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15 Best Hotels in Key West, FL

Written by Bryan Dearsley
May 14, 2019

When you think of the Florida Keys, you inevitably think of Key West. And for good reason. The southernmost tip of the US is a tropical paradise boasting a fun, anything-goes ambience, with a twist of Caribbean influences—and the climate to go with it. Add to this some excellent hotels in Key West and it's easy to see why people base themselves here.

Its popularity for vacations, cemented by decades of celebrity visits and laid-back attitudes, has meant numerous accommodation options have taken hold here. Given the city's small size, you're never too far from the excitement and action of famous Duval Street and the old town, and some of the best hotels in Key West are found right in this area.

Luxury hotels and beach resorts? Yes. All-inclusive vacation packages near the best Key West beaches? Check. Hotel deals at budget motels? Sure, you may have to make use of the city's excellent transit and shuttle services to get about, but it's well worth it.

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Best Luxury Hotels in Key West

1. Ocean Key Resort & Spa

Photo Source: Ocean Key Resort & Spa

Those seeking high quality luxury lodging at the top end of Duval Street would do well to consider booking into the Ocean Key Resort & Spa. Just steps away from the daily sunset ceremonies that take place on Mallory Square, this chic retreat offers a variety of seafront rooms, from standard size king/queen rooms right up to their much larger—and extremely elegant—suites. The latter are a great choice for their balcony views, each nicely decorated with original art and featuring spacious bathrooms with jet tubs, separate showers, plus bathrobes.

On-site amenities include a large heated swimming pool overlooking the water (private cabanas can be booked), a fine-dining restaurant, full-service spa offering everything from massages to aromatherapies, and a well-equipped fitness center. Also available for families with children are a number of kids' programs and activities.

Address: 0 Duval Street, Key West, Florida

Accommodation: Ocean Key Resort & Spa

2. The Marker Waterfront Resort

Photo Source: The Marker Waterfront Resort

One of Key West's newer luxury resorts, The Marker Waterfront Resort is a great choice not just for its location near the north end of Duval Street, but for the quality of its accommodations. Spacious and elegantly decorated throughout, most of the resort's 96 rooms possess water views from their balcony or patio, and feature comfortable beds, as well as large bathrooms with separate showers and bathtubs, marble counters, and bathrobes.

The amenities are also first-rate, and include a choice of three heated outdoor swimming pools—including one dedicated as adults only—a good-sized fitness center plus a great on-site restaurant. Concierge services are also available, as is secure valet parking (a real bonus in a place where parking is always a challenge, can be expensive, and sometimes difficult to find).

Address: 200 William Street, Key West, Florida

Accommodation: The Marker Waterfront Resort

3. Pier House Resort & Spa

Photo Source: Pier House Resort & Spa

Thanks to its prime location on the beach—in fact, its very own private beach—Pier House Resort & Spa is a great spot for a Key West vacation, particularly for families. In addition to being able to sunbathe and relax on the sand, guests have access to a great heated outdoor swimming pool and hot tub, both of which overlook both the beach and the Gulf of Mexico.

Other notable amenities include a spa offering a variety of treatments and services, a casual dining restaurant, regular live entertainment, a business and conference center, plus concierge services. And if that's not enough, you're just a short walk away from the many fun things to do, including shopping and sightseeing, along Duval Street.

Established in 1968 as a quiet retreat for artists, writers, and musicians (Jimmy Buffet cut his teeth here), the hotel's quality accommodations continue to impress and inspire. With just 142 guest rooms, it never feels too crowded, an effect that's heightened by the spaciousness of the exquisitely designed and decorated rooms and suites. A great choice if available are the roomy suites, each of which boasts its own balcony, huge bathrooms, and separate living space.

Address: 1 Duval St, Key West, Florida

Accommodation: Pier House Resort & Spa

4. Santa Maria Suites Hotel

Photo Source: Santa Maria Suites Hotel

Rated one of Key West's best beachfront hotels, Santa Maria Suites Hotel is a great place to stay for those who enjoy being spoiled. The pampering begins at check-in, when guests are treated to a complimentary ice-cream, and carries on through to the morning muffins and candies in your room at bedtime. Nice!

The luxurious suites are large and extremely comfortable, and come with fully-equipped kitchens with ovens, full fridges, and dishwashers. There are also separate living and dining areas. Other highlights include two spacious bedrooms with their own private bathrooms, plus HDTVs, and large balconies.

The amenities are of an equally high quality and include two heated outdoor swimming pools to relax in and around, along with free fruit and water to keep you hydrated (and yes, chilled towels are also provided!). Beach umbrellas and chairs are also included waterside. Also worth noting are the on-site restaurant (in-room dining is also available), concierge services, and a fitness center.

Address: 1401 Simonton St, Key West, Florida

Accommodation: Santa Maria Suites Hotel

5. Southernmost Beach Resort

Photo Source: Southernmost Beach Resort

As beach resorts go, the superb Southernmost Beach Resort sure rocks. This big resort covers some six acres of land at the south tip of Key West, on which are located 261 luxurious units. Bright, well-appointed, and featuring Caribbean-influenced décor, each comes with its own furnished balcony (be sure to request a water view if available), a choice of king or queen beds, and large bathrooms. If you're traveling as a couple, be sure to also request a room in the resort's dedicated adults-only block. A complimentary breakfast is also included with your stay.

Despite its size—or perhaps because of it—the Southernmost Beach Resort manages to exude a very peaceful, uncrowded feel. This is especially true if you hang out on the wonderful sandy beach (beach chairs and umbrellas provided), or better still, on one of the handy hammocks spread around the gardens, some of which are big enough for two. Add to this a choice of three heated swimming pools to enjoy, entertainment, and a restaurant, and you're all set for a great time.

Address: 1319 Duval St, Key West, Florida

Accommodation: Southernmost Beach Resort

6. The Perry Hotel Key West

Photo Source: The Perry Hotel Key West

As popular for its pet-friendly policy as it is for its charming waterfront setting, the boutique-style Perry Hotel Key West is a great spot for a tropical vacation. With just 100 rooms, it's always unhurried and relaxed, especially when you are hanging out around the world-class heated swimming pool with its private cabanas and water views. Also worth taking the time to enjoy are the fire pits, the lovely garden area, a fitness center, art studios, and a gift shop. Other highlights include two restaurants, one of which offers al fresco dining, plus a handy shuttle service to get you around town to off-site dining, entertainment, and attractions.

Come bedtime, you'll enjoy a choice of units. If you are traveling with kids or just want more space, upsize to one of the larger studios or suites. These spacious accommodations come with water views from their wraparound terraces, separate living areas with pullout couches, and even outdoor showers.

Address: 7001 Shrimp Road, Stock Island Marina, Key West, Florida

Accommodation: The Perry Hotel Key West

7. Oceans Edge Key West Resort Hotel & Marina

Photo Source: Oceans Edge Key West Resort Hotel & Marina

The large, luxurious Oceans Edge Key West Resort Hotel & Marina has made a name for itself when it comes to delivering great vacation experiences in the Florida Keys. The quality of the rooms is just one factor in the resort's success. These bright, attractively decorated units come in a variety of configurations, from cozy king rooms with ocean views and private balconies, to the huge two-bedroom, 1,000-square-foot suites offering plenty of room for you and your family to spread out in. Notable features of these larger units are their large en-suite bathrooms, living rooms, and extra-roomy (and fully furnished) balconies.

The amenities are equally tasteful. Highlights include a choice of six heated swimming pools, plenty of terraces on which to sunbathe, a restaurant, as well as water sports, including complimentary paddle boarding and kayaking. Those seeking something more adventurous can opt for a variety of experiences provided by resort staff, including fishing, jet skiing, and snorkeling adventures.

Address: 5950 Peninsular Ave, Key West, Florida

Accommodation: Oceans Edge Key West Resort Hotel & Marina

8. Sunset Key Cottages

Photo Source: Sunset Key Cottages

There's luxury... then there's Sunset Key Cottages. Occupying a beautiful 27-acre island, the adventure that is a stay at these elegantly appointed private cottages begins with the ferry ride. Once ashore, you'll want to head straight to your cottage. The units come in a variety of sizes ranging from one to four bedrooms. Whatever the size, you'll enjoy relaxing on your wraparound deck and taking in the water views, or whipping up a snack or meal in your fully equipped kitchen, stocked ahead of time by resort staff.

Afterwards, head to the island's beach areas for a swim and some sunbathing, or simply crash at the resort's huge heated gradual entry swimming pool, which even boasts a waterfall. Also worth making use of are the sports facilities, which include tennis courts and a fitness center, as well as water activities including diving and snorkeling, fishing, kayaking, and sailing. A restaurant is also located on-site, while guests are provided treats including free breakfast baskets... and ice-cream.

Address: 245 Front Street, Key West, Florida

Accommodation: Sunset Key Cottages

9. Hyatt Centric Key West Resort & Spa

Photo Source: Hyatt Centric Key West Resort & Spa

Backed by a reputable luxury brand name, the Hyatt Centric Key West Resort & Spa is located just steps away from the old town and is well worth staying at. The rooms here are spacious and brightly decorated, and come in a variety of configurations, including king or queen options, with spacious bathrooms and private balconies. A limited number of units have been set aside for those traveling with pets, so be sure to make your preference known when booking.

Guest amenities include a large heated outdoor swimming pool with plenty of space for sunbathing, a restaurant (try the al fresco dining overlooking the water), a fitness center, and a full-service spa.

Address: 601 Front Street, Key West, Florida

Accommodation: Hyatt Centric Key West Resort & Spa

10. The Reach Key West, A Waldorf Astoria Resort

Photo Source: The Reach Key West, A Waldorf Astoria Resort

Rated one of the top oceanfront hotels in the Florida Keys, The Reach Key West, A Waldorf Astoria Resort, offers a great vacation for those who enjoy the finer things in life. Take the accommodations, for example. While a number of very comfortable and beautifully decorated hotel rooms provide ample space, those seeking something larger—and fancier—should book into one of the exquisitely furnished king studio suites. These chic rooms include extras such as separate dining and living areas, large bathrooms with stand-alone showers, and larger balconies.

Despite its location near Duval Street, The Reach offers plenty of great reasons to tempt its guests to stay on-site. The main attraction is undoubtedly the resort's very own private beach, as pleasant to sunbathe on as it is to swim and snorkel from. Other amenities of note include a large heated outdoor swimming pool overlooking the Gulf, a fitness center, and a restaurant.

Address: 1435 Simonton Street, Key West, Florida

Accommodation: The Reach Key West, A Waldorf Astoria Resort

Best Bed and Breakfasts in Key West

1. The Conch House Heritage Inn

Photo Source: The Conch House Heritage Inn

For a truly authentic—and intimate—Key West experience, consider booking into one of the many first-rate luxury bed and breakfast establishments found here. One of the best B&Bs in the Keys is the Conch House. Steps away from Duval Street in the Old Town area, this classy locale offers a variety of elegant room options, each uniquely furnished with antiques.

If it's available, go all out and book the charming garden poolside cottage, which provides an extra dose of coziness. In-room features include classic four-poster beds, seating space with a desk, original hardwood floors, vintage fireplaces, spacious modern bathrooms, and high ceilings. Healthy breakfast options are also included with your stay.

Address: 625 Truman Ave, Key West, Florida

Accommodation: The Conch House Heritage Inn

2. Old Town Manor

Photo Source: Old Town Manor

Set in a romantic, fully-restored manor home built in 1886, the Old Town Manor is a great B&B option for those seeking a couples getaway to Key West. As you'd expect from such a historic building, the rooms simply exude character and charm. Favorites include the Veranda, a cozy queen room that once served as a doctor's office and still has the building's original bathtub, and the elegant Queen William, popular for its roomy, bright bathroom with its large walk-in shower.

And for pet lovers, dogs are welcome, with supplies such as food and bedding, as well as pet-sitting, provided. Finally, be sure to make the most of the breakfast portion of your stay, which includes everything from healthy fruit and cereals to waffles... even smoked salmon.

Address: 511 Eaton Street, Key West, Florida

Accommodation: Old Town Manor

Best Hotels on Duval Street

1. The Duval House

Photo Source: The Duval House

While most of the best hotels in Key West are close enough for guests to walk to Duval Street, only a handful can lay claim to being located directly on this famous thoroughfare. Of these, our favorite is The Duval House. Small and cozy, the property is unique in that it actually consists of eight conch-style homes dating from the early 1900s. Now converted into guest rooms, many of them look directly onto the stunning garden, with its 100-year-old banyan tree.

A variety of room options are available. A good choice are the spacious king rooms, complete with large en-suite bathrooms, mini-fridges, Keurig coffee makers, and furnished private balconies or terraces. Better still, go for the stand-alone cottage, which comes with its own private deck, separate living room, and three queen beds.

Address: 815 Duval Street, Key West, Florida

Accommodation: The Duval House

2. The Gardens Hotel

Photo Source: The Gardens Hotel

Located near Duval Street—it's just a small block away—the extremely attractive Gardens Hotel is a great spot for those seeking a quiet refuge when not exploring the Old Town and tourist areas of Key West. As its name suggests, the hotel has a stunning garden that surrounds the large, heated outdoor pool, and offers many quiet spots in which to sit and relax. Many of the accommodations, which range in size from king rooms to suites and stand-alone cottages, also overlook the garden. Notable features of these unique units include private entrances, large porches, quality bedding, and marble-clad bathrooms.

A highlight of a stay at this luxury location is enjoying an al fresco breakfast, including plenty of fresh fruit, bread, and pastries. Other amenities for guests to enjoy include a heated outdoor swimming pool, business center, bike rentals, on-site parking, and massage services.

Address: 526 Angela Street, Key West, Florida

Accommodation: The Gardens Hotel

Best Cheap Hotels in Key West

1. Angelina Guest House

While it's not easy finding cheap hotels in Key West—it's small size has ensured real estate is at a premium—the top-ranked (and adults only) Angelina Guest House offers an affordable option for vacationers wanting to be close to all the action. Family-owned and operated, this clean, comfortable location—just two blocks away from all the action of Duval Street—comes with a good-sized, heated lagoon-style swimming pool, complete with waterfalls and poolside hammocks. A great breakfast is included with your stay, and staff are happy to assist with planning of excursions and adventures.

Address: 302 Angela Street, Key West, Florida

Accommodation: Angelina Guest House

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Exploring the Keys: Although it may be tempting to simply lounge at your resort, be sure to get out and see the sites of Key West. There is more to see here than just Duval Street. If you have time to go further afield, take a drive to see the top attractions in the Florida Keys.

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