Here are Winter Park listings for rentals and roommates -- find yourself a whole new living arrangement by choosing from apartments, homes for rent, and other rooms for rent.

Also, if you're only passing through Winter Park for a brief period of time, find short term rentals or vacation rentals.

Beautiful Retreat 2 bedroom house in the Heart of Winter Park

Beautiful Retreat 2 bedroom house in the Heart of Winter Park

Winter Park, FL
$2,500
Rental, Homes for Rent
This charming home in the heart of Winter Park's upscale Forest Hills neighborhood is perfect for anyone ! Million-dollar homes and brick-lined streets lead you to this beautiful property with two......

Beautiful Retreat 2 bedroom house in the Heart of Winter Park

Beautiful Retreat 2 bedroom house in the Heart of Winter Park

Winter Park, FL
$2,500
Rental, Homes for Rent
This charming home in the heart of Winter Park's upscale Forest Hills neighborhood is perfect for anyone ! Million-dollar homes and brick-lined streets lead you to this beautiful property with two......

$1475 One bedroom in Winter Park

$1475 One bedroom in Winter Park

Winter Park, FL
$1,475
Rental, Apartments
Sublet.com Listing ID 4730029. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4730029. Contact a Sublet.com representative at 201-845-7300 if you have......

Charming 3 Bedroom Single Family Home For Rent

Charming 3 Bedroom Single Family Home For Rent

Winter Park, FL
$1,545
Rental, Homes for Rent
This beautifully designed home is move-in ready. A spacious layout perfect for comfortable living that you can enjoy with your pets too; we're proud to be pet friendly. A home built using......

This adorable remodeled 1 BED LOCATED @ 2326 Wellington Blvd, Winter Park, FL 32789

This adorable remodeled 1 BED LOCATED @ 2326 Wellington Blvd, Winter Park, FL 32789

Winter Park, FL
(Contact seller for price)
Rental, 4 Plex
This adorable remodeled 755sf Loft is an upstairs attic apartment living area with a Kitchenette and full bathroom, dining area and sleeping area. Downstairs area has a half bath and closet.......

$1600 One bedroom in Winter Park

$1600 One bedroom in Winter Park

Winter Park, FL
$1,600
Rental, Apartments
Sublet.com Listing ID 4703619. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4703619. Contact a Sublet.com representative at 201-845-7300 if you have......

$700 One bedroom in Winter Park

$700 One bedroom in Winter Park

Winter Park, FL
$700
Rental, Homes for Rent
Sublet.com Listing ID 4698037. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4698037. Contact a Sublet.com representative at 201-845-7300 if you have......

$1600 One bedroom in Winter Park

$1600 One bedroom in Winter Park

Winter Park, FL
$1,600
Rental, Apartments
Sublet.com Listing ID 4679476. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4679476. Contact a Sublet.com representative at 201-845-7300 if you have......

Minutes from FullSail/ Rollins Beautiful Winter Park Home

Minutes from FullSail/ Rollins Beautiful Winter Park Home

Winter Park, FL
$500
Rental, Apartments
Quiet home for working professionals and serious students looking for a quiet place to lay their head after a long days. . No Closet it is the smaller room in the house ,Roommates are peaceful home......

$950 room for rent in Winter Park

$950 room for rent in Winter Park

Winter Park, FL
$950
Rooms for Rent, Homes for Rent
Sublet.com Listing ID 4729233. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4729233. Contact a Sublet.com representative at 201-845-7300 if you have......

$950 room for rent in Winter Park

$950 room for rent in Winter Park

Winter Park, FL
$950
Rooms for Rent, Apartments
Sublet.com Listing ID 4728280. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4728280. Contact a Sublet.com representative at 201-845-7300 if you have......

$1050 room for rent in Winter Park

$1050 room for rent in Winter Park

Winter Park, FL
$1,050
Rooms for Rent, Apartments
Sublet.com Listing ID 4728263. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4728263. Contact a Sublet.com representative at 201-845-7300 if you have......

$825 room for rent in Winter Park

$825 room for rent in Winter Park

Winter Park, FL
$825
Rooms for Rent, Condo/Townhouse
Sublet.com Listing ID 4694316. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4694316. Contact a Sublet.com representative at 201-845-7300 if you have......

$703 room for rent in Winter Park

$703 room for rent in Winter Park

Winter Park, FL
$703
Rooms for Rent, Apartments
Sublet.com Listing ID 4644637. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4644637. Contact a Sublet.com representative at 201-845-7300 if you have......

$900 One bedroom in Winter Park

$900 One bedroom in Winter Park

Winter Park, FL
$900
Short Term Rentals, Homes for Rent
Sublet.com Listing ID 2468974. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 2468974. Contact a Sublet.com representative at 201-845-7300 if you have......

$2000 Two bedroom in Winter Park

$2000 Two bedroom in Winter Park

Winter Park, FL
$2,000
Short Term Rentals, Apartments
Sublet.com Listing ID 4721136. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4721136. Contact a Sublet.com representative at 201-845-7300 if you have......

$1500 One bedroom in Winter Park

$1500 One bedroom in Winter Park

Winter Park, FL
$1,500
Short Term Rentals, Apartments
Sublet.com Listing ID 4713734. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4713734. Contact a Sublet.com representative at 201-845-7300 if you have......

$1600 Two bedroom in Winter Park

$1600 Two bedroom in Winter Park

Winter Park, FL
$1,600
Short Term Rentals, Homes for Rent
Sublet.com Listing ID 4706944. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4706944. Contact a Sublet.com representative at 201-845-7300 if you have......

$1565 One bedroom in Winter Park

$1565 One bedroom in Winter Park

Winter Park, FL
$1,565
Short Term Rentals, Apartments
Sublet.com Listing ID 4696056. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4696056. Contact a Sublet.com representative at 201-845-7300 if you have......

$1400 Two bedroom in Winter Park

$1400 Two bedroom in Winter Park

Winter Park, FL
$1,400
Short Term Rentals, Apartments
Sublet.com Listing ID 4665270. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4665270. Contact a Sublet.com representative at 201-845-7300 if you have......

$1184 One bedroom in Winter Park

$1184 One bedroom in Winter Park

Winter Park, FL
$1,184
Short Term Rentals, Apartments
Sublet.com Listing ID 4652269. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4652269. Contact a Sublet.com representative at 201-845-7300 if you have......

$1724 One bedroom in Winter Park

$1724 One bedroom in Winter Park

Winter Park, FL
$1,724
Short Term Rentals, Apartments
Sublet.com Listing ID 4647994. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4647994. Contact a Sublet.com representative at 201-845-7300 if you have......

$1564 studio in Winter Park

$1564 studio in Winter Park

Winter Park, FL
$1,564
Short Term Rentals, Apartments
Sublet.com Listing ID 4647574. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4647574. Contact a Sublet.com representative at 201-845-7300 if you have......

$2706 Two bedroom in Winter Park

$2706 Two bedroom in Winter Park

Winter Park, FL
$2,706
Short Term Rentals, Apartments
Sublet.com Listing ID 4644926. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4644926. Contact a Sublet.com representative at 201-845-7300 if you have......

$1649 One bedroom in Winter Park

$1649 One bedroom in Winter Park

Winter Park, FL
$1,649
Short Term Rentals, Apartments
Sublet.com Listing ID 4643770. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4643770. Contact a Sublet.com representative at 201-845-7300 if you have......

$1931 One bedroom in Winter Park

$1931 One bedroom in Winter Park

Winter Park, FL
$1,931
Short Term Rentals, Apartments
Sublet.com Listing ID 4641792. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4641792. Contact a Sublet.com representative at 201-845-7300 if you have......

$2114 One bedroom in Winter Park

$2114 One bedroom in Winter Park

Winter Park, FL
$2,114
Short Term Rentals, Apartments
Sublet.com Listing ID 4641791. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4641791. Contact a Sublet.com representative at 201-845-7300 if you have......

$1756 studio in Winter Park

$1756 studio in Winter Park

Winter Park, FL
$1,756
Short Term Rentals, Apartments
Sublet.com Listing ID 4642946. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4642946. Contact a Sublet.com representative at 201-845-7300 if you have......

$2010 One bedroom in Winter Park

$2010 One bedroom in Winter Park

Winter Park, FL
$2,010
Short Term Rentals, Apartments
Sublet.com Listing ID 4642944. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4642944. Contact a Sublet.com representative at 201-845-7300 if you have......

$2290 Two bedroom in Winter Park

$2290 Two bedroom in Winter Park

Winter Park, FL
$2,290
Short Term Rentals, Apartments
Sublet.com Listing ID 4642346. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4642346. Contact a Sublet.com representative at 201-845-7300 if you have......

$1404 Two bedroom in Winter Park

$1404 Two bedroom in Winter Park

Winter Park, FL
$1,404
Short Term Rentals, Apartments
Sublet.com Listing ID 4640210. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4640210. Contact a Sublet.com representative at 201-845-7300 if you have......

$1864 Two bedroom in Winter Park

$1864 Two bedroom in Winter Park

Winter Park, FL
$1,864
Short Term Rentals, Apartments
Sublet.com Listing ID 4640051. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4640051. Contact a Sublet.com representative at 201-845-7300 if you have......

$1659 One bedroom in Winter Park

$1659 One bedroom in Winter Park

Winter Park, FL
$1,659
Short Term Rentals, Apartments
Sublet.com Listing ID 4636909. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4636909. Contact a Sublet.com representative at 201-845-7300 if you have......

$1734 One bedroom in Winter Park

$1734 One bedroom in Winter Park

Winter Park, FL
$1,734
Short Term Rentals, Apartments
Sublet.com Listing ID 4637776. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4637776. Contact a Sublet.com representative at 201-845-7300 if you have......

$1864 Two bedroom in Winter Park

$1864 Two bedroom in Winter Park

Winter Park, FL
$1,864
Short Term Rentals, Apartments
Sublet.com Listing ID 4637777. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4637777. Contact a Sublet.com representative at 201-845-7300 if you have......

324 Lake Fair Ln

324 Lake Fair Ln

Winter Park, FL
$2,490
Vacation Rentals, Unknown
Welcome to 324 Lake Fair Ln, Winter Park, FL 32789! Picture yourself in this home. Take a virtual tour and see the floorplan in the photo gallery. You will love making this beautiful house your new......

2871 Euston Rd

2871 Euston Rd

Winter Park, FL
$2,100
Vacation Rentals, Unknown
Freshly painted home located on a quiet street. Large open dining/living area, eat-in kitchen, spacious, bright Florida room, central air/heat and terrazo floors throughout. Separate laundry room......

2879 Naples Dr

2879 Naples Dr

Winter Park, FL
$2,400
Vacation Rentals, Unknown
This charming beautiful bungalow in the heart of Winter Park is the perfect spot to create your haven. Original hardwood floors throughout the main living areas have been brought back to their......

Naples Dr

Naples Dr

Winter Park, FL
$2,400
Vacation Rentals, Unknown
This charming beautiful bungalow in the heart of Winter Park is the perfect spot to create your haven. Original hardwood floors throughout the main living areas have been brought back to their......

2833 Salisbury Blvd

2833 Salisbury Blvd

Winter Park, FL
$1,900
Vacation Rentals, Unknown
Available September 6th. This lovely 2 bed, 2 bath home has an attached garage and covered porch in the backyard. Additional storage is located off the back porch. Ceramic tile throughout. Fenced......

Winter Park, FL

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