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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

Verified Host
Aerial view showcasing the property's prime beachfront location on Florida's stunning emerald coast, with pristine white sand beaches and turquoise Gulf waters just steps away.

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La Vista

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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

Relax in this cozy, coastal living room with plush seating, natural textures, and a built-in wine bar.

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Sea Foam Sanctuary 128

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2.0br | 2.0ba | Sleeps 6

Family Room with view of golf course

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Cajun Fun 1060

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1.0br | 1.0ba | Sleeps 4

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

Sink into plush blue recliners in your spacious living room, where coastal artwork and warm lighting create the perfect retreat.

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Hook, Wine, & Linger 9132

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2.0br | 2.0ba | Sleeps 7

Sink into your spacious living room where coastal charm meets comfort—plush seating, warm wood accents, and abundant natural light create your perfect retreat.

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Hoosier Holiday 2038

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1.0br | 1.0ba | Sleeps 4

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

Aerial View

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Happy Beach Villa 35

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3.0br | 2.0ba | Sleeps 9

Wake up to stunning ocean views from your comfortable bed, with beach access just steps away through your private patio doors.

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Grandview 150

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2.0br | 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

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

Bright, beautifully furnished living area with scenic lake views and direct patio access—perfect for relaxing coastal mornings and sunsets.

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Chick n Dudes Beach Escape 122

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2.0br | 2.0ba | Sleeps 8

Updated Kitchen

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Sea Salt 166

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2.0br | 2.0ba | Sleeps 6

Spacious open layout with coastal charm, featuring a full kitchen, bar seating, dining table for four, and a cozy living area—perfect for relaxing and entertaining by the lake.

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Family Tides 107

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3.0br | 2.0ba | Sleeps 6

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