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12 Best STR Finds | April 23, 2025

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

May 10, 2025

Issue # 165

STR DAILY

Hey, friend! Today’s properties include a whopping 50% cash-on-cash return on an Oregon tiny house, a recently renovated Kansas City ranch house for under $200K, and a 4.8 acre gem in Massachusetts with over 10 years of Airbnb rental history.

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 – Modern Creekside Retreat, 30 minutes from Seaside and Cannon Beach, fuses designer flair with Pacific Northwest soul on a half-acre threaded by a year-round creek. Warm, artistic interiors flow into two fire pits, a built-in BBQ, and a creekside dining nook under whispering firs—perfect for alfresco soirées. Bookings run as steady as the water, translating to nearly $95K in annual revenue and $54.9K in cash flow. Turnkey and profitable, this retreat pours out a 50% cash-on-cash return—investment returns as refreshing as that creekside breeze.

  • Price: $450,000

  • BR/Bath: 1 Bedroom / 1 Bath

  • Sq. Feet: 616

  • Avg. Daily Rate: $324

  • Expected Occupancy Rate: 80%

  • Expected Annual Revenue: $95,099

  • Expected Annual Cash Flow: $54,860

  • Expected Cash on Cash: 50.03%

Here’s what I love about it – Saltwater pool and spa? Check. Putting green and turf oasis? Double-check. This 4-bed/2-bath Indio retreat dazzles with a game-room garage conversion and covered patio made for Coachella-bound crew. Booked solid through spring for $8K and raked in $117K in 2023, it’s festival-season gold. With RV access, room for three cars, and 18.8% cash-on-cash returns ($33.9K cash flow), this turnkey desert escape is ROI worthy and ready for its next headline act.

  • Price: $715,000

  • BR/Bath: 4 Bedroom / 2 Bath

  • Sq. Feet: 1,571

  • Avg. Daily Rate: $535

  • Expected Occupancy Rate: 46%

  • Expected Annual Revenue: $89,853

  • Expected Annual Cash Flow: $33,880

  • Expected Cash on Cash: 18.81%

Here’s what I love about it – Picture Greensboro’s charm distilled into a turnkey 2-bed, 1.5-bath retreat sporting chef-grade kitchens and spa-worthy baths—all fully furnished and Instagram-ready. Sun-drenched open-plan living and hardwood hustle set the vibe, while a bonus room swivels between home office, gym, or binge-watching HQ. A one-car garage and epic storage keep clutter out and five-star reviews in, and the private fenced yard begs for backyard brunches under the pines. Just a stroll from parks, shops, and craft eats, it’s the full Greensboro experience served on a silver platter. With $16.5K in projected cash flow and a 21% cash-on-cash return, this is Greensboro’s invitation to earn while you sleep.

  • Price: $297,500

  • BR/Bath: 2 Bedroom / 2 Bath

  • Sq. Feet: 1,045

  • Avg. Daily Rate: $155

  • Expected Occupancy Rate: 71%

  • Expected Annual Revenue: $40,171

  • Expected Annual Cash Flow: $16,520

  • Expected Cash on Cash: 20.94%

Here’s what I love about it – Proven turnkey charmer just minutes from downtown Knoxville, this fully furnished 2-bed, 1-bath haven pulls in over $30K in annual bookings. Updated appliances, modern furnishings, and a low-maintenance yard mean you’re hosting from day one—no sweat. Steps from UT’s campus, craft breweries, and foodie hotspots, guests will always have somewhere to roam. At roughly a 10.6% gross yield, this spot quietly pays for itself. Projected bookings of $30.7K—Knoxville’s politely knocking: time to answer before someone else does.

  • Price: $290,000

  • BR/Bath: 2 Bedroom / 1 Bath

  • Sq. Feet: 960

  • Avg. Daily Rate: $148

  • Expected Occupancy Rate: 57%

  • Expected Annual Revenue: $30,697

  • Expected Annual Cash Flow: $8,742

  • Expected Cash on Cash: 11.46%

Here’s what I love about it – Character, comfort, and cash flow—this Del Mar darling sits one block from Corpus Christi Bay, flaunting redwood floors and secret cedar-plank insulation that keeps energy bills delightfully low. A detached garage apartment with its own meters delivers true multi-income mojo—Airbnb both, live in one, rent the other or lean into long-term leases. Vintage charm meets smart updates (new windows, energy-efficient design, bay breezes on demand). With a $491 ADR and nearly $49K in annual cash flow (28% cash-on-cash), this Gulf Coast gem is pure coastal gold.

  • Price: $650,000

  • BR/Bath: 3 Bedroom / 6 Bath

  • Sq. Feet: 2,258

  • Avg. Daily Rate: $491

  • Expected Occupancy Rate: 57%

  • Expected Annual Revenue: $102,086

  • Expected Annual Cash Flow: $48,549

  • Expected Cash on Cash: 28.21%

Here’s what I love about it – Riverfront retreat? Check: this 2-bed ranch on the Westfield River pairs a roaring fireplace with deck-side coffee and the soundtrack of babbling waters. Spacious kitchen and bedrooms keep weekend warriors and full-time renters equally enthralled, while a decade of Airbnb acclaim ensures guests come back for that classic New England charm. Projected $41.8K in bookings fuels $16K cash flow and an 18.5% cash-on-cash return—tranquility with a healthy side of ROI. Oh, and that neighboring 4.8-acre parcel? Consider it the cherry on top for expansion dreams. Trade city clamor for river whispers—and let the returns flow as freely as the Westfield itself.

  • Price: $329,000

  • BR/Bath: 2 Bedroom / 1 Bath

  • Sq. Feet: 1,080

  • Avg. Daily Rate: $214

  • Expected Occupancy Rate: 54%

  • Expected Annual Revenue: $41,835

  • Expected Annual Cash Flow: $16,016

  • Expected Cash on Cash: 18.52%

Here’s what I love about it – Renovated vintage vibes meet modern ease in this prime Airbnb slayer—imagine front-porch greetings, wood floors, and a mock fireplace that’s pure Insta-cozy. The chef-ready island, built-in pantry, and original corner hutches unlock serious retro cred, while the side-entrance middle room moonlights as office or guest suite. Laundry room plus ¾ bath, new privacy fence, tidy backyard, and detached garage storage keep comfort on point. Previously booked solid on weekends, this 3-bed/2-bath gem forecasts $13,020 cash flow and an 18% cash-on-cash return. Weekend charm? Check. Round-the-clock ROI? Double check.

  • Price: $249,990

  • BR/Bath: 3 Bedroom / 2 Bath

  • Sq. Feet: 1,339

  • Avg. Daily Rate: $147

  • Expected Occupancy Rate: 61%

  • Expected Annual Revenue: $32,766

  • Expected Annual Cash Flow: $13,020

  • Expected Cash on Cash: 18.37%

Here’s what I love about it – Turfed yard and a 12×24 saltwater pool? Instant Florida flex. Every upgrade—from HVAC to bathrooms—reads like an Airbnb host’s cheat code, especially with a private primary-suite entrance. Projected bookings of $88.9K, $34K in cash flow, and 19% cash-on-cash returns make this 4-bed/2-bath Oakland Park find a hot pick at $699K. Walk to Wilton Manor’s nightlife or sandy shores just 1.3 miles away—car optional. Oakland Park’s growth is sizzling; best serve those returns neat.

  • Price: $699,000

  • BR/Bath: 4 Bedroom / 2 Bath

  • Sq. Feet: 1,537

  • Avg. Daily Rate: $356

  • Expected Occupancy Rate: 68%

  • Expected Annual Revenue: $88,980

  • Expected Annual Cash Flow: $34,112

  • Expected Cash on Cash: 19.37%

Here’s what I love about it – Industrial-modern meets pioneer spirit in Prescott’s historic core, with quartz counters, stainless steel flair, and a corner fireplace whispering designer cred. Fully furnished and pulling in $52,898 annually—about a 9.5% gross yield—this 1973 charmer doubles as your pocket-sized income stream. Turf-lined side patio and front courtyard set the scene for al fresco hangs and courtyard concerts. Downtown boutiques, lakeside day trips, and Sedona detours are mere sidewalk steps away. Historic ambiance? Included—no time machine required.

  • Price: $559,189

  • BR/Bath: 3 Bedroom / 1 Bath

  • Sq. Feet: 1,116

  • Avg. Daily Rate: $243

  • Expected Occupancy Rate: 60%

  • Expected Annual Revenue: $52,898

  • Expected Annual Cash Flow: $11,381

  • Expected Cash on Cash: 8.14%

Here’s what I love about it - Villa Montego’s ultimate festival headquarters—boho-chic vibes meet turnkey convenience on an oversized corner lot. Billiards-table showdowns, a full-kitchen casita, and space for 12 turn group retreats into headline acts. Pebble-tec pool, private cabana, citrus groves, and shaded patios craft a desert oasis worthy of Instagram envy. Clocking in at $91K projected bookings with $33K cash flow and nearly 17% cash-on-cash returns, this property proves festivals and finances can mesh—beautifully. Coachella and Stagecoach just minutes away? The lineup’s hot, and so is the yield.

  • Price: $749,000

  • BR/Bath: 4 Bedroom / 3 Bath

  • Sq. Feet: 2,425

  • Avg. Daily Rate: $508

  • Expected Occupancy Rate: 49%

  • Expected Annual Revenue: $91,610

  • Expected Annual Cash Flow: $33,303

  • Expected Cash on Cash: 16.95%

Here’s what I love about it – Ocean harbor views from both levels and nearly every room make this Point Fermin remodel feel like a private cruise. Four bedrooms, four spa-inspired baths, and a versatile den bask in natural light through brand-new windows and crisp laminate floors. The chef’s kitchen dazzles with quartz pearl grey countertops, Bedrosians backsplash, and Rejuvenation hardware. Airbnb-permitted and freshly minted, this coastal charmer projects $144.8K in bookings, $64K cash flow, and a 25.5% cash-on-cash return. Harbor breezes on the house; ROI sails straight to your bottom line.

  • Price: $999,000

  • BR/Bath: 4 Bedroom / 4 Bath

  • Sq. Feet: 2,118

  • Avg. Daily Rate: $509

  • Expected Occupancy Rate: 78%

  • Expected Annual Revenue: $144,808

  • Expected Annual Cash Flow: $64,098

  • Expected Cash on Cash: 25.54%

Here's what I love about it - Waldo walks (and works): this fully renovated 2-bed, 1-bath ranch trades granite counters and open-plan ease inside for strolls on the Trolley Trail and pints at KC Bier Co—steps from your front door. A breakfast-bar kitchen doubles as an ROI engine, while the massive, fully fenced backyard delivers BBQ vibes and pup-approved roam space under a brand-new roof. Handy storage shed? Check. Leased at $2K/mo as a mid-term gem, it churns out $19.5K in cash flow with a 38% cash-on-cash knockout. All for $189K—now that’s walking the walk(o)d.

  • Price: $189,000

  • BR/Bath: 2 Bedroom / 1 Bath

  • Sq. Feet: 768

  • Avg. Daily Rate: $135

  • Expected Occupancy Rate: 73%

  • Expected Annual Revenue: $35,829

  • Expected Annual Cash Flow: $19,463

  • Expected Cash on Cash: 38.05%

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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.