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Colorado 14ers Near Aspen Snowmass: The Ultimate Summer Hiking Guide

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If summiting a Colorado 14er is on your bucket list, there’s no better place to start than Aspen Snowmass. Surrounded by some of Colorado’s most dramatic mountain scenery, Aspen offers access to everything from beginner-friendly fourteeners in the nearby Sawatch Range to legendary climbs like Capitol Peak and the Maroon Bells. Whether you’re chasing your … Read more

A Local Homeowner’s Guide to Vacation Rental Licensing in South Florida

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If you’ve been thinking about turning your South Florida property into a vacation rental, one of the first things you’ll run into is licensing and registration requirements. And honestly, this is usually the part that feels the most overwhelming for homeowners. Between city rules, county requirements, taxes, condo associations, and state licensing, it can feel … Read more

Aspen Ideas Festival 2026: The Week Aspen Becomes the Center of Global Conversation

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June 25 – July 1, 2026 Every summer, Aspen hosts some of the world’s most influential thinkers, innovators, policymakers, journalists, artists, entrepreneurs, and cultural leaders during the annual Aspen Ideas Festival. Returning June 25 through July 1, 2026, the Aspen Ideas Festival transforms Aspen into a global hub for conversations shaping the future of politics, technology, culture, … Read more

The Ultimate Summer Weekend in Charleston

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Downtown, Beach Time, and a SkyRun Home Base Charleston is one of those summer destinations that rewards travelers who plan just enough. You do not need to schedule every hour, but a smart weekend rhythm makes all the difference: arrive, settle in, explore downtown when the sun softens, hit the beach early, and leave plenty … Read more

Denver STR Market Insights | Issue #1 | June 2026

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The Middle Is Disappearing: Why Some Denver Airbnbs Are Pulling Away in 2026 A ground-level look at Red Rocks demand, shorter booking windows, pricing gaps, and why average listings are getting exposed faster than before. From the SkyRun Denver Desk Every month we will share observations, trends, and lessons from the Denver short-term rental market. … Read more

12 Things to Do in Breckenridge This Summer (2026 Guide)

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When most people think of Breckenridge, they picture powder days and ski lifts. But ask any local, and they’ll tell you summer is one of the best times to visit. Wildflowers cover the mountainsides, daytime temperatures typically stay in the 70s, and the town comes alive with festivals, outdoor concerts, hiking, biking, and family-friendly adventures. … Read more

The Complete Guest Guide: Summer in Park City & Deer Valley

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Your SkyRun vacation rental is your basecamp. Here’s everything you need to make the most of your mountain summer — from sunrise trail runs to sunset concerts under the Wasatch sky. Mountain Biking 400+ Miles of Trails, Lift-Accessed Riding, All Skill Levels BIKE PARKDeer Valley Bike Park The premier lift-accessed bike park in the region … Read more

Why Paying a Higher Property Management Commission Actually Puts More Money in Your Pocket

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It’s not about the percentage—it’s about the nightly rate, the guest experience, and the bottom line. When you’re shopping for a property management company, it’s tempting to go with the lowest commission rate. After all, why pay 25% if someone else offers 15%? But here’s the truth most owners overlook: commission percentage means nothing if … Read more

SkyRun Names 2026 Best of Brand Winners

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SkyRun Awarded our Best of Brand Honorees at Our Annual Conference We had a lot to celebrate at the annual SkyRun Conference in Puerto Rico. One of our favorite parts of the conference is honoring our top-performing locations. Each year, our locations partake in a little friendly competition to earn points as part of our … Read more

2026 SkyRun Annual Conference

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SkyRun Locations Gathered in Puerto Rico to Share Ideas and Celebrate Successes This year, we took our annual SkyRun conference to a sunny island locale. SkyRun franchisees and their key employees gathered in San Juan, Puerto Rico with other industry leaders from across the short-term rental space to discuss new ideas, strategies, and tools to … Read more

2026 Short Term Rental Market Outlook

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What the latest market data, regulation changes, and travel forecasts mean for the people who own vacation homes in 2026. The short-term rental industry spent most of the last five years swinging from one extreme to the other. After the pandemic-era boom, the post-boom correction, and a stretch where supply was growing faster than demand … Read more

Your Guide to the 2026 Food & Wine Classic in Aspen

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June 19–21, 2026 Every summer, Aspen transforms into one of the most exciting culinary destinations in the country during the annual Food & Wine Classic in Aspen. From June 19–21, 2026, chefs, sommeliers, restaurateurs, winemakers, and food lovers from around the world will gather in Aspen for three days of tastings, cooking demonstrations, wine seminars, … Read more