Florida Hotels Resort swimming pool property leisure vacation resort town palm tree hotel estate arecales real estate caribbean Villa tourism tropics hacienda
Hotels

8 Stylish Key West Hotels to Check Into Now

Of all the islands threading out from Miami that make up Florida's Keys, Key West is by far the edgiest and most popular—for a reason. Its seven square miles are a tropical oasis of classic Caribbean homes in pretty pastels, wild mangroves, sugar-white beaches, and a spirited, laid-back local ethos that keeps the party going from dawn to dusk. Want in on the action (or lack thereof)? Check into one of the best Key West hotels.

Senior Editor, Jetsetter | @lindseytravels | lindseytravels.com

See recent posts by Lindsey Olander

Florida Hotels indoor sofa Living window living room room interior design ceiling furniture loft interior designer Lobby penthouse apartment Modern apartment house
Florida Hotels indoor bed wall floor room Bedroom hotel ceiling real estate interior design Suite estate home bed frame
Florida Hotels floor indoor bathroom window room sink counter interior design real estate
Florida Hotels tree outdoor Resort water palm tree arecales swimming pool leisure plant vacation palm hotel park lined tourism recreation condominium tropics area shore furniture several
1

The Perry Hotel

This isn’t your average beachside hideaway. The Perry Hotel, the latest of new Key West hotels to hit Stock Island, is all about contemporary design (think natural wood floors and stone-gray walls) and, thanks to a horseshoe-shaped layout, marina views from each of its 100 rooms and their private terraces. On site, you’ll find an oyster bar, distillery, “boat-to-table” restaurant (think Key West pink shrimp and chilled Florida lobster), and art gallery with rotating exhibits. If that’s not enough culture for you, a free shuttle is available to bring guests downtown.

Florida Hotels indoor window living room Living condominium room property estate home ceiling real estate house interior design floor Design daylighting Villa apartment Suite mansion furniture stone
Florida Hotels tree sky outdoor swimming pool building property estate Resort condominium leisure mansion home vacation reflecting pool Villa resort town palace real estate surrounded
Florida Hotels indoor wall Living sofa room ceiling floor property living room real estate furniture Suite estate condominium home cottage interior design Villa apartment Bedroom
2

The Gates

While The Gates’ address in New Town (about 20 minutes’ drive from downtown’s restaurants and shops) leaves much to be desired, there’s still lots to love. Guest rooms exude a serene beach house vibe, with their whitewashed wooden beds, leather club chairs, and seascape photography by local artist Jorge de la Torriente. Another highlight: the buzzy pool scene, where the Rum Row bar hosts live music and weekend DJs and The Blind Pig food truck churns out “conch fusion” small plates including tacos and ceviche.

RELATED: 9 Best Hotels in the Florida Keys We Absolutely Love

Bedroom Elegant Florida Hotels Living Lounge Resort floor indoor wall room bed ceiling property Suite living room interior design estate hotel home hardwood real estate furniture condominium apartment cottage area
Bedroom Elegant Florida Hotels Living Lounge Resort Suite floor indoor wall table room property living room estate home furniture interior design condominium cottage real estate Villa mansion apartment area
Bath Elegant Florida Hotels Resort indoor bathroom room sink property countertop swimming pool Kitchen plumbing fixture floor bathtub home toilet interior design estate flooring vessel counter tub water basin
Elegant Florida Hotels Living Lounge Patio Pool Resort Terrace sky swimming pool property estate Villa home backyard interior design real estate mansion condominium outdoor structure
3

Ocean Key Resort

Do you prefer a city view or an ocean view? At Ocean Key Resort, you can take your pick: all 100 guest rooms have balconies overlooking either the ocean or the historic district surrounding Duval Street, Key West’s main drag lined with early Victorian architecture, independent art galleries, bed and breakfasts, and bodegas. Rooms are contemporary, with the added luxury of whirlpool tubs, but the biggest draws are elsewhere. Downstairs, a waterfront pool features a hot tub and cabanas, SpaTerre incorporates oils and clays from Bali and Thailand into its treatments, and the pier-side restaurant features nightly music and dancing alongside perfect sunset views.

Florida Hotels tree outdoor plant palm vegetation ecosystem tropics arecales palm tree Jungle biome Resort plantation rainforest landscape coconut botanical garden sky elaeis lined shade area sandy
Florida Hotels indoor floor ceiling restaurant tavern interior design Bar café table
Florida Hotels indoor ceiling wall room floor Living chair furniture window living room property estate condominium real estate home interior design Suite Lobby area leather decorated
Bedroom Elegant Florida Hotels Luxury Suite indoor floor ceiling wall room bed sofa hotel window property estate real estate cottage interior design living room apartment condominium furniture
4

Pier House

Despite being just a few blocks from frequented Old Town, Pier House manages to feel like its own private island. The former harbor-front motel is now a 142-room retreat, its low-rise buildings surrounded by bougainvillea and decorated Old Key West style with tropical prints, colonial furniture, and local art. After checking into your room (the best have balconies overlooking the Gulf of Mexico), stop by the Chart Room Bar—where Jimmy Buffet and Bob Marley got their start—and fuel up on hot dogs and free popcorn before hitting the small but private white-sand beach.

Florida Hotels indoor Living floor room blue window sofa living room property ceiling furniture interior design home real estate estate interior designer house Suite decorated
Florida Hotels floor indoor Living room living room property home estate hardwood interior design wooden furniture real estate wood Design cottage
Florida Hotels building blue outdoor tree Pool chair swimming pool property Resort Villa estate leisure Deck condominium vacation home backyard real estate caribbean mansion cottage lawn eco hotel apartment swimming furniture porch plastic
Florida Hotels indoor room wall floor sofa Living property Bedroom window ceiling bed furniture home real estate estate interior design Suite house decorated several
5

Sunset Key Cottages

If only a real private island will do, set your sights on Sunset Key Cottages. A seven-minute ferry shuttles guests from Key West proper to the 27-acre Sunset Key, where just 40 pastel cottages are surrounded by palm trees, tropical gardens, white-sand beaches, the turquoise-blue ocean, and nothing else. Every room is full of charm—think bold yellow and blue accents and floral prints—as is breakfast, delivered via picnic basket straight to your porch. Factor in pampering spa treatments and romantic beachfront dinners at Latitudes Restaurant, and you might never want to leave.

RELATED: Check Out These Jaw-Dropping Private Island Hotels

Bedroom Elegant Florida Hotels Lounge Suite floor indoor wall room window property bed living room hardwood furniture interior design home real estate bed frame hotel estate cottage apartment wood flooring area
Florida Hip Hotels Living Lounge Luxury Modern indoor room living room property estate Lobby Suite interior design home ceiling lighting condominium Design mansion Villa window covering furniture
Florida Hotels sky building outdoor grass landmark green estate Architecture palace facade Resort Villa mansion waterway
Florida Hotels Lounge Luxury Modern Pool tree outdoor water sky swimming pool property palm leisure Resort estate vacation resort town swimming blue caribbean Villa lined
6

Casa Marina Key West

As far as Key West hotels go, it doesn’t get more glamorous than Casa Marina, a 1920s-era Art Deco landmark designed by the same architects as the New York Public Library that’s welcomed everyone from Rita Hayworth to Gregory Peck. Expect tech-savvy amenities, aromatherapy and oxygen facials at the spa, and a rum-focused cocktail bar. What remains blissfully unchanged? The butler-attended private beach—Key West’s largest at 1,200 square feet—remains as exclusive as ever.

Florida Hotels indoor room floor wall bed window ceiling Living interior design living room Suite real estate hotel Bedroom furniture home estate flooring penthouse apartment condominium decorated area several
Florida Hotels indoor wall floor bathroom room window bathroom accessory home interior design ceiling sink real estate bathroom cabinet plumbing fixture daylighting flooring tub Bath tiled
Florida Hotels property estate structure real estate house home outdoor structure roof Villa facade cottage gazebo
Florida Hotels property home palm tree arecales real estate house sky Resort building estate residential area hotel mansion condominium Villa mixed use tree facade apartment elevation cottage plant
7

The Marker

It’s no longer Key West’s newest place to stay, but when it opened near the Seaport in 2014, The Marker signaled the area’s first new-build hotel in over two decades. The hotel's conch-style architecture (think sloping roof lines and covered porches) nods to its Key West roots; inside, the 96 rooms are more fashionable with their patterned carpets and armchairs and backlit mirrors. Despite the hotel’s relatively small size, there are three pools to splash around in (including one for adults only) as well as a poolside bar that hosts tequila tastings. The breezy Cero Bodega restaurant is a solid choice for lunch, where you can enjoy Cal-Mex cuisine (Cuban pork wraps; avocado salads) with waterfront views.

RELATED: Florida's Secret Beach Getaways

Florida Hotels wall indoor floor Living room property living room condominium home interior design real estate Design furniture estate window covering Suite apartment cottage
Florida Hotels Trip Ideas outdoor tree building vacation swimming pool Resort walkway estate Beach condominium arecales marina plaza dock boardwalk Sea lined
Florida Hotels indoor bed wall floor room property window Bedroom ceiling real estate estate living room home white interior design Suite condominium cottage apartment decorated furniture
8

Oceans Edge

Stock Island, set away from the buzz of downtown Key West, sets a sophisticatedly quiet tone for Oceans Edge, the area’s largest resort. All 175 ultra-spacious rooms have porches or balconies looking out at the ocean—a theme echoed inside in the form of driftwood lamps, navy blue and white linens, and framed tropical prints. Choose from a whopping six heated pools (all accompanied by loungers and canopy beds) to get your tan on. Rather arrive by yacht? The resort has its own private marina, where charters leave for fishing and diving excursions in the Dry Tortugas.

Want more?

Comments

comments

All products are independently selected by our writers and editors. If you buy something through our links, Jetsetter may earn an affiliate commission.