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Apartments Near Rollins College

121 - 150 of 495 Results
17
$2,295
243 W Lk
Maitland, FL
4 BR | Available Now
3.3 miles from center of campus
Contact
House
Dishwasher
7
$1,000
522 E Harwood St
Orlando, FL
Studio | Jul. 4, 2026
3.3 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Disability Access
Pool
Lake Eola Heights
36
$2,500
62 W Colonial Dr
Orlando, FL
1 BR | Available Now
3.3 miles from center of campus
Contact
30
$1,519 - 2,289
Camden Orange Court
Deal
668 N Orange Avenue Orlando, FL
Studio - 2 BR | Available Now
3.3 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Section 8
Air Conditioning
23
3D Tour
$1,240 - 1,775
Central Place At Winter Park
Deal
4.0
7000 University Blvd Winter Park, FL
1 - 3 BR | Available Now
3.3 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
Air Conditioning
1
$2,180
511Els
513-517 E Livingston St Orlando, FL
3 BR | Available Now
3.3 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Disability Access
Pool
Lake Eola Heights
13
$1,699
The Stand Apartments | 1 & 2 Bedroom Apartments In Orlando, Fl-one Month Free
129 E Amelia St Orlando, FL
1 BR | Available Now
3.4 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Storage
Disability Access
Dishwasher
1
$1,795
Villas Of Lake Eola Condo
613 E Ridgewood St Unit 2 Orlando, FL
1 BR | Available Now
3.4 miles from center of campus
Contact
Dishwasher
Lake Eola Heights
$513 - 1,561
CORE Oak Park, LLLP
501 N Magnolia Ave Orlando, FL
1 - 2 BR | Ask for Availability
3.4 miles from center of campus
Lake Eola Heights
9
$1,275
Beautiful 1 Bed 1 Bath Apartment For Rent In Orlando, Fl!
2505 E Central Blvd #19 Orlando, FL
1 BR | Available Now
3.4 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Storage
Dishwasher
1
$1,749
Howell Branch Rd - 3254
3254 Howell Branch Rd Winter Park, FL
2 BR | Ask for Availability
3.4 miles from center of campus
Contact
Storage
5
$1,200
2706 Townley Ct
Winter Park, FL
2 BR | Ask for Availability
3.4 miles from center of campus
Contact
49
$1,685 - 4,687
Bell Trelago
Deal
601 Trelago Way Maitland, FL
Studio - 3 BR | Available Now
3.4 miles from center of campus
Contact
Luxury
Air Conditioning
Covered Parking
Surface Parking
Balcony/Deck/Patio
10
$1,350
1411 A East Central Blvd
Orlando, FL
1 BR | Available Now
3.5 miles from center of campus
Contact
House
Dishwasher
Fern Creek
12
$1,700
19 N Thornton Ave
Orlando, FL
1 BR | Available Now
3.5 miles from center of campus
Contact
Thornton Park
17
$1,095
5230 Davisson Ave
Orlando, FL
1 BR | Available Now
3.5 miles from center of campus
Contact
22
$2,600
727 Edgewater Dr
Orlando, FL
2 BR | Available Now
3.5 miles from center of campus
Contact
Lake Dot
3
$1,150 - 1,195
5258 Davisson Ave
Orlando, FL
1 BR | Available Now
3.5 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Storage
Disability Access
1
$3,740
Spacious 4-bedroom 1930's Mediterranean Home In College Park
732 Edgewater Dr Orlando, FL
4 BR | Available Now
3.5 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Dishwasher
Lake Dot
47
$2,520
434 N Orange Ave
Orlando, FL
1 BR | Available Now
3.6 miles from center of campus
Contact
18
$1,520 - 2,270
Cranes Landing Apartments
3440 N Goldenrod Rd Winter Park, FL
1 - 3 BR | Available Now
3.6 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
34
$975 - 3,470
Society Orlando
Deal
410 N Orange Ave Orlando, FL
Studio - 2 BR | Available Now
3.6 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
Balcony/Deck/Patio
12
$1,495 - 2,275
The Milk Stacks: Boutique Luxury Living In Downtown Orlando's Milk District
221 S Bumby Ave Orlando, FL
1 - 2 BR | Available Now
3.6 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Fern Creek
27
$1,850 - 2,995
150 E Robinson St
Orlando, FL
1 - 2 BR | Available Now
3.6 miles from center of campus
Contact
South Eola
19
$1,295 - 2,190
Cranes Landing Apartments
3440 N Goldenrod Rd Winter Park, FL
1 - 3 BR | Available Now
3.6 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
1
$1,200
3075 Aaron Burr Unit Q 8B
Winter Park, FL
1 BR | Available Now
3.7 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Storage
1
$3,150
Hawk's Crest Modern Townhome In Winter Park
1351 Merrydale Way Winter Park, FL
3 BR | Available Now
3.7 miles from center of campus
Contact
Dog Friendly
House
1
$1,700
2 Bed/1.5 Bath Duplex Off Semoran Blvd
6003 Oleander Dr Orlando, FL
2 BR | Available Now
3.7 miles from center of campus
Contact
House
1
$1,295
1 Br 1 Ba Condo
3035 George Mason Ave Apt C Winter Park, FL
1 BR | Available Now
3.7 miles from center of campus
Contact
Dishwasher
10
$1,595
3011 C George Mason Ave
Winter Park, FL
2 BR | Available Now
3.7 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
121 - 150 of 495 Results
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Frequently Asked Questions

How many apartments are available in Winter Park, FL on Rentable.co?

Rentable.co has over 7,265 apartments available in Winter Park.

What is the average rent for a studio apartment in Winter Park, FL?

The average rent for a studio apartment in Winter Park is around $1,110 per month.

What is the average rent for a one-bedroom apartment in Winter Park, FL?

The average rent for a one-bedroom apartment in Winter Park is around $1,300 per month.

What is the average rent for a two-bedroom apartment in Winter Park, FL?

The average rent for a two-bedroom apartment in Winter Park is around $1,650 per month.

How expensive is it to rent an apartment in Winter Park, FL?

For a two-bedroom apartment in Winter Park, the average rent price is $1,650 per month, which is similar to the national average of $1,640 per month.

Can I afford an apartment for rent in Winter Park, FL?

Based on average rent prices in Winter Park, to afford a studio apartment you would need an annual household income of $44,000 to live comfortably.

Rollins College

Rollins was established in 1885, and with old age comes storied traditions. One of these is the Bach Festival, which was born in 1935 and continues to this day. For two weeks the campus is transformed into a haven for classical music and its fans. Fox Day is another event, created in the 1950s, that continues to this day. Every Spring, there is a day where classes are canceled and students are encouraged to go out and enjoy what the Orlando area has to offer and return for a barbecue celebration later in the day. Sports events (Division II) also draw a lot of buzz around campus, and students always turn out in droves for important games. With everything that goes on at Rollins, you probably won’t be spending much time in your dorm or apartment. From 1995 to 2005, Rollins College was ranked the second best post-secondary school in the South by US and News World Report. This was impressive, sure, but what’s followed in the years since has been incredible. Rollins soared to the top of the list in 2005, and 2012 marked the eighth straight year it was ranked the #1 college in the South. It holds top spots in countless other rankings, with its MBA programs, arts and sciences programs, and abundance of Fulbright Scholars gaining significant attention. Students here are getting the best education in the South, and can use nearby Orlando to their advantage when they want to connect with companies and specialists in their field.

Winter Park:
May Rent Report

Welcome to the May 2026 Winter Park Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the May 2026 key findings and figures for the Winter Park rental landscape.

Our experts analyze the pricing trends — one-bedroom, two-bedroom, year-over-year and month-over-month — in Winter Park and surrounding areas and provide comparisons to the entire metro area, nearby cities and some of the most desirable and expensive cities in the United States. Take a look at the last 12 months of Winter Park average rent prices in the chart below.

Monthly Rent Report

$1,800
$1,350
$900
$450
$0
Jun. 2025
Jul. 2025
Aug. 2025
Sep. 2025
Oct. 2025
Nov. 2025
Dec. 2025
Jan. 2026
Feb. 2026
Mar. 2026
Apr. 2026
May. 2026
1 BR       2 BR

Winter Park Rent Prices Decrease From April to May

Winter Park rent prices decreased over the last month. From April to May, the city experienced a 0% decrease for the price of a one-bedroom apartment. The rent price for a Winter Park one-bedroom apartments currently stands at $.

When we take a look at the two-bedroom comparison from April to May, Winter Park experienced a 0% decrease for the price of a two-bedroom apartment. The rent price for a Winter Park two-bedroom apartments currently stands at $.

May Prices: Winter Park vs. Surrounding Areas

Rent Prices in Winter Park and Surrounding Areas

Rent prices have decreased in Winter Park over the last month. But how have the surrounding areas fared when it comes to the recent volatility in apartment prices? Rent prices in 0 of the Winter Park suburbs increased last month. On the other hand, 0 local areas experienced a decrease in the price of a one-bedroom apartment.

More key findings include:

  • Rents did not increase in any of the Winter Park suburbs

  • Rents did not decrease in any of the Winter Park suburbs.

May 2026 Pricing Trends: Winter Park vs. National Comparisons

Winter Park Rent Prices More Affordable Than Major Cities

Rent growth in Winter Park over the past year has been declining. When compared to major cities nearby, along with some of the most expensive cities in the country, Winter Park average rent prices appear to be relatively affordable for local residents.

The price for a Winter Park one-bedroom apartment remains vastly more affordable than four of the largest cities in the United States — New York City, Washington, D.C. San Francisco and Los Angeles. And pricing compares quite similarly to nearby Midwest cities.

For more information about Winter Park and surrounding area rent prices, take a look at the complete data set below.

Data set for Winter Park and suburbs

1 BR May 1 BR M/M % Change 2 BR May 2 BR M/M % Change

Methodology

Each month, using over 1 million Rentable listings across the United States, we calculate the median 1-bedroom and 2-bedroom rent prices by city, state, and nation, and track the month-over-month percent change. To avoid small sample sizes, we restrict the analysis for our reports to cities meeting minimum population and property count thresholds.

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