Beachfront vacation rentals in Windley Key

The location was amazing! We were able to get out to the ocean in minutes. Manatees & iguanas came to visit us often at the house. We really enjoyed this stay!

Everything was excellent. Only complaint would be the bicycles. One bike was usable but the seat was loose and we didn’t have tools to fix it. The other adult bike’s chain was rusted so bad it wasn’t usable. We still had an excellent experience.

Great experience, great host and accommodations. Hot tub wasn't working while we were there, but repair was delayed over the holiday week which was out of the hosts' control. Very communicative and responsive.

Beautiful ocean views and great local recommendations from the host! Some aspects of the interior were a bit dated, but with multiple areas to enjoy the outdoors (offering full shade to full sun and everything in between), we didn't do much inside except sleep. Kids spent hours per day in the pool and adults most enjoyed lounging on the jetty with 345 degrees of ocean views. Board games (and a ps3) were available for the occasional down time. The location allows for a feeling of privacy on the ocean while offering many hidden gems for dining and activities nearby.

We had an amazing time at this property. The location was couldn't get any better. We brought our boat and property was perfect for that. We are already starting to plan for next year!

My best friend and I stayed at the marina for 2 nights, and the stay was great. It was very clean and the surroundings were private and quiet. We loved being able to grab the paddleboards and go around. The host was super responsive and attentive, and overall, we had a fabulous time. Would definitely recommend.

Our family of 8 stayed for a week and found the accommodations absolutely perfect. The beds were comfortable and clean. I loved the ceiling fans and feeling the ocean breeze through the sliding screen door at night. Plenty of closet space to unpack and the outdoor living area was a dream. We played shuffleboard and grilled out a lot. Excellent lounge chairs made stargazing a delight. Great shower pressure and plenty of towels provided. Washer and dryer worked well, as did all of the kitchen appliances. Only 3 out of the 4 bikes were useable; one of them needs a tune up; handlebars were loose and made riding unsafe. Be warned there are no bike helmets. We didn’t use the paddle boards or kayaks because it was a very windy week and the current was strong but they looked to be in good repair and there were multiple life jackets and water shoes and pool noodles available. Loved the pool and beach access at the clubhouse!

This home was great! There was six of us staying in this rental. It was spacious for all of us. We loved sitting outside on the patio by the canal. We were able to walk to a local restaurant, beach and pool. The house was very clean and the neighborhood was super quiet. Overall a great stay and Mary was an excellent host!

We enjoyed our stay very much. He was always very responsive and took care of anything we needed. Might be coming back another time in the future.

Location, location, location! Great views, nice pool area, dock space if needed. Walkable to several resorts and turtle sanctuary.

The outdoor space is absolutely fabulous. The heated pool was enjoyed every day. The property is on the corner of two canals that had pretty clean water. We met several manatees who graced us with their presence often. Fishing was not great during the month so our fishermen were rather disappointed. The interior was very pleasant and cooking was easy. The entire third floor is the master sitting room, bathroom and bedroom. The only drawback for me personally is that the master bathroom is an "open concept " design which left me without a sense of privacy. Isa was extremely helpful and responded quickly with our questions. Thank you Isa!

We really enjoyed our stay. It completely matched the description, the patio was amazing, and the place was well stocked with everything we needed. It had many personal touches which made us feel at home. It was a great fit for two adults and 2 kids. Our time on the porch in the morning and relaxing in the evenings were the best part. Highly recommend!

We stayed at Frank’s place for two weeks and had an absolutely amazing time! The house was spotless, well-equipped, and super practical for our two energetic little ones. The pool and hot tub were perfect. We made the most of every sunset soaking in the hot tub, followed by peaceful late-night floats in the pool under clear, starry skies. We fished off the jetty most days and caught barracuda, mangrove snapper, plenty of sharks—and the neighbors even hooked a tarpon and landed a grouper! The kids loved snorkeling right off the dock, spotting rays, turtles, and loads of colorful fish. We missed the manatees when they came by one morning, but luckily caught up with them later while kayaking through the mangroves. Huge thanks to Frank for being such a fantastic host. One day we had a small issue with the pool, and his team showed up in under 10—absolutely amazing service. We truly didn’t want to leave and would come back in a heartbeat. Highly recommended!

We had a great time at Cary’s Oceanside! Beautiful location, beautiful and comfortable accommodations! Maria was very helpful and responsive with our questions. We really enjoyed the pool and outdoor area.

What a great week we had at this wonderful getaway! We got to watch the manatees off the dock. The neighbors were very friendly and helpful with idea of what to do in the area. We rode our rented bikes down to sunset park every evening to watch the sunset. We also found a great state park/beach just a 20 min bike ride away! The house had everything for us to use for our morning trips to the beach (coolers towels beach chairs). The house had outdoor furniture we sat at to watch the Key Colony Christmas boat parade! We will definitely be going back next year!

We really enjoyed our stay. The host, Sherry, gave timely information and quickly responded to messages. We were pleasantly surprised by the number of amenities that were available to us at the house. The Cabana Club was a real hit with my teenage daughters. It had reasonably priced drinks and lunch type meals. They enjoyed just laying by the pool or beach and sun tanning. We saw manatees one of the evenings right in the backyard of the home.

Fernando's place was great. We loved the screen porches and the beautiful tree outside the upstairs porch. The beach is a beautiful spot.

We only stayed 2 nights at Lily and Capt. Jack's place. It is a great place to kick back and relax. Their dock is on the west side of Key Largo, so the sunset is amazing. it's a 1 minute walk out to the water. The hosts were quick to response when we messaged them. Directions to the place were excellent. The instructions for the Airbnb were very clear and easy to follow. I would recommend staying here to anyone looking for nice quiet, romantic place to stay in the area.

Excellent location, clean and tidy. Blaine was very responsive and had good suggestions when our plans suddenly changed.

Giselle and Javier were awesome with communication, they gave us a ton of recommendations for food and we tried out almost all of them. Some of the best food we’d ever had and a lot of them were within walking distance of the house! The house was perfect, light, clean, and modern. We were able to catch fish off the dock and even saw a few manatees come through. Probably the best Airbnb we’ve stayed in overall!!

I can’t say how much we enjoyed this place. So private and clean. Beautiful view. Everything we needed was there. Sad to leave but back to real life. Thank you Thank you!

Everything about this home is as described in the listing. Host is very responsive and friendly. We completely loved being there and it was incredibly peaceful and relaxing. We would love to come back again. Having the ocean for a back yard was awesome! This was probably my favorite AirBnB stay ever! We did not want to leave.

Great place right in the heart of Key Colony. House had all we needed and more to make our 8 day stay comfortable. Great boat dock with plenty of room for 2 31 ft boats.