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Houses for Rent in Winter Park, FL

1 - 30 of 33 Results
1
$1,995
Fern Park - 2 Bedrooms, 2 Bathrooms – $1,995.00
1003 Sherrywood St Fern Park, FL
2 BR | Available Now
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1
$2,325
Townhome 3 Bedroom/2.5 Bathroom In Winter Park In A Gated Community
2632 Galliano Cir Winter Park, FL
3 BR | Jul. 6, 2026
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Cat Friendly
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14
$1,595
1941 Lanier Ct
Winter Park, FL
2 BR | Available Now
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Dog Friendly
Cat Friendly
15
$2,495
2730 Prince John RD
Winter Park, FL
4 BR | Aug. 12, 2026
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Dog Friendly
Cat Friendly
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1
$1,750
Recently Renovated 2/1 Condo In Winter Park!
2304 Inagua Way Winter Park, FL
2 BR | Available Now
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Cat Friendly
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1
$2,350
Beautiful 3 Bedroom 2.5 Bath Home With Vaulted Ceilings And 2 Car Garage
3449 Allston Ln Winter Park, FL
3 BR | Available Now
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Cat Friendly
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1
$1,399
Great Complex On Lake Killarney
2500 Lee Rd Unit 145 Winter Park, FL
1 BR | Available Now
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Disability Access
16
$1,399
2500 Lee Rd
Winter Park, FL
1 BR | Available Now
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15
$2,495
7628 Aloma Pines Ct
Winter Park, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
1
$1,350
2 Bed 2 Bath In Winterpark!
7328 Swallow St Winter Park, FL
2 BR | Available Now
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Cat Friendly
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1
$2,050
Winter Park 3 Bedroom 2 Bath Renovated!
5171 N Orange Ave Winter Park, FL
3 BR | Available Now
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Air Conditioning
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1
$2,100
Nice 3 Bedroom, 2 Bath Single Family Home
3036 Patel Dr Winter Park, FL
3 BR | Available Now
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11
$1,950
731 W Comstock Ave
Winter Park, FL
3 BR | Available Now
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Cat Friendly
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26
$2,600
4959 Tangerine Ave
Winter Park, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
1
$1,350
1/1 @ Winter Park Villas
667 Trinidad Ct Winter Park, FL
1 BR | Ask for Availability
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1
$2,095
3 Bedroom 2 Bath Duplex In Winter Park For Rent!
2700 Tortoise Cv Winter Park, FL
3 BR | Available Now
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Dog Friendly
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11
$2,500
1840 Bachman Way
Winter Park, FL
3 BR | Jul. 10, 2026
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Dishwasher
14
$1,995
830 Carver St
Winter Park, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
1
$3,300
Elegant 4-bed Winter Park Home With Oversized Hot Tub & Scenic Setting
1843 Shadyhill Ter Winter Park, FL
4 BR | Available Now
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Balcony/Deck/Patio
Dishwasher
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1
$2,250
Charming 3-bedroom, 2-bath Home For Rent In Winter Park!
851 Carver St Winter Park, FL
3 BR | Jul. 10, 2026
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1
$2,395
Winter Park - 3 Bedroom, 1 Bathroom - $2,395.00
5117 Lake Howell Rd Winter Park, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
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1
$2,500
Winter Park 3/2 Rental
521 Ohio St Winter Park, FL
3 BR | Available Now
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1
$3,995
1667 Mizell Ave
Winter Park, FL
3 BR | Available Now
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1
$2,500
Winter Park 3 Bedroom Steps To Shopping, Dining.
301 S Capen Ave Winter Park, FL
3 BR | Available Now
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Downtown Winter Park
1
$1,600
1/2 Duplex In Winter Park
3012 Patel Dr Winter Park, FL
2 BR | Available Now
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Dishwasher
1
$3,200
Home For Rent With Private Boat Dock On Lake Killarney!
438 Lakeview Ave Winter Park, FL
2 BR | Available Now
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Dog Friendly
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1
$1,895
Waterfront Living In Winter Haven – Beautiful 3-bedroom Home With Stunning Views!
2529 Pine Pl Winter Park, FL
3 BR | Available Now
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Dog Friendly
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1
$1,700
The Highlands In Winter Springs
10 Sheoah Blvd #8 Winter Park, FL
2 BR | Available Now
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Pool
1
$2,950
Beautiful Remodeled/renovated 3/2/2 With Large Screen Porch
5360 N Lk Winter Park, FL
3 BR | Available Now
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Dishwasher
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1
$2,650
2737 Bright Bird
Winter Park, FL
3 BR | Available Now
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House
1 - 30 of 33 Results
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  2. Orlando Area Apartments
  3. Winter Park
  4. Houses For Rent

How much does it cost to rent a house in Winter Park?

houses
Bed Type Average Rent Range
1BR $1,400 $1,350 - $1,400
2BR $1,700 $1,350 - $3,200
3BR $2,400 $1,920 - $3,520
Winter Park Houses For Rent vs. Winter Park Average
Houses for Rent
Winter Park Overall
$2,198
$1,527
$0
$750
$1,500
$2,250
$3,000
Average Rent
Frequently Asked Questions

How many houses are available in Winter Park, FL on Rentable.co?

There are 33 houses in Winter Park currently available for rent on Rentable.co.

What is the average rent for a house in Winter Park, FL?

The average monthly rent for a house in Winter Park is about $2,200.

How many one-bedroom houses are available in Winter Park?

Rentable.co has 5 one-bedroom houses available for rent in Winter Park.

How many two-bedroom houses are available in Winter Park?

Rentable.co has 10 two-bedroom houses available for rent in Winter Park.

Can I afford a house in Winter Park, FL?

To comfortably afford a house in Winter Park based on average rent prices, a household would need an annual income of $88,000.

Which neighborhoods have the most houses for rent in Winter Park, FL?

  1. Downtown Winter Park

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