10 Best Monthly Rentals In Key West, Florida - Updated 2021

monthly rentals in key west

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.

1. Studio apartment near Bayview Park (from USD 292)

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.

Studio Blu
Key West, Florida, United States
255 reviews Superhost  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
went to the coffee shop that was recommended & had an awesome breakfast to start the day also
you will enjoy this quaint private room in a quiet setting
found the space to be just as described and very comfortable
the studio is well prepared with a very cool kitchen and bed
ther could be more windows in the room but the mirror does a good job too
very clean and cozy
efficiency apartment was very clean and beautifully decorated
house was clean and well equipped
studio was clean and cozy
found the apartment to be very clean and comfortable
shawn is an excellent host
shawn was friendly and helpfull host
shawn was very helpful and quick to respond
shawn and romi were amazing hosts will definitely recommend to everyone
shawn was very thoughtful and responsive
a great location
great little spot close to everything
location is great with everything needed within walking distance and an easy bike ride to duval st
this is an ideal location for exploring key west
much better location than chain hotels can walk to everything
Read more reviews
Monthly discount: 10% off

2. Bayliner boat experience in Stock Island Marina Village (from USD 135)

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.

Comfortable Bayliner at Beautiful Resort/Marina
Key West, Florida, United States
185 reviews Superhost  Wifi Available
Boat 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
great amenities with access to beautiful pools bars and restaurants
after about 5 minutes in he was sold he’s 6’6 and actually fit great in the bed
very clean public bathhouses
bathhouses were clean and convenient
clean and quiet we didn’t use the pool but it was gorgeous
clean and sufficient size for two people for a weekend stay
his boat was clean and had nice touches like fresh towels and shampoo available
thanks to the owner for the good service
host was easy to communicate with and prompt in responses
the host is a super great guy who was always on hand
steve was an awesome host
the host is very quick & responsive & helped accommodate our stay
a great place to stay with close ammenities
wonderful experience beautiful boat and location
the bath facilities are a short walk away and the perry hotel facilities are wonderful
what a great place
there are toilets and bathroom close by that are nice and clean
Read more reviews
Monthly discount: 20% off

3. Self-sufficient houseboat on water (from USD 314)

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 Luxury Offshore Houseboat- Entire Boat
Key West, Florida, United States
114 reviews Superhost
Boat 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
we loved the roof deck and well equipped kitchen
everything was clean and modern on the boat
nice clean house boat on the water
the accomendation itself is fantastic well equipped and very clean
everything was super clean and well lit organized and decorated incredibly well
the decor and accommodations were very modern clean and comfortable
the kayak out to the boat was also fun rj and his staff was very hospitable
j r was an amazing host
the owners have thought of many thoughtful touches
jr is an excellent host the description is spot on
first of all our hosts jr and brooke were fantastic
there is one restaurant called the hogfish within walking distance that is excellent
the house boat itself and especially its location out on the bay is just amazing
a unique experience and a fun place to spend the night
a great place to stay
Read more reviews
Monthly discount: 20% off

4. Classic luxurious sailboat (from USD 213)

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.

True Paradise: Marina Resort- Summer Special Rates
80 reviews Superhost  Wifi Available
Boat 3 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
nice resort with pools and restaurants
a/c in the boat worked very well
very clean and safe marina
the boat was clean an comfortable for sleeping
she was so helpful and even gave us a bottle of wine for our anniversary
michelle was awesome extremely helpful in every way
michelle was super helpful and responsive
this place is located about 20 min from the popular bars and night life on duval
Read more reviews
Monthly discount: 15% off

5. Homey one-bedroom apartment overlooking Duval Street (from USD 246)

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.

Duval Balcony - Suite Mischief
444 reviews Superhost  Wifi Available
Entire rental unit 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 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 strong
perfect location everything is provided: plenty of towels pillows coffee dishes cable & wifi and private balcony
but there is a bar in front of the apartment if you want a good sleep you may need earplugs
king bed and sofa bed perfect alternative to doing 2 overpriced hotel rooms further away from downtown
very clean & spacious for two
it was clean with beautiful decor
tom has some wonderful clean apartments
the vacation rental is very clean and spacious
bedding was very comfortable everything was clean well stocked kitchen
tom was an amazing host
tom is a great host
tom is a wonderful host
tom is a great host too
tom is a great host
the location is amazing
the location is amazing
great location with everything within walking distance
best location in key west
everything was walking distance or even better a quick bike ride away
Read more reviews
Monthly discount: 8% off

6. Two-bedroom apartment half a block from Duval Street (from USD 390)

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.

Old Town Suites - 2 Bedroom Suite #2
141 reviews  Wifi Available
Entire rental unit 2 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
the sitting room is a good size with comfortable furniture
great amenities spacious and super clean two bedroom apartment scooter rentals and cvs right across the street
beds were comfortable
this apartment was perfect for two couples visiting key west for a wedding
comfortable space and beds with a great kitchen
unit was very clean and spotless
very clean and convenient
very clean and comfortable apartment
very clean and spacious suite
the house was clean the linens were clean and smelled fresh
the host was wonderful
hosts were very nice and quick to reply
host was very responsive and accommodating
hosts were very accomodating and responsive
the owner was great with letting us store the luggage prior to check in
great location and overall experience
great location right off duval
great place and location on the "duval strip"
great location right in the heart of downtown
location is great; out of the hustle and bustle but close to everything
Read more reviews
Monthly discount: 54% off

7. Minimalist suite in Key Haven (from USD 271)

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
241 reviews Superhost  Wifi Available
Entire guest suite 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
comfortable apartment with all the amenities of home
two comfortable beach chairs are provided the sofa bed is large and comfortable for up to 2 (bigger) children
the bed was very comfortable the second bed is a sofa bed that did the job
very spacious floor plan with a beautiful full kitchen
bed was extremely comfortable bathroom was quite nice
very clean and had plenty of towels and pillows
very clean and quiet
very clean and modern exactly how advertised
very clean and nice place to stay
very clean and beautiful private room
beautiful place and owner was very attentive
incredible host gorgeous setting thank you
eli is definitely a great host his place is very quiet and beautiful
convenient parking right outside the door and a great host with elli
elli was so nice and helpful and was quick to respond when we had questions during our stay
very nice place conveniently located
a great place to stay close to keywest attractions
great location quiet nice in every way
great location to access the golf course
the place is also close to keywest main attractions
Read more reviews
Monthly discount: 18% off

8. 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!

Cute, Convenient, Oldtown, Parking
Key West, Florida, United States
38 reviews
Entire apartment 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the table chairs and umbrella on the deck were especially nice
the apartment was clean and had all the amenities we needed
the unit was exceptionally clean
the place was nice and clean and it had everything you could need it its kitchen
place was very clean and teresa was a very responsive host
the apartment was very clean and in an ideal location for all key west activities
teresa was a wonderful host
teresa was a fantastic host
teresa is an excellent host
teresa was very helpful with recommendations
being in oldtown the location is ideal
the location was perfect with close walkable proximity to almost all major attractions in key west
it was a perfect location
good local restaurants really close
it had everything we needed the location was ideal
Read more reviews

9. 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.

Newly Renovated Houseboat
Key West, Florida, United States
157 reviews
Houseboat 3 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
weather was outstanding- sunny and 72- so no need for air conditioning
the ac worked great and we had a small heater since it was cooler than expected
the bed was very comfortable and the views were incredible
though small the two beds in the lower deck were very comfortable
every room has powerful a/c system
the houseboat was very clean
very clean and the beds were very comfortable
we found the houseboat to be clean comfortable and well equipped
everything was clean and in working order
the boat was clean and had all amenities needed including clean bedding and towels
paul was a super accommodating host
the owner was easy to communicate with
hosts were very accommodating and the boat was great
paul is very friendly to help us
host was very accommodating and friendly
the location was great
the location was good for us
the location was perfect for us
the location is awesome being just off key west but easily within short driving or biking distance
but the location is great right outside key west
Read more reviews

10. 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.

RV on the water sleeps 2 "Snapper"
Key West, Florida, United States
26 reviews
Camper/RV 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
it is a small camper but the bed is super comfortable the kitchen supplied well
friendly hostesses and staff
we really loved this place everyone has been very nice and helpful
great location off the beaten path
nice quiet little travel trailer park
Read more reviews

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!

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Celeste believes that life is a mist that appears for a little while and then vanishes. She's going to get that one-way ticket someday!

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