Best Place To Stay In Key West For Couples
Key West also happens to be one of the most romantic islands of the Florida Keys.
But where exactly are the best places to stay in Key West for adults?
As a general rule of thumb, a place to relax in a boutique or laid back area with possibly some nighttime fun.
On Key West, 2 neighborhoods best fit this bill.
Thanks For Checking Out Our Duval Street
Duval Street is one of the most exciting and fun streets in the country and is the perfect place for any vacation. Even if you dont plan on checking out one of Duval Streets many bars, theres still plenty of fun to be had in Key Wests Historic District. With all the excitement going on, the last thing you want is a bad vacation rental. Book a Duval Street rental with Rent Key West for a comfortable, amenity-rich, and accommodating stay during your time in Key West.
Recommended Area: Key West Historic Seaport
The Key West Historic Seaport District is home to dozens of restaurants, bars, and things to do.
Located at the northwestern edge of the island, Key Wests historic seaport has long been a hub of activity, and nowadays it is considered the tourist heart of the city.
This area, Key Wests birthplace, is home to some of the citys most important landmarks, such as Mallory Square, Simonton Beach, the Key West Shipwreck Museum, Mel Fisher Maritime Museum, Key West Museum of Art & History, and the Key West Aquarium.
Not far, youll find the Truman Little White House, President Harry S Trumans winter residence, now a museum.
Around the Key West Historic Seaport, there are dozens of restaurants offering some of the freshest seafood in Key West. The area is also known for its many nightlife options, with several bars, cocktail lounges, and nightclubs.
If youre looking for shopping, The Key West Historic Seaport District is home to some of the best boutiques and art galleries in South Florida.
The boats to Dry Tortugas, as well as other island hopping, charter fishing, boating, and water sports excursions, leave from the Historic Seaport.
The Key West Historic Seaport District is the best area to stay in Key West thanks to its perfect combination of tourist attractions, historical sights, nightlife, shopping, and transportation options.
Why is this a recommended area to stay in Key West, Florida:
- Tourist attractions
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Safe Harbor & Stock Island
Located directly east of Key West lies Stock Island.
This lovely island offers a quiet alternative to the crowded streets of the Old Town and it is one of the best areas to stay in Key West if youre looking for a laid-back holiday.
Safe Harbour Marina, located in the south of Stock Island, a 10-min drive to downtown Key West, offers docking services, boat rentals, recreational facilities, and several restaurants and bars.
Sock Islands north side is also home to the Key West Tropical Forest & Botanical Garden and the Key West Golf Club.
Accommodation in this area
Lovely Places To Stay In Key West Near Duval Street
Key West is a magical place. When it comes to lodging, you’re going to want to stay near Duval Street. This is where all the action is! Enjoy a drink at one of the best bars on Duval Street. Watch live entertainment in Mallory Square during sunset. Don’t forget to rent a bicycle and take a ride over to Fort Zachary Taylor State Park.
You definitely have a lot of options, but these are my picks for the best places to stay in Key West near Duval Street.
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Where To Stay In Key West Florida: The Best Hotels & Areas
The westernmost island in the Florida Keys, Key West is one of Floridas most popular travel destinations. And with its acclaim among visitors, choosing where to stay in Key West can be challenging.
For travelers, the best hotels in Key West sit within its city center. Although compact, central Key West comprises a range of areas, each with its own vibe. Low-key neighborhoods like the Key West Historic District and Bahama Village are ideal to dig into the islands history. Other districts like Duval Street and the Historic Seaport buzz day and night. Wherever you choose, youll never be far from Key Wests most charming moments.
Ready to launch your Key West accommodation search? Find the perfect hotel with this complete guide to the best places to stay in Key West.
Looking for more ideas for your trip? Check out our other hotel & accommodations guides and our Florida Travel Guide for recommendations on when to visit, where to go & what to do!
Stay In Old Town Key West
When it comes to Key West, and South Florida as a whole, few places are more fun than Duval Street. Just barely over a mile long, Duval Street packs a whole lot of excitement into a small stretch of pavement. From some of the trendy new restaurants to its timeless attractions, Duval Street always delivers for a day full of fun. And when the sun goes down, the excitement really starts. On its busier nights, the nightlife on Duval Street can be compared to Bourbon Street in New Orleans or 6th Street in Austin. Crowds of people overflow into the street and some of the brave bar-goers out there take part in the infamous Duval Crawl. Whether youre looking for a delicious meal, some unique sightseeing, or a great nightlife experience, Duval Street fits the bill.
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The Best Bars To Go Out In Key West
When it comes to Key West nightlife, theres no shortage of fun and funky bars to check out. I loved the live music at Sloppy Joes Bar, and my favorite going out spot was the upstairs of Ricks Key West which has a huge outdoor space and was super fun. From there, you can walk up and down Duval Street and theres a ton of fun bars.
Key West Hotels Near Duval Street
When it comes to booking your Key West vacation, location is everything. If you stay at the right place in the right part of town, your trip will be infinitely more enjoyable. Booking a hotel in Key Wests Old Town puts you right in the heart of this island city and Duval Street is its heart pulse. Whether you choose a luxury resort, a historic hotel or a boutique inn, Duval Street has plenty of nearby hotel options for every type of traveler. Youll make memories to last a lifetime if you stay at one of these hotels near Duval Street.
Ocean Key Resort, 0 Duval Street
Ocean Key Resort is the ultimate in luxury and location. A sprawling resort at the foot of Duval Street overlooking Key West Harbor with its own marina and lively Sunset Pier leading you to Mallory Square, youre truly at the center of everything here. Indulge in a day at the spa, luxury dining at Hot Tin Roof and sunset views from the harborfront pool. Duval Street is at your doorstep to take advantage of Key Wests dining, nightlife and shopping scene.
Crown Plaza Key West La Concha, 430 Duval Street
La Concha is one of the most storied resorts in Key West. Located at the center of Duval Street, its the tallest building on the island at six stories high. Enjoy some of the best sunset views in town from the Top of La Concha rooftop bar with a margarita in hand and cool off by taking a dip in their rooftop pool.
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Find The Top Historic Homes & Cottages On Key West
With a variety of historic homes and cottages, we offer many of the top vacation rentals near Duval Street. To help you plan an exciting getaway to Key West, weve highlighted the 5 best rentals near Duval Street. Find your dream home in Key West with us.
1. Dreaming on Duval
A true hidden gem of Duval street, this single family home offers all the amenities and privacy you could ever want during your vacation. Dreaming on Duval is located right on Duval street in the Old Town Historic District of Key West. Walk out the front door and youll find yourself steps away from the Ernest Hemingway Home and Museum, the Key West Lighthouse, and many of the best bars and restaurants that Duval Street has to offer. Not to mention, the unit is within walking distance of the beach. And when it comes to amenities, Dreaming on Duval is unparalleled. Youll enjoy a spacious backyard patio area, a barbecue grill, and a private swimming pool. This 5 bedroom home, which is located right in the heart of Duval Street, is such a rare find that it was actually featured on HGTVs show House Hunters. Dont hesitate to book this one of a kind Duval Street rental!
Book Dreaming on Duval
2. Louisas Hideaway
Stay at Louisa’s Hideaway
3. Casa de Cuba
Book Casa de Cuba
4. Namaste
Enjoy Namaste
5. Villa Serena at Duval Square
Visit Villa Serena
Before You Travel To The United States
With specific exceptions, noncitizens who have been in certain countries during the past 14 days may not enter the United States, either as immigrants or nonimmigrants. For more information, visit Travelers Prohibited from Entry to the United States.
For information about COVID-19 requirements for land travel, visit the U.S. Department of Homeland Securitys Fact Sheet: Guidance for Travelers to Enter the U.S. at Land Ports of Entry and Ferry Terminals.external icon
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Just Returned From Vacation In Key West
Just returned from vacation in Key West. Stayed at Casablanca Inn. Can’t say enough good things about this place. Centrally located on Duval, wonderful rooms, and such a friendly and helpful owner and staff….we will be back….I will share a secret, they say the slow time is the beginning of December, I would say it’s one of the best times to visit, no crowds, plenty to do, warmest weather in Florida.
Where To Stay In Key West
Most popularly known for Ernest Hemingway, the legendary American Novelist, who fell in love with the island and called it home, Key West is a four-mile-long and two-mile-wide island city in the Florida Keys archipelago. One of the most exclusive places in the United States of America, the island city is characterized by its laid-back atmosphere, artistic scene, and Concho-style houses.
More famous for its coral reefs than its beaches, Key West has an excellent number of recreational activities, water sports, and historic sights. Closer to Cuba than to Miami, the city benefits from a diverse ethnicity. Welcoming national and international visitors over a couple of centuries, Key West is a place to unwind and rediscover yourself. Scattered with quirky gravestones that read things like I told you I was sick, Im just resting my eyes, and Died from not forwarding that text message to 10 people, the Key West Cemetery correctly sums up the citys humorous and free-spirited character.
Let us now explore some of the popular neighborhoods in this wonderful island city so you can select where to stay in Key West on your visit.
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Best Places To Stay In Key West
Unlike in Floridas bigger cities, nailing down where to stay in Key West isnt about location its about availability. Although theres a wide inventory of accommodations in Key West, the islands mega popularity means youll need to book well ahead. This holds especially true during the winter tourism high season.
At just 7.2 square miles, Key West is compact. No matter where you spend the night, youll be within walking distance of most of the top tourist attractions in Key West.
Even so, the island is home to an array of unique neighborhoods. Each district shows off a different facet of the USAs Southernmost city. Within blocks, you can move from a chilled-out Caribbean island vibe to a wild tequila-swigging party town.
The best areas to stay in Key West are:
The Saint Hotel Key West Autograph Collection
A heavenly hotel experience awaits at The Saint Hotel, Key West, Autograph Collection.
All of the smoke-free guestrooms come with a plethora of amenities and modern conveniences.
The Saintly Superior King Studio rooms come with a reading nook and luxurious linens for a good nights sleep.
If you want views, go for the lofts with private balconies.
To relax in style, the Luxury Two Queen Loft features two queen-sized beds and an extensive range of toiletries.
This is a great hotel to stay in if youre looking to be close to plenty but also come back to comfort.
During the warmer weather, youll enjoy taking a dip in the hotels outdoor swimming pool.
For dining and drinks, youll love the on-site Tempt restaurant which has indoor and outdoor seating.
- Guest Rating: 9.0
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Duval Street: The Heartbeat Of Key West
Duval Street sits at the center of Key West. Stretching from the Gulf of Mexico to the Atlantic Ocean, you’ll find museums, art galleries, and restaurants all packed into a single mile. At night, hit one of the famous bars and party like a local, or spend a day at the shops of Mallory Square. The southern end of Duval marks the southernmost point in the continental United States, perfect for a photo op.
Contact Information All Travelers
All air passengers to the United States will also be required to provide contact information to airlines before boarding flights to the United States. This strengthens a travel process already in place to rapidly identify and contact people in the U.S. who may have been exposed to a communicable disease, such as COVID-19. Access to travelers contact information will allow U.S. federal, state, and local health departments, and agencies to share appropriate health and public health information necessary to help keep the public safe.
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Magaritaville Resort And Marina
245 Front St, Key West, FL 33040 | 294-4000 | magaritavillekeywestresort.com
We stayed at Magaritaville our last night in Key West. The hotel is located right on the marina, and you have a great view of the cruise ships coming in and out. Right next to Mallory Square and close to my favorite restaurant, Two Friends. Enjoy Starbucks coffee in the lobby. We also loved the pool and Jacuzzi area, which was a great way to unwind after a long day of walking. One of the best places to stay in Key West near Duval street!Highlights:
Our Marina View From Magaritaville Resort
The Best Area To Stay In Key West
Duval Street in the heart of downtown Key West.
As the southernmost city in the continental United States, Key West combines sun, culture, and positive energy with an off-the-grid feel. At less than eight square miles, the island is easy to explore, divided between contemporary, residential New Town and character-rich, historic Old Town. The latter is where most visitors will spend the majority of their time with several neighborhoods that blend together and borders that arent easy to identify.
With that in mind, Old Town is the best area to stay, whether its a charming bed-and-breakfast in the Heart of Old Town or a more luxurious hotel in and around Downtown, Casa Marina, or the Historic Seaport. No matter where you stay, Old Town is easy to navigate on foot, the free Duval Loop bus shuttle, or the Old Town Trolley Tours with unlimited reboarding all day long. Ride-sharing services are another inexpensive option for getting around and with parking tight, its best to leave any car back at the hotel.
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What To Know Before Your Trip To Key West
Its a popular spot! Make your dinner reservations ahead of time especially if you have a group. I was shocked that we couldnt get in some of the best restaurants in Key West even on a weekday! So definitely make those reservations, and youll be all set.
The weather in Key West is amazing year round but you do have to watch out for hurricane season from June through early November.
Key West Hotels Near Margaritaville
As soon as Fantasy Fest ends, the calendar of events really kicks into full gear in Key West. Youll barely have time to recover from the Fantasy Fest Parade before Parrotheads Meeting of the Minds festivities begin. If youre a Jimmy Buffett acolyte, a trip to Key Wests Margaritaville bar and restaurant is a must, so why not stay at a nearby hotel during your visit.
If youre in town during the Parrotheads Festival, we also recommend Fury Water Adventures Parrothead Sunset Sail with The Cory Heydon Band. Its a must do! Now, heres where to stay.
La Concha Resort, 430 Duval St.
A stay at the historic La Concha Resort is a fantastic way to experience Key West. The six story hotel on the heart of Duval Street is the tallest in Key West and is mentioned in the opening lines of Hemingways To Have And Have Not. Today, it serves as a luxurious resort with a rooftop pool and the best views of Key West Harbor youll find on the island. Enjoy beautiful accommodations and watch the sunset at the Top of La Concha with a delicious margarita in hand. And remember, youre only steps from Margaritaville.
Pegasus Inn, 501 Duval St.
Located in the center of the action on the corner of Duval St. and Southard St., the Pegasus Inn is a funky, budget minded hotel with a rooftop pool for sunning. Youre steps away from the Green Parrot, Mr. Zs and, of course, Margaritaville.
Heron House, 512 Simonton St.
600 Fleming St.
The Gardens Hotel, 526 Angela St.
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