Monthly Rentals in Cudjoe Bay

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

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Nearby monthly rentals

Superhost
Home in Summerland Key
4.67 out of 5 average rating, 3 reviews

Wonderful, pet friendly home for rent with direct

LindaRating, 5 stars20 months ago
Kris notified me that we could check in early. Booked from June 1 - 30, 2023. Check-in was easy and the home was cool when we arrived. We came to fish and relax. There are large TVs in every bedroom...As a person who sleeps with a TV all night, that was very important to me. Loved the location!!! Very peaceful, quiet. Access to both Atlantic and Gulf. Close to Key West. Also, if you Instacart - Publix will deliver! Would stay here again. Kris was great host!
Superhost
Cottage in Cudjoe Key
4.65 out of 5 average rating, 108 reviews

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

DonnaRating, 5 stars4 months ago
in the photographs the pool looked closer to our Airbnb. other than that everything was just perfect. Jason responded right away to any questions I had and made it very easy. I would recommend his place to anyone. thank you so much
Guest favorite
Home in Cudjoe Key
4.93 out of 5 average rating, 169 reviews

Paradise and Cudjoe Bay

MelanieRating, 5 stars2 weeks ago
Our stay was quite enjoyable!Everything was very clean and had all the basic amenities, as well as extras like the kayaks. One bed was rather soft if you like a firmer mattress. The location was perfect for easily visiting Key West and Marathon. There were several delicious restaurants within a five mile radius. Michael was very responsive to questions, and very flexible with check in and check out times. I would definitely recommend staying here!
Top guest favorite
Home in Cudjoe Key
5 out of 5 average rating, 28 reviews

Paradise in Cudjoe! Perfect Family Home!

JordanRating, 5 stars4 months ago
Taylor and Kali were friendly and polite. Very accommodating and the location was perfect. Loved having the space to filet fish and easy access to open water. Would def recommend!

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

Traveling 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.