Monthly Rentals in Lower Sugarloaf Key

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

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Nearby monthly rentals

Superhost

Apartment in Key West

5 out of 5 average rating, 4 reviews

Sunset View Waterfront Studio

MichaelRating, 5 stars3 weeks ago
Natasha was an amazing host. She was friendly, proactive and responsive when we needed something or had a question, but she was otherwise invisible and left the place completely ours so we could have our own experience. The place itself is perfect - connected to the water, stocked with toys and kayaks, and other fun stuff. It also comes with all the essentials for making yourself at home - outside and in. There's enough sleeping and living space for two people to fit two people comfortably, and the outdoor kitchen and seating area makes the entire place feel perfectly sized, part of the outdoor experience and also cozy inside. It was perfect, and Natasha helped make it that way. Can't wait to go back!
Guest favorite

Home in Big Pine Key

4.9 out of 5 average rating, 10 reviews

Island time on Big Pine

ThomasRating, 5 stars3 weeks ago
So much could be said for Stephanie’s Big Pine Key property but simply put “spectacular” or “special” would do! The property was more than welcoming and fit with equipment for all types of fun, bring a boat if you really want to enjoy the keys because they have an easily accessible canal and tie up right behind the house. More can be said for the hosts themselves though! Thoughtful, responsive, and diligent are some of the most commendable aspects of a host and both Stephanie and her husband went above and beyond to help with any minor issues that arose. Even if it was just for the location of little items they always made sure we were looked after. Your friends, family, and everyone in between would more than enjoy their stay here.
Superhost

Home in Summerland Key

4.6 out of 5 average rating, 5 reviews

Sailfish Dream on Cudjoe Key-28 day minimum

AaronRating, 5 stars8 months ago
Jeanene's place was great. We have been staying in the lower keys looking for the perfect home to buy and this was one of the top two locations we have stayed at. The canal is a special perc, as it's the cleanest one we have seen so far, the water in this canal is so crystal clear, we were swimming daily. We took our paddle boats out daily as well, and this is one of the best locations for that too. The neighbors next door are very nice, which was another perc---we were given enough fresh fish to eat four meals! You can walk to the square grouper, very nice restaurant and a great bar above the restaurant. House was very nice with a wraparound deck. We were not disappointed.
Guest favorite

Home in Cudjoe Key

4.95 out of 5 average rating, 19 reviews

Relax and Unwind. Enjoy paradise in Cudjoe Key!

AaronRating, 5 stars8 months ago
What a wonderful and spacious house to stay in while visiting the lower keys. I must say, of the dozens of Airbnb homes we have stayed in over past years, this was indeed the cleanest by far! Arnold communicated at a top-notch level. The neighbors were quiet and kind. Here's a big seller for this place.....There are five sea manatees living in the canal right in front of the house! You will assuredly see them, and one old girl let us pet her while we were paddleboarding out to the sea. I cannot recommend this home highly enough!

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.

Stay near Lower Sugarloaf Key's top sights

Skydive Key West8 locals recommend
Sugarloaf Lodge4 locals recommend
South of the Seven3 locals recommend
*Some exclusions may apply in certain geographies and for some properties.