
Short Term Lease Luxury Apartments for Rent in Winter Park, FL (21 Rentals)
Short Term Rental Options.
Higher End Luxurious Apartments in Winter Park.


Juno Winter Park

Sapphire Winter Park

Seven41 Winter Park

Summerlin at Winter Park Apartments
The Freedom of Short-Term Rentals: Exploring the Advantages for Renters
From flexibility to potential costs, explore the key benefits and drawbacks of short-term rental housing from a renter's perspective.

ARIUM Winter Park

Stonecastle Apartment Homes

Cortland Lake Howell

Trelago Apartments
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.

The Village at Lake Lily

Lake House

Jefferson Lake Howell

The Baldwin

The Parker at Maitland Station Apartments
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

The Gallery at Mills Park

Steelhouse

1866 Summer Dr

111 E King St
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

102 W King St
Winter Park, FL Local Guide

How much does it cost to rent an apartment in Winter Park?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winter Park Studio Apartments | $1,848 | $900 | $5,073 |
Winter Park 1 Bedroom Apartments | $2,042 | $820 | $5,604 |
Winter Park 2 Bedroom Apartments | $2,537 | $989 | $8,858 |
Winter Park 3 Bedroom Apartments | $3,084 | $1,146 | $9,543 |
Winter Park 4 Bedroom Apartments | $3,709 | $2,355 | $7,735 |
Explore Winter Park
Winter Park, FL Local Guide
- Winter Park Neighborhoods
- Nearby Cities
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Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Getting Around Winter Park, FL
Walk Score®
71 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
57 / 100
Bikeable
Some bike infrastructure
Transit Score®
22 / 100
Minimal Transit
It may be possible to get on a bus
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Short-term Winter Park Apartments
What is the Cheapest Short-term apartment in Winter Park?
Currently the most affordable Short-term Apartment in Winter Park is at District On Baldwin Park listed at $1,110.
How much is the average rent for a Short-term Winter Park Apartment?
The average rent for a Short-term Apartment in Winter Park is $2,714.
What is the largest Short-term Winter Park Apartment for rent?
Today's Short-term apartment with the most square footage in Winter Park is a 3,513 square feet unit starting from $1,882 at Lake House.
What is the average size for Winter Park Short-term Apartments for rent?
The average size for a Short-term rental in Winter Park is currently at 711 sq ft.
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.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.