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12 Best STR Finds | February 21, 2025

The Market's Top Short Term Rentals – Yours Before Anyone Else.

February 21, 2025

Issue #103

Hey, Go-Getters. The short-term rental market is full of standouts, and today’s picks offer a little bit of everything—big space, big charm, and big value.

First up: a 6,000+ sq ft home in thriving Louisville, KY, complete with an in-ground pool—because spacious stays with resort-style amenities never go out of demand. Next, a classic craftsman in upstate New York, where timeless curb appeal meets warm interior details like exposed beam ceilings, rich wood trim, and hardwood floors—built for cozy, character-filled stays. And finally, a 2BR/2BA coastal getaway in Delaware for under $200K—a rare chance to own an affordable beach-area rental with serious earning potential. 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 the lineup? Share this newsletter with someone ready to make their next big move in the STR market. It would mean the world to me!

INVESTOR’S EDGE EXCLUSIVE

Palm Springs isn’t just a vacation spot—it’s a state of mind. With short-term rental occupancy rates holding strong at 70%+ year-round and a citywide ADR (average daily rate) hovering around $400 per night, it’s no surprise that this desert oasis remains one of the most profitable STR markets in California.

Today’s featured property is wrapped in mountain views, dripping in old-school Palm Springs charm, and centered around a sparkling pool that practically begs for a Negroni-fueled sunset moment. With an expected 6-figures in revenue and a 28% cash-on-cash return it’s a must see.

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

There’s something magical about this 7-bedroom, all en suite, 9-bath home. Maybe it’s the cottage-chic charm, the expansive yard designed for both relaxation and entertainment, or the peaceful setting surrounded by nature. Sitting on over an acre, this property offers endless ways to enjoy the outdoors—from lounging on the spacious decks to soaking in the hot tub inside the charming gazebo. The expansive yard features a tranquil pond, a bubbling creek, and multiple seating areas, creating the perfect setting to relax and unwind. Beyond the yard, an open meadow leads to the Big Niangua, offering an ideal spot for kayaking or canoeing. Inside, the home is a masterpiece of thoughtfully curated cottage-style charm, beautifully decorated and designed for comfort. Currently operating as the highly rated Humming Bird Bed & Breakfast, this property is also ideal as a multi-generational private residence or a thriving VRBO/Airbnb with three separate living areas. Located just minutes from Ha Ha Tonka State Park, the Castle Ruins, and scenic trailheads, this one-of-a-kind home is ready to welcome its next owner. Watch the video and check the attachments for all the updates and more details!

  • Price: $649,000

  • BR/Bath: 7 Bedroom / 9 Bath

  • Sq. Feet: 5,513

  • Avg. Daily Rate: $1,179

  • Expected Occupancy Rate: 42%

  • Expected Annual Revenue: $180,308

  • Expected Annual Cash Flow: $102,985

  • Expected Cash on Cash: 50.38%

Motivated sellers in the heart of Jeffersonville! Experience true Vermont nature while staying close to the action. You’ll fall in love with this unique log home on 40+ private acres, all within minutes of the village. Stepping inside, you’ll find an open foyer space. To the right is a large dining area and an L-shaped kitchen with beautiful new wood cabinetry and modern stainless steel appliances. Also on this floor is a living room with glass doors leading outside, a wood stove, and a full bathroom. The vaulted ceilings above the living room make this space feel enormous! Up the central stairs is a large open loft. The space at the top of the stairs is perfect for a bedroom and has a walk-in closet. At the other end of the loft is an additional living space perfect for an office, playroom, reading nook, or more! The loft space features lots of windows for natural light and has railing for safety. The lower level features two bedrooms with full-sized windows, plus a half bath. Light and bright, this level offers direct access outside and more beautiful wood details. Outside, you have 41.9 lush acres to enjoy - wooded for privacy - plus a shed and a wraparound porch. Perfect for seasonal enjoyment or year-round Vermont living, this special property can't be beat!

  • Price: $459,000

  • BR/Bath: 3 Bedroom / 2 Bath

  • Sq. Feet: 1,685

  • Avg. Daily Rate: $270

  • Expected Occupancy Rate: 80%

  • Expected Annual Revenue: $78,606

  • Expected Annual Cash Flow: $26,274

  • Expected Cash on Cash: 21.46%

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.