All Real Estate Services are offered through Chalet Realty (DBA of Mahalla Realty LLC).
Texas Real Estate Commission Consumer Protection NoticeTexas Real Estate Commission Information About Brokerage ServicesTREC DisclaimerChalet (“GetChalet Inc.”) provides general educational content and tools for real-estate investors. Chalet is not a law firm, CPA firm, or investment adviser, and does not provide tax, legal, or accounting advice. Nothing on this site creates a CPA-client, attorney-client, or fiduciary relationship. Tax laws change, and state rules may differ from federal rules (e.g., California decouples from federal bonus depreciation). Always consult your own qualified tax and legal professionals about your specific situation.
The term 'Airbnb' is used on our site in a colloquial sense, akin to saying 'I am going to Airbnb it.' This usage is intended to refer broadly to the concept of short-term rentals and not specifically to the Airbnb platform or services. Airbnb, Inc. is not affiliated with Chalet, nor does it endorse or sponsor our services. We use the term in this generalized manner to easily convey the idea of participating in short-term rental activities, recognizing 'Airbnb' as a term familiar to many in this context.
Affiliate & Referral Disclosure. Chalet may receive referral fees or other consideration when you engage with featured agents, lenders, cost-seg providers, or other partners referenced on this site. These relationships may influence which partners we present. We follow the FTC Endorsement Guides and aim to disclose material connections clearly and conspicuously.
Chalet (DBA of GetChalet Inc.) is not affiliated, associated, authorized, endorsed by, or in any way officially connected with Airbnb, Airbnb.com, or any of its subsidiaries or its affiliates. The official Airbnb website can be found at http://www.airbnb.com. The name "Airbnb" as well as related names, marks, emblems and images are registered trademarks of Airbnb, Inc.
110 Oak Ave, Anna Maria, FL 34216, USA
Covers its debt with margin to spare at the current price.
Investment potential
Your scenario · adjust the levers below or open advanced settings to see how returns change
$94,609
$7,884/mo · at 75% occupancy & $487/night
$35,921
$2,993/mo after costs & mortgage
Cap rate
13.2%
Cash-on-cash
23.9%
DSCR
2.20
Confidence
Your assumptions
Revenue
$94,609/yr
Market avg: $94,609/yr · 75% occ · $487 ADR
Financing
$29,939/yr
Operating costs
$28,749/yr
How this property compares to similar short-term rentals nearby.
Comparable set · 50 properties
$201–$988
Median $488
38%–95%
Median 75%
$52.6K–$168.6K
Median $93.0K
181–365
Median 270
This property · $94.6K
Comparable properties (50)
Cash flow potential High · Appreciation potential Medium
280 days available · 196 days booked ·
256 days available · 212 days booked ·
337 days available · 253 days booked ·
303 days available · 240 days booked ·
214 days available · 187 days booked ·
297 days available · 216 days booked ·
247 days available · 197 days booked ·
349 days available · 195 days booked ·
231 days available · 183 days booked ·
264 days available · 189 days booked ·
324 days available · 187 days booked ·
278 days available · 254 days booked ·
269 days available · 226 days booked ·
266 days available · 180 days booked ·
311 days available · 203 days booked ·
278 days available · 214 days booked ·
258 days available · 228 days booked ·
270 days available · 225 days booked ·
309 days available · 250 days booked ·
238 days available · 181 days booked ·
236 days available · 170 days booked ·
247 days available · 212 days booked ·
249 days available · 165 days booked ·
223 days available · 144 days booked ·
275 days available · 165 days booked ·
305 days available · 133 days booked ·
291 days available · 166 days booked ·
228 days available · 193 days booked ·
311 days available · 217 days booked ·
289 days available · 205 days booked ·
244 days available · 200 days booked ·
282 days available · 190 days booked ·
306 days available · 133 days booked ·
287 days available · 200 days booked ·
240 days available · 178 days booked ·
302 days available · 213 days booked ·
285 days available · 265 days booked ·
232 days available · 182 days booked ·
256 days available · 174 days booked ·
336 days available · 180 days booked ·
256 days available · 143 days booked ·
246 days available · 142 days booked ·
252 days available · 152 days booked ·
181 days available · 122 days booked ·
294 days available · 220 days booked ·
270 days available · 146 days booked ·
302 days available · 180 days booked ·
365 days available · 250 days booked ·
248 days available · 133 days booked ·
255 days available · 147 days booked ·
Revenue and occupancy reflect Chalet's modeled estimates from observed booking activity for comparable active listings. Individual results vary with management, seasonality, and pricing.
Who this property is for
The same property is a great buy for one investor and a trap for another. Here's the honest read.
1031 / high-equity buyer
~$123.5K
Year-1 tax shield
Buying with cash or low leverage removes the debt-coverage problem entirely, so the thesis rests on appreciation plus a large first-year write-off. At roughly 25% of purchase price, the shield is substantial enough to carry the deal on its own.
DSCR cash-flow buyer
2.20
DSCR at asking
At asking price the property clears the 1.20 DSCR most lenders require, so it should qualify for DSCR financing and cover its own debt service from day one. This is the buyer this deal is built for.
Price-disciplined buyer
—
Break-even purchase price
Even a deep discount doesn't get this deal to break even within a realistic range, so there's no price anchor to negotiate toward. A price-disciplined buyer should pass unless the revenue assumptions change.
For a buyer who materially participates and qualifies for the STR tax treatment.
$123.5K
Estimated first-year deduction · range $102.5K–$140.8K
Why this matters here
At a marginal bracket, this deduction can be worth $37.9K–$52.1K in estimated federal tax saved.
This only applies if you meet the IRS material-participation tests for short-term rentals and are not using a full-service property manager.
Estimate, subject to CPA review. Cost-segregation percentages shown here are illustrative and depend on an actual study of the property.
Some states do not conform to federal bonus depreciation, so your state may not allow the same first-year treatment shown above.
Chalet can introduce a cost-segregation partner — this is not tax, legal, or financial advice.
How cash-on-cash return moves with purchase price. The marked line is break-even (1.0 DSCR).
At this price: cash-on-cash +23.9%, DSCR 2.20, cash flow $35,921/yr
| Price vs asking | Price | Cash-on-cash | DSCR | Band |
|---|---|---|---|---|
| -25% | $375,000 | 36.9% | 2.93 | Positive |
| -22% | $390,000 | 35.0% | 2.82 | Positive |
| -15% | $425,000 | 31.0% | 2.59 | Positive |
| -8% | $460,000 | 27.4% | 2.39 | Positive |
| Asking | $500,000 | 23.9% | 2.20 | Positive |
| +8% | $540,000 | 20.9% | 2.04 | Positive |
| +15% | $575,000 | 18.5% | 1.91 | Positive |
Break-even price
Out of range
This deal does not reach break-even within ±25% of asking.
Discount needed
—
The gap between asking and the price a cash-flow buyer can underwrite.
If refi to 5.5% in 24 mo
+$4,388/yr
Illustrative cash-flow improvement at asking price if rates fall. Planning figure, not a forecast.
Annual avg $7,884 · peaks at $11,665 in Mar
Annual avg 72% · peaks at 89% in Mar
$2,993/mo after all expenses
Cash to close
Down payment, closing costs, and furnishing
$145,000
Return on cash:42%
You qualify for STR financing
Your DSCR is 2.2 · lenders typically require 1.0+.
Get matched with 2–3 vetted STR lenders, free.
What the deal returns over the hold — including the tax shield, which is the whole point for an appreciation buyer.
Levered IRR
43.5%
over 5-yr hold, with tax shield
Equity multiple
3.4×
total proceeds vs. $145,000 invested
Projected value at exit
$638,141
year 5 · 5.0% annual appreciation
Tax shield contribution
+10.0 pts
of IRR comes from year-1 depreciation
| Year | Equity | Appreciation | Cumulative cash flow | Total value |
|---|---|---|---|---|
| Year 1 | $128,809 | $25,000 | $81,616 | $235,425 |
| Year 2 | $132,894 | $51,250 | $118,956 | $303,100 |
| Year 3 | $137,274 | $78,813 | $157,737 | $373,823 |
| Year 4 | $141,970 | $107,753 | $197,979 | $447,703 |
| Year 5 | $147,007 | $138,141 | $239,706 | $524,853 |
Projection, not a promise.
Assumes 5.0% annual appreciation, 1.5% rent growth (operating costs held flat), and that the property qualifies for short-term-rental tax treatment. The year-1 depreciation shield depends on a real cost-segregation study and your tax situation — consult a CPA.
Appreciation is the dominant driver of this return. When cash flow is negative, the deal depends on the property gaining value — it is not paying for itself from income.
Appreciation, rent growth, and financing rates are editable under Edit financials.
STR deals turn on local rules and demand that a generalist agent misses. Chalet matches you with a vetted Anna Maria agent who knows which properties actually cash flow — and which to avoid.
© 2026 Chalet. All rights reserved.
This analysis is generated by Chalet's Airbnb Calculator
Visit getchalet.com for more tools
Real Estate Investment Analysis & Market Insights
Disclaimer. This page and the data presented are for informational purposes only. The information provided should not be construed as financial, legal, or investment advice. Market conditions can change rapidly, and past performance does not guarantee future results. Always consult with qualified professionals before making investment decisions.
110 Spring Ave, Anna Maria, FL 34216
3 bed 2 bath 8 guests
Revenue
$93,722/yr
Daily Rate
$629
Occupancy
0.7%
408 Magnolia Ave, Anna Maria, FL, USA
2 bed 2 bath 6 guests
Revenue
$72,819/yr
402 71st St, Holmes Beach, FL 34217, USA
5 bed 3 bath 12 guests
Revenue
$142,200/yr
6804 Gulf Drive, Holmes Beach, FL, USA
2 bed 2 bath 6 guests
Revenue
$71,393/yr
108 Tern Drive, Anna Maria, FL, USA
5 bed 4 bath 12 guests
Revenue
$134,349/yr
733 Holly Rd, Anna Maria, FL 34216, USA
4 bed 3 bath 10 guests
Revenue
$129,399/yr
Daily Rate
$420
Occupancy
0.7%
Daily Rate
$916
Occupancy
0.6%
Daily Rate
$420
Occupancy
0.8%
Daily Rate
$615
Occupancy
0.8%
Daily Rate
$915
Occupancy
0.7%