Local Hosts

Unlike big platforms, we’re local experts who know where every, beach,taco spot, and tiki bar are, and we’re here when you need us.

Handpicked Homes

We carefully vet every property, no outdated photos or mystery listings. Our homes are clean, comfortable, and ready when you arrive.

Book Direct & Save

Skip the service fees. Booking directly with us means you get the best rate.

Exceptional Homes. Elevated Experiences.

Discover Your Island Escape in the Florida Keys

Whether you’re planning a quiet couples’ escape, a family gathering by the water, or a long weekend with friends, our carefully selected homes offer the comfort, style, and privacy you expect – paired with personalized local service that makes every stay unforgettable.

Waterfront views & pools available
Designer interiors & fully stocked kitchens
Insider recommendations & concierge-style support

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Browse Our Rentals

Featured Vacation Rentals

Kokomo Views

This brand-new condo offers a flawless blend of style and comfort, featuring a designer-decorated 2-bedroom, 2-bathroom layout.

Bikini Bottom

Stunning professionally decorated 4 Bedroom 3 Bath in the Heart of Key Largo, FL.

Turtles Pace

Discover the perfect getaway in this beachfront condo in Key Colony Beach, FL.

Work With Us

Let Your Property Work for You—Without the Headache. At The Key to The Keys, we offer full-service vacation rental management tailored for discerning homeowners. From professional photography and optimized listings to guest screening, 24/7 support, and meticulous care—we handle everything so you can relax, knowing your home (and your ROI) is in expert hands.

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Local Roots. Exceptional Stays.

About Us

We’re a boutique vacation rental company based right here in the Florida Keys. Family-owned and deeply connected to the community, we’re passionate about creating seamless, memorable stays for guests—and delivering peace of mind to the homeowners who trust us.

Get to Know Us