Most STR listings are noise. These aren’t.

Every property in The Deal Drop has been vetted for cash flow potential, market strength, and STR viability. We do the digging so you don't have to.

Opportunity #1

📋 4 Beds • 6 Baths • 3,255 sqft

🏷️ Price: $1,100,000

💵 Projected Annual: $265K

📈 Est. Gross ROI: 24%

Property Highlights:
  • Prime beachfront location with breathtaking, uncrowded Gulf views.

  • 3,255 sq. ft. featuring 4 bedrooms, 5.5 baths, and 9-foot ceilings.

  • Fully furnished and move-in ready with chic coastal décor and granite countertops.

  • Private elevator access, beachfront pool, and grilling oasis.

  • Strong short-term rental potential with a comprehensive HOA handling operations.

🌴 Luxurious Gulf-Front Duplex. Experience coastal elegance in this stunning Gulf-front duplex at South Pointe. Spanning approximately 3,255 sq. ft., the home features 9-foot ceilings, crown molding, and a private elevator entrance. The interior showcases soothing whites, grays, and blues, upgraded lighting, granite countertops, and comes fully furnished. Enjoy the Florida lifestyle with a common area pool, gazebos for entertaining, and beautifully landscaped grounds with palm trees. Just steps from pristine white beaches, a nearby marina, and historic Fort Morgan, this turnkey property offers both luxury and convenience, with the HOA covering insurance, landscaping, and pool maintenance.

Opportunity #2

📋 4 Beds 4 Baths • 2,382 sqft

🏷️ Price: $799,995

💵 Projected Annual: $139K

📈 Est. Gross ROI: 17%

Property Highlights:
  • Recently reduced to $799K, providing an attractive entry point for investors.

  • Spacious 4-bedroom, 3.5-bath home with 3,300+ sq. ft. in the highly desirable Zeus Park area.

  • Enjoy Hobe Sound’s coastal lifestyle and proximity to Jupiter Island at a fraction of Jupiter pricing.

  • Classic Old Florida charm with recent updates and strong potential for resort-style enhancements.

Super Property Upgrades:

  • Outdoor opportunities include adding a pergola or tiki hut, built-in fire pit, and professional landscape lighting for 24/7 enjoyment.

  • Interior upgrades could include luxury vinyl plank flooring, modern fixtures, and transforming the garage into a gameroom.

  • Maximize sleeping capacity by converting an upstairs bedroom into a bunk room, allowing 10–12 guests and boosting rental income potential.

🏡 Hobe Sound Coastal Retreat with Resort-Style Potential. This charming Zeus Park home combines Old Florida character with modern updates and endless opportunity. With over 3,300 sq. ft. of living space, it’s perfect for family living, vacation getaways, or rental income. The property’s outdoor areas and flexible interior layout offer room for upgrades like a gameroom, bunk bedroom, or resort-style entertaining, making it a versatile investment in one of South Florida’s most desirable coastal communities. Just minutes from Jupiter Island, beaches, and local amenities, this home captures the relaxed coastal lifestyle at a smart price point.

Opportunity #3

📋 18 Beds 18 Baths • 6,218 sqft

🏷️ Price: $5,799,000

💵 Projected Annual: $1M

📈 Est. Gross ROI: 17%

Property Highlights:

  • Only 75 feet from St. George Street, surrounded by dining, shopping, and attractions.

  • 17 individually designed guest rooms with modern baths, spa tubs, and private balconies.

  • Updated lobby, breakfast area, and inviting outdoor courtyard for guests.

  • Fully operational inn with proven revenue history, high occupancy, and beer & wine license.

🏖️Agustin Inn – Premier Boutique Hospitality Property in Historic St. Augustine. Step into one of St. Augustine’s most distinguished boutique inns. The Agustin Inn, with 17 elegantly designed rooms across three stories with elevator access, blends timeless architecture with modern comforts. Just steps from St. George Street, this turn-key property offers a rare combination of historic charm, sophisticated updates, and strong year-round occupancy. Enjoy beautifully renovated common areas, a welcoming courtyard, and guest rooms featuring spa tubs or private balconies. With a beer and wine license and a proven hospitality track record, the Agustin Inn represents an exceptional investment in Florida’s most visited historic destination

Opportunity #4

📋 2 Beds • 2 Baths • 1,100 sqft

🏷️ Price: $339,000

💵 Projected Annual: $60K

📈 Est. Gross ROI: 18%

Property Highlights:
  • Modern and charming cabin

  • Minutes from downtown Maggie Valley and Waynesville

Super Property Upgrades:

  • Create personality with elevated design and decor

  • Update interior for a more luxury retreat

  • Extend deck to add hot tub

  • Upgrade fire pit area with seating and lights

🌲 Cozy, Turnkey & Fully Furnished. Escape to this charming cabin tucked in the woods of Maggie Valley! Featuring an open-concept layout with a warm wood-burning stone fireplace, this fully furnished retreat is perfect as a primary home, vacation getaway, or turnkey rental. Enjoy mornings on the rocking chair front porch, evenings by the outdoor firepit, and endless adventures nearby—from the Blue Ridge Parkway and Cataloochee Ski Area to Harrah’s Cherokee Casino and downtown Waynesville’s shops and breweries. A true blend of peaceful mountain living and smart investment opportunity!

Webinar Spotlight

Why Smart STR Investors Are Looking at Northeast Florida Right Now…

In this session, we’ll break down why Northeast Florida is quickly gaining attention from savvy short-term rental investors—and how you can take advantage of it.

What you’ll learn:

• Where the real STR opportunities are
• Key market trends + revenue insights
• What regulations could impact your returns
• How to maximize occupancy and profitability

🔧 Helpful Resources for Savvy Investors:

📣 Ready to Build Your STR Strategy?

If you’re serious about building or repositioning your STR portfolio, a Market Match Call is where we identify the exact markets that fit your budget, timeline, and risk tolerance. We’ll walk through strategy, capital allocation, and where we see the biggest upside in today’s cycle.

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