Monthly Rentals in Pirates Cove

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, 7 reviews

Sunset View Waterfront Studio

SallyRating, 5 stars2 months 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
Holiday home in Cudjoe Key
4.99 out of 5 average rating, 73 reviews

Beautiful Cottage & Amenities in Gated Community

TiRating, 5 stars2 weeks ago
Beautiful and well maintained unit within the Venture Out gated community on Cudjoe Key. Spacious with two full bathrooms. The kitchen has everything you need for cooking including pots, pans, and dishes. Plenty of clean linens and blankets available too. The washer and dryer was a great feature as well. Extremely responsive host who answered any questions within minutes ensuring there was never a problem. This was a terrific home away from home. Fairly priced for the community and the high end property that Marcello keeps in pristine state. Highly recommended.
Guest favourite
Home in Summerland Key
4.78 out of 5 average rating, 9 reviews

Sailfish Dream on Cudjoe Key-28 day minimum

DougRating, 5 stars2 months ago
Had a very comfortable and enjoyable stay. Accommodations were excellent. Weather was excellent! Warm balmy breezes most days kept humidity down. Lots to do, explored the keys from Islamorada down to Key West, caught the sunset. Spotted deer on Big Pine Key. A very fine month long vacation. Thank you Jeanene.
Superhost
Home in Summerland Key
5 out of 5 average rating, 5 reviews

Stunning Oceanfront Keys Home

JamesRating, 5 stars3 months ago
This is a great place! Everything we could possibly need was at this house! We caught some snappers out back and we LOVED the green light under that water at night, and a few times everyday and night we would go look at the fish. One night a small nurse shark was hanging out too. The kitchen was stocked with all the amenities we could need for our stay (often kitchens we’ve stayed at lacked things we needed for cooking, this place had everything we needed. The area was fun to walk around, and the bike paths off route 1 were also great for exploring. Sunrises were beautiful at the house too. Communication was also great when we had questions about anything. This is the first Airbnb we’ve stayed at where we couldn’t think of anything for improvements.

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.
*Some exclusions may apply in certain geographies and for some properties.
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