Monthly Rentals in Big Pine Key

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

Nearby monthly rentals

Superhost
Vacation home in Big Pine Key
4.88 out of 5 average rating, 25 reviews

5-Star Water Front Luxury Home

EmilyRating, 5 stars2 weeks ago
This house could not have been more perfect! Extremely clean and cozy. Plenty of parking for our truck and boat trailer. Having the boat on the canal behind the house was amazing! There is a boat ramp close by to drop in. Neat restaurants nearby. We will absolutely stay here again!!!
Top guest favorite
Home in Big Pine Key
5 out of 5 average rating, 9 reviews

Heated Swimming Pool/Hot Tub/Boat Dock/Water Views

PaulaRating, 5 stars3 months ago
We had a great month in Big Pine Key! Sunny was a great host! The house is beautiful and was very clean. Located in a quiet neighborhood not far from US 1. The kitchen is well equipped with everything you could need. Bathrooms are spacious and were clean. Lots of storage - 3 bedroom closets and a pantry closet. The top and bottom screened-in porches are very nice. We enjoyed coffee on the top porch in the mornings. The canal view is beautiful. We appreciated the availability of the double kayak. Paddling out into the gulf was a lot of fun! The pool is spectacular! We were in it daily. Beach chairs were provided, which was very convenient! We’ll be back for sure! Thank you!
Top guest favorite
Home in Big Pine Key
5 out of 5 average rating, 10 reviews

The Tarpon Retreat

JonathanRating, 5 stars9 months ago
First time staying in the Keys with Airbnb after 25 yrs of camp/RV nearby and this was perfect. Canal was great for our 24 ft boat. Neighbors were friendly and also doing longer stays for the lobster and fishing season. Close to the Pub and grocery stores as needed. Easy to walk our dogs in the morning and evening. The kayaks and bikes were a great touch. The living space was great and had everything we needed. We never had to go pick anything up or bring anything to supplement the amenities. Would definitely recommend this for your family or fishing group and will try to rent through Aleksandra at Tarpon Retreat again.
Superhost
Cottage in Big Pine Key
4.83 out of 5 average rating, 12 reviews

CASA COCO by the CANAL!

ChelseaRating, 5 stars1 week ago
This was our second time staying here and we absolutely love it. The house is very comfortable and spacious. Loved having a grassy yard, long driveway, and view of the canal. Host is always very quick to respond.

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.*

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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.

Destinations to explore

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