Planning a trip to Florida and searching for the BEST Airbnb Key West rentals? Well, you’re in the right place, as this guide is filled with the destination’s top luxury homes, cool condominiums, deluxe villas, unique cottages, and overall coolest Key West Airbnb stays!
One of the many favorite summer destinations in the US – Key West, Florida. You can take a stroll, grab a cold drink, savor the beautiful sunsets, and listen to local bands. But, it’s not all parties and cocktail drinks. Known more for its coral reefs – destinations for diving and snorkeling – than for its beaches, Key West offers a relaxed yet unexpected seaside adventure.
There is something for everyone in Key West, even for Airbnbs. I have listed 17 properties that you can check when searching for your accommodation. No matter what you’re looking for or your preferences, let me help you find the best Airbnb in Key West that’s perfect for your trip!
The Best of Airbnb Key West, Florida
Check out these rentals for every style. My quick top 5 Airbnb that you can stay in while enjoying the scenes and attractions.
- Best Overall Airbnb in Key West, Florida – Oceanfront Condominium – Key West’s Crown Jewel
- Best Luxury Airbnb in Key West, Florida – Noona’s Mansion @ The Annex*** Grand Home & Pool
- Best Airbnb in Key West Rental For Large Groups – DRIVE TO YOUR GETAWAY – BIG Pool, Beach Across Street & Free Parking
- Best Cheap Airbnb in Key West – Big Blu – 5 Bedroom, 4 Bath in Old Town
- Best Unique Airbnb Key West – Modern Yacht and Boat life experience
Also, check out my articles on Airbnbs in Miami, 2 Days in Miami Itinerary & Top 25 Florida Music Festivals for more trip-planning ideas!
Top 17 Airbnbs in Key West, Florida
I’ve also nearly a dozen fun, informative, and inspirational travel videos for your upcoming trip to the wondrous region of Key West! It truly is a special place in the country and deserves a place on every traveler’s bucket list! So make sure you watch a few of the videos in this post to get loads of ideas for how to spend your time down in Key West and the surrounding area!
Oceanfront Condominium – Key West’s Crown Jewel
Location: Old Town
Price: $400+ USD per night
With one of the highest guest ratings on Key West and perched right on the beach, this two bedroom condo spans a generous 1350 square feet and has so many great inclusions in the nightly price. The penthouse condo features a balcony with epic views across the sea, a king sized bed with memory foam mattress, modern technologies and spacious interiors. The complex boasts a pool, tennis courts, jacuzzi, fitness room, sauna, tropical landscaped gardens, and a communal BBQ and picnic area. Walk into Old Town, Key West’s buzzing entertainment and dining precinct with ease.
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Credit: VRBO
NOONA’S MANSION at THE ANNEX — Grand Home & Pool
Location: Old Town
Price: $2000+ USD per night
This palatial six bedroom luxury home in Old Town Key West is sure to impress the entire family or group. Nestled within a safe gated community with 24/7 guards on the ocean, the home is simply stunning, with open and light-filled interiors that open up into into a tropical backyard with lagoon-style heated swimming pool with waterfalls and sun loungers to lay on poolside. There is a waterfront park the kids will love in close proximity. The Key West Historic District is buzzing with bars, restaurants and shops, and there’s a range of beaches on your doorstep.
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Credit: VRBO
DRIVE TO YOUR GETAWAY – BIG Pool, Beach Across Street & Free Parking
Location: Upper Duval
Price: $1300+ USD per night
Planning a group getaway to Key West, Florida and need a base with space for everyone? This five bedroom, 2700 square foot home has enough space to sleep up to 12 lucky guests, and is located just one minute’s walk from the beach. The picture perfect historic home features airy, refurbished interiors, balconies, a pool deck and a heated swimming pool. The entire gang will love this home and its location, with it being just one block from the busy Duval Street entertainment precinct.
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Credit: VRBO
McCartney’s Manor
Location: Key West, Florida
Airbnb Plus: No
Superhost: Yes
Price: $278+ per night
https://www.airbnb.com/rooms/17209978
McCartney’s Manor is romantic, fun, and appealing; it feels like a tropical island oasis. The studio is designed with Caribbean-inspired decor, cool pastels, and artwork by Robin Hix.
It features a full kitchen equipped with high-end appliances: dishwasher, 2 burner glass top stove, microwave, refrigerator with freezer, toaster, coffee maker, blender. Sleep in, with a comfortable king bed with a top-quality mattress, and enjoy the walk-in shower with bathroom essentials.
Guests can also use and access the property’s amenities/facilities: washer and dryer, gas grill in the courtyard, a deck with tables and chairs, and the gazebo. The pool is also a fun feature of the property! It’s a luxury to stay here.
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Credit: Airbnb
Hidden Beach
Location: Key West, Florida
Airbnb Plus: No
Superhost: Yes
Price: $275+ per night
https://www.airbnb.com/rooms/23810033
Go to sleep and wake up to the sound of the waves just steps away. Literally a few steps from the beach, Hidden Beach is your ultimate home in Florida Keys. Just three blocks from Duval Street, this property sits on Key West’s only natural beach.
The one-bedroom Key West Airbnb on the beach has a cozy queen bed, living area, and full kitchen. Enjoy your breakfast looking at the beautiful sea or watch the sunsets. This is a perfect getaway; you will have your own little private resort home!
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Image courtesy of Airbnb
Studio Blu
Location: Key West, Florida
Airbnb Plus: No
Superhost: Yes
Price: $204+ per night
https://www.airbnb.com/rooms/638482
On a budget? Don’t worry! Studio Blu is “The Best Cheap Airbnb Key West,” perfect for budget travelers. It’s more than just a sleeping place. It is conveniently located in the heart of the Cuban district in Key West, just a few blocks from the famous Duval Street.
The studio apartment offers a cozy queen bed, seating area, TV, a full kitchen with a convection cooktop and a convection oven. The best feature of this studio would be the bathroom with its 1930 clawfoot tub! Also, there are two bicycles that guests can use to bike around town. The common courtyard is a great area to hang out after a busy day at the coast.
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Credit: Airbnb
Big Blu
Location: Key West, Florida
Airbnb Plus: No
Superhost: Yes
Price: $840+ per night
https://www.airbnb.com/rooms/22858198
Recently refreshed, Big Blu, for me, is “The Best Key West Airbnb for Groups” that offers an amazing accommodation experience. The entire house has 3 bedrooms and 2 separate master suites that can be rented as one or separately. With floor-to-ceiling windows, natural light gives the living area a warm and open ambiance; the kitchen is equipped with high-end steel appliances that makes cooking an enjoyable experience.
The backyard pool is heated and has jacuzzi jets with enough loungers and outdoor chairs; you won’t have to fight for a seat! Also, you also get to bike around town with the bikes available on the property. Big Blu is ideally situated on the island with the emerald waters just a few blocks away, and Cuban coffee shops steps from the house; Con Leche, Bucci’s, and Cheese bread abound. You’ll have an amazing time here!
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Credit: Airbnb
Modern Yacht and Boat Life Experience
Location: Key West, Florida
Airbnb Plus: No
Superhost: Yes
Price: $171+ per night
https://www.airbnb.com/rooms/35520021
An experience of living on a boat can be a challenge, but it could also be a very rewarding opportunity. “The Best Unique Airbnb” you can experience in Key West – this 40 foot Jeanneau yacht. It offers two cabin bedrooms that can accommodate 4 guests. The boat has a galley with stovetop, oven, fridge, and freezer, as well as a saloon with a dining table that seats 6 people comfortably. The front deck has space for a morning yoga, Pilates, or meditation session.
Imagine how much you can do in a small space? Docked in Stock Island Marina Village, which is attached to the Perry Hotel, guests have full access to the hotel’s amenities, including: two pools, two restaurants, a bar, fitness center, private bathhouses, and captains lounge. Welcome aboard!
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Credit: Airbnb
Malory Square Condominium
Location: Key West, Florida
Airbnb Plus: No
Superhost: Yes
Price: $275+ per night
https://www.airbnb.com/rooms/19353048
A more eclectic option in Key West, this unit features a deck with sun loungers – the perfect place to end your day with a beautiful view of the neighborhood. The room is chic, with plush beddings, warm lights, a ceiling fan, and the fairy lights by the window give it a romantic vibe. Fun colors, tropical decors, and high-end furniture will give guests a comfortable stay.
Guests can cook their meals in the full kitchen and hangout by the living area if they choose to just stay in. There is parking reserved for you if you drive to Key West with your car, and bikes are also available for rent.
If you don’t want to go to the beach, you can lounge by the Truman Annex pool area. The activities that you can experience and enjoy are boating and fishing, parasailing, snorkeling, and exploring the area’s rich history. You’ll never get bored in Key West!
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Credit: Airbnb
Old Town Studio Apartment — Walk Everywhere!
Location: Key West, Florida
Airbnb Plus: No
Superhost: Yes
Price: $140+ per night
https://www.airbnb.com/rooms/28935962
A cute and romantic studio apartment, this is your haven in Key West. The studio is thoughtfully designed and decorated with a subtle nautical interior. It features a mini kitchen complete with a fridge/freezer, microwave, toaster, Keurig coffee pot. And a walk-in shower and a queen-sized bed with a high-quality mattress. The washer and dryer can be accessed in the common area.
The front porch is perfect for morning coffees while people-watching. The studio is close to everything – Cuban coffee shops, bakery, restaurants, and an organic market. You should check this out!
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Credit: Airbnb
Mango Hideaway Steps Off World Famous Duval Street
Location: Key West, Florida
Airbnb Plus: No
Superhost: Yes
Price: $148+ per night
https://www.airbnb.com/rooms/30419544
A studio with king bed and luxury beddings, a private deck with BBQ grill, jacuzzi, and outdoor seating – you would want to just stay-in in Mango Hideaway. It also features a kitchenette, a walk-in shower, a shared washer and dryer, and cable TV. Guests can access the Wifi, the shared pool that is 1-block away, and beach towels are provided.
This is a great place for couples or those who are traveling solo. Set in a private and quiet neighborhood but very close to everything – shops, restaurants, bars, coffee shops, and the beach. This is your own private escape Airbnb in Key West.
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Credit: Airbnb
Fleming-O
Location: Key West, Florida
Airbnb Plus: No
Superhost: Yes
Price: $302+ per night
https://www.airbnb.com/rooms/27783307
Somewhere between a traditional Conch home and a thoroughly modern rental, Fleming-o is yet another great place to stay. Located in one-way Fleming Street in the middle of historic Old Town Key West, it’s minutes away from the restaurants, bars, art galleries, and shops.
The 2-bedroom bungalow features a contemporary kitchen, living area with TV, and a large front porch area where you can sit in the mornings while drinking your coffee. Also, glass sliding doors open to a fenced, private deck that includes a gas grill, two chaise lounges, built-in benches, an outdoor dining table, and outdoor shower. You will love it here!
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Credit: Airbnb
The Eagle’s Nest — Sleeps 4 with heated pool
Airbnb Plus: No
Superhost: Yes
Price: $155+ per night
https://www.airbnb.com/rooms/25035046
The Eagle’s Nest is a charming guest suite with a traditional Key West design. It offers one-bedroom accommodation and can sleep four guests comfortably. There’s a queen sleeper sofa in the living room that serves as an additional sleeping area, a TV, and a glass door that opens to the covered balcony. Also, it features a fully equipped kitchen, dining on the balcony, and a washer and dryer.
If you don’t want to go out to explore the town, you can relax, hang out, and swim at the shared pool area. The suite is located in a quiet residential neighborhood in New Town. This is a hidden gem!
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Credit: Airbnb
The Island Suite
Airbnb Plus: No
Superhost: Yes
Price: $150+ per night
https://www.airbnb.com/rooms/36276984
Guests who love to have their own serene space will love the old-meets-new style of Suite #16 in The Island Suite Hotel. The dark wood gives the unit a warm and homey ambiance, and the furniture is simple but comfortable. The Island Suite hotel is composed of several units with amenities that guests can access – pool, a courtyard with a seating area, and a roof deck.
Located just 3 blocks away from Duval Street, the suite is set far enough away from the main drag to ensure some quiet for its guests, yet close enough that all of the island city’s main attractions are within walking distance. It is a true Florida Keys experience and these stays are highly rated for location.
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Credit: Airbnb
Sunset – The Green House
Airbnb Plus: No
Superhost: Yes
Price: $126+ per night
https://www.Airbnb.com/rooms/7515221
If you want to explore Florida Keys without any transportation, you should stay at The Green House. Set in Old Town Key West, all the main attractions are within walking distance. The one-bedroom unit features accented colored walls to give a fun and happy vibe.
To make your stay comfortable, the bedroom has a king-size bed and walk-in closet. The living room has a TV and a sleeper sofa, and the kitchen is equipped with basic appliances to allow you to cook.
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Credit: Airbnb
Steps off Duval — Beautiful Room with Pool View
Airbnb Plus: No
Superhost: Yes
Price: $169+ per night
https://www.airbnb.com/rooms/25052551
Another great Airbnb you can find in Key West – Andrew’s Inn! It offers a great breakfast with bottomless mimosas, free afternoon happy hour, daily housekeeping, and free parking (limited).
The unit offers a tropical interior and decor – ceiling fan, wood cabinetry, and live plants inside the room. Even the en-suite bathroom feels tropical. Guests can access the pool in the hotel. Surprisingly, you can have peace and quiet in this hotel despite being in the center of the lively neighborhood. You can definitely chill and relax here!
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Credit: Airbnb
LITTLE TRUMAN COTTAGE – New Airbnb in Key West with Pool
Airbnb Plus: No
Superhost: Yes
Price: $228+ per night
https://www.airbnb.com/rooms/37431315
Little Truman Cottage, a part of the group property “The Truman Suites,” is located in Keywest and offers modern and elegant accommodation. It is a short walk from Duval St, Key West Lighthouse, Hemingway Home, and other famous restaurants in the area.
The cottage has a contemporary coastal design; white walls, white cabinetry, and white draperies with subtle seaside decors. It offers a comfy king size bed, large flat-screen TV, bedside lighting, and a dresser. The bath amenity game is spot on here, too; it includes a granite vanity, large mirrored wall, walk-in shower with a rainfall showerhead, tiled walls, and splashes of colorful art. Also, the space comes with a private pool and features a waterfall.
The cottage is small, but it’s in a good location, the amenities are amazing, it’s cozy and comfortable, as well as relaxing. It’s the perfect romantic getaway!
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Credit: Airbnb
Am I Missing Any Amazing Airbnb Key West Vacation Rentals?
Have you ventured down to Key West recently and stayed at an Airbnb that isn’t mentioned here on my list? Or maybe you’re a NEW Key West Airbnb host and would like to see your property featured on this list. Well, please let me know then! I’d love to keep my list of Key West Airbnbs as up-to-date as possible!
Planning a trip to Florida?
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Aerial view of Fort Lauderdale Beach in Ft. Lauderdale, Florida
It’s awesome that this article talked about Key West is known for its coral reefs, which are great for diving and snorkeling, rather than its beaches, and it provides a relaxing yet surprising coastal excursion. I’m glad that you explain it thoroughly and now it makes more sense. You did a great job of explaining key west vacation rental.