Monthly Rentals in Boot Key Harbor

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

Nearby monthly rentals

Guest favorite
Home in Marathon
4.89 out of 5 average rating, 160 reviews

Waterfront Cozy Modern Retreat w/Deep Canal

TimRating, 5 stars5 days ago
If you’re looking for the perfect spot to stay in the Keys, stop scrolling and book this place already! Christina was a dream host—friendly, helpful, and on top of everything (seriously, if hosting were an Olympic sport, she’d have gold). The house was super clean, well-stocked, and everything worked like a charm. Location? Spot on—close to all the stores you might need when you inevitably forget sunscreen, snacks, or, in our case, half our luggage. The dock handled our 24-ft boat like a champ, and waking up to those canal views? Chef’s kiss. Already planning our next trip back!
Guest favorite
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 favorite
Boat in Marathon
5 out of 5 average rating, 39 reviews

Dan’s 2024 catamaran cruiser vessel

TangiRating, 5 stars1 week ago
Absolutely loved our stay! We arrived a bit early to check out the area and ran into Ron, who was incredibly welcoming and let us take a peek at the houseboat ahead of time. He was super friendly and helpful, which set the tone for a great trip. The top deck quickly became our favorite spot - perfect for soaking in both sunrises and sunsets. We also enjoyed peaceful walks around the marina and were lucky enough to spot tarpon, manatees, and even manta rays. One evening, we wandered over to the marina’s bar and restaurant and had a great time enjoying the lively atmosphere and live music. Highly recommend this spot. Can’t wait to come back!
Top guest favorite
Guest suite in Marathon
4.99 out of 5 average rating, 204 reviews

Casa Mariposa: Easy walk to Sombrero Beach.

KatherineRating, 5 stars2 weeks ago
We had a wonderful week at Casa Mariposa. We really enjoyed the fabulous pool. The house was convenient to Sombrero Beach. The owners took time to give us a tour of the lovely garden. I really enjoyed the beautiful setting with flowers and trees.

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.