Search Holiday Rentals in Flamingo

"Great dog friendly location on the Marina. Lots of chill areas, nice pool and restaurants on either side of property. "

"My husband and I have two kids who live in KeyWest so when we visit them Homestead/Florida City is a halfway stop for us. We usually spend the night and tackle the drive to the Keys in the morning. This was the first time we stayed here. Three staff behind desk but took awhile for one of the two available to look up and help me. No special greeting or smiles, like they weren’t enjoying their jobs. Never mentioned the grab and go breakfast or where to find the WIFI password. Had to ask for directions to our building. Room was very clean but when trying to operate the TV (there was a small plaque showing the TV lineup) couldn’t get a channel. Kept saying something about the antenna hookup. Area around the motel was nice and felt like it was a safe area. Will definitely go back as long as the issue with the tv is resolved. "

"Nice resort on the water. Food was great at all the restaurants. Lots of activities for the family. "

"Everything ok "

"Loved it "

"The Rainbow Reef dive shop is right next door which makes it convenient to dive or snorkel without driving. The air conditioner cools the house very quickly. The full kitchen allows you to prepare meals and the covered outdoor patio is nice to sit and dine/work. The staff check in regularly to make sure everything is going well and if you need anything. "

"Lime Tree Bay is split into two areas and we were away from the main site, which is only a 3 minute walk away. We would have preferred the main site, however our room was across the highway. The only nearby dining option is the bar adjacent to the main property, which served a good selection of food. Our room was very good, clean and located above a second swimming pool. "

"I recently stayed at this hotel in Key Largo, and overall, it’s a mixed experience with some clear highlights. The biggest plus is how genuinely pet-friendly the property is. Not just “allowed,” but truly welcoming—something that’s rare and very appreciated. The atmosphere is incredibly peaceful and calm, perfect for disconnecting and unwinding. Valet parking is not only efficient, but the team is also genuinely kind and helpful—one of the standout aspects of the stay. That said, the property itself feels a bit worn. Not terrible, but definitely showing its age. The overall concept leans heavily toward a “do-it-yourself” experience: you need to pick up your own towels, get your own ice, and handle small things that you’d normally expect to be taken care of in a more full-service hotel. Another downside is the lack of guidance at check-in. No one really explains how the amenities work or what’s available—you’re essentially left to figure everything out on your own. Service overall is average. The staff is polite, but nothing stands out—no real sense of going above and beyond. The beach service, in particular, is almost nonexistent. If you’re expecting to order drinks or food while relaxing by the water, you’ll likely be disappointed. The restaurant is good—solid, enjoyable meals—but not particularly memorable. It does the job without trying to impress. For a stay that cost over $2,000 for three nights, you naturally expect a higher level of service and attention to detail."

"We been staying at the Islander since the early 90’s. When it was family owned. It has always been a favorite place to stay for my wife and I. Since hurricane Irma destroyed it, and it has basically been rebuilt. It was always a beautiful place, but now the landscaping foliage and updates have made the place unbelievably perfect. It offers mini golf, bocce ball, PickleBall, volleyball, shuffle board.Bikes and Kayaks our available. So there is plenty to do if you’re an active person. However, if you want to just relax there are plenty of private areas to just sit back and enjoy the ocean views on the most comfortable outdoor furniture Imaginable, that sits among the beautiful palm trees and foliage. It’s inclusive, so you never have to leave the property for your entire stay."