Key West Hotels

Photo Westin Hotel
Westin Resort and Marina
The Westin Resort and Marina is a AAA Four-Diamond rated resort that offers 178 deluxe guest rooms, suites, and has the largest marina of any hotel in Key West! The Westin Resort features Bistro 245 offering delicious oceanfront dining overlooking the Sunset Celebration. For those really wanting to get away from it all, Sunset Key at the Westin with private cottages, a spa and award winning Latitudes restaurant.
The Westin Resort and Marina is a AAA Four-Diamond rated resort that offers 178 deluxe guest rooms, suites, and has the largest marina of any hotel in Key West! The Westin Resort features Bistro 245 offering delicious oceanfront dining overlooking the Sunset Celebration. For those really wanting to get away from it all, Sunset Key at the Westin with private cottages, a spa and award winning Latitudes restaurant.
Photo of Casa Marina
Casa Marina Resort and Beach Club
The Casa Marina—a Waldorf Astoria Resort— is the last of tycoon Henry Flagler’s luxury hotels. The Casa features private oceanfront views and stunning views of the sunrise with more than 1,100 feet of secluded beach. It is perfect for an intimate vacation along the southern edge of the island. With emerald grounds, lush gardens, and a sparkling pool, it’s easy to feel like royalty. At the Sun Sun enjoy ocean front dining with casual elegance.
The Casa Marina—a Waldorf Astoria Resort— is the last of tycoon Henry Flagler’s luxury hotels. The Casa features private oceanfront views and stunning views of the sunrise with more than 1,100 feet of secluded beach. It is perfect for an intimate vacation along the southern edge of the island. With emerald grounds, lush gardens, and a sparkling pool, it’s easy to feel like royalty. At the Sun Sun enjoy ocean front dining with casual elegance.
Photo of Crowne Plaza Key West La Concha
Crowne Plaza La Concha
The tallest building in Old Town Key West, the La Concha is centrally located in the heart of Duval Street. It was at the La Concha that Tennessee Williams penned “A Streetcar Named Desire!” The La Concha features Sleep Advantage beds, free Wi-Fi, a tropical sun deck and pool! The La Concha is home to the island’s only Starbucks, the delicious Jack’s Seafood Shack, and The Top Lounge, a rooftop bar with the best view of Key West.
The tallest building in Old Town Key West, the La Concha is centrally located in the heart of Duval Street. It was at the La Concha that Tennessee Williams penned “A Streetcar Named Desire!” The La Concha features Sleep Advantage beds, free Wi-Fi, a tropical sun deck and pool! The La Concha is home to the island’s only Starbucks, the delicious Jack’s Seafood Shack, and The Top Lounge, a rooftop bar with the best view of Key West.
HomeAway
HomeAway is the world’s premiere online market for vacation rentals. With an extensive selection of Key West vacation homes, you’ll have no trouble finding the perfect place for your vacation needs. Descriptive listings and images make it easy for visitors to find exactly what they want. And if you’re looking specifically for that special Key West B&B, HomeAway offers a great comprehensive global site for finding the perfect B&B property.
HomeAway is the world’s premiere online market for vacation rentals. With an extensive selection of Key West vacation homes, you’ll have no trouble finding the perfect place for your vacation needs. Descriptive listings and images make it easy for visitors to find exactly what they want. And if you’re looking specifically for that special Key West B&B, HomeAway offers a great comprehensive global site for finding the perfect B&B property.
Rose Lane Villas
Your southernmost vacation begins here! Only half a block from Duval Street, Rose Lane Villas is a 5 minute walk to Mallory Square, Sloppy Joe's and all of your favorite Key West attractions. The family friendly 1, 2 and 3 bedroom Villas offer newly renovated kitchens, free parking and Wi-Fi. This tropical oasis features a heated pool, just steps from your front door. Don't leave your 4 legged family member behind, we're also pet friendly!
Your southernmost vacation begins here! Only half a block from Duval Street, Rose Lane Villas is a 5 minute walk to Mallory Square, Sloppy Joe's and all of your favorite Key West attractions. The family friendly 1, 2 and 3 bedroom Villas offer newly renovated kitchens, free parking and Wi-Fi. This tropical oasis features a heated pool, just steps from your front door. Don't leave your 4 legged family member behind, we're also pet friendly!
Photo of Preferred Properties
Preferred Properties
Having sold some of the most acclaimed estates in Key West and broken sales records throughout the Florida Keys, Preferred Properties is most certainly preferred by a lot of satisfied clients and customers. They have a variety of agents who are waiting to help you find the perfect location for you to rest your head for a week or a lifetime. Their employees specialize and are trained in selling, consulting, and managing properties.
Having sold some of the most acclaimed estates in Key West and broken sales records throughout the Florida Keys, Preferred Properties is most certainly preferred by a lot of satisfied clients and customers. They have a variety of agents who are waiting to help you find the perfect location for you to rest your head for a week or a lifetime. Their employees specialize and are trained in selling, consulting, and managing properties.
Sunset Key
Located on a secluded 27-arce island called Sunset Key our cottages are designed for the sophisticated traveler who demands the very best! This tropical paradise are luxurious one, two, three and four bedroom cottages, each designed in traditional Key West architecture and offering magnificent ocean or garden views. This is the perfect location to sip a glass of champagne or enjoy your complimentary breakfast basket and newspaper delivered each morning.
Located on a secluded 27-arce island called Sunset Key our cottages are designed for the sophisticated traveler who demands the very best! This tropical paradise are luxurious one, two, three and four bedroom cottages, each designed in traditional Key West architecture and offering magnificent ocean or garden views. This is the perfect location to sip a glass of champagne or enjoy your complimentary breakfast basket and newspaper delivered each morning.
Photo of Pier house
Pier House Resort
Just a step away from Mallory Square, the Pier House Resort and Caribbean Spa has been a Florida icon for nearly 40 years. The Harbor View Café and Chart Room Bar along with the Caribbean Spa offer guests a quiet oasis surrounded by lush gardens, pools, and private beaches. It’s a taste of the luxury and relaxation that Key West offers to those seeking calm and pampered vacations.
Just a step away from Mallory Square, the Pier House Resort and Caribbean Spa has been a Florida icon for nearly 40 years. The Harbor View Café and Chart Room Bar along with the Caribbean Spa offer guests a quiet oasis surrounded by lush gardens, pools, and private beaches. It’s a taste of the luxury and relaxation that Key West offers to those seeking calm and pampered vacations.
SellMyTimeshareNOW Key West Rentals
Luxury, affordability, convenience, these are just a few of the words used to describe the Key West timeshare rentals found on SellMyTimeshareNOW. Finding an economical suite or villa in a high end hotel like the Hyatt Beach House Resort has proven to be pretty difficult in the past, but now it’s a breeze with SellMyTimeshareNOW’s simple to use search features and inventory of by-owner rentals. 1 to 3 bedroom units can be found, and all offer cooking facilities and balconies!
Luxury, affordability, convenience, these are just a few of the words used to describe the Key West timeshare rentals found on SellMyTimeshareNOW. Finding an economical suite or villa in a high end hotel like the Hyatt Beach House Resort has proven to be pretty difficult in the past, but now it’s a breeze with SellMyTimeshareNOW’s simple to use search features and inventory of by-owner rentals. 1 to 3 bedroom units can be found, and all offer cooking facilities and balconies!
Photo Best Western
Best Western Key Ambassador Resort
This waterfront oasis is perfect for guests seeking a relaxed vacation right off the waves of the ocean. With wonderful amenities including a heated oceanside pool and a sun bathing deck, the Key Ambassador offers pool and beverage service, as well as a continental breakfast.
This waterfront oasis is perfect for guests seeking a relaxed vacation right off the waves of the ocean. With wonderful amenities including a heated oceanside pool and a sun bathing deck, the Key Ambassador offers pool and beverage service, as well as a continental breakfast.
sherton
Sheraton Suites
With perfectly landscaped grounds, lush flowers, and rocking chairs, it’s the only resort located directly across from Smather’s Beach. Featuring a bright lobby, restaurants, halls, and a Core Fitness Center, Sheraton Suites allows guests a contemporary stay with a Caribbean influence. Accommodations are pet friendly and smoke-free, Caribbean design, two flat-screen televisions, microwaves, refrigerators, Starbucks coffee makers, and WiFi.
With perfectly landscaped grounds, lush flowers, and rocking chairs, it’s the only resort located directly across from Smather’s Beach. Featuring a bright lobby, restaurants, halls, and a Core Fitness Center, Sheraton Suites allows guests a contemporary stay with a Caribbean influence. Accommodations are pet friendly and smoke-free, Caribbean design, two flat-screen televisions, microwaves, refrigerators, Starbucks coffee makers, and WiFi.
the galleon
The Galleon Resort and Marina
Nestled in the heart of Old Town Key West, The Galleon Resort & Marina has been the vacation choice of countless families and couples. They offer spacious Key West accommodations that have kept guests coming back for over 25 years! They offer many options for rooms, including one and two bedroom units. A large waterfront swimming pool, private beach, boardwalk and tiki bar are just a few of the great amenities that they have to offer.
Nestled in the heart of Old Town Key West, The Galleon Resort & Marina has been the vacation choice of countless families and couples. They offer spacious Key West accommodations that have kept guests coming back for over 25 years! They offer many options for rooms, including one and two bedroom units. A large waterfront swimming pool, private beach, boardwalk and tiki bar are just a few of the great amenities that they have to offer.
Photo of Key West Youth Hostel
Key West Hostel
The hostel features 30 bunk beds spread around one all male room, one all female room and one mixed room. Guests are supplied sheets and can rent towels. Coin operated laundry facilities and lockers are available. There is a fully equipped kitchen, outdoor grill and free wi-fi as well as an outdoor common area in the courtyard.
The hostel features 30 bunk beds spread around one all male room, one all female room and one mixed room. Guests are supplied sheets and can rent towels. Coin operated laundry facilities and lockers are available. There is a fully equipped kitchen, outdoor grill and free wi-fi as well as an outdoor common area in the courtyard.
Cypress House
The Cypress House is an historic Key West inn that is ideally located in the Old Town area of Key West! The House was the estate home of Richard Kemp and his family who moved to Key West from the Bahamas in the early 19th century. Rooms are fully updated, new furnishings, modern amenities that include a private bath, flat-screen TV, and wireless internet service. The 40 foot, heated lap pool area provides a private and comfortable place to relax.
The Cypress House is an historic Key West inn that is ideally located in the Old Town area of Key West! The House was the estate home of Richard Kemp and his family who moved to Key West from the Bahamas in the early 19th century. Rooms are fully updated, new furnishings, modern amenities that include a private bath, flat-screen TV, and wireless internet service. The 40 foot, heated lap pool area provides a private and comfortable place to relax.
the marker
The Marker
Old Town's newest hotel! The Marker Waterfront Resort offers 96 spacious tropically-inspired contemporary and luxurious guest rooms along the famed Historic Seaport Harbor Walk. The Marker offers multiple room categories to choose from ranging between Marina, Pool, Garden and Old Town views, with king or double queen options. Their poolside Cero Bodega is a Cal-Mex inspired cuisine that offers hand crafted cocktails, breakfast, lunch and dinner.
Old Town's newest hotel! The Marker Waterfront Resort offers 96 spacious tropically-inspired contemporary and luxurious guest rooms along the famed Historic Seaport Harbor Walk. The Marker offers multiple room categories to choose from ranging between Marina, Pool, Garden and Old Town views, with king or double queen options. Their poolside Cero Bodega is a Cal-Mex inspired cuisine that offers hand crafted cocktails, breakfast, lunch and dinner.
Photo of Old Town Manor
Old Town Manor
Constructed in the late 1800s, this Key West bed and breakfast is also a 21st century establishment. Pet-friendly, certified Green Lodging, and an all-natural breakfast, it’s a perfect retreat for great thinkers and lovers of life and high energy. Creating a calm and relaxing atmosphere that is welcome and open to all guests. It’s a great start to an ideal Key West vacation with an impeccable staff, perfect location, and affordable prices.
Constructed in the late 1800s, this Key West bed and breakfast is also a 21st century establishment. Pet-friendly, certified Green Lodging, and an all-natural breakfast, it’s a perfect retreat for great thinkers and lovers of life and high energy. Creating a calm and relaxing atmosphere that is welcome and open to all guests. It’s a great start to an ideal Key West vacation with an impeccable staff, perfect location, and affordable prices.
Photo of Island House
Island House
The Island House, a male only resort, is a great place to make friends, be yourself, and enjoy everything about yourself in a safe, locked compound where everyone is gay—far from the outside world. A friendly and capable all male staff is ready to make sure all guests enjoy their stay. With accommodations that include room service, massages, moonlight swims in the nude, Jacuzzis, and anything you could really ever ask for.
The Island House, a male only resort, is a great place to make friends, be yourself, and enjoy everything about yourself in a safe, locked compound where everyone is gay—far from the outside world. A friendly and capable all male staff is ready to make sure all guests enjoy their stay. With accommodations that include room service, massages, moonlight swims in the nude, Jacuzzis, and anything you could really ever ask for.
Photo of At Home in Key West
At Home in Key West
At Home in Key West is a great Key West caterer of the vacation rental and real estate needs of guests and locals alike. This friendly and professional service is ready to find you the perfect luxurious vacation rental, condo rental, or full estate. Their goal is to ensure that all guests have the opportunity to experience the relaxed, yet charismatic atmosphere of the island.
At Home in Key West is a great Key West caterer of the vacation rental and real estate needs of guests and locals alike. This friendly and professional service is ready to find you the perfect luxurious vacation rental, condo rental, or full estate. Their goal is to ensure that all guests have the opportunity to experience the relaxed, yet charismatic atmosphere of the island.
The Weatherstation Inn
The Weatherstation Inn maintains the integrity of traditional Key West style. Located on the grounds of the old Navy Yard, in what is now the private upscale gated community of Truman Annex. With eight distinctively different guest rooms with tropical landscape surrounding the residence and private heated pool. Just outside Truman Annex gates a wanderer's paradise awaits you, including Duval Street or the charming lanes and alleys of Old Town.
The Weatherstation Inn maintains the integrity of traditional Key West style. Located on the grounds of the old Navy Yard, in what is now the private upscale gated community of Truman Annex. With eight distinctively different guest rooms with tropical landscape surrounding the residence and private heated pool. Just outside Truman Annex gates a wanderer's paradise awaits you, including Duval Street or the charming lanes and alleys of Old Town.
Photo of Seashell Motel
SeaShell Motel
Offering low cost accommodations in the heart of Old Town. With 14 budget friendly rooms guest can choose from single, double or triple rooms. The Sea Shell also offers a one bedroom suite and a double room with kitchenette. All rooms are air-conditioned, have cable tv and come with mini refrigerators. There are also coin operated laundry facilities on site. The hostel features 30 bunk beds spread around one all male room, one all female room and one mixed room. Guests are supplied sheets
Offering low cost accommodations in the heart of Old Town. With 14 budget friendly rooms guest can choose from single, double or triple rooms. The Sea Shell also offers a one bedroom suite and a double room with kitchenette. All rooms are air-conditioned, have cable tv and come with mini refrigerators. There are also coin operated laundry facilities on site. The hostel features 30 bunk beds spread around one all male room, one all female room and one mixed room. Guests are supplied sheets and can rent towels.
Photo of Ocean Key
Ocean Key Resort and Spa
Located at Mallory Square, the Ocean Key Resort and Spa has an abundance of oceanfront rooms that relax, as well as energize, with the plethora of amenities. All rooms come with balconies with views of the water or Duval Street, jetted baths and seating areas. Pamper yourself at Spa Terre. Sip on a cool cocktail on the Sunset Pier with live music or enjoy elegant dining at the Hot Tin Roof. Enjoy a sail in the blue waters of the Key West Harbor.
Located at Mallory Square, the Ocean Key Resort and Spa has an abundance of oceanfront rooms that relax, as well as energize, with the plethora of amenities. All rooms come with balconies with views of the water or Duval Street, jetted baths and seating areas. Pamper yourself at Spa Terre. Sip on a cool cocktail on the Sunset Pier with live music or enjoy elegant dining at the Hot Tin Roof. Enjoy a sail in the blue waters of the Key West Harbor.
Last Key Realty
Looking for the perfect Key West vacation home? Whether for a week or a month or two, Last Key Realty has a features a large selection of luxury accommodations in Old Town. Waterfront, water view or tucked away in a tropical garden, let Last Key Realty help make your stay in the Southernomst City absolutely perfect!
Looking for the perfect Key West vacation home? Whether for a week or a month or two, Last Key Realty has a features a large selection of luxury accommodations in Old Town. Waterfront, water view or tucked away in a tropical garden, let Last Key Realty help make your stay in the Southernomst City absolutely perfect!
Photo of Island City
Island City House Hotel
With three uniquely different buildings… the Arch House, the Island City House, and the Cigar House, the Island City House features different suites with impeccable style and luxury. Whether in a multi bedroom suite or suites complete with kitchens, guests will enjoy the sunrise with a cup of coffee on a private porch or next to the pool! Stroll the gardens, lie in the hammocks, or enjoy the lull of a porch swing.
With three uniquely different buildings… the Arch House, the Island City House, and the Cigar House, the Island City House features different suites with impeccable style and luxury. Whether in a multi bedroom suite or suites complete with kitchens, guests will enjoy the sunrise with a cup of coffee on a private porch or next to the pool! Stroll the gardens, lie in the hammocks, or enjoy the lull of a porch swing.