Monthly Rentals in Pine Key

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

Nearby monthly rentals

Superhost
Home in Big Pine Key
4.8 out of 5 average rating, 5 reviews

Secluded Waterfront Oasis in the Keys

JustinRating, 5 stars6 months ago
A hidden gem for sure! The home and location was absolutely perfect and we felt right at home. Leslie was so easy to deal with and always replied quickly to any questions I had. You can’t go wrong with this one!
Guest favourite
Home in Marathon
4.88 out of 5 average rating, 8 reviews

FL Keys Haven: Modern 2BR/2BA Condo with Balcony

EdwardRating, 5 stars1 month ago
It was our first time in Marathon and we loved staying here! A true hidden gem. The house was beautifully decorated and felt like home as soon as we walked in. Every detail was thoughtful and cozy. Most of all clean, new and modern. The neighbors were friendly and the shared outdoor areas were built for relaxation. We will definitely stay here again! Thank you Kayne and Charles for sharing your lovely home with us! Ed & Yi-Ling
Top guest favourite
Home in Big Pine Key
5 out of 5 average rating, 9 reviews

Hibiscus House

ChelseaRating, 5 stars2 weeks ago
Hibiscus House was such a tranquil and beautiful place to stay. The nature is so up close and personal and watching the sunrise and sunset from the wildlife refuge is a real treat. Margret was an amazing host providing a cozy stay. She relayed a quick response with any questions regarding the property that allowed us to have the best stay. If you plan your adventure here, treat the Key Deer with respect, visit The Blue Hole and enjoy the front porch sitting in the Florida Keys sunshine. Thanks again to Margret and Hibiscus House!
Guest favourite
Home in Big Pine Key
5 out of 5 average rating, 6 reviews

Boater's Paradise with Dock

MarkRating, 5 stars1 month ago
Great location in Big Pine Key. The house was exactly as described, very clean and located in a quiet neighborhood. Sunny was a great host, very friendly and responsive. I would recommend staying here and would stay again myself.

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.
  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Pine Key
  6. Monthly Rentals