Winter Park, Florida Short-Term Rental Market
AMarket Score 96/100
Quick Answer: Winter Park, Florida is an active short-term rental market. average occupancy is 65%. average monthly revenue is $4,444. average daily rate is $256. the top operator is Master Vacation Homes with 1,891 listings. market score is 96/100 (grade A).
Avg Monthly Revenue
$4,444
↑ 9.7% YoY
65%
Occupancy
↑ 1.9% YoY
$256
Avg Daily Rate
↑ 7.2% YoY
$167
RevPAR
↑ 9.2% YoY
59 days avg lead time4.9 avg length of stay
Market Score Breakdown
Five dimensions Apivex evaluates per market.
Regulation61
Seasonality85
Investability87
Rental Demand75
Revenue Growth93
Seasonal Patterns
| Month | Occupancy | ADR | Revenue |
|---|---|---|---|
| Jan | 54% | $210 | $3,076 |
| Feb | 70% | $219 | $3,689 |
| Mar | 71% | $244 | $4,497 |
| Apr | 60% | $232 | $3,553 |
| May | 54% | $206 | $2,942 |
| Jun | 65% | $241 | $3,889 |
| Jul | 66% | $238 | $4,130 |
| Aug | 56% | $216 | $3,323 |
| Sep | 46% | $190 | $2,403 |
| Oct | 56% | $198 | $2,847 |
| Nov | 55% | $214 | $2,961 |
| Dec | 56% | $230 | $3,275 |
Top Short-Term Rental Operators in Winter Park
Ranked by total active listings. Useful for understanding the competitive landscape.
| # | Operator | Listings | Reviews | Rating |
|---|---|---|---|---|
| 1 | Master Vacation Homes | 1,891 | 73,946 | ★ 4.75 |
| 2 | Top Villas | 1,319 | 6,477 | ★ 3.85 |
| 3 | Ohana Vacation | 808 | 3,603 | ★ 4.21 |
| 4 | Vacasa | 762 | 13,386 | ★ 4.38 |
| 5 | RedAwning | 657 | 4,363 | ★ 4.12 |
What Kind of STR Should I Buy in Winter Park?
Revenue and pricing by property type, tier, and bedroom count.
Revenue by Bedroom Count
| 1 bed | 10,090 |
| 2 bed | 7,112 |
| 3 bed | 12,048 |
| 4 bed | 11,748 |
| 5 bed | 21,520 |
ADR by Property Tier
| Entire Home | $265 |
| Luxury | $464 |
| Professionally Managed | $303 |
Revenue by Dwelling Type
| Apartment | $3,696 |
| Entire Place | $4,610 |
| House | $4,915 |
Booking Channel Mix
Distribution of bookings across major STR platforms.
| Channel | Share |
|---|---|
| airbnb | 36% |
| vrbo | 12.7% |
| both | 51.2% |
Investment Analysis
Revenue Trend (5 yr)
ADR & Occupancy Trends (5 yr)
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