Family-friendly holiday rentals in Monroe County

Plenty of room for all the family and their families. We enjoyed all the backyard amenities with pool, kyacks, boat dockage and fish cleaning station. There was sufficient seating for everyone and a great area to hangout. The only things we struggled with was TVs didn’t work properly in some of the rooms, no washcloths or kitchen towels available. With that being said, we will definitely consider renting Ryan’s place again in the future!

Tropical Paradise!! This place is exactly what’s needed to kick back and relax. We enjoyed our stay, and will definitely be back.

We decided to go to the Keys on a whim and found this adorable place. It was everything we needed and more! We loved that it was private and had everything we needed on the property including a private beach, but it also wasn't far when we decided to explore. Would definitely recommend! We are already hoping to plan another trip!

We thoroughly enjoyed this house! The backyard is amazing with plenty of space to play cornhole, throw frisbees, and enjoy the beautiful weather. We saw a manatee behind the property and with the provided paddleboard got to see it close up as well! The house was clean and had all desired amenities . We will definitely be back.

Best location in Coconut Grove, and this unit has a beautiful view. Hosts were immediately responsive to requests, and were able to accommodate another night when my travel plans changed. I’d highly recommend!

Lorelei is an amazing host ! Stunning Unit. Worth every penny !!

Exceeded our expectations!!! Naomi was amazing and so helpful. I wish we had more time to spend at her beautiful property.

A Perfect Getaway! Our stay at this fabulous Airbnb was nothing short of amazing! The house was beautiful, clean, and offered breathtaking panoramic views of the open water. Waking up to the sunrise over the water was absolutely unforgettable. Brad, our host, was fantastic—super responsible, quick to respond, and incredibly easy to communicate with. He made the entire experience smooth and enjoyable from start to finish. The location was ideal for anyone who loves peace, nature, and especially fishing. We had plenty of opportunities to fish right from the property, which was a huge bonus. Highly recommend this place to anyone looking for a relaxing waterfront escape. We can't wait to come back!.

Great stay! The place was just as described: clean, comfortable, and peaceful. We even saw a peacock, which was a nice surprise. Highly recommend!

We stayed at Rachel and Michael’s place for 10 days and enjoyed every single one of them. The location is beautiful and in a fantastic, safe area. The facilities were top-notch, and the historical charm of the home made it even more special. Rachel went above and beyond—she even stocked the place with food and snacks for our arrival, which made us feel instantly at home. The hosts were so welcoming and thoughtful throughout our stay. We've visited this area before, but this is by far the best place we've ever stayed. We’ll definitely be coming back.

The house was absolutely perfect! We stayed in their home and loved every minute. The gardens and pool area were beautiful and very relaxing. They have a very dog friendly house and yard. The hosts were incredibly responsive and very helpful. The house was comfortable and perfect for our family.

It was an excellent stay. The house was clean and everything was in good working condition. It was very easy to communicate with the host. We like the location. It was private and easy to get to attractions. We will stay again in the future.

The best part about this unit is the host (Maria). She is wonderful in terms of helping and accommodating, and went as far as to go out of her way to give me a ride. I was there for a family emergency and she was very compassionate and helpful. This is my second stay and I’ll be returning to this place when the time comes. Nice, cozy, well taken care of place with all the basics. Great for an individual or a couple.

Our family of five adults, plus two additional relatives, had the most incredible stay at this property. While we had planned several excursions, we found ourselves spending the majority of our seven-day trip enjoying everything this place had to offer. From fishing off the dock to kayaking and paddleboarding, the outdoor amenities were top-notch. The pool area was the perfect spot for relaxing and spending quality time together. One of the standout features was the amazing outdoor freezer—ideal for storing our fresh catch of Mahi from our charter trip. Inside, the kitchen was impressively well-equipped, making cooking a breeze. Every detail of the home was thoughtfully curated to provide comfort and convenience. This stay exceeded our expectations, and we’re already looking forward to returning. Highly recommend for anyone seeking a well-appointed, adventure-filled getaway!

Amazing stay! View was fantastic, bar was great, staff was friendly. Will definitely stay here again! Perfect place for couples or family! Everything was as described as it was, no regrets

Marianela's home was a great escape. Very relaxing. Able to get work done in peace as I work from home. Will definitely book again.

I had a very nice time and would recommend it to anyone who wants to visit Keylargo Florida. He was very informative and got back to me with any questions I had immediately. Very nice place.

Phenomenal. A little oasis. Veronica is extremely helpful and communicative. The place was clean and thoughtfully curated - probably the homiest place I've lived in. Enjoyed my 6 weeks here immeasurably. The outside area and quiet neighborhood, easily accessible to other areas were the highlights. Vero & Eric are very friendly and I always felt comfortable with them. Thanks for a wonderful stay!

Great condo in a perfect location to access the best of Key Largo. The condo is in a nice complex, with a great pool, mini beach, and dock area. The unit was well stocked with beach & bath towels, all kitchen appliances, washer dryer with detergent & dryer sheets, spare cooler, charcoal & lighter fluid for the grill. The bedrooms were super comfy. I highly recommend staying here!

It was a great place inside and out. We had drinks under the tiki hut where it was cooled by the tropical breeze. Being on the ground floor, we seniors never had to climb stairs and the grounds were very even. The dock area was in fair shape but watch out for the small coconuts dropping from the palm trees. The laundry room was good and the machines were very clean and large capacity. The barbecue grill was ok, but the propane unit was rusty and the flames were very inconsistent. We enjoyed ourselves at the Cabana Club where the pool was great and the food there was the best for lunches and drinks

This was our first family trip to the Keys and this location in Marathon was ideal! The condo was welcoming, beautiful and spacious for our family of 3. The balcony was our favorite place, which overlooked the pool and the seashore. The beach was lovely for shorter walks and just "being" with the ocean. Fun seashells & hermit crabs at low tide! Lots to do in the area -- definitely hoping to return next year. Mike was fantastic host & super helpful with questions.

Rolando’s home was very comfortable and felt like home away from home. The lanai and canal view was exactly what we were hoping for our vacation. We rented a boat so docking it next to the home was a plus. We had everything we needed. I would recommend bringing extra trash bags because only one was provided. The Cabana Club was an added perk and very close by. Rolando recommended Sparky’s Landing for my birthday dinner. We dined outside next to the water, food, and cocktails were great! We had a great vacation. Rolando, thank you for sharing your little piece of paradise with us.

We enjoyed our stay at Keith's place. The kitchen was well stocked except for having only one hand towel which we had to wash a few times. We loved being able to make coffee every morning and sip it on the patio, there is a drip coffee maker and plenty of filters. We purchased coffee and other food at Winn Dixie which is a very short drive, less than 5 minutes. The view from the balcony is even nicer than the photos. Traffic was congested at times because of road construction so we had to leave ourselves extra time to get to places. There were a lot of activities we did like scuba diving, snorkeling, kayaking, shopping, etc and Keith's place was in a great location to do everything we wanted and a short drive to many restaurants. Keith gave good recommendations for things to do and places to eat. The Roku TV was nice, easy to watch anything we wanted and also to stream Netflix, etc. If in the keys, we would definitely book Keith's place again.

This is the perfect place to stay to explore the areas of Key Largo and Islamorada. The unit is very clean and nicely decorated. We had no issues and would stay there again. Highly recommend!