π° Entry-Level (~$250K β $600K)
Budget-friendly condos and townhomes in rental-friendly zones with solid cash-flow potential:
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The Terraces at Riverwalk β Fort Myers
Monthly rentals allowed, close to FGCU and beaches. Strong demand from seasonal renters. Units from $300Kβ$400K. -
Bonita Beach & Tennis Club β Bonita Springs
WEEKLY rentals allowed across from the beach. Popular with vacationers. Units often in the $400Kβ$500K range. -
The Palms of Bay Beach β Fort Myers Beach
Close to the beach with 30-day rental minimums. Recovering area with long-term appreciation upside. $500Kβ$600K range. -
Glades Country Club β Naples East
30-day minimum rentals up to 12x/year. Golf and bundled amenities make it ideal for snowbirds. $250Kβ$400K.
πΌ Mid-Range (~$600K β $1.2M)
Updated, centrally located condos or homes in zones that allow short-term rentals or flexible monthly leases:
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Regatta β Vanderbilt Beach, Naples
WEEKLY rentals allowed, walkable to the beach and Ritz-Carlton. Prime vacation rental spot. $900Kβ$1.2M+. -
Marco Island Weekly Rental Homes
Zoned single-family homes in Marcoβs weekly rental zones. Pool homes bring strong vacation rental income. Homes from $900K+. -
Estero Beach & Tennis Club β Fort Myers Beach/Bonita Line
Popular beachside condo with weekly rentals. Strong returns during season. $600Kβ$800K+. -
Lely Resort β Naples
Some neighborhoods (like Greenlinks) allow daily or weekly rentals, especially near the golf courses. $700Kβ$1.1M.
β¨ Luxury ($1.2M+)
High-end homes or condos in premium rental zones with luxury appeal and strong nightly rates:
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Olde Naples Cottages & Villas
Walkable to the beach, restaurants, and 5th Ave. Some properties allow weekly or nightly rentals, with top-tier ROI. Prices $1.5M+. -
Fort Myers Beach Gulf-Front Homes
Beachfront and canal-front homes with weekly rental zoning and stunning views. High-income potential. $2Mβ$4M+. -
Bayfront Condos β Naples
Luxury condos with short-term rental allowance (30-day min x12/year), ideal for part-time owners or investors. $1.2Mβ$2M+. -
Airbnb-Zoned Homes in Marco Island
Luxury homes in Marcoβs weekly rental overlay zones with pools, docks, and walk-to-beach access. $1.5Mβ$3M+.