Key West is a city in Florida, part of the Florida Keys archipelago. It’s about 145 km (90 miles) from the north of Cuba. Do you know what Key West is well-known for? It’s famed for its stunning sunsets, unique houses, and beautiful coral reefs. It is also one of the top honeymoon destinations where newlyweds flock to take in the breathtaking views at Sunset Pier, hop on a luxury boat tour, and enjoy their private time at adult-only hotels. Of course, it’s not made up of only couples. If you’re heading to Key West for the long-term, then you should be looking for a decent place to stay. Read on as we show you the best monthly rentals in Key West, Florida.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on February 07, 2024.
1. Studio apartment near Bayview Park (from USD 254)
Due to its location, you probably do not require a car to get around since bikes are provided. However, should you decide to drive, there is free on-street parking available. This studio apartment has a queen-size bed right beside the living area. It’s a small space, great for singles or couples. The full bathroom has a bathtub that is a vintage clawfoot soaking tub. Bayview Park is the nearest park for your exercise needs.
Key West, Florida, United States
1.15 km (0.8 mi) from The Hemingway Home and MuseumSuperhostAccommodates: 2
Top guest reviews
Amenities & Room:
went to the coffee shop that was recommended & had an awesome breakfast to start the day alsoyou will enjoy this quaint private room in a quiet settingfound the space to be just as described and very comfortablethe studio is well prepared with a very cool kitchen and bedther could be more windows in the room but the mirror does a good job tooCleanliness:
very clean and cozyefficiency apartment was very clean and beautifully decoratedhouse was clean and well equippedstudio was clean and cozyfound the apartment to be very clean and comfortableHost:
shawn is an excellent hostshawn was friendly and helpfull hostshawn was very helpful and quick to respondshawn and romi were amazing hosts will definitely recommend to everyoneshawn was very thoughtful and responsiveRead more reviewsLocation:
a great locationgreat little spot close to everythinglocation is great with everything needed within walking distance and an easy bike ride to duval stthis is an ideal location for exploring key westmuch better location than chain hotels can walk to everythingMonthly discount: 10% off
2. Bayliner boat experience in Stock Island Marina Village (from USD 500)
This is a wonderful chance to stay in a Bayliner boat in Stock Island Marina Village. There is a queen-size bed that fits two adults and a v-berth that can accommodate another adult or two children. You will have access to the stove, microwave, and refrigerator. Feel free to use the waterfront swimming pool. You will also enjoy complimentary WiFi access, a 24-hour fitness center, and laundry facilities. It’s recommended that you head to the nearby Marina Bath House for showers and to use the bathroom.
Key West, Florida, United States
6.3 km (4.0 mi) from The Hemingway Home and MuseumAccommodates: 4
Top guest reviews
Amenities & Room:
great amenities with access to beautiful pools bars and restaurantsafter about 5 minutes in he was sold he’s 6’6 and actually fit great in the bedCleanliness:
very clean public bathhousesbathhouses were clean and convenientclean and quiet we didn’t use the pool but it was gorgeousclean and sufficient size for two people for a weekend stayhis boat was clean and had nice touches like fresh towels and shampoo availableHost:
thanks to the owner for the good servicehost was easy to communicate with and prompt in responsesthe host is a super great guy who was always on handsteve was an awesome hostthe host is very quick & responsive & helped accommodate our stayRead more reviewsLocation:
a great place to stay with close ammenitieswonderful experience beautiful boat and locationthe bath facilities are a short walk away and the perry hotel facilities are wonderfulwhat a great placethere are toilets and bathroom close by that are nice and cleanMonthly discount: 20% off
3. Self-sufficient houseboat on water
If you’re seeking a new experience or an entirely new way of living, this houseboat will sound very appealing to you. There is one queen-size bed and a sofa bed, good for up to three or four guests. This cozy houseboat is only accessible via a kayak. Enjoy the tranquillity you need away from city life. There is one bathroom with a shower that uses filtered rainwater. While the water is safe for use, it’s not appropriate for drinking. The water tanks have a limited volume so save water when you can!
Key West, Florida, United States
7.43 km (4.7 mi) from The Hemingway Home and MuseumSuperhostAccommodates: 2
Top guest reviews
Amenities & Room:
we loved the roof deck and well equipped kitchenCleanliness:
everything was clean and modern on the boatnice clean house boat on the waterthe accomendation itself is fantastic well equipped and very cleaneverything was super clean and well lit organized and decorated incredibly wellthe decor and accommodations were very modern clean and comfortableHost:
the kayak out to the boat was also fun rj and his staff was very hospitablej r was an amazing hostthe owners have thought of many thoughtful touchesjr is an excellent host the description is spot onfirst of all our hosts jr and brooke were fantasticRead more reviewsLocation:
there is one restaurant called the hogfish within walking distance that is excellentthe house boat itself and especially its location out on the bay is just amazinga unique experience and a fun place to spend the nighta great place to stay
4. Homey one-bedroom apartment overlooking Duval Street (from USD 410)
This one-bedroom apartment overlooking Duval Street reminds us of home. The bedroom has a king-size bed for two persons and the common space has one sofa bed for one. Pets, infants, and children are not allowed in the property. The bathroom has a bathtub and shower with sliding doors. You will be at a walking distance to Key West Lighthouse and The Ernest Hemingway Home and Museum.
Key West, Florida, United States
284 meters (0.2 ft) from The Hemingway Home and MuseumSuperhostAccommodates: 3
Top guest reviews
Amenities & Room:
great a/c and an upstairs patio overlooking duval st) a/c in both rooms can be controlled separately- very responsive and strongperfect location everything is provided: plenty of towels pillows coffee dishes cable & wifi and private balconybut there is a bar in front of the apartment if you want a good sleep you may need earplugsking bed and sofa bed perfect alternative to doing 2 overpriced hotel rooms further away from downtownCleanliness:
very clean & spacious for twoit was clean with beautiful decortom has some wonderful clean apartmentsthe vacation rental is very clean and spaciousbedding was very comfortable everything was clean well stocked kitchenHost:
tom was an amazing hosttom is a great hosttom is a wonderful hosttom is a great host tootom is a great hostRead more reviewsLocation:
the location is amazingthe location is amazinggreat location with everything within walking distancebest location in key westeverything was walking distance or even better a quick bike ride awayMonthly discount: 8% off
5. Minimalist suite in Key Haven
We love how tidy this suite in Key Haven is. Not to forget how it embraces minimalism so there are absolutely no feelings of clutter. There is only one bedroom with a king-size bed, great for singles or couples. The bathroom has a separate shower area and it comes stocked with towels. You will be situated in the neighborhood of Key Haven near the Conch Collection.
Key West, Florida, United States
7.4 km (4.6 mi) from The Hemingway Home and MuseumSuperhostAccommodates: 3
Top guest reviews
Amenities & Room:
comfortable apartment with all the amenities of hometwo comfortable beach chairs are provided the sofa bed is large and comfortable for up to 2 (bigger) childrenthe bed was very comfortable the second bed is a sofa bed that did the jobvery spacious floor plan with a beautiful full kitchenbed was extremely comfortable bathroom was quite niceCleanliness:
very clean and had plenty of towels and pillowsvery clean and quietvery clean and modern exactly how advertisedvery clean and nice place to stayvery clean and beautiful private roomHost:
beautiful place and owner was very attentiveincredible host gorgeous setting thank youeli is definitely a great host his place is very quiet and beautifulconvenient parking right outside the door and a great host with ellielli was so nice and helpful and was quick to respond when we had questions during our stayRead more reviewsLocation:
very nice place conveniently locateda great place to stay close to keywest attractionsgreat location quiet nice in every waygreat location to access the golf coursethe place is also close to keywest main attractions
6. Classic luxurious sailboat
This luxurious yacht has a comfy queen-size v-berth bed and a half-berth bed off the main cabin of the boat. It can accommodate up to three guests comfortably. You can use the bathroom on board or walk to the marina bathrooms for hot showers and toilets. The kitchen has a sink, refrigerator, and Keurig coffee maker. However, no cooking appliances are available onboard. This rental is not suitable for children or infants.
Key West, Florida, United States
6.44 km (4.1 mi) from The Hemingway Home and MuseumSuperhostAccommodates: 3
Top guest reviews
Host:
she was so helpful and even gave us a bottle of wine for our anniversarymichelle was awesome extremely helpful in every waymichelle was super helpful and responsiveRead more reviewsLocation:
this place is located about 20 min from the popular bars and night life on duval
7. Flat in Key West Historic District
There is one bedroom in this flat and it’s separated from the living room by curtains. You will find it on the second story of a building. There is also a minibar area with wine glasses and a breakfast bar in front of the wall-mounted television. The living area has a pull-out sofa bed that can accommodate a third guest. The bathroom has a walk-in shower. Don’t forget to visit the highly-frequented Blue Heaven restaurant for Floridian-Caribbean cuisine!
Key West, Florida, United States
152 meters (0.1 ft) from The Hemingway Home and MuseumTop guest reviews
Amenities & Room:
the table chairs and umbrella on the deck were especially nicethe apartment was clean and had all the amenities we neededCleanliness:
the unit was exceptionally cleanthe place was nice and clean and it had everything you could need it its kitchenplace was very clean and teresa was a very responsive hostthe apartment was very clean and in an ideal location for all key west activitiesHost:
teresa was a wonderful hostteresa was a fantastic hostteresa is an excellent hostteresa was very helpful with recommendationsRead more reviewsLocation:
being in oldtown the location is idealthe location was perfect with close walkable proximity to almost all major attractions in key westit was a perfect locationgood local restaurants really closeit had everything we needed the location was ideal
8. Renovated houseboat at Stock Island
Renovations were done in 2016 and recent guests gave the location a five-star rating. There is one double bed and two single beds which are suitable for teenagers or young adults. The small bathroom comes with a stand-up shower. Children under 12 years old are not allowed to enter the houseboat. You will find yourself in the vicinity of Key West Tropical Forest & Botanical Garden and Key West Golf Club. Do note that there is a strict check-in time, from 3 pm to 6 pm.
Key West, Florida, United States
5.99 km (3.8 mi) from The Hemingway Home and MuseumTop guest reviews
Amenities & Room:
weather was outstanding- sunny and 72- so no need for air conditioningthe ac worked great and we had a small heater since it was cooler than expectedthe bed was very comfortable and the views were incrediblethough small the two beds in the lower deck were very comfortableevery room has powerful a/c systemCleanliness:
the houseboat was very cleanvery clean and the beds were very comfortablewe found the houseboat to be clean comfortable and well equippedeverything was clean and in working orderthe boat was clean and had all amenities needed including clean bedding and towelsHost:
paul was a super accommodating hostthe owner was easy to communicate withhosts were very accommodating and the boat was greatpaul is very friendly to help ushost was very accommodating and friendlyRead more reviewsLocation:
the location was greatthe location was good for usthe location was perfect for usthe location is awesome being just off key west but easily within short driving or biking distancebut the location is great right outside key west
9. Campervan experience near Geiger Key Marina
Enjoy a campervan experience near Geiger Key Marina. There is only one double bed suitable for the solo traveler or couples looking for a different experience from the common hotel stay. With that said, due to space constraints, it’s best not to lug a huge suitcase with you. Pets are not allowed and this campervan is not suitable for infants under two years old. If you choose to explore, you will find yourself at Geiger Key, an approximate 30-minute drive from the city center of Key West.
Key West, Florida, United States
15.86 km (9.9 mi) from The Hemingway Home and MuseumTop guest reviews
Amenities & Room:
it is a small camper but the bed is super comfortable the kitchen supplied wellRead more reviewsHost:
friendly hostesses and staffwe really loved this place everyone has been very nice and helpful
10. Two-bedroom apartment half a block from Duval Street (from USD 574)
We haven’t had many options for family-friendly apartments thus far. This second-floor apartment located half a block from Duval Street is one to consider if you’re traveling with your family. There are two bedrooms and one bathroom, suitable for up to six guests. Recent guests who have gone before us have said that this place was tidy and sparkling clean. You will find yourself steps away from Key West Lighthouse and The Ernest Hemingway Home and Museum.
Key West, Florida, United States
246 meters (0.2 ft) from The Hemingway Home and MuseumAccommodates: 6
Top guest reviews
Amenities & Room:
the sitting room is a good size with comfortable furnituregreat amenities spacious and super clean two bedroom apartment scooter rentals and cvs right across the streetbeds were comfortablethis apartment was perfect for two couples visiting key west for a weddingcomfortable space and beds with a great kitchenCleanliness:
unit was very clean and spotlessvery clean and convenientvery clean and comfortable apartmentvery clean and spacious suitethe house was clean the linens were clean and smelled freshHost:
the host was wonderfulhosts were very nice and quick to replyhost was very responsive and accommodatinghosts were very accomodating and responsivethe owner was great with letting us store the luggage prior to check inRead more reviewsLocation:
great location and overall experiencegreat location right off duvalgreat place and location on the "duval strip"great location right in the heart of downtownlocation is great; out of the hustle and bustle but close to everythingMonthly discount: 54% off
Enjoy your stay in Key West
In this article, we’ve looked at the best monthly rentals in Key West, Florida. Other than the usual flats and apartments, we took this chance to introduce to you several Airbnbs which are different from the norm. If you’re up for a different living experience in Key West, we highly recommend taking the Bayliner boat experience in Stock Island Marina Village, a self-sufficient houseboat on water, or rent out the luxurious sailboat close to The Perry Hotel Key West. Enjoy your stay in Key West, Florida!
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