Florida’s southernmost point, captivating Key West is a gorgeous island escape for romantic honeymooners and water sports enthusiasts keen to revel in discovering impressive reefs and crystal-clear waters. Filled with fascinating historic architecture as well as delectable food, Key West features a tremendous array of accommodation options — from simple B&Bs to striking luxury resorts. Our selection of the best places to stay in Key West includes cosy B&Bs in charming conch-style houses, elegant seaside resorts with activities for the whole family, and intimate hideaways ensuring tranquil tropical bliss.
Perched at the meeting point of the Atlantic Ocean and the Gulf of Mexico, Key West’s natural wonders abound. Try diving and snorkelling on the reef, go sailing out on the water, kayak amidst the mangroves or take a guided cycling tour through the Old Town. Key West’s picturesque streets are lined with traditional conch-style houses, a design attributed to nineteenth-century Bahamian immigrants. Many of these brightly-painted gabled houses have clapboard siding and pretty wooden verandas, giving Key West a languid, classically Caribbean air. Some are now intimate boutique hotels or family-run B&Bs, ideal for a nostalgic retreat.
Visit the Museum of Art & History at the Custom House, admire Hemingway House, and take the whole family to marvel at the parakeets in Nancy Forrester’s Secret Garden. The Florida Keys Eco-Discovery Centre gives a detailed insight into the surrounding marine environment, whilst sunsets at Mallory Square have a funky festival feel. The edgiest and most eclectic of the islands in the Florida Keys, Key West also boasts excellent nightlife, centred on Duval Street. There are clubs, bars and restaurants aplenty — brilliant for a lively night out with friends or as a couple.
Whether you’re dreaming of a picture-perfect family holiday, an enchanting honeymoon in a classic conch-style villa, or partying on an island with friends, the best places to stay in Key West promise a well-deserved dose of sun, sea and sand, with fantastic food and heaps of intriguing culture to top things off!
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Key West (Florida)
A fun no-frills hotel offering a range of immaculately designed rooms well suited to adult groups. Interiors are completely whitewashed with options of smart doubles or bunk options sleeping up to six. With a series of pools outside and a superb location in the Old Town - this is a great value stay.
Key West (Florida)
A charming historic adults-only B&B set near lively Duval Street. Intimate rooms have a tropical feel with local artworks and decks for views of Old Town. Unwind in the hammock on the porch, take a dip in the pool, and enjoy a homemade breakfast on the terrace. An ideal base for exploring Key West.
Key West (Florida)
An historical bed & breakfast in downtown Key West housed in a restored Victorian mansion with a turret. High-ceilinged rooms retain original character with ornate woodwork and well-appointed furnishings. Complimentary breakfast can be enjoyed in the garden or the front porch. Private outdoor pool.
Key West (Florida)
A charming and historic B&B set close to the best restaurants, nightlife and cultural attractions of Key West. Chic spacious rooms feature four-poster beds, artworks, and large walk-in showers. Relax on the tropical rooftop terrace with a delicious coffee or fresh juice. A laid back city base.
Key West (Florida)
A chic Floridian property just steps from the beach. Smart rooms are white on white with light wooden furniture and pops of colour coming from pretty soft furnishings. An enormous pool is made for days lounging under the sun. A lively poolside bar and food truck bring some serious cool. Bliss.
Key West (Florida)
A relaxing and charming B&B, nestled in the heart of the old town. Spacious and elegant rooms have tropical colour schemes, four-poster beds and large bathrooms with walk-in rainfall showers. Enjoy the organic breakfast served amidst the lush gardens. An intimate and stylish stay.
Key West (Florida)
An old cigar factory turned into a charming guesthouse and cottages set in historic Key West. Spacious and stylish tropical rooms and cottages have Bahamian patterns and bathrooms with rainfall showers. Set in verdant gardens and boasting no less than four pools. An indulgent base to explore from.
Key West (Florida)
Historic property in bustling Key West, with whimsical peaked roofs, gingerbread trim and wooden porches. Rooms have marble baths, hand-carved beds and heirloom furnishings. The elegant restaurant "Cafe Marquesa" serves imaginative Neo-American cuisine with an Asian twist and excellent seafood.
Key West (Florida)
An elegant luxury hotel on Key West's waterfront. Set in verdant gardens, the conch-inspired house feels traditional on the outside but interiors are chic, minimalist, and contemporary. With three pools, a hip outdoor cocktail bar and excellent restaurant, this is a sophisticated stay.
Key West (Florida)
An adult-only guesthouse, just off the famous Duval Street. Tropical and bright rooms with coastal touches, A/C and beautiful city views. In the morning eat sweet homemade pastries and fresh juices on the porch. Indulge by the relaxing saltwater pool day or night. Perfect for exploring the island.
Key West (Florida)
Cosy adults-only B&B nestled on a quiet side street close to Duval Street. Comfortable rooms feature wicker furniture, unique artwork and bright coloured walls for a tropical vibe. Plus there's a heated pool and hot tub, and an honesty bar for drinks. A little slice of paradise.
Key West (Florida)
This stylish resort is located by the sea in Key West. Guestrooms have a nautical theme, with a royal blue and crisp white colour palette and seaside-inspired soft furnishings. With six swimming pools and watersports activities available, this resort is perfect for a family beach break.
Key West (Florida)
In the heart of Key West's Old Town, this lovingly restored historic hotel is two Victorian houses made into one. Charming individually-decorated rooms ooze glamour with tropical touches giving a nod to the island location. Ferns and palms create welcome shade in the lush garden. A stylish oasis.
Key West (Florida)
An elegant and intimate B&B in Key West. Rooms are spacious and stylish with tropical decor, four-poster beds, angled bay windows and luxury linens. Enjoy a homemade breakfast on the lush and tropical terrace. On hot days, relax by the pool or grab a bicycle and explore the beaches of Key West.
Key West (Florida)
A tropical and elegant inn situated in Old Town Florida Keys. Rooms are classical and coastal with ceiling fans, traditional antique furnishings, artworks and large bathrooms with walk-in showers. Enjoy a delicious breakfast poolside with fresh-squeezed juices and champagne mimosas. A perfect stay.
Key West (Florida)
A sprawling resort set on a white-sand beach. Managing to be both fun and filled with activity yet still have a distinctly tranquil feel. Bright spacious rooms are all white-on-white with large terraces offering sea views. There are options for groups or families too. The perfect sunshine escape.
Key West (Florida)
A stunning Victorian-era house boasting spectacular sea views and an enviable location on the sophisticated end of Duval street. Romantic rooms are bright and spacious with hardwood floors and four-posters. There's a large pool, breakfast is served, and Key West's main sites are just a stroll away.
Key West (Florida)
Family-friendly waterfront suites, cottages, and guestrooms with furnished balconies overlooking the Gulf on the northern edge of Key West. All feature breezy, comfortable furnishings and coastal-chic decor. Water views, a landscaped pool, access to the beach and multiple dining options. Superb.
Key West (Florida)
A luxurious and intimate guesthouse set amongst a lush tropical garden. Charming guestrooms and cottages feature soft hues dotted with bright accents, in-room yoga mats, private patios and large rainfall showers. Sunbathe by the pool cloistered by banana palms or roam Key West by bike. Idyllic!
Key West (Florida)
An eclectic boutique hotel set in the heart of historic Key West. This characterful conch house features chic contemporary rooms with bohemian accents and tropical touches. Enjoy a delicious breakfast and sunbathe by the pool. Only minutes from the seaport; ideal for a coastal break.
Key West (Florida)
The largest of the 5 Kimpton hotels on Key West. Chic spacious rooms with artful, bohemian interiors and elegant touches such as summer cane beds and private patios with lush furnishings. The idyllic space has three private pools, an outdoor bar and vibrant gardens. Suitable for groups or couples.
Key West (Florida)
A tranquil adults-only bed and breakfast with outdoor hot tub and fountain fed pool. The exquisitely simple rooms, painted in calming whites and nudes, are flooded with natural light and furnished with an eye for Floridian refinement. Breakfast and wine and cheese happy hour are included.
Key West (Florida)
A luxury boutique hotel situated right next to the famous Key West Lighthouse. The rooms blend authentic mid-1800s architectural details with modern touches such as tropical cane beds and clean modern hues. Relax on the private patios surrounded by lush greenery or sip cocktails by the pool.
Key West (Florida)
A luxury boutique hotel, set in the historic and quaint old town of Key West. Romantic Scandi-chic rooms have large white-tiled bathrooms with walk-in showers and Atelier Bloem bath amenities. Private porches, lush gardens and a pool await outside. An elegant central stay.
Key West (Florida)
A charming conch-house set amidst leafy palms in Key West. Small but beautifully styled rooms take outdoor's scenes inside with palm printed fabrics and natural hues. Quaint touches include 'the happiest happy hour in town', fresh pastries, and complimentary snacks all-day. A convivial stay.
Key West (Florida)
A chic resort set in Key West's most famed nightlife spot (Duval Street). Vibrant suites have a whole lot of character with tropical-inspired colouring, luxury bathrooms and the best have terraces with sea views. There is a fully-fledged spa and three restaurants, one set on a pier. A grown-up stay.
Key West (Florida)
A luxury hotel and spa located right on the ocean in Key West. Spacious rooms are simply styled with floor-to-ceiling windows, antique-style furniture, and crisp white linen. Boasting Key West's only full-service spa and a romantic seaside restaurant - this is a great choice for a couples' escape.
Key West (Florida)
A lively hotel next to Duval street and near the beach. The rooms are decorated in cobalt blue and white with moody lighting and sound systems. There's a restaurant serving American fare plus a glitzy bar, outdoor pool and a terrace with lush landscaping. A great spot for exploring Key West.
Key West (Florida)
A new kind of hotel for Florida Keys, this industrial boathouse style hotel sits right on an active marina on Stock Island. The interiors are all raw steels, concrete, wood and salvage materials, add to this nautical theme sculptures and modern furnishings. There's yummy seafood and drinks too.
Key West (Florida)
Downtown Key West resort with tropical palm-fringed gardens surrounding two heated outdoor pools. Carefully appointed suites are bright and airy, have private balconies and feature fully equipped kitchens to cook for family and friends. Alternatively, dine in the sophisticated Japanese restaurant.
Key West (Florida)
This stylish hotel is set in verdant grounds in Key West, Florida. The beautifully appointed guestrooms have elegant, dark wood furniture and unique artwork. Unwind with a cocktail by the outdoor pool or catch a live jazz session in the hotel gardens. A great hideaway for a romantic couples' break.
Key West
A luxurious Key West stay. Set on a private island just minutes from the city but feeling a million miles away! Cottages range from two to four bedrooms and the design throughout has a real country club feel. Complete with a spa, exceptional service, a restaurant and a host of on-site activities.