Beachfront vacation rentals in Islamorada

Sombrero Beach Getaway was perfect for our family of 4! The location, pool, well-equipped kitchen, and elevated deck all contributed to a great stay in Marathon.

The outdoor space is absolutely fabulous. The heated pool was enjoyed every day. The property is on the corner of two canals that had pretty clean water. We met several manatees who graced us with their presence often. Fishing was not great during the month so our fishermen were rather disappointed. The interior was very pleasant and cooking was easy. The entire third floor is the master sitting room, bathroom and bedroom. The only drawback for me personally is that the master bathroom is an "open concept " design which left me without a sense of privacy. Isa was extremely helpful and responded quickly with our questions. Thank you Isa!

Great home for a family vacation. Enjoyed the pool and all that Marathon has to offer. Plenty of room for everyone to spread out. Great decks and the tiki hut was a perfect place to hang out when you wanted to be outside but not in the sun. Bert was incredibly helpful and responsive.

We really liked the location. It was peaceful and private and a great neighborhood to walk around and to walk our dog. Yet, a short drive into Marathon for restaurants or any other needs. The house isn’t new but it was exactly as represented and it was perfect for us. Frank was very responsive. There were a couple of issues that he addressed immediately. It wasn’t his fault that because of the location, receiving repair parts can take some time. But Frank took care of our situations.

We are a family of 5 that just finished an excellent stay at this waterfront townhome. The house was well decorated, clean and had everything we needed. It also felt bigger inside than we expected. The dock and pool were recently renovated and in perfect condition. There are a few boat ramps nearby - we chose the Boathouse Marina as they also stored our trailer. The kitchen and grill also felt new and made for easy dinners when we chose to stay in. We would absolutely stay here again.

Mary's place was in a very safe and beautiful location. Everyone was friendly and there were endless dining options. There were even local conveniences that I didn't expect nearby such as Dollar Tree, Winn Dixie, Home Depot, etc. Showers had great water pressure, hot water, and had zero sulphur smell. Decor was lovely and ample storage space for your things. A/C and heat works great and no musty smells anywhere. Beds, outdoor furniture and couches very comfortable. Convenient off-street parking. Was too busy to enjoy the cabana amenities but visited it briefly and it looked wonderful. Thank you Mary hope to return in the future!

What a beautiful home! We towed our boat from northeast Florida and were thrilled with how convenient it was to drop the boat in the local marina and keep it right behind the house. Sombrero Beach was down the road and a perfect location for our grandkids to swim and play in the sand. John could not have been more helpful and responded quickly to all of my texts. We are already thinking about reserving again in the spring!

I recently stayed at Adriana’s beautiful waterfront Airbnb in Key Largo while in town for a wedding, and it was everything I could’ve hoped for. The views are absolutely breathtaking – you’re right on the water, so you get to wake up and unwind with the most serene backdrop. The house itself was pristine, showing how much care and attention Adriana puts into every detail. Adriana was an amazing host, incredibly responsive and genuinely helpful from the start of our stay to the finish. She made sure everything was in perfect order and was always just a message away if we needed anything. A huge plus was being able to bring my two dogs along, which made the experience even more memorable. They loved exploring the area as much as I did! Overall, it was a fantastic experience, and I would absolutely stay here again. If you’re looking for a relaxing waterfront getaway in Key Largo, Adriana’s place is a gem!

We really enjoyed our stay. The host, Sherry, gave timely information and quickly responded to messages. We were pleasantly surprised by the number of amenities that were available to us at the house. The Cabana Club was a real hit with my teenage daughters. It had reasonably priced drinks and lunch type meals. They enjoyed just laying by the pool or beach and sun tanning. We saw manatees one of the evenings right in the backyard of the home.

Everything was excellent. Only complaint would be the bicycles. One bike was usable but the seat was loose and we didn’t have tools to fix it. The other adult bike’s chain was rusted so bad it wasn’t usable. We still had an excellent experience.

Giselle and Javier were awesome with communication, they gave us a ton of recommendations for food and we tried out almost all of them. Some of the best food we’d ever had and a lot of them were within walking distance of the house! The house was perfect, light, clean, and modern. We were able to catch fish off the dock and even saw a few manatees come through. Probably the best Airbnb we’ve stayed in overall!!

We very much enjoyed our stay. Largo was a very kind and helpful host. The ocean views are beautiful and we enjoyed the pool and the private beach. We would love to come back.

This place was amazing condo had everything , super clean , well stocked and the community was great. The view from the condo was a million dollar view. The unit was super clean and beds were super comfortable. We will be back for sure. Loved our stay.

Pamela’s place was absolutely perfect. She has really thought of every single thing you could need for a comfortable stay. We enjoyed using the bikes in the morning and walking to the private gated beach in the evening. The place is absolutely adorable and so nicely themed. The backyard is an oasis of relaxation. There were several places nearby to eat and go for entertainment. We highly recommend Snappers for a chill vibe by the water with food drinks and live music!! Could not have asked for a better host and stay. Will definitely seek this place out again if we ever stay in the Keys in the future.

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!!

Nicole’s condo was beautiful! She has thought of everything, from a well-appointed kitchen to shampoo, conditioner and body wash in each shower. The condo is spotless with up-to-date decor and beautiful bedding. The beds were very comfortable too. We slept like babies! The grounds had a huge pool, hot tub and a small beach. The recent additions of a pool-side bar and beach cafe rounded out the amenities. Thank you, Nicole. We hope to come back soon!

We had a great time in Key Largo! Home is on a quiet street with excellent water views! We would certainly return in the future!

We booked this home last minute and now have our go-to vacation spot in Marathon! Alida is a friendly host with great communication. The home is very clean. Beds are very comfortable. Kitchen is well stocked with pots, pans, etc. The kayaks and paddle board made our vacation even more special! The steet is very quiet and peaceful. The setting in the back yard is very private, as is the long dock. We had a 23' rental boat for our stay. The view is amazing and the sunsets are a special treat each evening. I very much appreciated the ample, comfortable seating everywhere - inside and outside of the home. Thank you Alida. We made great family memories here!

We had an amazing stay at the Pink Dolphin! Margaret and Phil (hosts) were incredibly nice and so down to earth. We really liked that this Airbnb did not feel commercial at all. It was private and had that “home” feel. A rare find when vacationing. We will definitely go back!

We had an amazing stay at this beautiful Airbnb in the Keys! The home was stunning, with all the amenities you could ask for, including a relaxing hot tub. The fishing right on the property made it even better – perfect for enjoying the local marine life. The host was incredibly accommodating and made sure we had everything we needed for a perfect getaway. Highly recommend this spot for anyone looking for a peaceful and fun escape!

This was the perfect place to meet up for a Christmas gathering with our adult children. The home was so nicely decorated and furnished and had EVERYTHING we could have needed for a three day stay. There was plenty to do on the Venture Out Resort property and anything else you’d want or need is within driving distance. Will definitely stay here again!

Great place to stay for our family of 3 and with a small boat. The home was well stocked with everything our family would need to have endless fun on the water on or shore. The bedrooms were great size. The view was spectacular and the home was well kept. The beds were comfortable and the bathrooms were nice. Plenty of hot water and water pressure. We were able to rent a spot for our boat trailer with the city. We went fishing almost every day in the areas around Key Colony. Enjoyed parks and restaurants in the area in the afternoon and evening. Lots to do. The turtle hospital was great!! Took a day trip to Key West. Very centrally located in the keys. A Publix and WalGreens just down the road. My daughter got something in her eye and we had to go to urgent care. It was less than a mile away and they were great. Called in prescription to Publix and we were back on the water. Hosts were extremely friendly and quick to respond. We would stay again.

This house was in a great central location to Sombrero Beach's other family attractions. All the beds were comfortable, and the upstairs had a stunning view. I only wish the house had more items you could use on a vacation, like beach chairs, an umbrella, more beach towels, etc.

Great space for 4! We loved the peace and quiet of the area and yet close enough to great restaurants, beaches (Sunset beach is just a 5 minute walk), and other attractions! We loved having a pool and hot tub. We also were thrilled to see a mama manatee and her baby right at our dock!