Home to some of the most wonderful beaches, scenic views, and the third-largest coral barrier reef in the world, Key West, Florida is the epitome of paradise on earth. This island city is known for iconic sites like Duval Street, Mallory Square, Truman Little White House, Ernest Hemingway Home and Museum, West Martello Tower, and more. It definitely makes for a top spot for tourists with its array of beach resorts and attractions, so if you are planning on visiting the city, book one from the following list of the best cabin rentals in Key West, Florida.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 24, 2025.
1. Orange Blossom Suite
Tucked on Petronia Street, this gleaming bungalow rental in Key West puts you close to all the exciting thrills in the commercial zone of Duval Sreet. Take a short walk to many culinary destinations or prepare your own meal in the home’s equipped kitchen. During your stay, you can recline on the comfy sofa while tuning in to your favorite shows on the cable TV and succumb to the king-size bed in the loft when wrapping up the day.
Welcome the morning on the huge patio that features ample seating, a dining area, and an inviting hot tub. Note that this outdoor space is shared with the adjacent unit, which is also managed by the same host. You can rent both units for a great vacation with your extended family. Reserved parking space is available for 10 USD per day.
Key West, Florida, United States
212 meters (0.2 ft) from The Hemingway Home and Museum
Top guest reviews
Host:
spacious and comfortable and a block from duval the hosts are very welcoming and helpfulLocation:
this has the best locationlocation is perfect and you can walk basically anywhere you want to gogood location for being close downtown and for the bar sceneexcellent location with great/flexible ownersproperty location is great the place is very niceCleanliness:
looks like the pictures dated but clean and great location the bed was comfortable everything we neededwhich was awesome this is a great place to visit units were clean well equipped and functionalRead more reviewsAmenities & Room:
the pullout couch is not comfortable but everything else was perfect
2. Cozy cottage with private hot tub
Just three words: private hot tub. Yes, you read that right. This cozy, beautiful cottage on the beach in Key West has a private hot tub on the premises. Outside the property, all the excitements of Duval Street are so close that you can park your car in the private parking lot and roam around on foot or on a bike. The clean and pleasant Higgs Beach is also located within a walking distance from the house. This dog-friendly rental has two bedrooms, a fully equipped kitchen, and a garden to enjoy your morning coffee in.
Key West, Florida, United States
236 meters (0.2 ft) from The Hemingway Home and Museum
Top guest reviews
Host:
they were very responsive to issuesLocation:
charming house in a perfect locationcan walk to anywhere and the house was very niceexcellent location and great cottageawesome location enjoyed every minute of our staythe positives of this house were the great location clean house and nice roomy bedroomsCleanliness:
clean comfortable beds lots of towelssuper clean and roomywhile the property was clean the overall condition was in a bit of rough shapethe home is clean and has everything you need for your stayRead more reviewsAmenities & Room:
good air conditioning and the off street parking is a big plushaving the a/c on helps but does not drown out the noisecomfortable beds great outdoor spaceloved the hot tub and honestly one of the most comfortable beds everythe bed and bedding was very comfortable as well
3. Conch-style cabin with swimming pool (from USD 1035)
This cottage for rent in Key West is a quiet, conch-style cabin amidst lush surroundings. It’s a one-bedroom property with a swimming pool and a shaded private deck with outdoor furniture. You can have a barbeque party using the grill on-site, enjoy an entertaining night by the pool, or explore Duval Street, which is within walking distance from the cabin. A king bed, queen sleeper sofa, cable TV, free Wi-fi, full kitchen with a coffee maker, washer and dryer, and other necessities will also be available for you at this great location.
Key West, Florida, United States
577 meters (0.4 ft) from The Hemingway Home and MuseumSuperhost
Accommodates: 4
Top guest reviews
Host:
very nice place with great staff in a good locationrandy goes over the top in a good way to provide you a great informative experienceLocation:
location is within short walking distance of most attractionsthe location was great and the place was cutelocation is outstanding - we could walk everywheregreat location quiet and privategreat location away from the noise and busy duval street but close enough to walk anywhereCleanliness:
the pool was wonderful and looked like someone cleaned it every morning which was so nicewonderful stay - clean convenient and perfect for our mother/daughter getawaywe enjoyed our stay here it was clean and comfortable and had everything we neededthe pool and common area was clean and well maintained and off-street parking was a huge plusthe house was very clean and we really enjoyed the light bright living room/kitchen areaRead more reviewsAmenities & Room:
the space itself was very comfortable and convenient (new ac in-unit washer/dryer etc)the pool in the courtyard is semi private and we absolutely loved itquiet private and awesome heated poolthe location was amazing the pool was great and the deck out back was relaxing
4. Pet-friendly home with hot tub
Within a walking distance from this amazing cabin, you can visit attractions such as Duval Street, The Hemingway Home and Museum, and Fort Zachary Taylor Historic State Park. Enjoy evenings flipping steaks by the grill, relaxing out on the patio, or taking a dip in the hot tub. This vacation rental provides two comfortable beds, a private backyard and garden, and a dog-friendly environment.
Key West, Florida, United States
245 meters (0.2 ft) from The Hemingway Home and Museum
Top guest reviews
Location:
the location is great very close to the novery nice place and close to all activitiesthe location was perfect a quick walk over to duval for us to venture where we wanted to go14 stop of the free duval loop bus if u don’t like walkingwhich was great for us because everything we wanted to do was within walking distanceRead more reviewsAmenities & Room:
our cottage on olivia was comfortable with good outdoor space (backyard with hot tub and a front porch)the cottage was quaint and cozy perfect for what we was planning
5. Spacious cabin with shared oasis-style heated pool (from USD 2347)
This two-bedroom cabin is hosted by Key West Hideaways and offers luxurious amenities that make it stand out from the others. From lush foliage and tropical decor to small details like crystal glassware, they have got it all covered. Guests also have access to a swimming pool. Enjoy your getaway in Florida surrounded by bright, beautiful colors and a spacious private deck where you can enjoy a peaceful morning.
Key West, Florida, United States
467 meters (0.3 ft) from The Hemingway Home and MuseumAccommodates: 6
Top guest reviews
Host:
our host was extremely helpful; smooth and quick check-in quick response to our questionsowner on site daily and takes care of issues if any arisecheck in and out was easy and the concierge and "area attractions" website was very helpfulLocation:
great location close to everythinglocation location location great spacelocation was perfect; short walk from famous duval streetlocation was perfect about a 5 minute walk to duval stgreat location beautiful pool areaCleanliness:
exceptionally clean more than enough towelsthe house was perfect size for two couples very clean and comfortableit was perfect it was clean and it was so convenient to everythingthis place is so adorable and not far from duval at all clean neighborhood wonderful pool and other amenitiesRead more reviewsAmenities & Room:
beds were very comfortablewe loved the pool area and the yard with beautiful landscape
6. Pet-friendly cottage with hot tub
This property offers two homey cabins which are within walking distance to Higgs Beach. Together, there are a total of 4 bedrooms and 2 bathrooms, enough space to sleep 12. A fully equipped kitchen, tropical garden, and hot tub are sure to make your stay convenient and relaxing. This great location is also within walking distance of Duval Street and other popular attractions. Good news: you can bring your dog along on the trip. Other than that, all amenities are taken care of for a perfect stay in Key West.
Key West, Florida, United States
236 meters (0.2 ft) from The Hemingway Home and Museum
Top guest reviews
Host:
process was very easy and staff was friendly and helpfulcustomer service was quick and attentive as well as warm and invitingLocation:
the location was perfectthese are super cute and in a good central locationlocation is great walk everywherethe location is friendly and walking distance to most venuesoverall great location to duval streetCleanliness:
the houses were clean and well layed outwell kept clean and has just about everything you needgreat place clean enjoyed the hot tubs over new yearscute cottages have some age on them but very cleanwe had a wonderful time the property was very well kept and cleanRead more reviewsAmenities & Room:
the cottages were just like the photos a/c worked well and there tvs in each bedroomit fit our party of 7 without issue and very comfortable
7. Cozy cabin with a private pool
This spacious cabin in Key West has a large and clean private heated pool along with a lush green backyard. The host has also made the cabin a dog-friendly place, so if you need accommodation for a trip with your dog, you know where to book! Amazing restaurants, historic museums, and Sunset Celebration at Mallory Square are all located close to this beautiful vacation rental. An add-on for this property is that it offers private parking.
Key West, Florida, United States
177 meters (0.2 ft) from The Hemingway Home and Museum
Top guest reviews
Location:
loved the location and the pool conveniently locatedpros: the location is fantastic close to all the main attractionsthis is perfect location right next to duval
location: the location was excellentso ideal location and if owner would make a few upgrades it could be solid 4-5 starsCleanliness:
house was clean and just as advertisedthe house was clean beds were nice enoughwe had to clean up the place some more on arrivalthe pool was a good size nice and warm and cleaned oftenRead more reviewsAmenities & Room:
pool and patio were greatthe window ac’s cooled the rooms easilythe heated pool was greatone is the smaller double bed mattress which noticeably sags and has seen better nights
fun private pool area
8. Accessible cabin near the beach
This cabin is situated close to a gorgeous beach, and some of Key West’s popular restaurants are nearby, too. With its strategic location, fun activities like riding a bike, visiting a museum, or relaxing at the beach are easily accessible. This vacation home is equipped with central air conditioning and free Wi-fi. A full kitchen with a coffee maker and microwave are available.
Key West, Florida, United States
248 meters (0.2 ft) from The Hemingway Home and Museum
Top guest reviews
Location:
easy walking distance to duval streetcute little cottage at a great locationeasy walk to most thingsgreat place to walk everywhereit was a great locationRead more reviewsCleanliness:
super clean and very comfortablethe apartment was very clean when we arrivedvery clean and cozy accommodating and close to all the fun
9. Island-style cabin with pool access (from USD 1686)
Bright and colorful is the best way to describe this cabin. This vacation rental with pool access is perfect for a relaxing stay in Key West. Couples seem to love this place as it has got French doors that open onto a private deck with a shaded table and chairs, offering a spot for alfresco dining. A private bedroom with a king bed, a full gourmet kitchen, and a living room with a sleeper sofa, cable TV, and much more are available as well.
Key West, Florida, United States
463 meters (0.3 ft) from The Hemingway Home and MuseumAccommodates: 4
Top guest reviews
Host:
thank you for your warm and attentive hospitalityrandy is a wonderful host very accomodatingcheck in and out were exceptionally helpfulbobby was great and helpfulnice accommodation and the other guests were very friendlyLocation:
great location close to everythinggreat location will be backbeautiful place in a great locationa perfect location that was amazing for our tripgreat space and a great locationCleanliness:
very clean and very quaintvery clean and was fully stockedvery clean lovely decoration great kitchen and bbq area outsideclear clean poolbathroom kitchen and linens were all cleanRead more reviewsAmenities & Room:
we loved the private patio and full kitchenthe outside pool is perfect to chill relax without getting direct sun it's truly a hidden paradiseexcellent location comfortable space and beds swimming pool parking space available most of the time washer and dryerour stay was very quiet and comfortableplace is fantastic very comfortable for 4 adults
Nearby cabin rentals
10. Tropical Cottages (from USD 112)
Welcome to Tropical Cottages, your idyllic oasis nestled in the heart of the captivating Florida Keys. Here, you’ll discover modern amenities such as air conditioning and private bathrooms, as well as the convenience of free wireless internet connectivity in common areas. Additional comforts include cable television and a kitchenette, perfect for all your needs. Outside, you can bask in the tropical ambiance on your private patio or balcony or relish a barbecue at the on-site grill.
This family-owned motel is ideally situated halfway between Key Largo and Key West, offering a charming cottage-style retreat. Each cottage is adorned with tasteful decor, ensuring a comfortable and memorable stay.
Marathon, Florida, United States
76.0 km (47.3 mi) from The Hemingway Home and MuseumAccommodates: 2
Top guest reviews
Host:
extremely friendly staff as wellstaff has great fishing spot tipsresponses are quick and helpful for inquiries to local businessesthe owner sheila was nice professional and responsive before and during our tripsuper comfy cottage that feels like home super friendly staff and delicious breakfastLocation:
great location in marathonperfectly located and quiet the ideal gatewaycute little cottage in a great locationgood location in marathon and a descent valuegreat location as it is minutes away from anything you might needRead more reviewsCleanliness:
comfy bed and clean roomcute little cabin friendly staff and clean well maintained groundswe only stayed one night but everything was cozy and cleangreat location clean comforting and great amenitiescute little out of the way stay the tiki bar is on site and everything is super clean
11. Charming cabin at Old Wooden Bridge Guest Cottages and Marina (from USD 268)
Escape to paradise at this charming cabin nestled within the Old Wooden Bridge Guest Cottages and Marina. Inside, guests will find all the comforts of home, from a well-appointed kitchen to a welcoming bedroom with fresh linens. This pet-friendly getaway also offers access to an array of amenities, including a sparkling saltwater pool, ensuring relaxation at its finest.
This cozy duplex offers a shared deck with mesmerizing marina views, setting the stage for serene mornings and breathtaking sunsets, and it provides the perfect blend of relaxation and adventure by the crystal-clear waters of Florida’s Keys.
Big Pine Key, Florida, United States
48.49 km (30.2 mi) from The Hemingway Home and MuseumAccommodates: 4
Top guest reviews
Host:
all the staff was very friendly and robin was very quick with her responsesRead more reviewsLocation:
great place to stay my family and i enjoy every min of the vacation
Have a splendid vacation in Key West, Florida!
Key West makes the perfect vacation spot, so it undoubtedly sees a number of tourists every year. However, the most important part of a trip is deciding upon a place to stay - you know, a home away from home so that you can enjoy your trip to the max. We hope that this curated list of the top cabins helped you find your vacation home in Key West.
If you would like to explore more accommodation options, you can also check out these Vrbo vacation rentals in Key West.
Frequently asked questions about best cabin rentals in Key West, Florida
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