Cities Near Winter Park, Florida

A

Alafaya

$763 to $7,537
404 Rentals
A

Aloma

$414 to $9,065
384 Rentals
AS

Altamonte Springs

$475 to $11,760
432 Rentals
A

Apopka

$700 to $21,728
310 Rentals
AP

Azalea Park

$452 to $9,065
474 Rentals
BI

Belle Isle

$620 to $5,419
322 Rentals
C

Casselberry

$414 to $5,139
345 Rentals
C

Celebration

$1,101 to $7,304
277 Rentals
C

Chuluota

$799 to $4,485
101 Rentals
C

Clarcona

$636 to $6,487
231 Rentals
Daytona Beach

Daytona Beach

$550 to $7,464
648 Rentals
D

Debary

$845 to $2,915
169 Rentals
E

Eatonville

$475 to $11,760
302 Rentals
E

Edgewood

$486 to $7,000
415 Rentals
E

Enterprise

$1,100 to $4,064
75 Rentals
FP

Fern Park

$798 to $7,052
243 Rentals
FC

Forest City

$908 to $11,760
235 Rentals
FC

Four Corners

$875 to $8,797
779 Rentals
Ft. Myers

Ft. Myers

$447 to $13,470
929 Rentals
G

Geneva

$799 to $4,485
82 Rentals
G

Goldenrod

$414 to $5,139
231 Rentals
G

Gotha

$880 to $6,735
133 Rentals
H

Heathrow

$1,194 to $5,442
112 Rentals
HW

Horizon West

$1,111 to $7,867
272 Rentals
HC

Hunter's Creek

$800 to $14,503
372 Rentals
Jacksonville

Jacksonville

$100 to $14,745
1,802 Rentals
K

Killarney

$1,099 to $4,596
69 Rentals
LB

Lake Buena Vista

$1,101 to $6,707
94 Rentals
LM

Lake Mary

$845 to $5,442
266 Rentals
LM

Lake Monroe

$1,125 to $5,378
68 Rentals
Lakeland

Lakeland

$315 to $6,798
440 Rentals
L

Lockhart

$475 to $11,760
309 Rentals
L

Longwood

$946 to $4,931
222 Rentals
M

Maitland

$475 to $11,760
238 Rentals
Miami

Miami

$300 to $130,000
13,676 Rentals
MD

Mount Dora

$622 to $35,799
156 Rentals
MP

Mount Plymouth

$995 to $21,728
94 Rentals
O

Oakland

$1,099 to $4,596
125 Rentals
O

Ocoee

$636 to $6,250
245 Rentals
Orlando

Orlando

$414 to $11,760
1,474 Rentals
O

Osteen

$1,083 to $3,569
82 Rentals
O

Oviedo

$799 to $4,485
167 Rentals
PC

Pine Castle

$486 to $5,419
265 Rentals
PH

Pine Hills

$550 to $4,727
459 Rentals
P

Plymouth

$1,098 to $21,728
127 Rentals
R

Reunion

$875 to $8,797
1,176 Rentals
S

Sanford

$347 to $5,442
332 Rentals
Sarasota

Sarasota

$534 to $12,040
736 Rentals
S

Sorrento

$995 to $21,728
96 Rentals
Tallahassee

Tallahassee

$305 to $5,000
1,133 Rentals
Tampa

Tampa

$350 to $13,105
2,045 Rentals
T

Tangerine

$995 to $21,728
105 Rentals
UP

Union Park

$799 to $7,275
236 Rentals
W

Wekiva

$1,194 to $5,442
68 Rentals
WS

Wekiva Springs

$800 to $5,442
96 Rentals
W

Windermere

$1,111 to $6,735
194 Rentals
WG

Winter Garden

$1,099 to $7,867
343 Rentals
WS

Winter Springs

$946 to $5,102
215 Rentals
Z

Zellwood

$995 to $21,728
94 Rentals
See More Cities in Florida

Expert Rental Resources

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.

Helpful Local Expert Guides

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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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Your Guide to the Perfect Orlando Neighborhood for Student Renters

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There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.

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Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers

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When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.

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The Soul of the City Beautiful: What Life in Orlando Is Really Like

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When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.

Articles, How-To's, and Tips

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.