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Apartments Near Rollins College

181 - 210 of 495 Results
$2,399
Orlando - Maitland - 1776 Pembrook Dr.
1776 Pembrook Dr Orlando, FL
Studio | Available Now
4.1 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Short-term
Air Conditioning
Covered Parking
9
$1,899
The Eulalie | 1 & 2 Bedroom Apartments In Orlando, Fl
526 S Eola Dr Orlando, FL
2 BR | Available Now
4.1 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Storage
Lake Cherokee
1
$4,750
Luxury Corner Unit In Downtown Orlando’s Premier High-rise Building
260 S Osceola Ave #601 Orlando, FL
2 BR | Available Now
3.9 miles from center of campus
Contact
Fitness Center
Dishwasher
South Eola
14
$1,360
3651 N Goldenrod Rd
Winter Park, FL
2 BR | Available Now
3.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
59
$1,592
110 Zora Pl
Orlando, FL
1 BR | Available Now
3.9 miles from center of campus
Contact
5
$1,101
Laurel Springs Dr
Winter Park, FL
1 BR | Ask for Availability
3.9 miles from center of campus
Contact
24
$1,550
117 Georgetown Dr
Casselberry, FL
2 BR | Available Now
3.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
1
$1,550
Timeless Charm Meets Modern Living — A 2bd/2ba Casselberry Gem You’ll Fall In Love With! Washer & Dryer Included!
117 Georgetown Dr #c Casselberry, FL
2 BR | Available Now
3.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
50
$2,250
301 Dryberry Way
Fern Park, FL
3 BR | Ask for Availability
3.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
35
$1,742 - 5,143
Modera Creative Village
Deal
505 Chatham Avenue Orlando, FL
Studio - 3 BR | Available Now
3.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
1
$1,750
Lake Como/lake Underhill Area 2br 1ba Plus Bonus Room, With Fenced Yard And 1 Car Garage!
3225 Palmer St Orlando, FL
2 BR | Available Now
3.9 miles from center of campus
Contact
Cat Friendly
House
Storage
Lake Como
1
$1,200
Esplanade Way-202
202 Esplanade Way #106 Casselberry, FL
1 BR | Available Now
3.9 miles from center of campus
Contact
Dog Friendly
In Unit Laundry
Dishwasher
Pool
1
$1,550
2 Bed/1 Bath, 2nd Floor Condo In The Villas Of Orlando Available Now!
525 S Conway Rd #220 Orlando, FL
2 BR | Available Now
4.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Fitness Center
Storage
Pool
1
$1,400
Cozy 2nd Floor Condo By Lake Underhill
525 S Conway RD Orlando, FL
1 BR | Available Now
4.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Surface Parking
Fitness Center
Storage
8
$1,550
515 S Hyer Ave
Orlando, FL
2 BR | Available Now
4.0 miles from center of campus
Contact
Lake Cherokee
15
$2,045
2401 Harleyford Pl
Casselberry, FL
3 BR | Available Now
4.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
8
$1,500
517 S Hyer Ave
Orlando, FL
1 BR | Available Now
4.0 miles from center of campus
Contact
Lake Cherokee
36
$2,100
515 Daniels Ave
Orlando, FL
1 BR | Available Now
4.0 miles from center of campus
Contact
Lake Cherokee
10
$1,026 - 1,350
Colony East
5856 Dahlia Dr Orlando, FL
1 - 3 BR | Ask for Availability
4.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Section 8
Air Conditioning
Balcony/Deck/Patio
1
$1,395
Elmwood Apartments
1020 Elmwood St Orlando, FL
2 BR | Available Now
4.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Surface Parking
Storage
Disability Access
20
$2,500
55 W Church St
Orlando, FL
1 BR | Available Now
4.0 miles from center of campus
Contact
Downtown Orlando
1
$2,500
Beautiful Home In Winter Park, Florida!
7508 Glenmoor Ln Winter Park, FL
3 BR | Available Now
4.0 miles from center of campus
Contact
House
1
$1,500
1200 Palmer
1200 Palmer St Orlando, FL
1 BR | Available Now
4.1 miles from center of campus
Contact
Lake Cherokee
1
$1,575
Exclusive Downtown Orlando Condo - The Grande
204 E South St #4053 Ocala, FL
1 BR | Available Now
4.1 miles from center of campus
Contact
Fitness Center
Storage
Pool
Downtown Orlando
1
$1,900
Corner Unit 2 Bedroom 2 Bathroom At The Grande Downtown
204 E South St Orlando, FL
2 BR | Available Now
4.1 miles from center of campus
Contact
Cat Friendly
Fitness Center
Dishwasher
Pool
Downtown Orlando
15
$1,599 - 1,799
Fountain Place Apartments | 1 & 2 Bedroom Apartments Available-offering May Rent Free
2155 Fontebranda Loop Casselberry, FL
1 - 2 BR | Available Now
4.1 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Storage
Disability Access
Dishwasher
1
$1,050
Cozy 1/1 Duplex Unit On A Large Lot - Available In June.
3255 Clemwood Dr Orlando, FL
1 BR | Jun. 10, 2026
4.1 miles from center of campus
Contact
Lake Como
40
$1,135 - 2,521
Woodlake Villas
Deal
720 Conway Rd Orlando, FL
Studio - 2 BR | Available Now
4.1 miles from center of campus
Contact
Fitness Center
Pool
Dover Shores East
7
$2,198
1639 Lawndale Cir
Winter Park, FL
3 BR | Available Now
4.1 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Storage
Dishwasher
1
$1,250
Old Delaney Square 1/1
1523 Catherine St #18 Orlando, FL
1 BR | Available Now
4.1 miles from center of campus
Contact
Dishwasher
181 - 210 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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