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

Guest favourite
Flat in Key West
5 out of 5 average rating, 5 reviews

Sunset View Waterfront Studio

MichaelRating, 5 stars2 months 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 favourite
Home in Key West
4.82 out of 5 average rating, 11 reviews

KW Beach house with heated pool, dock, accessible

MeghanRating, 5 stars2 months ago
How do you describe perfection? Adrian's house is perfectly situated for the perfect view of Key West flats, the best sunsets of your life, and beautiful coconut trees and flora. We never had to tell the kids to go outside, they swam in the pool, paddle boarded, or fished almost the entire time. The grill was perfect and there are great seafood and meat prices at Winn Dixie. We ate dinner outside most nights in the courtyard, at a huge table with comfortable chairs. seating is everywhere outside. Decks, cabana, dock, poolside, courtyard, etc. Swimming in December is surreal and it was hard to remember winter was everywhere else 😂. We watched movies every night on the huge TV with amazing sound system, and loved sleeping on a king sized Purple Mattress. I'm just still sad and shocked the month is over. What a stay!
Top guest favourite
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!
Guest favourite
Home in Cudjoe Key
4.95 out of 5 average rating, 20 reviews

Relax and Unwind. Enjoy paradise in Cudjoe Key!

PatriciaRating, 5 stars7 months ago
Perfect location for us. House was in great condition and as described. Hosts were very responsive. Caught a couple of tarpon and other small fish in the canal. Saw key deer several times. Can walk to the Square Grouper/The Joint (good restaurants)from the house. Bike bath close by.

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 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.