3 BEDS, 1 BATH
$2,900
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Pet Friendly Apartments for Rent in Winter Park, FL
1,321 Rentals
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2 BEDS, 2 BATHS$1,5007340 Swallow Run Unit 7340
7340 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,800
652 St Johns Ct Unit 652
652 St Johns Ct, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,600
151 N Orlando Ave Unit 238
151 N Orlando Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,6503045 Aaron Burr Ave Unit 12D
3045 Aaron Burr Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,4457302 Swallow Run Unit 7302
7302 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,500
1695 Lee Rd Unit B204
1695 Lee Rd, Winter Park, FL 32789 -
3 BEDS, 1 BATH$2,295
5117 Lake Howell Rd
5117 Lake Howell Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,650
1695 Lee Rd Unit A101
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$2,2502561 Galliano Cir
2561 Galliano Cir, Winter Park, FL 32792 -
3 BEDS, 1.5 BATHS$2,2005212 N Indiana Ave
5212 N Indiana Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,200
1000 S Semoran Blvd Unit 715
1000 S Semoran Blvd, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$3,200
1830 Staunton Ave
1830 Staunton Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$2,300
151 N Orlando Ave Unit 207
151 N Orlando Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,6504059 Waterview Loop
4059 Waterview Loop, Winter Park, FL 32792 -
5 BEDS, 6 BATHS$9,9001442 Palm Ave
1442 Palm Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,600
1695 Lee Rd Unit C103
1695 Lee Rd, Winter Park, FL 32789 -
4 BEDS, 2.5 BATHS$7,500
1368 Hibiscus Ave
1368 Hibiscus Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,099
301 Clark St
301 Clark St, Eatonville, FL 32751 -
2 BEDS, 1 BATH$1,5754418 Eli St
4418 Eli St, Orlando, FL 32804 -
3 BEDS, 2 BATHS$2,3502102 Montana St
2102 Montana St, Orlando, FL 32803 -
1 BED, 1 BATH$1,299
524 Georgetown Dr Unit B
524 Georgetown Dr, Casselberry, FL 32707 -
3 BEDS, 2.5 BATHS$3,590
5489 Baldwin Park St
5489 Baldwin Park St, Orlando, FL 32814 -
1 BED, 1 BATH$1,450
2512 Musselwhite Ave Unit 3
2512 Musselwhite Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,8002510 Boyd Ave
2510 Boyd Ave, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,4951416 Beatrice Dr
1416 Beatrice Dr, Orlando, FL 32810 -
2 BEDS, 1.5 BATHS$1,900
2882 Plaza Terrace Dr Unit 2882
2882 Plaza Terrace Dr, Orlando, FL 32803 -
2 BEDS, 1 BATH$2,045
2512 Musselwhite Ave Unit #1
2512 Musselwhite Ave, Orlando, FL 32804 -
3 BEDS, 2 BATHS$3,500
3707 Pelican Ln
3707 Pelican Ln, Orlando, FL 32803 -
4 BEDS, 2 BATHS$2,2952730 Prince John Rd
2730 Prince John Rd, Winter Park, FL 32792 -
3 BEDS, 1.5 BATHS$1,895731 W Comstock Ave
731 W Comstock Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,375
1000 S Semoran Blvd Unit 806
1000 S Semoran Blvd, Winter Park, FL 32792 -
3 BEDS, 1 BATH$1,895
830 Carver St
830 Carver St, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$1,645
7526 University Garden Dr
7526 University Garden Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,195937 Aragon Ave
937 Aragon Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,6952450 Harbour Way
2450 Harbour Way, Winter Park, FL 32792 -
4 BEDS, 3 BATHS$4,495
4/3 WINTER PARK POOL HOME WITH WINTER PARK SCHOOLS! (Orange County Winter Park Schools)
1625 Tioga Trail, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,895
2 Bedroom 1 Bath Duplex in Winter Park for RENT!
2704 Tortoise Cv, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,250
Spacious and Affordable 2/2 Condo In Lancelot at Winter Park Unit B202
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,425Spacious 2/2 Condo In Lancelot at Winter Park Unit B203
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,5002 Bedroom 2 Bath in Winter Park AVAILABLE AUGUST 17th! Unit E107
3651 N Goldenrod Rd, Winter Park, FL 32792 -
3 BEDS, 3 BATHS$3,795
1667 Mizell Ave
1667 Mizell Ave, Winter Park, FL 32789
Showing 42 of 135 results, Page 3 of 4
Winter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 535 Sq Ft $1,450 / mo
- 1 Bedroom 706 Sq Ft $1,470 / mo
- 2 Bedrooms 1,021 Sq Ft $1,777 / mo
- 3 Bedrooms 1,273 Sq Ft $1,996 / mo
- 4 Bedrooms 1,506 Sq Ft $1,849 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Eastbrook 746 Sq Ft $1,392/mo
- Winter Park Woods 760 Sq Ft $1,401/mo
- Winter Park Pines 715 Sq Ft $1,405/mo
- Carlton Arms 730 Sq Ft $1,420/mo
- Cedarwood Village 674 Sq Ft $1,426/mo
- Albert Lee Ridge 734 Sq Ft $1,470/mo
- Four Seasons 697 Sq Ft $1,484/mo
- Villas of Casselberry 732 Sq Ft $1,499/mo
- Windward Square 788 Sq Ft $1,500/mo
- Georgetown Estates 718 Sq Ft $1,511/mo
Education
Data provided by GreatSchools.org 2025 © 2025. All rights reserved.
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