Short Term Lease Apartments for Rent in Winter Park, FL (35 Rentals)

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Rental terms in Winter Park as short as a month! Perfect when you can't commit to a full year of renting.

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Juno Winter Park
Rent Specials
Short Term Available
Lease terms options include:
7 Months, 8 Months, 9 Months, 10 Months, 11 Months, 12
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Juno Winter Park

1305 Morgan Stanley AveWinter Park, FL 32789
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Sapphire Winter Park
Rent Specials
Short Term Available
Lease terms options include:
7 Months, 8 Months, 9 Months, 10 Months, 11 Months, 12
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Sapphire Winter Park

1743 Semoran North CirWinter Park, FL 32792
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Seabrook
Rent Specials
Short Term Available
Lease terms options include:
7 Months, 15 Months
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Seabrook

3114 Terry Brook DrWinter Park, FL 32792
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Vintage Winter Park Apartments
Short Term Available
Lease terms options include:
7 Months, 8 Months, 9 Months, 10 Months, 11 Months, 12
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Vintage Winter Park Apartments

7490 Dwell Well WayWinter Park, FL 32792
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Central Place At Winter Park
Rent Specials
Short Term Available
Lease terms options include:
7 Months, 8 Months, 9 Months, 10 Months, 11 Months, 12
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Central Place At Winter Park

7000 University BlvdWinter Park, FL 32792
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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.

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Seven41 Winter Park
Short Term Available
Lease terms options include:
7 Months, 8 Months, 9 Months, 10 Months, 11 Months, 12
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Seven41 Winter Park

741 Clay StWinter Park, FL 32789
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Signal Pointe
Short Term Available
Lease terms options include:
7 Months, 9 Months, 12 Months, 13 Months
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Signal Pointe

2500 Howell Branch RdWinter Park, FL 32792
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Stonecastle Apartment Homes
Short Term Available
Lease terms options include:
3 Months, 4 Months, 5 Months, 6 Months, 7 Months, 8 Mo
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Stonecastle Apartment Homes

2015 New Stonecastle TerWinter Park, FL 32792
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The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Whisper Lake Apartments
Short Term Available
Lease terms options include:
1 Month, 2 Months, 3 Months, 4 Months, 5 Months, 6 Mon
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Whisper Lake Apartments

3250 Whisper Lake LnWinter Park, FL 32792
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The Village at Lake Lily
Rent Specials
Short Term Available
Lease terms options include:
7 Months, 8 Months, 9 Months, 10 Months, 11 Months, 12
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The Village at Lake Lily

925 S Orlando AveMaitland, FL 32751
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NORA Apartments
Short Term Available
Lease terms options include:
7 Months, 8 Months, 9 Months, 10 Months, 11 Months, 12
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NORA Apartments

899 N Orange AveOrlando, FL 32801
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Trelago Apartments
Short Term Available
Lease terms options include:
3 Months, 4 Months, 5 Months, 6 Months, 7 Months, 8 Mo
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Trelago Apartments

601 Trelago WayMaitland, FL 32751
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Jefferson Lake Howell
Rent Specials
Short Term Available
Lease terms options include:
7 Months, 8 Months, 9 Months, 10 Months, 11 Months, 12
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Jefferson Lake Howell

1124 Shoreview CirCasselberry, FL 32707
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Cortland Lake Howell
Short Term Available
Lease terms options include:
7 Months, 8 Months, 9 Months, 10 Months, 11 Months, 12
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Cortland Lake Howell

1280 Vinings LnCasselberry, FL 32707
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Lake House
Rent Specials
Short Term Available
Lease terms options include:
7 Months, 8 Months, 9 Months, 10 Months, 11 Months, 12
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Lake House

295 NE Ivanhoe BlvdOrlando, FL 32804
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Adele Place
Rent Specials
Short Term Available
Lease terms options include:
7 Months, 13 Months
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Adele Place

7595 Sun Tree CirOrlando, FL 32807
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Courtney At Lake Shadow
Rent Specials
Short Term Available
Lease terms options include:
1 Month, 7 Months, 8 Months, 9 Months, 10 Months, 11 M
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Courtney At Lake Shadow

545 S Keller RdOrlando, FL 32810
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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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The Baldwin
Short Term Available
Lease terms options include:
7 Months, 8 Months, 9 Months, 10 Months, 11 Months, 12
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The Baldwin

800 Lombard StOrlando, FL 32807
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The Parker at Maitland Station Apartments
Short Term Available
Lease terms options include:
7 Months, 8 Months, 9 Months, 10 Months, 11 Months, 12
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The Parker at Maitland Station Apartments

955 N Orlando AveMaitland, FL 32751
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Steelhouse
Rent Specials
Short Term Available
Lease terms options include:
7 Months, 8 Months, 9 Months, 10 Months, 11 Months, 12
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Steelhouse

750 N Orange AveOrlando, FL 32801
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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.

Winter Park, FL Local Guide

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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.

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Winter Park Overview

Winter Park, Florida offers something for everyone. This suburban city of over 29,000 people provides historical, cultural, and recreational opportunities. Well-known for its museums, art galleries, and parks, the town is home to Rollins College. Outdoor enthusiasts can enjoy water activities at nearby lakes, or explore local hiking and biking trails. With plenty of options for apartments in Winter Park, find a new home here is easy.

Why live in Winter Park, FL?

If you're unsure about relocating to Winter Park apartments, consider all it has to offer. Its convenient location just northeast of Orlando allows you to reap the benefits of living near a sizeable city while enjoying the amenities of a smaller community. Winter Park apartments provide an impressive selection of housing options. This suburban hamlet offers upscale shopping and dining. A local chain of lakes provides ample opportunities for fishing, swimming, and boating. Rollins College and other post-secondary institutions offer educational opportunities in everything from liberal arts to fine arts. Cultural events and a thriving community center bring residents together.

Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winter Park, FL Rentals by Map

View MapWinter Park, FL Apartments MapView MapWinter Park, FL Rental Homes Map

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

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 $2,562.

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 $1,837 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 652 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.

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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.

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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.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.