Monthly Rentals in Islamorada

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

Nearby monthly rentals

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
Superhost
Townhouse in Islamorada
4.92 out of 5 average rating, 66 reviews

Piece of Paradise

OlgaRating, 5 stars2 months ago
We stayed for 6 weeks during winter. Ana Maria was great to work with. Compared to other Executive Bay condos, there was no noise from the street and from tennis courts, and we were told by other snowbirds that this is one of the best maintained. Very convenient location, manatees were often seen, and Founders Park is within walking distance. The pool is heated to 85 degrees, and there is a case with books in the clubhouse :) Casamar seafood market is close by and sells great fish dip. We enjoyed our stay very much.
Top guest favorite
Home in Key Largo
5 out of 5 average rating, 10 reviews

Key Largo Margo Retreat

MarieRating, 5 stars1 month ago
We had a fantastic stay at Rosa’s house! It was perfect for us, coming from Sweden for five weeks with two young children. The location is excellent—close to the Everglades, Miami, and Key West for day trips. The neighborhood is very quiet. Harry Harris Park (a small beach, playgrounds, and green areas) is just a 5-minute drive away, and John Pennekamp is 10-15 minutes away. There’s also a wonderful small free beach within a 10-15 minute walk in the neighboring area (open Tuesday-Thursday). If you have kids, Jacobs Aquatic Center is also nearby for swimming. Winn-Dixie is a 5-minute drive away, and there’s a large Publix 10 minutes away. The house is very well-equipped—there were plenty of essentials when we arrived, and everything worked perfectly! The kids loved all the games and toys. The large balcony and garden (with a great grill) made our stay even better! We highly recommend Key Largo Margo and hope our family gets the chance to return one day!
Guest favorite
Home in Tavernier
4.71 out of 5 average rating, 24 reviews

Oceanfront Retreat

JenniferRating, 5 stars2 months ago
We spent a wonderful month at Paula’s beautiful home. The house is great but the view is priceless. We spent hours on the porch overlooking the water. Took a few naps in the comfy hammock. Saw a lot of sea life off the dock. Did some fishing. Paula was very kind and quick to respond to any questions. Kitchen was well stocked as well as the linen closet. House is a very nice set up with a perfect size common area. I guess if I had to say something negative it would simply be that we couldn’t stay longer.

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.

Stay near Islamorada's top sights

Theater of the Sea140 locals recommend
Anne's Beach46 locals recommend
Lazy Days Restaurant76 locals recommend
Lorelei Restaurant & Cabana Bar73 locals recommend
Marker 8872 locals recommend
Morada Bay70 locals recommend

Destinations to explore

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