includes fees
Classic Key West digs boasting contemporary-tropical decor in the rooms juxtaposed with the original, historic facade just a block off Duval.
Solid
Even Hotel Sweetwater Doral
$167
$124
–
Florida Keys
per night
Includes taxes and fees
Solid
Voco Sarasota
$226
$198
–
Florida Keys
per night
Includes taxes and fees
Whatever time you stumble in, the 24-hour front desk serves up service with a smile.
Basic
Quality Inn Florida City - Gateway to the Keys
$78
90%
|
–
Florida City
per night
Includes fees
You know what’s nice to wake up to? Free breakfast, that’s what.
Basic
Holiday Inn Express Hotel & Suites Florida City
$118
$107
84%
|
–
Florida City
per night
Includes taxes and fees
Shopping, golfing, Everglades alligator spotting, Key Largo beaches – all nearby.
Solid
Residence Inn Coconut Creek
$146
–
Florida City
per night
Includes fees
Unwind with a dip in the relaxing outdoor pool after the day's adventures.
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