Issue No. 73 · The Deal Drop
4
Properties
$203K
Top Revenue
30%
Top ROI
📋 What’s Inside This Drop
Four different angles, four different markets — here’s the quick read on what’s worth a deeper look this drop.
Property 1 — Poconos, PA: $950K STR opportunity generating projected ~$203K/year (~21% ROI) with a private indoor pool, proven six-year rental history, and rare four-season guest appeal.
Property 2 — Sevierville, TN: $310K STR opportunity generating projected ~$56K/year (~18% ROI) with proven rental history, high occupancy, and a fully turnkey cabin just minutes from Douglas Lake and the Smokies' top attractions.
Property 3 — Indianapolis, IN: $725K STR opportunity generating projected ~$120K/year (~17% ROI) with brand-new construction, a rooftop deck, and a separate carriage house in one of Indianapolis' fastest-growing urban neighborhoods.
Property 4 — Ponte Vedra Beach, FL: $469K STR opportunity generating projected ~$140K/year (~30% ROI) with rare STR eligibility, exceptional value-add potential, and an unbeatable location just minutes from the beach.
🏠 The Properties
We pressure-tested hundreds of listings this week. Here’s the shortlist — ranked by projected ROI after expenses.
📋 4 Beds • 2 Baths • 2,514 sqft
🏷️ Price: $949,900
💵 Projected Annual: $203K
📈 Est. Gross ROI: 21%
Why it made the cut:
Projected ~$203K annual revenue (~21% gross ROI) with a 6 year history averaging $237K+ annually
Fully permitted STR for up to 12 guests. Turnkey and income ready
Private indoor pool house with jacuzzi, theater, wet bar, and game room for year round bookings
4 bedroom retreat with vaulted ceilings, smart home features, and large entertainment spaces
Seasonal lake views, beach access to Lake Carobeth, and community pool across the street
Guest favorites: fire pit, spacious decks, and outdoor gathering areas
Minutes from top Poconos attractions, driving demand in every season
📋 1 Beds • 1 Baths • 400 sqft
🏷️ Price: $309,900
💵 Projected Annual: $56K
📈 Est. Gross ROI: 18%
Why it made the cut:
Proven STR with strong occupancy and positive guest reviews
Built in 2020 and sold fully furnished. Turnkey and income ready
1 bedroom cabin with a private hot tub, fire pit, fireplace, and grilling area
Private wooded setting offering the secluded mountain experience guests love
Minutes from Pigeon Forge, Dollywood, Sevierville, and Douglas Lake
Low maintenance investment ideal for first time STR buyers or portfolio expansion
Affordable Smoky Mountain cabin with proven income and year round booking demand
📋 4 Beds • 5 Baths • 4,102 sqft
🏷️ Price: $725,000
💵 Projected Annual: $120K
📈 Est. Gross ROI: 17%
Why it made the cut:
Built in 2025 with modern finishes and low maintenance ownership
4 bedrooms plus a theater room that can serve as a fifth sleeping area (subject to local use)
Detached 1 bedroom carriage house adds guest capacity for larger groups
Rooftop deck and multiple balconies with impressive downtown views
4,100+ sq ft designed for family, corporate, and group bookings
Sold furnished. Turnkey and income ready
Minutes from downtown Indianapolis, Lucas Oil Stadium, Mass Ave, Fountain Square, and top attractions
📋 3 Beds • 2 Baths • 1,095 sqft
🏷️ Price: $469,000
💵 Projected Annual: $140K
📈 Est. Gross ROI: 30%
Why it made the cut:
Rare non HOA neighborhood that allows short term rentals in Ponte Vedra Beach
Large backyard with room for a pool, spa, or outdoor entertainment area to boost revenue
Garage conversion potential to increase guest capacity (subject to local approvals)
8 minutes from Mickler's Landing Beach and Jacksonville Beach, plus top dining, golf, and shopping
New community park with tennis, basketball, skate park, playground, and dog park nearby
Strong upside with limited STR competition and long term appreciation potential
Affordable entry into one of Florida's most desirable beach markets
Want the full deal packet on any of these? Reply “DEAL #” to this email and we’ll send the full numbers, photos, and market comps.
Prefer to skip the reply and get matched to deals like these on autopilot?
📍 Market of the Week: Jacksonville, FL
Why Jacksonville continues to attract STR investors: a balanced mix of coastal tourism, business travel, and regional demand supports one of Florida's more diversified short-term rental markets, with consistently strong occupancy across a broad inventory base.
The three levers driving performance right now:
Strong occupancy supports year-round demand — With ~63% occupancy and an 86 Rental Demand Score, Jacksonville benefits from a diversified travel base that extends beyond traditional beach tourism.
Diversified demand drivers — Beaches, downtown attractions, business travel, sporting events, and cultural destinations create multiple sources of demand, helping reduce reliance on a single tourism segment.
A competitive but stable market — Active listings have grown (+3.2%), while ADR and annual revenue have softened slightly, making strategic pricing, location, and property quality increasingly important to outperform.
Jacksonville is a high-occupancy, diversified Florida STR market where steady year-round demand supports consistent performance, but success increasingly depends on standing out in a growing competitive landscape.
🎯 Your Shortcut: The Market Match Call
Skip the guesswork. Tell us your budget, risk tolerance, and the kind of returns you’re chasing — we’ll match you with markets and deals that actually fit, before they hit the wider market.
💡Vendor Spotlight
That’s the pulse for today. Hit reply and tell us which headline surprised you most — real humans read every response.
— The Deal Drop Team 💧