AI-Powered STR Operations

The work between bookings runs itself

Turnovers, maintenance, damage claims, compliance, financials. FlipDay automates the operational chaos so you can focus on growing your portfolio.

84%
of STR operators adopted AI in 2025
6
tools in one platform, not six subscriptions
$80/yr
unlimited properties, flat annual pricing

You manage bookings fine. Everything else is a mess.

📋

Turnover chaos

Calendar sync fails. Cleaners miss assignments. Photo proof lives in a text thread from three weeks ago.

🛠

Maintenance roulette

You remember the HVAC filter when the AC breaks. Winterization happens after the first freeze. Every season is a surprise.

📄

Compliance anxiety

Permits expire quietly. New STR regulations drop. You find out when the fine arrives, not before.

💸

Tax-time panic

Receipts in six apps, expenses in a spreadsheet, Schedule E assembled from memory the night before the deadline.

What FlipDay Does

Six tools. One subscription. Zero spreadsheets.

01

Turnover Command Center

Syncs Airbnb, VRBO, and Booking.com calendars. Auto-assigns cleaners, generates checklists, requires photo verification before the next guest walks in.

02

AI Damage Detection

Snap a photo. FlipDay diagnoses the damage type, estimates severity, calculates repair costs, and generates claim-ready reports for insurance or guest charges.

03

Smart Maintenance

100+ pre-built maintenance tasks. Climate-aware scheduling handles winterization, hurricane prep, and seasonal maintenance before you have to think about it.

04

Regulatory Compliance

Tracks permits, licenses, and inspections across 50+ STR markets. Expiration alerts fire before you get fined, not after.

05

Financial Dashboard

P&L by property. Automatic CapEx/OpEx classification. OCR receipt scanning. Schedule E-ready tax reports built as you go, not reconstructed in April.

06

Team Collaboration

Assign tasks to cleaners, handymen, and contractors. Track supply inventory. Everyone knows what needs doing, when, and where.

Annual. Flat. No per-property fees.

While competitors charge per property per month, FlipDay charges once per year. Your 30th property costs the same as your first.

Free
$0
forever
1 property
All 6 tools
Solo use
Host
$80
per year
Unlimited properties
All 6 tools
Solo use
Business
$400
per year
Unlimited properties
All 6 tools
Unlimited team

Your properties deserve better than a spreadsheet.

FlipDay is building the operational backbone for the next generation of STR operators. The ones who scale with systems, not stress.