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- Key West, Florida, United States of America
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All Inclusive Resorts
6 Best All-Inclusive Resorts In Key West, Florida
A tropical island paradise, Key West is one of the most popular destinations in Florida for travellers seeking a sunny weekend getaway or an extended family holiday. Located off the southern coast of Florida, in the southern part of the United States, it boasts beautiful beaches, abundant wildlife, iconic landmarks, great cuisine and dazzling things to do at night. If you're a nature lover, visit The Key West Butterfly and Nature Conservatory to discover a wondrous habitat for butterflies and birds. Then, make your way to Duval Street to explore a bustling street packed with lively restaurants, bars and shops. You can also stroll along Sunset Pier to capture magical sunsets or enjoy exciting water sports at Smathers Beach. **Interesting fact about Key West:** - One of the most famous people to fall in love with idyllic Key West is the renowned writer Ernest Hemingway. Like me, he loved to travel around and write about the places he visited. He also loved Key West so much that he and his wife at the time settled there and their former home is now a museum. **When to visit:** - According to U.S. News & World Report, the best time to visit Key West is between March and May so you can avoid the winter-time rush of tourists while still enjoying pleasant weather. However, if you want cheaper rates and don't mind the rain, you can take advantage of the slow season from June to November. Are you looking for an awesome resort teeming with tasty food and fun things to do for your vacation here? Read on for the best all-inclusive resorts in Key West, Florida. *Please note that some of the properties on this list may have packages that are not available at the time of booking.*
Adult Only Resorts
10 Best Adult-Only Resorts In Key West, Florida
The city of Key West, being part of the beautiful Florida Keys archipelago, rewards its visitors with scenic sandy beaches and year-round warm weather. Apart from its wonderful shorelines, Key West's other claim to fame is being the southernmost city in the United States, even commemorating the city's southernmost point with a special landmark and as a tourist attraction. Other things you can do while in Key West include visiting the iconic Key West Butterfly & Nature Conservatory and the Hemingway Home and Museum. You can also take a fishing charter and pick a fight with the native marlins and tuna. While you're here, you may prefer to stay at a place that's away from the rowdy crowds that most beach getaways are known for. If that's the case, then be sure to check out this list of the best adult-only resorts in Key West, Florida.
Rooftop Bars
Top 10 Rooftop Bars In Key West, Florida
An island city in the US state of Florida, Key West is the archipelago. Renowned for its conch-style residences, pastel-hued houses, and cruise-ship stop, Key West is easily accessible from the mainland of Florida. It is a popular destination for snorkeling, scuba diving, and other water sport activities because of its stunning beaches and coral reefs. Other than this, there are plenty of landmarks one can check out on their visit here. Some of them are The Ernest Hemingway Home and Museum, Mallory Square, Fort Zachary Taylor, and Duval Street among others. For accommodation options, choose among the beach resorts and family resorts in the area. And after exploring, if you want to grab good food with craft drinks and great views, hop into any of the best rooftop bars in Key West, Florida, for a fun day out.
Houseboats
10 Best Airbnb Houseboats In Key West, Florida
Key West is a stunning island city in the southernmost point of the Florida Keys archipelago. Boasting breathtaking beaches, vibrant nightlife, fun festivals, and charming pastel-colored, conch-style houses, this paradise is also a favorite destination of luxury cruises. While in the city, you should check out the vibes in Mallory Square and try as many exquisite places to eat within the bustling area as possible. The place is filled with fantastic retail stores and souvenir shops as well. Check out the once summer house of President Truman that is now an iconic museum and landmark in the city---the Truman Little White house. If you are planning to spend a vacation on this gorgeous hideaway, amp up the experience by staying on a boat in Key West and waking up to picturesque views. Check out this list of the best Airbnb houseboats in Key West, Florida.
Adults Only Hotels
11 Best Adults-Only Hotels And Other Rentals In Key West, Florida
Key West, Florida, is known for its lively nightlife, so it's a great destination for solo trips, vacations with friends, or romantic getaways. If you're looking for a place to reconnect with your partner or celebrate a special occasion, this is the place to be in the Florida Keys. There are plenty of fun things to do, like enjoying salt air and stunning views at Sunset Pier, spending the day at Smathers Beach, or grabbing a drink from a local pub. To enjoy everything this place has to offer, make sure you plan an all-inclusive vacation in Key West. For excellent accommodation, we've gathered some of the best adults-only hotels in this article. Enjoy high-end facilities and amenities on your vacation by booking one of these recommended accommodations. Read on to learn about the best adults-only hotels and other rentals in Key West, Florida.
Historic Hotels
9 Best Historic Hotels In Key West, Florida
Pastel historic houses, vivid-colored coral reefs, diverse marine life, and the tropical island vibe, draw travelers all over the world to sun-drenched Key West. Just 90 mi (144.8 km) away from Cuba, this island is historic and fun-filled. Know more about the genius behind The Old Man and the Sea in The Hemingway Home and Museum. Witness the stunning sunset in Mallory Square. Savor the sensation of soft sand between your toes and learn historical facts while at Dry Tortugas National Park. Explore marine life at Key West Aquarium or discover sunken treasures at Key West Shipwreck Museum. For a complete experience, check out these best historic hotels in Key West, Florida.
Festivals
Top 9 Festivals In Key West, Florida
Belonging to the Florida Key archipelago, Key West is a breathtaking island city in the USA that is known for its gorgeous beaches, exciting watersports activities, exquisite seafood restaurants, and other upscale attractions. It features adults-only hotels and homey budget vacation rentals for visitors to stay in as well. It is a favorite getaway destination among Americans who want to escape the routinary city life and its toxic pollution and noise. Key West will mesmerize you with its charming conch-style houses that feature a lovely pastel color scheme. Additionally, it boasts magical underwater paradises that are popular snorkeling and diving spots. If it's the party scene you're after, here is a list of top festivals in Kew West, Florida. Feel free to browse below.
Shopping Malls
Top 11 Shopping Malls In Key West, Florida
Key West was known for many things: its sandy beaches, crystalline waters, fantastic food and vibrant nightlife scene, and even historic attractions such as the Old Town, the Ernest Hemingway Home, and the Harry S. Truman Little White House. It also offers tourists amazing Airbnb vacation rentals and Vrbo vacation rentals. What many do not know is that it offers a fantastic shopping experience that goes beyond the typical shirts and keychains for tourists. Besides clothes, swimwear, jewelry, and accessories, you can also buy food items, books, records, and other things that you can take home with you after a memorable holiday in the Sunshine State. So, if you wish to indulge in some retail therapy, check out this list of the top shopping malls in Key West, Florida.
Hotels With Private Beaches
10 Best Hotels With Private Beach In Key West, Florida - Updated 2025
Are you thinking of azure waters, endless stretches of pristine, sandy beaches, and sunny skies that make for the perfect vacation? Then the gorgeous island city of Key West in the United States' Florida Keys archipelago is your go-to destination. Key West is a pit stop for several cruises. It lies 153 km (95.1 mi) north of Cuba. It is a scenic city known for its postcard-perfect, pastel-colored houses and vibrant nightlife, especially Duval Street. Travelers can indulge in water sports or simply go sunbathing at the beach. The best time to visit Key West is from March to May because the weather is amazing, and the place is not crowded with tourists. If you're planning a trip here, stay at a Key West hotel with beach access. Read on for the best hotels with private beach in Key West, Florida.
Party Boat
8 Best Party Boats In Key West, Florida - Updated 2025
Are you into water sports, diving or snorkelling, and basically the 'beach by the day, nightlife in bars after dark' kind of chilled lifestyle? The southernmost point in the United States, Key West, offers it all. Even Ernest Hemingway loved it. His house and museum can be found here. Former president, Harry S. Truman, also liked to spend winters here. Even the island's accommodations, such as party hotels and hotels with in-room kitchen, offer top-notch amenities. Pleasant weather, delicious seafood cuisine, and architecture that pleases the eye make it a favourite spot for tourists and locals alike. How about experiencing it all from the boat? Hop on-board, where you can enjoy food, drinks, entertainment, and service from a smiling crew. And, if you are looking for something more private, customise your experience. Check out our list of the best party boats in Key West, Florida.
Vrbo
41 Best Vrbo Houseboats In Florida Keys, Florida
The Florida Keys features a group of tropical islands staged between the Gulf of Mexico and the Atlantic Ocean, 24 km (15 miles) off the coast of Miami. These islands are a popular fun-filled vacation destination for scuba diving, snorkeling, boating, fishing and an excellent destination for a superb houseboat vacation. For a grand boating holiday, nothing can be compared to spending time with your family and friends on a houseboat, giving you the conveniences of a home and the pleasures of a tropical resort. Whether you are searching for a boat that you can pilot yourself and spend every night at a different location or you want a stationary boatel, with their range of size, amenities and prizes, these Vrbo houseboats in Florida Keys, Florida, have got you covered.
Vrbo
38 Best Vrbo Vacation Rentals In Key West, Florida
Key West is home to the southernmost point in the United States, and it's a popular vacation destination for those looking to enjoy the island's many draws. Because this island is so small, it can be hard to find affordable and unique accommodation. Here is a list of different Vrbos in Key West, Florida. There are different amenities and features for all budgets, so there is something unique for every traveler! **Popular picks in Key West** - Beach bummers can spend some time on Smathers Beach, which attracts a lot of visitors during spring. It's the largest public beach in the city and has several amenities such as Jet ski rentals, a beach volleyball net, and restrooms. - Families visiting with kids can take their little ones to Key West Aquarium to explore the rich marine life of this city. The aquarium also offers a Touch Tank Tuck-In Tour where the guide will help you interact with Sea stars, sea cucumbers, and other animals. - Take a guided tour to explore the Hemingway Home and Museum where you can also spot the six-toed cats!
Hilton Hotels
5 Best Hilton Hotels In Key West, Florida - Updated 2025
Located closer to Cuba than to Miami, Key West is the southernmost point in the United States. It's a subtropical paradise, famous for lively nightlife, natural beauty, cultural diversity, historic sites, waterfront dining spots, and conch houses. Speaking of which, this type of architecture reminds those gingerbread mansions that reunite all the family during Christmas to assemble them. This island city in Florida with palm-lined streets was once home to a few famous people such as Ernest Hemingway, Elizabeth Bishop, Robert Frost, and other well-known names. Whether you are looking for a weekend getaway or an entire vacation, walking tours are the best way to see and feel this small piece of paradise surrounded by the blue ocean. Check the best Hilton hotels in Key West to make the most out of your stay!
Party Hotels
Top 11 Party Hotels In Key West, Florida - Updated 2025
Key West is a well-known party island in the southernmost part of the Florida archipelago. It's a dreamy place, decorated with pastel conch-styled houses and turquoise crystal-clear water. You can spend all day doing fun activities like snorkeling, paddle boarding, and diving. Or have the party of your life in one of the best party boats on the island. Drawing in thousands of visitors every year, there never seem to have dull days on the island, especially during winter, the busiest season. Nevertheless, the atmosphere remains blissful, and the crowd stays high until May. Some people do prefer the dry season in Key West to avoid the rain and strong winds. So to speak, regardless of the season, your stay in Key West never disappoints. For an awesome stay experience, check out this list of the top party hotels in Key West, Florida.
2 Bedroom Hotels
Top 8 2-Bedroom Hotels In Key West, Florida - Updated 2025
The southernmost tip of the United States, Key West, is closer to Cuba and the Bahamas than to Tallahassee, Florida's own state capital. These Caribbean influences make every trip to Key West feel like you're visiting a place that's exotic and familiar at the same time. While you're here, don't forget to visit the marker that indicates the southernmost point of the US, as well as historic attractions like Fort Zachary Taylor and The Hemingway Home and Museum. In addition to several non-touristy things to do, try to check out the Key West's Butterfly and Nature Conservatory, Audubon House, one of the finest Colonial homes in Key West, John Pennekamp Coral Reef State Park, and Dry Tortugas National Park. Before looking into these attractions, check out the top 2-bedroom hotels in Key West, Florida, below.
Mansion Rentals
Top 4 Mansion Rentals In And Near Key West, Florida
Key West, the southernmost island city in Florida, is an ocean lover's paradise. It has a certain subtropical beauty highlighted by conch houses, lively bars, history museums, and of course, spectacular beaches. Get a glimpse of the past by visiting the brick fortress at Fort East Martello Museum. You can also take your friends to waterfront bars, such as Schooner Wharf Bar, and soak up the city's nightlife. If you're seeking a sunshine-filled getaway, there are plenty of public beaches in the area where you can go swimming, snorkeling, and surfing. Looking to visit soon? For your accommodation needs, check out the list of the top mansion rentals in and near Key West, Florida.
Waterfront Dining
12 Best Waterfront Dining Spots In Key West, Florida
Located approximately 90 miles (145 km) from north of Cuba, Key West is a US island city that is part of the Florida Keys archipelago. Most tourists visit this island to explore its coral reefs and its pastel-hued, conch-style buildings. Even though the island boasts beautiful beaches, many travellers who come here are attracted by the opportunities for diving and snorkelling. Some of the must-see sights in Key west includes the Ernest Hemingway Home and Museum, Southernmost Point of the Continental US, and Mallory Square just to mention a few. For the best dining experience, check out some of the best waterfront dining spots in Key West, Florida
Dive Resorts
Best 10 Dive Resorts In Key West, Florida
Situated in the Gulf of Mexico and the Atlantic Ocean, Key West is a beautiful island city in Florida. Due to its proximity to many Caribbean islands and Central American nations, the island city is a wonderful melting pot of cultures, traditions, arts, architecture and influences. Many wealthy Americans have beachfront vacation homes on the island that rub shoulders with boutique resorts and luxury hotels. The wealth of marine life abounding in the surrounding waters attract millions of tourists each year. Unspoiled coral reefs and numerous shipwrecks nearby make for ideal scuba diving and snorkelling destinations. Sharks, turtles and every kind of marine animal can be seen on diving trips from the island. And several dive resorts are present here that can take care of all your diving needs. Scroll down to know more about the best dive resorts in Key West, Florida.
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