Houses for Rent in Winter Park, FL
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Only 1 unit left2 bd $2,300Base rent981 Aragon Ave., Winter Park, FL 32789Apply online • Pet friendly
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Only 1 unit left3 bd $2,770Base rent630 N Lakemont Ave, Winter Park, FL 32792Apply online • Pet friendly • Dishwasher
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More Rentals Near Winter Park, FL
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Only 1 unit left2 bd $1,595Base rent5454 Decatur Street, Orlando, FL 32807Apply online • Pet friendly
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Only 1 unit left3 bd $2,670Base rent5.0 (1)5120 Ferncrest Dr, Winter Park, FL 32792Apply online • Pet friendly • Dishwasher
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Only 1 unit left4 bd $2,595Base rent510 Iris Rd, Casselberry, FL 32707Apply online • Pet friendly • Dishwasher
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Only 1 unit left4 bd $2,905Base rent401 Broadview Ave, Altamonte Springs, FL 32701Apply online • Pet friendly • Dishwasher
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Only 1 unit left4 bd $2,280Base rent502 Caladesi Trl, Orlando, FL 32807Apply online • Pet friendly
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Only 1 unit left3 bd $2,800Base rent1618 Bobolink Lane, Casselberry, FL 32707Apply online • Pet friendly
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3 bd $2,900Base rent2233 Shadowland Loop, Winter Park, FL 32792Pool
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4 bd $3,200Base rent2606 Elizabeth Avenue, Orlando, FL 32804Pet friendly
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3 bd $3,200Base rent2111 Kewannee Trail, Casselberry, FL 32707Pet friendly
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3 bd $2,300Base rent5301 Wren Street, Orlando, FL 32807Pet friendly • Parking
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1 bd $1,100Base rentUnit A, Altamonte Springs, FL 32714Pet friendly
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2 bd $1,900Base rent1835 Biscayne Drive, Winter Park, FL 32789Pet friendly • In unit laundry • Dishwasher
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3 bd $2,465Base rent3557 Arbutus Ln, Winter Park, FL 32792Pet friendly • Pool • In unit laundry
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3 bd $1,995Base rent2603 Musselwhite Ave, Orlando, FL 32804Pet friendly • In unit laundry • Dishwasher
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3 bd $2,700Base rent2110 Gerda Terrace, Orlando, FL 32804In unit laundry • Dishwasher
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3 bd $2,400Base rent2731 Moss Grove Boulevard, Orlando, FL 32807Pet friendly • In unit laundry • Dishwasher
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New listing5 bd $6,000Base rent1029 Wading Waters Circle, Winter Park, FL 32792Pet friendly • Pool • In unit laundry
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4 bd $5,500Base rent2164 Forest Cir, Orlando, FL 32803Pet friendly • Pool • In unit laundry
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New listing1 bd $1,750Base rent3405 North Orange Blossom Trail, Orlando, FL 32804Pet friendly
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3 bd $2,650Base rent723 Warwick Place, Orlando, FL 32803Dog friendly • In unit laundry • Dishwasher
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1 bd $900Base rent4510 Cranston Place, Orlando, FL 32812Dishwasher • Air conditioner
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New listing4 bd $2,700Base rent2302 Woods Edge Circle, Orlando, FL 32817Dog friendly • In unit laundry • Dishwasher
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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 $2,770.
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 1 Nov 2026.
What is the average size of a rental house in Winter Park, FL?
The average Winter Park, FL rental house size is 1,205 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.
Renting a house in Winter Park, FL
Those looking for a cozy home with lots of living and storage space and a backyard, and also like the freedom of renting, rental homes can offer the best of both worlds. This segment of the rental market has become very popular and the selection is better than ever. In Winter Park, FL there are 25 homes for rent including duplexes, townhomes and single family homes for rent. If you are flexible about the location, you will find cheap houses to rent by searching a little further away from downtown, for as little as $900, or, if you’re willing to pay a little extra, take a look at what’s available in some of the best residential areas in town, and you’ll be surprised to find a nice selection of single-family houses renting for up to $6,000. To find the right house that fits your criteria, filter by price, number of bedrooms, number of bathrooms or amenities. It may also be useful to know that the average cost to rent a single family home in Winter Park, FL is $2,675.
When you rent a house you can have as little or as much space as you wish
While apartments can be more limiting space wise, when you rent a house, you have a little more wiggle room (pun intended). Smaller 1 bedroom homes are perfect for a couple, 2 bedroom homes for those who need an extra bedroom for guests or for a baby, 3 bedroom and 4 bedroom homes that are just right for families with children. Larger rental homes are also great for sharing with roommates, whether you’re looking for something close to work, close to your college campus, or just close to shopping and entertainment.