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Unavailable
2 Rooms Left
Luxe
Cheeca Lodge & Spa
$439
94%
|
–
Islamorada
was on HT
$1,199
Borrowable bikes, sea kayaks & paddleboats make the most of this scenic + explorable locale.
Unavailable
Solid
DEAL
Banana Bay Resort & Marina
$284
90%
|
–
Marathon
was on HT
$419
Rooms’ chilled-out, classically Floribbean ‘tude maxes the vaycay vibes.
Unavailable
1 Room Left
Charming
DEAL
Lighthouse Hotel - Key West Historic Inns
$513
93%
|
–
Old Town Key West
was on HT
$1,259
Prime central spot next to the Lighthouse Museum and across the street from the Ernest Hemingway Home.
Unavailable
3 Rooms Left
Luxe
Reefhouse Resort and Marina
$409
89%
|
–
Florida Keys
was on HT
$479
Primping, preening, and pampering to the max with onsite spa services.
Unavailable
2 Rooms Left
Solid
DEAL
Skipjack Resort Suites & Marina
$338
86%
|
–
Florida Keys
was on HT
$400
All-suite escape complete with galley kitchens for whipping up whatever it is you like to whip up on vaycay.
Unavailable
1 Room Left
Charming
DEAL
The Duval House - Adults Only
$469
97%
|
–
Florida Keys
was on HT
$999
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
Bayside Inn Key Largo
$385
90%
|
–
Florida Keys
was on HT
$427
On a private stretch of sand overlooking the bay, plus a pool with views, swimming lagoon and fishing pier.
Unavailable
2 Rooms Left
Solid
Islander Resort
$666
94%
|
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islamorada
was on HT
$739
Newly reimagined! Amazing location on the gorgeous beach – fitting that this spot is owned by an artist.
Unavailable
2 Rooms Left
Solid
DEAL
Parrot Key Hotel & Villas
$648
93%
|
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Key West
was on HT
$719
5 acres of tropical and sculpture gardens (might wanna LoJack your shades just in case…).
Unavailable
Hip
The Gates Hotel Key West
$456
84%
|
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Key West
was on HT
$504
Partnership with a local distillery starts your stay with a rum cocktail welcome & continues the party at the pool bar.
Unavailable
2 Rooms Left
Hip
DEAL
Creekside Inn Islamorada
$324
81%
|
–
Tavernier
was on HT
$369
Maxin’ & relaxin’ by the canal (right outside!) is how we love to end our day.
Unavailable
Solid
Playa Largo Resort & Spa, Autograph Collection
$649
98%
|
–
Key Largo
was on HT
$1,963
Onsite restaurants & bars galore, plus 24-hour room service at your beck and call.
Unavailable
2 Rooms Left
Solid
DEAL
Islander Bayside Villas & Boatslips
$696
96%
|
–
Islamorada
was on HT
$864
Max the vacay vibes in your very own vintage-cool villa (bedecked with musts like a kitchen, tons of space & tropical ‘tude).
Unavailable
Solid
24 North Hotel
$594
88%
|
–
Key West
Awesome outdoor pool with plenty of space. Kick back with a drink from the poolside bar.
Unavailable
Basic
Quality Inn Florida City - Gateway to the Keys
$159
90%
|
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Florida City
was on HT
$179
You know what’s nice to wake up to? Free breakfast, that’s what.
Unavailable
Basic
Holiday Inn Express Hotel & Suites Florida City
$219
84%
|
–
Florida City
Shopping, golfing, Everglades alligator spotting, Key Largo beaches – all nearby.
Sold Out
0 Rooms Left
Basic
Ocean Pointe Suites At Key Largo
84%
|
–
Tavernier
Each suite has unique decor, ranging from classic to kitsch.
Sold Out
0 Rooms Left
Basic
Parmer's Resort
–
Summerland Key
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!)
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