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- 12 Best STR Finds | January 29, 2025
12 Best STR Finds | January 29, 2025
The Market's Top Short Term Rentals – Yours Before Anyone Else.
January 29, 2025 | Issue #83 |
Hey, friend! The short-term rental market is serving up some seriously irresistible opportunities today—are you ready to jump in?
First, a stunning 4BR/4.5BA home in historic Chicago, where original hardwood floors, gas-lamp ceiling medallions, and exquisite antique windows celebrate the city’s rich architectural heritage. Next, a short-term-rental-ready vacation home in Florida, just minutes from world-famous theme parks, shopping, and dining—because location is everything. And finally, a quintessential New England one-level retreat, perfectly positioned near watersports, ski resorts, hiking trails, and state parks—a four-season revenue generator in the making. These and more shared exclusively with Investor’s Edge readers.
Could one of these be your next income-producing gem? Sign up for a pro account today. Or feel free to enjoy the two properties shared below for free!
Loving this newsletter? Pass it along to someone who knows a great investment when they see one. It would mean the world to me!
INVESTOR’S EDGE EXCLUSIVE

Colorado’s short-term rental market is having a moment, and for good reason. With statewide STR demand up 18% year-over-year and mountain properties averaging occupancy rates north of 70% in peak seasons, investors are cashing in on travelers looking for that perfect balance of adventure and relaxation.
This stunning mountain retreat offers breathtaking views, full sun all year, and four separate decks where your future guests can sip their morning coffee while spotting elk and deer wandering by. The updates? Impeccable. Think a brand-new luxury kitchen, spa-like primary suite, and a hot tub installed in 2022—because après-ski vibes shouldn’t just be for ski towns.
Upgrade to Investor’s Edge to receive the details on this rental goldmine alongside:
10+ of my favorite handpicked properties to hit the market every single day… before everyone else.
An additional 40-80 amazing properties that didn’t make the newsletter each day in a running Google sheet.
The ‘Investment Analysis’ tool I use to evaluate my investment opportunities.
The ‘Monthly Revenue Tracker’ I use to manage my Airbnb P&L.
The ‘Mortgage Payoff & Amortization Schedule’ I use to monitor may pay down rate and property equity.
Quarterly in-depth write-ups to deliver must know industry trends.
All for about fifty cents a day. And, I’m currently offering the next 20 people who to sign up receive Investor’s Edge 52% off the standard price for the life of their subscription. Let’s make this the year you get the property that changes your life. Sign up below 👇
TODAY’S TOP PROPERTIES

AUCTION, SELLERS SAYS AUCTION! previously LISTED at 800000.00 Spanning over 3,900 sq. ft., WALK TO END OF STREET TO THE BEACH! TAKING HIGHEST & BEST OFFERS FOR THE 1ST 10 DAYS! HURRY DO NOT MISS OUT ON A DEAL OF A LIFE TIME! this residence has over 3900 sq ft. .AIRBNB OR VRBO! Home has a generous living room, a spacious kitchen complete with a central island, and plenty of cabinet and counter space, complemented by a charming breakfast nook. The high ceilings enhance the airy atmosphere throughout. The first floor features a master suite with its own private bath, along with an additional bedroom and bath. Venture upstairs to find another master suite, two more bedrooms, two baths, and a sizable bonus living room with a half bath. Outside, the private fenced yard boasts an inviting in ground swimming pool—ideal for both relaxation and entertaining. The 2nd floor was added in 2006, creating a perfect harmony of space, comfort, and prime location.for those that LOVE THE OCEAN!!!
Price: $699,000
BR/Bath: 5 Bedroom / 6 Bath
Sq. Feet: 3,905
Avg. Daily Rate: $820
Expected Occupancy Rate: 62%
Expected Annual Revenue: $186,447
Expected Annual Cash Flow: $105,228
Expected Cash on Cash: 52.66%

Cozy 2 bed 1 bath in Cloudcroft. Front deck is perfect for sipping your coffee in the morning and enjoying the wildlife! Small and cozy. Perfect for your mountain getaway!
Price: $165,000
BR/Bath: 2 Bedroom / 1 Bath
Sq. Feet: 525
Avg. Daily Rate: $154
Expected Occupancy Rate: 57%
Expected Annual Revenue: $32,272
Expected Annual Cash Flow: $4,175
Expected Cash on Cash: 9.67%
Subscribe to Investor’s Edge to read the rest.
By joining STR Daily Investor’s Edge you get to read the rest of this post and access to Premium Member only content like:
8+ of the best handpicked properties to hit the market every single day… before everyone else.
An additional 40-80 quality properties that didn’t make the newsletter each day in a running Google sheet.
The ‘Investment Analysis’ spreadsheet I use to evaluate my investment opportunities.
The ‘Monthly Revenue Tracker’ I use to manage my Airbnb P&L.
The ‘Mortgage Payoff & Amortization Schedule’ I use to monitor may pay down rate and property equity.
Quarterly in-depth write-ups to deliver must know industry trends.
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Buying a short term rental doesn’t need to be complicated. But, with more than 14,000 listings hitting the market every single day, the likelihood of you finding the right home at the right time feels damn near impossible.
You need to find the right location.
With the right unit economics.
And, the right style.
It’s tough.
But, when you do… it’s a game life changer.
The last Airbnb I purchased provides a 16.99% Cash on Cash return with $15,700+ in annual free cash flow after my mortgage and all expenses…
I hope this is a resource that saves you time, so you can make decisions in minutes and avoid missing out on the property that will change your life.
Disclaimer: The information provided on STR Daily is for informational purposes only and should not be considered financial advice. Short-term rental regulations change constantly, so please review local rules and regulations prior to any purchases. Projected cash-on-cash returns are based on a 20% down payment, estimated furnishing costs appropriate for the property size, and anticipated fees. Actual returns may vary. Please run the numbers yourself or consult a financial professional to assess risks and develop a strategy suited to your specific needs.