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5 Luxury Key West Resorts

It’s easy to think of Key West as the kind of place you’d go to bum around on vacation, but in fact, it’s one of the most upscale destinations in the continental U.S. This small island city at the southernmost part of the Florida Keys has been a favorite of travelers for years, and these luxury resorts allow you to enjoy the best the Keys have to offer while still pampering yourself.

Parrot Key Hotel & Villas

Don’t let the minimalist decor in beachy shades fool you, the waterfront rooms and suites here are elegant and refined with an authentic Old Key West ease. Located on the northeastern side of the city, it features four outdoor pools and plenty of beach games for when you’ve had enough saltwater for the day. Linger over poolside dining or open-air dinners at The Grove Kitchen and Bar, where expertly prepared meals will tempt your palate with fresh ingredients and creative seasonings. Guests enjoy close proximity by car or hotel shuttle to golf courses, local shopping, and cultural landmarks such as museums. The beautiful property features exclusive hiking and biking trails, and bicycle rentals on-site make it easy to turn a self-guided adventure into a family affair.

Southernmost Beach Resort

This family-friendly resort is popular for its casual atmosphere and plentiful amenities. It features beach access, pools, a full-service spa, and an on-site restaurant. The Southernmost Beach Cafe has terrific views and some of the best cocktails in Key West. Choose from rooms and suites with oceanfront balconies, or if traveling with your family, a condo-style villa where you can spread out and feel at home. Couples can book in the adult-only area of the resort for greater privacy, if they choose. If you feel like venturing beyond the historic district resort, public beaches are walkable, as is the Key West Butterly and Nature Conservatory, which is always a joyful visit for children and adults. Spa services include manis and pedis, massages and facials, and the outdoor treatment spaces add an extra layer of soothing care.

Oceans Edge Key West Resort, Hotel & Marina

Family-friendly resorts don’t come better than this one on Stock Island. Soundproofed rooms ensure every guest has a peaceful stay, and there are plenty of activities to engage even the most resistant teenager. The poolside games, cabanas, and bar offer everything needed for a full day of swimming and sunbathing, while more adventurous types can do water sports like kayaking and paddle boards. Bike rentals, a marine science experience, nightly movies at the pool, and yoga classes offer lots to do, while hourly buses into town allow older kids some freedoms. Enjoy live music while you dine on weekends at the Yellowfin Bar & Kitchen, the resort’s sumptuous on-site restaurant.

Casa Marina Key West

As a Curio Collection by Hilton resort, it offers multiple restaurants, a spa, and plenty of amenities that cater to travelers seeking comfort, convenience, and attentive service. The Old Town Key West location is close to museums, landmarks, public beaches, and shopping, as well as Fort Zachary Taylor State Park, where you can snorkel, hike, bike, swim, and explore the historic fort. Guests enjoy an appealing pool and private beach for swimming and sunbathing. Plush robes, in-room espresso machines, and the option of reserving a room with a pool or ocean view give you the best in local hospitality. Concierge services can assist you with booking day trips like the ferry to Dry Tortugas or a charter fishing expedition with All In Fishing Charters.

The Reach Key West

This Curio Collection by Hilton property is highly rated for eco-friendliness and the quality of its amenities. Guests enjoy a private beach and oceanview rooms or suites, many of which have a soaking tub so you can fully relax at the end of the day. The hotel’s on-site spa welcomes appointments for massages, and if you would prefer it, you can book an outdoor treatment space. Resort bike rentals and an Old Key West location that’s walkable make it easy to wander beyond the resort. There’s a sandy private beach and the pool is dotted with umbrellas and loungers. The Reach is close to local beaches, shopping, restaurants–including the famous Eaton Street Seafood Market and Restaurant— and the Key West Lighthouse, which you can climb for picture-perfect views.

Pamper Yourself in Key West

Whether your idea of a great vacation is solitude, peace and quiet, and the lapping of gentle waves or a breakneck adventure of hiking, biking, fishing, and golf, it’s easy to appreciate all that a spa resort has to offer travelers. Wind down with a massage to soothe tired muscles or give yourself the kind of self-care you deserve with facials and body wraps–either way, a resort spa provides you with the kind of attentive service and nurturing that makes any vacation better, and Key West is no exception.

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