Monthly Rentals in Cudjoe Key

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

Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Superhost
Home in Cudjoe Key
4.88 out of 5 average rating, 24 reviews

Waterfront FL Keys Cottage @ Venture Out

TimRating, 5 stars5 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.
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, 154 reviews

Cudjoe Key Home with a View

KatieRating, 5 stars2 weeks ago
Beautiful home and location. They have everything you could think of needing and staying entertained. Plenty of seating inside and out. We enjoyed the rocking chairs on the deck watching the sunrise over the water. The pool and hot tub right there across the parking lot. And so thoughtful by having a Keylime pie in the fridge to greet you.
Superhost
Home in Summerland Key
5 out of 5 average rating, 5 reviews

Stunning Oceanfront Keys Home

JamesRating, 5 stars1 month ago
This is a great place! Everything we could possibly need was at this house! We caught some snappers out back and we LOVED the green light under that water at night, and a few times everyday and night we would go look at the fish. One night a small nurse shark was hanging out too. The kitchen was stocked with all the amenities we could need for our stay (often kitchens we’ve stayed at lacked things we needed for cooking, this place had everything we needed. The area was fun to walk around, and the bike paths off route 1 were also great for exploring. Sunrises were beautiful at the house too. Communication was also great when we had questions about anything. This is the first Airbnb we’ve stayed at where we couldn’t think of anything for improvements.

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 Wi-Fi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.

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.
  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Cudjoe Key
  6. Monthly Rentals