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
Campsite in Big Pine Key
4.73 out of 5 average rating, 120 reviews

Bring Your Own RV! Our Lot Your RV B6 No Tents

CarolynRating, 5 stars1 month ago
The RV lot was well landscaped making the space feel tropical. Access to bath and laundry facility were just a few steps from the lot.
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.
Top guest favourite
Home in Big Pine Key
4.92 out of 5 average rating, 12 reviews

Island time on Big Pine

JulieRating, 5 stars1 month ago
I'm not sure where to begin, when we walked into the home we couldn't believe our eyes, It was such a large area with different sections in the home but all connected at the same time. everybody had their own room and a beautiful living room and then a sitting room enough bathrooms for everybody. The views on the terraces that come off the bedrooms and the dining room are absolutely gorgeous. We actually saw dolphin just passed the gate in the Bayside jumping and playing in late afternoon. We were sitting in the chairs out front and deer came up to us and licked our fingers 🩷 I don't think I'll ever stay in another place and the keys! when I tell you this place is well stocked I truly mean it is well stocked. some guests leave fresh food for you to consume and drink, The cupboards are stocked, You could literally get lost walking from the left side of the house to the right. It's big, beautiful, comfortable, amazing! You get what you pay for 100%. Stephanie is the best host we've ever
Guest favourite
Home in Big Pine Key
4.92 out of 5 average rating, 13 reviews

Tropical Canal Cottage

ElizabethRating, 5 stars1 month ago
Aleksandra's property was exactly as shown in the photos. It was very peaceful and quiet. There were plenty of towels and the kitchen was well stocked with all the necessities. We loved drinking our morning coffee on the lanai and watching the Key Deer. Aleksandra responded very quickly to all my questions. We are so happy we chose to stay on Big Pine Key versus other Keys. We can't wait to return and would definitely stay at Aleksandra's property if available.

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.

Stay near Big Pine Key's top sights

No Name Pub54 locals recommend
Boondocks Grille and Draft House and Miniature Golf50 locals recommend
Looe Key Reef Resort & Dive Center33 locals recommend
Kiki's Sandbar Bar & Grille28 locals recommend
National Key Deer Refuge24 locals recommend
Big Pine Rooster16 locals recommend

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