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The Top 15 Airbnbs in Key West Florida

Planning a trip to Florida and looking for the best Airbnbs in Key West? Key West is one of the top cities to visit in Florida. There is so much to see in Key West from parasailing, snorkeling or just lounging by the pool. Driving from Miami to Key West is a great road trip to experience. One of the best ways to experience Key West is through an Airbnb stay that offers all the comfort of home. 

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Airbnbs in Key West Florida
Key West Airbnb
Airbnb in Key West
Airbnbs in Key West

15 AIRBNBS IN KEY WEST FOR YOUR FLORIDA GETAWAY  

I have compiled a list of the 15 best Airbnbs in Key West that I have carefully selected for the Airbnb accreditations, high ratings, and positive reviews. From loft apartments, cozy homes and a unique Airstream stay.  Here are some of the best Airbnbs in Key West for your next stay.

Airbnbs in Key West Florida
Key West Airbnb
Airbnb in Key West
Airbnbs in Key West
Best Airbnbs in Key West Florida

1  Old Town Key West classic w/ private heated pool and enclosed patio area

  • Rating: 4.98
  • Location: Key West, Old Town
  • Type of Rental: house – 4 guests · 2 bedrooms · 2 beds · 2 bath
  • Superhost: No 
  • Airbnb Plus: No
  • Average Nightly Rate: Min. 28-night stay at $250 USD per night, plus fees and taxes

https://www.airbnb.ca/rooms/41770568

Description: This dog-friendly rental is perfect for your Key West getaway. With an open floor plan and a well-appointed kitchen and views of the private pool and lush landscape from the living room and bedroom. Enjoy lounging by the pool or take a dip in the heated saltwater pool. Enjoy bbq dinners in the outdoor living area. Fantastic and dog-friendly, just perfect for your next Keys getaway! The open floor plan and

Centrally located in Old Town and close to the Southernmost Point of the United States. Close to restaurants and a grocery store. 

This home includes an outdoor shower, WiFi and three TV’s, a full kitchen, four adult bikes and central air conditioning. 

Review: No reviews

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Airbnbs in Key West Florida
Key West Airbnb
Airbnb in Key West
Airbnbs in Key West
Best Airbnbs in Key West Florida

2  Duval Street Duplex w/ Balcony and Parking

  • Rating: 4.93
  • Location: Duval Street 
  • Type of Rental: Apartment – 8 guests · 2 bedrooms · 4 beds · 1 bath
  • Superhost: Yes 
  • Airbnb Plus: No
  • Average Nightly Rate: USD279 per night based on three nights minimum stay, plus fees and taxes

https://www.airbnb.ca/rooms/22302593

Description: This private two-story duplex with a balcony is located on Duval Street, in the heart of Old Town. With a private entrance and access to the pool and grounds. This light West Indies decorated duplex is fully furnished and includes a mini-fridge, Keurig machine, Air Conditioner, WiFi, and digital HD cable. Also includes a complimentary breakfast. Fantastic location in the heart of Old Town within easy walking distance of restaurants, live music, and historic sights.

Review: This is definitely where to stay. The rooms are clean and beautiful. The garden is quiet and fabulous along with pool. Breakfast was delicious. Very friendly. Loved it and didn’t want to come home.

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Airbnbs in Key West Florida
Key West Airbnb
Airbnb in Key West
Airbnbs in Key West
Best Airbnbs in Key West

3 Dog-friendly home w/ private pool offers fantastic location in central Key West

  • Rating: 
  • Location: Within a 5-minute stroll is the heart of the Inner Sunset
  • Type of Rental: House – 3 guests · 2 bedrooms · 2 beds · 1 bath
  • Superhost: No
  • Airbnb Plus: No
  • Average Nightly Rate: Min. 28 night rental at USD160 per night based, plus  fees and taxes

https://www.airbnb.ca/rooms/43592724

Description: Relax in this traditional Key West home with modern amenities. Nestled in Old Town, just a few blocks from White Street and Truman Avenue. Close to restaurants, cafes, and bakeries. This rental welcomes dogs for a nightly fee. Leave your worries behind with a relaxing trip to the Florida Keys courtesy of this lovely vacation home! This traditional home in Key West features modern amenities and a location perfect for sightseeing.

The kitchen comes fully equipped with stainless steel applicants, WiFi, flatscreen TV and cable. Decorated in Key West with bright colours, seashells and fishing rods.

Review: No reviews

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Airbnbs in Key West Florida
Key West Airbnb
Airbnb in Key West
Airbnbs in Key West
Best Airbnbs in Key West

4  PAPAYA PLACE, Oceanfront Resort Style

  • Rating: 4.72
  • Location: 1.5 miles to the southern end of Duval Street
  • Type of Rental: Condo – 6 guests · 2 bedrooms · 2 beds · 2 baths
  • Superhost: Yes 
  • Airbnb Plus: No
  • Average Nightly Rate: USD 289 per night with a three-night minimum stay, plus fees and taxes

https://www.airbnb.ca/rooms/20520907

Description: This 2 bedroom 2 bath waterfront Key West rental condo offers you a wonderful relaxing garden view overlooking the nature preserve. This gated community condo is just around the corner from Smathers Beach.

The master bedroom has it’s own ensuite with a spacious shower with massage wand. The guest rooms have twin beds and a full bathroom across the hallway. Enjoy the views from the balcony that runs the length of the condo and is accessible from any room. There are three flat screen TV’s and WiFi.

Enjoy the public outdoor BBQ area, Olympic size pool, Jacuzzi, tennis courts and a small private beach area.  

Review: The space was spacious enough for 6 people and plenty of towels and washcloths provided. Check in and out was easy and we are glad to have had a parking spot inside the garage. The condo is walking distance from a cute little Cuban coffee place around the corner and from the beach and pier. The pool is huge and very clean, we spent a lot of time in it.

It was kind of hard to find the oceanfront beach access which is on the side of the condo down a nature preserve path. It was nice walking through that however be careful at that part of the beach because its full of sand fleas “no see ums” and they leave horrible red itchy painful bites. (Bring deet bugspray) So its best to walk the 10 min to the main beaches (Smathers beach) close by and Fort Zackary park. It was also really close to Duval Street where we ate majority of the time. Make sure to check out Conch Republic Seafood company and Southernmost beach cafe……AMAZING FOOD!

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Airbnbs in Key West Florida
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Airbnb in Key West
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Best Airbnbs in Key West

5 Pilar`s Secret – An oasis right off Duval Street – Sleeps up to 8

  • Rating: 4.98
  • Location: Private Oasis in the middle of Duval street
  • Type of Rental: House – 8 guests · 3 bedrooms · 3 beds · 2 baths
  • Superhost: Yes
  • Airbnb Plus: No
  • Average Nightly Rate: USD1,166 per night with a three-night minimum stay, plus fees and taxes

https://www.airbnb.ca/rooms/31670156

Description: This hidden gem is named after Ernest Hemingway`s famed fishing boat, Pilar which is currently on display in Cuba at the Museo Ernest Hemingway. 

This home has three spacious bedrooms, a private pool and gated outdoor area, as well as a fully equipped kitchen and a large living space with several plush couches, chairs and an island-inspired table.

Review: Beautiful hideaway yet close to everything! We took my daughter and a few friends down for her 21st birthday and couldn’t have picked a more perfect place to stay! Beautiful home, super clean and plenty of room for the six of us. We had activities planned but also loved just hanging out by the pool.

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Airbnbs in Key West Florida
Key West Airbnb
Airbnb in Key West
Airbnbs in Key West

6 Dog-friendly home in a quiet neighborhood w/ shared pool & private hot tub

  • Rating: 4.64
  • Location: Key West
  • Type of Rental: Condominium
  • Superhost: No
  • Airbnb Plus: No
  • Average Nightly Rate: USD314 per night with a minimum three-night stay, plus fees and taxes

https://www.airbnb.ca/rooms/21618158

Description: This dog-friendly tropical getaway is ideal for up to six guests and is nestled in a quiet neighborhood about five blocks from Higgs Beach and walking distance to Duval Street. It also features a private hot tub, a shared pool, and a shared washer and dryer. 

Review: Close to the southernmost point. A bit of a walk, especially when it’s in the 90s, but still doable to get to Duval street where most of the action is.

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Airbnbs in Key West Florida
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Airbnb in Key West
Airbnbs in Key West

7 Salt Cay Suite 410

  • Rating: No Rating
  • Location: minutes away from the World Famous Duval Street 
  • Type of Rental: Condo – 6 guests · 2 bedrooms · 3 beds · 2 baths
  • Superhost: Yes 
  • Airbnb Plus: No
  • Average Nightly Rate: USD339 per night, plus fees and taxes

https://www.airbnb.ca/rooms/45434455

Description: This two bedroom two bathroom condominium is just minutes from Duval Street. Enjoy sunsets from the private balcony. Enjoy the building amenities such as a shared pool, hot tub, tennis courts, and free parking.  

Review: No Reviews

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Airbnbs in Key West Florida
Key West Airbnb
Airbnb in Key West
Airbnbs in Key West

8 Tropical family-friendly home w/private pool – Dog Friendly

  • Rating: 4.74
  • Location: ½ Block from Duval Street
  • Type of Rental: House – 8 guests · 3 bedrooms · 5 beds · 3.5 baths
  • Superhost: No
  • Airbnb Plus: No
  • Average Nightly Rate: USD$529 per night, with a two-night minimum stay plus fees and taxes

https://www.airbnb.ca/rooms/21615184

Description: This two bedroom house has a separate one-bedroom pool house with a private heated pool (no additional charge), an outdoor shower, and a private parking spot. Two dogs are allowed for a nightly fee.

Located over three blocks from the Southernmost Point and close to art galleries, restaurants, and four blocks to the beach.

Review: Beautiful home, private and up to date! Perfect for a family getaway, very close to many amazing sights such as Duval st. And The SouthernMost Point. Before arriving make sure you understand the check-in instructions and code as it could be a bit confusing how explained. I would most definitely stay here again when visiting key west!

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Airbnbs in Key West Florida
Key West Airbnb
Airbnb in Key West
Airbnbs in Key West
Airbnbs in Key West

9 Windsor Townhome #3 – Green Gecko

  • Rating: 4.97
  • Location: Old Town Key West three blocks from Duval Street. 
  • Type of Rental: Townhouse – 3 bedrooms, 3.5 baths, sleeps 6
  • Superhost: Yes 
  • Airbnb Plus: No
  • Average Nightly Rate: USD727 per night with a minimum three-night stay, plus fees and taxes

Link https://www.airbnb.ca/rooms/17403397

Description: This newly completed modern townhome is conveniently located in a quiet Old Town Key West neighborhood and is just three blocks from Duval Street. There is only one off-street reserved parking spot. No pets are permitted.

There is a private garden off the living area that has a heated swimming pool. There is one bedroom on the first level and two bedrooms on the second level with ensuite bathrooms.

Review: Such a comfortable space to enjoy Key West over the weekend. Everything you need under one roof within close distance to all the fun stuff! Definitely recommend this property. 🙂

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Airbnbs in Key West Florida
Key West Airbnb
Airbnb in Key West
Airbnbs in Key West
Airbnbs in Key West

10 Old Town Condo w/Private Hot Tub & Shared Pool 

  • Rating: 4.86
  • Location: Casa Caribe @ Duval Square R9
  • Type of Rental: Condominium – 6 guests, 2 bedrooms, 2.5 baths
  • Superhost: No
  • Airbnb Plus: No
  • Average Nightly Rate: USD418 per night based on three-nights minimum stay, plus fees and taxes

https://www.airbnb.ca/rooms/21617629

Description: This sunny condo is located steps from Duval Street. Within walking distance to the local restaurants. Located two miles east of Smathers Beach.

Enjoy the private hot tub and the shared swimming pool, WiFi, two cable TV’s, and central air conditioning. 

Review: A fantastic location, close to most Key West sites, shopping and fantastic dining. The unit felt very safe and secure. We really enjoyed our stay. Thank you!

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Airbnbs in Key West Florida
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Airbnb in Key West
Airbnbs in Key West
Airbnbs in Key West

11 The Tiki Suite – soon to be a Key West icon

  • Rating: 4.88
  • Location: Key West
  • Type of Rental: Tiki Suite – 2 guests · 1 bed · 1 bath
  • Superhost: No
  • Airbnb Plus: No
  • Average Nightly Rate: USD449 per night, plus fees and taxes

https://www.airbnb.ca/rooms/35964328

Description: How about a unique stay in Key Best. Sleep in a tikis suite on the water, the ultimate glamping experience.

The renal includes a roto-molded cooler to keep beverages and food cold. There are no cooking appliances except for the K-cup coffee maker and a microwave. No smoking allowed. Enjoy the hammock, stand-up paddleboards, and snorkel gear.

The bathroom has a shower with a water heater in 5 minutes and is equipped with an electric macerating toilet.

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Airbnbs in Key West Florida
Key West Airbnb
Airbnb in Key West
Airbnbs in Key West
Airbnbs in Key West

12 Hidden Beach Duplex, Best Place in Key West

  • Rating: 5.0
  • Location: Key West
  • Type of Rental: Condominium – 2 guests, 1 bedroom, 1.5 baths
  • Superhost: Yes
  • Airbnb Plus: No
  • Average Nightly Rate: USD465 per night with a min. Five-night stay, plus fees and taxes

https://www.airbnb.ca/rooms/23999336

Description: Located on Key West’s only natural beach and three blocks from Duval Street.Enjoy the sunset views from your private beach.

Reviews: Great place to stay with beach, kayak and jet-ski access. It is also an easy walk to Duval St. The condo was very nice, roomy and clean. We enjoyed daily access to The Reach’s beach, pool and bar. The view from our bedroom window of the moon at night and the water during the day was awesome.

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Airbnbs in Key West Florida
Key West Airbnb
Airbnb in Key West
Airbnbs in Key West
Airbnbs in Key West

13 Modern Yacht and Boat life experience

  • Rating: 4.96
  • Location: Key West
  • Type of Rental: Boat – 4 guests · 2 bedrooms · 2 beds · 2 baths
  • Superhost: No
  • Airbnb Plus: No
  • Average Nightly Rate: USD149 per night with a min. two-night stay, plus fees and taxes

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

Description: Sleep on a boat with two cabins available to guests or book the entire boat of three cabins. Docked at the Stock Island Marina Village attached to the Perry Hotel. The hotel facilities include two pools, two restaurants

Reviews: Don’t hesitate to book this unique alternative! Kyle and Sas are great to communicate with, and simply fun and engaging hosts who made us feel welcomed in their shared space. The boat is open, sunny, and very well kept. We even had space to accommodate our 2 extra oversized bags. Marina amenities were plentiful, and if we had more time, would have loved to use them. Thank you for a great stay!

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Airbnbs in Key West Florida
Key West Airbnb
Airbnb in Key West
Airbnbs in Key West
Best Airbnbs in Key West

14 Sky Loft in Key West

  • Rating: 
  • Location: Key West
  • Type of Rental: Condominium – 4 guests, 1 bedroom, 1 bath
  • Superhost: Yes
  • Airbnb Plus: No
  • Average Nightly Rate: USD355 per night, plus fees and taxes

https://www.airbnb.ca/rooms/45201919

Description: This Sky Loft is located one block from Duval Street and close to Sunset Celebration and Mallory Square. 

The one bedroom, on bathroom loft is perfect for a Key West getaway with an Air Dream sleeper sofa in the living room. WiFi, central air conditioning and a TV.

Reviews: Great location everything was super clean would definitely stay again

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Airbnbs in Key West Florida
Key West Airbnb
Airbnb in Key West
Airbnbs in Key West
Best Airbnbs in Key West

15 BEST LOCATION! Entire Villa steps from Duval St.

  • Rating: 4.81
  • Location: Key West
  • Type of Rental: House – 6 guests, 2 bedroom, 1.5 baths
  • Superhost: Yes
  • Airbnb Plus: No
  • Average Nightly Rate: USD603 per night based on a four-night minimum, plus fees and taxes

https://www.airbnb.ca/rooms/21611297

Description: This spacious historical, newly renovated two bedroom house is located half a block from Duval Street. Each bedroom has a private terrace. Fully equipped kitchen, a washer and dryer and numerous outdoor decks.

Reviews: Loved this house! It was modern and quaint but spacious…and so close to Duval St. We could walk just about anywhere. We had everything we needed. We loved the flexibility of being able to cook at home and have a quiet night enjoying family time on the outdoor patio or go out and whoop it up on Duval. The air conditioning works great!

In addition to shampoo, conditioner, shower gel, hairdryers, washer/dryer and other amenities being available, there were suntan lotion, cooler, beach chairs and towels available, which was really convenient to have on hand. It is on-street parking but we were able to find parking without too much trouble.

The second bathroom is outside just off the patio and pretty tiny but we thought it was a nice opportunity to get some privacy. The outdoor shower has hot and cold water and you could use it to take a full shower since there is only one full bathroom indoors, but it is out in the open. Michael and Albena were super responsive and accommodating. We loved staying here and would definitely stay again! Thanks so much!!

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Top Things to Do in Key West

Are you looking for the top things to do in Key West during your visit? Take a look at the top things to do during your visit. You may also enjoy some of these tours:

Other Airbnbs in Key West Florida

As you can see, I have selected some of the best Airbnbs in Key West to enjoy your time in sunny Florida. Although there are so many other wonderful options, this is to showcase the list of the top 15 Airbnbs in Key West. Check other Airbnb options that will fit your needs and budget. 

Have you stayed at an Airbnb in Key West? I would love to hear your recommendations so that I can include them on my list. Or have you stayed at one of these Key West Airbnbs and want to share your review? Let us know in the comments.

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