Monthly Rentals in Lower Matecumbe 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.

Guest favourite
Cottage in Islamorada
4.96 out of 5 average rating, 78 reviews

Islamorada bungalow 2 bed & pool

AaronRating, 5 stars2 weeks ago
It's a beautiful place with so much to do. I enjoyed the bikes and trying out some local places. The cottage was very clean and comfortable. Yasmin and Joe are great, very responsive and had some great suggestions for things to do. The pool there is a lovely little gem.
Superhost
Condo in Islamorada
4.76 out of 5 average rating, 78 reviews

Studio with Balcony, Kitchen, Open Living Space

PaulRating, 5 stars2 weeks ago
i loved this place! it was not inexpensive, but i didn't expect it would be. it was very comfortable, clean and easy to live in. everything worked correctly and i had no issues whatever. for a short term stay i would highly recommend it!
Guest favourite
Condo in Islamorada
4.93 out of 5 average rating, 27 reviews

Just a Few Friends - Ocean View and Bring your Boa

MonikaRating, 5 stars1 month ago
Great location!We had a fantastic stay,we didn’t want to leave! Beautiful home,clean and comfortable,we had everything we need.We enjoyed the pool daily,the complex nice and friendly community. Jonelle was responded quickly with any questions I had and provided great recommendations on restaurant and activities! Islamorada has always been a special place to us!Would definitely stay again!Thank you!
Superhost
Townhouse in Islamorada
5 out of 5 average rating, 21 reviews

Ocean Islamorada BeachHouse POOL!70' DOCK boatrent

OksanaRating, 5 stars8 months ago
Three things come to mind for this property: Clean, Great Location, Outstanding Amenities. Walter and Karen by far exceeded our expectation not only with the property which is great (bikes, pool, dock, ice machine, fish cleaning station, hoses, fire pit) but, are wonder people with lots of knowledge. The location is outstanding for a boater, beachgoer, vacationer wanting a quite place to relax upstairs on the Lanai or take a dip in the pool. Our favorite, was the beach access which we took the bikes to to watch the evening sunset and relax on the hammock while the kids played in the crystal clear water. Being in Islamorada, we enjoyed the local restaurants that are minutes from the property. Pro Tip: There is a fish and lobster market right before your turn into Gulfview Dr. Look for the lobster pots and inside they have fresh fish, lobster and crabs that are freshly caught daily! Big Thanks to Walter and Karen who are outstanding people and great hosts. See you next year!

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.

Destinations to explore

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