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Houses for Rent in Winter Park, FL

1 - 30 of 39 Results
1
$2,900
Winter Park - 3 Bedroom, 2.5 Bathroom - $2,900.00
2337 Shadowland Loop Winter Park, FL
3 BR | Available Now
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House
Dog Friendly
Cat Friendly
1
$2,750
Gorgeous Direct Lakefront 3/2 Mid-century Modern Style Home With A Covered Patio And A Large Backyard In The Desirable Albert Lee Ridge Community - Winter Park!
2401 Albert Lee Pkwy Winter Park, FL
3 BR | Available Now
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House
Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Dishwasher
12
$2,595
2502 Fifeshire Dr
Winter Park, FL
3 BR | Available Now
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House
Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
1
$1,600
Beautiful Vintage Condo Home For Rent! 2 Bed 2 Bath ( Available Move In Today )
2911 Antique Oaks Cir Unit 15 Winter Park, FL
2 BR | Available Now
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House
Dog Friendly
Cat Friendly
16
$1,099
2500 Lee Rd
Winter Park, FL
1 BR | Available Now
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House
15
$1,895
307 Sandlewood Trl
Winter Park, FL
2 BR | Available Now
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House
Dog Friendly
Cat Friendly
1
$1,895
Pond View
7101 Swallow St Winter Park, FL
3 BR | Ask for Availability
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House
Storage
Dishwasher
1
$1,590
2br 2.5ba Updated Home In Hidden Oaks, Winter Park!!! Kitchen Updated, Tile Floor Downstairs, Community Pool.
3374 Cedar Springs Pl Winter Park, FL
2 BR | Available Now
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House
Storage
Dishwasher
Pool
36
$3,450
1817 Loch Berry Rd
Winter Park, FL
3 BR | Oct. 16, 2026
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House
Dog Friendly
Balcony/Deck/Patio
Storage
Dishwasher
14
$2,095
2577 Galliano Cir
Winter Park, FL
2 BR | Nov. 11, 2026
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House
Cat Friendly
Dishwasher
16
$1,800
3310 Royal St
Winter Park, FL
2 BR | Available Now
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House
Dog Friendly
Cat Friendly
Dishwasher
15
$1,350
4874 Tangerine Ave
Winter Park, FL
1 BR | Available Now
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House
Dog Friendly
Cat Friendly
1
$2,275
Just Reduced!!! Townhome 3 Bedroom/2.5 Bathroom In Winter Park In A Gated Community
2632 Galliano Cir Winter Park, FL
3 BR | Available Now
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House
Dog Friendly
Cat Friendly
Storage
Dishwasher
1
$1,995
One Month Free! Cozy Remodeled 2 Bed 1.5bath In Winter Park
937 Aragon Ave Winter Park, FL
2 BR | Available Now
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House
Dog Friendly
Cat Friendly
Storage
Disability Access
40
$1,995
937 Aragon Ave
Winter Park, FL
2 BR | Available Now
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House
Dog Friendly
Cat Friendly
11
$1,795
731 W Comstock Ave
Winter Park, FL
3 BR | Available Now
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House
Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
1
$1,000
Spacious And Convenient 1 Bedroom. Won't Last!
7429 Daniel Webster Dr #b-15c Winter Park, FL
1 BR | Available Now
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House
Dog Friendly
Cat Friendly
Storage
29
$2,700
3557 Arbutus Ln
Winter Park, FL
3 BR | Available Now
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House
Dog Friendly
Cat Friendly
Dishwasher
10
$1,525
2530 Kamnic Ct
Winter Park, FL
2 BR | Available Now
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House
Dog Friendly
Cat Friendly
17
$2,095
2028 Albert Lee Pkwy
Winter Park, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Hidden Pond
11
$2,280
1840 Bachman Way
Winter Park, FL
3 BR | Available Now
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House
Dishwasher
5
$1,195
1600 Indiana Ave
Winter Park, FL
1 BR | Available Now
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House
Dog Friendly
Cat Friendly
1
$4,140
Amazing Home In Gated Neighborhood In Winter Park
2352 Kestrel Perch Pl Winter Park, FL
4 BR | Oct. 10, 2026
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House
Fitness Center
Storage
Dishwasher
Pool
11
$1,900
1835 Biscayne Drive
Winter Park, FL
2 BR | Available Now
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House
Dog Friendly
Cat Friendly
Storage
Dishwasher
1
$1,099
!price Drop! Great Complex On Lake Killarney (free Admin Fee)
2500 Lee Rd Unit 145 Winter Park, FL
1 BR | Available Now
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House
Disability Access
1
$2,200
Winter Park 3 Bedroom Steps To Shopping, Dining.
301 S Capen Ave Winter Park, FL
3 BR | Available Now
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House
Downtown Winter Park
1
$1,800
Winter Park Duplex
759 Antonette Ave Winter Park, FL
1 BR | Available Now
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House
Downtown Winter Park
1
$7,995
Exquisite 4-bed, 5.5-bath Executive Retreat With Lap Pool In Prime Winter Park Location
2234 Howard Dr Winter Park, FL
4 BR | Available Now
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House
Dog Friendly
Cat Friendly
Dishwasher
1
$3,895
Awesome Home Ready For You In Winter Park
2348 Kestrel Perch Pl Winter Park, FL
4 BR | Available Now
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House
Dog Friendly
Cat Friendly
1
$2,295
55+ Winter Park Condo
700 Melrose Ave Unit A-5 Winter Park, FL
2 BR | Available Now
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House
1 - 30 of 39 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 $1,170 $1,000 - $1,800
2BR $1,900 $1,530 - $2,280
3BR $2,600 $1,800 - $3,480
4+BR $4,140 $3,900 - $8,000
Winter Park Houses For Rent vs. Winter Park Average
Houses for Rent
Winter Park Overall
$2,000
$1,497
$0
$650
$1,300
$1,950
$2,600
Average Rent
Frequently Asked Questions

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

There are 39 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 $2,000.

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

Rentable.co has 9 one-bedroom houses available for rent in Winter Park.

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

Rentable.co has 17 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 $80,000.

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

  1. Downtown Winter Park
  2. Hidden Pond

Browse Winter Park Apartments
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