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Houses for Rent in Winter Park, FL

Houses for Rent in Winter Park, FL. 25 Rentals Available
25 Rentals Available
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  • a living room with a couch and a chair
    Only 1 unit left
    2 bd $2,300
    Base rent
    Verified Listing

    981 Aragon Ave., Winter Park, FL 32789
    Apply online • Pet friendly
  • 433 Carolina Ave. 5 Beds Apartment for Rent
    Only 1 unit left
    5 bd $5,300
    Base rent
    Verified Listing

    433 Carolina Ave., Winter Park, FL 327893
    Apply online • Pet friendly
  • A spacious room with a grey floor and white walls, featuring a kitchen area with white cabinets and a countertop, a large window with a view of the sky, and a few pieces of furniture and decorations scattered throughout the space
    New listing
    4 bd $6,700
    Base rent
    Verified Listing

    1077 Minnesota Avenue, Winter Park, FL 32789
    Dog friendly

  • More Rentals Near Winter Park, FL

  • A kitchen with brown cabinets and a black oven.
    Only 1 unit left
    3 bd $2,585
    Base rent
    Verified Listing

    504 Saint Dunstan Way, Winter Park, FL 32792
    Apply online • Pet friendly
  • 625 Trinidad Ct. 2 Beds Apartment for Rent
    Only 1 unit left
    2 bd $1,650
    Base rent
    Verified Listing

    625 Trinidad Ct., Winter Park, FL 32792
    Apply online
  • a kitchen with wood cabinets and black appliances and granite counter tops
    Only 1 unit left
    3 bd $2,005
    Base rent
    Verified Listing

    1407 Chilean Lane, Winter Park, FL 32792
    Apply online • Pet friendly
  • 2233 Shadowland Loop 3 Beds Apartment for Rent
    Only 1 unit left
    3 bd $2,900
    Base rent
    Verified Listing

    2233 Shadowland Loop, Winter Park, FL 32792
    Apply online
  • A living room with a grey couch and a television on the wall.
    Only 1 unit left
    3 bd $3,550
    Base rent
    Verified Listing

    1704 North Shore Terrace, Orlando, FL 32804
    Apply online • Pet friendly
  • 827 Irma Avenue 5 Beds Apartment for Rent
    Only 1 unit left
    5 bd $4,000
    Base rent
    Verified Listing

    827 Irma Avenue, Orlando, FL 32803
    Apply online • Pet friendly
  • a kitchen with white cabinets and a stainless steel refrigerator
    Only 1 unit left
    4 bd $2,075
    Base rent
    Verified Listing

    611 Hewett Dr, Orlando, FL 32807
    Apply online • Pet friendly
  • a living room with a couch and a table
    Only 1 unit left
    4 bd $3,999
    Base rent
    Verified Listing

    446 Ruth Lane, Orlando, FL 32801
    Apply online • Pet friendly
  • 3651 Oak Vista Lane 3 Beds Apartment for Rent
    Only 1 unit left
    3 bd $3,025
    Base rent
    Verified Listing

    3651 Oak Vista Lane, Winter Park, FL 32792
    Apply online • Pet friendly
  • a kitchen with white cabinets and white appliances and tiled floors
    Only 1 unit left
    3 bd $2,680
    Base rent
    Verified Listing

    802 Morocco Avenue, Orlando, FL 32807
    Apply online • Pet friendly
  • A spacious living room with a fireplace and a rug on the floor.
    Only 1 unit left
    3 bd $2,785
    Base rent
    Verified Listing

    372 Fairgreen Place, Casselberry, FL 32707
    Apply online • Pet friendly
  • The image is a logo for Multai International Realty, LLC.
    Only 1 unit left
    3 bd $2,800
    Base rent
    Verified Listing

    1618 Bobolink Lane, Casselberry, FL 32707
    Apply online • Pet friendly
  • the living room of a home with a desk and a tv
    4 bd $3,200
    Base rent
    Verified Listing

    2606 Elizabeth Avenue, Orlando, FL 32804
    Pet friendly
  • 2111 Kewannee Trail 3 Beds Apartment for Rent
    3 bd $3,200
    Base rent
    Verified Listing

    2111 Kewannee Trail, Casselberry, FL 32707
    Pet friendly
  • a symbol of a cross in the middle of a circle
    1 bd $1,100
    Base rent
    Verified Listing

    Unit A, Altamonte Springs, FL 32714
    Pet friendly
  • Repayment 1 Apartment for Rent
    Ask for pricing
    Verified Listing

    Repayment, Orlando, FL 32811
    Pet friendly
  • A wooden staircase with a metal railing leads to a living room with a couch and a potted plant.
    4 bd $20,000
    Base rent
    Verified Listing

    281 Shell Point E, Maitland, FL 32751
    Apply online • Dog friendly
  • A kitchen with white cabinets and a brown countertop.
    3 bd $2,629
    Base rent
    Verified Listing

    612 Stetson Street, Orlando, FL 32804
  • A kitchen with white cabinets and a black fridge.
    4 bd $2,349
    Base rent
    Verified Listing

    846 Grenadier Dr, Orlando, FL 32807
    Pet friendly
  • A living room with a black leather couch and a brown leather chair.
    5 bd $2,700
    Base rent
    Verified Listing

    7032 Carna Court, Orlando, FL 32807
    Pet friendly
  • A kitchen with white cabinets and a wood floor.
    New listing
    2 bd $1,900
    Base rent
    Verified Listing

    512 Owl Circle, Orlando, FL 32825
  • A dining room with a table and chairs.
    New listing
    3 bd $2,295
    Base rent
    Verified Listing

    9509 Chandon Dr, Orlando, FL 32825
    Pet friendly
3-22-city

Frequently asked questions

How much is the rent for a house in Winter Park, FL?

The price range of a house for rent is between $2,300 and $6,700.

How many houses are available in Winter Park, FL on RentCafe?

There are 2 house rentals available on RentCafe. Prices and availability in Winter Park, FL were last updated on 13 Jun 2026.

What is the average size of a rental house in Winter Park, FL?

The average Winter Park, FL rental house size is 2,201 sq. ft.

What are the advantages of renting a house in Winter Park, FL?

Renting a house in Winter Park, FL comes with more space, both indoor and outdoor.

What are the downsides of renting a house apartment in Winter Park, FL?

Houses for rent in Winter Park, FL are usually located in non-central areas.