Cottage holiday rentals in Monroe County

Enjoyed the stay - the cottage was cute and nicely decorated - met all of our needs. Great athletic facilities. Nice being on the water and watching the sun rise every morning.

Great location, and a very practical and cute little house. The neighbor who resides on the ocean side was wonderful and inviting, which made the stay so much better. Well stocked kitchen. Lots of clean towels and name brand starter essentials. The down side, there was a bag of (assumed??) dirty bedding left by the door, which I contacted our concierge about when we arrived, and it went ignored until I brought it up at check out again. It worked out fine though, my kids brought their own blankets and used them instead. Everything else was great though!

Loved our stay! Clean place, great location and the community at VO is so nice. Great place to stay. Clean and cozy spot. Had everything we needed. Would definitely stay here again!

Place was great. We loved the kayaks and Bikes that were there. Very clean and spacious. Beautiful view being on the canal. my negative I would say, which has nothing to do with the host, We were aware of the $125 resort fee, And our fee was increased to $145 cause my son’s large pickup. Curious as to what that fee actually pays for. We would definitely stay again.

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!!

Everything was perfect! I loved the screened in front porch! We spent a lot of time out there and the back was so peaceful for watching the sun come up with my morning cup of coffee. The staff at the resort were super friendly and helpful and I notice security was constantly driving around which made it feel safe and taken care of. Everyone at the resort looked so happy and relaxed! The pool!!! I didn’t want to leave and it has great hours! We were able to explore the area and still had time to go swimming at the pool…under the stars! It was a wonderful experience. Plan to some time go back and plan the whole trip staying there!

We had an amazing 6-night stay at this waterfront Airbnb! The location is perfect—right on the water with gorgeous sunrise views. We used the provided kayaks every day, and my husband loved fishing off the deck while I relaxed in the sun. The house is super cute, clean, and beachy. The bed was very comfortable, and the kitchen was well-stocked with basics like spices and oil, making it easy to cook most of our meals. We also appreciated the strong, hot shower and provided toiletries. Extras like beach towels, umbrellas, fishing gear, and a washer/dryer made our stay even better. The area is peaceful, clean, and friendly—plus, Key West is just a short drive away. We’d definitely stay here again!

Manuel was so kind and responsive! This place was sooo cute and perfect to stay in! The community felt super safe with the constant security, and he had so many amenities for us such as kayaks, fishing poles, bikes, kitchen supplies, hair dryer, etc. We had a slight issue with the wifi and he accommodated us to an extra day! It was soo sweet of him to do that and it made our stay extra fun:) Overall, I recommend 100% for anyone to stay here! It’s awesome. The pool and hot tub are so nice as well!

Betty is a wonderful host! She makes sure her guests feel at home. We've stay at her place multiple years and we always have a fantastic experience! It's a great place to do some relaxing, boating and fishing!

I stayed for a few days while moving my son out of UM. The cottage was very comfortable and Yvette was even amenable to my son staying the last night once the dorm was closed, even though he wasn’t on the initial reservation. It’s a great location if you’re planning to be out and about, walkable to the train, restaurants and grocery stores. Bed and bathroom were very comfortable.

Lots of room for our family. Everyone had their own room and bed. Kitchen was so well equipped and fun decor.

This was an incredible stay. From the start, Alex was very responsive, friendly and accommodating. I initially planned to stay one night but due to a flight cancellation was able to get it extended another night on short notice.. also very accommodating on check out times. I have stayed at 80+ Airbnb’s around the world. This one definitely is in my top five. Many Airbnb’s are lacking in furnishings and basic. Not Alex’s place. I believe it to be a candidate for Architectural Digest.. beautiful and unique furnishings. The place is conveniently located to MIA and nearby sights and restaurants. I would highly recommend this place. I definitely plan to return.

What an amazing place! My wife and I have stayed in Airbnb properties all over the world, and this was one of our favorites. Exactly as described. Very clean, safe, and comfortable. The location and layout of the property is absolutely perfect and private. This was our first time to Islamorada and this place made it an even better experience. We had a manatee sighting and the deck over the water was my favorite part. Perfect place to have a drink and watch the sunset. If you are planning a trip to the keys, do yourself a favor and stay here.

We really enjoyed our stay with Key Lime sailing club! We especially appreciated the easy access to water activities and created life long memories kayaking in the beautiful surroundings. The hosts are kind, helpful and made our stay more memorable!

Cannot say enough amazing things about our stay in Coconut Grove! Danielle’s bungalow looks even better than the photos and has a charm about it that you don’t find often. It was super nice to have a private gate and felt secluded from any neighbors. Also, quick walk to a ton of shops, restaurants, and the Ritz Carlton which we got a day pass to the pool. 10/10 would come back, but stay longer next time!

Toni was very nice. She went out of her way to make sure we were satisfied with everything. The bed was comfortable and we got a great night's sleep there on the water. Watching the fish jump and pelicans dive as we sat on the front deck was very relaxing.

We have three boys and they LOVED being able to fish anytime they wanted. We caught over 12 species of fish from the back dock. The kayaks were very handy! We just rented two more and We loved getting out in the mornings for a family kayaking adventure and the boys fished any chance they got. They even caught a nurse shark! The house was clean and well decorated. There were handy items such as sunscreen and life vests. It was a great place for a family of five.

We absolutely loved this charming cottage and Conch Key. Barry made sure we had everything we needed, and offered advice and insight into the surrounding area. The views from the dock and the character of the cottage made our trip everything we wanted it to be. We will definitely be back!

What a fantastic place to stay in Marathon! LeeAnn really makes sure you feel right at home. Forgot a toothbrush? Didn't pack or want to buy shampoo? No problem, it's there! The pool is amazing, house is spotless, and the Key Colony Beach community is the best. It is quiet and relaxing while also being in the heart of everything to do in the Florida Keys. LeeAnn is so nice and responsive, she got back to us quickly with any questions that we had. Overall, this was one of the nicest places that my family and I have ever stayed on a vacation. 10/10 would recommend to anyone!

We stayed here during my sisters wedding weekend and it truly was the perfect space for us to go back and forth! Super clean and calm and Craig was so nice and let us check in a little earlier. Highly recommend!

Great distance to everything in the Keys. We stayed for several days and was able to hit all the spots- snorkeling, Key West, national parks. Close to restaurants, fishing and much more. Manager and maintenance were very responsive to questions, within minutes. Would stay here again!

We were there because we was celebrating my husband‘s birthday and our wedding anniversary . It was a great place to stay highly recommend it. Quiet and comfortable atmosphere for a great long weekend. Luis Alberto and his wife very attentive. It makes us feel like we’re around family.. can’t wait to come back again. Our favorite place to go for now on.

I have to say this place was perfect. The use of bikes while we were there was great there was also some kayaks I did not have a chance to use them but they were in great condition .the pool was very nice and clean and within walking distance all in all It worked out perfectly for my parents and my family I would definitely recommend staying there

We stayed here for our wedding week and it couldn’t have been better! We had the beach access, tiki hut was great for shade for the kids and got to hang out by the fire pit in the evening with a great view of the sunset. Chris on the property was awesome! He always had a minute to answer any questions and made sure to follow up. He and the staff constantly made sure the park was clean and ready for a new a day. We did have an issue with getting the bedroom tv to work and when I called the internet provider I guess you had to pay for better WiFi which I thought was weird but in all honestly we didn’t really need them. There was so much to do and enjoy that we were barely on our phones/tv anyway. Our stay couldn’t have been better and we will definitely be back!