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Apartments Near Rollins College

61 - 90 of 556 Results
29
$3,995
1511 E Horatio Ave
Maitland, FL
4 BR | Available Now
2.5 miles from center of campus
Contact
1
$2,900
College Park 3 Bedroom, 2 Bath Home For Lease
2607 Elizabeth Ave Orlando, FL
3 BR | Available Now
2.5 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Storage
Disability Access
12
$1,199 - 1,249
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
$3,300
Downtown Orlando Golf-front House With Garage
3306 Eagle Blvd Orlando, FL
3 BR | Available Now
2.5 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Balcony/Deck/Patio
Dishwasher
4
$2,700
2110 Gerda Ter
Orlando, FL
3 BR | Oct. 3, 2026
2.5 miles from center of campus
Contact
House
Storage
Dishwasher
North Orange
1
$1,295 - 1,595
Parkview Village
3000 3098 Oaks Cir Winter Park, FL
1 - 2 BR | Available Now
2.5 miles from center of campus
Contact
60
$1,299 - 1,859
Azure Winter Park
Deal
3650 Summer Wind Dr Winter Park, FL
Studio - 2 BR | Available Now
2.5 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
1
$1,575
5483 Decatur
Orlando, FL
2 BR | Available Now
2.5 miles from center of campus
Contact
Dishwasher
1
$1,265
Cozy 2 Bedroom/1 Bath Duplex
385 Lime St Unit 2 Eatonville, FL
2 BR | Available Now
2.5 miles from center of campus
Contact
House
Storage
Dishwasher
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
11
$1,370
1000 S Semoran Blvd
Winter Park, FL
2 BR | Available Now
2.5 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
1
$1,450
Golfside Villas Condo-1000 S Semoran Blvd Unit 508 Winter Park, Fl 32792-5516
1000 S Semoran Blvd Unit 508 Winter Park, FL
2 BR | Oct. 15, 2026
2.5 miles from center of campus
Contact
Storage
Dishwasher
Pool
31
$1,855 - 3,288
Maitland City Centre
190 Independence Ln Maitland, FL
1 - 2 BR | Available Now
2.5 miles from center of campus
Contact
Luxury
Covered Parking
Fitness Center
Dishwasher
Pool
23
$771
Lime St
Eatonville, FL
1 BR | Ask for Availability
2.6 miles from center of campus
Contact
1
$1,650
Beautifully Renovated 2br/2ba Winter Park Townhome – Private Primary Suite & Resort-style Amenities!
624 Trinidad Ct #624 Winter Park, FL
2 BR | Available Now
2.6 miles from center of campus
Contact
Dog Friendly
House
Balcony/Deck/Patio
Dishwasher
Pool
1
$1,997
Fabulous All Upgraded 2/2 Condo X Rent @ Winter Park Village Next To Full Sail !
602 N Trinidad Ct #602 Winter Park, FL
2 BR | Available Now
2.6 miles from center of campus
Contact
Dog Friendly
Storage
Dishwasher
Pool
1
$1,490
Fairway Lane 3200
3200 Fairway Ln Orlando, FL
2 BR | Available Now
2.6 miles from center of campus
Contact
Cat Friendly
Storage
29
$1,900
719 Carew Ave
Orlando, FL
3 BR | Available Now
2.6 miles from center of campus
Contact
31
$4,150
1523 Hanks Ave
Orlando, FL
3 BR | Available Now
2.6 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Air Conditioning
Dishwasher
1
$1,495
Mclean Fairway 3026B
3026- B Fairway Ln Orlando, FL
2 BR | Available Now
2.6 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Disability Access
9
$1,425
1756 Memphis Ave
Orlando, FL
2 BR | Available Now
2.6 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Air Conditioning
27
$810
S College Ave
Eatonville, FL
1 BR | Ask for Availability
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
32
3D Tour
$1,250 - 1,508
Seabrook
3114 Terry Brook Dr Winter Park, FL
1 - 2 BR | Oct. 13, 2026
2.7 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
49
$1,599 - 2,795
Evergreen Mills 50
Deal
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
Covered Parking
9
$3,200
4353 Roush Ave Unit 4353
Orlando, FL
2 BR | Available Now
2.8 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Dishwasher
43
3D Tour
$1,325 - 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
Virtual Tour
Luxury
Air Conditioning
Surface Parking
44
$1,490 - 3,799
Avenues Of Baldwin Park
5800 Auvers Blvd Orlando, FL
1 - 3 BR | Available Now
2.8 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Dishwasher
Pool
50
$2,200
2458 Grand Teton Circle, Unit 1
Winter Park, FL
3 BR | Available Now
2.8 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Storage
Dishwasher
61 - 90 of 556 Results
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Frequently Asked Questions

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

Rentable.co has over 7,837 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 $1,130 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 $1,280 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 $1,620 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 $45,000 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:
October Rent Report

Welcome to the October 2026 Winter Park Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the October 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
$0
Nov. 2025
Dec. 2025
Jan. 2026
Feb. 2026
Mar. 2026
Apr. 2026
May. 2026
Jun. 2026
Jul. 2026
Aug. 2026
Sep. 2026
Oct. 2026
1 BR       2 BR

Winter Park Rent Prices Decrease From September to October

Winter Park rent prices decreased over the last month. From September to October, 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 September to October, 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 $.

October 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.

October 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 October 1 BR M/M % Change 2 BR October 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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