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Apartments Near Rollins College

271 - 300 of 495 Results
34
$1,495 - 2,945
The Tiffany at Maitland West
9301 Summit Ctr Maitland, FL
Studio - 3 BR | Available Now
5.0 miles from center of campus
Contact
Luxury
In Unit Laundry
Fitness Center
Storage
Disability Access
29
$930
Cosmos Dr
Orlando, FL
1 BR | Ask for Availability
4.9 miles from center of campus
Contact
8
3D Tour
$1,450 - 1,616
Brandywood Apartments
6635 Breeze Way Orlando, FL
1 - 2 BR | Available Now
4.9 miles from center of campus
Contact
Virtual Tour
32
$1,700
524 Orange Dr
Altamonte Springs, FL
2 BR | Available Now
4.9 miles from center of campus
Contact
1
$2,295
1704 Edmundshire Rd
Orlando, FL
3 BR | Available Now
4.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Dover Shores West
10
$2,700
7032 Carna Ct
Orlando, FL
4 BR | Jul. 6, 2026
4.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Air Conditioning
Storage
27
$1,676 - 2,706
Sole At Casselberry Luxury Apartments
3851 Grandpine Way Orlando, FL
1 - 3 BR | Available Now
4.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
18
$1,530
592 Orange Dr Unit 142
Altamonte Springs, FL
1 BR | Available Now
4.9 miles from center of campus
Contact
Balcony/Deck/Patio
Storage
Dishwasher
21
$1,499
936 Pinedale Ave Unit A
Orlando, FL
3 BR | Available Now
4.9 miles from center of campus
Contact
Dog Friendly
Air Conditioning
13
$1,099
936 Pinedale Ave Unit B
Orlando, FL
1 BR | Available Now
4.9 miles from center of campus
Contact
Dog Friendly
Air Conditioning
10
$899
936 Pinedale Ave Unit C
Orlando, FL
1 BR | Available Now
4.9 miles from center of campus
Contact
Dog Friendly
Air Conditioning
1
$1,225
Premier Lakewood Condo
300 Lakepoint Dr Altamonte Springs, FL
1 BR | Available Now
4.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Dishwasher
Pool
1
$8,000
Luxury Rental Available
248 Maison Ct Altamonte Springs, FL
4 BR | Available Now
4.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Dishwasher
17
$1,055 - 1,740
Village Springs
Deal
3.4
5175 Cinderlane Parkway Orlando, FL
1 - 2 BR | Available Now
4.9 miles from center of campus
Contact
Heat Included
Balcony/Deck/Patio
Fitness Center
Dishwasher
Pool
9
$1,650
4113 Dijon Dr Unit H
Orlando, FL
3 BR | Available Now
5.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Storage
Dishwasher
12
$1,695
2603 Maitland Crossing Way
Orlando, FL
2 BR | Available Now
5.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Fitness Center
Riverside Acres
1
$1,450
Cooming Soon : 2 Bedroom 2 Bath Condo
4106 Dijon Dr Orlando, FL
2 BR | Available Now
5.0 miles from center of campus
Contact
House
11
$1,366 - 2,031
Tiffany Oaks
351 S Northlake Blvd. Altamonte Springs, FL
1 - 2 BR | Available Now
5.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Covered Parking
12
$650
745 Easy Ave, Unit 1
Orlando, FL
1 BR | Available Now
5.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Cypress Walk
11
$2,350
4148 Player Cir
Orlando, FL
4 BR | Available Now
5.0 miles from center of campus
Contact
Seaboard Industrial
1
$2,700
Ashbury Park/ Se Home
1976 Burchstone Dr Orlando, FL
3 BR | Available Now
5.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Dishwasher
Pool
22
$1,210 - 2,080
The Palms at Casselberry
Deal
5.0
400 Sandpiper Lane Casselberry, FL
1 - 3 BR | Available Now
5.0 miles from center of campus
Contact
Luxury
Air Conditioning
Balcony/Deck/Patio
Fitness Center
Storage
18
$1,350 - 1,850
The Palms At Casselberry
400 Sandpiper Lane Casselberry, FL
1 - 2 BR | Available Now
5.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Balcony/Deck/Patio
Storage
14
$1,341 - 1,825
Town Oaks
1150 S Parramore Ave Orlando, FL
2 - 3 BR | May. 18, 2026
5.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
In Unit Laundry
Balcony/Deck/Patio
Cypress Walk
21
$2,025
619 Santa Fe Ln
Orlando, FL
3 BR | Available Now
5.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Englewood Park
1
$2,025
Charming 3 Bedroom 1.5 Bathroom Pool Home In Orlando!!
619 Santa Fe Ln Orlando, FL
3 BR | Available Now
5.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Dishwasher
Englewood Park
1
$1,300
Conway Club Apartments
1900 S Conway Rd Orlando, FL
2 BR | Available Now
5.0 miles from center of campus
Contact
1
$1,400
Chamberlin
1916 Chamberlin St Orlando, FL
1 BR | Available Now
5.1 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Lancaster Park
25
$1,730 - 1,780
Aventura Orlando Apartments
5300 Cinderlane Pkwy Orlando, FL
2 BR | Available Now
5.1 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
In Unit Laundry
28
$1,500
2513 Maitland Crossing Way
Orlando, FL
1 BR | Available Now
5.1 miles from center of campus
Contact
Riverside Acres
271 - 300 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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