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Privately owned Gulf Coast vacation rentals and properties
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Property Host:

SkyRun Destin 30A

SkyRun Vacation Rentals was founded in 2004 by Barry Cox and Steve Falk in Keystone, Colorado. What began as a single-location vacation rental property management company quickly grew into something much more. Motivated by their own experiences with short-term rental management, Barry and Steve set out to create a better solution for homeowners and guests alike. Their mission was simple: provide exceptional service, local expertise, and a personal touch. Recognizing the growing demand for vacation rentals in other leisure markets, Barry and Steve realized that SkyRun’s unique brand, innovative systems, and proven processes could be successfully applied in new locations. However, they never lost sight of one core principle—local ownership. They believed that by empowering local operators, SkyRun could deliver superior service to homeowners and guests while fostering strong community ties. In 2014, Barry brought the SkyRun vision to the Destin, Florida area opening his very own branch. This expansion brought SkyRun’s commitment to exceptional vacation experiences to one of the most sought-after beach destinations in the U.S. In the spring of 2021, SkyRun faced a tremendous loss with the passing of founder and CEO Barry Cox after a courageous battle with cancer. His legacy, however, lives on through the SkyRun brand and its community of dedicated local owners. Today, the Destin location is proudly owned and operated by David and Leslie Seay, who continue to uphold Barry’s vision of providing personalized, high-quality vacation rental experiences. Deeply rooted in the Destin community, David and Leslie are committed to offering homeowners and guests the same warmth, care, and professionalism that SkyRun has been known for since its inception. At SkyRun Vacation Rentals, we believe that vacations are more than just a getaway—they’re an opportunity to create lifelong memories. Whether you're a homeowner looking for reliable property management or a guest seeking your perfect vacation home, our local team is here to help you experience the best that Destin has to offer.

My Vacation Rental Listings

View of the pool from the balcony.

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La Vista

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2.0br | 2.0ba | Sleeps 6

Bright and breezy, this open layout features coastal tones, sleek counters, and relaxed beachy charm.

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Sea Foam Sanctuary 128

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2.0br | 2.0ba | Sleeps 6

Modern kitchen with a large granite island, stainless steel appliances, white shaker cabinets, tile backsplash, and recessed lighting. Features include bar seating, hardwood floors, and a mirrored wall for added depth.

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High Tides and High Proof 105

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2.0br | 2.0ba | Sleeps 8

Costa Del Mar's unobstructed view of Gulf of Mexico from your private balcony

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Costa del Mar

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1.0br | 2.0ba | Sleeps 6

Sink into plush seating and unwind in your bright, airy living space with garden views and tropical breezes flowing through.

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Now or Never 9117

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2.0br | 2.0ba | Sleeps 6

Unwind in your spacious living area with comfortable leather seating, tropical breezes from your private balcony, and soothing coastal views to enhance your relaxation.

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Cajun Respite 283

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3.0br | 2.0ba | Sleeps 9

Updated Kitchen

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Sea Salt 166

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2.0br | 2.0ba | Sleeps 6

A welcoming coastal hub in Gulf Place, this charming town center blends relaxed 30A vibes with walkable shops, cafes, and dining just steps from the beach, perfect for sunset strolls!

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Sea You Soon

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1.0br | 1.0ba | Sleeps 4

Your bright, open kitchen flows seamlessly into the dining and living areas, creating the perfect space for memorable meals together.

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Hoosier Holiday 2038

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1.0br | 1.0ba | Sleeps 4

Downstairs Patio

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Happy Beach Villa 35

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3.0br | 2.0ba | Sleeps 9

Cajun Fun 1060

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Cajun Fun 1060

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1.0br | 1.0ba | Sleeps 4

Step into your welcoming hallway where thoughtful touches and warm lighting create an inviting atmosphere that flows seamlessly throughout your home.

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Hook, Wine, & Linger 9132

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2.0br | 2.0ba | Sleeps 7

Open living area

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Chick n Dudes Beach Escape 122

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2.0br | 2.0ba | Sleeps 8

Your spacious waterfront retreat features a sleek modern kitchen flowing into a comfortable living area with stunning lake views right outside your door.

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Beach Blessings 106

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3.0br | 3.0ba | Sleeps 6

Spacious open layout with quartz countertops, navy cabinets, and lake views from the kitchen—perfect for entertaining and relaxing in style.

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Family Tides 107

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3.0br | 2.0ba | Sleeps 6

Kitchen with breakfast bar seating for three

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Grandview 150

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2.0br | 2.0ba | Sleeps 6