The Best Boutique Hotels to Book in the Florida Keys

This adults-only B&B offers stylish, historic stays in restored Victorian surroundings. Choose from rooms in the 90s Bahamian-style mansion; the poolside inn, a former cigar factory; cottages formerly home to factory workers; Manor House, once a shotgun house; or the two-story stucco Townhouse with courtyard-facing suites. All guests can dip into the four 24-hour pools, chill in the gardens and tuck into complimentary continental breakfast. Concierges can arrange activities from jet ski tours to dolphin watching.

This adults-only hotel in the Florida Keys is one block from Duval Street but remains a relaxing, tree-surrounded haven. Rest in your room or suite in the historic estate and cottages: bright and modern decor with classic wood and sky-blue accents, plus handy coffee-makers, microwaves and mini-fridges. Find peace in the sunny, bed-strewn courtyard with its lagoon-style pool and jacuzzi, and take advantage of the fee-inclusive amenities: continental breakfast, 24-hour Starbucks coffee and wine and cheese happy hour.

This adults-only, three-blocks-from-Duval-Street B&B is romantic and intimate with just nine rooms. Check into the Victorian mansion featuring Dade County Pine floors – original windows and spa-style bathtubs in some – or the in-garden 1880s cottage rooms with eclectic, boutique-style furnishings. The friendly staff will serve all-inclusive poolside breakfasts: local coffee, continental options and a daily-changing hot dish from avocado toast to Belgian waffles. Relax in the lush garden’s rocking chairs and indulge in massages in the plant-surrounded cabana.

Check into an ocean-view, balcony-clad room or suite to enjoy this 20-acre (8ha) resort with activities, from poolside film screenings to sunset cruises or eco boat experiences (with scientists and live animals) from the full-service marina. Visit the Old Town with complimentary bike rental and shuttles; finish days at the resort restaurant serving marina-caught seafood or your own catch and time it right for live music. You’re spoiled with six swimming pools, poolside bars and a waterfront dog park for your welcomed furry friend.

Switch off at this adults-only, no-phones getaway – America’s only private island resort, reachable by seaplane or boat. Sunbathe at the four-acre (1.6ha) beach or ocean-view pool and enjoy complimentary kayaks, boats or paddleboards. Into wellness? Book a SUP yoga session or the spa’s sustainably-sourced seaweed body rituals. Sample the view-clad restaurant’s dishes made with island-sourced seafood and spices. You’ll stay in a thatched-roof, palm-surrounded, ocean-view bungalow with luxury living spaces. Choose a private deck and outdoor tub-included room for ultra-luxury.

Take in the scenic ocean views from the comfort of a hammock. The Southernmost House boasts a sprawling backyard lined with palm trees, a pool and loungers perched along the sandy beach for a front-row view of the sunset. The boutique hotel is located on the quieter end of Duval Street and is set in an enchanting three-story Victorian home with bay windows and charming verandas. A continental breakfast can be enjoyed from the terrace dining area. Only adults 18 years and over are welcome.

With its swanky modern decor and outdoor waterfall pool, the Saint Hotel is a stylish place to stay for those looking for a rest after a night of festivities. Each room is decorated in a cool white and royal blue color palette with a private balcony overlooking the pool area. The Essera Spa offers in-room massages, and the convenient Burgundy Bar carries beer, wine and champagne cocktails when you want to unwind and relax. The property has a no-pets policy and is non-smoking, although there is a designated smoking area for a fee. Restaurants and bars are just a short walk away.

Smack dab in the heart of Old Town, and across the street from the Ernest Hemingway Home and Museum, the Lighthouse Hotel is walking distance from all the major squares and shopping streets. The typical Key West architecture boasts open porches, French doors and a stunning courtyard with a large pool. Sip a few cocktails from the air-conditioned Isabel’s Bar, or cozy up to a bench with a book and sit underneath the palm trees. Bedrooms are non-smoking and feature a soothing olive green and white color palette with all-new furnishings and modern amenities like wifi and a flatscreen television.

Explore Key West on foot or bicycle, as this hotel is half a block away from Duval Street’s restaurants, art galleries and nightlife. This adults-only (21 and up) property features a continental breakfast and a heated saltwater swimming pool, all set in a tropical garden area. Each of the 12 bedrooms is equipped with a pillow-top mattress and modern amenities like a flatscreen TV and internet access. The Driftwood room features a unique Jack and Jill-style bedroom with a twin bed on the second floor and a double bed on the ground floor, accommodating up to three guests. The interior of the Victorian house is furnished with antique armchairs and a stand-up piano that exude charm from a bygone era.

Covered in Hawaiian and Japanese orchids, palm trees and other tropical plants, the Gardens Hotel is a relaxing oasis to spend a tranquil holiday. Choose between booking a room in the main house or adjacent cottages with a pool and surrounding gardens. All cottages are pet-friendly. Each has Bahamas-style furnishings. The Eyebrow cottage features a marble bath with a jacuzzi, making it the ideal honeymoon stay. Guests must be at least 16 years of age.