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2 rooms left
Charming
DAILY DROP
Winslow's Bungalows - Key West Historic Inns
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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Solid
DEAL
Faro Blanco Resort & Yacht Club
92%
|
–
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
Luxe
DEAL
Cheeca Lodge & Spa
94%
|
–
Islamorada
per night
Includes all fees
Borrowable bikes, sea kayaks & paddleboats make the most of this scenic + explorable locale.
1 room left
Solid
DEAL
Silver Palms Inn & Historic Homes
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Florida Keys
per night
Includes all fees
Leave your car behind (free parking!) and rent one of the house bikes to truly get a lay of the land (and burn off some of that free breakfast).
1 room left
Solid
DEAL
Skipjack Resort Suites & Marina
85%
|
–
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
DEAL
Banana Bay Resort & Marina
90%
|
–
Marathon
per night
Includes all fees
Rooms’ chilled-out, classically Floribbean ‘tude maxes the vaycay vibes.
2 rooms left
Charming
Winslow's Bungalows - Key West Historic Inns
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
Westwinds Inn
86%
|
–
Key West
per night
Includes all fees
The main house is a stately white-pillared affair, with smaller bungalows around the tropical gardens and pools.
1 room left
Basic
Breezy Palms Resort
89%
|
–
Florida Keys
per night
Includes all fees
It’s not often you find a resort that exceeds your expectations, Breezy Palms Resort takes everything you’ve ever wanted in a seaside vacation and places it in one scenic, majestic location.
Solid
Even Hotel Sweetwater Doral
75%
|
–
Florida Keys
per night
Includes all fees
3 rooms left
Basic
DEAL
Seashell Motel
75%
|
–
Florida Keys
per night
Includes all fees
Free parking means you're not stuck tracking down a spot.
1 room left
Hip
DEAL
La Siesta Resort & Villas
93%
|
–
Islamorada
per night
Includes all fees
Nicknamed the intriguing (though redundant) ‘hidden hideaway of the Florida Keys,’ this place is on 6 blissful acres of private sugar sand beach.
1 room left
Basic
Parmer's Resort
–
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!)
Basic
DEAL
Southwinds Motel
88%
|
–
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.
Solid
Holiday Inn Key Largo
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).
Luxe
Reefhouse Resort and Marina
89%
|
–
Florida Keys
per night
Includes all fees
Primping, preening, and pampering to the max with onsite spa services.
Hip
Blue Flamingo Resort Key West
88%
|
–
Key West
per night
Includes all fees
Awesome outdoor pool with plenty of space. Kick back with a drink from the poolside bar.
1 room left
Hip
Amara Cay Resort
93%
|
–
Islamorada
per night
Includes all fees
We’ll be in a hammock on the private beach all day (right after we Instagram it).
2 rooms left
Basic
Sunset Inn
86%
|
–
Florida Keys
per night
Includes all fees
Bring your furry friends along for the ride. This place is pet friendly.
1 room left
Luxe
Pier House Resort & Spa
91%
|
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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.
Solid
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort
91%
|
–
Islamorada
per night
Includes all fees
Relaxingly retro for a good ol' beachy days vibe.
Charming
Fitch Lodge- Key West Historic Inns
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.
1 room left
Luxe
H2O Suites
98%
|
–
Florida Keys
per night
Includes all fees
Stunning modern décor throughout. Living room rocks a sofa and wet bar for an awesome getaway.
Basic
Best Western Hibiscus Motel
–
Key West
per night
Includes all fees
Courtyard pool confirms you have indeed arrived in Key West, lined with palms and loungers.
1 room left
Basic
DEAL
Quality Inn Florida City - Gateway to the Keys
90%
|
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Florida City
per night
Includes all fees
You know what’s nice to wake up to? Free breakfast, that’s what.
Basic
Super 8 Florida City/Gateway
84%
|
–
Florida City
per night
Includes all fees
Free breakfast to keep hanger at bay.
Basic
Holiday Inn Express Hotel & Suites Florida City
84%
|
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Florida City
per night
Includes all fees
Shopping, golfing, Everglades alligator spotting, Key Largo beaches – all nearby.
Basic
TL Florida City/Homestead
95%
|
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Florida City
per night
Includes all fees
Practice your best Phelps impression at the pool.
Sold Out
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0 rooms left
Hip
Creekside Inn
81%
|
–
Tavernier
Maxin’ & relaxin’ by the canal (right outside!) is how we love to end our day.
Sold Out
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0 rooms left
Solid
Parrot Key Hotel & Villas
94%
|
–
Key West
5 acres of tropical and sculpture gardens (might wanna LoJack your shades just in case…).