Luxury Hotels in Key West

Key West is one of the most beautiful and unique destinations in the US. With beaches, coral reefs and turquoise waters, it is an idyllic place to spend a few days. But it is also a place of culture and lifestyle, filled with colorful streets, unique architecture, and a friendly local atmosphere. With so much to offer, it's no surprise that the hotels here are of an exceptionally high standard. Our hotel experts have compiled a collection of the best luxury hotels in Key West. From grand historic properties to chic boutique stays — there is something to suit most tastes. Whether you are looking for a romantic getaway or a family break — why not browse through our collection to start planning your next trip?

  • The Gates Hotel Key West 100 rooms from CA$262

    Total relaxation  -  Step into the island way of life with lazy days spent by the pool or on one of the stunning beaches.
    Families  -  A family friendly property complete with designated suites and plenty to keep everyone entertained.
    Seaside  -  Ideal for a seaside holiday.
    Romantic  -  Good for couples.
    Air conditioningRestaurantSwimming PoolGardenPet friendlyDisabled accessParking

    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. See More

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  • Old Town Manor Key West 14 rooms from CA$263

    Local exploring  -  Situated near Duval Street, the location and proximity is fabulous for discovering Key West's main attractions
    Great walks  -  Take a picnic to Fort Zachary Taylor
    Sailing  -  Can be booked nearby.
    Four poster beds  -  For romantics.
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    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. See More

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  • Simonton Court Historic Inn & Cottages Key West 30 rooms from CA$275

    Local exploring  -  In the heart of the Old Town, and many of the most famous bars, restaurants and historic attractions are located just steps away
    Great walks  -  Walk to Fort Zachary Taylor Historic State Park and see the beautiful beach
    Swimming Pool  -  Four swimming pools, open 24 hours
    Minimum Stay  -  Two-night minimum
    Swimming PoolDisabled access

    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. See More

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  • The Marker Key West Key West 96 rooms from CA$282

    Luxury  -  A luxurious ocean front property set in 2-acres of lush grounds complete with three pools, indulgent suites and elevated dining
    Active Holiday  -  Key West is all about the ocean - spend days trying your hand at watersports, sailing, diving or snorkelling
    Diving  -  Key West is surrounded by beautiful coral reefs - perfect for diving
    Restaurant  -  Island inspired food at the Starboard
    Air conditioningRestaurantSwimming PoolGardenDisabled accessParkingNo pets

    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. See More

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  • Southernmost House Key West 18 rooms from CA$379

    Romantic Break  -  An old Victorian house that sings of romance; rooms have four-posters and the property has an exclusive 'hide-away' feel
    City Style  -  Set on the quiet end of Duval Street surrounded by art galleries and high-end eateries
    Adult Only  -  Must be aged over 18 years
    Swimming Pool  -  Outdoor pool
    Swimming PoolGardenDisabled accessNo pets

    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. See More

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  • The Capitana Key West 75 rooms from CA$394

    Romantic Break  -  Breezily styled accommodations with chic interiors, plus buzzing bars and cool pool area
    Families  -  Families will love the rooms which have an additional set of bunk beds for the kids
    Beach Life  -  One of the few properties in Key West with direct access to a beach
    Restaurant  -  Poolside Tiki bar, a beach snack bar, and a breakfast restaurant for guests or fine dining at sister hotel Sunset Key Cottages
    Air conditioningRestaurantSwimming PoolPet friendlyDisabled accessViewsParking

    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. See More

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  • Ella's Cottages - Key West Historic Inns Key West 22 rooms from CA$395

    Local exploring  -  The hotel is the perfect base for discovering Key West's rich culture and its beautiful beaches
    Total relaxation  -  Soak up the Florida sun and lounge by the pool with a good book
    Diving  -  Good diving nearby.
    Kayaking  -  Available locally.
    Air conditioningSwimming PoolGardenPet friendlyDisabled access

    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! See More

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  • Winslow's Bungalows Key West 85 rooms from CA$395

    Local exploring  -  Key West offers frequent festivals to tropical open-air bars, the sliver of an island balances revelry and relaxation
    Groups  -  The largest of the Kimpton group on Key West with three pools and spacious rooms and suites
    Swimming Pool  -  Three outdoor pools
    Sailing  -  Can be booked nearby.
    Air conditioningRestaurantSwimming PoolPet friendlyDisabled accessParking

    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. See More

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  • Fitch Lodge - Key West Historic Inns Key West 44 rooms from CA$395

    Active Holiday  -  Snorkelling, diving, deep-sea fishing and sunset sailing are some of the activies that Key West offers
    Local exploring  -  Cycle the historic Old Town and tour Fort Zachary Taylor
    Swimming Pool  -  Indoor/outdoor
    Boutique
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    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. See More

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  • Ridley House - Key West Historic Inns Key West 23 rooms from CA$421

    Local exploring  -  The hotel is nestled in Old Key West- perfect for exploring the nightlife, dining and culture of Key West
    Total relaxation  -  Lounge in chic hammocks with a book or by the pool
    Honeymoons
    Swimming Pool  -  Outdoor pool, towels provided and an afternoon poolside refresher
    Air conditioningSwimming PoolPet friendlyDisabled accessParking

    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. See More

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  • Lighthouse Hotel - Key West Historic Inns Key West 45 rooms from CA$421

    Groups  -  With spacious suites and rooms, a lively pool and bustling bar, the hotel is the perfect setting for groups
    Sights nearby  -  The hotel is just a stone's throw away from the iconic Key West Lighthouse and Hemingway’s home
    Secluded setting  -  For escaping.
    Kayaking  -  Available locally.
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    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. See More

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  • Ocean Key Resort & Spa Key West 100 rooms from CA$459

    Romantic Break  -  Spacious suites and a spoiling spa offering couples' treatments - this is an ideal choice for a romantic break
    City Style  -  Vibrant Floridian style located in Key West's sought after Duval Street
    Close to nightlife  -  Just steps from Duval Street's renowned nightlife
    Swimming Pool  -  Outdoor pool
    Air conditioningSpaRestaurantSwimming PoolNo pets

    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. See More

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  • Pier House Resort & Spa Key West 142 rooms from CA$499

    Spa breaks  -  The Spa at Pier House is Key West's only full-service spa offering a wide range of facials, wraps and massages
    Active Holiday  -  Key West is renowned for its watersports from parasailing to jetskiing as well as diving in the coral reefs
    Restaurant  -  One Duval offers ocean views and specialises in seafood
    Whirlpool Bathtub  -  Book the Presidential Suite for a whirlpool tub
    Air conditioningSpaRestaurantSwimming PoolGardenPet friendlyDisabled accessParking

    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. See More

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  • The Perry Hotel Key West Key West 100 rooms from CA$536

    Beach Life  -  Built right onto a working marina, with direct access to deep sea fishing and diving, plus there is a lush pool
    Sights nearby  -  There is a free shuttle bus from the hotel into Old Town Key West, make sure to head in and check out the sights
    Sailing  -  Hire a yacht and a skipper and spend the day exploring the Florida Keys and soaking up the coastline
    Fishing  -  The fishing here is excellent and the concierge can point you to the best tour guides around
    Air conditioningRestaurantSwimming PoolGardenPet friendlyDisabled accessViewsParking
    Recommended by  -  Tablet

    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. See More

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  • The Gardens Hotel Key West 20 rooms from CA$725

    Romantic Break  -  The relaxed atmosphere at this adults-only hotel is perfect for a couples' retreat; book a massage for a romantic evening in
    Local exploring  -  With a prime location close to the best bars and restaurants of Key West, there is plenty to explore local to this hotel
    Hideaway  -  Set in a secret garden in the heart of downtown Key West, this hotel makes a great hideaway holiday destination
    Restrictions on children  -  Adults-only hotel
    Air conditioningSwimming PoolGardenPet friendlyViewsParking

    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. See More

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  • Sunset Key Cottages Key West 40 rooms from CA$1038

    Families  -  Private cottages, some with their own pools, give the feel of a private family holiday with the convenience of hotel amenities
    Beach Life  -  Beautiful white sand beaches wrap the tiny island that this resort sits upon
    Romantic Break  -  Exclusive and private, the perfect choice for a romantic break
    Fishing  -  Charter a deep sea-fishing excursion for the day
    TennisSpaRestaurantSwimming PoolParkingNo pets

    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. See More

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