Monthly Rentals in Raccoon Key

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

Nearby monthly rentals

Guest favorite
Townhouse in Key West
5 out of 5 average rating, 9 reviews

The Pelican Perch - Home away from home!

MarkRating, 5 stars2 months ago
Couldn’t have a more friendly more responsive host than Steve. He helped every way that was needed, including Recommendations on restaurants and other things that only a local would know.
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
Home in Key West
5 out of 5 average rating, 4 reviews

Beautifully Remodeled Waterfront Home in Key Haven

DebbyRating, 5 stars8 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
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.

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.
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  4. Monroe County
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  6. Monthly Rentals