Monthly Rentals in Lower Sugarloaf Key

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

Nearby monthly rentals

Top guest favourite
Flat in Key West
5 out of 5 average rating, 6 reviews

Sunset View Waterfront Studio

SarahRating, 5 stars2 weeks ago
Natasha’s place was perfect for our month stay. Was so cozy. Great deck and outside kitchen area. Had everything we needed. Neighborhood was perfect for walks, coffee, tennis and pickleball. Mattress was super comfy. Would come back in a minute.
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 stars3 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!
Guest favourite
Home in Key West
5 out of 5 average rating, 7 reviews

Cheerful home with waterfront canal & boat dock

DougRating, 5 stars2 weeks ago
Location, location, location! I spent a lot of time searching for a location near the Naval Air Station Key West in conjunction with the Air Show. This location was just great for us!
Home in Key West
5 out of 5 average rating, 6 reviews

Canal front Home in Blue Water Key

GarnerRating, 5 stars12 months ago
Our experience at this property was truly fantastic. The layout and design of the space were perfect for our needs, with a spacious porch offering stunning views of the surrounding area. The open air seating area downstairs was a favorite spot of ours, allowing us to start each day with a peaceful cup of coffee while soaking in the tropical atmosphere. Having a dedicated workspace was a huge bonus, although we found ourselves gravitating towards the downstairs table for our remote work. The kitchen was well stocked and we appreciated being able to cook our own meals when we wanted. The abundance of towels, bathroom supplies, and paper goods was also a nice touch. With such a positive experience during our month-long stay, we are already planning our return trip and hoping to extend our visit to at least 2 months next time. We highly recommend this property to anyone looking for a relaxing and comfortable getaway in a beautiful tropical setting.

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.