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Apartments Near Rollins College

61 - 90 of 467 Results
1
$1,350
The Carl
3323 N Westmoreland Dr Orlando, FL
1 BR | Available Now
2.8 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Storage
Disability Access
15
$1,499
The Juliette | One Month Free On 1 Bedroom Apartments In Orlando
1225 Moselle Ave Orlando, FL
1 BR | Available Now
3.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
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Disability Access
1
$1,950
Lovely 2X With Balcony & Washer/dryer, Updated Flooring & Appliances
911 N Orange Ave Unit 524 Orlando, FL
2 BR | Available Now
3.0 miles from center of campus
Contact
Storage
Dishwasher
32
$1,099 - 1,839
Serena Winter Park
Deal
2890 Red Lion Sq Winter Park, FL
1 - 2 BR | Available Now
2.8 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
Air Conditioning
98
$1,221 - 2,035
Venue At Winter Park
Deal
5 Autumn Breeze Way Winter Park, FL
1 - 3 BR | Available Now
2.8 miles from center of campus
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Dog Friendly
Cat Friendly
Covered Parking
Fitness Center
Storage
20
$880 - 1,480
Sorrento
2400 Howell Branch Road Winter Park, FL
Studio - 3 BR | Ask for Availability
2.8 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Surface Parking
Balcony/Deck/Patio
10
$4,195
544 N Bumby Ave
Orlando, FL
3 BR | Available Now
2.8 miles from center of campus
Contact
Colonialtown South
38
$2,639
612 Stetson St
Orlando, FL
3 BR | Available Now
2.9 miles from center of campus
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Dog Friendly
Cat Friendly
House
1
$1,750
Recently Renovated 2/1 Condo In Winter Park!
2304 Inagua Way Winter Park, FL
2 BR | Available Now
2.9 miles from center of campus
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Dog Friendly
Cat Friendly
House
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Disability Access
1
$2,350
Beautiful 3 Bedroom 2.5 Bath Home With Vaulted Ceilings And 2 Car Garage
3449 Allston Ln Winter Park, FL
3 BR | Available Now
2.9 miles from center of campus
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Dog Friendly
Cat Friendly
House
Storage
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11
$2,500
1840 Bachman Way
Winter Park, FL
3 BR | Jul. 10, 2026
2.9 miles from center of campus
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House
Dishwasher
15
$621
Bel Air St
Maitland, FL
1 BR | Ask for Availability
2.9 miles from center of campus
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1
$1,797
Modern Urban Oasis: Renovated 2 Bed/2 Bath Gem Near Downtown & Shopping
813 Jamajo Blvd Orlando, FL
2 BR | Available Now
3.0 miles from center of campus
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Dog Friendly
House
26
$1,650
Do Not Miss Out On This Opportunity!!! Will Not Last Long
448 Banyon Tree Cir Apt 206 Maitland, FL
3 BR | Ask for Availability
3.0 miles from center of campus
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House
Air Conditioning
In Unit Laundry
Fitness Center
Dishwasher
1
$740
Moselle Ave 1224 #1-1
1224 Moselle Ave #1-1 Orlando, FL
1 BR | Available Now
3.0 miles from center of campus
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Dishwasher
1
$1,800
Spacious 3 Bedroom Villa
3056 Autumn Ct Winter Park, FL
3 BR | Available Now
3.0 miles from center of campus
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Dog Friendly
Pool
3
$695
5530 Old Cheney Hwy
Orlando, FL
1 BR | Available Now
3.0 miles from center of campus
Contact
Furnished
1
$3,195
3 Bedroom 2 Bath In Historic Orlando For Rent!
1504 Mount Vernon St Orlando, FL
3 BR | Available Now
3.0 miles from center of campus
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Dog Friendly
Cat Friendly
House
Balcony/Deck/Patio
Fireplace
1
$1,195
Highland Flats
813-819 Irma Ave Orlando, FL
1 BR | Available Now
3.0 miles from center of campus
Contact
13
$1,000
Nice 1 Bedroom 1 Bath Condo!
2525 Caper Ln Apt 201 Maitland, FL
1 BR | Ask for Availability
3.0 miles from center of campus
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House
Air Conditioning
In Unit Laundry
Fitness Center
Dishwasher
8
$1,100
Nice 1 Bedroom 1 Bath Condo!
2529 Caper Ln Apt 105 Maitland, FL
1 BR | Ask for Availability
3.0 miles from center of campus
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House
Air Conditioning
Dishwasher
Pool
13
$2,545 - 2,575
1910 Conifer Ct
Winter Park, FL
3 BR | Available Now
3.0 miles from center of campus
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Dog Friendly
Cat Friendly
Dishwasher
33
$4,600
266 Park Lake St
Orlando, FL
3 BR | Available Now
3.0 miles from center of campus
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Lake Eola Heights
1
$1,650
Charming 2-bedroom Duplex Home With Water & Laundry Included!
5122 Old Cheney Hwy Orlando, FL
2 BR | Jul. 3, 2026
3.0 miles from center of campus
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Dog Friendly
Cat Friendly
House
21
$1,650
5122 Old Cheney Hwy
Orlando, FL
2 BR | Jul. 3, 2026
3.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
1
$1,500
1X Spacious, Bright And Comfortable! Newly Renovated! Walk To Lake Ivanhoe!
911 N Orange Ave Orlando, FL
1 BR | Available Now
3.0 miles from center of campus
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Dishwasher
1
$1,600
1X A2 Sunroom Fully Renovated! Must See!
911 N Orange Ave Unit 422 Orlando, FL
1 BR | Available Now
3.0 miles from center of campus
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Storage
Disability Access
Dishwasher
1
$1,800
North Quarter Of Downtown Orlando, Convenient To Ivanhoe District
911 N Orange Ave Orlando, FL
2 BR | Jul. 7, 2026
3.0 miles from center of campus
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Dog Friendly
Cat Friendly
Storage
Dishwasher
1
$1,500
Clean, Spacious Renovated 1X With Balconet & Washer/dryer
911 N Orange Ave Unit 419 Orlando, FL
1 BR | Available Now
3.0 miles from center of campus
Contact
Storage
Dishwasher
19
$1,150
Will Not Last Long!! Spacious 1/1 Condo!!
472 Banyon Tree Cir Apt 204 Maitland, FL
1 BR | Ask for Availability
3.0 miles from center of campus
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House
Air Conditioning
In Unit Laundry
Fitness Center
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61 - 90 of 467 Results
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Frequently Asked Questions

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

Rentable.co has over 7,470 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 $1,140 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 $1,340 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 $1,550 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 $1,550 per month, which is similar to the national average of $1,630 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 $46,000 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:
July Rent Report

Welcome to the July 2026 Winter Park Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the July 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

$50
$40
$30
$10
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Aug. 2025
Sep. 2025
Oct. 2025
Nov. 2025
Dec. 2025
Jan. 2026
Feb. 2026
Mar. 2026
Apr. 2026
May. 2026
Jun. 2026
Jul. 2026
1 BR       2 BR

Winter Park Rent Prices Decrease From June to July

Winter Park rent prices decreased over the last month. From June to July, 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 June to July, 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 $.

July 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.

July 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 July 1 BR M/M % Change 2 BR July 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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