Close proximity to sweet sites like Ernest Hemingway's home, as well as Jimmy Buffet's (Margaritaville).

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.

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

Two words: private beach. Snorkel, paddleboard, kayak, fish or just kick back and relax.

Unbeatable location on the gorgeous beach – fitting that this spot is owned by an artist.

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

In the mood for a leisurely lunch? Look no further than the hotel’s own eatery.

We’ll be in a hammock on the private beach all day (right after we Instagram it).

Indoor/outdoor lobby lounge, plus an outdoor oceanfront(!) tiki bar. Get out of your beverage rut and order something bright blue or umbrella’d.

Got a boat in tow? Fisher Inn is Islamorada’s only hotel with boat parking and a ramp. Brag accordingly.

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.

Rooms’ chilled-out, classically Floribbean ‘tude maxes the vaycay vibes.

One block from Duval Street, walking (or stumbling) distance to plenty of restaurants and nightlife.

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

5 acres of tropical and sculpture gardens (might wanna LoJack your shades just in case…).

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

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

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

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

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

Each suite has unique decor, ranging from classic to kitsch.

Non-smoking rooms are a breath of fresh air.

Close proximity to sweet sites like Ernest Hemingway's home, as well as Jimmy Buffet's (Margaritaville).

The outdoor pool takes vacay vibes to new heights.

To-dos include exploring the Everglades National Park, visiting an alligator farm, outlet shopping & more. Where to?

We're off Florida's Turnpike, walking distance of Homestead Pavilion shops and restaurants.

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

Max the vacay vibes in your very own vintage-cool villa (bedecked with musts like a kitchen, tons of space & tropical ‘tude).