Smack dab in the middle of historic Old Town, two blocks from Duval Street and half a mile from the beach.

Quaint and quiet historic ‘hood, but an easy 8-min stroll to the world-famous dining/nightlife action on Duval Street.

You know what’s nice to wake up to? Free breakfast, that’s what.

Situated in five conch-style buildings that just scream classic Key West, rooms are comfy and cozy.

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.

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!)

Free breakfast to keep hanger at bay.

Yup, all rooms are spacious with Sweet Sleeper beds as deliciously comfortable as they sound.

Free parking means you're not stuck tracking down a spot.

On a private stretch of sand overlooking the bay, plus a pool with views, swimming lagoon and fishing pier.

Unwind with a dip in the relaxing outdoor pool after the day's adventures.

Steps from Duval Street as well as the ocean, it's a perfect little motel in all its aquamarine glory.

Relaxingly retro for a good ol' beachy days vibe.

Practice your best Phelps impression at the pool.

Primping, preening, and pampering to the max with onsite spa services.

The hotel has its own private island, complete with a pool, secluded cabana, bar and, of course, stunning views.

Shopping, golfing, Everglades alligator spotting, Key Largo beaches – all nearby.

Nicknamed the intriguing (though redundant) ‘hidden hideaway of the Florida Keys,’ this place is on 6 blissful acres of private sugar sand beach.

All-suite escape complete with galley kitchens for whipping up whatever it is you like to whip up on vaycay.

Awesome outdoor pool with plenty of space. Kick back with a drink from the poolside bar.

Jutting out into the water on a pier (surprise!), it has its very own slice of private beach.

Stunning modern décor throughout. Living room rocks a sofa and wet bar for an awesome getaway.

Don't go chasing waterfalls (unless they're in one of the two onsite pools — you should chase those).

Prime central spot next to the Lighthouse Museum and across the street from the Ernest Hemingway Home.

Classic Key West digs boasting contemporary-tropical decor in the rooms juxtaposed with the original, historic facade just a block off Duval.

Courtyard pool confirms you have indeed arrived in Key West, lined with palms and loungers.

Strolling distance to plenty of great bars, restaurants, and luxury shopping (if you're feelin' bougie).

Fittingly located in Miami's ultra-hip design district.