
Pet Friendly Homes for Rent in Winter Park, FL (194 Rentals) Page 2 of 4
Homes for rent in Winter Park that love your dogs or cats as much as you do!


1494 Hyde Park Dr

2843 Riddle Dr

929 Dupont Ave

2428 Firstlight Wy

2502 Fifeshire Dr

2717 Scarlet Rd

1127 Minnesota Ave

1120 Aragon Ave

2805 Northwood Blvd
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

2238 Hawick Ln

1710 Aster Dr

216 Rippling Ln

1641 Chestnut Ave

1147 Wildmeadow Run

1817 Loch Berry Rd

1681 Walnut Ave

1681 Woodland Ave

1381 Canterbury Rd

2627 Verona Trail
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

731 Northwood Cir

1205 Mayfield Ave

2020 Venetian Way

151 Stefanik Rd

1127 Minnesota Ave

1100 Maury Rd

690 San Pablo Ave

860 N Orange Ave, Unit 130

3462 Fairway Ln, Unit 3462 Fairway Unit 2

860 N Orange Ave, Unit 435

5845 Willow Leaf Ct

1200 Tanager Dr

840 Bethune Dr

320 Eaton St

510 Iris Rd

2126 Tortoise Shell Dr

8028 Birman St

1247 Kingston Ave

201 Cedarwood Dr

12 Heritage Cove Ct

760 Brookside Rd

508 Zinnia Dr

2464 Carolton Rd

512 Elm Dr

767 Forest Glen Ct
Winter Park, FL Local Guide

How much does it cost to rent a home in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park 2 Bedroom Homes for Rent | $1,970 | $1,195 | $5,000 |
| Winter Park 3 Bedroom Homes for Rent | $2,776 | $1,550 | $6,050 |
| Winter Park 4 Bedroom Homes for Rent | $4,032 | $2,045 | $10,000+ |
| Winter Park 5 Bedroom Homes for Rent | $7,862 | $2,600 | $10,000+ |
| Winter Park 6 Bedroom Homes for Rent | $3,099 | $3,099 | $3,099 |
Browse Top Homes for Rent in Winter Park
Explore Winter Park
Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 299 Apartments for Rent in Winter Park, FL with pricing that ranges from $900 to $7,076. There are also 356 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $750 to $25,000.
What is the current price range for Rental Homes in Winter Park?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Park ranges from $750 to $25,000 with an average monthly rent of $4,507.
How much are larger Three and Four Bedroom Rentals in Winter Park?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Park range from $1,099 to $7,076, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,550 to $6,050. Four Bedroom Single-Family rentals are also available starting from $2,045 and Four Bedroom Apartments start at $3,150.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
Written by: Darla Ferrara
For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.




