Deals & Discount Filters
Pet Friendly Apartments for Rent in Winter Park, FL
1,767 Rentals
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2 BEDS, 2 BATHS$1,750
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2 BEDS, 1 BATH$1,600
825 N Primrose Dr Unit 113
825 N Primrose Dr, Orlando, FL 32803 -
1 BED, 1 BATH$2,500
1911 Canton St
1911 Canton St, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,550
550 Flemming Way Unit 200
550 Flemming Way, Maitland, FL 32751 -
3 BEDS, 2 BATHS$2,950
1516 Dove Dr
1516 Dove Dr, Orlando, FL 32803 -
3 BEDS, 2 BATHS$2,450
4506 Santee St
4506 Santee St, Orlando, FL 32804 -
4 BEDS, 2 BATHS$2,850
3300 Bennington Ct
3300 Bennington Ct, Winter Park, FL 32792 -
1 BED, 1 BATH$1,600
628 Trinidad Ct
628 Trinidad Ct, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,695
1502 Lawndale Cir
1502 Lawndale Cir, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,000
1835 Biscayne Dr
1835 Biscayne Dr, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$2,650
645 Huntington Ave
645 Huntington Ave, Winter Park, FL 32789 -
4 BEDS, 2.5 BATHS$4,900
2952 De Brocy Way
2952 De Brocy Way, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,245
3392 Bougainvillea Dr
3392 Bougainvillea Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,595
115 Scottsdale Square
115 Scottsdale Square, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,250
1436 Tangerine Ct
1436 Tangerine Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,450
3651 N Goldenrod Rd Unit B109
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,699
225 Lewfield Cir
225 Lewfield Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,949
1500 Gay Rd Unit 26-B
1500 Gay Rd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,800
5334 Lake Howell Rd
5334 Lake Howell Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,900
644 N Knowles Ave
644 N Knowles Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,250
1096 Azalea Ln
1096 Azalea Ln, Winter Park, FL 32789 -
4 BEDS, 4.5 BATHS$6,995
2875 Dorell Ave
2875 Dorell Ave, Orlando, FL 32814 -
4 BEDS, 1.25 BATHS$1,995
600 Katherine Ave
600 Katherine Ave, Orlando, FL 32810 -
3 BEDS, 2.25 BATHS$3,450
1308 Lake Baldwin Ln
1308 Lake Baldwin Ln, Orlando, FL 32814 -
2 BEDS, 1 BATH$1,750
1111 Hardy Ave
1111 Hardy Ave, Orlando, FL 32803 -
3 BEDS, 2.5 BATHS$3,395
2330 Mohawk Trail
2330 Mohawk Trail, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,685
1239 Virginia Dr
1239 Virginia Dr, Orlando, FL 32803 -
1 BED, 1 BATH$1,949
2410 Formosa Ave
2410 Formosa Ave, Orlando, FL 32804 -
3 BEDS, 2 BATHS$2,500
3700 Corrine Dr
3700 Corrine Dr, Orlando, FL 32803 -
1 BED, 1 BATH$1,099
1233 Virginia Dr
1233 Virginia Dr, Orlando, FL 32803 -
STUDIO, 1 BATH$999
2223 Amherst Ave Unit B
2223 Amherst Ave, Orlando, FL 32804 -
1 BED, 1 BATH$1,399
2307 Formosa Ave Unit A
2307 Formosa Ave, Orlando, FL 32804 -
3 BEDS, 2 BATHS$3,499
2929 Oberlin Ave
2929 Oberlin Ave, Orlando, FL 32804 -
4 BEDS, 2 BATHS$2,749
1705 Virginia Dr
1705 Virginia Dr, Orlando, FL 32803 -
1 BED$1,306+2 BEDS$1,686+
Alvista Winter Park
3935 Sutton Place Blvd, Winter Park, FL 32792 -
2 BEDS$1,849
The Fisher Apartments | Modern 1 & 2 Bedro...
2001 Glenridge Way, Winter Park, FL 32792 -
1 BED$1,410+2 BEDS$1,680+
Whisper Lake Apartments
3250 Whisper Lake Ln, Winter Park, FL 32792 -
1 BED$1,763+2 BEDS$2,326+3 BEDS$2,636+
Village at Baldwin Park
2055 Lake Baldwin Ln, Orlando, FL 32814 -
1 BED$1,499
The Juliette | 1 Bedroom Apartments in Orl...
1225 Moselle Ave, Orlando, FL 32807 -
1 BED$1,574+2 BEDS$1,689+3 BEDS$2,311+
The Q at Maitland
430 E Packwood Ave, Maitland, FL 32751
Showing 42 of 166 results, Page 4 of 4
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Clear All FiltersWinter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 538 Sq Ft $1,405 / mo
- 1 Bedroom 708 Sq Ft $1,496 / mo
- 2 Bedrooms 1,019 Sq Ft $1,768 / mo
- 3 Bedrooms 1,271 Sq Ft $2,019 / mo
- 4 Bedrooms 1,506 Sq Ft $1,526 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 767 Sq Ft $1,451/mo
- Eastbrook 720 Sq Ft $1,481/mo
- Cedarwood Village 642 Sq Ft $1,486/mo
- Winter Park Pines 707 Sq Ft $1,495/mo
- Four Seasons 640 Sq Ft $1,512/mo
- Winter Park Pines Merrie Oaks 640 Sq Ft $1,512/mo
- Albert Lee Ridge 768 Sq Ft $1,581/mo
- Lake Howell 726 Sq Ft $1,601/mo
- Winter Park Estates 692 Sq Ft $1,632/mo
- Windward Square 779 Sq Ft $1,648/mo
Getting Around Winter Park
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About Our Deals
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Note: Based on community-supplied data and independent market research. Subject to change without notice.