The charm and uniqueness of it captures me. 

Is it especially cute or charming or spacious?

Finally I found my Los Angeles realtor (third time's the charm) who was and is an all-star and she also sold my house for me in late-2020 when I left California. 

I've been helping folks navigate this market for the past 20 years, and I can tell you, combining a personal residence with rental income is a game changer.Just last year, my friend Dom helped a new investor find a charming duplex in East Austin.

Whole historic neighborhoods may be wiped out and lose the charm and character that made them attractive before.

Purchase price: $40,000 Cash invested: $120,000 Full of charm 2.5 Story Home Featuring: 4 Bedrooms, 2 Bathrooms, Hardwood Floors, Fireplace, Basement, Covered Porch.

I actually spent some time stationed not too far from there, so I can definitely relate to Florida’s charm. 

However, there are some challenges to keep in mind:Regulatory Variations: Regulations can vary widely between locations and are constantly evolving.Active Management: STRs require more hands-on management for guest turnover and communication.Additional Costs: Don’t forget about expenses for furnishings, cleaning, and possibly hiring a property manager.If you’re looking for STR-friendly areas, consider these locations, as others can be too expensive to consider, such as Snowmass Village or Aspen:Breckenridge: The most visited ski resort in North America, attracting around 3 million tourists each year.Steamboat Springs: A popular year-round destination for winter sports and summer activities.Keystone: Great for those wanting a less crowded resort experience.Divide & Florissant: Charming mountain towns close to Colorado Springs.Fairplay: Just 30 minutes south of Breckenridge, with an impressive 82% Airbnb occupancy rate.Cripple Creek: A former mining town now known for casinos and outdoor activities.Park County: Very Airbnb-friendly, though regulations may change.Here are some strategies to help you succeed in the STR market:Hybrid Model: Consider using some units for STRs and others for long-term rentals to balance income.Research Local Regulations: Always check the current rules in your target areas before investing.Year-Round Appeal: Focus on locations that attract visitors in all seasons.Quality Furnishings: Invest in quality to justify higher nightly rates and attract better guests.Dynamic Pricing: Use pricing strategies to maximize revenue during peak seasons while maintaining occupancy in the off-season.Stay Flexible: Be ready to adapt your strategy as the market and regulations change.While Colorado’s STR market offers exciting opportunities, it’s essential to approach it strategically.

It's easy to fall in love with a charming fixer-upper, only to realize you've bitten off more than you can chew.

All the pre-war charm.