Planning a trip to Florida and searching for the BEST Airbnbs in Key West? Read my Key West Airbnb guide filled with this island city’s best vacation rentals, budget properties, deluxe villas, and unique experiences! 

One of the many favorite summer destinations in the US – Key West, Florida. You can take a stroll, grab a cold drink, savor a Key West sunset and listen to a local band. But, Key West is 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. 

More than the sun, sand, beach, and drinks, there are other attractions you can’t miss in this charming and fun city: seeing the cats and literary relics at Ernest Hemingway Home and Museum, exploring the Eco-Discovery Center, catching a cabaret drag show at La Te Da, or eating an authentic slice of key lime pie. I promise you, you’ll have the time of your life in Key West! So hop in the car, put the top down, and enjoy the sunny, relaxing drive to the end of USA – Key West. 

Airbnb Key West Beach

 

QUICK BREAKDOWN OF THE BEST AIRBNBS IN KEY WEST, FLORIDA

There is something for everyone in Key West, even for Airbnbs. I have listed 18 properties that you can check when searching for your accommodation. No matter what you’re looking for or your preferences,  you will surely find “The Best” Airbnbs in Key West. Check out my quick top 5 Airbnb (Luxury, Unique, Cheapest, and Groups) that you can stay in while enjoying the scenes and attractions. Check it out:

I’ve also nearly a dozen of 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 lists! 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! Also, check out my articles on 2 Days in Miami Itinerary & Top 25 Florida Music Festivals for more trip-planning ideas!

Key West Airbnb Rentals

 

1) LITTLE TRUMAN COTTAGE – Brand New Cottage w/ Pool

Location: Key West, Florida

Airbnb Plus: No

Superhost: Yes

https://www.airbnb.com/rooms/37431315

Price: $ 228 

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 shower head, tiled walls, and splashes of colorful art. Also it boasts a private pool with a waterfall feature. The cottage is small but what makes it “The Best Overall Airbnb” for me, 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! 

Guest review: “A perfect spot if you want to be in the old town and have easy access to everything including Duval St. We rented bikes and parked our car out front. The space is lovely and we enjoyed having a kitchen space. The pool and backyard was done really well and was a lovely space to enjoy the early afternoon.” – ColebotBryan

View Photos, Read Reviews & Check Availability

Airbnbs in Key West

 

2)  ~PETITE MAISON~ Luxury Home Steps From Duval St!

Location: Key West, Florida

Airbnb Plus: No

Superhost: Yes

https://www.airbnb.com/rooms/21579724

Price: $ 377

This two-storey cottage has two bedrooms in a quiet hidden lane behind Duval Street. The rooms are decorated with chic decors: king bed with plush beddings, TV with cable, a dresser, and en-suite bathroom with washer & dryer. On the second floor of the house: a kitchen with modern stainless steel appliances makes cooking enjoyable, a living area with cable TV, Wifi, and comfortable seating and french doors that opens up to the balcony. All these amenities make Petite Maison “The Best Luxury Airbnb” in Key West. Guests will be in the heart of Duval Street where they can experience the home to a vibrant collection of hole-in-the-wall bars, historic haunts, funky shops, art galleries, outdoor cafés. 

Guest review: “The location was perfect and very close to the main attractions and restaurants. Having bathrooms in both bedrooms was very convenient. Everything was sparkling clean, stylish and comfortable. This was the most expensive Airbnb place we’ve rented and we thought it was worth it.” – Ji

View Photos, Read Reviews & Check Availability

 

3) Studio Blu

Location: Key West, Florida

Airbnb Plus: No

Superhost: Yes

https://www.airbnb.com/rooms/638482

Price: $ 72

On a budget? Don’t worry! Studio Blu is “The Best Cheap Airbnb” in Key West, perfect for the budget travelers. It’s more than just a sleeping place. It is conveniently located in the heart of 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 convection cooktop and a convection oven. The best feature of this studio would be the bathroom with it’s 1930 clawfoot tub! Also, there are 2 bicycles that guests can use to bike around town. The common courtyard is a great area to hangout after a busy day at the beach. 

Guest review: “Shawn’s place has a great location. Close to Smathers Beach and a few blocks to Duval street. There is ample free parking on the side streets as well as white street. The studio is well equipped with everything you might need for your stay. We needed a few things from the market which was only a block away. We will be back to stay!” – Ben

View Photos, Read Reviews & Check Availability

Cheap Key West Airbnb Under $100

 

4) Big Blu – 5 bedroom, 4 bath in old town 

Location: Key West, Florida

Airbnb Plus: No

Superhost: Yes

https://www.airbnb.com/rooms/22858198

Price: $ 840

Recently refreshed, Big Blu, for me, is “The Best Airbnb for Groups” that offers amazing accommodation experience. The main 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 beach just a few blocks away, and Cuban coffee shops steps from the house; Con Leche, Buccis, and Cheese bread abound. You’ll have an amazing time here!

Guest review: “Shawn’s place is beautiful! It is exactly as it appears in the photos. The skylight is a great bonus! The bikes are also a great amenity, we didn’t drive our car the entire weekend. It is the perfect space for an island getaway!” – Abby

View Photos, Read Reviews & Check Availability

 

5) Modern Yacht and Boat life experience 

Location: Key West, Florida

Airbnb Plus: No

Superhost: Yes

https://www.airbnb.com/rooms/35520021

Price: $ 171

An experience of living on a boat can be a challenge but it could also be a very rewarding moment. “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 stove top, 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 centre, private bathhouses and captains lounge. Welcome aboard!

Guest review: “This is an amazing sailboat. Super clean and excellent size bedroom. Kyle and Saskia were such great hosts who also make great coffee. They always made sure I was comfortable but never over-bearing. This will always be my first choice when I head down to Key West.” – Spiro

View Photos, Read Reviews & Check Availability

Key West Unique Airbnb Boat

 

6) WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.

Location: Key West, Florida

Airbnb Plus: No

Superhost: Yes

https://www.airbnb.com/rooms/19353048

Price: $ 275 

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 the romantic vibe. Fun colors, tropical decors, and high-end furnitures will give guests a comfortable stay. Guests can cook their own meal 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 pool area of the Truman Annex. The activities that you can experience and enjoy are boating and fishing, parasailing, snorkeling, and exploring the rich history of the area. You’ll never get bored in Key West!

Guest review: “Wendy was very kind and great with communication. The place was beautiful and convenient in location. Walking distance or a bike ride. Gave information on local places to visit and I would recommend this as a place to stay. Thanks.” – Allie

View Photos, Read Reviews & Check Availability

 

7) Old Town Studio Apartment • Walk Everywhere!

Location: Key West, Florida

Airbnb Plus: No

Superhost: Yes

https://www.airbnb.com/rooms/28935962

Price: $ 140

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 fridge/freezer, microwave, toaster, Keurig coffee pot; and a walk-in shower,  and queen-sized bed with high-quality mattress, while the washer and dryer can be accessed at 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 organic market. You should check this out!

Guest review: “You won’t regret staying here ! One of my favorite Airbnbs between the location , the host , and the amenities :) we already know we will be in touch to stay with them again in the future!” – Katie

View Photos, Read Reviews & Check Availability

Key West Vacation Rentals - Airbnb

 

8) Mango Hideaway steps off World Famous Duval street

Location: Key West, Florida

Airbnb Plus: No

Superhost: Yes

https://www.airbnb.com/rooms/30419544

Price: $ 148

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, 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 in Key West.

Guest review: “This was the perfect little place off Duval Street. The place was just big enough and the outdoor patio made it feel like your own little place. Very clean and modern looking. The shower was also amazing. Would recommend it to anyone wanting to stay for the week!” – Shannon

View Photos, Read Reviews & Check Availability

 

9) Old Town – Room Opens to Private Pool and Garden

Location: Key West, Florida

Airbnb Plus: No

Superhost: Yes

https://www.airbnb.com/rooms/309653

Price: $ 221

In the heart of Old Town, three blocks from Duval Street, is this intimate and secluded one-bedroom Airbnb. Experience Key West and come home to your own private abode. The studio features a pool and deck surrounded by lush gardens; a fish pond and a waterfall. Enjoy your morning coffee by the covered patio before you start exploring the town. Whether traveling solo or with a significant other, this accommodation will surely complete your Key West vacation. 

Guest review: “Such a great host. From contacting us ahead of time, greeting us when we arrived, explaining everything to us, even providing a great guide. And a special thanks for noting the kind of coffee my husband prefers. And lastly, checking with us on the day of check out. You were indeed the epitome of a “super host”. I highly recommend your place. And we very much enjoyed our stay. Your place is also very beautiful.” – Judith

View Photos, Read Reviews & Check Availability

Key West Airbnb with Pool

 

10) ~POINCIANA TREETOP~

Location: Key West, Florida

Airbnb Plus: No

Superhost: Yes

https://www.airbnb.com/rooms/21579725

Price: $ 192

Located in the heart of Old Town, just a short walk from Duval Street, Poinciana Treetop offers a modern and comfortable accommodation. The nautical interior of the unit is relaxing; with neutral furnitures, white walls and linens, and a splash of color from the wall painting. Upon entering, you’ll see the sleeper couch, television, and a table for 2; further inside is the full kitchen that features a small 4 burner gas stove, blender, microwave, and a toaster, and refrigerator. The bedroom opens up to a balcony. Guests can also access and use the outdoor washer and dryer set,  shared gas grill, lush garden, back deck with chaise lounge chairs and outdoor dining set. 

Guest review: “The apartment is charming. A block and a half from Duval St and close to the free bus stop. Except for a morning at the beach, we parked the car in our own private slot and walked or took the bus.” – Mary

View Photos, Read Reviews & Check Availability

 

11) ~HORSE CONCH~ NEW Apt in PERFECT Location w/ Pool!

Location: Key West, Florida

Airbnb Plus: No

Superhost: Yes

https://www.airbnb.com/rooms/36843062

Price: $ 253

Nestled amongst Key West’s Old Town, Horse Conch offers a dose of serenity just steps from Duval Street and popular restaurants and bars. Horse Conch is one of the rentable units of Queen Conch. The unit features a living area with TV, sleeper sofa that can be used as an additional sleeping area; the full kitchen is equipped with a freezer, stove, oven, dishwasher, microwave, and coffee maker. The bedroom is a charming mix of local and colorful decors, with a private walk-in shower. Guests can hangout and relax by the pool area and the courtyard. If you’re looking to venture into the great outdoors, you can explore and visit museums, the aquarium, or just have a fun day at the beach!

Guest review: “I would absolutely recommend this rental to EVERYONE! Such a perfect location and any questions we had were answered immediately! The pool looks exactly like the pictures and so does the rental itself! We love Key West!” – Mackenzie

View Photos, Read Reviews & Check Availability

 

12) Fleming-O

Location: Key West, Florida

Airbnb Plus: No

Superhost: Yes

https://www.airbnb.com/rooms/27783307

Price: $ 302

Somewhere between a traditional Conch home and thoroughly modern rental, Fleming-o is yet another great place to stay in Key West. 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!

Guest review: “We all really enjoyed this cute little house that was so close to everything. It was very clean and adorable. The kitchen is awesome and had everything we could have needed during our 5 day stay. It’s the kind of place you will want to come back and stay at again for your next visit to Key West!” – Liz

View Photos, Read Reviews & Check Availability

 

13) The Eagle’s Nest (Sleeps 4 w/ heated pool)

Location: Key West, Florida

Airbnb Plus: No

Superhost: Yes

https://www.airbnb.com/rooms/25035046

Price: $155

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. In the living room there’s a queen sleeper sofa 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 in the balcony, and washer and dryer. If you don’t want to go out to explore the town, you can relax, hangout, and swim at the shared pool area. The suite is located in a quiet residential neighborhood in New Town. This is a hidden gem!

Guest review: “Selfishly I hesitate to leave the stellar review I have for this property, because I want to be sure it’s available the next time we visit Key West :) However, this property totally exceeded our expectations and was the perfect place to hide from January in Chicago. Larry was an amazing host—full of local recommendations and committed to making our stay comfortable and relaxing. Special touches like a bottle of wine, coffee pods, and spa toiletries made our check in seamless. And the backyard….a mini paradise that we won’t soon forget. We looked at other properties while we were in Key West and saw nothing that even compared. Beautiful accommodations with the added bonus of a kind and attentive host—why would we go anywhere else!” – Julie

View Photos, Read Reviews & Check Availability

southermost point - key west, florida

 

14) McCartney’s Manor – Deluxe K Suite W/Pvt. Spa!

Location: Key West, Florida

Airbnb Plus: No

Superhost: Yes

https://www.airbnb.com/rooms/17209978

Price: $ 278

McCartney’s Manor is romantic, fun, and appealing, it feels like a tropical island oasis. The studio is designed with a Carribean-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; king bed with top quality mattress, and a walk-in shower with bathroom essentials. Guests can also use and have access to 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. 

Guest review: “Our stay here was great. Great location (close enough but not too close to Duval), (great little Cuban shop around the corner for breakfast if you are so inclined). Some really nice and unique amenities… Wash / Dryer units (new, quality units with supplies) and nice Gas Grills for community use. We stay in Key West a lot and these are not common amenities. Naomi was very easy to work with and accommodating. The whole property is well kept, clean and as represented in the pictures. Enjoy!” – Steve

View Photos, Read Reviews & Check Availability

 

15) The Island Suite

Location: Key West, Florida

Airbnb Plus: No

Superhost: Yes

https://www.airbnb.com/rooms/36276984

Price: $ 150

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 furnitures give the unit a warm and homey ambiance, the furnitures are simple but comfortable. The Island Suite hotel is composed of several units with amenities that guests can access – pool, courtyard with seating area, and a roofdeck. 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 Key West experience.

Guest review: “Charming little suite with everything you need. Has a huge deck outside with lots of seating and that does not even include the separate garden area with fountains! Beautiful all around. And a convenient location everywhere. Thank you Ruth” – Heather

View Photos, Read Reviews & Check Availability

key west - florida airbnb

 

16) Key West – Sunset ❀ The Green House

Location: Key West, Florida

Airbnb Plus: No

Superhost: Yes

https://www.airbnb.com/rooms/7515221

Price: $126

If you want to explore Key West without the need of any transportation, you should stay at The Green House. Set in in the middle of old town Key West, all the main attractions are walking distance. The ono-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, 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. Take note that the area is likely prone to the city noise. 

Guest Review: “Up stairs apartment with everything you need and more. Location is 1/2 block off of Duval St and behind Sloppy Joes, easy walk or bike ride from here is a breeze. King sized bed is so nice and comfy, pillow choices too were right on!! Highly recommend this any time, and would stay here again without question…” – Jeffrey

View Photos, Read Reviews & Check Availability

 

17) Hidden Beach unit 1 The Perfect Place to stay

Location: Key West, Florida

Airbnb Plus: No 

Superhost: Yes

https://www.airbnb.com/rooms/23810033

Price: $ 275

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 Key West. Just 3 blocks from Duval Street, this property sits on Key West’s only natural beach. The one-bedroom unit has a cozy queen bed, living area, and full kitchen. Enjoy your breakfast looking at the beautiful sea or watch as the sun sets. This is a perfect getaway, you will have your own little private resort home!

Guest review: “Super sweet spot in the heart of Key West only a block away from the epicenter which is Duval Street. Small but very romantic, nice heated pool, super friendly staff and centrally located. This is the place to be if you want to really enjoy all that Key West has to offer. So close to all the shops and bars. Can get a little noisy at night but it calms down after a bit. The area is filled with music and fun. I would highly recommend it.” – Lynda

View Photos, Read Reviews & Check Availability

 

18) Steps off Duval-Beautiful private room w bathroom, pool view

Location: Key West, Florida

Airbnb Plus: No

Superhost: Yes

https://www.airbnb.com/rooms/25052551

Price: $ 169

Another great Airbnb you can find in Key West – Andrew’s Inn! It offers 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!

Guest review: “It was a great little place. It was as advertised and the location was really tremendous. Walking distance from anything. It was also quieter than expected for being in a really lively neighborhood.” – David

View Photos, Read Reviews & Check Availability

 

KEY WEST TOURS & DAY TRIPS TO CONSIDER BOOKING

You can have the most memorable things to experience in Key West, from vacation attractions such as fishing, diving & sightseeing.Here are my Top 3 activities guide into Key West. 

Key West: Sunset Party Cruise by Catamaran

Climb aboard a spacious catamaran and be entertained by some of the best musicians from Key West. Party the night away and watch a magical sunset on a cruise out at sea.

https://www.getyourguide.com/key-west-l552/commotion-on-the-ocean-sunset-cruise-t73553/

Price: $ 64+ (2 hours)

Guest review: “Super cool trip. The crew is nice and helpful. Always come around with drinks and the food was also very good. The live band just great” – Germany

View Photos, Read Reviews & Check Availability

 

Key West: Parasailing Flights

Parasail high above the sparkling waters of Key West and get breathtaking panoramic views of the island paradise from your secure spot in the sky. Experience the unique sensation of being carried along by the tropical ocean breeze.

https://www.getyourguide.com/key-west-l552/key-west-parasailing-t73562/

Price: $ 69+ (3 hours)

Guest review: “Bro & Broski did a very good job taking care of us and getting us up in the air and making it exciting for my niece who never sailed b4! She was so excited and we had so much fun down there in Key West that I highly recommend your crew and we will return soon to have you guys get us aloft!!! You guys play good music to get everybody in the mood for some rappin regèé and having fun in the sun, chillin thrillin”- John

View Photos, Read Reviews & Check Availability

 

Key West Shipwreck Treasure Museum Tickets

Go back in time on a family-friendly trip to the Key West Shipwreck Treasure Museum. Here, you can learn all about shipwrecks and salvaging, the industry that made Key West wealthy and famous in the 1800s.

https://www.getyourguide.com/key-west-l552/key-west-shipwreck-historeum-t18304/

Price: $ 16+ (valid 1 day)

Guest review: “Very beautiful muse and very beautiful highlighting of materials and their use in the past and of life in Key West in its time. Magnificent implementation.” – Sonia, Belgium

View Photos, Read Reviews & Check Availability

Key West, Florida

 

Am I Missing Any Amazing Key West Airbnb Properties or 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 Airbnbs in Key West as up-to-date as possible! 


Planning a trip to Florida? 

Take a look through a few more of my posts below: 

Where is Hot in February

Aerial view of Fort Lauderdale Beachi n Ft. Lauderdale, Florida

 

Thanks for reading my Airbnb Key West guide!

Share these Airbnbs in Key West with your Florida travel crew!

0 replies

Leave a Reply

Want to join the discussion?
Feel free to contribute!

Leave a Reply