The Most Stunning Airbnbs In Key West
Key West, Florida, boasts beautiful turquoise waters, abundant marine life, and of course, the best key lime pie in the world! According to Key West's tourism website, you must take the famous Overseas Highway to access this idyllic island in the Atlantic. Whether you're looking to shop, swim, or simply eat and drink your way through this dynamic and fun vacation spot, Key West truly has it all.
If you're a lover of literature, you'll also be fascinated by Ernest Hemmingway's impact on the island, as well as his legendary six-toed cats that roam freely. However, no matter what you want to focus on during your time on the island, catching one of its superb sunsets is an absolute must. While there are some high-end resorts that you can stay at, Airbnb makes it easy to find some of the best local accommodations as well as the cutest bed and breakfasts. That being said, we've rounded up some of the most stunning Airbnbs in Key West!
1. Stay right on the ocean at this gorgeous studio
Between the private beach and the crystal clear ocean views, this quaint studio is perfect for two people seeking a beach-side getaway. According to the Airbnb listing, this rental is only a five-minute walk to Duval Street, home to some of the best bars, eateries, and nightlife in Key West. Despite being so close to the more exciting side of the island, this timeshare offers a quiet and peaceful retreat, making it easy to have the best of both worlds during your time in the Florida Keys.
In addition to the private beach that sits right outside your front door, there is also a pool and hot tub for guests to use. Soak under the stars while appreciating the sea breeze in the evenings, or start your day off with a refreshing dip in the pool to get you going. Though the interior is very beachy and bright, the best spot in the house is definitely on the balcony. Watch the waves roll in as you sip your morning coffee in bliss.
2. Check out this modern rental in Old Town Key West
Per Airbnb, this bright and airy one-bedroom unit is just one block away from the hustle and bustle of Duval Street. Between the warm wood finishes throughout the space and the bright and clean tile backsplash in the kitchen, this rental invites you to unwind and get cozy in the heart of Old Town. When it comes to design and decor, there is a real sense of professionalism that can be seen in each room. From the high-quality furniture to artistic highlights like the bird sculpture behind the master bed and the bamboo wall in the backyard, this rental has a cohesive style that does not go unnoticed.
No matter what room of the house you're in, there is a stylish sense of cohesion that invites you in and encourages you to slow down. There are also a couple of seating areas in the backyard where you can gather with friends or family over a glass of wine in the evenings or coffee in the morning. If you choose to stay in and cook a meal at home, eat outside on the patio to catch the sunset.
3. A pink two-bedroom in downtown
Located in downtown Key West, the Wyland Penthouse boasts spacious accommodations that are both sophisticated and stylish. According to the listing on Airbnb, this two-bedroom penthouse sits right above the Wyland Galleries on Duval Street, meaning that delicious food and fun bars are right outside your front door. The pink exterior of the Wyland Galleries makes it impossible to miss while strolling down the street. Between the high ceilings and the classic French doors, this rental truly transports you to a tropical yet elegant atmosphere.
When you're ready to do some people-watching, head out to the patio area and look out onto the busy Duval Street for a stimulating scene. While the house's interior has some great places to sit down for a drink or tasty meal, none are better than the dining table on the patio. Surround yourself with the pink walls of the building as you sit under a sea of string lights and watch the sky dance as it turns from day to night.
4. Enjoy a secluded stay at Casa Cristol
According to the Airbnb listing, Casa Cristol is situated in a gated community, giving you optimal privacy, seclusion, and safety. Whether you want to start your day with a cup of coffee in the living room as the morning light pours in through the French doors, or you prefer to walk to a cafe on Duval Street, the world is your oyster while staying at Casa Cristol. Upon arriving, guests are greeted with an idyllic, white picket fence and lush, green palm leaves surrounding the property.
Between the in-house washer and dryer and the full kitchen, guests seriously have everything they need to feel right at home during their stay. Some other amazing amenities at Casa Cristol include a shared swimming pool, a picturesque balcony, and a nice outdoor dining area immersed in a vibrant green garden. Since this home can host up to six guests at a time, it is the perfect spot for a small group or family looking to live it up in the Keys!
5. Spend the night in the middle of the ocean in a Tiki Suite
Perhaps the most unique rental on our list, the Grand Tiki Suite offers a romantic experience out on the open sea for two people. Per the Airbnb listing, the Grand Tiki Suite has everything from a king-sized bed to a TV to a mini-fridge. Literally wake up to the sunrise reflecting off of the surrounding ocean, or lounge in the hammock on the small patio of the floating hut. Though it is certainly an unconventional accommodation, the hardwood flooring and outdoor deck provide a sense of stability even when floating around the Atlantic.
While the Grand Tiki Suite is an optimal spot for relaxation and restoration, it also gives you easy access to all of your favorite water sports and activities. Guests of the suite will find that their rental comes with two inflatable paddleboards and two sets of snorkel gear, meaning you can hop in the water and get started at your leisure.
6. Stay on a luxury boat
According to Airbnb, this houseboat is anchored one mile away from the shore so that guests can experience what it is like to sleep under the stars ... in the middle of the ocean! This sizable boat can fit four guests at a time, making it a great option for a small group traveling to the Keys. Though you will have to take a boat taxi to and from your unique rental, it is only $15 per ride. That being said, you'll probably want to map out your time beforehand so that you don't have to take multiple boat taxis a day. You'll also want to plan around the captain's schedule.
If you are looking to unplug more than usual on your trip, you'll be pleased to learn that the boat is solar-powered, meaning that electricity is limited. Immerse yourself in a refreshing sense of seclusion as you take in the sunrise and sunset each morning, watching the sun reflect off of the turquoise waters. All in all, this boat is a great option for adventure-seekers and spontaneous travelers!
7. Kick back at this adorable cottage
Located within the Paradise Inn, this rental boasts an adorable and charming stay. Per the listing, this cottage can accommodate up to six people at a time across two very airy and bright bedrooms. For the most part, the cottage's interior has a lot of white and neutral colors, setting the scene for a relaxing and mellow island vacation. Best of all, staying at this Airbnb means that you get to experience a free happy hour and breakfast provided by Paradise Inn! Enjoy the complimentary happy hour in the bar every day from 5:00 pm to 7:00 pm, along with a complimentary continental breakfast from 8:00 am to 10:00 am.
In addition to the two bedrooms, two more people can sleep on the plush sofa bed in the living room. Once you are ready to do some exploring, simply walk down the street to everything you could need or want to see in Key West. There is also a shared pool in the back, meaning you can easily stretch out and catch some sun during a mellow day.
8. Walk to the beach from this cool condo
According to the Airbnb listing, this rental is within walking distance of everything from Mallory Square to Hemingway's Home. Are you looking to have a nature-packed trip? Head over to Zachary Taylor Park for some of the island's best snorkeling and swimming. You can also do yoga or swing in a hammock under the blazing Florida sun. This condo's colorful and unique interior really boosts your mood and gets you in the sunny spirit.
From lounging on the deck in one of the navy recliners to enjoying an energizing meal at the breakfast nook, this rental encourages guests to put their feet up and indulge in the island life. The curved staircase is also a real treat for architect-lovers. Enjoy a dip in the shared swimming pool or walk down to the beach for some sea-shell hunting. Whatever you do, just be sure to get outside and soak up the sun!
9. Stay at a colorful cottage
The Royal Poinciana Cottage can be recognized by the vibrant mint green exterior and classic white picket fence, per Airbnb. Since it only has one bedroom, this rental is best suited for couples or solo travelers seeking a peaceful getaway in the Keys. In addition to the queen bed, this cottage also has a full kitchen, bathroom, and outdoor dining area. Though the design and decor of the space aren't much to write home about, the outdoor deck and garden are the real highlights of this rental.
The modern pool deck is perfect for catching some rays and deepening your tan during the daytime. It is also a great length and size for swimming laps to get in some easy exercise. There are also a few outdoor dining tables for you to use. Whether you want to host a little dinner outside or simply sip on a tropical rum cocktail under the stars, the world is your oyster while exploring Key West!
10. Stay three blocks from the beach in this vibrant condo
Per Airbnb, La Dolce Vita is a unique condo that has a snazzy aesthetic and is situated in the heart of Old Town. Choose between taking a stroll to the coolest cafes, shops, and restaurants or walking three blocks to white, sandy beaches. While the yellow and red interior might be a bit overwhelming for some, it certainly creates a unique and swanky scene. The space is also elevated by lime green lights surrounding the bottoms of cabinets and corners in the kitchen, giving the rental a somewhat futuristic look.
If you find yourself in need of some fresh air but don't feel like getting your feet sandy at the beach, step onto the front deck and take a seat on the white lounge chairs. Catch the refreshing breeze while catching up on emails or enjoying a nightcap in the evenings. There is also a shared swimming pool for those who prefer the comfort of a more predictable body of water than the ocean.
11. Live the island life at this cozy cottage
According to the listing on Airbnb, this dog-friendly cottage is perfect for those who want to travel with their four-legged family members! Between the king-sized bed in the main bedroom and the spacious sofa bed in the living area, this rental can house up to four guests at a time. Since it is located in a very residential area, the evenings tend to be fairly quiet and peaceful. However, if you're looking for a more wild time, walk over to Duval Street and have a drink or do some dancing!
The simple yet cozy interior features plush couches, beachy accents, and a luxurious full bathroom. Take a stroll through the shared gardens with coffee or tea to indulge in a peaceful morning or cool off in the small shared swimming pool in the back. Though you can't swim laps in the pool, it is perfect for sheltering yourself from the blazing Floridian heat. Since the outdoor areas are shared, this is a great rental for people looking to mingle and make new friends along the way.
12. Enjoy a private room at the Curry Mansion Inn
The Curry Mansion Inn is a very classic and elegant accommodation in the heart of Key West. According to the Airbnb listing, this quaint room in the Curry Mansion Inn has a plush bed and private bathroom, giving you a sense of privacy while staying in a shared space. Each room also contains a TV with cable, a mini-fridge, and antique touches throughout. Since there are only 28 rooms within the Curry Mansion Inn, guests can expect top-notch service and comforting attention to detail.
When it comes to the shared amenities, guests will find some unique spaces like the lush garden and the charming library. There is even a business center if you need to take care of some work while there. Of course, in true Key West fashion, no tropical Inn would be complete without a crystal blue swimming pool and hot tub, ensuring that you spend as much time outdoors as possible.
13. Stay on the Miss Bandit yacht for a unique experience
According to the listing on Airbnb, the Miss Bandit yacht can host up to four guests at a time. This 53-foot houseboat allows you to live comfortably while out at sea, creating a one-of-a-kind lodging experience. With a cozy-cabin feel, Miss Bandit features wood-paneled walls with vintage Burt Reynolds photographs that transport you back in time to the '70s or '80s. Compared to most other boats, the kitchen, living area, and bedroom are all pretty spacious and open.
Guests will also find that the shower is actually huge for a boat, making it easy to feel comfortable and at ease while living in a more unconventional space. Since the boat is moored at the Stock Island Marina, guests can use the pool and fitness center there, ensuring you won't feel claustrophobic or cramped on the boat. There are also some great restaurants, bars, and shops at the marina that you'll definitely want to check out!