Vacation rentals in Islamorada
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Islamorada
Guests agree: these stays are highly rated for location, cleanliness, and more.
SUPERHOSTEntire house · 6 guests · 3 beds · 2 bathsOceanfront, Private Beach, Beach Cottage w/KayaksOne of a kind home with a private beach, centrally located in a secluded area of the beautiful Island of Islamorada, surrounded by palms, pines, and lime trees, and a short distance to a great variety of restaurants. Perch on high above the Ocean in this charming 2 bed 2 bath beach cottage, with expansive Ocean views everywhere. Kayaks to fish/visit nearby islands right off the private beach are included.
What guests are saying:“There aren’t enough words in the English dictionary to capture how much we love Gabriel’s home. It sits feet away from the crystal clear waters of the Florida Keys. Prior to coming I had only been to the Keys for quick trips and only in Key West. Islamorada will not disappoint. We found so many good restaurants to order from and also found the kitchen to be stocked with everything you need to make incredible dinners at home with our family. The views are epic... I think we must of taken 1000 plus pictures during our stay. There are views from every corner of the house. The beds are super comfy the house comes with everything you would need and we loved the welcome gift once we got here. There is no better place to spend some quality time with your friends and family. Gabriel is an incredible host, super responsive and accommodating to our questions and requests. I can’t wait to return.”
The true “Live Aboard” experience on our 61 foot motor yacht. Islamorada is located in the upper keys, a truly beautiful Key with plenty of day and evening activities. Built in 2003, “Water Babes” is comfort and beauty in all of her teak glory. The fully equipped galley, lounging deck, and three sun decks are available for guest use. Located at our Marina is a huge gift shop, restaurant, fish market, paddle board rentals, kayak rentals and jet ski rentals; just walk down the dock.
What guests are saying:“The yacht is spotless, and as a boater I know how difficult it is to maintain your craft. But Debbie goes the extra mile! She remembers the 2nd "B" in Airbnb, which is Breakfast. Each evening she would prepare for us the following: fresh fruit, Greek yogurt and a soy- and gluten-free protein bar. Along with their Keurig coffee maker, it started us off on the right foot because we visited the Keys' Historical & Discovery Center, toured Fort Zachary Taylor in Key West, as well as the Florida Keys' Wild Bird Rehab Center and the John Pennecamp Coral Reef State Park. But the highlight was dining on the beach at the Marker 88 Restaurant while the sun set. Thank you Debbie and Robert for that recommendation, and we already are looking forward to visiting you again next year!”
SUPERHOSTEntire apartment · 4 guests · 2 beds · 1 bathCapt Craigs Guest Quarters Remodeled 1/1 ApartmentCapt. Craig’s Guest Quarters The Starfish is a luxurious retreat located in Islamorada. Only 1 ½ hours from Miami International Airport, we are located in the heart of the fishing and diving areas of the Florida Keys. From watersports, to eco tours, to parasail, to museums, shopping and beaches, allow us to be your base for all of your Florida Keys activities. Freshly remodeled with the traveler in mind, enjoy our little piece of paradise...minutes from all that the Upper Keys has to offer.
What guests are saying:“I highly recommend staying at Robert’s place. What a beautiful, stylish, and convenient apartment in a wonderful location. Upon opening the door, we were happily surprised that it exceeded the pictures online. We will be staying here again (soon I hope)!! Thank you again Robert!!!”
