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View PropertiesAs of Apr, 27 2026
Rabbu ROI Score
Big Pine Key offers attractive short-term rental potential, with a balance of healthy demand and revenue relative to property values.
Big Pine Key sits in the heart of the Lower Florida Keys, a small but compelling STR market with just 66 active Airbnb listings and an average occupancy rate of 67% — well above Florida's 54% state average. Despite average home values topping $1 million, a RevPAN of $191 and annual revenue averaging $41,433 give investors a workable starting point. The market's strong seasonality, driven by winter escape demand and proximity to Key West, creates concentrated earning windows that reward smart pricing strategies.
According to Rabbu market data, the Big Pine Key short-term rental market shows:
| Metric | Context | Value |
|---|---|---|
| Active Airbnb Listings | As of Apr, 27 2026 | 66 |
| Average Daily Rate (ADR) | vs. $498 state avg. | $286 |
| Average Occupancy Rate | vs. 54% state avg. | 67% |
| RevPAN | ADR * Occupancy Rate | $191 |
| Average Monthly Revenue | Historical 12-month average | $3,452 |
| Average Annual Revenue | Historical 12-month average | $41,433 |
Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026.
Investors are drawn to Big Pine Key for its above-average occupancy, Keys-lifestyle appeal, and a supply base small enough that well-managed properties can capture outsized seasonal revenue.
Key investment factors
"Big Pine Key presents an attractive opportunity for STR investors who can handle the higher entry cost. Revenue is heavily front-loaded into the winter months — March peaks at $6,408 while September dips to $1,581 — so cash-flow planning around that four-to-one seasonal swing is essential. The ROI score of 63 out of 100 reflects a balanced picture: above-average occupancy stability and market growth tempered by average revenue-to-price ratios given home values near $1.04 million. Investors who optimize pricing during the January-through-April peak and maintain competitive amenities should find this market rewards attentive management."
— Rabbu Market Analysis Team
Big Pine Key shows sharp seasonality, with March peaking at $6,408 and September bottoming at $1,581 — a spread of nearly $4,800. The core earning season runs January through April, accounting for a disproportionate share of annual income, so investors need to price aggressively during peak months and plan reserves for the quieter September–November stretch.
| Month | Trend | Revenue |
|---|---|---|
| January |
|
$4,359 |
| February |
|
$5,272 |
| March |
|
$6,408 |
| April |
|
$3,764 |
| May |
|
$2,948 |
| June |
|
$3,184 |
| July |
|
$3,863 |
| August |
|
$2,881 |
| September |
|
$1,581 |
| October |
|
$1,806 |
| November |
|
$2,304 |
| December |
|
$3,059 |
One-bedroom listings dominate supply with 29 units (44% of the market), followed closely by 25 two-bedroom properties, while 3-bedroom homes represent just 10 listings. The limited supply of larger properties, combined with their higher revenue potential, could signal an opportunity for investors willing to acquire or convert 3-bedroom homes.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
29 |
| 2 bedrooms |
|
25 |
| 3 bedrooms |
|
10 |
Three-bedroom listings command the highest ADR at $413, representing a significant 64% premium over 2-bedroom properties at $245 and 1-bedrooms at $252. Interestingly, 1-bedroom and 2-bedroom rates are nearly identical, suggesting the jump to a 3-bedroom unit is where the real pricing power kicks in.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$252 |
| 2 bedrooms |
|
$245 |
| 3 bedrooms |
|
$413 |
RevPAN scales meaningfully with size: 3-bedroom listings lead at $280 per available night, compared to $177 for 2-bedrooms and $159 for 1-bedrooms. The 3-bedroom segment delivers 76% more revenue per available night than 1-bedrooms, making it the strongest performer on a per-night basis after accounting for occupancy.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$159 |
| 2 bedrooms |
|
$177 |
| 3 bedrooms |
|
$280 |
Two-bedroom properties achieve the highest occupancy at 72%, followed by 3-bedrooms at 68% and 1-bedrooms at 63%. The relatively narrow 9-percentage-point spread across all sizes suggests consistent demand regardless of property configuration, though the 2-bedroom sweet spot offers the most reliable booking frequency.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
63% |
| 2 bedrooms |
|
72% |
| 3 bedrooms |
|
68% |
Monthly revenue climbs steadily with size, from $3,046 for 1-bedrooms to $3,716 for 2-bedrooms and $4,433 for 3-bedroom listings. Three-bedroom properties earn roughly 45% more per month than 1-bedrooms, driven by both higher ADR and solid occupancy.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$3,046 |
| 2 bedrooms |
|
$3,716 |
| 3 bedrooms |
|
$4,433 |
Three-bedroom properties lead annual revenue at $53,199, while 2-bedrooms generate $44,601 and 1-bedrooms earn $36,561. For investors weighing acquisition cost against return, the 3-bedroom tier offers the highest absolute revenue — though the premium should be weighed against the higher purchase price and maintenance costs of larger Keys properties.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$36,561 |
| 2 bedrooms |
|
$44,601 |
| 3 bedrooms |
|
$53,199 |
Parking appears in 99% of listings and kitchens in 92%, reflecting the car-dependent, self-catering nature of Keys vacations. Outdoor-lifestyle amenities dominate the middle tier — BBQ grills (86%), pet-friendliness (79%), waterfront access (61%), and pools (59%) — signaling that guests expect a full vacation-home experience rather than a hotel-like stay.
| Amenity | Trend | Value |
|---|---|---|
| Parking |
|
99% |
| Kitchen |
|
92% |
| BBQ Grill |
|
86% |
| Pets |
|
79% |
| Patio or Balcony |
|
64% |
| Waterfront |
|
61% |
| Pool |
|
59% |
| Outdoor Furniture |
|
58% |
| Backyard |
|
55% |
| Washer |
|
52% |
| Dryer |
|
49% |
| Self Check-in |
|
47% |
| Workspace |
|
20% |
| Beach Access |
|
11% |
Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.
| Factor | Big Pine Key Performance | Weight |
|---|---|---|
| Revenue-to-Price Ratio | Average | 40% |
| Occupancy Stability | Above average | 30% |
| Market Growth Trend | Above average | 15% |
| Supply/Demand Balance | Average | 15% |
Big Pine Key's ROI score of 63 out of 100 places it in the 'Attractive Opportunity' band, reflecting a market where above-average occupancy stability and positive growth trends offset a more moderate revenue-to-price ratio given home values near $1.04 million. The supply/demand balance sits at average, and the 70% year-over-year listing growth bears watching as it could shift that equilibrium. Investors should pair these metrics with thorough local regulatory research — Monroe County's STR rules can meaningfully impact net returns.
Understanding local STR regulations is essential before investing in Big Pine Key. Here's the current regulatory landscape:
Monroe County, Florida, which governs Big Pine Key, generally requires short-term rental operators to obtain a vacation rental license from the county as well as a state license through Florida's Department of Business and Professional Regulation. Investors should verify current permit requirements and any application caps directly with Monroe County and DBPR before purchasing.
Common restrictions in the Florida Keys include occupancy limits tied to bedroom count, noise and nuisance ordinances, parking requirements, and minimum-stay rules that may apply in certain residential zones. HOA covenants and deed restrictions can also prohibit or limit STR activity, so reviewing governing documents is essential before committing to a property.
Short-term rental operators in Florida are subject to the state's transient rental tax (currently 6%) plus any applicable Monroe County tourist development taxes. Major booking platforms typically collect and remit these taxes on behalf of hosts, but operators should confirm compliance with both state and county tax authorities.
Regulations subject to change. Always verify with local authorities before purchasing. A Rabbu partner agent specializing in Big Pine Key can provide current regulatory guidance.
Financing an Airbnb investment in Big Pine Key requires lenders who understand STR income. Rabbu partner lenders offer:
"Over the next 12–18 months, Big Pine Key should continue to benefit from robust winter demand, with peak-season months like February and March likely sustaining ADRs in the $280–$320 range. The 70% year-over-year growth in active listings signals rising investor interest, which could moderate occupancy rates slightly — estimates suggest occupancy may settle in the 62–68% range as new supply enters. Above-average market growth trends and occupancy stability suggest the fundamentals remain sound, though investors should monitor whether supply additions outpace demand during the slower summer and fall months."
— Rabbu Market Analysis Team
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.
Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026. Revenue projections are estimates based on comparable properties and do not guarantee future performance. Data reflects trailing 12-month averages and may not capture very recent market shifts or regulatory changes. Local regulations, HOA rules, and licensing requirements can materially affect STR viability — always verify with local authorities before investing.
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