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View PropertiesAs of Apr, 27 2026
Rabbu ROI Score
Longwood offers attractive short-term rental potential, with a balance of healthy demand and revenue relative to property values.
Longwood, FL presents an attractive short-term rental opportunity with an ROI score of 57 out of 100, buoyed by above-average market growth and a manageable supply of just 33 active Airbnb listings. The market's average annual revenue of $31,155 against average home values of $701,534 reflects a moderate revenue-to-price ratio, while its proximity to the greater Orlando metro area provides a steady base of visitor demand. With listing counts growing 82% year over year, this is a market gaining traction among hosts — though occupancy at 38% (below the 54% state average) suggests room for improvement through strategic pricing and amenity upgrades.
According to Rabbu market data, the Longwood short-term rental market shows:
| Metric | Context | Value |
|---|---|---|
| Active Airbnb Listings | As of Apr, 27 2026 | 33 |
| Average Daily Rate (ADR) | vs. $498 state avg. | $251 |
| Average Occupancy Rate | vs. 54% state avg. | 38% |
| RevPAN | ADR * Occupancy Rate | $95 |
| Average Monthly Revenue | Historical 12-month average | $2,596 |
| Average Annual Revenue | Historical 12-month average | $31,155 |
Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026.
Longwood appeals to investors seeking Central Florida exposure with a smaller, less saturated market that still benefits from Orlando-area demand drivers.
Key investment factors
"Longwood represents a moderate-opportunity market where disciplined investors can find reasonable returns, particularly with larger properties. The clear seasonality — March peaks at $3,702 in average monthly revenue while September dips to $1,813 — means cash flow planning is essential, but the roughly 2:1 spread between best and worst months is manageable. The market's above-average growth trend and balanced supply-demand dynamics suggest this is still an early-stage market with room to establish competitive listings. Investors who focus on 3- or 4-bedroom properties and target the winter-to-spring high season should find the most consistent performance."
— Rabbu Market Analysis Team
March is the clear revenue peak at $3,702, while September marks the low point at $1,813 — a spread of roughly $1,900 that reflects meaningful but manageable seasonality. A secondary bump appears in December ($2,906) and July ($2,843), giving investors multiple windows of stronger performance throughout the year.
| Month | Trend | Revenue |
|---|---|---|
| January |
|
$2,716 |
| February |
|
$2,715 |
| March |
|
$3,702 |
| April |
|
$2,643 |
| May |
|
$2,346 |
| June |
|
$2,399 |
| July |
|
$2,843 |
| August |
|
$2,451 |
| September |
|
$1,813 |
| October |
|
$2,110 |
| November |
|
$2,506 |
| December |
|
$2,906 |
Three-bedroom properties dominate Longwood's supply with 14 of 33 active listings, while 1-bedrooms account for 9 and 4-bedrooms for 6. Notably, there are no 2-bedroom or 5+ bedroom listings in the data, which could represent an underserved niche for investors willing to differentiate.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
9 |
| 3 bedrooms |
|
14 |
| 4 bedrooms |
|
6 |
ADR scales steeply with property size in Longwood: 1-bedroom listings average $102 per night, 3-bedrooms jump to $231, and 4-bedrooms command $364. The 3-bedroom segment may offer the best premium-to-acquisition-cost balance given its dominant supply position and solid nightly rate.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$102 |
| 3 bedrooms |
|
$231 |
| 4 bedrooms |
|
$364 |
Four-bedroom properties deliver the strongest RevPAN at $131, roughly triple the $42 earned by 1-bedroom units and well above the $91 for 3-bedrooms. This makes larger homes the most efficient revenue generators on a per-available-night basis, even with slightly lower occupancy.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$42 |
| 3 bedrooms |
|
$91 |
| 4 bedrooms |
|
$131 |
Occupancy rates are relatively flat across property sizes, ranging from 41% for 1-bedrooms to 36% for 4-bedrooms. The modest spread suggests that demand is consistent across unit types, though none are achieving the 54% state average — indicating an opportunity for hosts who optimize pricing and guest experience.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
41% |
| 3 bedrooms |
|
40% |
| 4 bedrooms |
|
36% |
Four-bedroom properties lead with $3,849 in average monthly revenue, nearly three times the $1,312 generated by 1-bedroom units, while 3-bedrooms fall in between at $2,907. For investors focused on monthly cash flow, larger properties clearly outperform despite their higher acquisition and operating costs.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$1,312 |
| 3 bedrooms |
|
$2,907 |
| 4 bedrooms |
|
$3,849 |
Annual revenue ranges from $15,745 for 1-bedroom listings to $46,194 for 4-bedroom homes, with 3-bedrooms generating $34,890. The 4-bedroom configuration offers the highest gross return potential, making it particularly worth evaluating against acquisition costs for investors targeting maximum top-line income.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$15,745 |
| 3 bedrooms |
|
$34,890 |
| 4 bedrooms |
|
$46,194 |
Parking (91%), self check-in (88%), and a full kitchen (88%) are near-universal among Longwood listings, establishing them as baseline guest expectations. Differentiators like pools (30%), hot tubs (24%), and lake access (15%) remain relatively uncommon, suggesting that adding these premium amenities could help a property stand out and command higher nightly rates.
| Amenity | Trend | Value |
|---|---|---|
| Parking |
|
91% |
| Self Check-in |
|
88% |
| Kitchen |
|
88% |
| Backyard |
|
85% |
| Dryer |
|
79% |
| Outdoor Furniture |
|
79% |
| Washer |
|
79% |
| Patio or Balcony |
|
70% |
| Workspace |
|
70% |
| BBQ Grill |
|
64% |
| Pets |
|
42% |
| Pool |
|
30% |
| Hot Tub |
|
24% |
| Lake Access |
|
15% |
Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.
| Factor | Longwood Performance | Weight |
|---|---|---|
| Revenue-to-Price Ratio | Average | 40% |
| Occupancy Stability | Average | 30% |
| Market Growth Trend | Above average | 15% |
| Supply/Demand Balance | Average | 15% |
Longwood's ROI score of 57 out of 100 places it in the "Attractive Opportunity" band, reflecting a market with solid fundamentals but some areas that temper overall returns — notably an average revenue-to-price ratio and occupancy stability against a higher-than-typical home value of $701,534. The above-average market growth trend is a bright spot, indicating that demand is catching up with the expanding supply base. Investors should pair these metrics with thorough local regulatory research and property-level underwriting to confirm that the numbers work for their specific acquisition targets.
Understanding local STR regulations is essential before investing in Longwood. Here's the current regulatory landscape:
Short-term rental operators in Longwood, FL may need to obtain a local business tax receipt and register with the city, and Florida state law requires STR operators to hold a state license through the Department of Business and Professional Regulation. Investors should verify current permit requirements directly with Longwood city officials and Seminole County before listing a property.
Common restrictions that may apply in Longwood include occupancy limits tied to property size, noise ordinances, parking requirements for guests, and minimum-stay provisions. HOA rules can add another layer of restrictions — particularly in suburban neighborhoods — so investors should review any covenants, conditions, and restrictions (CC&Rs) before purchasing.
Florida requires short-term rental operators to collect and remit state sales tax as well as any applicable county tourist development tax. Many booking platforms handle tax collection automatically, but hosts should confirm their obligations with the Florida Department of Revenue and Seminole County to ensure full compliance.
Regulations subject to change. Always verify with local authorities before purchasing. A Rabbu partner agent specializing in Longwood can provide current regulatory guidance.
Financing an Airbnb investment in Longwood requires lenders who understand STR income. Rabbu partner lenders offer:
"Over the next 12–18 months, Longwood's short-term rental market is expected to continue its upward trajectory, with the 82% year-over-year listing growth signaling rising investor confidence. Seasonal patterns suggest revenue will remain strongest from December through March, with ADR potentially ticking up 2–4% as supply matures and hosts optimize their offerings. Occupancy may stabilize in the 38–42% range as the market absorbs new inventory, though well-positioned 4-bedroom properties could outperform given their strong RevPAN of $131. Investors entering now should plan for softer months like September and October while capitalizing on the spring and winter peak windows."
— 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. Market data is current as of April 27, 2026, and conditions may have changed since the last update. Local regulations, HOA restrictions, and tax requirements vary and should be independently verified before investing.
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