Monthly Rentals in Cudjoe Key

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

Nearby monthly rentals

Superhost

Home in Cudjoe Key

4.88 out of 5 average rating, 24 reviews

Waterfront FL Keys Cottage @ Venture Out

TimRating, 5 stars4 days ago

We enjoyed our time at Venture Out! The pool is great and so was having access to a kayak and bicycles. Would highly recommend.

Guest favourite

Vacation home in Cudjoe Key

4.99 out of 5 average rating, 67 reviews

Beautiful Cottage & Amenities in Gated Community

Meghna And JonathanRating, 5 stars1 month ago

Great stay with 3 kids under 7. Washer/dryer was a huge plus and thankful for REAL toilet paper. 2 bathrooms also Great and we enjoyed coffee at Morning Joint and food at Square Grouper which were just down the road. Convenience store on-site was useful.

Superhost

Cottage in Cudjoe Key

4.64 out of 5 average rating, 111 reviews

VO Community 501 Midrise 2Bd/1.5Ba Large Open Deck

Elizabeth CarmenRating, 5 stars1 month ago

Jason’s place was a great place to stay in the keys!! Jason is great at responding great location, clean house only the couch could use a cleaning. It would have been nice if there were trash bags, extra hand soap and extra toilet paper. Other then that it was perfect!!

Guest favourite

Home in Cudjoe Key

4.97 out of 5 average rating, 153 reviews

Cudjoe Key Home with a View

BrendaRating, 5 stars3 weeks ago

We had a wonderful time, and although we didn’t spend much time at the house, we enjoyed every minute that we were there :) it was spotless and very comfortable, with all the conveniences needed for our stay.

Explore all

The comforts of home and great monthly rates

Fully furnished rentals

From peaceful mountain cabins to convenient urban apartments, these furnished rentals have all the amenities of home.

Digital nomads & travelling professionals

Comfortable accommodations for nomadic and remote working professionals with wifi and dedicated work spaces.

Delight included

Sometimes the destination is the accommodation. From cliffside cabins to tranquil houseboats, these rentals are full of unique features.

Pets welcome

Discover places to stay that accommodate pets, so you can bring your four-legged friend along.

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 vacation 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.

Popular amenities for monthly rentals

Kitchen

Wifi

Pet friendly

Laptop-friendly workspace

Free parking on premises

Corporate Housing

Stay near Cudjoe Key's top sights

Square Grouper Bar and Grill47 locals recommend

Sugarloaf Key / Key West KOA Holiday3 locals recommend

My New Joint27 locals recommend

Mangrove Mama's21 locals recommend

Cudjoe Sales Fishermen's Warehouse4 locals recommend

Sugarloaf Food Co3 locals recommend

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.