Islamorada, FL Airbnb Market Data, Statistics, and Occupancy Rates

As of Apr, 27 2026

Rabbu ROI Score

49 / 100

Islamorada presents a competitive opportunity: investor interest and demand are strong, but higher prices or tighter competition may require more selective deal sourcing.

Islamorada Short-Term Rental Market Overview

Islamorada sits in the heart of the Florida Keys, a destination synonymous with sport fishing, crystal-clear water, and year-round tropical appeal. With an average daily rate of $644 — well above the $498 Florida state average — and a 57% occupancy rate that also edges past the statewide benchmark, the market commands premium nightly pricing. Average annual revenue of $71,221 across 105 active listings reflects strong visitor demand, though average home values near $2.4 million mean investors need to be highly selective in deal sourcing to achieve attractive yields.

Key Market Statistics

According to Rabbu market data, the Islamorada short-term rental market shows:

Key Airbnb and short-term rental market statistics.
Metric Context Value
Active Airbnb Listings As of Apr, 27 2026 105
Average Daily Rate (ADR) vs. $498 state avg. $644
Average Occupancy Rate vs. 54% state avg. 57%
RevPAN ADR * Occupancy Rate $364
Average Monthly Revenue Historical 12-month average $5,935
Average Annual Revenue Historical 12-month average $71,221

Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Mar, 17 2026.

Why Investors Consider Islamorada

Investors are drawn to Islamorada for its premium nightly rates and iconic Keys destination appeal, though elevated home prices require careful deal selection to translate that pricing power into meaningful returns.

Key investment factors

  • Average daily rate of $644 outpaces the Florida state average by nearly 30%, reflecting strong guest willingness to pay
  • Occupancy at 57% beats the state average, demonstrating consistent demand even in a premium-priced market
  • Pronounced winter-spring seasonality creates a high-revenue window from January through April
  • Waterfront and beach-access amenities present in over a third of listings signal the experiential appeal that drives repeat bookings
  • Larger properties (3–4 bedrooms) generate outsized revenue — up to $156,860 annually — offering a path to higher absolute returns

Expert Market Assessment

"Islamorada represents a competitive opportunity where premium pricing power coexists with steep acquisition costs. The ROI score of 49 out of 100 reflects a below-average revenue-to-price ratio — the market's greatest challenge — while occupancy stability, growth trends, and supply-demand balance all clock in at average levels. Seasonality is a defining feature: March peaks near $11,013 in average monthly revenue while September dips to around $2,716, creating roughly a 4x spread that investors must budget around. For buyers who can source properties below the $2.4 million average or target larger configurations that generate six-figure annual income, the math can work — but broad-market returns will feel tight without disciplined underwriting."

— Rabbu Market Analysis Team

Understanding Islamorada's ROI Score: 49/100

Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.

How the ROI Score is Calculated

Factor Islamorada Performance Weight
Revenue-to-Price Ratio Below average 40%
Occupancy Stability Average 30%
Market Growth Trend Average 15%
Supply/Demand Balance Average 15%

What This Means for Investors

Islamorada's ROI Score of 49 out of 100 places it in the 'Competitive Opportunity' band, signaling that while demand and pricing power are genuine, the below-average revenue-to-price ratio — driven by home values averaging nearly $2.4 million — is the primary drag on overall investment returns. Occupancy stability, market growth, and supply-demand balance all rate as average, meaning the fundamentals are healthy but not exceptional enough to offset steep acquisition costs on their own. Pairing this data with local regulatory research and targeted property sourcing will be essential for investors looking to find deals that outperform the market average.

Short-Term Rental Regulations in Islamorada

Understanding local STR regulations is essential before investing in Islamorada. Here's the current regulatory landscape:

Permit Requirements

Short-term rental operators in Islamorada and throughout Monroe County, Florida are generally required to obtain a vacation rental license from the Florida Department of Business and Professional Regulation (DBPR), along with any applicable local permits. Investors should verify current registration and licensing requirements directly with the Village of Islamorada and the state before listing a property.

Key Restrictions

Common restrictions in the Florida Keys area can include occupancy caps tied to property size, minimum stay requirements, noise ordinances, and parking regulations. HOA or deed restrictions may further limit short-term rental activity in certain communities, so reviewing any covenants before purchase is essential.

Tax Obligations

Short-term rental hosts in Florida are typically subject to state sales tax and county tourist development tax (bed tax), with platforms like Airbnb often collecting and remitting these on behalf of hosts. Investors should confirm the current combined tax rate applicable in Monroe County and maintain proper records for compliance.

Regulations subject to change. Always verify with local authorities before purchasing. A Rabbu partner agent specializing in Islamorada can provide current regulatory guidance.

Short-Term Rental Financing for Islamorada

Financing an Airbnb investment in Islamorada requires lenders who understand STR income. Rabbu partner lenders offer:

  • DSCR Loans: Qualify based on property income, not personal income
  • Low Down Payment: As low as 10–15% for investment properties
  • Fast Closing: 21–30 day average close times
  • STR Experience: Lenders who understand vacation rental underwriting
Connect with a Islamorada Lender →

Future Outlook & Long-Term Forecast

"Seasonality data points to a pronounced winter-spring peak — February and March alone can generate monthly revenues above $9,000–$11,000 — suggesting continued strength from snowbird and vacation traffic over the next 12–18 months. Occupancy stability is rated average and market growth trends are holding steady, so investors can reasonably expect ADR to remain elevated (potentially rising 1–3%) while occupancy hovers in the mid-to-upper 50s percentage range. The 57% year-over-year increase in active listings signals rising investor interest, which could tighten competition and put modest downward pressure on occupancy if supply growth continues at this pace."

— Rabbu Market Analysis Team

Frequently asked questions about Airbnb in Islamorada, FL

What is the average Airbnb occupancy rate in Islamorada?
The average Airbnb occupancy rate in Islamorada is currently 57%, which slightly exceeds the Florida state average of 54%. Occupancy varies meaningfully by property size — 2-bedroom listings lead at 66%, while 1-bedroom and 4-bedroom units average around 46%. This suggests mid-sized properties tend to attract the most consistent bookings in this market.
How much do Airbnb hosts make in Islamorada?
On average, Airbnb hosts in Islamorada earn approximately $5,935 per month or $71,221 per year based on trailing 12-month booking data. Earnings scale significantly with property size: 1-bedroom units average around $24,949 annually, while 4-bedroom properties can generate roughly $156,860 per year. Actual income depends on factors like location, amenities, pricing strategy, and seasonal demand patterns.
Is Islamorada a good market for Airbnb investment?
Islamorada carries a Rabbu ROI Score of 49 out of 100, categorized as a 'Competitive Opportunity.' The market offers strong nightly rates ($644 ADR) and solid occupancy, but average home values near $2.4 million create a below-average revenue-to-price ratio. Investors who can source properties below market average or target higher-earning configurations (3–4 bedrooms) are better positioned to realize attractive returns. Selective deal sourcing and thorough financial analysis are key in this market.
What is the average daily rate (ADR) for Airbnb in Islamorada?
The average daily rate for Airbnb listings in Islamorada is $644, roughly 29% higher than the Florida state average of $498. ADR increases substantially with property size, ranging from $319 for 1-bedroom units to $980 for 4-bedroom properties. This premium pricing reflects Islamorada's positioning as a high-end Keys destination.
Are short-term rentals legal in Islamorada?
Short-term rentals are permitted in Islamorada, but hosts are generally required to obtain proper licensing from the Florida Department of Business and Professional Regulation (DBPR) and comply with any local Village of Islamorada regulations. Restrictions may apply regarding occupancy limits, parking, noise, and minimum stay durations. Investors should consult directly with local authorities and review any HOA or deed restrictions before purchasing a property for STR use.
When is peak season for Airbnb in Islamorada?
Peak season in Islamorada runs from January through March, with March being the strongest month at an average revenue of $11,013. February follows closely at $9,062, and January averages $7,493. The off-peak period hits its lowest point in September at roughly $2,716. This pronounced seasonality — common across the Florida Keys — means investors should plan for a roughly 4x revenue swing between peak and trough months.
How many Airbnbs are there in Islamorada?
As of April 2026, there are 105 active Airbnb listings in Islamorada. The supply breakdown by size shows 38 two-bedroom units (the largest segment), followed by 27 three-bedroom, 22 four-bedroom, and 12 one-bedroom listings. Notably, active listings have grown 57% year over year, indicating increasing investor and host interest in this market.
How is Airbnb revenue calculated in Islamorada?
The annual and monthly revenue figures shown for Islamorada are derived from the trailing 12 months of historical booking performance for active comparable Airbnb listings in the market — they are not forward-looking projections. We average each comparable listing's actual revenue per available night (RevPAN) by month over the past year, remove regional outliers, and roll the results up to a market-level historical average. Because each month uses its own historical performance data, the figures naturally reflect seasonal peaks (like March at $11,013) and slower months (like September at $2,716). Individual results can vary based on property quality, pricing strategy, and operational management.

About Rabbu Market Data

Rabbu provides Airbnb and short-term rental market data and statistics across the United States. Our mission is to empower investors with accurate insights and easy-to-use tools, so they can confidently identify and act on the best opportunities in the Airbnb market.

What this data includes

  • Regularly updated active Airbnb and STR listing counts for the Islamorada market
  • Average daily rate, occupancy, and RevPAN trends across property sizes
  • Monthly and annual revenue metrics based on trailing 12-month booking data
  • Most common amenity prevalence across active listings
  • Home value data sourced from the Zillow Home Value Index (ZHVI)

Sources and disclaimers

Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Mar, 17 2026. Revenue projections are estimates based on comparable properties and do not guarantee future performance. Data reflects trailing 12-month averages and market conditions as of April 2026; actual results may differ as conditions evolve. Local regulations, HOA rules, and tax obligations vary and should be independently verified before making an investment decision.

Next Steps

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