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, 80 reviews

Islamorada bungalow 2 bed & pool

MoiraRating, 5 stars2 weeks ago
Very clean and hosts are very responsive. Couldn't find the toaster that was listed. Nice to have beach towels to use for the pool located next door or when going to the beach. Enjoyed having a cooler, beach chairs and umbrella to use for a beach outing. Loved the backyard with a fire pit and Adirondack chairs however the highway runs right behind it and it was a bit noisy. The pool next door was very clean and relaxing. We enjoyed our stay and the recommendations for restaurants and things to do in the area.
Top Guest favourite
Condo in Duck Key
5 out of 5 average rating, 35 reviews

Oceanfront and Sunrise Views!

SuzanneRating, 5 stars1 week ago
Loved the Condo. Very nice new restaurant just a couple of blocks down the street. A very good restaurant next door. Yolanda was great about recommendations and helpful when we needed help. It would have been nice to have a washer and dryer as we were there for a week. Thanks, Yolanda!
Superhost
Townhouse in Islamorada
5 out of 5 average rating, 21 reviews

Ocean Islamorada BeachHouse POOL!70' DOCK boatrent

OksanaRating, 5 stars9 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!
Guest favourite
Bungalow in Islamorada
4.98 out of 5 average rating, 52 reviews

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s

PaulaRating, 5 stars1 day ago
Wow, one of our best Airbnb stays so far. So much love is put into this place. Super clean and cute. The hot tub was perfect and the pool was steps away. Castaway Cove is relaxing and fun with lots to do and lots of ways to chill. We’ll definitely stay again.

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

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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.