34

Pet-Friendly Homes for Rent in Winter Park, FL

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  • /44

    $2,950 Per Month

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft
    • House for Rent

    3463 Arnel Dr, Winter Park, FL 32792

    Beautiful pool home for rent in Winter Park located in the established Eastbrook community with NO HOA. This home offers 3 bedrooms plus a versatile bonus room, 2 bathrooms, approximately 1,770 sq ft of living space, a 2-car garage, extended driveway, and a private screened pool with fully fenced backyard. Inside, you’ll find a bright and functional layout with comfortable living and dining

    Agent Photo

    Alexa Monasterio Flores

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    (321) 516-0204

    3463 Arnel Dr, Winter Park, FL 32792
  • /16

    $1,400 Per Month

    • 1 Bed
    • 1 Bath
    • 638 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit C110, Winter Park, FL 32789

    Spacious first floor unit in Waterfall Cove 1 bedroom, charming residential unit , This inviting space offers a comfortable layout with plenty of natural light. Conveniently located near shops, restaurants and parks. It is perfect for enjoying the Winter park lifestyle.

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit C110, Winter Park, FL 32789
  • /21

    $2,900 Per Month

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • House for Rent

    540 W Comstock Ave, Winter Park, FL 32789

    Newly Renovated | Prime Winter Park Location | Move-In Ready Opportunity Positioned in one of Central Florida’s most desirable and high-demand areas, this newly renovated residence at 540 W Comstock Ave offers a rare opportunity for tenants seeking both location and lifestyle in the heart of Winter Park. Thoughtfully updated with modern finishes, the home features a clean, refreshed interior

    Fredrick Jacobs KELLER WILLIAMS GAINESVILLE REALTY PARTNERS

    540 W Comstock Ave, Winter Park, FL 32789
  • /15

    $1,750 Per Month

    • 2 Beds
    • 2 Baths
    • 1,037 Sq Ft
    • Condo for Rent

    614 Saint Johns Ct Unit 614, Winter Park, FL 32792

    Beautiful 2 bed/2 bath condo villa in Winter Park Villas. Over 1000 sq.ft. with two large bedrooms with walk-in closets, two nicely renovated bathrooms, renovated kitchen, large living room and dining area. Ceramic tile flooring throughout, granite countertops in kitchen and bathrooms. All appliances including washer and dryer inside unit. End unit with covered front patio and back porch area

    Carolina Barriento JEXOR LLC

    614 Saint Johns Ct Unit 614, 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
  • /24

    $3,200 Per Month

    • 2 Beds
    • 1 Bath
    • 1,250 Sq Ft
    • House for Rent

    438 Lakeview Ave, Winter Park, FL 32789

    Bring your boat and discover this charming Winter Park gem, perfectly nestled on a quiet, desirable brick-lined street. This inviting 2-bedroom, 1-bath home features beautiful hardwood floors and a warm, welcoming feel throughout. Enjoy a lakefront yard feet from the house that offers peaceful water views and the perfect setting for outdoor living. Step outside to an amazing backyard complete

    Alex Scures COLONIALTOWN REALTY

    438 Lakeview Ave, Winter Park, FL 32789
  • /29

    $5,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,940 Sq Ft
    • Townhouse for Rent

    784 S Pennsylvania Ave, Winter Park, FL 32789

    Discover modern living in this beautifully designed townhome located in the heart of Winter Park. This residence has a spacious layout with contemporary finishes, high ceilings, modern light fixtures and shades, and abundant natural light. Enjoy the convenience of a well-appointed kitchen, an inviting living area, and a private patio for relaxing, and private access to the community pool! The

    Steven Koleno BEYCOME OF FLORIDA LLC

    784 S Pennsylvania Ave, Winter Park, FL 32789
  • /12

    $2,395 Per Month

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • House for Rent

    2242 King Johns Ct, Winter Park, FL 32792

    This beautiful 3 bedroom, 2 bathroom home is located in the heart of Winter Woods in desirable Winter Park. This home offers a spacious split floor-plan with an open living/dining area. Features include tile throughout, a fenced-in backyard with patio area, 2 car garage, washer/dryer hookups, and is convenient to schools, recreational parks, restaurants, & the lovely downtown Winter Park. Please

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    2242 King Johns Ct, Winter Park, FL 32792
  • /17

    $1,350 Per Month

    • 1 Bed
    • 1 Bath
    • 753 Sq Ft
    • Condo for Rent

    4818 Tangerine Ave Unit 4818, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. The 1 bed, 1 bath unit is ideally located in Winter Park, close to Full Sail and UCF. Rent includes water, and all appliances including washer & dryer. A spacious Living/Dining space and a Huge bedroom make this the best one bed/one bath you'll find. You're just a short drive from downtown and other Orlando hotspots. Wrenwood is a very quiet

    Torey Eisenman BENCHMARK REAL ESTATE GRP INC

    4818 Tangerine Ave Unit 4818, Winter Park, FL 32792
  • /17

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit E115, Winter Park, FL 32789

    Spacious first floor unit in Waterfall Cove with 3 bedrooms and 2 bathrooms is a great opportunity to own in Winter Park, close to major highways, shopping, restaurants and so much more. This unit is perfect for lease , brand new paint and flooring ! RENOVATED BATHROOMS! The open living room is spacious and has lots of natural light shining in from the sliding glass doors leading out to the

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit E115, Winter Park, FL 32789
  • /33

    $1,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,037 Sq Ft
    • Apartment for Rent

    652 Saint Johns Ct Unit 652, Winter Park, FL 32792

    Don't miss this opportunity! Beautiful apartment located in Winter Park, one of the most convenient and desirable areas in the Orlando region. Conveniently located near Full Sail University, Rollins College, shopping centers, restaurants, entertainment, and major highways. Enjoy the comfort of a well-maintained community featuring a swimming pool and common areas for relaxation. This apartment

    David Carballo HOME PRIME REALTY LLC

    652 Saint Johns Ct Unit 652, Winter Park, FL 32792
  • /31

    $4,250 Per Month

    • 4 Beds
    • 3 Baths
    • 3,000 Sq Ft
    • Townhouse for Rent

    1119 S Pennsylvania Ave, Winter Park, FL 32789

    Welcome home to this beautifully updated Cherokee Park townhome, where modern elegance meets comfort in the heart of highly desirable Winter Park. Perfectly situated near some of the area’s best dining, shopping, and entertainment, this home offers both luxury and convenience in one exceptional location. Step inside to a bright and airy open-concept living space featuring wood-style flooring,

    Raquel Elliott COLDWELL BANKER REALTY

    1119 S Pennsylvania Ave, Winter Park, FL 32789
  • /26

    $2,700 Per Month

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • House for Rent

    648 W Swoope Ave, Winter Park, FL 32789

    FOR RENT - 648 W. SWOOPE AVENUE, WINTER PARK | OFFERED AT $2,700/MO - Stunning Home, Completely Remodeled, and Professionally Designed! Super cute 3 bedroom, 1 bath home in downtown Winter Park. Updated flooring, paint, windows, newer HVAC unit, updated kitchen cabinets, stainless steel appliances, Quartz countertops, beautiful bathroom tile work & fixtures, and interior washer/dryer. Open

    Kelly Price KELLY PRICE & COMPANY LLC

    648 W Swoope Ave, Winter Park, FL 32789
  • /15

    $4,100 Per Month

    • 4 Beds
    • 2 Baths
    • 1,764 Sq Ft
    • House for Rent

    2344 Woodcrest Dr, Winter Park, FL 32792

    Resort Style Pool Home in KENILWORTH ESTATES! Conveniently located in Winter Park with a walking distance to Baldwin Park, Advent Health, Cody trail park! A short drive to Renown Rollin College, Park Ave, Full Sail University, downtown Orlando, theme parks, and UCF! Close to restaurants, shopping centers, bars, Publix, CVS and gas stations. Welcome Home! through the main door, you will be amazed

    SHANNON LEE EXPLORE FLORIDA REALTY SERVICES LLC

    2344 Woodcrest Dr, Winter Park, FL 32792
  • /24

    $2,500 Per Month

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Condo for Rent

    151 N Orlando Ave Unit 118, Winter Park, FL 32789

    Investment opportunity! Discover this hidden gem—a 2-bed, 1-bath condo nestled in the heart of Winter Park. Situated in the serene Lake Killarney Condos, this property offers some of the town's most breathtaking sunsets from a sprawling lakefront lot. Enjoy extensive grassy areas and a community pool right on your doorstep. Ideally located near essentials and leisure spots including Publix,

    Adriana Montes MBA FLORIDA DREAMS REALTY GRP INC

    151 N Orlando Ave Unit 118, Winter Park, FL 32789
  • /37

    $2,800 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft
    • Townhouse for Rent

    2817 Bright Bird Ln, Winter Park, FL 32792

    Welcome to Grayson Square in Winter Park. This beautifully maintained 3-bedroom, 2.5-bath townhome is located in one of the area’s newer gated communities and shows like new throughout. Exceptionally clean and well cared for, this home is truly move-in ready. The open-concept living and dining area offers a comfortable layout for both everyday living and entertaining. The covered lanai overlooks

    Denise Del Castillo LPT REALTY, LLC

    2817 Bright Bird Ln, Winter Park, FL 32792
  • /38

    $3,900 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,196 Sq Ft
    • House for Rent

    Unlisted Address

    This beautiful new two-story home, high ceiling and fully equipment kitchen, located in Winter Park’s exclusive gated community of Hawk’s Crest. Community has lake access with canon launch. This home was build by Taylor Morrison comes with 4-bedroom, 2.5 bathroom home has a great open floor plan that features open dining and living rooms that look out to the lanai and backyard. Home comes all

    Elaine Zheng HONEST REAL ESTATE COMPANY

    Unlisted Address
  • /13

    $2,250 Per Month

    • 2 Beds
    • 1 Bath
    • 1,125 Sq Ft
    • House for Rent

    503 Kilshore Ln, Winter Park, FL 32789

    LOCATION! LOCATION! LOCATION! Home well positioned on large 0.28 acre lot in 32789. Gorgeous two bedroom home right in the heart of Winter Park , that just had a new roof put on.. At just a ten minute drive from Orlando, this home is in a very convenient location for anyone who wants to be in and out of the city whenever they'd like. Beautiful interior, with original wood flooring throughout.

    Vincent Paige, PA COLDWELL BANKER REALTY

    503 Kilshore Ln, Winter Park, FL 32789
  • /36

    $3,060 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft
    • Townhouse for Rent

    1415 Harmon Ave, Winter Park, FL 32789

    In the heart of Winter Park on a quiet cobbled street, this Mediterranean style 3-bedroom, 3-bathroom house is available to rent today. With beautiful Travertine floors throughout the downstairs of the home, granite countertop kitchen, marble countertop bathrooms, and limestone ornate pillars throughout the home, this home boasts character. Upstairs the home enjoys three bedrooms, two bathrooms,

    Moire McKibbin LA ROSA REALTY ORLANDO LLC

    1415 Harmon Ave, Winter Park, FL 32789
  • /19

    $1,450 Per Month

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

    3651 N Goldenrod Rd Unit 110, Winter Park, FL 32792

    Beautiful 2-bedroom, 2-bath condo available for rent in the highly desirable Winter Park area. This inviting home is thoughtfully designed for comfortable family living and features no carpet, with durable laminate flooring throughout perfect for easy cleaning and everyday use. The condo offers a spacious and functional layout, including a bright living area ideal for family time and

    Praveen Setty RIGHTHOUSE REALTY LLC

    3651 N Goldenrod Rd Unit 110, Winter Park, FL 32792
  • /48

    $10,900 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,841 Sq Ft
    • House for Rent

    1760 Alabama Dr, Winter Park, FL 32789

    Behind a gated courtyard entrance in the Vias of Winter Park, just around the corner from Kraft Azalea Garden on the shores of Lake Maitland, this move-in ready residence offers privacy, thoughtful design and exceptional indoor-outdoor living. Surrounded by mature landscaping and accessed from both front and rear driveways, the property provides a rare sense of seclusion while remaining minutes

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    1760 Alabama Dr, Winter Park, FL 32789
  • /13

    $2,295 Per Month

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • Townhouse for Rent

    3486 Bougainvillea Dr Unit A, Winter Park, FL 32792

    Nice house with 2 units in a great location and each unit is being rent separately. This property is located in the heart of Winter Park where everything is close by. This unit has great value and is near all of the main colleges. Come and enjoy this unit with your family and friends. Please schedule your showing today before it is gone.

    Smithj Salomon LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

    3486 Bougainvillea Dr Unit A, Winter Park, FL 32792
  • /20

    $1,600 Per Month

    • 2 Beds
    • 1.5 Baths
    • 825 Sq Ft
    • Townhouse for Rent

    2523 Alexa Ct, Winter Park, FL 32792

    Enjoy Florida living at its best. Perfectly situated just minutes from Downtown Winter Park, near an abundance of restaurants, movie theater, schools. Close to the I4 and 417, short drive to the beach, mins to Theme Parks, golf courses & airport makes this comfortable 2 bedroom 1.5 bath duplex a must see. The interior features tile flooring throughout for cooler summers and a private backyard

    Joseph LaRosa LA ROSA REALTY LLC

    2523 Alexa Ct, Winter Park, FL 32792
  • /46

    $3,150 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,755 Sq Ft
    • Townhouse for Rent

    1351 Merrydale Way, Winter Park, FL 32792

    Fantastic, Modern townhome WITH 3 beds & 2.5 baths. Hawk's Crest is a gated community in Winter Park. This home is has a very spacious open floor plan with a water view! The kitchen has granite countertops and is fully equipped with stainless steel Whirlpool appliances; oven, stove, microwave, refrigerator, dishwasher, and garbage disposal. The kitchen area also has a large pantry! This energy

    Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

    1351 Merrydale Way, Winter Park, FL 32792
  • /24

    $2,450 Per Month

    • 3 Beds
    • 2 Baths
    • 1,627 Sq Ft
    • House for Rent

    3121 Heartwood Ave, Winter Park, FL 32792

    Discover this beautifully updated 3-bedroom, 2-bathroom home located in a highly sought-after neighborhood in Winter Park, served by A-rated schools. This property features stunning ceramic tile flooring throughout, a modern kitchen equipped with stainless steel appliances and elegant quartz countertops, and luxurious upgraded bathrooms that offer both style and comfort. Relax on the inviting

    Haimdatt Sadoo DELUXE REALTY OF CENTRAL FLORIDA

    3121 Heartwood Ave, Winter Park, FL 32792
  • /25

    $1,800 Per Month

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

    205 Lewfield Cir Unit 205, Winter Park, FL 32792

    Wonderful! Owners pays Water & Internet. Exceptional Winter Park location! Amenities include 2 pools, lighted tennis courts, fitness center, car care facilities & clubhouse, enjoy the simple life in this 2 bedroom, 2 bath, ground floor unit. Sip your morning coffee while admiring the garden landscaping from your screen enclosed patio. Host a barbeque with family and friends at the community

    Eimi Moreno Carrera LPT REALTY, LLC

    205 Lewfield Cir Unit 205, Winter Park, FL 32792
  • /20

    $2,200 Per Month

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

    5171 Lazy Oaks Dr Unit 5171, Winter Park, FL 32792

    This Winter Park condo features two bedrooms and three bathrooms, with an attached garage for convenient parking. The entrance welcomes you with a charming foyer. At the heart of the spacious open great room is the kitchen—highlighted by custom cabinets, quartz countertops, and stainless-steel appliances, all thoughtfully arranged on the first floor. An oversized counter provides space for

    Joyce Gary PAINE-ANDERSON PROPERTIES, INC

    5171 Lazy Oaks Dr Unit 5171, Winter Park, FL 32792
  • /29

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 786 Sq Ft
    • House for Rent

    747 Maryland Ave, Winter Park, FL 32789

    Welcome to this charming 3-bedroom, 2-bathroom house located in the heart of Winter Park. This lovely home features a spacious back yard and patio perfect for enjoying the outdoors. The kitchen and bathrooms have been remodeled. It is a convenient 4 minute walk to Rollins College, and a 10 minute walk to local shops and restaurants on Park Avenue.

    Rafael Pierluisi ALFANO PROPERTY MANAGEMENT

    747 Maryland Ave, Winter Park, FL 32789
  • /8

    $3,495 Per Month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • House for Rent

    1137 S Pennsylvania Ave, Winter Park, FL 32789

    Location!!Walking distance to Rollins campus and to downtown Winter Park. Beautiful 3-bedroom 2-bathroom home. Recently renovated kitchen and freshly painted. Nearby schools include Audubon Park elementary, Glenridge Middle School, and Winter Park education center school. This house is in the perfect location, close to great restaurants and within walking distance to Winter Park farmer's

    Raquel Elliott COLDWELL BANKER REALTY

    1137 S Pennsylvania Ave, Winter Park, FL 32789
  • /16

    $1,500 Per Month

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

    7340 Swallow Run Unit 7340, Winter Park, FL 32792

    Check out this 2nd floor 2-bedroom, 2 bathroom condo with brand new beautiful wood floors throughout. The condo is centrally located between UCF and Full Sail University and is just a short distance to major roadways, shopping, and several dining options.

    Bobby Mills METRO CITY REALTY

    7340 Swallow Run Unit 7340, Winter Park, FL 32792
  • /15

    $1,945 Per Month

    • 3 Beds
    • 2 Baths
    • 1,613 Sq Ft
    • House for Rent

    1724 Peruvian Ln, Winter Park, FL 32792

    Live in this updated home in Winter Park with 3 bedroom, 2 bathrooms. Large formal living area and a separate family room with dining. Kitchen with Stainless Steel appliances, Granite counter tops throughout, Ceramic Tile and Carpet flooring. Freshly painted interior and exterior. Large, fenced backyard. Laundry-room with Washer/Dryer hookups. *Bonus Amenity Included* - All residents are enrolled

    Mo Jabr RE/MAX 200 REALTY

    1724 Peruvian Ln, Winter Park, FL 32792
  • /20

    $3,600 Per Month

    • 3 Beds
    • 2 Baths
    • 1,594 Sq Ft
    • House for Rent

    1741 Goodrich Ave, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Charming 3-bedroom, 2-bath home in highly desirable historic Winter Park, situated on a large fenced lot with mature oak canopy, lush landscaping, and inviting outdoor living spaces. This well-maintained home offers a spacious living room, separate dining area, screened rear patio, large wooden deck with lighting, and a private fenced backyard

    Gunnar Barcomb JOHN HARDING REALTY

    1741 Goodrich Ave, Winter Park, FL 32789
  • /58

    $3,300 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,891 Sq Ft
    • House for Rent

    1843 Shadyhill Terrace, Winter Park, FL 32792

    Available for lease in the desirable Autumn Glen community of Winter Park. This spacious and well-maintained 4-bedroom, 2-bathroom single-family home offers comfort, space, and serenity in a peaceful neighborhood setting. Thoughtfully landscaped with lush greenery and tranquil water views, the home features an oversized kitchen with stainless steel appliances, ample storage, and a pass-through

    Beatrice Miranda METRO CITY REALTY

    1843 Shadyhill Terrace, Winter Park, FL 32792
  • /9

    $1,850 Per Month

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft
    • Townhouse for Rent

    2510 Boyd Ave Unit b, Orlando, FL 32803

    Experience the allure of this meticulously renovated one-bedroom and bathroom apartment unit. This open-concept space features a granite countertop and stainless steel appliances, providing a modern and inviting atmosphere. Additionally, the unit includes an extra room, ideal for an office, with direct access to the private backyard. Conveniently located near Baldwin Park, downtown Orlando, and a

    Antonio Velazquez BP REALTY

    2510 Boyd Ave Unit b, Orlando, FL 32803

Rental Trends in Winter Park, FL

Rental Home Trends

Number of Homes for Rent
34
Median Rent
$2,137
Median Single Family Home Rent
$2,600
Median Townhouse Rent
$2,505
Median Condo Rent
$1,650
How to Rent a Home