
Monthly Rentals in Matecumbe Keys
Discover long-term rentals that feel like home for stays of a month or longer.
Nearby monthly rentals
Guest favourite

Condo in Islamorada
5 out of 5 average rating, 7 reviewsIslamorada Ray
MattRating, 5 stars1 month ago
We thoroughly enjoyed our stay at this property. It was exactly as described in the listing. The location is in a vibrant, trendy area, surrounded by art galleries and excellent shopping options. The rental itself is high-end, featuring upgraded furnishings and tasteful décor throughout. The outdoor area is both comfortable and well-maintained, providing a perfect space to relax. There are numerous restaurants in the vicinity, and just a short walk across the street offers beautiful sunset views. We were so impressed with our experience that we are already planning to return next year. Thanks, Matt
Superhost

Townhouse in Islamorada
4.92 out of 5 average rating, 66 reviewsPiece 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.
Guest favourite

Cottage in Islamorada
4.96 out of 5 average rating, 79 reviewsIslamorada bungalow 2 bed & pool
KatieRating, 5 stars1 week ago
Beautifully decorated bungalow with everything you need for a relaxing holiday. We stayed with our two boys who loved the pool next door and the fire pit in the back garden. Great base for exploring Islamorada. Recommend watching the sunset and enjoying some great food at Papa Joes. Lovely responsive host
Top guest favourite

Home in Key Largo
5 out of 5 average rating, 10 reviewsKey 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!
The comforts of home and great monthly rates
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
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.
Popular amenities for monthly rentals
Destinations to explore
- New York Monthly Rentals
- Barcelona Monthly Rentals
- Florence Monthly Rentals
- Athens Monthly Rentals
- Miami Monthly Rentals
- Montreal Monthly Rentals
- Seattle Monthly Rentals
- Berlin Monthly Rentals
- Paris Monthly Rentals
- Rio de Janeiro Monthly Rentals
- Amsterdam Monthly Rentals
- Istanbul Monthly Rentals
- Lisbon Monthly Rentals
- Rome Monthly Rentals
- Copenhagen Monthly Rentals
- Portland Monthly Rentals
- Buenos Aires Monthly Rentals
- Cape Town Monthly Rentals
- London Monthly Rentals
- Tokyo Monthly Rentals
- Sydney Monthly Rentals
- Austin Monthly Rentals
- Prague Monthly Rentals
- Vienna Monthly Rentals
- San Francisco Monthly Rentals
- Hamburg Monthly Rentals
- Washington DC Monthly Rentals
- Vancouver Monthly Rentals
- Brussels Monthly Rentals
- Los Angeles Monthly Rentals
- Munich Monthly Rentals
- Bangkok Monthly Rentals
- Florida Keys Vacation rentals
- Miami Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Fort Lauderdale Vacation rentals
- Havana Vacation rentals
- Tampa Bay Vacation rentals
- Central Florida Vacation rentals
- St Petersburg Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
*Some exclusions may apply in certain geographies and for some properties.