Holiday rentals with a patio in Big Pine Key

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

We just spent 6 days at Yuni's airbnb. Our family of four(all adults) could not have been happier with the peace and quiet this place offered us. The private beach and pool had plenty of chairs and umbrellas. We loved the balcony overlooking the pool and beach. We enjoyed how close it was to Havanna Jack's for a quick bite to eat and drink. Yuni's place was exceptionally clean. Plenty of bath towels and beach towels. The kitchen was fully stocked with all of our needs. She quickly responded to our questions and our needs. Yuni is one of the best hosts we have had throughout the years of using airbnbs. We definitely will go back!

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!

We had a great time at this home during Memorial Day 2025 in Key West. Good amenities and walking distance to all of Key West downtown bars,shops and restaurants.

It was the perfect location that we wanted away from a high tourist area. The neighbors were very nice and welcoming. Everything was clean and beautiful. I would stay here again! It was perfect for us exploring both the southern and northern keys and beaches since it's about middle of the 2. Loved it!

There’s not enough good things to say about Sloan and her condo. Beautiful, relaxing, within a mile walking distance to everything. Extremely thoughtful and responsive. 5 star hostess and rental.

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!

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! :)

We loved The Toasted Coconut! Everything about our stay was amazing but what made it above and beyond any place I've ever stayed, were the added accommodations. Since we flew from out of state, we were very limited on the things we could bring. Katie had a high chair and pack and play ready for my little one upon arrival! This was extremely helpful and definitely took some stress off our shoulders! Not to mention, made life easier for our 1 year old! Thank you Katie and Cody for welcoming your home to us!

This stay was the perfect vacation I was looking forward to, I stayed 7 days at this water front property with a great balcony to enjoy evenings and a boat ramp to launch the boats in the back yard along with the pool to keep us cool. Plenty of room for our trucks and trailers, the inside of the home was comfortable and relaxing. Was truly a great vacation Thank you

This home was everything we expected and more. Stunning location with absolute privacy. The extra long dock was amazing, the pool was fantastic, and the grounds were meticulous. It’s literally your own private resort. Roman, the host, was very quick with communication. He and his wife actually met us when we checked in to see if we had any questions and provided us with an arrival gift. If you have looked at the listing and are thinking of renting it, do it. You will not be disappointed at all. Excellent value all around.

Philip's listing described the place perfectly. Zero unexpected surprises and it had absolutely everything to make our vacation super enjoyable. When it comes to location, so much to do in under 30 minutes. Smack dab in the middle when it comes to driving to Marathon or Key West. It was also great to be able to keep a boat right outside and to have a marina as part of the park. Access to great places to fish are 15-30 minutes away.

My family and I really enjoyed this home the pictures do not do it justice it’s beautiful. The owners are very responsive and we were even able to check in a day early ! The canal was awesome , a boat is a must and so much fun. We saw manatees and iguanas. The private pool was fun all together a great experience.

Super nice place to stay. Very comfortable.

We had a fantastic stay at Karen's place in the Keys! It perfectly suited the needs of our family of 5- 3 cute and cozy bedrooms, 2 full bathrooms, Beautiful and fully stocked kitchen, Washer/dryer to take care of beach towels and swim suits, Deck that overlooks the ocean that was perfect for morning coffee with the sunrise, and many more amenities. It was centrally located in the Keys to allow for travel from Key Largo to Key West in a little over an hour to each end. All in all, one of our favorite family spots, and we hope to one day visit again soon! Thank you so much!

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.

Edward's place was incredibly inviting and has so much to offer! It was very well appointed with nice touches like quality kitchen items, plenty of clean towels, and a spacious layout. The beds were very comfy and the location was convenient and was within easy driving access to everything that Key West has to offer while being quiet and peaceful. I would most definitely stay there again!

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

This place was absolutely amazing. 5 star! Cutest little home with a breath taking backyard! And decorated with great taste . It was a true dream of a vacation with this home it made it one we will never forget . Extremely clean and felt like home. This home is very close to duval but you don’t hear the night life it’s very peaceful along with the neighborhood . Wendy thank you for allowing us to stay in your beautiful home ! Also her and her husband and truly amazing people highly highly recommend this place ! Can’t wait to see y’all again 🙂

This was an incredible stay. Great location, great attention to detail. Great hosts. The place blew me away. so cool from the outside pool area and outdoor courtyard to the decor. The place fully stocked. Way more than I expected. I can't say it enough.

This has been one of our favorite places in Marathon that we have stayed at. The view from balcony was beautiful, very clean and everything you need for your stay. The pool was amazing and a walk on the dock in the evening was full of sights! Overall we loved our stay and we will be back!!!