$2,749/mo/mo
3
Beds
2.0
Baths
1,619
Sqft
1948 Glenshire Way
Orlando · Winter Park, FL
Available Now
Community Profile
Homes for Rent in Winter Park, FL
8 Homes Availablefrom $2,373/moUpdated daily
Move-in ready rental homes across Winter Park, Florida. Browse affordable, move-in ready houses - decisions in 24 hours.
Avg. Rent
$2,373/mo
Bedroom Sizes
3–5 BR
Market
8 homes from $2,060/mo
Find your fit in Winter Park
Available Now
Homes in Winter Park
$2,345/mo/mo
3
Beds
2.0
Baths
1,403
Sqft
7446 Betty St
Orlando · Winter Park, FL
Available Now
$2,435/mo/mo
3
Beds
3.0
Baths
1,572
Sqft
7341 Grand Ave
Orlando · Winter Park, FL
Available Now
$2,675/mo/mo
4
Beds
2.0
Baths
1,816
Sqft
2821 Buccaneer Dr
Orlando · Winter Park, FL
Available Now
$2,349/mo/mo
3
Beds
2.0
Baths
1,368
Sqft
3309 Australian Cir
Orlando · Winter Park, FL
Available Now
$2,095/mo/mo
3
Beds
2.0
Baths
1,648
Sqft
4040 Waterview Loop
Orlando · Winter Park, FL
Available Now
$2,275/mo/mo
5
Beds
2.0
Baths
1,600
Sqft
3628 Datura Ct
Orlando · Winter Park, FL
Available Now
$2,060/mo/mo
3
Beds
2.0
Baths
1,285
Sqft
1710 Puritan Ave
Orlando · Winter Park, FL
Available Now
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Market Guide
Renting in Winter Park
Winter Park, Florida renters can choose from 8 verified rental listings with PrimeFamilyHousing priced from $2,060 to $2,749 per month. All of our Winter Park homes are inspected and move-in ready, with no hidden administrative fees at any step.
Current availability includes 6 three-bedroom homes, 1 four-bedroom home, and 1 five-bedroom home. Living space runs between 1,285 and 1,816 square feet - around 1,539 sq ft on average.
Popular areas include Orlando.
Apply online in under 10 minutes and get a decision within 24 hours. Our newest Winter Park listing was added in October 2026, and inventory updates daily. Once approved, you can sign and move in on your schedule.
- 30-point inspection before listing
- Same-day maintenance response
- No admin or convenience fees
- Online rent pay & requests
Common Questions
Renting in Winter Park - FAQ
How much does it cost to rent a home in Winter Park?
Rentals in Winter Park currently range from $2,060 to $2,749 per month, with an average around $2,373/month. PrimeFamilyHousing shows transparent pricing on every listing - no hidden fees.
What size homes are available for rent in Winter Park?
PrimeFamilyHousing currently lists 3, 4 and 5-bedroom homes in Winter Park, FL - 6 three-bedroom homes, 1 four-bedroom home, and 1 five-bedroom home in total, ranging from 1,285 to 1,816 square feet.
How do I apply for a rental in Winter Park?
Apply online at primefamilyhousing.com/apply in under 10 minutes. We review every application within 24 hours. No paper forms, no runaround.
Does PrimeFamilyHousing have pet-friendly rentals in Winter Park?
Yes. Several of our Winter Park listings are pet-friendly. Pet policies are disclosed upfront on every listing so you never waste time on a home that won't accept your pet.
Are there any hidden fees when renting through PrimeFamilyHousing in Winter Park?
No. The price listed is the price you pay. Standard upfront costs are a security deposit (typically 1–2 months rent) and the first month's rent. All fees are shown before you apply.
