10 Key West Luxury Hotels

You look out the window onto the world of whiteness and cold; it comes to you that you work hard all year long and you deserve a luxury vacation to somewhere entertaining and warm. The first thing to pop into your mind is the warmth and lush beauty of Florida. More specifically, the Key West luxury hotels.

There are many different vacancies that you could choose to house you on this island city. But staying in one of the Key West luxury hotels will elevate your stay to an experience to remember long after you have returned to your office or cubical.

With a history that dates back to Pre-Colonial times, “The Keys” are now considered a favorite destination for many globe trotters when it comes to vacationing, exploring, and partying in style and comfort (remember to book early to lock-in desired dates).

Staying at one of the Key West luxury hotels, you will be enjoying the four and five star world of modern accommodations that are available while you spend your days exploring this ancient and beautiful location. Compare these ten different four and five star hotels to determine which one will satisfy your “Get me out of here!” state of mind and onto a warm and sandy beach—ASAP.

Luxury hotel exterior entrance


1. The Marquesa Hotel

The historic 27 room Marquesa Hotel is the perfect getaway for those looking for an adult only experience near popular attractions such as the Audubon House, Key West Aquarium, and Mallory Square. This choice from the luxury hotels in Key West offers high quality rooms in a very small and private setting with chef inspired dinners and a soothing color palate throughout their high-class but laid-back hotel. Top-notch amenities and the brilliant sights of the surrounding city give you even more reasons to cozy into one of their luxurious rooms.

  • Accommodation type: 4-star
  • Pricing: standard rooms start at $300 and up per night, and $450 and up per night for a Junior Luxury Suite
  • Booking: through the reservations portal
  • Ideal for: couples and families with children over the age of 14
  • Address: 600 Flemming Street, Key West, FL 33040-6826

The Marquesa Hotel room


2. Santa Maria Suites Resort

The all-suite property of Santa Maria Suites Resort pampers their LGBT (lesbian, gay, bisexual and transgender) guests with fine chocolates and up-scale in-room amenities. The private patios of these 35 rooms overlook the pool and each suite provides furnished efficiency kitchens that are tastefully decorated and stocked. Visitors will enjoy the weight lifting and cardio equipment, two heated pools (with attendants and life guards), and a fine Asian dining and Saki experience at the restaurant Ambrosia. Those venturing out to shop can find Duval Street a short walk away.

  • Accommodation type: 4-star
  • Pricing: from $339 and up for a standard to $549 and up for a suite
  • Booking: through the reservations portal
  • Ideal for: families and couples
  • Address: 1401 Simonton St, Key West, FL 33040-3116

3. Pier House Resort and Spa

Guests will empty white sand from their shoes when they decide on one of the 142 available rooms at the Pier House Resort and Spa, one of the exclusive Key West luxury hotels. In addition, the only one that offers full-service spa treatments.

Experience the sights, sounds, and smells of the ocean on the hotel’s private stretch of beach or from a private patio of an amenity stocked room. Dine at one of the four on-site Asian inspired restaurants or take advantage of the fitness center to work up a sweat. For those who can not leave their laptop or their Lab at home, there is a business center and animals are welcome.

  • Accommodation type: 4-star
  • Pricing: from $270 and up for a standard to $559 and up for a suite
  • Booking: through the reservations portal
  • Ideal for: families and couples
  • Address: 1 Duval Street, Key West, FL 33040-6610

4. The Gardens Hotel

The Gardens Hotel in Florida is the perfect destination for those sophisticated couples who are looking for a luxurious, ultra private, and peaceful getaway. With 23 rooms from which to choose, this 1875 plantation-style decorated get-away is a tiny spot of silence and tranquility among the bustling areas of Southernmost Point, Mallory Square, and the well-known Duval Street.

Yet, although this hotel supplies luxurious room accommodations and wedding/reception opportunities, they do not house a restaurant. Instead, they offer small snacks at the on grounds d’vine Wine Gallery, at pool-side, and free breakfast.

  • Accommodation type: 4-star
  • Pricing: $179 and up for single standard to $559 and up for a cottage
  • Booking: through the reservations portal
  • Ideal for: couples (no guests under 16 yrs)
  • Address: 526 Angela St., Key West, FL 33040

The Gardens Hotel interior garden view


5. Ocean Key Resort and Spa

The Ocean Key Resort & Spa is all about location for their guests. Located next to Mallory Square, this property is a Noble House Resort that boasts spectacular views of the city, the ocean, and the bay from their 100 room luxury hotel. When exploring Key West luxury hotels, it is noticeable that this member of the Noble House hotel group is brightly splashed with colors of green and blue. There is a long list of guest amenities and visitors can order Latin American/American cuisine room service from 7 to 10 am; the Hot Tin Roof restaurant, the Liquid Lounge, and the Sunset Pier bar are also available for dining on a menu of fresh ocean fish, shellfish, or sandwiches.

  • Accommodation type: 4-star
  • Pricing: from $332 and up-single standard to $476 and up-suite
  • Booking: through the reservations portal
  • Ideal for: solo travelers, couples, or groups
  • Address: 0 Duval Street, Key West, FL 33040-6611

6. Sunset Key Cottages

Sunset Key Cottages is a ferry accessible 50 room hotel that is part of an exclusive chain of getaways owned by Starwood. Guests and their families can dine on fine ocean fresh cuisine in the hotel’s restaurant Latitudes or they may choose instead to visit the sea creatures at the nearby Mel Fisher Maritime Museum, or the Key West Aquarium. A newspaper, free breakfast, and plenty of other swanky amenities are provided in each room as well as an outdoor pool, lighted tennis court and spa and fitness center access.

  • Accommodation type: 5-star
  • Pricing: $759 and up single for a single and $1,209 and up for a 3 br cottage
  • Booking: through the reservations portal
  • Ideal for: families, singles, groups
  • Address: 245 Front Street, Key West, FL 33040

7. The Legacy Hotel

Before the Waldorf Astoria group developed this hotel into the luxury 311 room retreat it is today, the Legacy Hotel was once the site of military conflicts and influences. Famous guests such as Warren G. Harding, Gregory Peck, and Rita Hayworth created a buzz to establish this hotel as one of the Key West luxury hotels and a well-to-do five star destination.

And, after a 40 million dollar contemporary style renovation, guests are able to enjoy the combination of the historic background, modern conveniences, and a completely disabled/handicapped accessible hotel and amenities.

  • Accommodation type: 4-star
  • Pricing: $309 and up for single and $409 and up for a 2-bed ocean view
  • Booking: through the reservations portal
  • Ideal for: singles, families, groups, and events
  • Address: 1500 Reynolds Street, Key West, FL 33040

Casa Marina Key West room


8. The Marker Waterfront Resort

The Marker Waterfront Resort is a luxury get away with 96 rooms that are bursting with extras like a mini bar, free internet, free and paid Wi-Fi, bar and restaurant (Cero Bodega), fitness center and workout room. Also, a business center, room service, and a host of other conveniences. Outdoor activities may include a swim at one of the three pools. Or a stroll to the Historic Seaport and on to exploring nearby hot-spots like Duvall Street. When staying at this choice of Key West luxury hotels, travelers will be right in the heart of the action with spectacular views of it all.

  • Accommodation type: 4 star
  • Pricing: $307 and up to $871 for a standard single
  • Booking: through booking portal
  • Ideal for: singles, couples
  • Address: 200 William Street, Key West, FL 33040-6645

9. The Southernmost House Hotel

The Southernmost House Hotel is an ultra-private 18 room getaway for active travelers who prefer to relax in comfort and luxury. Furthermore, visitors are privy to a large number of outdoor athletic activities available within moments of this high-end accommodation. With over 15 different land, water, and sky activities from which to choose, guests will welcome the tranquility of their accommodations. As well as the expert service that this property has to offer.

  • Accommodation type: 4.5-star
  • Pricing: $352 and up for single to $409 for king ocean view
  • Booking: through booking portal
  • Ideal for: singles, couples
  • Address: 1400 Duval Street, Key West, FL, 33040

10. Parrot Key Resort

Though Parrot Key Resort is a traditional style 148 room boutique hotel located on the ocean in Florida, guests staying at this location will be pampered by the attentive staff as they enjoy the four pools. Snorkeling, parasailing, jet-skis, and beach, and much more. These cottage-style rooms are perfect for the traveler interested in a more independent lifestyle when staying away from home.

  • Accommodation type: 4-star
  • Pricing: from $329 and up for standard to $819 and up for a 3 br villa
  • Booking: through booking portal
  • Ideal for: families, couples
  • Address: 2801 North Roosevelt Boulevard | Key West, FL 33040-4073

Parrot Key Resort and Hotel




So, living the life of luxury does not have to be compromised by a family or individual’s desire to go on vacation. Escape to the Florida Keys to enjoy sun, sand, and relaxation. Without compromising the comfort and luxury that one normally finds in a high-end four or five star hotel.

Waste no time. Book one of these prestigious Key West luxury hotels, to stay in, enjoy the water and outdoor activities that Florida has to offer. Regardless of the time of year, luxury can always be found here.

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