Holiday rentals in Windley Key

Condo was exactly as pictured. Beautiful resort and everyone very friendly onsite. Great location and close to lots to do. Cannot wait to book again.

We stayed for 3 days for kids spring break to travel down to the different Keys and eventually hit Key West. We were on the 3rd floor unit. The space was very clean. Kitchen had everything you need to make a basic meal. Small balcony to overlook the waterfront. There were little toys for the kids to play. There’s a communal storage room that had all sorts of goodies: life jackets, fishing rods, electric scooter, ice maker. We didn’t have time to use the bikes and kayaks. The kids enjoyed the pool. Noodles were provided as well. The neighborhood was nice. There’s a seafood market/eatery across the street. One small thing but it didn’t affect our stay as much: the lights kept flickering. It was a cozy stay overall and I would definitely come back!

Martha was super helpful and responsive. The place was very nice, clean, and had incredible amenities. Kids loved it!

This was my favorite Airbnb I have ever stayed in. The unit is stunning inside and very modern. The view is beyond gorgeous. The location is perfect and only a short walk to fantastic beach side restaurants. The hosts were very accommodating and made our stay very memorable. The unit is very clean and the furniture is also in great condition.

Exactly as pictured! Beautiful getaway in the Keys! It was very clean, even up to my picky healthcare expectations! Had everything we needed! A few more towels would have been great but we made it work. Kitchen stocked with all we needed. It was great to know what amenities and products were included and how much up front. The recommendation book was awesome! Beds were comfortable, all tvs worked well. Nice to have cable included too! The pool was absolutely beautiful, especially at night. Very clean facility outdoors as well. The beach area was probably the only disappointment, and out of their control. Just wasn’t as sandy etc. as we thought from pictures. Still very nice. It was also so nice to have a door code and not worry about a key. The neighborhood was welcoming too and safe to go for a morning run. All in all we would highly recommend this condo for your Keys vacation, family or couple! Our family of 6 fit :). Thanks for a great home away from home!

To say this house was awesome is an understatement. We went with our adult children and grandson. There were so many fun activities for all of us, not to mention a large dock for our boat with a beautiful view. We even had a visit from two adorable manatees! Will definitely stay there again! Thanks Carmen

Jason’s place was a great place to stay in the keys!! Jason is great at responding great location, clean house only the couch could use a cleaning. It would have been nice if there were trash bags, extra hand soap and extra toilet paper. Other then that it was perfect!!

We stayed here over spring break 2025- and it was very fun. It has such close proximity to John Pennekamp State Park.. so if you are an avid snorkeler, this is the place for you. My kids loved the pool, and went for night swims every night. It's very safe, and the neighborhood can be a little loud at night, but if you close the windows it's so peaceful. We weren't here often ( out doing adventures on the Florida Keys) but it was a nice place to come back to after a long day. The hammocks are very very nice and the marina has a gorgeous view. Thank you!

We had a nice stay at the condo. The place was very clean and spacious. The beds were comfortable. There are 3 levels and another outdoor staircase to get up on to the rooftop area. The outdoor patio was nice to sit on in the morning and evening. The grounds and the pools at the resort were great. We spent most of the days outside. The condo is located in a busy area and close to restaurants and grocery stores. There are some basic supplies like small shampoo bottles and some spices for cooking but you will need to bring or buy your own. There are plenty of dishes and cookware between the 2 kitchens but no plastic cups to take outside.