Monthly Rentals in Raccoon Key

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

Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Home in Key West
4.79 out of 5 average rating, 77 reviews

Parking, Pool & Dock - Waterlane House

ElanieRating, 5 stars1 month ago
Great house for family fun. Plenty of room, with large open spaces. Very comfortable. Kitchen was well appointed for cooking, plus gas BBQ outside. Wonderful pool and view. Location is ideal. Close to Key West for easy groceries, dining, shopping but yet far enough away to escape the crowds and activity.
Superhost
Home in Key West
5 out of 5 average rating, 4 reviews

Beautifully Remodeled Waterfront Home in Key Haven

DebbyRating, 5 stars10 months ago
We loved our stay in this beautiful home. Reid was very responsive and helpful. Everything we needed was right there. He even had his outdoor ice maker hooked up for us so we ice for the boat right there saving frequent trips to the store. The kitchen was well stocked with all the appliances, spices, and pots and pans we needed. He also made great recommendations for places to eat for when we were too tired to cook. The dock was perfect for our 29’ boat, complete with bumpers, a hose, electric, and power washer for quick cleanups! Also, the outdoor patio was relaxing with everything we needed, table, lounge chairs, freezer, and a wonderful BBQ grill. We highly recommend staying here and can’t wait to go back!
Superhost
Apartment in Key West
5 out of 5 average rating, 3 reviews

Three Palms Condo #3

TruemasterRating, 5 stars3 months ago
The place was fantastic. Cozy, classic Key West vibe. Colors and decorations remind you, just where you are. Centrally located in the middle of Key West. Most things are accessible with a 10 to 30 minute walk or 5 to 15 minute bike ride. Parking is always available directly across the street. Don made himself available and quickly responded to text messages, questions and made great recommendations. The place is just perfect. It was just me, but two or three would be very comfortable here. I highly recommend booking. I will definitely be back.
Home in Key West
5 out of 5 average rating, 3 reviews

Birds of Paradise Beach House

MaryRating, 5 stars4 months ago
This house was great — a little away from downtown but still easily walkable; close to beaches and pickleball. So much room with the glass doors that opened up to the patio! Nancy and Tom were super responsive and really friendly. We would definitely rent it 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 holiday rentals and a single monthly payment without additional charges.*

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Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed Wi-Fi 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.
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  3. Florida
  4. Monroe County
  5. Raccoon Key
  6. Monthly Rentals