Mansion holiday rentals in Key West

We celebrated our 50 anniversary and the location and house were perfect. The added bonus was the dock- our children and grandchildren had a ball fishing and seeing the marine life- which included a friendly manatee and nurse shark, puffer fish, pencil fish and baby snapper fish. We had a daily visit from a pelican. Anyone loving the water will be happy here. Another bonus is the three levels of decks so all could spread out. We’re hoping to get back next year, Timothy!

This place was beautiful. Wonderful waterfront location, sunset views every night, fantastic pool for the kids and tons of "toys" to play with- bikes, pool toys, fishing gear, cooler, beach stuff. The house was absolutely beautiful and the layout perfect for our group of 9- 7 adults and 2 kids. Everyone had a dedicated bathroom, the kitchen is fully stocked, and the space is just so thoughtfully designed. You may think you're close to your neighbors but the way the properties are landscaped you always feel like you have privacy. I can't recommend this spot enough- you can even walk to some fun restaurants and bars without dealing with the noise or ruckus. Meredith is super responsive to any concerns and the local recommendations were perfect. Thank you for a fantastic stay!

It was an awesome place! Beautiful, clean, and cozy! You can pull your boat right up to the dock! easy access threw the canal to the ocean and a couple of restraunts! pools nice! plenty of room for a big family! All of your amenities are nearby! Grocery store, restraunts, bars if your into that, gift shops and more!

We thoroughly enjoyed our week at Matt’s place! As a host, Matt was quick to answer our questions and provide what we needed. The location is excellent, with the canal views from the back yard and a few minutes walk to the beach.

This house was awesome!!!!!!! So clean and organized and it had everything you could possibly need!!! We took our boat and it was wonderful having it right at the dock! Hot tub, fish cleaning station, outdoor dining table! David was super responsive and we will definitely go back! We enjoyed the grill and the outdoor bikes and it was wonderful having an ice machine! Bedrooms large with soooo much storage! Bathrooms awesome too! Just can’t say enough good things about this air b and b and the host David! Great restaurants around by car and by boat. The dock was perfect place to sit and have coffee in the Adirondack chairs on the canal! Lots of friendly neighbors! Very quaint and quiet neighborhood and felt safe on my morning runs! Sunset park half mile away! Loved it!

We had an amazing time at Seascape Point during our first family trip to Marathon! The home was absolutely perfect for our crew—my wife, our three kids, and me. The kids had an absolute blast hunting for crabs, fishing, and swimming all week long. The property was well-suited for our family’s needs, and it made for a memorable vacation. Thank you for helping make this trip such a great one—we’d love to come back!

This unit is near the desirable mile markers in Islamorada. Very close to the best restaurants and across the street from Islamorada Brewing Co. We also walked to Mangrove Mikes Diner for a genuine keys breakfast. Easy walk to the gulfside amenity area.

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.

Although the place wasn’t ready when we arrived, Ryan was a great communicator! He addressed every issue we had (which were NOT within his control) and responded in a timely manner. He offered a fair solution and allowed us to sit back, relax and enjoy paradise! I’d highly recommend and hope to be back sometime soon!

The house was spacious and clean, and we got good use out of the pool and hot tub. Bert requires signing a separate contract after booking on AirBnB, but worked with us to tailor the language. Towels are provided but be prepared to bring most other amenities like shampoo, etc yourself. Also, be aware that Sunrise Drive is a private road and you cannot access the beach there - Sombrero Beach is about a 15 minute walk, but definitely worth the walk!

The home was everything that the owner posted and more! Clean, neat and perfectly furnished. Fully stocked kitchen and all the appliances you need. Location and surroundings were beautiful. Easy walk to Sunset Park with a beautiful beach and pier. Cute shops and restaurants also in walking distance. Pool area was like a private resort. Screened in lanai was perfect for morning coffee and evening relaxation. Owners are very attentive and thoughtful. Little touches like laundry/dishwasher tabs, extra paper products, and toiletries just made it even more comfortable. Would definitely stay here again and recommend to anyone!

We did a couples’ trip with our three toddlers and had a wonderful stay at Ruth’s place! We had everything we needed and the location was awesome - close to beautiful Sombrero beach, restaurants, nightlife and had a dock where we could dock our rental boat. Would come back in a heartbeat!

Great place to stay! I would come back. was hoping to see manatees but you can't control nature. Great set up for. families with kids.

We loved our latest stay in Marathon. We traveled with two families (2 teens, 2 older children). The house layout was perfect for our group. It was nice to have the kitchenette downstairs by the patio slider for pool snacks (small microwave) and clean-up from beach days/pool days. The beds were all newer, stylist beach decor, & ample space. There is lots of indoor and outdoor (covered and uncovered) table/conversation seating. The pool and hot tub were great. We spent many nights in the hot tub looking at the stars and relaxing. Although, you on a canal with other houses, it’s very quiet. The canal had fish, sharks, and even a cute manatee that visited in the morning. Our kids loved fishing daily. As for location, it’s perfect. You’re only a few miles from Sombero Beach, Sunset Beach, and 7 mile bridge. Publix, bait shops, restaurants all within a short drive. You cannot walk to beaches, but we didn’t mind this. There is a bike trail on Aviation Rd. Near the house.

We booked the Snapper House last minute for a group of 7 and everything worked out perfectly. The house was extremely clean and perfectly set up for an Airbnb, with a great design that made our trip really comfortable. Marjorie and Sean were fantastic to work with and provided clear and proactive communication throughout the stay. We were able to rent a boat from a nearby place and take full advantage of the dock for boating and fishing. We also enjoyed the pool deck, ping pong table and outdoor grill area. We'd gladly book here again!

If you have a family this is an awesome spot. Great fishing right off the dock, and frank is wonderful to deal with. Do yourself a favor and book this home!

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.

Great location! lots of funny activities within 10minutes of drive

Great property all around!! The pool was big enough for 10 people without being crowned. We utilized the kayaks, paddle boards and hammocks multiple times. The kitchen was fully stocked with everything except a blender. We even could have baked cupcakes if we wanted!! We were able to catch enough fish to have a taco night for everyone, which was an extra bonus. It was 35-40 min. to Key West, which was far enough for peace and quiet, but not too far to enjoy the fun there. We were able to walk to Kiki’s down the street, which was also nice. I would definitely recommend and stay again!

great location and great views

Andrew was a fantastic host. He provided multiple ways to communicate with him, and was always responsive to any questions. The house was just as described, and provided more than enough accommodation for our group. We would definitely rent from Andrew again, it was a pleasure. The property is plenty large enough for the boat, trailer, and several cars if needed. thanks, Eddie

John is a great host, and Steve is incredible. There were a couple unforseen maintenance items that happened during our stay and response to fix items was immediately taken care of. Lots of space in the unit for our family of eight. Grandkids loved fishing off the pier and the heated pool. Definitely a vacation our family will treasure

Best best best- Jorge is the absolute best. Place was great for our family of 6 and so convenient and central to everything, esp restaurants, Publix and the beach (that we biked too with bikes Jorge condo provided). A plus trip bc of his place and his incredible responsiveness and niceness. Paul

Beautiful view and clean home. Watch gorgeous sunrises right from the screened in porch or out on the dock. Great local restaurants close. We highly recommend The No Name Pub (amazing pizza, and make sure you bring a dollar for their wall). The Bent Prop was another favorite and was only about half a mile away. Breakfast recommendation is to go to Key West to Blue Heaven (try the banana bread)!