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.

Northeast1.3% avg cap rateLive · 37 active listings

The Hamptons, NY

New York's premier summer escape — highest ADR in the Northeast

The Hamptons — East Hampton, Southampton, Bridgehampton, Montauk — represent the most expensive STR market in the northeastern United States. NYC proximity (2 hours by car, 90 min by train to Montauk) and decades of aspirational brand equity drive extreme summer demand from a high-net-worth visitor base. Summer weekly rates routinely exceed $15,000 for quality properties. Regulatory environment is evolving.

1.3%

Avg Cap Rate

Net operating income / price

62%

Avg Occupancy

Annual average

$297

Avg Nightly Rate

All property types

$5.2M

Median Price

STR-viable properties

Estimated Annual Performance

Gross rental revenue

62% occ × $297/night

$67,211

Est. operating expenses

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

– $26,884

Est. net operating income

Before mortgage & depreciation

$40,327

At median price

Implied cap rate

2.1%

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

Why Investors Choose The Hamptons

Highest weekly summer rental rates in the Northeast US

2-hour NYC drive-to market for 8M+ metro residents

East Hampton has some of the most restrictive STR regulations — verify before purchasing

Montauk offers lower entry prices with comparable summer upside

Peak season: Memorial Day – Labor Day (peak: July 4th)

Top property types: Single Family, Estate, Cottage, Waterfront Home

Primary zip: 11937, 11968, 11932, 11954

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 37 active listings · last updated Jun 1, 2026

Run a live analysis in The Hamptons

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

Search The Hamptons Listings

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