Longboat Key Vacation Rentals

At The Longboat Key Golf Club, boasting two remarkable courses, you’ll find yourself immersed in top-tier golfing amidst picturesque landscapes. Tennis enthusiasts will also appreciate the Longboat Key Public Tennis Center, where you can enjoy thrilling matches while improving your backhand.

Indulge in rejuvenating massages, soothing facials, and revitalizing body treatments amidst serene coastal surroundings. Experience the epitome of relaxation and self-care with expert therapists and luxurious spa amenities.

St. Armands Circle is a vibrant shopping and dining district, offering a variety of boutiques, galleries, and specialty shops. With its cobblestone streets and diverse range of restaurants, it’s the perfect place to enjoy a delightful meal or leisurely evening stroll. Throughout the year, St. Armands Circle also hosts many events such as craft festivals, sidewalk sales, exotic car shows, and holiday-themed events.

Embark on an unforgettable aquatic adventures as you immerse yourself in the beauty of Longboat Key’s surrounding waters. Opt for a thrilling dolphin sunset cruise or extend your adventure with a half-day fishing excursion or full-day island exploration trip. Some trips feature snorkeling and encounters with dolphins, manatees, and other marine life.

Longboat Key is renowned for its upscale dining scene, where fresh seafood takes center stage and outdoor dining thrives in the tropical ambiance. Indulge in the inventive, upscale menus that blend southern influences, locally-sourced ingredients, and innovative flavors. From upscale establishments to charming cafes, the culinary scene is vibrant and varied.

Embrace the adventurous spirit at Longboat Key as you dive into a world of exciting watersports. Explore stand-up paddleboarding, jet skiing, or kayaking while keeping an eye out for local wildlife, including dolphins, sea turtles, and diving seabirds. Enhance your experience by joining a guided adventure, led by experts who know exactly where to spot these amazing creatures.

Cast your line and reel in an impressive variety of species such as snook, flounder, ladyfish, pompano, and speckled sea trout. Explore pier fishing at Bayfront Park, the fishing pier behind Mote Marine, or the Longboat Key Public Pier. For a thrilling challenge, venture to the Longboat Key Pass Bascule Bridge where pompano, bluefish, sheepshead, snook, and snapper await your skilled angling.

Julie Wilson comes to SkyRun Longboat Key with an abundance of experience and success in vacation rental management. From sales and marketing to managing a large local vacation rental management company, Julie has extensive working knowledge of every aspect of the business. According to Julie, “SkyRun Longboat Key is a perfect fit for me because we share the same values of outstanding customer service and maximizing the income potential for every one of our homeowners.”

“Our emphasis is on local” according to Julie, “meaning a homeowner will never get lost in the shuffle or be passed off from one person to the next. We offer a concierge quality service to both the homeowner and guest at a very competitive rate.”

Julie is a full-time Longboat Key resident and is continually monitoring the vacation rental market. One high profile Real Estate Broker calls Julie “the most knowledgeable person in the area who understands the vacation rental management space. She is so helpful to my clients, and is an important resource for myself and our organization.”

When Julie is not working, she is enjoying this small slice of paradise playing on the beach, sailing at the Squadron, catching some fresh gulf snapper, and dining at all the locally owned restaurants!

Hans is an experienced entrepreneur with 15 years of business ownership experience, in addition to a successful career in sales, management & finance. Under his leadership, his previous company experienced tremendous growth through organic means and several strategic acquisitions.

After brokering a successful sale of that company in 2021, Hans turned his attention to vacation rental management and started SkyRun out of a desire to help homeowners and guests achieve their vacation dreams. Hans and his wife, Ellen, have enjoyed visiting Sarasota and the Keys for more than 15 years and have been homeowners and renters in the area for over 3 years. They have one core value – Good Karma. To them, that means they help first, they do the right thing, they have an abundance mindset, they have fun under pressure, and they always achieve a 5-star review.

The SkyRun Sarasota Team is local and are a quick phone call or visit away.

Kali Quinn, a Sarasota native, is a vacation professional with a passion for helping others create unforgettable memories. With extensive travel experience, she brings a wealth of knowledge and enthusiasm to her role- although Sarasota’s beaches are still her favorite. Her career highlights include customer service and leadership positions at renowned organizations such as Marriott Vacation Club and Walt Disney World. Kali’s dedication to excellence and her warm, friendly approach ensure that every guest feels special, making their vacation experiences truly magical.