Apartments with Air Conditioning for Rent in Winter Park, FL

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ABOUT THIS HOME
Apartment with Air Conditioning for Rent in Winter Park:
Welcome to our community, where our apartment homes will exceed your expectations! Enjoy a leisurely Florida lifestyle in an oasis of comfort, style, and tranquility!

$1,400+/mo

2 beds1-2 bath930-1,140 sq ft

La Aloma Apartments

| 3040 Aloma Ave, Winter Park, FL 32792

8 units available • Pets welcome • Parking

NEW 16 HRS AGO1 MONTH FREE

ABOUT THIS HOME
Apartment with Air Conditioning for Rent in Winter Park:
Situated in Winter Park near Harry P Leu Gardens, Juno Winter Park brings you urban living at its height. Featuring exquisite studio, one, two, and three-bedroom apartments along with a variety of env

Studio: $1,856

1 bd: $2,271 • 2 bd: $2,625

Juno Winter Park

| 1305 Morgan Stanley Ave, Winter Park, FL 32789

11 units available • Pets welcome • Parking

ABOUT THIS HOME
Apartment with Air Conditioning for Rent in Winter Park:
This community boasts a prime location that effortlessly combines charm with convenience. Nestled in a well established neighborhood, it offers residents easy access to an array of amenities, includin

Studio: $1,200

1 bd: $1,265 • 2 bd: $1,595

Winter Park Woods

| 349 Scottsdale Sq, Winter Park, FL 32792

13 units available • Pets welcome • A/C

ABOUT THIS HOME
Apartment with Air Conditioning for Rent in Winter Park:
Your home oasis awaits at ARIUM Winter Park with our upscale amenities and open-concept 1 and 2-bedroom apartments for rent. Minutes from downtown Winter Park and Orlando's hot spots, our community pr

1 bd: $1,417

2 bd: $1,527

ARIUM Winter Park

| 3250 Bishop Park Dr, Winter Park, FL 32792

16 units available • Pets welcome • Parking

NEW 16 HRS AGO$1,000 OFF

ABOUT THIS HOME
Apartment with Air Conditioning for Rent in Winter Park:
Seabrook Apartment Homes offer one bedroom and two bedroom apartments for rent in Winter Park, Florida. The Seabrook Apartment community is located near the 408 Expressway, close to shopping and dini

1 bd: $1,107

2 bd: $1,400

Seabrook

| 3114 Terry Brook Dr, Winter Park, FL 32792

14 units available • Pets welcome • Parking

1 MONTH FREE

ABOUT THIS HOME
Apartment with Air Conditioning for Rent in Winter Park:
There's no place like Westmount at Winter Park Apartments in Winter Park, FL. These stylish studio, one, two, and three bedroom apartment homes are thoughtfully designed with features like vinyl plank

1 bd: $1,472

2 bd: $1,597 • 3 bd: $2,101

Westmount at Winter Park

| 1701 Lee Rd, Winter Park, FL 32789

14 units available • Pets welcome • Parking

Property at Whisper Lake Apartments - 3250 Whisper Lake Ln, Winter Park, FL, 32792, 1-2 bed, 1-2 bath, [object Object]

$1,300+/mo

1-2 bed1-2 bath750-1,050 sq ft

Whisper Lake Apartments

| 3250 Whisper Lake Ln, Winter Park, FL 32792

Property at The Taylor at Winter Park - 2000 Village Ln, Winter Park, FL, 32792, 0-3 beds, 1-2 bath, [object Object]

$1,192+/mo

0-3 beds1-2 bath378-1,315 sq ft

The Taylor at Winter Park

| 2000 Village Ln, Winter Park, FL 32792

Property at Rosalia Winter Park - 55+ Active Adult LIving - 3045 Aloma Ave, Winter Park, FL, 32792, 1-2 bed, 1-2 bath, [object Object]

$1,777+/mo

1-2 bed1-2 bath704-1,231 sq ft

Rosalia Winter Park - 55+ Active Adult LIving

| 3045 Aloma Ave, Winter Park, FL 32792

Property at 775 Maryland Ave, Winter Park, FL, 32789, 2 beds, 1 bath, [object Object]

$3,200/mo

2 beds1 bath900 sq ft

775 Maryland Ave, Winter Park, FL 32789

Property at 1107 S Pennsylvania Ave, Winter Park, FL, 32789, 2 beds, 1 bath, [object Object]

$1,900/mo

2 beds1 bath737 sq ft

1107 S Pennsylvania Ave, Winter Park, FL 32789

Property at 423 Ololu Dr, Winter Park, FL, 32789, 3 beds, 3 baths, [object Object]

$3,850/mo

3 beds3 baths1,920 sq ft

423 Ololu Dr, Winter Park, FL 32789

Property at 115 Stefanik Rd, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$1,795/mo

3 beds2 baths1,795 sq ft

115 Stefanik Rd, Winter Park, FL 32792

Property at 3486 Bougainvillea Dr Unit A, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,525/mo

3 beds2 baths1,650 sq ft

3486 Bougainvillea Dr Unit A, Winter Park, FL 32792

Property at 3486 Bougainvillea Dr Unit B, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,895/mo

3 beds2 baths1,750 sq ft

3486 Bougainvillea Dr Unit B, Winter Park, FL 32792

Property at 1500 Michigan Ave Unit B, Winter Park, FL, 32789, 2 beds, 1 bath, [object Object]

$1,449/mo

2 beds1 bath650 sq ft

1500 Michigan Ave Unit B, Winter Park, FL 32789

End of results (Download All)

Here are some rentals close to your search

NEW 12 HRS AGODEAL

ABOUT THIS HOME
Apartment with Air Conditioning for Rent in Winter Park:
Affordable quality apartments are at The Wymore 360 in Altamonte Springs, FL. Nearby are the exciting Audubon Center for Birds of Prey, Trotters Park, Lake Fairview park, and other beautiful public pa

1 bd: $1,132

2 bd: $1,499 • 3 bd: $1,766

Wymore 360 Apartments

| 360 Wymore Rd, Altamonte Springs, FL 32714

11 units match • Pets welcome • A/C

ABOUT THIS HOME
Apartment with Air Conditioning for Rent in Winter Park:
Welcome to Rolling Hills Apartments, a pet-friendly community in the heart of Orlando, Florida. Our charming residential oasis combines comfort, style, and convenience to create the perfect place to c

2 bd: $1,399

3 bd: $1,695

Rolling Hills Apartment Homes

| 5402 Pine Chase Dr, Orlando, FL 32808

6 units match • Pets welcome • Parking

LOWERED FEESTOP VIEWED

ABOUT THIS HOME
Apartment with Air Conditioning for Rent in Winter Park:
At Rosala West, we have taken care of all your needs. With three spacious floor plans to offer, you can choose from one, two, or three bedrooms. All of our apartment homes have been designed with you

$1,269/mo

2 beds2 baths1,000 sq ft

Rosala West Apartments

| 4500 Silver Star Rd, Orlando, FL 32808

Pets welcome • A/C • Dishwasher

3D WALKTHROUGH

ABOUT THIS HOME
Apartment with Air Conditioning for Rent in Winter Park:
2 Bed, 2 Bath

$1,530/mo

2 beds2 baths948 sq ft

Aventura Orlando Apartments

| 5300 Cinderlane Pkwy, Orlando, FL 32808

5 units match • Pets welcome •

$1,000 OFF3D WALKTHROUGH

ABOUT THIS HOME
Apartment with Air Conditioning for Rent in Winter Park:
Los Altos at Altamonte Springs Apartment homes features one bedroom, two bedroom and three bedroom apartment homes for rent in Altamonte Springs. Los Altos at Altamonte Springs Apartment homes featur

1 bd: $1,168

2 bd: $1,460 • 3 bd: $1,813

Los Altos at Altamonte Springs

| 311 Los Altos Way, Altamonte Springs, FL 32714

13 units match • Pets welcome • Parking

NEW 16 HRS AGODEAL

ABOUT THIS HOME
Apartment with Air Conditioning for Rent in Winter Park:
Welcome to Cypress RunIf you have been dreaming of an Orlando apartment community with friendly service and the amenities of a resort like a refreshing pool with sundeck, a cardio and strength trainin

1 bd: $1,300

2 bd: $1,745 • 3 bd: $2,025

Cypress Run

| 7100 Head Ave, Orlando, FL 32808

25 units match • Pets welcome • Parking

Property at Talia at Maitland - 6750 Woodlake Dr, Orlando, FL, 32810, 1-2 bed, 1-2 bath, [object Object]

$1,159+/mo

1-2 bed1-2 bath592-1,003 sq ft

Talia at Maitland

| 6750 Woodlake Dr, Orlando, FL 32810

Property at Village Lakes - 4901 Bottlebrush Ln, Orlando, FL, 32808, 1-2 bed, 1-2 bath, [object Object]

$1,180+/mo

1-2 bed1-2 bath619-1,047 sq ft

Village Lakes

| 4901 Bottlebrush Ln, Orlando, FL 32808

Property at The Park at Rialto - 2174 Sharp Ct, Fern Park, FL, 32730, 1-2 bed, 1 bath, [object Object]

$1,199+/mo

1-2 bed1 bath528-800 sq ft

The Park at Rialto

| 2174 Sharp Ct, Fern Park, FL 32730

Property at Indigo West - 6101 Raleigh St, Orlando, FL, 32835, 1-4 bed, 1-2 bath, [object Object]

$1,239+/mo

1-4 bed1-2 bath784-1,456 sq ft

Indigo West

| 6101 Raleigh St, Orlando, FL 32835

Property at Infinity off Baldwin Park Apartments - 4000 Maguire Blvd, Orlando, FL, 32803, 1-3 bed, 1-2 bath, [object Object]

$1,645+/mo

1-3 bed1-2 bath695-1,286 sq ft

Infinity off Baldwin Park Apartments

| 4000 Maguire Blvd, Orlando, FL 32803

Property at Newport Colony Apartments in Casselberry - 1166 Pointe Newport Ter, Casselberry, FL, 32707, 1-2 bed, 1-2 bath, [object Object]

$1,400+/mo

1-2 bed1-2 bath657-1,130 sq ft

Newport Colony Apartments in Casselberry

| 1166 Pointe Newport Ter, Casselberry, FL 32707

Property at Altamira Place Apartment Homes - 700 Altamira Cir, Altamonte Springs, FL, 32701, 1-2 bed, 1-2 bath, [object Object]

$1,180+/mo

1-2 bed1-2 bath570-1,080 sq ft

Altamira Place Apartment Homes

| 700 Altamira Cir, Altamonte Springs, FL 32701

Property at Promenade at Uptown Apartments - 375 Palm Springs Dr, Altamonte Springs, FL, 32701, 0-3 beds, 1-2 bath, [object Object]

$1,137+/mo

0-3 beds1-2 bath478-1,178 sq ft

Promenade at Uptown Apartments

| 375 Palm Springs Dr, Altamonte Springs, FL 32701

Property at The Park at Catania - 1935 S Kirkman Rd, Orlando, FL, 32811, 1-3 bed, 1-2 bath, [object Object]

$1,299+/mo

1-3 bed1-2 bath679-1,362 sq ft

The Park at Catania

| 1935 S Kirkman Rd, Orlando, FL 32811

Property at Springs Colony by ARIUM - 264 Springs Colony Cir, Altamonte Springs, FL, 32714, 1-3 bed, 1-2 bath, [object Object]

$1,294+/mo

1-3 bed1-2 bath650-1,350 sq ft

Springs Colony by ARIUM

| 264 Springs Colony Cir, Altamonte Springs, FL 32714

Property at Amara at Metro West - 6168 Raleigh St, Orlando, FL, 32835, 1-4 bed, 1-2.5 bath, [object Object]

$1,445+/mo

1-4 bed1-2.5 bath784-1,739 sq ft

Amara at Metro West

| 6168 Raleigh St, Orlando, FL 32835

Property at University Park Apartments - 9201 Nelson Park Cir, Orlando, FL, 32817, 1-3 bed, 1-2 bath, [object Object]

$1,375+/mo

1-3 bed1-2 bath645-1,043 sq ft

University Park Apartments

| 9201 Nelson Park Cir, Orlando, FL 32817

Property at The Adeline - 304 Lake Ave, Maitland, FL, 32751, 1-3 bed, 1-3 bath, [object Object]

$1,656+/mo

1-3 bed1-3 bath680-1,413 sq ft

The Adeline

| 304 Lake Ave, Maitland, FL 32751

Property at The Ivy Residences at Health Village Apartment Homes - 2650 Dade Ave, Orlando, FL, 32804, 0-3 beds, 1-3 bath, [object Object]

$1,623+/mo

0-3 beds1-3 bath658-1,499 sq ft

The Ivy Residences at Health Village Apartment Homes

| 2650 Dade Ave, Orlando, FL 32804

Based on information submitted to the MLS GRID as of Wed Oct 15 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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Apartments with Air Conditioning for Rent in Winter Park, FL

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