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2 Rooms Left
Charming
DAILY DROP
Winslow's Bungalows - Key West Historic Inns
$583
$424
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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1 Room Left
Charming
The Garden House - Adults Only
$292
$138
95%
|
–
Florida Keys
per night
Includes fees
Quaint and quiet historic ‘hood, but an easy 8-min stroll to the world-famous dining/nightlife action on Duval Street.
Solid
Faro Blanco Resort & Yacht Club
$183
91%
|
–
Florida Keys
per night
Includes fees
In the mood for a leisurely lunch? Look no further than the hotel’s own eatery.
2 Rooms Left
Solid
DEAL
Islander Resort
$349
$322
95%
|
–
islamorada
per night
Includes fees
Newly reimagined! Amazing location on the gorgeous beach – fitting that this spot is owned by an artist.
3 Rooms Left
Solid
DEAL
Skipjack Resort Suites & Marina
$209
$192
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.
3 Rooms Left
Solid
Margaritaville Beach House Key West
$378
$306
90%
|
–
Key West
per night
Includes fees
Yup, all rooms are spacious with Sweet Sleeper beds as deliciously comfortable as they sound.
1 Room Left
Charming
The Duval House - Adults Only
$297
$225
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.
2 Rooms Left
Basic
Bayside Inn Key Largo
$269
$176
90%
|
–
Florida Keys
per night
Includes fees
On a private stretch of sand overlooking the bay, plus a pool with views, swimming lagoon and fishing pier.
Basic
DEAL
Southwinds Motel
$290
$218
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.
2 Rooms Left
Charming
DEAL
Lighthouse Hotel - Key West Historic Inns
$408
$349
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
Hip
DEAL
Creekside Inn
$219
$179
81%
|
–
Tavernier
per night
Includes fees
Maxin’ & relaxin’ by the canal (right outside!) is how we love to end our day.
1 Room Left
Solid
DEAL
Bayside Villas by Islander Resort
$338
$312
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).
2 Rooms Left
Basic
Parmer's Resort
$288
$201
–
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
Reefhouse Resort and Marina
$397
$356
89%
|
–
Florida Keys
per night
Includes fees
Primping, preening, and pampering to the max with onsite spa services.
2 Rooms Left
Basic
Ocean Pointe Suites At Key Largo
$191
85%
|
–
Tavernier
per night
Includes fees
Each suite has unique decor, ranging from classic to kitsch.
1 Room Left
Solid
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort
$598
91%
|
–
Islamorada
per night
Includes fees
Relaxingly retro for a good ol' beachy days vibe.
1 Room Left
Hip
Amara Cay Resort
$547
$526
93%
|
–
Islamorada
per night
Includes fees
We’ll be in a hammock on the private beach all day (right after we Instagram it).
2 Rooms Left
Luxe
Pier House Resort & Spa
$488
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.
Solid
Holiday Inn Key Largo
$303
$281
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
Charming
Winslow's Bungalows - Key West Historic Inns
$548
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.
1 Room Left
Luxe
DEAL
Casa Morada
$934
$726
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.
2 Rooms Left
Solid
Parrot Key Hotel & Villas
$506
$424
93%
|
–
Key West
per night
Includes fees
5 acres of tropical and sculpture gardens (might wanna LoJack your shades just in case…).
Hip
Blue Flamingo Resort Key West
$376
88%
|
–
Key West
per night
Includes fees
Awesome outdoor pool with plenty of space. Kick back with a drink from the poolside bar.
Solid
Even Hotel Sweetwater Doral
$191
$180
–
Florida Keys
per night
Includes taxes and fees
Basic
Super 8 by Wyndham Florida City/Gateway to Keys/Everglades
$112
$86
85%
|
–
Florida City
per night
Includes taxes and fees
Breakfast is comped. Good morning!
Luxe
DEAL
Amrit Ocean Resort & Residences
$843
$666
–
Florida City
per night
Includes fees
Get the night (or afternoon) started without leaving the onsite bar.
Basic
Holiday Inn Express Hotel & Suites Florida City
$141
84%
|
–
Florida City
per night
Includes taxes and fees
Shopping, golfing, Everglades alligator spotting, Key Largo beaches – all nearby.
Basic
Travelodge by Wyndham Florida City/Homestead/Everglades
$169
$139
95%
|
–
Florida City
per night
Includes taxes and fees
Practice your best Phelps impression at the pool.
Solid
Residence Inn Coconut Creek
$255
$224
–
Florida City
per night
Includes fees
Unwind with a dip in the relaxing outdoor pool after the day's adventures.
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