Monthly Rentals in Cow Key Channel

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Guest favourite
Boat in Key West
4.98 out of 5 average rating, 42 reviews

Waterfront & Heated Pool - Awai's Floating Villa

ChelseaRating, 5 stars1 week ago
We stayed from Sunday to Friday and had an incredible time! The location was perfect—just a short drive to all the excitement of Key West, yet tucked away enough to feel peaceful and relaxing. The houseboat was spotless, cozy, and a perfect fit for our family of four. It had everything we needed for a comfortable stay. The resort itself was stunning, and the pool was the perfect way to unwind after a full day of exploring. The neighbors were so friendly, and the entire community had such a welcoming vibe. We would absolutely recommend this spot to anyone looking for a unique and relaxing getaway—and we’re already planning our next visit!
Flat in Key West
5 out of 5 average rating, 8 reviews

The Estela, a Key West Monthly Vacation Rental

StephenRating, 5 stars5 months ago
I had always dreamed of spending December on KW & we just did so at this exceptional property. Arrived 12/1 to mid 70’s, sunshine & the Estela which is v. nice…it truly felt like home featuring a nicely appointed, stainless kitchen, a spacious yet cozy interior that had an abundance of natural light pouring through massive windows, our own private courtyard with lush tropical vegetation & our own wash/dry. King bed w/ a comfy mattress. The Estela is in a charming old neighborhood and we immediately felt immersed in the old KW charm… Every morning walk was a mini-adventure whether discovering a hidden cafe, admiring the quirky KW architecture, perusing merch curated at the local artisan shops or simply enjoying the slow rhythm of local life. We were able to eat healthy thanks to the full kitchen & the next door grocery that stocks fresh produce & other qual, nutritious stuff. Impossible to describe all there is to do within a short walk.. Would definitely do again!
Superhost
Flat in Key West
5 out of 5 average rating, 3 reviews

Three Palms Condo #3

TruemasterRating, 5 stars3 months ago
The place was fantastic. Cozy, classic Key West vibe. Colors and decorations remind you, just where you are. Centrally located in the middle of Key West. Most things are accessible with a 10 to 30 minute walk or 5 to 15 minute bike ride. Parking is always available directly across the street. Don made himself available and quickly responded to text messages, questions and made great recommendations. The place is just perfect. It was just me, but two or three would be very comfortable here. I highly recommend booking. I will definitely be back.
Guest favourite
Townhouse in Key West
4.98 out of 5 average rating, 46 reviews

A Slice of Heaven

ChrisRating, 5 stars2 months ago
We have stayed at A Slice Of Heaven multiple times and have never been disappointed. Matthew is an amazing host. The home is well stocked with anything you may need regardless of your length of stay. I have heard stories from other renters about items, some of these items are essentials, that are not supplied by their hosts. You will never have that issue at Matthew's and Angela's property. If a problem should arise during your stay, Matthew will respond within minutes and will work with you until the issue is resolved. We usually have extended stays and just like at your primary residence sometimes things need attention. From replacing batteries to lightbulbs and minor home fixes the supplies are available and advice is just a message away. The Key West Golf Club is a beautiful and quiet community. A stunning pool is the centerpiece of the neighborhood. Friends are easily made and we are looking forward to our next stay at Matthew and Angela's wonderful tropical paradise.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.
*Some exclusions may apply in certain geographies and for some properties.
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