Majestic,Upscale,Sandy beach,pool,kayaks,bikes, EV

Just one year of guests, and the reviews say it ALL!

Escape to the ultimate paradise at our stunning oceanside estate in the Florida Keys. This majestic property is over 2.75 acres of landscaped beauty. There are over 100 palm trees with about 60 of them lit up at night, some of the tallest around including the largest enclinada tree in the Keys! Their graceful presence puts you in the Jimmy Buffett mode as the cooling Atlantic Ocean breeze blows in your hair.

When you relax in the pool, the view of Alligator Reef Light on the horizon and the boats going by provide a backdrop while sipping your margaritas. Never worry about a crowded beach. Swim in the crystal blue water or stay on top with our kayaks and paddleboards for exercise.

Consisting of 2 homes, the main is 1 bedroom and 1.5 baths while the other is 2 bedrooms and 1 bath, each with a fully stocked kitchen with all new stainless steel appliances and a living room with amazing ocean views. Amenities include your private heated (or cooled) salt-water pool, 4 kayaks, and 3 paddleboards among other items. Dog friendly and in the HEART of Islamorada on Upper Matecumbe, you will be less than a mile from Publix. And, of course, the homes are 100% smoke-free.

Since there are some great restaurants and bars very close, you can simply bike to them if you don't want to drive and worry about parking. Proximity is key as you are in the heart of Islamorada and very close to everything you need. There are plenty of opportunities for adventure. We supply 8 high-end 5-speed beach bikes with large tires for handling patches of sand. Islamorada Brewery is .25 miles away, and Chef Michaels is less than a mile.

Brizo faucets adorn all of our sinks and handpainted custom art adorns the walls. There are 5 50" Smart TVs with 150 channels of programming in addition to Netflix and Prime apps. Ubiquiti Enterprise-grade wifi covers every inch of the property for flawless high-speed internet. Our professional mosquito control system has spray heads throughout the property and keeps mosquitos at bay as it sprays throughout the day.

While drinking coffee in our outdoor living room, focus on the water, as there is a short window when dolphins feed on baitfish and come as close as 25' to our beach! This is truly the best way to start the day as you watch the sunrise. Enjoying a glass of wine out here at the end of the day brings you right back to where you started. Be sure to repeat daily.

The rare, plush green grass is a pleasure to walk on to and from the pool....a rarity in the keys. Our gated entrance keeps your stay private and secure. Did you drive your Tesla here? GREAT! We have an onsite charger for you as well. Stay here and you will see why we boast the best views and stay around!

This property used to be called H2O Villas years ago and had weddings almost weekly. Tarte Cosmetics bought it after that for their corporate headquarters and for photoshoots prior to our acquisition in June 2021. We intend to continue the wedding tradition in addition to a luxury beach rental for discerning people. This property is perfect for families, groups of friends, or anyone looking for a truly unforgettable vacation experience. Book your stay now and immerse yourself in the ultimate tropical paradise.

* We supply all linens, including beach towels
* 6 high-end bikes for getting around Upper Mat
* 2 Paddleboards
* 2 single person kayaks
* 2 dual-person kayaks
* Bocce Ball
* Cornhole
*Enterprise grade Wifi that covers the entire estate
* Tesla and EV charger
* JBL portable speak for pool tunes
* Fully stocked kitchen and all proper stemware for drinks
* Tempurpedic Adjustable bed in the main house
* Gated for privacy and security

This is a non-smoking property. There are no fences around the pool or ocean, so it is not advised for young children.

PLEASE NOTE: THERE IS AN EXTRA FEE FOR ALL WEDDINGS AND EVENTS. PLEASE INQUIRE. A 3,600 sq ft tiki provides an exceptional wedding cover that is lit up at night.

June through November is hurricane season in Florida, travel insurance is suggested during this time frame. May through September, sargassum can be plentiful on the beach but it is a necessary part of the fishing in the Keys.

Islamorada license # VR-235
Note: Outdoor (only) security cameras are placed in the following locations: 2 Ring and 1 camera outside of front gate entrance, 2 at the garage facing south at driveway and east of garage, 1 at main house at kayaks, and 6 at guest house facing 1 at Tesla charger, 1 at pool, 1 at beach, 1 at the driveway, 1 at guesthouse door, and 1 toward main house stairs. All are to mitigate trespassers when the home is empty and for theft, they are not monitored.
Check-in time: 15:00
Check-out time: 10:00

Registration Number: SR-235

Unique Benefits

Private beach unlike ANYWHERE in the keys, the only pool that sits ON the Atlantic ocean!

Area Information

In the heart of Islamorada, walking/biking distance from anything you'd need. Upper Matecumbe hosts restaurants, Publix, the Art District, dive centers, charter fishing, boat rental, jet ski rental, museums, and much more!

Attractions Within Walking Distance

Restaurants, bars, Publix, West Marine

Favorite Places To Eat

Square Grouper, Chef Michael, Tacos Jaliscos