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
Apartment in Key West
5 out of 5 average rating, 6 reviews

Sunset View Waterfront Studio

SarahRating, 5 stars4 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.
Vacation home in Key West
5 out of 5 average rating, 7 reviews

The Emelina, a Key West Monthly Vacation Rental

SusanRating, 5 stars15 months ago
This is our second time staying in one of Jenna’s properties and it was just as amazing as the first. Beautiful decorated and simple, great location, and extremely responsive (we messaged her asking for a small table and she has someone come by with one by the end of the day).
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 stars4 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 Big Pine Key
5 out of 5 average rating, 9 reviews

The Tarpon Retreat

JonathanRating, 5 stars8 months ago
First time staying in the Keys with Airbnb after 25 yrs of camp/RV nearby and this was perfect. Canal was great for our 24 ft boat. Neighbors were friendly and also doing longer stays for the lobster and fishing season. Close to the Pub and grocery stores as needed. Easy to walk our dogs in the morning and evening. The kayaks and bikes were a great touch. The living space was great and had everything we needed. We never had to go pick anything up or bring anything to supplement the amenities. Would definitely recommend this for your family or fishing group and will try to rent through Aleksandra at Tarpon Retreat 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 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

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.