Villa vacation rentals in Monroe County

Our family of 5 loved our time in Islamorada. The community was beautiful and quiet. It was definitely mostly retired couples but everyone was friendly with our young kids. The condo was bigger than the pictures made it seem- we had more than enough space. Everything was clean and we had everything we needed.

A beautiful quiet place to stay. Kayaking in the morning and swimming in the pool at night. We loved exploring other Florida Keys and coming back to sleep. Easy check in and out.

I had a wonderful stay at Gabriel’s house! The home was very welcoming and spotlessly clean, with an absolutely amazing view. Gabriel was a fantastic host—super friendly and always quick to respond to any questions. I would definitely recommend this place to my friends and would love to stay here again!

This house was perfect for our family of 5 for Spring Break. The canal at the back was perfect for fishing, kayaking and SUP. The pool was lovely and warm. The house and grounds were so beautiful and comfortable! We had a wonderful time and would stay here again in a heartbeat!

The Airbnb is in a beautiful area, nice central location with many walkable restaurants. Hoover was a very responsive and amazing host, he helped with everything that we needed and helped us feel like we were at home. Very clean. Great description and he was very accommodating, would 100% recommend and I would definitely book again. Easy access to many different locations for interviews I had.

A beautiful unit, nice beds and everything as pictured! Paul was good on communication. However, the small community at Kawama is becoming over- crowded. Many times the pools are full and over capacity with screaming kids, and no chairs are available to just sit by the pool. Large parties are happening most every weekend, with a lot of drinking, smoking, and loud music. It’s not Paul’s fault, but the atmosphere here isn’t as quiet and kid friendly as it used to be!

Great location on the property. Beautiful view of the water and the pool. Nice big porch to relax on with plenty of chairs. Provided plenty of towels and the kitchen had everything you needed. Could have used more TB, PT and some dishwasher soap but all good. This place is a favorite of ours to just relax and go boating! Highly recommend!!

Super cute neighborhood, walkable to loanDepot park. Despite the urban setting, lots of animals to observe. Private back yard. Alejandro was very friendly and welcoming! 15 minute drive to South Beach.

Loved our stay here! Very private pool and the tiki bar/outside ice maker, was amazing. The house was clean and comfortable with the most comfortable beds ever! The only down side was the location for boating. The dock was excellent and the trip to the 7 mile bridge to fish was conveniently close, however, to do any ocean boating or fishing, the distance thru the sailboat/houseboat harbor was long and we encountered some not so friendly types through there. Over all, to stay and enjoy the privacy of the canal and pool, this was top notch!!!

The house was great! Exactly like the photos and very spacious for a family of 4. The amenities were great, lots of toiletries offered which was a great touch. The pool is amazing and we spent a lot of time in the patio area. Neighborhood is safe and nice. Only 40-ish mins away from the Everglades National Park. Thank you for the thoughtful touches and the welcome gift! Wonderful stay, great hosts, and would absolutely book again.

Miguel was an excellent host! The house was absolutely amazing. We enjoyed our stay and will definitely tell our friend and family about this house. The guest book was extremely helpful and all of the tips he sent while we were there. Thank you again for sharing your beautiful home with our family.

This place had everything we needed for a relaxing family vacation prior to the crazy Holiday season. we only had 6 people but it would easily accommodate more. Monica was responsive to any questions or concerns. The location was perfect. Easy access to sombrero Beach and Marathon amenities: bars, restaurants, and activities. we were able to experience a turtle release on Sombrero Beach from The Turtle Hospital. Highly recommend renting from Monica again and on Marathon Beach.

Altagracia was a wonderful host. Her place was clean, in good repair, and well-stocked. She was friendly, flexible and very responsive.

We were looking for a larger stay in the keys, and Jose’s home fit the bill perfectly. It was spacious, spread over only 2 floors (vs 3 floors for most properties in Kawama). The top floor has 2 bedrooms and 2 bathrooms and is recently remodeled (incl. the kitchen and the bathrooms). The lower floor is slightly less new but still in good shape. It has the 3rd bedroom and bathroom. Provided were a club car for our use, 2 kayaks, bikes, towels, snorkeling gear… great for spending time in the lagoon (which is essentially an enclosed salt water pool). Overall great stay in Key Largo. Thank you Jose!

I had an absolutely wonderful stay at this beautiful Airbnb! The space was spotless, stylish, and thoughtfully designed—every detail made it feel like a home away from home. The host was kind, responsive, and made check-in a breeze. The location was perfect for what I needed, and I truly appreciated the little touches that made the stay extra special. I would absolutely stay here again and highly recommend it to anyone looking for a comfortable and memorable experience!

The home was a slice of paradise! Perfect for families to enjoy the home for the day or in the evenings after exploring the Keys. Central location to everything. The peaceful and private backyard was everything you could hope for. House is well equipped for cooking inside or outside. Jonathan was a fantastic host and responded within minutes to our questions. We will hold fond memories of this house and Christmas spent here. Thank you, The Grangers

We had a wonderful time. The neighborhood is beautiful, super quiet and nice to walk around. We used the provided paddle boards to go to nearby Sombrero Beach which was lovely. We also walked to Publix and Walgreens. The house itself is really two houses - one upstairs and one downstairs - each with their own kitchens, bedrooms and bathrooms. The house itself is simple and utilitarian, but backyard area is really spectacular. We spent the vast majority of our time outside lounging, playing tennis or swimming in the pool. The location also makes for an easy day trip to Key West. The property manager Jesús was extremely responsive and took care of everything we needed.

place was great for hosting the family would definitely book again..

Very well decorated, super cute, plenty of towels and extras, the outdoor porch was an amazing place to hang out. There was plenty of seating, right on the water, a fun little pool to relax in, and just the right amount of space. The beds are comfortable and the kitchen was well stocked. Everything was clean. Perfect location to visit Key West and Key Largo. We very much enjoyed our stay! Thank you

Perfect place for the family! Kid friendly and cozy. Beds were very comfortable and everything was very clean. We will definitely stay here again.

This place was so beautiful! Lovely back area space. Even with other guests in the duplex beside us it was more than accommodating! There were a few minor issues I did have and I wound up needing to check out early, but the hosts were so understanding and very easy to communicate with despite anything going on. Made the whole thing as easy as possible and even refunded me for having to leave early. I really really loved this property and wish I could have stayed longer!

We had such a wonderful time at this Airbnb! The outdoor space was definitely the highlight! We spent every day by the pool, and the cabana provided the perfect shady retreat when the sun got too hot. The backyard felt like a little tropical oasis, and we even had daily visits from iguanas — which the kids absolutely loved! The lighting at night made the space feel magical. Walking in late at night to find the lights on and music playing from the fridge was such a thoughtful and welcoming touch — it really set the tone for the week. The host was incredibly attentive, checking in with us throughout the week and sending local recommendations. Communication was always quick and helpful, which made everything stress-free. The location was also fantastic — a great central spot for easy day trips to Fort Lauderdale, Miami, the Keys, or even just to the coast for a morning sunrise. We had a great time.

Susan and Dale were on-site, extremely responsive and helpful. We had a great sunset boat ride, great conversation, the pool was clean and warm and lots of sand toys everything we needed and more. We would absolutely stay again.