Islamorada Sunset Drive Beach Hotels

"This beach rental was Perfect! It has the best views. The private beach and pool were amazing and all the amenities you could think of. Can’t wait to book our next family trip here for next year. Host was very responsive to any questions we had."

"Smooth process for check in and departure, delightful location with a beachfront and pool. Enjoyed the bike path and walking to Anne’s beach nearby"

"Old Florida vibe with modern, clean condos. Perfect location to visit the Keys. "

"Very clean and very nice staff"

"We had a wonderful stay here. Lenore is a fantastic host, giving us great tips on things to do. We enjoyed eating breakfast every morning on the screened lanai watching the sunrise. Islamorada is the best island to stay on. Morada bay beach cafe is a MUST!! It’s a hidden gem for lunch or dinner. Gorgeous views!"

"Beach view was awesome. The pool closes at dark which is kind of a bummer because we never made it back from outings till after dark."

"We have stayed at several places in the area. We definitely suffer from Keys disease! What a great week we enjoyed at Caloosa Cove. Despite rainy weather, we enjoyed the pool daily. Our unit was super clean and well-appointed. We used the kitchen and didn’t want for a thing! Loved having the dual bathroom which included a bathtub…those are a dwindling commodity these days. Just can’t say enough nice things about this place! Oh, and the people we met at the pool were SO friendly and welcoming. Hardworking, polite staff willing to accommodate any request. Just fantastic! Thanks for sharing your place!!"

"laid back and comfortable. "

"Convenient 1br near the things we wanted to do and there are plenty of places to hang out near by when you don't want to use the pool. Recommend sombrero beach."