
Monthly Rentals in Summerland Key
Discover long-term rentals that feel like home, for stays of a month or longer.
Nearby monthly rentals
Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.
Superhost

Home in Summerland Key
4.8 out of 5 average rating, 5 reviewsGroup Therapy | 3/2 canalfront home w/ pool
CarolRating, 5 stars2 months ago
Lovely home, great light, with both morning sun and sunset views. Well-equipped and organized.
Guest favourite

Home in Summerland Key
4.75 out of 5 average rating, 8 reviewsSailfish Dream on Cudjoe Key-28 day minimum
DougRating, 5 stars1 month ago
Had a very comfortable and enjoyable stay. Accommodations were excellent. Weather was excellent! Warm balmy breezes most days kept humidity down. Lots to do, explored the keys from Islamorada down to Key West, caught the sunset. Spotted deer on Big Pine Key. A very fine month long vacation. Thank you Jeanene.
Superhost

Home in Summerland Key
5 out of 5 average rating, 5 reviewsStunning Oceanfront Keys Home
JamesRating, 5 stars1 month ago
This is a great place! Everything we could possibly need was at this house! We caught some snappers out back and we LOVED the green light under that water at night, and a few times everyday and night we would go look at the fish. One night a small nurse shark was hanging out too. The kitchen was stocked with all the amenities we could need for our stay (often kitchens we’ve stayed at lacked things we needed for cooking, this place had everything we needed. The area was fun to walk around, and the bike paths off route 1 were also great for exploring. Sunrises were beautiful at the house too. Communication was also great when we had questions about anything. This is the first Airbnb we’ve stayed at where we couldn’t think of anything for improvements.
Guest favourite

Home in Summerland Key
4.91 out of 5 average rating, 93 reviewsWaterfront Haven House with Boat Basin & Ramp!
MarthaRating, 5 stars1 month ago
We had such a great stay at Cozy Coves! The boat ramp and private dock was exactly what we were looking for, and the private outdoor catch freezer was a great bonus. The location was very walkable to Kiki’s and there was a Winn Dixie about a 5 minute drive away. The kitchen was stocked with all the basic necessities, plus a few bonuses (ie spices, etc). There were plenty of towels and a heavy duty washer/dryer. Finally, there was plenty of outdoor seating for enjoying the views/wildlife! This location is not directly on the water (one house in front of it) but there was private seating as pictured in the listing available and the boat dock is super close. We would love to stay here for our next Keys trip!
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 holiday rentals and a single monthly payment without additional charges.*
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*Some exclusions may apply in certain geographies and for some properties.