77

Homes for Rent in Winter Park, FL with 2-Bedrooms

Section Image
  • /16

    $1,699 - $1,769 per month

    The Vista at Winter Park

    2 Beds

    4704 Lucier Ct, Winter Park, FL 32792

    Move in special:$1,000 off!*Restricted units only*App and Admin special for only $175!Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and Nurses!In a prime location of Winter Park, you will find our small and great community!Keeping the calm and great atmosphere, being able to relax by the lake, and being moments from shopping, dining, andmore,

    4704 Lucier Ct, Winter Park, FL 32792
  • /30

    $1,745 per month

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Condo for Rent

    650 Trinidad Ct Unit 650, Winter Park, FL 32792

    Welcome to your dream home in the heart of Winter Park, FL. This stunning Corner Unit 2-bedroom, 2-bathroom residence offers a perfect blend of comfort and style. The house is designed with a spacious layout that ensures ample natural light in every corner. The community amenities are sure to impress, with a sparkling pool, a well-equipped gym, and tennis courts available for your leisure and

    Dawn Slaughter TRUSTHOME PROPERTIES INC

    650 Trinidad Ct Unit 650, Winter Park, FL 32792
  • /14

    $1,250 - $1,800 per month

    Park Apartments

    1 - 3 Beds

    7528 Park Promenade Dr, Winter Park, FL 32792

    WELCOME TO THE PARK APARTMENTS (NEWLY RENOVATED!) Come join us in prestigious Winter Park. You will know as soon as you stroll down the beautiful lined drive, through the gates that you are in a distinctive community. We have five unique apartment floor plans to choose from, each with designer touches. the community has lush landscaping filled with many amenities. relax by either of the two

    7528 Park Promenade Dr, Winter Park, FL 32792
  • /16

    $1,270 per month

    • 2 Beds
    • 1 Bath
    • 600 Sq Ft
    • Townhouse for Rent

    2183 Crandon Ave Unit 1/2, Winter Park, FL 32789

    This 2 bedroom, 1 bathroom, 2nd floor unit is located in the heart of Winter Park. Enjoy all of Downtown Winter Park, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include a spacious living area, a lovely kitchen, a screened patio area, and a shared laundry room

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    2183 Crandon Ave Unit 1/2, Winter Park, FL 32789
  • /11

    $1,326 - $1,415 per month

    Solis at Winter Park

    1 - 2 Beds

    7502 Sun Key Blvd, Winter Park, FL 32792

    Property Tours AvailableWe are now welcoming virtual, self-guided, and agent led tours. Please contact us today to schedule your appointment.Solis at Winter Park, FL Apartments boast premier location great for both business and leisure. The wide selection of one and two bedroom apartments ensure you will find a layout that fits your needs perfectly. Every apartment home comes decked out with huge

    7502 Sun Key Blvd, Winter Park, FL 32792
  • /25

    $1,975 per month

    • 2 Beds
    • 2.5 Baths
    • 1,236 Sq Ft
    • Townhouse for Rent

    5169 Lazy Oaks Dr, Winter Park, FL 32792

    Welcome to Lazy Oaks condominium. This townhome features two levels with an open floor plan that consist of 2 bedrooms, 2.5 bathrooms, and a Florida Room. Over 1200 sqft of living space awaits you with an upgraded laminate flooring, baseboards, lighting, and ceiling fans. A prime location that is nestled near Full Sail, UCF, Lynx bus stop, major shopping centers, restaurants, I-4, 408, & Orlando

    Damon Mayers MAYERS REAL ESTATE LLC

    5169 Lazy Oaks Dr, Winter Park, FL 32792
  • /29

    $1,351 - $2,014 per month

    Atlas at Winter Park

    1 - 3 Beds

    3733 N Goldenrod Rd, Winter Park, FL 32792

    Welcome home to Atlas at Winter Park!

    3733 N Goldenrod Rd, Winter Park, FL 32792
  • /12

    $1,525 per month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Townhouse for Rent

    1565 Michigan Ave, Winter Park, FL 32789

    Cute and comfortable 1/2 of a duplex in the heart of Winter Park. This 2 bedroom 1 bath unit features ceramic tile throughout, ceiling fans in the bedroom, private washer and dryer and a full sized kitchen. The unit shares a back yard and there is limited storage on site as well. The unit is located minutes from I 4, shopping, restaurants and Rollins College.

    Troy Hensley BHHS FLORIDA REALTY

    1565 Michigan Ave, Winter Park, FL 32789
  • /31

    $1,449 - $1,793 per month

    POSTE Winter Park

    1 - 2 Beds

    800 Semoran Park Dr, Winter Park, FL 32792

    Welcome to Poste Winter Park, where the beauty of classic period architecture meets the modern comforts of today. Nestled in the heart of trendy Winter Park, Florida, our community is your gateway to a vibrant, convenient, and tranquil lifestyle. Poste Winter Park offers a boutique feel with newly remodeled facilities, spacious floor plans, and signature customer service. Located just across from

    800 Semoran Park Dr, Winter Park, FL 32792
  • /20

    $1,850 per month

    • 2 Beds
    • 1.5 Baths
    • 1,219 Sq Ft
    • Condo for Rent

    200 Saint Andrews Blvd Unit 2903, Winter Park, FL 32792

    *Move-In Special*$100 OFF FIRST MONTH RENT if lease is signed by February 10th. Experience the best of Winter Park living in this highly sought-after 2-bedroom, 1.5-bathroom 2-story condo located in the Four Seasons community! This beautiful unit features modern light fixtures, stainless steel appliances, and upgraded flooring throughout. Enjoy the convenience of an included washer and dryer.

    Carissa Lawhun FLORIDA REALTY INVESTMENTS

    200 Saint Andrews Blvd Unit 2903, Winter Park, FL 32792
  • /35

    $1,750 - $2,750 per month

    Hannibal Square

    2 Beds

    433 W New England Ave, Winter Park, FL 32789

    We have 9 beautiful, and unique buildings located in Hannibal Square: 400, 430, 433, 444, 470 and 558 W. New England Ave., 362 S. Pennsylvania Ave. and 402 W. Welbourne Ave. Onsite parking is available in our 7 story parking garage located at 362 S. Pennsylvania Ave. There are a limited number of storage and garage spaces available as well!Our apartment options include: studio, 1/1, 2/1, 2/2,

    433 W New England Ave, Winter Park, FL 32789
  • /22

    $1,350 per month

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • Condo for Rent

    3651 N Goldenrod Rd Unit 104, Winter Park, FL 32792

    Great location in Winter Park! This 2-bedroom, 2-bath apartment offers comfortable living with easy access to everything you need. Open Parking in front and located close to Full Sail University, UCF, Valencia College, and major roads like University Blvd and SR-436 (Semoran Blvd). Enjoy being just minutes from shopping centers, grocery stores, coffee shops, and restaurants, including Publix,

    Julio Lopez JCL REALTY INC

    3651 N Goldenrod Rd Unit 104, Winter Park, FL 32792
  • /17

    $1,300 - $1,855 per month

    La Aloma

    1 - 3 Beds

    3040 Aloma Ave, Winter Park, FL 32792

    La Aloma Apartments offers the ideal blend of comfort, convenience, and tranquility in the heart of Central Florida. Perfectly situated just minutes from downtown Winter Park, this centrally located community provides easy access to everything Orlando has to offer—including top attractions, dining, shopping, and entertainment. Whether you're a student or professional, you'll appreciate being just

    3040 Aloma Ave, Winter Park, FL 32792
  • /15

    $1,850 per month

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Apartment for Rent

    1500 Gay Rd Unit 3B, Winter Park, FL 32789

    Lakefront Living at Its Best: Renovated 1st Floor End Unit on Lake KillarneyExperience the charm and convenience of lakefront living in this recently renovated first-floor end unit, nestled in a picturesque community on Lake Killarney.Key Features:Stunning Sunset Views: Enjoy breathtaking sunsets from the lakefront deck, perfect for relaxing evenings.Water Activities: Benefit from

    Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

    1500 Gay Rd Unit 3B, Winter Park, FL 32789
  • /35

    $991 - $1,737 per month

    Carlton Arms of Winter Park

    Studio - 3 Beds

    300 Jamestown Dr, Winter Park, FL 32792

    *Call or email for today’s availabilityCarlton Arms of Winter Park, a well-established community with lavishly maintained landscaping, rapid response maintenance, and attentive service staff, offers an unusual atmosphere of peaceful, private home dwelling while simultaneously assuring comforts and conveniences of apartment living.

    300 Jamestown Dr, Winter Park, FL 32792
  • /12

    $1,400 per month

    • 2 Beds
    • 2 Baths
    • 1,003 Sq Ft
    • Condo for Rent

    1000 S Semoran Blvd Unit 115, Winter Park, FL 32792

    Welcome to Golfside Villas. This community is nestled near Downtown Orlando, Full Sail, UCF, Lynx bus stop, major shopping centers, restaurants, I-4, 408, & Orlando International Airport. This condominium features an open floor plan that consist of 2 bedrooms, 2 bathrooms, and a screened in patio. Over 1000 sqft of living space awaits you with a few upgrades. This neighborhood features a laundry

    Damon Mayers MAYERS REAL ESTATE LLC

    1000 S Semoran Blvd Unit 115, Winter Park, FL 32792
  • /30

    $1,802 - $2,691 per month

    Rosalia Winter Park 55+ Active Adult Community

    1 - 2 Beds

    3045 Aloma Ave, Winter Park, FL 32792

    Browse our 1 and 2-bedroom luxury 55+ apartments at Rosalia Winter Park, complete with modern appliances and stunning finishes. Stay connected and engaged with countless luxury amenities and activities designed for your lifestyle by our dedicated onsite management team and exciting amenities, including a clubhouse, fitness center, and robust social calendar-all with an attentive team at your

    3045 Aloma Ave, Winter Park, FL 32792
  • /23

    $1,500 per month

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit B114, Winter Park, FL 32789

    The unit has two spacious bedrooms, galley kitchen, walk in closet, living/dining room combo, washer and dryer combo brand new refrigerator , and lovely patio that leads to the community pool and playground. .This well-maintained unit features a spacious living area filled with natural light Cove is located centrally to major highways, schools, tons of shopping & restaurants so it is a great

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit B114, Winter Park, FL 32789
  • /27

    $1,358 - $2,200 per month

    Westmount at Winter Park

    Studio - 3 Beds

    1701 Lee Rd, Winter Park, FL 32789

    Theres 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 flooring, large closets, and in-home washers and dryers. With the option of sleek stainless steel or black appliances, your kitchen is as functional as it is modern. Step outside and enjoy the serene

    1701 Lee Rd, Winter Park, FL 32789
  • /2

    $2,650 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    Unlisted Address

    Historic 2-bedroom home walking distance to Park Avenue and Rollins College. This well-maintained rental features a living room fireplace, fresh interior paint, and new cordless blinds throughout. The kitchen includes stainless steel appliances and a gas stove. Enjoy a screened front porch, fully fenced yard, and ample rear parking. Prime Winter Park location with classic charm and modern updates.

    Catherine Mitchell SANDRONI HOLDINGS REAL ESTATE LLC

    Unlisted Address
  • /30

    $1,235 - $2,590 per month

    Signal Pointe

    1 - 3 Beds

    2500 Howell Branch Rd, Winter Park, FL 32792

    Come home to the lifestyle you've been dreaming of in a pet-friendly apartment home at Signal Pointe Apartment Homes near Rollins College.Offering the ideal blend of modern apartment features and elevated community amenities, these garden-style Winter Park, Florida, apartments offer the convenience you've been looking for - all within the tranquility of the suburbs. Make your move to

    2500 Howell Branch Rd, Winter Park, FL 32792
  • /34

    $3,700 per month

    • 2 Beds
    • 2.5 Baths
    • 1,897 Sq Ft
    • Townhouse for Rent

    2979 Upper Park Rd, Orlando, FL 32814

    PRICE JUST REDUCED! Now Only $3,700/Month – Rare 2-Primary Bedroom TownhomeStart 2026 in your dream home! We've just reduced the rent on this exceptional Baldwin Park townhome, and it's ready for immediate move-in. With zero application fees for January, there's never been a better time to make this yours.This stunning 1,897 square foot residence offers a rare find: two primary bedroom

    Leah Bonich KELLY PRICE & COMPANY LLC

    2979 Upper Park Rd, Orlando, FL 32814
  • /35

    $1,318 - $2,015 per month

    Venue At Winter Park

    1 - 3 Beds

    5 Autumn Breeze Way, Winter Park, FL 32792

    Come home to Venue—a community nestled in the heart of Winter Park. Venue is designed to make your living experience better than it has ever been before.When it comes to finding the perfect floor plan for your lifestyle, we have you covered. Choose from our newly renovated 1, 2, and 3-bedroom residences offering refined interior finishes and premier features that are sure to fit all of your

    5 Autumn Breeze Way, Winter Park, FL 32792
  • /28

    $1,236 - $2,425 per month

    Village Park Senior

    1 - 3 Beds

    550 W Denning Dr, Winter Park, FL 32789

    WINTER PARK VILLAGE, an established lifestyle center located just north of Orlando in the affluent community of Winter Park on 17-92 between Lee Road and Fairbanks Avenue. This is the area’s most exciting destination for upscale shopping, dining, entertainment and just an overall great place to spend time away from the mall madness.

    550 W Denning Dr, Winter Park, FL 32789
  • /24

    $1,358 - $2,973 per month

    Alvista Winter Park

    1 - 2 Beds

    3935 Sutton Place Blvd, Winter Park, FL 32792

    Live life better at Alvista Winter Park! Located in the sought-after neighborhood of Winter Park, Orlando, and just minutes from Full Sail University, Harbor Park and Winter Pines Golf Club, our community effortlessly blends the concepts of convenience and ease. Our collection of lifestyle amenities and interior details make our residents quickly feel right at home!Choose from spacious one and

    3935 Sutton Place Blvd, Winter Park, FL 32792
  • /35

    $1,375 - $2,620 per month

    Stonecastle Apartment Homes

    1 - 3 Beds

    2015 New Stonecastle Terrace, Winter Park, FL 32792

    Stonecastle Apartments is the community you've been looking for in Winter Park, FL. With spacious one-, two-, and three-bedroom homes complete with in-home washers and dryers, stainless steel appliances, and smart thermostats, you're guaranteed to find a place to live with a lifestyle to love. What's more, as a member of the community you'll also have access to our fitness center, resident

    2015 New Stonecastle Terrace, Winter Park, FL 32792
  • /20

    $1,284 - $2,744 per month

    ARIUM Winter Park

    1 - 2 Beds

    3250 Bishop Park Dr, Winter Park, FL 32792

    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 provides the perfect place to call home.Soak up the sun at our resort-style pool and outdoor kitchen, de-stress in our fitness center, or bring your canine companion to explore our dog

    3250 Bishop Park Dr, Winter Park, FL 32792
  • /20

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Condo for Rent

    1500 Gay Rd Unit 3B, Winter Park, FL 32789

    Lakefront Living at Its Best: Renovated 1st Floor End Unit on Lake KillarneyExperience the charm and convenience of lakefront living in this recently renovated first-floor end unit, nestled in a picturesque community on Lake Killarney.Key Features:Stunning Sunset Views: Enjoy breathtaking sunsets from the lakefront deck, perfect for relaxing evenings.Water Activities: Benefit from

    1500 Gay Rd Unit 3B, Winter Park, FL 32789
  • /20

    $2,962 per month

    • 2 Beds
    • 1 Bath
    • 1,140 Sq Ft
    • Condo for Rent

    1307 Formosa Ave Unit ID1250011P, Winter Park, FL 32789

    The advertised rate of $2,962/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 19, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    1307 Formosa Ave Unit ID1250011P, Winter Park, FL 32789
  • /15

    $2,315 per month

    • 2 Beds
    • 2 Baths
    • 1,408 Sq Ft
    • House for Rent

    1453 Hyde Park Dr, Winter Park, FL 32792

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2459.90. That covers your base rent, $2315.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1453 Hyde Park Dr, Winter Park, FL 32792
  • /26

    $2,830 per month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    662 Callahan St Unit ID1308311P, Winter Park, FL 32789

    The advertised rate of $2,830/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 4, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    662 Callahan St Unit ID1308311P, Winter Park, FL 32789
  • /46

    $1,850 per month

    • 2 Beds
    • 2 Baths
    • 1,018 Sq Ft
    • Condo for Rent

    2918 Antique Oaks Cir Unit 31, Winter Park, FL 32792

    This beautifully updated, fully furnished two-bedroom, two-bath ground-floor condominium is available for lease in the highly desirable Parkview Village community in Winter Park. Designed for comfort, efficiency, and low-maintenance living, this move-in-ready home is ideal for professional residents.The open-concept floor plan features luxury vinyl plank flooring, granite countertops, and

    2918 Antique Oaks Cir Unit 31, Winter Park, FL 32792
  • /27

    $1,400 per month

    • 2 Beds
    • 1 Bath
    • 851 Sq Ft
    • Condo for Rent

    2500 Lee Rd Unit 212, Winter Park, FL 32789

    Welcome to Lakeside Manor on beautiful Lake Killarney! This charming 2 bedroom, 1 bathroom second-floor condo offers tranquil living in one of Central Florida’s most desirable areas. Enjoy a serene, park-like setting right outside your door and access to breathtaking sunset views from the private community dock.Just minutes from Park Ave, Rollins College, Mills District, top dining,

    2500 Lee Rd Unit 212, Winter Park, FL 32789
  • /20

    $2,500 per month

    • 2 Beds
    • 2 Baths
    • 1,612 Sq Ft
    • Condo for Rent

    2474 Tahoe Cir, Winter Park, FL 32792

    Beautifully appointed 2-bedroom, 2-bath residence with a versatile second-story loft bonus room, ideally suited as a home office or optional third bedroom, located in the exclusive Cedarwood Village community. Meticulously maintained and in pristine condition, this home captures the best of the Winter Park lifestyle.The expansive kitchen features an inviting eat-in breakfast nook and

    2474 Tahoe Cir, Winter Park, FL 32792
  • /17

    $1,600 per month

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • Condo for Rent

    3651 N Goldenrod Rd Unit F208, Winter Park, FL 32792

    Amazing 2 bedroom, 2 bathroom condo in Winter Park and move in ready. Amenities included: central air, central heat, dishwasher, pool, stainless steel appliances, updated kitchen, and washer/dryer combo. Utilities included: heat, air conditioning and water. Is pet friendly. An ideal location adds to this gem's overall appeal with only a few minutes to downtown Orlando, UCF, Valencia, Full Sail,

    3651 N Goldenrod Rd Unit F208, Winter Park, FL 32792
  • /50

    $1,000 - $1,825 per month

    District On Baldwin Park

    Studio - 3 Beds

    5590 Baldwin Park St, Orlando, FL 32807

    Join us at District on Baldwin Park in Orlando, where you'll revel in luxurious apartment living and resort-style amenities minutes from shopping, entertainment, restaurants and recreation. Lounge by one of our three sparkling pools, sip a cup of coffee and surf the net in our Internet cafe?? or chat with neighbors over cards in our clubhouse. At District on Baldwin Park, you get the resort

    5590 Baldwin Park St, Orlando, FL 32807

Showing Results 41 - 77, Page 2 of 2

How to Rent a Home