Find your dream vacation

Specializing in upscale waterfront homes and elite properties, Stay In The Florida Keys is proud to offer one of the largest
and most diverse selections of prestigious vacation properties in the Florida Keys.

We set the standard for quality of inventory, depth of experience, extraordinary local knowledge, island hospitality – and attentive, innovative, friendly service.

Our goal is to help you create memories you will treasure for a lifetime, making every step of the way a successful and satisfying experience. We provide an outstanding personal level of service that keeps our guests coming back year after year – and referring their friends and family to us with confidence.

 

Islamorada

Islamorada

Find your dream vacation home today!

Key Largo

Key Largo

Find your dream vacation home today!

Key West

Key West

Find your dream vacation home today!

Luxury Rentals

We are proud to offer one of the largest and most diverse selections of prestigious vacation properties in the Florida Keys. Specializing in upscale waterfront homes and elite properties.

We set the standard for quality of inventory, depth of experience, extraordinary local knowledge, island hospitality – and attentive, innovative, friendly service.

We are completely invested in making your vacation dreams come true, and we have the expertise and resources to bring them to reality.
It is a JOY to do so!

Luxury Amenities

Our vacation rentals feature the finest interior appointments in classic Keys Fashion that reflect their natural and island settings. Start every day off right with a home cooked breakfast in your fully equipped kitchen and enjoy them on the deck while gazing at the fabulous views as you eat.

Our homes have private areas for your relaxation and comfort. They have dockage and canals that lead to the ocean or the bay. Some have hot tubs and beautiful pools for that dive in for a refreshing swim. We promise that it will be everything that you are looking for in a Keys vacation.

Entertaining friends & family

As you explore the Florida Keys, you soon realize that each Island has it’s own unique character and charm. You might prefer Islamorada which is considered, ”The fishing capital of the World” and charter a boat for the best day of fishing. You might enjoy Key West with its shopping and night life.

We offer helpful information on area attractions, restaurants, night life, shops, parks and things to see and do while in the Keys. Whatever your preference, we can help you make the right choice for entertaining your family and friends.

Inquire about our properties today!
Toll Free: 1.877.352.5397