STRROI is a short-term rental (STR) investment analysis platform. It pulls live MLS listings, scores every property for STR return on investment (ROI) using real Airbnb comps, and generates AI-written deal memos, so investors can underwrite deals faster and with more confidence.

How does the buy rating work?

Every property is scored 1-10 based on cash-on-cash return (35%), cap rate (30%), monthly cash flow (20%), and property quality signals (15%). Scores of 8-10 are Strong Buy, 6-7 are Buy, 4-5 are Hold, and below 4 are Pass.

What data does STRROI use?

STRROI combines live MLS listing data with real short-term rental comp data: the same active listings your competition will be booking. Cap rates, ADR, occupancy, and cash flow are all calculated from real market data, not estimates.

What is an AI Deal Memo?

An AI Deal Memo is a full investment analysis document generated by AI in under 30 seconds. It includes an investment thesis, comparable rental analysis, risk factors, financing scenarios, sensitivity tables, and a buy/pass recommendation, formatted to share with partners or lenders.

Is there a free plan?

Yes. The free plan gives you full access to the STRROI interface using demo market data, so you can explore every feature before committing. Paid plans start at $24/month and unlock live MLS searches, real STR comps, and AI-powered analysis.

How is STRROI different from AirDNA or Mashvisor?

AirDNA and Mashvisor show you STR performance data for properties you already own or are researching manually. STRROI starts from live for-sale MLS listings and automatically underwriting each one for STR viability, so you're finding deals, not just analyzing them. The AI Deal Memo feature is also unique: no other STR tool generates a full underwriting memo from live comps.

Southeast2.1% avg cap rateLive · 41 active listings

Anna Maria Island, FL

Old Florida charm - Gulf Coast's most beloved island escape

Anna Maria Island is a 7-mile barrier island on Florida's Gulf Coast with one of the most loyal repeat-visitor bases of any STR market in Florida. The island's strict preservation of Old Florida character - no chain restaurants, no high-rises, golf cart culture - commands premium pricing relative to its size. Properties here rent at exceptional rates and hold value extremely well.

2.1%

Avg Cap Rate

Net operating income / price

39%

Avg Occupancy

Annual average

$790

Avg Nightly Rate

All property types

$4.1M

Avg List Price

STR-viable properties

41 active listings in Anna Maria Island are analyzed and ranked right now

Scored 1-10 against real Airbnb comps. See which properties rank highest and why.

See the ranked listings

Estimated Annual Performance

Gross rental revenue

39% occ × $790/night

$111,880

Est. operating expenses

Mgmt, cleaning, supplies, insurance (~40%)

- $44,752

Est. net operating income

Before mortgage & depreciation

$67,128

At $4.1M avg price

Implied cap rate

1.6%

* Estimates based on market averages. Individual property performance varies. Always run a full underwriting analysis.

Why Investors Choose Anna Maria Island

Strict height and development limits preserve supply scarcity

Highest repeat-visitor rate of any Gulf Coast Florida island

No high-rises - 2-story homes dominate, maintaining premium aesthetic

Bradenton/Sarasota metro provides strong drive-to feeder market

Peak season: Dec - Apr (winter snowbirds), summer families

Top property types: Beach Cottage, Single Family, Gulf-front Home

Primary zip: 34216, 34217, 34228

Market averages, not guarantees. Cap rates, occupancy, and nightly rates are market-wide averages based on active STR listings and historical data. Individual property performance depends on location, amenities, management, and listing quality. Always run a full underwriting analysis before purchasing.Stats sourced from 41 active listings · last updated Jul 17, 2026

Run a live analysis in Anna Maria Island

Search active MLS listings in Anna Maria Island and instantly see cap rates, cash flow projections, and STR comp-backed nightly rates - all in one underwriting report.

Search Anna Maria Island Listings

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