Holiday rentals with a patio in Key West

We loved our stay at Judy’s. I have special needs and this place was perfect. I highly recommend staying here.

Condo was great. Exactly as described. 2 minute walk to the large heated swimming pool and beautiful ocean view. Shuffle board and ping pong available to play near the pool area. Safe, quiet, gated condo community. Within short driving distance to many great restaurants and activities. Frank responded within hours and answered my questions. We would recommend this rental and would gladly stay here again!

When I say that this is the most perfect Airbnb I’ve ever stayed in, I am not joking. Tina’s place is a gem in the upper Keys. Super close to John Pennekamp State park, good restaurants, and even better bars. I was able to show family who had never been to the Keys just how beautiful it truly is. Tina’s place drove that point home! I can’t wait until I have the chance to stay here again!

The Condo was spacious, beautiful, well furnished, very clean and the location was perfect. Henry was great to work with. We rented a golf cart and traveled almost everywhere in Key West by golf cart.

We (two couples) enjoyed a great week here. Being on the canal was nice, outside sitting spots were great. The house had plenty of cooking supplies needed. Was a tad bit smaller than I expexted, but worked out just fine. Remember to bring your shampoo, body wash etc as it's not provided. Comfortable and bright, was quiet even with boats going by. Would definitely stay here again!

My husband, myself and 3 adult children stayed for a week. Place was super well equipped with everything imaginable. Very Spacious inside and out. Danielle was great at answering any questions we had. It was an amazing family vacation and will definitely rent again. - Jennifer

Jack was a great host…very quick to respond. The location couldn’t have been better! Walkable to Duvall St with the great shops, restaurants and nightlife but just far enough to be very quiet and peaceful. Would stay again! Thank you, Jack!

Enjoyed our stay. The place was beautiful and matched the description. Just disappointed couldn’t use jacuzzi tub. Otherwise no isssues

Thank you so much for such an amazing stay! We loved the gorgeous property and all the lovely decor inside! Property was extremely clean and Sandy was so kind and helpful! We spent almost every evening in the hot tub! The home had everything we neded for an awesome week and was in a great central location, close to everything we wanted to do! We loved TJs Tiki Bar for dinner and a beautiful sunset! Thank you again Sandy! :)

The place was amazing!! plenty of room for our family of 5. All of the fishing equipment was awesome!! From the rods and tackle, to the deep freezer with bait, the extras made the whole trip more enjoyable. Loved the house. It was perfect!!! Will definately be back in the future!! 10 out of 10 would recommend!!

If I could rate this stay a 20, I would. We came across the listing last June, after wanting to try something different on our annual trip to Marathon. It looked perfect for our family. What I didn’t expect when we arrived on April 16, 2025, was to be blown away. The pictures don’t do it justice. The house is STUNNING. I felt like we were walking in/staying at a brand new house as the very first guests. The colors, the furnishings, the level of coziness brought to this luxury beach house was unmatched. The towels (bath and beach) were plush and soft. Pool speakers. The bar! I mean everything. The kitchen was stocked with what you need - high end gadgets, utensils that actually work, and every pot and pan (organized). Immaculately cleaned. And then the views. Holy guacamole. My dad parked himself on the main floor deck and didn’t move for seven days. Airbnb was right- RARE FIND. Amanda - you are the hostiest host in the world. Your communication was 💯. And we pray to make it back to yo

This was better than I expected. A very spacious 2 bedroom with large kitchen, family room. The screened in porch was huge, and a great place to have meals and watch TV and the sunrise. The fully equipped kitchen was awesome for those like us that love to cook. It was a great home away from home. This place was so comfortable and was the best we ever rented.

Incredible for a family vacation. 🏝️The property feels very private, clean, well decorated, and many amenities. We tried out the paddle boards and spent a lot of time in the pool. When going to the beach, Aileen already had chairs and towels to bring! This property really is a gem. Thank you Aileen!

Amazing hosts. Very responsive and easy to communicate with regarding all concerns. Easy check-in process with clear instructions. Detailed information regarding house rules. 10/10 would highly recommend this location. Beautiful home!

What a beautiful cottage. Loved how it was decorated. We had everything that we needed. Loved the outside back patio. Peaceful and quiet. The bed was super comfortable. Very clean and a plus, it had a washer and dryer. Thomas and Lindsay were so nice, communicative and very responsive. Gave us some great recommendations on restaurants and things to do in the area. A little piece of paradise. Island Life. We will DEFINITELY be back. Highly recommend.

We had an amazing time with our family and a beautiful Easter dinner with our friends. The location is perfect to travel all of the keys as it's just over an hour to Key West and Key Largo. The sun rose over the top floor guest bedroom with such a beautiful view of the water every day. Morning coffee with the view was awesome. Evenings spent wrapped on the couch watching movies with really nice big TV and unwinding. Sitting down by the water in evenings before sunset hanging with family watching niece play in sand was great too. Highly recommend.

Carrie's place was absolutely beautiful! it was so clean, the beds were insanely comfortable, and there were tons of linens and towels for everyone. We very comfortably fit 8 people into the home with no problems. The view from the balcony is absolutely amazing and we were all blown away. Carrie was extremely responsive and friendly. We were here for our wedding and had our wedding party stay here so it was extra magical. The pool and hot tub is super close, elevator to help with our bags, and the resort itself is gorgeous. 10/10 would stay again. We loved it so so much! Don't miss out.

Kate was SUPER responsive and available to us if we needed her. The home was beautiful and the decorating was top notch! I loved the interior of the condo and it was sparkling clean! I would definitely stay here again, or at any of her other properties.

Great stay, would highly recommend, home was clean and quiet. Can’t wait to come back to duck key so I can book again.

Came down to Key Largo for my beautiful niece’s destination wedding. So nice we could all stay in the same resort. So convenient! Felt totally safe there. It was so clean. Nice to have the back enclosed patio and also the one off the master. Comfortable bed. Slept well. So quiet. Good water pressure in the shower. Just minutes to anything we needed. Would definitely recommend.

We Definitely would stay again if we are in the area. The place was exactly as advertised and centrally located. we had a nice relaxing time.

We had a great stay! The place was clean, comfortable, and had everything we needed. The location was perfect, and communication with the host was smooth and easy. Would definitely stay here again, highly recommended!

Enjoyed our time at Chris’s place. Plenty of towels and the kitchen was well furnished. Wonder if an air purifier might help as a few of our allergies kicked in when we were inside. All in all a great vacation

The Kawama area was cozy. Kids especially loved swimming in the lagoon. The nearby restaurant Backyard Cafe was top notch, the food was excellent, and feeding the sharks crowned the experience!