593

Pet-Friendly Homes for Rent in Winter Park, FL

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  • /24

    $3,050 Per Month

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • House for Rent

    2401 Albert Lee Pkwy, Winter Park, FL 32789

    Gorgeous Waterfront 3/2 Mid-century Modern Style Home with a Covered Patio and a Large Backyard in the Desirable Albert Lee Ridge Community - Winter Park! Available Now!Nestled in Lake Wilderness is a hidden gem, with homes only lining one side of the lake offering picturesque sunsets and views. This gorgeous home welcomes you into a bright and airy living space with a floor plan that

    2401 Albert Lee Pkwy, Winter Park, FL 32789
  • /11

    $2,000 Per Month

    • 3 Beds
    • 1 Bath
    • 922 Sq Ft
    • Townhouse for Rent

    5101 N Orange Ave Unit B, Winter Park, FL 32792

    Charming 3 bedroom, 1 bathroom half duplex with completely private, fenced in yard and laundry inside!! This property is in the heart of Winter Park, close to everything. Call for your private tour today

    Shannon Cruz Acosta CITARELLI REALTY GROUP LLC

    5101 N Orange Ave Unit B, Winter Park, FL 32792
  • /9

    $1,299 Per Month

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

    200 St Andrews Blvd Unit 206, Winter Park, FL 32792

    Beautiful Remodeled First-Floor Pool View Condo in Winter ParkWelcome to this beautifully remodeled first-floor condo in the highly desirable Four Seasons Condominium community in Winter Park. Offering peaceful pool views, an excellent location, and outstanding community amenities, this home is ready for you to move in and enjoy!The spacious floor plan features a separate living

    200 St Andrews Blvd Unit 206, Winter Park, FL 32792
  • /85

    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,811 Sq Ft
    • House for Rent

    Unlisted Address

    Welcome to the Beautiful Winter Park Neighborhood of Autumn Glen! This spacious 3-bedroom, 2.5 bathroom home features a downstairs primary suite, upstairs loft/flex space, 2-car garage, screened-in back porch, and fireplace. The open floor plan offers soaring cathedral ceilings and plenty of natural light, while the eat-in kitchen provides ample space and updated appliances. The downstairs

    Cheree Graham KELLER WILLIAMS REALTY AT THE PARKS

    Unlisted Address
  • /40

    $3,895 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,553 Sq Ft
    • House for Rent

    2348 Kestrel Perch Place, Winter Park, FL 32792

    A beautiful tile roof single-family house is available in Hawks Crest, the only gated community in Winter Park! UV sanitizing lights are installed in all bathrooms. A water filter system is installed in the kitchen sink. This 4-bed 3.5-bathroom plus an office and second-floor loft is ready to move in. When you enter the home, an open-concept floor plan leads you to the family room and the

    2348 Kestrel Perch Place, Winter Park, FL 32792
  • /15

    $2,195 Per Month

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • House for Rent

    5117 Lake Howell Rd, Winter Park, FL 32792

    3/1, Carport, Single Family Home, Living Room, Dining Room, Eat in Kitchen, Stainless Steel Appliances Included: Stove, Microwave, Refrigerator, Dishwasher, Disposal, Inside Utility Room with Washer and Dryer Hookups, Laminate Wood Flooring & Ceramic Tile Throughout, Fenced Backyard, Pets Ok Upon Owner's Approval, NO SMOKING, Year Built: 1957/1300 Sqft.

    Tina Lopez LEGENDS REALTY

    5117 Lake Howell Rd, Winter Park, FL 32792
  • /15

    $2,700 Per Month

    • 4 Beds
    • 3 Baths
    • 2,345 Sq Ft
    • House for Rent

    7872 Pleasant Pine Cir, Winter Park, FL 32792

    Spacious Winter Park Rental Home located in the Gated Community of Enclave At Aloma. Conveniently located minutes from the 417, UCF, Research Park, Great Shopping and Dining. This newer home was built in 2013 and offers 4 Bedrooms, 2 Bathrooms, 2 Car Garage, Kitchen/Family Room Combo, Upstairs Bonus Room, and Screened Lanai. Home also features an Inside Utility Room, Ceiling Fans, Wood Floors,

    7872 Pleasant Pine Cir, Winter Park, FL 32792
  • /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
  • /12

    $1,990 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • House for Rent

    825 Driver Ave, Winter Park, FL 32789

    COMING SOON: Dubsdread neighborhood...This clean & charming bungalow is located on a quiet street with updated & substantial homes in the Dubsdread neighborhood of Winter Park, less than 1/2 mile to I-4 ramp at Fairbanks. The home features an updated eat-in kitchen (with black stainless appliances) & updated bathrooms. New washer/dryer, a garage, extra parking pad & a covered patio. Faux wood

    825 Driver Ave, Winter Park, FL 32789
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    $1,750 Per Month

    • 2 Beds
    • 1 Bath
    • 1,048 Sq Ft
    • House for Rent

    1812 Killarney Dr, Winter Park, FL 32789

    Just renovated and move-in ready! This beautiful Lower Level 2-bedroom, 1-bath residence encompasses the entire first floor of the property, offering a private and spacious place to call home. The home has been tastefully updated with shaker-style cabinetry, quartz countertops, stainless steel appliances, new window blinds, faucets, light fixtures, and more. Located in highly desirable Winter

    Arlene Cowan EATON REALTY SERVICES

    1812 Killarney Dr, Winter Park, FL 32789
  • /9

    $1,299 Per Month

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

    200 St Andrews Blvd Unit 206, Winter Park, FL 32792

    Beautiful Remodeled First-Floor Pool View Condo in Winter ParkWelcome to this beautifully remodeled first-floor condo in the highly desirable Four Seasons Condominium community in Winter Park. Offering peaceful pool views, an excellent location, and outstanding community amenities, this home is ready for you to move in and enjoy!The spacious floor plan features a separate living

    200 St Andrews Blvd Unit 206, Winter Park, FL 32792
  • /40

    $3,650 Per Month

    • 4 Beds
    • 2 Baths
    • 1,660 Sq Ft
    • House for Rent

    333 Cornwall Rd, Winter Park, FL 32792

    Located in the heart of Winter Park, Winter Park Pines is a well-established neighborhood known for its convenience, school zoning, and access to outdoor living. A place to slow down, where evening walks feel like something out of a storybook, and the Cady Way Trail is just steps from your back door for morning runs, bike rides, and everything in between. One of the standout features is having

    Melissa Johnson EXP REALTY LLC

    333 Cornwall Rd, Winter Park, FL 32792
  • /88

    $4,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,548 Sq Ft
    • House for Rent

    1815 Barker Dr, Winter Park, FL 32789

    Furnished turn-key luxury lake-view home in Winter Park where comfort meets style. This beautifully designed 4-bedroom / 2-bath one story home features an open-concept layout, curated artwork, lush front and backyard spaces, a wood deck, and an outdoor kitchen perfect for entertaining. Ideally located just minutes from Orlando's top attractions, hospitals, airports, Winter Park's cultural gems,

    Benjamin Cole, IV SOTERA LIVING

    1815 Barker Dr, Winter Park, FL 32789
  • /10

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,072 Sq Ft
    • Townhouse for Rent

    2534 Leeward Way, Winter Park, FL 32792

    This beautiful 3-bedroom, 2-bathroom townhome offers a comfortable and inviting layout featuring laminate flooring, ceiling fans, abundant natural light, and all appliances included for your convenience.Ideally located in the desirable Winter Park area, this home provides easy access to top-rated schools, shopping centers, supermarkets, restaurants, and major roadways, making your daily

    Edgar Gurmeitte SERCONEP LLC

    2534 Leeward Way, Winter Park, FL 32792
  • /15

    $1,500 Per Month

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

    Unlisted Address

    2 Bedrooms, 1 Bathroom located on the first floor. IGalley kitchen (with a dishwasher, microwave, range, refrigerator, and a washer/dryer combo), walk-in closet in the primary bedroom, and an open living/dining room combo filled with natural light. A private patio, playground, and park. It includes 1 assigned parking space.

    Kirsten Cantello TRUSTHOME PROPERTIES INC

    Unlisted Address
  • /28

    $2,495 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft
    • Townhouse for Rent

    7601 Aloma Pines Ct, Winter Park, FL 32792

    Welcome to this spacious 3-bedroom, 2.5-bath townhome located in the gated community of Aloma Trails in Winter Park. Offering approximately 1,872 square feet of living space, this well-designed home features an open floor plan with a generous great room and a kitchen that flows seamlessly into the main living and dining areas—perfect for everyday living and entertaining. Upstairs, you’ll find all

    Noelle LeBlanc OLDE TOWN BROKERS INC

    7601 Aloma Pines Ct, Winter Park, FL 32792
  • /43

    $4,500 Per Month

    • 3 Beds
    • 3 Baths
    • 1,345 Sq Ft
    • House for Rent

    344 Starling Rd, Winter Park, FL 32789

    For Rent – Beautifully Updated Home Near Lake Killarney!Located just minutes from Downtown Winter Park, Park Avenue, I-4, and Maitland, this beautifully updated home offers convenient access to nearby shops and dining. The 3-bedroom, 3-full-bath layout features open living spaces and modern finishes throughout. LVP flooring flows through the entire home, complemented by fresh paint, abundant

    Kelly Price KELLY PRICE & COMPANY LLC

    344 Starling Rd, Winter Park, FL 32789
  • /44

    $6,000 Per Month

    • 3 Beds
    • 3 Baths
    • 2,434 Sq Ft
    • Townhouse for Rent

    1136 S Pennsylvania Ave, Winter Park, FL 32789

    Welcome home to this beautifully appointed end-unit Georgetown townhome in the highly desirable Virginia Heights community. Ideally located just minutes from Rollins College, Park Avenue, and the best shopping, dining, and entertainment that Winter Park has to offer, this exceptional residence offers the perfect blend of elegance, comfort, and convenience. Step inside to discover a bright, open

    Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

    1136 S Pennsylvania Ave, Winter Park, FL 32789
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    $3,200 Per Month

    • 4 Beds
    • 3 Baths
    • 2,319 Sq Ft
    • House for Rent

    7903 Pleasant Pine Cir, Winter Park, FL 32792

    WINTER PARK 4 BR / 3BA + BONUS ROOM, built in 2014. Located in the GATED COMMUNITY of Enclave At Aloma. All bedrooms are on the FIRST FLOOR, including the master bedroom with space for a king size bed and a HUGE WALK-IN CLOSET. The family room opens to the kitchen with 42" wood cabinets, white QUARTZ counter tops, STAINLESS STEEL appliances, KITCHEN ISLAND with breakfast bar seating and a large

    Elizabeth Beaudoin PR REAL ESTATE SERVICES

    7903 Pleasant Pine Cir, Winter Park, FL 32792
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    $4,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,405 Sq Ft
    • Property for Rent

    616 Ellendale Dr, Winter Park, FL 32792

    Virtually Staged. Move right into this beautifully updated pool home in the highly desirable Winter Park Estates community, offering an exceptional combination of storage space, flexibility, and location. New A/C (2026), Freshly painted throughout (2026), New Kitchen Countertops coming soon (2026) this move-in-ready home features an open-concept layout filled with natural light, seamlessly

    Elena Sanchez BALDWIN PARK REALTY LLC

    616 Ellendale Dr, Winter Park, FL 32792
  • /14

    $1,600 Per Month

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

    1695 Lee Rd Unit C103, Winter Park, FL 32789

    Charming condo for Lease! location , Location , location ! This 2-bedroom, 1-bathroom apartment offers an open layout with plenty of natural light, a spacious living area, and a well-equipped kitchen with brand new interior paint job.Enjoy the convenience of in-unit laundry and modern amenities throughout. The apartment is situated in a serene community, offering easy access to shopping, dining,

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit C103, Winter Park, FL 32789
  • /37

    $1,700 Per Month

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

    205 Lewfield Cir Unit 205, Winter Park, FL 32792

    Virtually Staged. 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

    Eimi Moreno Carrera LPT REALTY, LLC

    205 Lewfield Cir Unit 205, Winter Park, FL 32792
  • /25

    $3,395 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,378 Sq Ft
    • Townhouse for Rent

    2337 Shadowland Loop, Winter Park, FL 32792

    Stunning Modern Townhome.Experience comfort and style in this beautiful, two-story modern townhome. Built in 2020, this spacious 2,378 sq. ft. residence offers the perfect blend of luxury and convenience, situated within a desirable gated community.Property Highlights:*Spacious Layout: 3 bedrooms and 2.5 bathrooms, featuring a versatile upstairs loft perfect for a home office

    Tina Lopez LEGENDS REALTY

    2337 Shadowland Loop, Winter Park, FL 32792
  • /67

    $8,900 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,174 Sq Ft
    • House for Rent

    1420 Magnolia Ave, Winter Park, FL 32789

    Available furnished or unfurnished, lease-to-own or straight lease (6-12 months), and also offered for sale: MLS # O6404564. On a picturesque brick street in Winter Park, this beautifully designed modern traditional pool home blends timeless architecture with thoughtful, high-end finishes throughout. Built in 2015 and offering over 3,100 square feet, the home features four bedrooms, three full

    Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

    1420 Magnolia Ave, Winter Park, FL 32789
  • /18

    $3,150 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,803 Sq Ft
    • Townhouse for Rent

    1409 Michigan Ave, Winter Park, FL 32789

    Available for September move-in! Welcome home to this spacious 3-bedroom, 2.5-bath townhome in the heart of Winter Park. Thoughtfully designed with an open and functional floor plan, this home offers comfortable living, stylish finishes, and abundant natural light throughout. The first floor features a spacious living area and a separate dining room/flex space, perfect for formal dining, a home

    Kyle Li UNIONE REALTY INC

    1409 Michigan Ave, Winter Park, FL 32789
  • /9

    $2,300 Per Month

    • 3 Beds
    • 2 Baths
    • 1,068 Sq Ft
    • House for Rent

    1751 Westchester Ave, Winter Park, FL 32789

    Move-in ready 3-bedroom, 2-bath home in a convenient Winter Park location just off Orange Avenue and minutes from Park Avenue. The home features updated vinyl flooring, fresh interior paint and fixtures, a kitchen with new appliances included, comfortable single-story layout, screened lanai, covered carport, and private backyard. Enjoy quick access to Downtown Winter Park, Park Avenue’s shops,

    Ahmad Hassan COMPASS FLORIDA LLC

    1751 Westchester Ave, Winter Park, FL 32789
  • /38

    $3,200 Per Month

    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft
    • House for Rent

    450 W Canton Ave, Winter Park, FL 32789

    450 Canton Avenue — Winter Park, FL | $3,200/moCharming and spacious, this beautifully located rental sits just 2 blocks from Park Avenue, offering walking-distance access to Winter Park's best restaurants, boutique shopping, and Winter Park Village — plus easy access to the Winter Park Train Station for effortless commuting.Step inside to find a thoughtfully laid-out floor plan

    Kelly Price KELLY PRICE & COMPANY LLC

    450 W Canton Ave, Winter Park, FL 32789
  • /19

    $1,195 Per Month

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

    1000 S Semoran Blvd Unit 305, Winter Park, FL 32792

    Spacious ground floor 1/1 unit in Golfside Villas Community now available. Rent includes water and sewer. French doors off family room lead to covered screened in patio with view of community Pool. All rooms are spacious leaving room to spread out. Freshly painted with new flooring. Close to airport, restaurants, and shopping.

    Melissa Vance MAINFRAME REAL ESTATE

    1000 S Semoran Blvd Unit 305, Winter Park, FL 32792
  • /2

    $2,750 Per Month

    • 3 Beds
    • 2 Baths
    • 1,030 Sq Ft
    • House for Rent

    1303 Canterbury Rd, Winter Park, FL 32789

    Welcome to this charming 3-bedroom, 2-bathroom home in the highly sought-after Orwin Manor neighborhood of Winter Park. This move-in ready home features an open floor plan, updated kitchen, luxury vinyl flooring, and abundant natural light throughout. Enjoy a spacious corner lot with a private patio and generous backyard, perfect for relaxing or entertaining. Conveniently located just minutes

    Paula Wells PRIMAC GROUP, INC

    1303 Canterbury Rd, Winter Park, FL 32789
  • /25

    $7,995 Per Month

    • 4 Beds
    • 5.5 Baths
    • 3,295 Sq Ft
    • House for Rent

    2234 Howard Dr, Winter Park, FL 32789

    Welcome to an extraordinary two-story, 4-bedroom, 5.5-bath executive estate nestled in one of Winter Park's most sought-after neighborhoods. Designed with timeless elegance and modern convenience, this expansive home effortlessly blends luxury, comfort, and versatility. Inside, vaulted ceilings create a grand sense of space, while multiple living areas offer flexibility for both formal

    Raquel Elliott COLDWELL BANKER REALTY

    2234 Howard Dr, Winter Park, FL 32789
  • /18

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,812 Sq Ft
    • House for Rent

    622 Green Meadow Ave, Maitland, FL 32751

    NOW AVAILABLE! Wonderful Seminole County 3/2/2 block home in a favorite established Maitland neighborhood with underground utilities and sidewalks. LAWN CARE INCLUDED TOO! Ranch style home with nicely covered front patio and court yard perfect for potted paints and outdoor furniture. Huge open concept floor plan with the kitchen, dining room and great room wide open with 2 sets of french doors

    Sheryl Webster VENTURE HOME REALTY

    622 Green Meadow Ave, Maitland, FL 32751
  • /28

    $1,900 Per Month

    • 2 Beds
    • 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

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