Winter Park, FL Houses for rent under $2,500

45 rentals available

1954 Spring St, Winter Park, FL 32792
$1,900/mo
3 beds · 2 baths · 1,230 sq ft
1954 Spring StWinter Park, FL 32792
Call(800) 921-1330
7726 Country Pl, Winter Park, FL 32792
$1,750/mo
2 beds · 2 baths · 1,068 sq ft
7726 Country PlWinter Park, FL 32792
2759 Howell Branch Rd, Winter Park, FL 32792
$850/mo
3 beds · 2 baths · 1,573 sq ft
2759 Howell Branch RdWinter Park, FL 32792
3416 Hamlet Loop, Winter Park, FL 32792
$2,500/mo
3 beds · 3 baths · 1,397 sq ft
3416 Hamlet LoopWinter Park, FL 32792
7116 Green Needle Dr, Winter Park, FL 32792
$2,199/mo
3 beds · 2 baths · 1,578 sq ft
7116 Green Needle DrWinter Park, FL 32792
3991 Waterview Loop, Winter Park, FL 32792
$2,400/mo
3 beds · 2 baths · 1,321 sq ft
3991 Waterview LoopWinter Park, FL 32792
3051 Autumn Ct, Winter Park, FL 32792
$2,200/mo
3 beds · 2 baths · 1,266 sq ft
3051 Autumn CtWinter Park, FL 32792
800 W Canton Ave, Winter Park, FL 32789
$2,500/mo
2 beds · 1 bath · 924 sq ft
800 W Canton AveWinter Park, FL 32789
3306 Netherwood Dr, Winter Park, FL 32792
$1,695/mo
3 beds · 2 baths · 1,186 sq ft
3306 Netherwood DrWinter Park, FL 32792
7526 University Garden Dr, Winter Park, FL 32792
$1,745/mo
3 beds · 2 baths · 1,300 sq ft
7526 University Garden DrWinter Park, FL 32792
$150 Off
163 Scottsdale Sq, Winter Park, FL 32792
$1,600/mo
2 beds · 2 baths · 1,020 sq ft
163 Scottsdale SqWinter Park, FL 32792
710 Dunbar St, Winter Park, FL 32789
$2,195/mo
2 beds · 1 bath · 850 sq ft
710 Dunbar StWinter Park, FL 32789
3557 Arbutus Ln, Winter Park, FL 32792
$2,465/mo
3 beds · 2 baths · 1,220 sq ft
3557 Arbutus LnWinter Park, FL 32792
7101 Swallow Run, Winter Park, FL 32792
$1,895/mo
3 beds · 2.5 baths · 1,565 sq ft
7101 Swallow RunWinter Park, FL 32792
2717 Amsden Rd, Winter Park, FL 32792
$2,175/mo
3 beds · 2 baths · 1,909 sq ft
2717 Amsden RdWinter Park, FL 32792
1639 N Park Ave, Winter Park, FL 32789
$2,490/mo
4 beds · 2 baths · 2,636 sq ft
1639 N Park AveWinter Park, FL 32789
759 Antonette Ave, Winter Park, FL 32789
$1,800/mo
1 bed · 1 bath
759 Antonette AveWinter Park, FL 32789
401 Balfour Dr, Winter Park, FL 32792
$2,000/mo
2 beds · 2 baths · 1,095 sq ft
401 Balfour DrWinter Park, FL 32792
1840 Bachman Way, Winter Park, FL 32792
$2,280/mo
3 beds · 2.5 baths · 1,482 sq ft
1840 Bachman WayWinter Park, FL 32792
7312 Forest Hill Ct, Winter Park, FL 32792
$2,000/mo
3 beds · 2.5 baths · 1,151 sq ft
7312 Forest Hill CtWinter Park, FL 32792
1833 Pineview Cir, Winter Park, FL 32792
$2,260/mo
3 beds · 2 baths · 1,380 sq ft
1833 Pineview CirWinter Park, FL 32792
764 Baffie Ave, Winter Park, FL 32789
$2,250/mo
3 beds · 2 baths · 1,080 sq ft
764 Baffie AveWinter Park, FL 32789
1603 Winter Green Blvd, Winter Park, FL 32792
$1,999/mo
3 beds · 2 baths · 1,096 sq ft
1603 Winter Green BlvdWinter Park, FL 32792
2038 Ponderosa Ave, Winter Park, FL 32792
$2,250/mo
3 beds · 2 baths · 1,400 sq ft
2038 Ponderosa AveWinter Park, FL 32792
Waterview Loop, Winter Park, FL 32792
$2,450/mo
3 beds · 2.5 baths · 1,811 sq ft
Winter Park, FLWinter Park, FL 32792
524 N Lakemont Ave, Winter Park, FL 32792
$2,150/mo
3 beds · 2 baths · 1,432 sq ft
524 N Lakemont AveWinter Park, FL 32792
1824 Howell Branch Rd, Winter Park, FL 32789
$2,000/mo
2 beds · 1 bath · 1,000 sq ft
1824 Howell Branch RdWinter Park, FL 32789
1710 Puritan Ave, Winter Park, FL 32792
$2,115/mo
3 beds · 2 baths · 1,285 sq ft
1710 Puritan AveWinter Park, FL 32792
2028 Albert Lee Pkwy, Winter Park, FL 32789
$1,995/mo
3 beds · 1.5 baths · 1,514 sq ft
2028 Albert Lee PkwyWinter Park, FL 32789
1751 Westchester Ave, Winter Park, FL 32789
$2,200/mo
3 beds · 2 baths · 1,068 sq ft
1751 Westchester AveWinter Park, FL 32789
4040 Waterview Loop, Winter Park, FL 32792
$2,215/mo
3 beds · 2 baths · 1,648 sq ft
4040 Waterview LoopWinter Park, FL 32792
1600 Indiana Ave, Winter Park, FL 32789
$1,195/mo
1 bed · 1 bath · 620 sq ft
1600 Indiana AveWinter Park, FL 32789
Winter Green Blvd, Winter Park, FL 32792
$950/mo
3 beds · 2 baths · 1,187 sq ft
Winter Green BlvdWinter Park, FL 32792
1627 Orange Ave, Winter Park, FL 32789
$2,500/mo
3 beds · 2 baths · 1,302 sq ft
1627 Orange AveWinter Park, FL 32789
1917 Hammerlin Ave, Winter Park, FL 32789
$2,495/mo
3 beds · 1 bath · 1,310 sq ft
1917 Hammerlin AveWinter Park, FL 32789
1968 Lanier Ct, Winter Park, FL 32792
$1,625/mo
2 beds · 1 bath · 900 sq ft
1968 Lanier CtWinter Park, FL 32792
801 Carver St, Winter Park, FL 32789
$2,500/mo
2 beds · 1 bath · 978 sq ft
801 Carver StWinter Park, FL 32789
937 Aragon Ave, Winter Park, FL 32789
$1,995/mo
2 beds · 1.5 baths · 988 sq ft
937 Aragon AveWinter Park, FL 32789
7478 Aloma Pines Ct, Winter Park, FL 32792
$2,399/mo
3 beds · 2.5 baths · 1,787 sq ft
7478 Aloma Pines CtWinter Park, FL 32792
5212 N Indiana Ave, Winter Park, FL 32792
$2,100/mo
3 beds · 1.5 baths · 975 sq ft
5212 N Indiana AveWinter Park, FL 32792