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Start Your Vacation Now Book your Florida Keys Vacation Rentals

Welcome To Rent The Keys

RentTheKeys.com is dedicated to finding the best Florida Keys Luxury Vacation Rentals for your next Florida gulf coast getaway. Whether you are planning a family vacation, a weekend with friends, or a business trip, discover the value and savings of staying in vacation rental homes or condominiums. Enjoy luxury amenities such as heated pools, gourmet kitchens, and custom-designed Florida Keys Luxury Vacation Rentals located on the best beaches in the world.

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Taste Of Island Living

There are many keys to explore on the gulf coast of Florida including Siesta Key, Anna Maria Island, Lido Key, Longboat Key and Casey Key. If you are craving a taste of island living, Anna Maria Island and Siesta Key is a great place to spend your next vacation. These islands offer miles of white sandy shores, crystal-clear waters, and small beach side villages. We also offer amazing Sarasota Florida Keys vacation rentals!

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Added Value For Your Florida Gulf Coast Vacation

RentTheKeys also provides added value for your Florida gulf coast vacation; discounts from our local business partners, access information about your stay and local area via our mobile app, and 24/7 on call assistance.

If you’re considering purchasing or putting your current Florida Keys vacation rental on a rental program, please visit our vacation rental property management page for information about how to join.

Guest Testimonials




We've stayed in other places in Siesta Key, and this was by far the best. It's location is amazing, and walking distance to restaurants, grocery stores, shopping, and more. It is literally less than a 5 minutes drive to the famous Siesta Key Beach. In addition to the location is it's size, and the space it offers. The home is very well maintained, cleaned, very updated, and very comfortable. The home is stocked with most everything you would need to live during your stay (obviously without your groceries). We will definitely try to book this for our next trip next year.




The pictures don’t do the house justice. It is super cute, extremely clean and spacious. Everything you could need is available there. There are even little instructions left throughout the house to help with operating the tv, etc. The location was very relaxing, quiet and private. Loved it.




We were very happy with our stay. The cottage is decorated in a very tasteful manner. Great appliances, all though an ice maker would make a great touch. We did have to call about some pesky ants but it was taken care of and did not at all affect our stay. We loved everything about our stay, even the shared pool. The customer service was wonderful. We realized way too late that we had left a couple items. Upon contacting them they said they would take care of it for us and would even mail to the items to us. Thank you so much for a great stay!!




The rental was everything I hoped it would be- clean, comfortable, well equipped and close to the center of town so we could walk or drive and be able to find parking. The pool was clean and well maintained. We had a problem with the water temperature and the property management responded immediately. Kitchen well equipped and plenty of towels for bathing and pool. Shaded area around pool for our baby, but sun on deck for those who wanted it. Beach is within walking distance. Neighborhood is quiet. Overall, excellent place to stay!