Market comparison

Longboat Key, FL vs Osprey, FL

On modelled numbers, Longboat Key carries the higher annual revenue and Longboat Key the stronger occupancy. Same county alternatives

Modelled estimate
Longboat Key, FLOsprey, FL
Modelled annual revenue$85,700$51,900
Nightly rate$385$245
Occupancy61%58%
Nights booked a year223212
Peak seasonFeb–Mar–AprFeb–Mar–Apr
Season concentration46% in top 4 months46% in top 4 months
Modelled purchase price$575,000$365,000
Modelled cash-on-cash17%15%
Break-even occupancy36%36%
Mid-term monthly rent$5,200$3,300
Short vs mid-termNightly aheadClose
Rule statusStatus unpublishedStatus unpublished
Market typegulf-beachgulf-beach

Operating costs are modelled at 32% of gross revenue for a nightly rental (cleaning, supplies, utilities, platform fees, maintenance, insurance) and 14% for a monthly rental. Financing assumes a 25% down payment and a 30-year loan at 7%. These are planning assumptions, not quotes — replace them with your own numbers. Rule status is only stated where we hold an official source; otherwise it is marked as needing verification on each market's regulation page.

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