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Apartments Near Rollins College

211 - 240 of 527 Results
18
$1,127
Bentley St
Orlando, FL
1 BR | Ask for Availability
4.1 miles from center of campus
Contact
Callahan
25
$1,949
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
$1,799
The Eulalie | 1 & 2 Bedroom Apartments In Orlando, Fl-september Free If Moved In By 8/21
526 S Eola Dr Orlando, FL
1 BR | Available Now
4.1 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Storage
Lake Cherokee
1
$4,500
Chic Big City Inspired Brownstone
665 E Jackson St Orlando, FL
3 BR | Available Now
3.8 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Dishwasher
South Eola
57
$1,779 - 3,349
Camden Thornton Park
420 E Church St Orlando, FL
1 - 3 BR | Available Now
3.8 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Section 8
Air Conditioning
Covered Parking
54
$4,500
525 E Jackson St
Orlando, FL
2 BR | Available Now
3.9 miles from center of campus
Contact
South Eola
36
$1,229 - 2,309
Summerlin At Winter Park Apartments
Deal
3207 Rosebud Lane Winter Park, FL
1 - 2 BR | Available Now
3.9 miles from center of campus
Contact
Air Conditioning
Balcony/Deck/Patio
Fitness Center
Dishwasher
Pool
1
$2,200
3086 Bluebrook Dr
Winter Park, FL
3 BR | Available Now
3.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
59
$1,592
110 Zora Pl
Orlando, FL
1 BR | Available Now
3.9 miles from center of campus
Contact
1
$2,650
Stunning 3-bedroom Home With Pool And Custom Features In Winter Park, Fl
5119 Ferncrest Dr Winter Park, FL
3 BR | Oct. 10, 2026
3.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
35
$1,594 - 4,199
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
$1,125
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
$1,400
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
1
$1,100
Unit A
Orlando, FL
1 BR | Available Now
4.0 miles from center of campus
Contact
Cat Friendly
House
8
$1,550
515 S Hyer Ave
Orlando, FL
2 BR | Available Now
4.0 miles from center of campus
Contact
Lake Cherokee
1
$1,950
Rare 4/2 Corner Unit Townhome With 2-car Garage At The Visconti Condominiums
1727 Shadow View Cir Maitland, FL
4 BR | Available Now
4.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Dishwasher
36
$2,100
515 Daniels Ave
Orlando, FL
1 BR | Available Now
4.0 miles from center of campus
Contact
Lake Cherokee
0
$1,495
Spacious 2/2 In Visconti At Maitland Corner Unit With Views Of Lake
1100 Lake Shadow Cir Unit 2-307 Maitland, FL
2 BR | Available Now
4.0 miles from center of campus
Contact
House
Storage
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
$1,525
Beautifully Updated One Bedroom In Downtown Orlando
304 E South St Unit 2024 Orlando, FL
1 BR | Available Now
4.0 miles from center of campus
Contact
Fitness Center
Storage
Dishwasher
Pool
Downtown Orlando
1
$2,700
Charming 3 Br Home In Thornton Park - Quick Walk To Restaurants And Shops!
500 S Eola Dr Orlando, FL
3 BR | Sep. 10, 2026
4.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Dishwasher
Lake Cherokee
15
$1,599 - 1,799
Fountain Place Apartments | 1 & 2 Bedroom Apartments Available-offering September Free If Moved In By 8/21
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
13
$1,575
204 E South St
Orlando, FL
1 BR | Available Now
4.1 miles from center of campus
Contact
House
Dishwasher
Downtown Orlando
1
$1,600
2 Bed 2 Bath Condo In Visconti West Condominium In Maitland
1420 Lake Shadow Cir Maitland, FL
2 BR | Available Now
4.1 miles from center of campus
Contact
Dishwasher
22
$1,061 - 2,936
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
16
$1,650
1375 Lake Shadow Cir Unit 11-104
Maitland, FL
2 BR | Available Now
4.1 miles from center of campus
Contact
Dog Friendly
Air Conditioning
Balcony/Deck/Patio
Storage
Dishwasher
12
$874
N Th St
Orlando, FL
1 BR | Ask for Availability
4.1 miles from center of campus
Contact
Downtown Orlando
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
0
$1,300
Downtown Orlando (lake Davis, Delaney Park, Lake Cherokee)
1525 Catherine St Orlando, FL
1 BR | Available Now
4.1 miles from center of campus
Contact
Dishwasher
Pool
4
$1,150
1036 Federal St
Orlando, FL
2 BR | Available Now
4.1 miles from center of campus
Contact
Callahan
211 - 240 of 527 Results
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Frequently Asked Questions

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

Rentable.co has over 7,687 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 $1,800 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 $1,600 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 $1,600 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 $72,000 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:
August Rent Report

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

Winter Park Rent Prices Decrease From July to August

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

August 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.

August 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 August 1 BR M/M % Change 2 BR August 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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