Monthly Rentals in Middle Keys

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

Nearby monthly rentals

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

Sunset View Waterfront Studio

SarahRating, 5 stars3 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 favorite
Apartment in Key West
4.97 out of 5 average rating, 33 reviews

Old Town Studio Apartment • Walk Everywhere!

NicoleRating, 5 stars3 months ago
The studio is in a great location on a quiet street but easily walkable to any part of Old Town. This unit is small but well appointed. Julie provides everything you might need from tasty snacks to an umbrella. We had a great time in Key West! Thanks Julie!
Superhost
Apartment in Key West
4.88 out of 5 average rating, 16 reviews

Ocean-breeze Key West Cottage

StevenRating, 5 stars13 months ago
We had a wonderful stay. The location was perfect for walking to restaurants, music venues, museums, beaches, etc. We chose NOT to rent bikes or golf carts, and we had a vehicle but rarely needed it. We found the noise level of Key West to be a bit much for us. This had ABSOLUTELY NOTHING TO DO with Leva or the cottage, but rather the vibe of Key West with unmuffled motorcycles and the flight path to the airport. That said, the bedroom of the cottage was very quiet, especially at night. I’ve would highly recommend this location if you want to be in Old Town Key West.
Superhost
Condo in Key West
4.92 out of 5 average rating, 13 reviews

Key West Studio a short walk from Higgs & Duval

MonicaRating, 5 stars7 months ago
My month long stay at Danielle’s place was great! It’s def small, but it felt cozy. The kitchen had everything I needed. I felt safe there & loved having the added protection of the gated entry on the street. Her neighbors are nice, though I didn’t really see them much. The location is GREAT - you’re so close to everything touristy and also super close to Sandy’s for a cafe con leche or sandwich, which is also attached to a laundromat. Faustino’s, a grocery store is close by too tho be sure to check dates on packaged items as I unknowingly bought a few things past the ex date. Danielle always responded quickly to any questions. I would definitely recommend!!

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.
*Some exclusions may apply in certain geographies and for some properties.
  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Middle Keys
  6. Monthly Rentals