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šŸ Tuesday, October 7 šŸ‚ 10 STR Properties You’ll Fall For

Autumn’s best STR deals are right here—scroll down: ā¬‡ļø

Community Perks with The STR Report

šŸ  Top-Tier Property Management ā€“ Lower fees, higher payouts, and premium service. Built for investors who want performance and peace of mind. See how much more your property could earn—click to get your free performance assessment.

šŸ”Ž Personal Airbnb Investment Finder ā€“ Connect with an expert to handpick profitable Airbnb properties that match your criteria. With 213+ successful deals, all cash-flowing, you’re in good hands. Take 15 seconds to fill out the form to see how all of these properties are experiencing a 10-15% Cash-on-Cash return.

šŸ¤‘ STR Loans & More – Need funding for your next short-term rental? Expect expert guidance, personalized service, and the best possible rates.

šŸ October 7th, 2025

Good evening STR Report Community!

In today’s issue, you will find:

 šŸ’ø 10 Properties for Sale šŸ”

šŸ« Subscriber Perks: Go Live Playbook, including: Beginner’s Guide E-Book, Guest Communication Messaging Templates, Airbnb Welcome Guide Template, STR Buy Box Template, & Tax Savings E-Book

āœ… Community Perks: Top-Tier Property Management, Personal Airbnb Investment Finder, and STR Loans & More

šŸ“¬ See our collection of newsletters here: Prior Newsletters

10 STR Opportunities šŸ October 7, 2025

Haunted House Ghost GIF by Foo Fighters

Welcome to 1122 Gilman Ave, a charming 1936-built single-family home nestled in San Francisco’s Bret Harte neighborhood. This spacious two-story residence features 4 bedrooms and 2 full baths spread across 1,615 square feet, offering flexible living arrangements with two bedrooms and a bathroom on each level. Inside, you’ll find classic architectural details, abundant natural light, formal living/dining areas, a granite kitchen, and hardwood floors. Outside, the property sits on a 2,500 sq ft lot and includes an attached one-car garage, city-light views, and outdoor potential. Priced at $850,000, this home invites your imagination to bring it to life while enjoying the convenience of nearby amenities, transit, and community charm.

  • Purchase Price: $850,000

  • Bedrooms: 4

  • Bathrooms: 2

  • Projected Revenue: $100,400

  • Gross Yield: 11.8%

Experience Florida living at its finest in this fully remodeled Crystal River gem — a perfect blend of modern comfort and coastal charm. Every inch feels brand new, from the 2022 metal roof, gutters, and gas line to the 2025 updates including new flooring, cabinets, appliances, and fresh Sherwin Williams paint inside and out. With 4 bedrooms, 3 baths, and two spacious living areas on a massive lot backing up to a state preserve, this home offers space, style, and serenity. Step outside to your private pool retreat with a beautiful deck — ideal for morning coffee, weekend gatherings, or peaceful evenings under the stars. Located just minutes from downtown shops, dining, and the famous springs, plus a private neighborhood boat ramp nearby, this home is perfect for full-time living, a vacation getaway, or a smart investment. Don’t wait — this Crystal River beauty won’t last!

  • Purchase Price: $483,000

  • Bedrooms: 4

  • Bathrooms: 3

  • Projected Revenue: $86,500

  • Gross Yield: 17.9%

This property offers a rare turnkey opportunity in the heart of Kentucky’s Red River Gorge, one of the region’s top outdoor destinations. With two fully equipped, hot tub–ready cabins and space for a third, investors can immediately generate income while planning future expansion. Its proximity to Natural Bridge, Nada Tunnel, and local dining makes it highly appealing to tourists seeking nature getaways. The flexibility to live in one and rent the other or rent both for maximum return mirrors the current owner’s proven model, making this a low-risk, high-upside STR investment with strong year-round demand.

  • Purchase Price: $324,900

  • Bedrooms: 4

  • Bathrooms: 2

  • Projected Revenue: $62,800 

  • Gross Yield: 19.3%

This beautifully preserved and fully furnished historic log cabin offers the perfect blend of charm, comfort, and location—making it an exceptional short-term rental investment. Situated near top Maine attractions like Acadia National Park, Lucerne Golf Club, and Phillips Lake, it’s ideal for guests seeking a serene yet adventure-filled getaway. With three bedrooms, a loft, and sleeping for up to nine, it’s well-suited for families and groups. Modern upgrades like a new mini-split system, updated kitchen, and large stone fireplace ensure year-round appeal, while Lucerne Beach Club access adds resort-style value without the high waterfront costs. Turnkey, character-rich, and ideally located, this cabin is a ready-made STR gem in one of Maine’s most desirable regions.

  • Purchase Price: $250,000

  • Bedrooms: 3

  • Bathroom: 1

  • Projected Revenue: $48,500

  • Gross Yield: 19.4%

Welcome to 1920 NE 26th Dr, a beautifully maintained home located in the heart of Wilton Manors. This charming residence features bright, open living spaces with modern finishes and a spacious kitchen perfect for entertaining. The lush backyard offers a private oasis with mature landscaping, ideal for relaxing or hosting guests. Situated just minutes from downtown Fort Lauderdale, beaches, and Wilton Drive’s vibrant dining and nightlife, this home delivers both comfort and convenience. With its desirable location and strong rental potential, this property presents an excellent investment opportunity. Whether you’re seeking a full-time residence or a lucrative rental, this home checks every box.

  • Purchase Price: $823,000

  • Bedrooms: 4

  • Bathrooms: 2

  • Projected Revenue: $89,000

  • Gross Yield: 10.8%

Welcome to 8821 Kensington Ct, a stunning home located in the highly desirable Kissimmee area near world-famous Orlando attractions. This spacious property offers an open-concept layout, modern finishes, and a beautifully designed kitchen perfect for entertaining family and guests. The private outdoor space includes a sparkling pool and covered patio, ideal for enjoying Florida’s sunshine year-round. Just minutes from Disney parks, shopping, and dining, the location ensures strong rental demand from vacationers and long-term tenants alike. Whether you’re looking for a personal retreat or a high-performing investment, this home is an exceptional short-term rental opportunity.

  • Purchase Price: $459,000

  • Bedrooms: 6

  • Bathrooms: 4

  • Projected Revenue: $54,000

  • Gross Yield: 11.8%

866 Oaklawn Ave in Chula Vista, CA 91911 is an excellent short-term rental investment due to Chula Vista’s strong and growing rental market driven by its proximity to San Diego and affordability compared to other Southern California areas. The city benefits from a booming job market and ongoing large-scale developments like the Bayfront Master Plan, which are expected to increase property values and rental demand. The property’s location in a rapidly appreciating market with low vacancy rates ensures consistent occupancy and income. Additionally, Chula Vista’s diverse economy and expanding amenities attract a broad range of renters including professionals and families, further supporting sustained demand. These factors combine to make 866 Oaklawn Ave a compelling opportunity for strong cash flow and long-term appreciation in the short-term rental market.

  • Purchase Price: $739,000

  • Bedrooms: 4

  • Bathrooms: 2

  • Projected Revenue: $101,400

  • Gross Yield: 13.72%

3979 Boston Ave in San Diego, CA 92113 is a strong short-term rental investment because it offers four bedrooms, three bathrooms, and updated finishes, allowing it to accommodate families or groups looking for comfortable stays in a central location. The flexible layout and fresh interior updates, including tile floors and high ceilings, add modern appeal that helps attract renters seeking a move-in-ready space. The property is situated in the vibrant Southcrest neighborhood with easy access to parks, public transportation, and employment centers, making it attractive for both business and leisure travelers. An additional detached studio with a full bath and kitchenette provides extra income potential or flexibility for hosting larger groups, increasing occupancy rates. The San Diego market continues to show solid returns for short-term rentals due to sustained tourism and a year-round mild climate.

  • Purchase Price: $635,000

  • Bedrooms: 4

  • Bathrooms: 3

  • Projected Revenue: $84,700 

  • Gross Yield: 13.33%

4122 Cobia St in Perdido Key, FL is a strong Airbnb opportunity thanks to its spacious 4-bedroom layout, bonus room, and private pool—perfect for hosting families or groups seeking a resort-style experience. The property stands out with tropical landscaping and upgraded amenities that vacationers look for in premium listings. Located just minutes from the beach, restaurants, and attractions like NAS Pensacola, it offers both leisure and convenience. Perdido Key enjoys strong year-round tourism, with high occupancy rates in peak season and steady demand from snowbirds in the off-season. With its blend of location, features, and guest appeal, this home has solid income potential for short-term rental investors.

  • Purchase Price: $450,000

  • Bedrooms: 4

  • Bathrooms: 2

  • Projected Revenue: $74,800

  • Gross Yield: 16.6%

4815 Brookwood St in Eugene, OR offers excellent short‑term rental potential thanks to its generous 5‑bed, 3‑bath, 2,446 sq ft layout that accommodates families, groups, or multi‑family stays. The split‑level design and multiple living spaces provide flexible usage and privacy, ideal for guests who want both shared and separated areas. Recent upgrades—including a 2020 roof, updated bathrooms, LVP flooring, and modern appliances—help reduce maintenance worries and make the home more attractive to renters. Situated in a quiet South Eugene neighborhood with access to trails, desirable schools, and easy routes to downtown and the University of Oregon, it combines appeal to both tourists and long‑term visitors. All told, the home’s size, condition, and location make it a strong candidate for high occupancy and premium nightly rates.

  • Purchase Price: $589,900

  • Bedrooms: 5

  • Bathrooms: 3

  • Projected Revenue: $129,600

  • Gross Yield: 21.9%

Disclaimer: Please be advised that while we strive to provide accurate information regarding the properties for sale, it is the responsibility of the buyer to conduct their own research and verify local short-term rental (STR) regulations, zoning laws, and any other relevant legal considerations before making a purchase. Regulations can vary by location and may change over time. We recommend consulting local authorities or legal experts to ensure compliance.

Looking to sell your property? List your home on The STR Report.

Community Perks with The STR Report

šŸ  Top-Tier Property Management ā€“ Lower fees, higher payouts, and premium service. Built for investors who want performance and peace of mind. See how much more your property could earn—click to get your free performance assessment.

šŸ”Ž Personal Airbnb Investment Finder ā€“ Connect with an expert to handpick profitable Airbnb properties that match your criteria. With 213+ successful deals, all cash-flowing, you’re in good hands. Take 15 seconds to fill out the form to see how all of these properties are experiencing a 10-15% Cash-on-Cash return.

šŸ¤‘ STR Loans & More – Need funding for your next short-term rental? Expect expert guidance, personalized service, and the best possible rates.

Subscriber Perks:

šŸ“–šŸ”šŸ’° Go Live Playbook

The "Go Live Playbook" is your all-in-one guide featuring a beginner’s guide e-book, messaging templates, Airbnb welcome book, STR buy box template, and tax savings tips to kickstart your short-term rental success.

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