Southern Diversion Estate Islamorada

For the price of the property, I would've thought the kitchen amenities would've been better. Keurig coffee pot didn't work, half the outlets were out, oven was shotty at best. Location and the rest of the property were spectacular!!

The house is amazing. An oasis of tranquility. Not on the main road. The grounds are magnificent. The beach is beautiful. The pool is ground level and very nice. The house was perfectly clean and maintained. Great communication. Highly recommend.

The property manager was very helpful for little things that came up, was very attentive and reaponsive. The house had a beautiful view and was a great place for our family reunion!

Thank you for having us. We had a wonderful time.

A breathtaking property located right in the village with everything nearby (Publix, Starbucks, all the great restaurants, and breweries). Home was super comfortable and pool/beach footsteps away. We went for long walks each evening and enjoyed being in the Village of Islamora!We had a small issue with the hot water heater and the host had a plumber there ASAP (on a Sunday) to resolve the issue. So pleased we are looking to book another week in Spring 2026

The pool was great I did have a little problem with maintenance crew showing up without my knowledge the pool guy then the chlorine guy and we had a crew removing pavers from the front of the property without notification we just saw a bunch of guys outside making a mess which again I was not notified. The property especially the bathrooms need major upgrades.

We just returned from a family vacation in this rental. We had 15 people ranging in ages from 8-77. The house is in a perfect location, close to everything in Islamorada. The inside of the house has plenty of space and the kitchen is well equipped. Washer and Dryer work great. The property is beautiful with an amazing view! Pool is clean with plenty of outdoor seating and lounge chairs. The local caretaker of the house, was easy and quick to communicate with. A few FYI’s- There are 5 bedrooms, 3.5 baths…two of the bathrooms are en-suites, so you will need to share the third full bath. - Dock and Boats - we rented TWO 22ft boats for the week, but the boat rental company would not allow us to keep the boats overnight at the rental house due to its location of the ocean and tides. We were not happy about this, but thankfully the marina was a quick 5 minute drive to the house. We later arrived to the house and the tide was VERY low, so we realized there was no way we could have kept both of the boats at the house. It did look like there was a small cut to get a boat in, but would have been difficult for my parents to get in and out of the boats. - Seaweed smell was pretty harsh at high tide, but was likely just the time of year and nature. All in all we had a great time and the property is amazing!! I would recommend if you do not plan to keep a boat at the house.

Watching a sunrise every morning from a private beach is amazing. It's well-situated, comfortable, clean, and very dated. There are literally plastic ties holding handrail pickets in place. We overlooked these as the place really was comfortable.All went well the first several days, until on Friday night (8-ish PM) as my friend and I were on the dock enjoying a drink (wives inside), and a stranger walked up behind us and started talking about needing to service the air conditioner. My friend (a state trooper) sensed something out of order: Friday night after dark, a shadowy figure approaches us from behind, dressed like someone just off a fishing boat, in a beat-up truck. We asked him to leave, as we had not heard from the property manager about any service. The whole affair was quite sketchy.We packed up the next morning, a day early. In speaking with the property manager the next morning, he told me this guy called him at 9 PM the previous night and told the manager we made him leave.The manager didn't think it was important, and didn't bother to call at all to vouch for the situation. It wasn't until I called him the nearly 24 hours later that he told me the service tech was legit.Communication with the owner wasn't great. I was hoping to use the boat lift -- and mentioned in my booking request, but got no answer on that. When I asked again, I got a curt answer: Lift not available. Not functioning currently.I wouldn't rent here again.

Beautiful setting in Islamorada! Outdoor area is well maintained with a beautiful pool and beach area. The house is somewhat dated but very functional for a beach vacation. There are several great restaurants nearby. The property manager is very responsive. Would rent again.

Was there before and would go back again

This property has a beautiful pool, grounds, and ocean front view. However, the house itself needs updating and cleaning.

This was an opportunity for our family to gather after an 8 month separation due to one of us being out of the country. This home offered a beautiful retreat to do just that. It is a little slice of paradise! It actually isn’t little. There were plenty of beds for everyone, 2 acres to run around throwing the football, a beautiful private beach (very unusual in this part of Florida), a heated pool overlooking the ocean, a basketball goal,the opportunity to paddle board and kayak, and more. We also enjoyed just lounging around. There were plenty of Adirondack chairs, a hammock under two palm trees, and several chaise lounges as well. We played games at the indoor dining table at night and we ate outside at the tables on the upper porch. There were several spots to choose from for dining. We loved this home and property and would definitely recommend it highly if visiting the Keys! The host was great as well and had many suggestions for restaurants and for things to do in the area. Great trip!

The house was comfortable. The manager was exceptionally responsive. The owner was easy to reach. The one constant challenge was using our boat (27' Grady White) at low tide. The water depth at low tide is so low that we had to push our boat out 200+ yards. During many of these pushes the boat ran aground and required three men to push and pull with ropes.

Southern Diversion is a beautiful, comfortable Keys house, directly on the Atlantic ocean. The view from living spaces and most bedrooms is stunning! The 2 acre property is extra special for the Keys. The layout of the house worked well for our family with two primary bedrooms with en suites and bunk rooms for the younger children. The outside porch was a fun addition to the living space, and the pool deck with lots of shade was wonderful for kids and adults. The kitchen was outstanding with 6 bar stools for the large counter and all the dishes and extras needed. The second refrigerator in utility room was helpful for large family! The dock was an excellent amenity for our boat. And the location was excellent with all the nearby shops, Publix and restaurants. We rented a golf cart to get around. We usually stay further south in less populated areas, but Islamorada with its many conveniences and with the nearby snorkeling reefs and the sandbar makes it great for all the family. The host was very helpful with information before the trip. Hope to return in the future.