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 stars17 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!
Guest favorite

Vacation home in Cudjoe Key

5 out of 5 average rating, 52 reviews

Beautiful Cottage & Amenities in Gated Community

ArmenRating, 5 stars2 weeks ago
I had an amazing experience staying at Marcelo’s home. From the moment I arrived, I felt welcomed and at ease. The property was very clean, beautifully decorated, and equipped with everything I needed for a comfortable stay. I highly recommend this place to other guests!
Superhost

Home in Cudjoe Key

4.67 out of 5 average rating, 6 reviews

Canal Front, Spa/Pool, Kayaks, Bikes, 3B/2B Home.

MelindaRating, 5 stars4 months ago
We stayed for a month and had a good time. We liked having ample dockage for our boat. We loved the fenced in yard for our pups. We appreciated the hot tub/pool to relax in. The house comfortably accommodated our family and needs. We would stay here again!
Superhost

Home in Big Pine Key

4.89 out of 5 average rating, 9 reviews

Island time on Big Pine

Debbie Rating, 5 stars6 days ago
the house was great for our party of 6. there was a grocery store within a mile and a few very close local restaurants! Made it down to Key West a few times during the week. we will be back! I loved the "living amongst the locals" vibe!

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.
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