795

Winter Garden, FL Homes for Rent

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  • /20

    $2,690

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,722 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244728P, Winter Garden, FL 34787

    The advertised rate of $2,690/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 15, 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

    14200 Avalon Rd Unit SI ID1244728P, Winter Garden, FL 34787
  • /37

    $7,767

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 11,840 Sq Ft
    • Condo for Rent

    1223 E Plant St Unit SI ID1511055P, Winter Garden, FL 34787

    The advertised rate of $7,767/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 22, 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

    1223 E Plant St Unit SI ID1511055P, Winter Garden, FL 34787
  • /17

    $2,660

    Total Monthly Price

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

    153 Timbercreek Pines Cir, Winter Garden, FL 34787

    Now offering 16-month leases. Sign today and lock in today’s low rate for the next 16 months! Offer valid for new applicants who sign a 16-month lease and move-in by October 15, 2026. Base rent will remain at the 12-month lease rate for the duration of the 16-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This

    153 Timbercreek Pines Cir, Winter Garden, FL 34787
  • /4

    $2,399 Per Month

    • 3 Beds
    • 2 Baths
    • 1,384 Sq Ft
    • House for Rent

    1521 Loch Avich Rd, Winter Garden, FL 34787

    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 $2543.90. That covers your base rent, $2399.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1521 Loch Avich Rd, Winter Garden, FL 34787
  • /16

    $2,315 Per Month

    • 3 Beds
    • 2 Baths
    • 1,225 Sq Ft
    • House for Rent

    641 Stevelynn Cir, Winter Garden, FL 34787

    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

    641 Stevelynn Cir, Winter Garden, FL 34787
  • /20

    $4,360

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 11,840 Sq Ft
    • Condo for Rent

    1231 E Plant St Unit SI ID1511056P, Winter Garden, FL 34787

    The advertised rate of $4,361/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 30, 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

    1231 E Plant St Unit SI ID1511056P, Winter Garden, FL 34787
  • /20

    $2,680 Per Month

    • 3 Beds
    • 2 Baths
    • 1,324 Sq Ft
    • Condo for Rent

    15000 Stratus Lp, Winter Garden, FL 34787

    ?? Your Next Home Starts Here ?? CODE: RVRS 2011 More space. More comfort. More of what you actually need ? This beautiful 3-bedroom, 2-bath apartment is perfect for families or anyone ready to upgrade their lifestyle. ?? Starting at $2,680/month ?? 1,324 Sq. Ft. ?? Apartment Highlights ?? 3 Bedrooms | 2 Bathrooms ?? Spacious, functional layout ??

    15000 Stratus Lp, Winter Garden, FL 34787
  • /35

    $2,850 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,817 Sq Ft
    • House for Rent

    16594 Barbours Crk Way, Winter Garden, FL 34787

    Be the first to call this brand-new 3-bedroom, 2.5-bath corner home in Waterleigh yours. With 1,817 square feet of modern living space, this home features an open-concept layout, spacious kitchen with island, brand-new appliances, and a full-size washer and dryer.Upstairs, the primary suite offers a walk-in closet and dual-sink bathroom, while the additional loft provides the perfect flex

    16594 Barbours Crk Way, Winter Garden, FL 34787
  • /16

    $2,670 Per Month

    • 4 Beds
    • 2 Baths
    • 1,990 Sq Ft
    • House for Rent

    747 Citrus Dr, Winter Garden, FL 34787

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected. Interested in this home? You clearly have exceptional taste. This charming 4-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

    747 Citrus Dr, Winter Garden, FL 34787
  • /12

    $3,500

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • House for Rent

    14280 Braemar St, Winter Garden, FL 34787

    3 bedroom 2 and a half bath- 2 minutes to Disney entrance located next to Disney housing / advent health. Can see all Disney fireworks inside the neighborhood

    14280 Braemar St, Winter Garden, FL 34787
  • /17

    $2,235

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,268 Sq Ft
    • House for Rent

    806 Hayley Cir, Winter Garden, FL 34787

    Now offering 16-month leases. Sign today and lock in today’s low rate for the next 16 months! Offer valid for new applicants who sign a 16-month lease and move-in by October 15, 2026. Base rent will remain at the 12-month lease rate for the duration of the 16-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This

    806 Hayley Cir, Winter Garden, FL 34787
  • /20

    $3,399 Per Month

    • 5 Beds
    • 3 Baths
    • 2,231 Sq Ft
    • House for Rent

    16372 Grey Pne Dr, Winter Garden, FL 34787

    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 $3496.90. That covers your base rent, $3399.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    16372 Grey Pne Dr, Winter Garden, FL 34787
  • /14

    $2,705 Per Month

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

    16200 Ascend Vlg Ln, Winter Garden, FL 34787

    Welcome to your new home in the heart of Winter Garden, FL! This charming property is ideally located near several excellent restaurants and department stores, making it perfect for those who enjoy convenient living. Additionally, Orlando Health Horizon West Hospital is just a quick 9-minute drive away, adding to the appeal of this fantastic location. This property features spacious bedrooms

    16200 Ascend Vlg Ln, Winter Garden, FL 34787
  • /20

    $3,749 Per Month

    • 4 Beds
    • 4 Baths
    • 2,642 Sq Ft
    • House for Rent

    626 Westhampton Ct, Winter Garden, FL 34787

    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 $4013.90. That covers your base rent, $3749.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    626 Westhampton Ct, Winter Garden, FL 34787
  • /20

    $2,950 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft
    • Townhouse for Rent

    16588 Barbours Crk Way, Winter Garden, FL 34787

    ? Comfort • Smart Living • Winter Garden ? CODE: RVRS 2658 ?? Barbours Creek Way, Winter Garden, FL 34787 ?? 3 Bedrooms | ?? 2.5 Bathrooms ?? Townhouse | Community Pool ?? A well-designed townhome that gives you space, style, and a low-maintenance lifestyle in a top location. ? ?? Highlights ? Open layout with great natural flow ? Modern kitchen with quartz

    16588 Barbours Crk Way, Winter Garden, FL 34787
  • /17

    $2,505 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,372 Sq Ft
    • House for Rent

    1738 Sherbourne St, Winter Garden, FL 34787

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve this

    1738 Sherbourne St, Winter Garden, FL 34787
  • /20

    $2,760 Per Month

    • 3 Beds
    • 2 Baths
    • 1,868 Sq Ft
    • House for Rent

    337 Grand Royal Cir, Winter Garden, FL 34787

    Now offering 16-month leases. Sign today and lock in today’s low rate for the next 16 months! Offer valid for new applicants who sign a 16-month lease and move-in by October 15, 2026. Base rent will remain at the 12-month lease rate for the duration of the 16-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This

    337 Grand Royal Cir, Winter Garden, FL 34787
  • /20

    $7,500 Per Month

    • 6 Beds
    • 7 Baths
    • 5,174 Sq Ft
    • Condo for Rent

    7759 Green Mountain Way Unit 6/6.5, Winter Garden, FL 34787

    ? Lakefront Luxury • Executive Living • Winter Garden ? CODE: RVRS 2606 ?? 7759 Green Mountain Way, Winter Garden, FL 34787 ?? 6 Bedrooms | ?? 6.5 Bathrooms Wake up to panoramic views of Lake Hancock and end your day in a home that truly feels like a private retreat. ? ?? Highlights ? Direct lake views + outdoor patio ? Open-concept layout with high ceilings

    7759 Green Mountain Way Unit 6/6.5, Winter Garden, FL 34787
  • /20

    $2,999 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,913 Sq Ft
    • House for Rent

    6520 Tabebuia Pkwy, Winter Garden, FL 34787

    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 $3096.90. That covers your base rent, $2999.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    6520 Tabebuia Pkwy, Winter Garden, FL 34787
  • /19

    $2,730 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,857 Sq Ft
    • House for Rent

    1847 Portcastle Cir, Winter Garden, FL 34787

    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 $2874.90. That covers your base rent, $2730.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1847 Portcastle Cir, Winter Garden, FL 34787
  • /19

    $3,330

    Total Monthly Price

    • 4 Beds
    • 2.5 Baths
    • 2,851 Sq Ft
    • House for Rent

    1781 Morning Sky Dr, Winter Garden, FL 34787

    Now offering 16-month leases. Sign today and lock in today’s low rate for the next 16 months! Offer valid for new applicants who sign a 16-month lease and move-in by October 15, 2026. Base rent will remain at the 12-month lease rate for the duration of the 16-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This

    1781 Morning Sky Dr, Winter Garden, FL 34787
  • /20

    $2,599 Per Month

    • 4 Beds
    • 2 Baths
    • 2,505 Sq Ft
    • House for Rent

    1078 Woodson Hammock Cir, Winter Garden, FL 34787

    Coming soon - this home is currently being enjoyed by another resident but will be available soon. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.0 bathrooms, and approximately 2,505 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a

    1078 Woodson Hammock Cir, Winter Garden, FL 34787
  • /19

    $1,855 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,145 Sq Ft
    • House for Rent

    1198 Maxey Dr, Winter Garden, FL 34787

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected. Interested in this home? You clearly have exceptional taste. This charming 3.0-bedroom, 1.5-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

    1198 Maxey Dr, Winter Garden, FL 34787
  • /20

    $2,589

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1584095P, Winter Garden, FL 34787

    The advertised rate of $2,589/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 18, 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

    14200 Avalon Rd Unit SI ID1584095P, Winter Garden, FL 34787
  • /20

    $2,900 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft
    • Townhouse for Rent

    16576 Barbours Crk Way, Winter Garden, FL 34787

    ? Modern Townhome • Waterleigh Living • Winter Garden ? CODE: RVRS 2656 ?? Barbours Creek Way, Winter Garden, FL 34787 ?? 3 Bedrooms | ?? 2.5 Bathrooms ?? Townhouse | Community Pool ?? A bright, modern townhome in one of Winter Garden’s most desirable communities — designed for comfort and easy living. ? ?? Highlights ? Open-concept layout (kitchen + living +

    16576 Barbours Crk Way, Winter Garden, FL 34787
  • /20

    $2,939

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244709P, Winter Garden, FL 34787

    The advertised rate of $2,939/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 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

    14200 Avalon Rd Unit SI ID1244709P, Winter Garden, FL 34787
  • /28

    $2,185

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft
    • Townhouse for Rent

    1007 Butterfly Blvd, Winter Garden, FL 34787

    -Conveniently located by major highways, stores, restaurants, shopping centers, Winter Garden Village, medical centers, and great schools-4 parking spaces located right in front of the townhome providing easy access-Large master bedroom with ensuite bathroom-New dishwasher-Community pool-First month, last month, and security deposit requiredTo ensure a smooth

    1007 Butterfly Blvd, Winter Garden, FL 34787
  • /16

    $2,470

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,390 Sq Ft
    • House for Rent

    15333 Harrowgate Way, Winter Garden, FL 34787

    Now offering 16-month leases. Sign today and lock in today’s low rate for the next 16 months! Offer valid for new applicants who sign a 16-month lease and move-in by October 15, 2026. Base rent will remain at the 12-month lease rate for the duration of the 16-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This

    15333 Harrowgate Way, Winter Garden, FL 34787
  • /20

    $2,950 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft
    • Townhouse for Rent

    16570 Barbours Crk Way, Winter Garden, FL 34787

    ? Comfort • Smart Living • Winter Garden ? CODE: RVRS 2659 ?? Barbours Creek Way, Winter Garden, FL 34787 ?? 3 Bedrooms | ?? 2.5 Bathrooms ?? Townhouse | Community Pool ?? A well-designed townhome that gives you space, style, and a low-maintenance lifestyle in a top location. ? ?? Highlights ? Open layout with great natural flow ? Modern kitchen with quartz

    16570 Barbours Crk Way, Winter Garden, FL 34787
  • /41

    $6,285

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 12,916 Sq Ft
    • Condo for Rent

    1223 E Plant St Unit SI ID1511057P, Winter Garden, FL 34787

    The advertised rate of $6,285/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 22, 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

    1223 E Plant St Unit SI ID1511057P, Winter Garden, FL 34787
  • /12

    $2,000

    Total Monthly Price

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

    1547 Spring Ridge Cir Unit 1, Winter Garden, FL 34787

    Welcome to your new home in the heart of Winter Garden! This charming apartment offers all the amenities you need for comfortable living and is perfectly situated in a wonderful neighborhood. You’ll also enjoy a shared, fully-fenced yard where you can pick fresh fruit or let your dog out to roam free!Located in a beautiful and friendly neighborhood, this apartment is in the golf cart

    1547 Spring Ridge Cir Unit 1, Winter Garden, FL 34787
  • /15

    $2,885 Per Month

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft
    • House for Rent

    16984 Tradewind Point, Winter Garden, FL 34787

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 3-bedroom, 2-bathroom rental home in Winter Garden, FL, may be the right place for you. Stainless-steel

    16984 Tradewind Point, Winter Garden, FL 34787
  • /11

    $2,949 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,913 Sq Ft
    • House for Rent

    16366 Grey Pne Dr, Winter Garden, FL 34787

    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 $3046.90. That covers your base rent, $2949.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    16366 Grey Pne Dr, Winter Garden, FL 34787
  • /20

    $2,555

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • House for Rent

    109 Zachary Wade St, Winter Garden, FL 34787

    Now offering 16-month leases. Sign today and lock in today’s low rate for the next 16 months! Offer valid for new applicants who sign a 16-month lease and move-in by October 15, 2026. Base rent will remain at the 12-month lease rate for the duration of the 16-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This

    109 Zachary Wade St, Winter Garden, FL 34787
  • /15

    $2,735 Per Month

    • 3 Beds
    • 2 Baths
    • 1,669 Sq Ft
    • House for Rent

    427 S Main St, Winter Garden, FL 34787

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 3-bedroom, 2-bathroom rental home in Winter Garden, FL, may be the right place for you. See the pictures

    427 S Main St, Winter Garden, FL 34787
  • /19

    $3,600 Per Month

    • 4 Beds
    • 3 Baths
    • 2,049 Sq Ft
    • Condo for Rent

    13568 Autumn Harvest Ave Unit 4/3, Winter Garden, FL 34787

    ? Furnished • Nearly New • Winter Garden ? CODE: RVRS 2651 ?? Autumn Harvest Avenue, Winter Garden, FL 34787 ?? 4 Bedrooms | ?? 3 Bathrooms ?? Townhouse | ?? $3,600/month 2049 Sqft ?? Highlights ? Fully furnished & move-in ready ? Nearly new with modern finishes ? Open-concept layout ? 2-car garage ? Security alarm ? Lawn &

    13568 Autumn Harvest Ave Unit 4/3, Winter Garden, FL 34787
  • /16

    $3,295 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,062 Sq Ft
    • House for Rent

    14340 Braemar St, Winter Garden, FL 34787

    ? More Space. Better Living. ? CODE: RVRS 2613 ?? Braemar Street, Winter Garden, FL 34787 ?? 4 Bedrooms | ?? 2 Bathrooms ?? 2,062 Sq. Ft. A home that finally fits your lifestyle ? Bright, open, and designed for real living. ?? Highlights ? Open layout with natural light ? Modern kitchen with energy-efficient appliances ? Spacious living and dining

    14340 Braemar St, Winter Garden, FL 34787
  • /30

    $3,150 Per Month

    • 3 Beds
    • 2 Baths
    • 1,772 Sq Ft
    • House for Rent

    17049 Haggerty Hollow Dr, Winter Garden, FL 34787

    Welcome to this beautifully designed one-story home in the highly desirable Hamlin Meadows community of Horizon West! Featuring 3 bedrooms and 2 bathrooms, this thoughtfully designed residence combines comfort, style, and functionality for effortless everyday living.The bright and inviting open-concept floor plan seamlessly connects the spacious great room, dining area, and kitchen, creating

    Ricardo Molina TALENT REALTY SOLUTIONS

    17049 Haggerty Hollow Dr, Winter Garden, FL 34787
  • /17

    $3,650

    Total Monthly Price

    • 3 Beds
    • 3.5 Baths
    • 2,100 Sq Ft
    • Townhouse for Rent

    15309 Hamlin Park Dr, Winter Garden, FL 34787

    Experience luxury living in the heart of Hamlin in this beautifully furnished three-story townhome featuring lake views, abundant natural light, and a dedicated office all just minutes from Disney, shopping, restaurants, and major highways.Welcome to our brand-new, fully furnished corner-unit townhome, thoughtfully designed for families, remote professionals and extended-stay guests

    15309 Hamlin Park Dr, Winter Garden, FL 34787
  • /69

    $6,000 Per Month

    • 6 Beds
    • 5 Baths
    • 4,207 Sq Ft
    • House for Rent

    8204 Topsail Place, Winter Garden, FL 34787

    Enjoy exceptional space, privacy and flexibility in this 4,207-square-foot Toll Brothers home in Lakeshore Preserve. The six-bedroom, five-bath layout includes a private first-floor guest suite plus a second main-level bedroom and full bath, ideal for guests, a home office or flexible living arrangements.The open main level is designed for everyday living and entertaining, with polished

    Tamar Hill THE PROPERTY PROS REAL ESTATE, INC

    8204 Topsail Place, Winter Garden, FL 34787

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