Vacation rentals in Matecumbe Keys

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Top-rated vacation rentals in Matecumbe Keys

Guests agree: these stays are highly rated for location, cleanliness, and more.

Cottage in Islamorada

*Charming and private 2 bed w/ Pool & near beach*

Your slice of Islamorada awaits at the Key Lime Cottage! Located in the heart of the Florida Keys yet set in its own oasis, this charming 2 bedroom, 1 bath home with a full kitchen, access to a gorgeous (heated) community pool with only 6 other homes, outside seating with grill, beach chairs and key lime treats - there is something for everyone! Located 1 mile from the world famous Robbie's and numerous restaurants, breweries, marinas and shops in a 5-10 min drive. Anne's beach is 5 min drive.

$265 per night

Bungalow in Islamorada

Lost in Paradise! King Master, Queen Guest, Pool

Castaway Island! Luxury In paradise! This hidden gem is your piece of paradise waiting! Fully remodeled and furnished from the floor up. All new furniture, fixtures and furnishings await. One of the most well appointed and private Bungalows in Islamorada. Perfect for the honeymooners and special occasion couples and small families. Private outside spaces. Room for boats and trailers. Even a private and locked boat ramp for our guests. Bikes, SUP's, Kayaks, beach chairs and more await you.

$340 per night

Cottage in Islamorada

Islamorada Bungalow 2 Bed/1 Bath & Pool Unit 4

Tucked away in the vibrant Florida Keys, is our pristine Bungalow paradise. We are located in the heart of Islamorada where the weather is always gorgeous, the fishing never disappoints and the sunsets are mesmerizing. If you are seeking a relaxing getaway, look no further! Relax with the family in this cozy Island retreat. Completely remodeled! Come enjoy the community heated pool and a morning bike run. Enjoy the Florida Keys with your own private backyard and private parking.

$375 per night