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- 10 Best STR Finds | May 7, 2025
10 Best STR Finds | May 7, 2025
The Market's Top Short Term Rentals – Yours Before Anyone Else.
May 11, 2025 | Issue # 177 |
STR DAILY
Today’s properties include 8 acres of pine trees in Colorado, an 1880s farmhouse retreat, and a turnkey short-term rental in a major college town. These and more inside.
Could one of these be your next income-producing gem? Let’s make this the year you get the property that changes your life. Enjoy and good luck!

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TODAY’S TOP PROPERTIES

Here’s what I love about it – 7.9 acres of pine-cloaked privacy minutes from Durango, where a wraparound deck and tranquil pond serve up mountain serenity on demand. The 3‑bed, 3‑bath main house plus lower‑level suite (treehouse envy for kids or turnkey Airbnb guests) flows effortlessly under a rustic wood fireplace. Gearheads and glampers unite with a detached 2‑car garage, RV hookup, and propane generator keeping adventures powered year‑round. Hot tub and hanging flower baskets? Consider al fresco hosting officially leveled up. With projected bookings near $78K, this cabin fever cure doubles as a cold‑hard cash cow in the Colorado pines.
Price: $775,000
BR/Bath: 3 Bedroom / 3 Bath
Sq. Feet: 2,539
Avg. Daily Rate: $361
Expected Occupancy Rate: 59%
Expected Annual Revenue: $77,995
Expected Annual Cash Flow: $19,847
Expected Cash on Cash: 9.75%

Here’s what I love about it – Theme-park royalty: 11 ensuite bedrooms—complete with Marvel, Ghostbusters, Spiderman, and Pirates bunk rooms—and a life‑size R2‑D2 arcade ensure nonstop guest thrills. Dual fridges, double dishwashers, and open‑concept living flow straight out to a private heated pool and spa for post‑ride decompression. Encore Resort’s water park, spa, and 24/7 concierge desk mean vacation fatigue is officially canceled. Projected bookings of $135.8K drive $56.9K in cash flow with a 20.7% cash‑on‑cash return, and the HOA even handles security, cleaning, and trash. Encore? More like endless returns—no autograph required.
Price: $989,798
BR/Bath: 11 Bedroom / 10 Bath
Sq. Feet: 4,707
Avg. Daily Rate: $765
Expected Occupancy Rate: 49%
Expected Annual Revenue: $135,838
Expected Annual Cash Flow: $56,864
Expected Cash on Cash: 20.70%

Here’s what I love about it – Lakefront luxe with mountain mojo—no HOA fees means every dock day is pure profit. This 2 BR/2 BA rustic-modern retreat flaunts panoramic water and peak views, a private dock, and a brand-new deck begging for sunrise sips. Thoughtful updates—new roof, expanded primary suite—whisper “hassle-free hosting,” while community pools, beaches, and kayak fleets pack your guest itineraries. Projected bookings of $56.5K translate to $19.7K in annual cash flow and a 16% cash‑on‑cash return—tranquility never looked so lucrative. Water you waiting for?
Price: $475,000
BR/Bath: 2 Bedroom / 2 Bath
Sq. Feet: 1,152
Avg. Daily Rate: $235
Expected Occupancy Rate: 66%
Expected Annual Revenue: $56,507
Expected Annual Cash Flow: $19,736
Expected Cash on Cash: 16.34%

Here’s what I love about it – Waterfront daydreams meet Rockport reality in this 2‑bed, 2‑bath coastal cutie—fully furnished and primed for front‑and‑back sunrise‑to‑sunset views. Upgrades galore: 2017 roof, brand‑new aerobic septic under contract, tankless water heater, whole‑home water softener, electronic return air filter, hurricane covers, storm doors, and a vigilant security system. Master suite spills onto a motorized‑canopy deck, while a private boat ramp, dock, detached garage, and shaded storage‑shed deck dial up the coastal convenience. Forecasting over $52K in bookings—about a 10% gross yield—this gem keeps your returns steady, no HOA anchor required. Rockport’s warm waters are ready; consider this your private dockside invitation.
Price: $519,000
BR/Bath: 2 Bedroom / 2 Bath
Sq. Feet: 1,080
Avg. Daily Rate: $245
Expected Occupancy Rate: 58%
Expected Annual Revenue: $52,075
Expected Annual Cash Flow: $13,155
Expected Cash on Cash: 10.11%

Here’s what I love about it – Six-bedroom, three-bath Tempe oasis where poolside dips, spa soaks, and game-night marathons all share the spotlight. A dedicated gym and bonus room keep fitness freaks and board‑game buffs equally satisfied. Minutes from ASU and major freeways, this turnkey rental turns college-town buzz into booking gold. With $91K in projected annual revenue and a 10.7% gross yield, it’s more than a home—it’s Tempe’s latest hot ticket. Game on.
Price: $850,000
BR/Bath: 6 Bedroom / 3 Bath
Sq. Feet: 2,298
Avg. Daily Rate: $441
Expected Occupancy Rate: 57%
Expected Annual Revenue: $91,083
Expected Annual Cash Flow: $26,588
Expected Cash on Cash: 12.17%

Here’s what I love about it – Historic charm meets modern luxe a block from Broadway—original custom banisters, archways, and tall ceilings give way to designer appliances and new windows whispering “Saratoga style.” Dual kitchens and zoned HVAC (plus a mini-split’d lower-level apartment) fuel in-law suites or multistream rentals pulling about $120K a year. Park six cars easily, then wander to mineral springs spas or live horse racing downtown—Saratoga’s sought-after blend of wellness and track action. With $51K projected cash flow and a 16% cash-on-cash return, this gem isn’t just a home, it’s your in-town side hustle. Broadway buzz? Now with ROI.
Price: $1,275,000
BR/Bath: 5 Bedroom / 5 Bath
Sq. Feet: 2,606
Avg. Daily Rate: $964
Expected Occupancy Rate: 43%
Expected Annual Revenue: $149,640
Expected Annual Cash Flow: $51,205
Expected Cash on Cash: 16.04%

Here’s what I love about it – Sam Noble’s 1880s carriage house—now a gourmet fan where history buffs and hobby farmers collide. Gourmet kitchen spills onto a waterfall-and-koi-pond patio perfect for barnyard serenades, while raised beds and fruit trees whisper farm-to-table fantasies. Master suite mornings? Serene as a private nature safari, complete with lush gardens and a secret sitting nook. Outdoor live-music patio? Encore optional. With projected bookings topping $53.8K, $20.5K in cash flow, and a 14.6% cash-on-cash return, this slice of Southern heritage proves vintage never goes out of style.
Price: $424,900
BR/Bath: 5 Bedroom / 4 Bath
Sq. Feet: 4,259
Avg. Daily Rate: $269
Expected Occupancy Rate: 55%
Expected Annual Revenue: $53,837
Expected Annual Cash Flow: $20,517
Expected Cash on Cash: 14.62%

Here’s what I love about it – This Victorian vision in Sayville’s South Saville enclave blends 19th‑century grandeur with modern updates and breezy Great South Bay vibes. Original coffered ceilings, bay windows, and double pocket doors flood the space, while hardwood floors and a wraparound porch stage both neighborly hellos and porch‑party prosecco. Flexible wings—convertible office (hello, fifth bedroom), walk‑up attic, and pool‑ready rear yard with detached garage—offer serious upside. Steps from Fire Island ferries, Smith Point beaches, and Oakdale’s hotspots, this Sayville stunner taps straight into coastal tourism. With $145K in bookings and $52K cash flow (17% cash‑on‑cash), the only thing making waves here is your ROI.
Price: $1,200,000
BR/Bath: 4 Bedroom / 3 Bath
Sq. Feet: 2,744
Avg. Daily Rate: $892
Expected Occupancy Rate: 45%
Expected Annual Revenue: $145,183
Expected Annual Cash Flow: $51,973
Expected Cash on Cash: 17.13%

Here’s what I love about it – Walk score envy meets refined charm on Milwaukee’s Lower East Side—coffee-to-curb strolls to the Art Museum, The Hop, and your future brunch favorites. This 3‑bed, 3‑bath beauty winks with stained‑glass windows, granite countertops, and a wet bar that practically demands happy hour. An enclosed patio transforms into your private urban oasis, perfect for sipping summer evenings. With $37.7K in projected cash flow and a 28.9% cash‑on‑cash return, this property pours serious returns. Milwaukee’s hottest spots? Right outside your door—and your bottom line just got a glow‑up.
Price: $495,000
BR/Bath: 3 Bedroom / 3 Bath
Sq. Feet: 1,654
Avg. Daily Rate: $544
Expected Occupancy Rate: 40%
Expected Annual Revenue: $78,532
Expected Annual Cash Flow: $37,659
Expected Cash on Cash: 28.88%

Here’s what I love about it - Rustic-meets-luxe Catskill farmstead with a brand-new metal roof, original hardwood floors, and overhead beams that scream “storybook escape.” Open-concept kitchen pours mountain and meadow views through glass French doors onto a wrap-around porch (sunrise chasers, alert!). Cedar barn doubles as a 2,000 sq ft VIP playground—garage, radiant-heat lounge, bar, and deck with peak panoramas that deliver serious yard envy. Hike buffs rejoice: Willow Trailhead is a doorstep away, with Woodstock’s art scene and Phoenicia’s brews just 7 miles down the road. Projected cash flow of $52K+ and a cash-on-cash return north of 25% make this retreat a harvest of high returns.
Price: $799,000
BR/Bath: 5 Bedroom / 4 Bath
Sq. Feet: 1,908
Avg. Daily Rate: $484
Expected Occupancy Rate: 66%
Expected Annual Revenue: $116,965
Expected Annual Cash Flow: $52,264
Expected Cash on Cash: 25.76%
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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.