Windermere, FL mid-term rental market data
We track 1–25 active furnished monthly (30+ night) rental listings in Windermere, FL. The rent range is $1,400–$2,700. Sign in to view the real market rent and listing count. Data updated July 2026.
Small sample: treat these figures as directional until more listings are tracked here.
Pricing by bedroom
AMR and listing counts per unit type in Windermere, FL.
Who lives in Windermere, FL
U.S. Census demographics behind monthly demand.
- Population
- 43,700
- Median income
- $131,409
- Median age
- 38
- Renter-occupied
- 26%
- Median home value
- $621,300
Local economy
BLS employment for Orange County.
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Comparables, demand drivers, rent trends, seasonality, regulations, and deal underwriting for Windermere, FL.
Real 30+ night comparables
Every active 30+ night marketplace listing in Windermere, FL, with photos and asking rents.
Demand drivers & deal underwriting
Hospitals, universities, and employers driving MTR demand in Windermere, FL, plus cap rate, cash-on-cash, and DSCR on any property.
Rent trends
Month-over-month AMR for Windermere, FL, so you can see where pricing is heading.
Seasonality
Which months book strongest in Windermere, FL. Plan pricing and turnovers around real demand.
Local regulations
Whether 30+ night rentals are allowed in Windermere, FL, short-term-rental rules, and HOA / zoning caveats to check before you buy.
Market opportunities
AI-surfaced opportunities and risks for Windermere, FL: underserved unit types, demand spikes, and where supply is thin.
Mid-term rentals in Windermere, FL: FAQ
- What is the rent range for a furnished monthly rental in Windermere, FL?
- The rent range for a furnished 30+ night rental in Windermere, FL is $1,400–$2,700. Sign in to view the real market rent. The listing range is 1–25 active 30+ night listings as of July 2026.
- How many furnished monthly rentals are there in Windermere, FL?
- The listing range for active 30+ night rentals in Windermere, FL is 1–25 as of July 2026. Sign in to view the real listing count.
- Are mid-term rentals legal in Windermere, FL?
- Rules are set locally. Most U.S. cities regulate short-term rentals (stays under 30 nights) and treat furnished stays of 30+ nights as ordinary tenancies, but some cities draw the line at a different length or limit furnished rentals in certain zones. Check Windermere, FL's current ordinance, plus HOA, lease, and zoning rules, before you buy or list.
Sources and methodology
The rent range and listing range come from active furnished monthly (30+ night) marketplace listings tracked by MTR Analytics as of July 2026. Sign in to view the real market rent and listing count. The real rent is the average asking monthly rent over up to the 12 most recent complete months. Demographics are U.S. Census Bureau ACS 5-year estimates. Employment is U.S. Bureau of Labor Statistics data for Orange County. How these numbers are built.
Cite this page: MTR Analytics, “Windermere, FL mid-term rental market data,” July 2026, https://mtranalytics.com/mid-term-rental-data/florida/windermere.
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