64 Best Hotels in The Florida Keys, Florida

History and franchises can mix, as this 1920s-vintage hotel proves with its handsome atrium lobby and sleep-conducive rooms. The place where Hemingway and Tennessee Williams both once entertained their muses is a cool, mellow respite from the Duval bustle outside its door. The second-floor pool and green courtyard provide further escape, as does the spa on the seventh floor. Cozy rooms include plush bedding, laptop safes, and mini-refrigerators.

Wildlife, including the endangered Key deer, roams the grounds of this bed-and-breakfast, which has four guest rooms, all with ocean views, cathedral ceilings, king beds, private baths, small porches, and calming decor. On-site massage therapy is available for an additional fee, depending on availability. Innkeepers Jen DeMaria and Harry Appel were way ahead of the green-lodging game when they opened in 2004, and remain far ahead, maintaining their State of Florida 3 Palm status.

The Glunz family got it right when they purchased this former time-share property and put a whole lot of love into ensuring it achieved its full oceanfront potential—from the bottom-floor rooms, you can walk out your back door and your feet are in the sand, or you can also chill at the oceanfront tiki bar or one of two heated pools. Standard rooms have a small fridge and coffeemaker; kitchens (in suites only) are well equipped, too. To stay like royalty, opt for the three-level oceanfront villas, each with 2,300 square feet and a garage. Hungry? Walk next door to Havana Jack's for fish tacos, or have the staff drive you via golf cart to the local bars so you won't drink and drive.

It took nearly two years to restore this property—dating from the late 19th century and named after Walter C. Maloney, Key West’s mayor in 1846—into a chic getaway. The decor features a mix of the hotel’s historic elements and luxury finishes and features like a floor-to-ceiling, yellow-tiled shower, an in-room original brick fireplace, and colorful botanical print wallpaper. The double queen bunk bed room has a dusty-pink-and-white color scheme, and the living room lounge features a fancy espresso machine for guests to use at their leisure. A newly built swimming pool and outdoor space offer an additional area for groups. There's no staff on site, so you access your room via lock codes, but if you're looking for privacy and stylish decor you'll find lots to love here.

This homey duplex on the water is a comfortable, no frills, owner-occupied resort, where the units are individually decorated and have simple wicker furniture and tropical pastels. Guests—mostly couples during the winter and families during holidays—appreciate the proximity to the Dolphin Research Center, which is practically next door. (The resort offers discount passes.) Guests have free use of canoes, paddleboats, and kayaks. The property is pet-friendly. 

You know what to expect from this chain hotel: well-maintained rooms, predictable service, and competitive prices. This one also happens to be on a 7-acre piece of property with ocean views next to the airport. Rooms are bright and modern with palm-frond patterns, crisp white linens, and mosaic-tiled bathrooms. Most have balconies. The palm-shaded pool and tiki bar looks over the Atlantic, and a covered picnic area with a large barbecue grill encourages socializing.

This little motel neatly packages three appealing characteristics—affordability, safety, and a pleasant location between Old Town and New Town at Garrison Bight. Units are boxy and basic, with little patios and lots of peace and quiet. For on-the-water living, book one of the four stationary houseboats with shiny new interiors; each sleeps four. Sportfishing charters are just a block away, and there's a fish-cleaning table on the dock. The pool is small but refreshing after a day exploring.

A private garden with brick walkways, tropical plants, and a canopy of palms sets this convivial guesthouse apart from the pack. The vintage-1880s property has wraparound verandas, pine floors, and charm to spare. Arch House, a former carriage house, has a dramatic entry that opens into a lush courtyard. Although all suites front busy Eaton Street, only Suites 5 and 6 face it. A reconstructed cigar factory has become the poolside Cigar House, with spacious rooms, porches, decks, and plantation-style teak and wicker furnishings. The private tropical garden wraps around a spacious pool area. Children are welcome—a rarity in Old Town guesthouses.

Geared specifically toward gay men, this hotel features a health club, a video lounge, a café and bar, and rooms in historic digs. Clothing is optional everywhere but in the gym.

Here you get to choose between a self-sufficient town home on the bay side or an oceanfront resort with on-site restaurants and oodles of other amenities. Either way, the interiors are bright and casual. The Islander Bayside's two-bedroom town homes have a gourmet kitchens, flat-screen TVs, washer-dryers, and all the comforts of home. A bayfront pool is ideal after a day of fishing, and if your boat is under 24 feet, you can dock it in the marina outside your door. On the ocean side, the villas and the resort rooms feature sophisticated furnishings, plantation shutters, full-size refrigerators, and microwaves.

There are accommodations for every budget here, but the owners reason that budget travelers deserve as pleasant an experience (and as lavish a tropical continental breakfast) as their well-heeled counterparts. Local art—large, splashy canvases and a Gauguinesque mural—decorates the walls, while handmade textiles (owner Jody Carlson is a talented weaver) drape chairs, couches, and beds at this historic home. Less expensive rooms burst with bright colors (hand-painted dressers add a whimsical flourish) and balconies on the second-floor rooms overlook the gardens. Spacious, and more expensive, third-floor rooms are decorated with a paler palette and original furniture.

This hotel attracts convention business by offering the biggest ballroom in Key West, but it also appeals to families with its spacious, impeccably and tastefully decorated rooms and one-, two-, or three-bedroom condo units. Designer furnishings reflect the resort's waterfront location. Real china in the kitchens and marble hot tubs add touches of luxury in the suites. Some rooms have spiral staircases down to the gardens and up to the rooftop sun decks. Families enjoy the beach and pool area. Adults enjoy the pool bar and fine on-site dining. Complimentary shuttles take guests to Old Town and the airport.

Hospitality and period furnishings make this 1891 home, once owned by a cigar executive, a wonderful glimpse into Key West life in the late 19th century. Each of the rooms has a private bath and king-size or double beds. All but one has a sitting area—the exception being a wheelchair-accessible room. None have TVs, but not to worry: there's plenty of entertainment on nearby Duval Street. Rates include daily continental breakfast in the dining room or on the veranda.

With 6 acres of oceanfront property, accommodations that range from studio units to a glamorous three-bedroom waterfront home, and staffers who go the extra mile, this resort has everything a visitor to the Keys could want. Units are clean and bright with kiwi-color accents and a sunny vibe. With garden views, ocean views, a freshwater zero-entry pool, a long stretch of sand (dotted with lounge chairs) right on the Atlantic, and beach games, all you need is a drink—and they have that, too. The poolside café, Wild & Lime, serves light meals and beer and wine. You can resort-hop to its sister properties and enjoy even more amenities.

Behind 10-foot, dark-wood Kong gates is a Bali-inspired world, where tranquility washes over you like a rain shower. The entire property is spa-like with lush palms, buttonwoods, and orchids everywhere. The bungalows have a king bed in one room and a queen in the other, along with European fixtures, separate baths, and a small kitchenette stocked with water bottles. Relax in the large infinity pool, at the beach, or on the deck. Snorkel in the private lagoon, or just catch a magical Key Largo sunset. If you want even more space and privacy, rent the 5,000-square-foot Grand Lodge that sleeps eight.

These two-story, state-of-the-art, 1,600-square-foot villas could easily be the set for a Coastal Living magazine shoot. Interiors are white with lots of natural light, and each of the three bedrooms has its own spacious bathroom. You'll feel right at home with a gourmet kitchen, smart TV, audio system, keyless entry, and washer and dryer. There is even dock space for a small boat. Take advantage of the location and explore the numerous shops, restaurants, museums, and historic sites—all within walking distance.

The Marker is a welcome and luxurious option on the waterfront in Old Town, with conch-style architecture and an authentic Keys aesthetic. Rooms, with their turquoise accents and natural textures, provide that oh-so-chic beach-house appeal. If you can pull yourself away from your private balcony, take a dip in one of three saltwater pools, or just bask beneath the palms in a chaise lounge. No need to get up and visit the poolside bar: your cocktail will be delivered. And that aroma of cooling key lime? It's probably you, as all bath amenities come from the local retailer Key West Aloe. In the event you long for anything, the "conchierge" will find it for you.

An enchanting combination of flora and fauna makes this 1904 Victorian house a welcoming retreat. The property is bathed in palms, birds-of-paradise, and royal poincianas, with colorful birds and butterflies adding a tropical punch. Rooms are Caribbean-colonial inspired, with polished Dade County pine floors, elegant molding, and French doors. Each room has a unique color scheme—some are bold, with navy, red, and green, and others more subtle with Key West shades of lime, coral, and coconut. Ground-floor rooms open onto the deck or covered porch, just a few steps from the pool and gardens created by one of the resident owners, a landscape designer. Upstairs rooms overlook the gardens. A full breakfast is served poolside, and guests can take advantage of complimentary parking, bottled water, soda, and an evening glass of wine.

At this tropical retreat, the embodiment of the laid-back Keys, hammocks sway between towering trees and aqua-green waves lap manicured sand. West Indies–style cottages with cypress and Dade County pine accents, colorful shutters, and private verandas sit in a canopy of coconut palms and lush landscaping on a residential street off the highway. This is a high-end slice of Old Florida, so don't expect tacky tiki bars and music; do expect the sound of rustling palms and ospreys chirping. The one-, two-, and three-bedroom cottages all have modern kitchens with modern appliances. During busy season, there may be a one-week minimum. The Moorings has the same high standards as neighboring Cheeca Lodge but is less cramped, more private and exclusive, and possibly the most beautiful property in the Keys.

This waterfront resort's two three-story, Keys-style buildings huddle around its 37-slip marina in the middle of Old Town overlooking Mallory Square. Formerly the Margaritaville resort, it was revamped in 2021 by the Opal Collection, which gave the 178 guest rooms and suites a refresh with lots of natural light, rich woods, a neutral color palette, and private balconies. Most of the rooms, which are large by Key West standards, look out on the Gulf of Mexico, but you might end up looking at a cruise ship for your entire visit.

Almost every room at this budget-friendly option has a view of South Pine Channel, with the lovely curl of Big Pine Key in the foreground. Waterfront cottages, with decks or balconies, are spread out on 6 landscaped acres, where there's also a heated swimming pool and a putting green. There are water sports galore, and the staff will book you a kayak tour, a fishing trip, or a bike excursion, or tell you which local restaurants will deliver dinner to your room. So what if the decor feels a little like Grandma's house and you have to pay extra ($10 or more) if you want your room cleaned daily? It's clean and comfy.

Rooms here have a crisp, modern look—with beach-cottage chic decor and upbeat pastel color schemes—but this property maintains its old-fashioned beach community feel with picket fences and rocking-chair porches. Mangroves fringe the man-made beach that edges Florida Bay, and the lush 5-acre grounds contain hammocks, four pools, and a sculpture garden. The resort fee covers a shuttle bus to Duval Street and nearby Smathers Beach, where lounge chairs are available for hotel guests.

This 1950s throwback recalls the days when parents packed the kids into the station wagon and headed to no-frills seaside motels. The owners have spiffed things up with cute, artsy touches and added a small sunning beach, but basically it's just a motel—nothing fancy but comfortable. Guests don't mind skimping on space (although larger waterfront cottages are available) and a few frills in favor of homey digs, socializing under the chickee, and reasonable rates.

This industrial-chic stunner—where spacious, airy rooms juxtapose crisp white linens with furnishings and fixtures in rich chocolate-browns and shades of gray—has made off-the-beaten-path Stock Island a Key West destination. The hotel is surrounded by water, so many of the rooms have truly wonderful views, and canine pals are welcome here, with pet-friendly amenities that include a dog park. Matt's Stock Island serves up some of the area's most creative food, with dishes such as crab beignets or grouper with cornbread gnudi (gnocchi-like dumplings).

This upscale resort, near Mallory Square in the heart of Old Town, offers a wide range of amenities, including a beach and comfortable, traditionally furnished rooms. The location—on a quiet stretch of shore at the foot of Duval—is ideal as a buffer from and gateway to the action. Its sprawling complex of weathered gray buildings includes an original Conch house. The courtyard is a riot of tall coconut palms and hibiscus blossoms, and rooms are cozy and colorful, with a water, pool, or garden view. Six top-of-the-line suites extend over the water with sunset views. Rooms nearest the public areas can be noisy.

Stylized metal herons mark the entrance to this 67-year-old family-run motel. The third and fourth generations of the Popp family are currently at the helm, taking care of the basic-but-clean units. Don't be discouraged by the building clutter around the office. Inside, the rooms have bright paint jobs, new floors, and modern kitchens. Room 9 is closest to the beach.

The boathouse-chic units at this storied property have white wooden accents, faux-wood–tiled floors, and a comfy daybed. Some of the spacious one- and two-bedroom beachside cottages have a kitchenette; all have driftwood tile floors and rustic furnishings. If you like keeping busy, the marina offers fishing charters, diving, and snorkeling trips. Or check out the water-sports rentals and the famous Holiday Isle Tiki Bar.

Nicely tucked away in a residential area at the ocean's edge, this family-owned hotel draws returning guests who'd rather fish off the dock and grill up dinner than loll around on Egyptian-cotton sheets. Even those who turn their noses up at the plastic deck furniture and pine paneling admit that the place has a million-dollar setting, with fabulous ocean views. There's no beach, but you can bike across the street to Founders Park, where you'll find one with water toys for rent. Some declare the rooms plain-Jane, but they're clean and spacious, and the bathrooms have been nicely updated. A sandy area is perfect for kids to play in while waiting for manatees to make an appearance at the marina. Ground-floor units have screened porches; upper units have large decks, a number of windows, and beam ceilings.

Embracing Key West's only natural beach, this full-service, luxury resort offers stylish rooms—all with balconies and modern amenities—and access to the spa, pools, and other facilities at the nearby Casa Marina resort. Rooms have crisp white linens, a nautical palette with blue and dark brown accents, a Keurig coffee machine and a mini-refrigerator, and high-end touches like turndown service and plushly lined robes. For a glorious ocean view, dine at Four Marlins, the Hemingway-inspired restaurant that serves fresh, local seafood. Outdoor amenities include life-size chess and bocce in the courtyard and a pool concierge delivering Popsicles and drinks du jour.

Set on 17 acres overlooking Blackwater Sound, this hotel has been given a much-needed refresh, including the rooms, which span traditional and two-bedroom suite-style accommodations. A private beach, marina, and dive shop provide plenty of water-based activities. Amenities include By the Bay Spa, a 24-hour fitness center, poolside Flipper's Bar, Breezer’s Tiki Bar, and Gus' Grille for all-day dining in a waterfront setting with outdoor covered patio.