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1 Room
1 Room Left
Charming
DAILY DROP
Winslow's Bungalows - Key West Historic Inns
$428
$281
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
Solid
DEAL
Islander Resort
$330
$279
95%
|
–
islamorada
per night
Includes all fees
Newly reimagined! Amazing location on the gorgeous beach – fitting that this spot is owned by an artist.
Hip
Amara Cay Resort
$270
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
$246
$203
91%
|
–
Florida Keys
per night
Includes all fees
In the mood for a leisurely lunch? Look no further than the hotel’s own eatery.
Charming
DEAL
Lighthouse Hotel - Key West Historic Inns
$428
$264
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.
Luxe
DEAL
Baker's Cay Resort Key Largo, Curio Collection by Hilton
$477
$389
91%
|
–
Key Largo
per night
Includes all fees
Two words: private beach. Snorkel, paddleboard, kayak, fish or just kick back and relax.
3 Rooms Left
Luxe
DEAL
Cheeca Lodge & Spa
$844
$325
93%
|
–
Islamorada
per night
Includes all fees
Borrowable bikes, sea kayaks & paddleboats make the most of this scenic + explorable locale.
1 Room Left
Charming
Fitch Lodge- Key West Historic Inns
$266
$251
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
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.
Basic
Ocean Pointe Suites At Key Largo
$190
$171
85%
|
–
Tavernier
per night
Includes all fees
Each suite has unique decor, ranging from classic to kitsch.
Solid
Margaritaville Beach House Key West
$296
90%
|
–
Key West
per night
Includes all fees
Yup, all rooms are spacious with Sweet Sleeper beds as deliciously comfortable as they sound.
2 Rooms Left
Solid
DEAL
Parrot Key Hotel & Villas
$344
$270
93%
|
–
Key West
per night
Includes all fees
5 acres of tropical and sculpture gardens (might wanna LoJack your shades just in case…).
Solid
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort
$434
91%
|
–
Islamorada
per night
Includes all fees
Relaxingly retro for a good ol' beachy days vibe.
Solid
Holiday Inn Key Largo
$258
$213
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
Basic
Knight's Key Suites
$172
$130
100%
|
–
Florida Keys
per night
Includes all fees
Gorgeous little getaway in Marathon with easy access to the bay and the ocean.
1 Room Left
Luxe
Reefhouse Resort and Marina
$346
$336
89%
|
–
Florida Keys
per night
Includes all fees
Primping, preening, and pampering to the max with onsite spa services.
1 Room Left
Basic
Parmer's Resort
$600
$247
–
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!)
2 Rooms Left
Solid
DEAL
Bayside Villas by Islander Resort
$338
$312
95%
|
–
Islamorada
per night
Includes all fees
Max the vacay vibes in your very own vintage-cool villa (bedecked with musts like a kitchen, tons of space & tropical ‘tude).
1 Room Left
Charming
DEAL
Winslow's Bungalows - Key West Historic Inns
$403
$357
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.
2 Rooms Left
Basic
DEAL
Southwinds Motel
$290
$256
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
DEAL
Casa Morada
$661
$498
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.
Hip
Blue Flamingo Resort Key West
$254
88%
|
–
Key West
per night
Includes all fees
Awesome outdoor pool with plenty of space. Kick back with a drink from the poolside bar.
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.
Solid
Even Hotel Sweetwater Doral
$259
–
Florida Keys
per night
Includes all fees
1 Room Left
Luxe
Santa Maria Suites
$803
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.
Basic
Super 8 by Wyndham Florida City/Gateway to Keys/Everglades
$84
$65
85%
|
–
Florida City
per night
Includes all fees
Breakfast is comped. Good morning!
Luxe
DEAL
Amrit Ocean Resort & Residences
$736
$625
–
Florida City
per night
Includes all fees
Get the night (or afternoon) started without leaving the onsite bar.
Basic
Holiday Inn Express Hotel & Suites Florida City
$168
$146
84%
|
–
Florida City
per night
Includes all fees
Shopping, golfing, Everglades alligator spotting, Key Largo beaches – all nearby.
Basic
Travelodge by Wyndham Florida City/Homestead/Everglades
$98
95%
|
–
Florida City
per night
Includes all fees
Practice your best Phelps impression at the pool.
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Boston,
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