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About Pinnacle Choice Properties

The Keys to Island Living

You’re on vacation. That means you deserve a vacation rental that is blissfully beautiful. How would you feel if you arrived in your island paradise only to find the rental that looked so good online, is hardly inviting at all in real life? To make it worse, the owners of the property don’t even try to fix the problem. No service, no professionalism, and no care.

It was vacation rental horror-stories like these that drove us to create Pinnacle Choice Properties. Because we believe that finding the best places to stay in the Florida Keys should be easy, honest, and (dare we say) fun! Our goal is to offer unrivaled customer service while providing beautiful accommodations in the most desirable locations in the Upper Keys. From booking your rental to enjoying the last day of your incredible vacation, we make sure every part of your experience is even better than you imagined. Everyone on the Pinnacle team has been born and raised in the Keys, so we have the inside scoop on everything local. From the best food to the best adventures, if you want to see the Keys like we do, just ask! At Pinnacle Choice Properties we love our island home, and we can’t wait to share it with you.

Click here to browse our rental properties and book your fabulous island stay today!

Great stay. Will definitely be back. Unit has everything you need. Ocean Pointe is a beautiful resort that has great pool with a pool bar. Nice little beach with cafe that also has light food and drinks. Marina is very pretty as well. The key to ocean pointe is renting with someone like Largo so there is no bait and switch on your unit. Largo is great to deal with!

Eleanor K.

We are very pleased with this property. The condo is absolutely beautiful. Recently renovated, nice appliances, impeccable, spacious, beds are super comfortable and has nice sheets. Partial ocean view. Nice building and well maintained. Big and nice pool too. Close to everything. Fantastic customer service. Largo was a real pleasure to deal with. Could not be happier with our experience there.

Jeff D.

The unit is VERY nice. Just as nice as represented in the pictures here. The view is amazing. The complex is quiet and beautiful. Everything was clean, and the staff are professional and very courteous. The owner was responsive and friendly. I cannot recommend this property highly enough! I hope we can get back here in the future.

Rolli O.

Owner & Property Manager

Hi, I'm Largo! Your Florida Keys insider.

Born and raised in the Florida Keys, Largo grew up swimming in the Florida Bay, snorkeling the reefs, and exploring mangrove trails. As a full-time island resident, she knows the perfect spot to unwind and watch the sunset. Looking for restaurant recommendations? Largo knows just the place! With insider knowledge, this conch makes for a valuable property manager. She prides herself of hospitable, warm customer service and welcomes you to paradise with open arms and a smile!

Mother of two beach babes, and living the island life.