Vacation rentals with outdoor seating in Windley Key

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!

Beautiful views and great spaces! We’ve stayed in Marathon several times in different canal houses with our family of 7, and this property is now our new favorite. We couldn’t get enough of all the beautiful views from sunrise to sunset whether it was on the porch, in the pool, or out by the Tiki Hut. Every bedroom has water views as well. Boat access was an easy out to snorkeling, diving, fishing, or whatever you like to do. There are two kayaks for use, which made for some nice outings to explore the immediate area. The kitchen had everything needed for cooking, and even had an extra under-the-counter ice machine. We had a great time here, and would stay again. Thank you to the owners for sharing your property.

We loved our stay! The house was super clean and the back patio was beautiful. We loved the back canal area and saw lots of very cool wildlife and enjoyed fishing right there. Having the kayaks to use was also great. Beds were very comfy and the rooms were spacious. The house had everything we needed. We loved the key colony area. The cabana club was a great space and the house is in walking distance to Sunset Beach, which was beautiful. The whole area is super close to fun things to do and great restaurants. We would absolutely stay here again!

This is a fantastic property! Right across from Sombrero Beach but still peaceful and private. The house and yard is like an oasis. Host and management company are WONDERFUL! Highly recommend!

Alfonso is a very responsive host who provided clear details, local recommendations (multiple of which we used), and provided a place in a great location. Neighbors are friendly. Place was clean. Perfect for our family with a 14 and 6 year old.

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.

We really enjoyed our week at Gulf Coast Oasis! The house was lovely, well-stocked, and great for our family of 5. We very VERY much enjoyed the pool and appreciated being able to heat it. Loved using the bikes and kayaks. Ate on the screened in porch. Madelyn was very helpful and responsive both in advance of and during our trip. Great stay! The only "negative" was the noise from the nearby airport -- not disruptive but worth noting.

Our family of 9 loved the house! The pool, corn hole, and roof deck were all huge hits with the kids. The house is perfectly situated on Marathon, close to all the restaurants. Quick drive to Bahia Honda. We will definitely will be back for another visit to Andy’s place.

The condo and the whole condo complex was beautiful. The pool was great, with an awesome view. Plenty of places to sit at the pool and in the surrounding areas. One thing to note is that the condo has no closets and no place to hang clothes. Wasn’t a huge deal for us, as we were able to put things on shelves. Frank was very responsive when we needed something. The Marathon area has plenty of things to do and it’s close enough for a day trip to Key West.

Key Colony Beach is truly the gem of the Florida Keys. Staying at Cindy's apartment in the Continental was the perfect fit for my husband and I. The private beach was clean, easy to access, and just steps from the accommodation. The overall vibe here was quiet and peaceful, and the apartment had all the amenities we needed for a 5-day stay. Cindy's space is very clean and well-appointed. This location is perfect for morning walks around the immaculate and safe neighborhood, or short jaunts to Key Colony Inn or Havana Jack's for dinner/drinks. Honestly now, you're already here! What's your hurry? :)

Norma’s place was great! Norma was super helpful with recommendations, quick communication, and her place was comfortable & perfect for the 4 of us (2 couples). Can’t wait to come back.

For a truly wonderful time, stay at Heathermarie’s place in Islamorada! The home and pool/patio were incredibly charming and full of delightful touches that made it feel both cozy and special. Everything was clean, well-appointed, and just as described—if not better. Heathermarie was a thoughtful and responsive host, which made the whole experience even more enjoyable. Can’t wait to stay here again! Thank you. 🫶

I enjoyed my stay very much. Ana is a wonderful host, making sure she checks in on me as well as giving clear directions for check-in and check-out. Her place was very easy to find, nice and quiet, just the right amount of space for any solo travelers or couple.

The location, condo, grounds, access to restaurants and proximity to our fishing destination made this stay enjoyable. At the top of our list for our next trip.

We had a great stay. The easy access to the gulf and the use of the kayaks were a huge plus. We enjoyed hanging out on the porch and using the outdoor kitchen.

This is a beautiful ocean-front condo!! It is equipped with everything needed to spend a week or many weeks. The view is incredible, the beach is very nice and walkable. It is quiet, relaxing and the pool is at least 85 in January!! Enjoyed our week very much and hope to come back for a few weeks next time!!

We enjoyed our week stay at this fifth floor condo. It was very clean and had all the necessities we needed and then some. We were able to see the beautiful sunsets from the screened in balcony (great idea). The pool area was beautiful and my family enjoyed using the kayaks. Michelle is an excellent host and responded quickly with any questions we had. I definitely would recommend this place to others. Thank you Michelle!!

Sandra’s place was beautiful and she was a wonderful host. She was proactive in giving us all the information we needed to settle in AND also providing wonderful recommendations to restaurants around the area (three of which we tried and thoroughly enjoyed). Very responsive to any questions we had regarding locations of certain items or locations. The place itself was very cozy and homey. Felt very comfortable relaxing there in such a serene environment. Will gladly take an opportunity to stay here again.

Great place for a family. The pool and beach were ideal for kids and the little tiki bar was great for us. The surroundings were lush. We would stay here again.

My family and I had a great stay. The condo was perfect and there is so much to do and see in the surrounding area. Would definitely stay here again.

The unit is just like the photos and was very comfortable! John was helpful and helped make for an enjoyable stay! Would happily stay here again

Javier’s place was as expected. The balcony over looking the canal was awesome. We saw lots a cool fish, a turtle and even a manatee swim right up. The property abuts dolphin plus, where you can swim with dolphins and there is a cute coffee trailer Cuppacobanna situated in the parking lot, has a great Churro latte. Right across the street is the Fish Market. A hidden gem for sure! Walk right over and you can order at the window and sit on the water or at their outside bar. We walked over to the dock at the market and saw tons of nursing sharks just hanging out. We were in town for a wedding at Dream Bag Resort which was only 3 minutes away. Great location, super convenient. Although beds and everything were super clean, I would suggest new comforters which someone previously stained. Also one back cushion missing from the outside patio chairs. We did not need to cook at all so hard to judge that aspect. Not an over abundance of kitchen supplies but the basics. Great stay!

This place checked all the boxes! The location of this particular unit was awesome. Close to the pool, but not too close. A short walk to the beach area, and those views from the balcony are second to none. Largo is very responsive and very easy to communicate with. Tavernier Key is the perfect location to many activities. Our family misses this trip already.

Went to Cynthia's place 1/18-1/21. It was better than the pictures. The Kawama community, the lagoon and Key Largo are beautiful. First time visiting Key Largo and there's much to do.,,fishing, snorkeling, biking, and visit John Pennekamp Coral Reef State Park. I went with my three sons for a long weekend for fishing and went to Key West. The lagoon is few feet from the patio to enjoy a swim. My boys loved it. Cindy kept in touch with me to see if everything was good. I had a great time and her place is is neat, clean and meticulously maintained. Go and enjoy!