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Apartments Near Rollins College

61 - 90 of 668 Results
73
$1,670 - 2,822
Urbon @ Nona Apartment Homes
Deal
825 Mccullough Ave Orlando, FL
Studio - 3 BR | Available Now
2.4 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Covered Parking
1
$1,325
Beautiful Remodeled 1/1 Condo X Rent @ Winter Park In Front Of Full Sail.
3032 Antique Oaks Cir #146 Winter Park, FL
1 BR | Available Now
2.4 miles from center of campus
Contact
Dog Friendly
Storage
1
$1,699
For Rent! Beautiful 2/2 Winter Park Pool View Condo In Front Of Full Sail!
2911 Antique Oaks Cir #12 Winter Park, FL
2 BR | Available Now
2.4 miles from center of campus
Contact
Dog Friendly
Dishwasher
29
$3,995
1511 E Horatio Ave
Maitland, FL
4 BR | Available Now
2.5 miles from center of campus
Contact
12
$1,449 - 1,519
Indigo Winter Park
Deal
220 S Semoran Boulevard Winter Park Winter Park, FL
1 BR | Available Now
2.5 miles from center of campus
Contact
Heat Included
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
1
$1,200
Parkview Village
3000 3098 Oaks Cir Winter Park, FL
1 BR | Available Now
2.5 miles from center of campus
Contact
58
$1,249 - 1,899
Azure Winter Park
Deal
3650 Summer Wind Dr Winter Park, FL
Studio - 3 BR | Available Now
2.5 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
25
3D Tour
$1,110 - 2,010
District On Baldwin Park
Deal
5590 Baldwin Park Street Orlando, FL
Studio - 3 BR | Available Now
2.5 miles from center of campus
Contact
In Unit Laundry
Dishwasher
31
$1,825 - 3,035
Maitland City Centre
190 Independence Ln Maitland, FL
1 - 2 BR | Available Now
2.5 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Covered Parking
1
$2,299
Great Location, 1940's Single Family Home Near Mills 50 District And Colonial Town North W/one Car Garage!
1315 E Marks St Orlando, FL
2 BR | Available Now
2.6 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Storage
Disability Access
1
$1,750
Stunning All Upgraded 2/2 Condo X Rent @ Winter Park Village Next To Full Sail !
633 Trinidad Ct Winter Park, FL
2 BR | Available Now
2.6 miles from center of campus
Contact
Dog Friendly
Fitness Center
Pool
29
$1,900
719 Carew Ave
Orlando, FL
3 BR | Available Now
2.6 miles from center of campus
Contact
19
$2,200
1931 Carrigan Ave
Winter Park, FL
3 BR | Available Now
2.6 miles from center of campus
Contact
1
$1,495
Mclean Fairway 3022D
3022- D Fairway Ln Orlando, FL
2 BR | Available Now
2.6 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Dishwasher
1
$2,200
Renovated! Spacious 3 Bedroom 2 Bath Home!
1931 Carrigan Ave Winter Park, FL
3 BR | Available Now
2.6 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Storage
Dishwasher
1
$1,750
Townhouse In Winter Park 2/2
609 Montego Bay Ct Winter Park, FL
2 BR | Available Now
2.6 miles from center of campus
Contact
House
Storage
Disability Access
Dishwasher
1
$2,500
101 S College Ave
Maitland, FL
4 BR | Available Now
2.6 miles from center of campus
Contact
39
$2,880
2992 Chantilly Ave
Winter Park, FL
3 BR | Available Now
2.7 miles from center of campus
Contact
1
$1,195 - 1,470
Mizell at Winter Park
600 N Semoran Blvd Winter Park, FL
1 - 2 BR | Available Now
2.7 miles from center of campus
Contact
1
$3,600
Expect To Be Impressed By This Chic 3 Bedroom 2.5 Bath Virtually Brand New Townhome In Colonial Town.
1602 Park Lake St Orlando, FL
3 BR | Available Now
2.7 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Colonialtown North
20
$1,995
776 Carew Ave
Orlando, FL
3 BR | Available Now
2.7 miles from center of campus
Contact
30
3D Tour
$1,253 - 1,763
Seabrook
3114 Terry Brook Dr Winter Park, FL
1 - 2 BR | Available Now
2.7 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
1
$1,940
3/1.5 House In Sunshine Gardens
776 Carew Ave Orlando, FL
3 BR | Available Now
2.7 miles from center of campus
Contact
Dog Friendly
House
Dishwasher
12
$1,375
715 Palm Dr Unit 3
Orlando, FL
Studio | Mar. 7, 2026
2.7 miles from center of campus
Contact
Air Conditioning
Colonialtown South
1
$1,450
Wonderful 2 Bedroom, 2 Bath Duplex!!
5520 Charleston St Orlando, FL
2 BR | Available Now
2.7 miles from center of campus
Contact
House
30
$1,450
5520 Charleston St
Orlando, FL
2 BR | Available Now
2.7 miles from center of campus
Contact
House
1
$1,600
2/2, 1st Floor, Fully Renovated, Winter Park Unit For Rent!
241 Lewfield Cir Winter Park, FL
2 BR | Available Now
2.7 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Disability Access
Dishwasher
40
$1,495 - 2,725
Evergreen Mills 50
1647 E Colonial Dr Orlando, FL
Studio - 2 BR | Available Now
2.7 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
43
3D Tour
$1,350 - 1,790
Whisper Lake Apartments
Deal
3250 Whisper Lake Lane Winter Park, FL
1 - 2 BR | Available Now
2.8 miles from center of campus
Contact
Furnished
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
1
$1,200
2 Bedroom 1.5 Bath Eatonville Duplex
44- B S Calhoun Ave Maitland, FL
2 BR | Available Now
2.8 miles from center of campus
Contact
House
Dishwasher
61 - 90 of 668 Results
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Frequently Asked Questions

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

Rentable.co has over 6,903 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 $1,250 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 $1,360 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 $1,590 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 $1,590 per month, which is similar to the national average of $1,650 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 $50,000 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:
February Rent Report

Welcome to the February 2026 Winter Park Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the February 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
Mar. 2025
Apr. 2025
May. 2025
Jun. 2025
Jul. 2025
Aug. 2025
Sep. 2025
Oct. 2025
Nov. 2025
Dec. 2025
Jan. 2026
Feb. 2026
1 BR       2 BR

Winter Park Rent Prices Decrease From January to February

Winter Park rent prices decreased over the last month. From January to February, 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 January to February, 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 $.

February 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.

February 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 February 1 BR M/M % Change 2 BR February 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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