Winter Garden Single Family Homes For Rent - 90 homes

Remarks: Welcome to 17609 Japonica Bloom Drive—a brand new home designed for modern living and effortless entertaining. Soaring 8-foot doors throughout the first floor create an impressive, open atmosphere. The gourmet kitchen flows seamlessly into the dining area, making it easy to host while you cook. Step outside to the extended lanai, perfect for outdoor gatherings and relaxation. Upstairs, you'll find all bedrooms plus a spacious loft—ideal for a home office, playroom, or media room—along with convenient upstairs laundry. This home combines style, function, and comfort in every detail. Conveniently located near the 429, Disney, and the new Flamingo Crossings shopping center.

Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)

Listing Agent: Angela Magac (407-744-5557)

Remarks: One or more photo(s) has been virtually staged. Welcome to 1226 Portmoor Road in the highly sought-after, manned-gated Golf community of Stoneybrook West! This stunning 5-bedroom, 3-bath golf-view home offers over 2,800 square feet of beautifully updated living space. No Carpets!!! Designed for both comfort and entertaining, the home features formal living and dining rooms, a spacious family room, and a desirable first-floor guest bedroom with a full bath. The chef’s kitchen shines with granite countertops, stainless steel appliances, and an extra refrigerator in the garage. Upstairs, enjoy new laminate flooring, generously sized bedrooms, and a luxurious primary suite with tray ceilings and a private balcony overlooking the course. Step outside to your upgraded screened lanai and low-maintenance turf backyard—perfect for relaxing or hosting gatherings. Residents enjoy a Jr. Olympic pool, fitness center, clubhouse, dock, tennis, basketball, playground, high-speed internet, cable, and discounted golf—all minutes from Winter Garden Village, major highways, hospitals, theme parks, and Orlando International Airport. Schedule your showing today!

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Shirley Botansky (407-704-0874)

Remarks: Still Tenant occupied available April 30th . Beautiful One Story 4/2 Home with a 2 Car Garage in the beautiful Gated Community of B Lake Park - Winter Garden! This desirable gated community offers residents a community pool, tennis court, playground, basketball court, sand volleyball court, soccer field, walking trails and gazebo. Additionally, this home is conveniently located near all major employers, hospital, across the street from the Winter Garden Village . Spacious living room and dining room area. Plenty of natural light flows-in throughout the home, making it feel very welcoming. The well equipped kitchen has a lot of countertop and storage space, and features a kitchen island with a breakfast bar. The master bedroom with bathroom , plus a spacious closet space. The additional bedrooms also have plenty of closet space and share a full bathroom. This home comes with laundry room (washer and dryer included) and a spacious 2 car garage. Don't miss it. Near restaurants and entertainment with easy access to major highways. Pets allowed according to community guidelines. Trailers- or U Haul type not allowed in this community

Listing is courtesy of: SANCHEZ PROPERTIES GROUP LLC (407-952-5066)

Listing Agent: Daniel Sanchez (407-952-5066)

Remarks: Welcome to this spacious and inviting 4-bedroom, 3-bath home perfectly positioned on a desirable corner lot—just a short walk to West Orange High School! Step inside and you’ll immediately appreciate the open, flowing layout designed for both comfortable living and effortless entertaining. The home features laminate flooring and tile throughout, offering both style and low-maintenance convenience. A formal living room and dining room greet you at the entry, creating the perfect setting for gatherings and special occasions. At the heart of the home, the expansive family room is filled with natural light and features elegant French doors that open to a tiled, screened lanai—ideal for relaxing or enjoying Florida’s beautiful weather year-round. The kitchen is thoughtfully designed with a breakfast nook, breakfast bar, and two generously sized pantries, providing plenty of space for storage and casual dining. The private primary suite offers laminate flooring, a tray ceiling, and an oversized closet, creating a peaceful retreat at the end of the day. This home also features a triple split floor plan, ensuring privacy for everyone. The 4th bedroom includes its own en-suite bath—perfect for guests, in-laws, or a home office setup. Step outside to enjoy the fully fenced yard, offering both privacy and space for pets, play, or future outdoor enhancements.

Listing is courtesy of: ENGEL & VOLKERS CLERMONT (352-242-3939)

Listing Agent: Doreen Landi (352-636-0362)

Remarks: Beautiful Home for Rent in Winter Garde Fl. Looking for the perfect place to call home? This spacious and modern property in Winter Garden, Fl has everything you need! Features: 3 comfortable bedrooms, 2 full bathrooms plus 1 half bath. Bright and open living spaces, fully equipped kitchen, private back yard perfect for relaxing or entertaining. Enjoy Florida living at its best in peaceful and family-friendly neighborhood.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Luis Montoya Tua (407-954-1985)

Remarks: Beautiful home with a stunning contemporary design, premium upgrades, and an unbeatable location just minutes from Disney Parks, top-rated schools, and premier shopping destinations. Property is featured with 4 bedrooms and 3 bathrooms - In law suite on first floor is , modern open floorplan with high ceilings and abundant natural light. Laundry room fully equipped with washer and dryer and a stand alone sink. The community is a resort-style living, families can enjoy top-tier community amenities including pool, fitness center, playground, and a dog park. The house is currently tenant occupied until April 3rd 2026. The house will be ready to show as of April 4th 2026. Be aware there's road constructions around the area.

Listing is courtesy of: KICANTO REALTY (305-744-2297)

Listing Agent: Cristiane Leon (305-744-2297)

Remarks: Welcome to this beautiful single-family home located in the highly desirable Harvest at Ovation community in Horizon West/Winter Garden, one of Central Florida’s fastest-growing areas. This spacious residence offers 4 bedrooms, 3 full bathrooms, and 1 half bath, including a downstairs suite, ideal for guests or multi-generational living. The home features a modern, functional layout with well-distributed living spaces, abundant natural light, and contemporary finishes throughout. Enjoy an unbeatable location just minutes from Disney, top-rated schools, grocery stores, restaurants, and shopping, with convenient access to FL-429 and US-192, Horizon West, Winter Garden Village, and Orlando. Please be aware that pest control ($25) and landscaping ($167) are not included in the rental price. Schedule your private showing today and make this beautiful townhome your next home!

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Ricardo Castillo Molina (407-624-9270)

Remarks: Welcome to your SEMI-FURNISHED home in one of Winter Garden's most desirable communities! This property offers a perfect blend of comfort and convenience. Enjoy the benefit of A-rated schools right within the community—both the elementary and middle schools—with no need for additional transportation. Plus, the high school, just a short distance away, is also highly rated, making this an ideal location for families seeking exceptional education at every level. The community offers a wealth of amenities, including a pool, fitness center, tennis courts, playgrounds, mini golf, and year-round events for all ages. Here, you're not just getting a home—you're embracing a lifestyle. This spacious home features 5 bedrooms and 4 bathrooms, with an open kitchen and living area perfect for family gatherings. The semi-furnished setup makes it move-in ready. The large backyard provides plenty of space for outdoor activities or relaxation. With easy access to major roads, shopping, dining, and parks, everything you need is right at your door. Don’t miss this unique opportunity to live in a community where convenience, comfort, and top-tier education come together. Schedule your showing today!

Listing is courtesy of: PRISTINE INTERNATIONAL REALTY LLC (407-286-3846)

Listing Agent: Bruna Canesin Motta (407-580-1367)

Remarks: Rarely Available Lakefront Boater's Dream in Winter Garden/Windermere area at an amazing price! This home sits on a massive 1.5+ acre lot on the waterfront of Lake Roper. The home is a sprawling 3700 SF one story home with extremely high ceilings. The main room is an enormous Great room plan combining the Kitchen, Living Great room, Formal Dining Room and Office flex room ALL overlooking the grand pool deck and lake front views! It also boasts a large fireplace for the cooler months and skylights for natural light. There are 5 bedrooms with the Primary and additional bedroom being split from the other three bedrooms. There are 4 bathrooms that service all areas of the home quite nicely with one having access to the pool. Freshly painted throughout. The kitchen is a chef's entertaining Dream with a double gas stove with water fill and two refrigerators (one in the laundry), a huge pantry and cabinet space galore and two sinks. The kitchen is also centered with counter island breakfast bar that will accommodate many guests. Bedrooms are all oversized and have large closets in every room with many being walk in closets. When you walk onto the pool deck its massive with paver deck and a large, heated pool with a waterfall feature. The yard is just under two acres so there is room for so much recreation. Enjoy your boating activities off the private dock with lift and savor all that Florida lakefront living has to offer. The lot is heavily landscaped with winding shaded walkways. Two large outside areas on each side of the home are great for storage or green thumb hobbies. The home is located at the very end of a private street ending in a cul-de-sac for low traffic and privacy. Boat parking will save the rental costs of storage as well. 3 car side entry garage with a long paver driveway. You will feel like you are far from the city, but your hidden oasis is right in the middle of it all. We do not expect this listing to last very long. See it today- available immediately. Pet friendly so pets are considered on a case-by-case basis.

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Billy Cannon, Jr (407-947-8062)

Remarks: Welcome to this beautifully maintained home in the highly desirable Hawksmoor community of Winter Garden, Florida. Offering comfort, style, and everyday convenience, this property is ideal for tenants seeking a spacious and inviting home in a prime location. Inside, you will find a spacious and inviting layout designed for both relaxing and entertaining. The home features an open living area, a generous kitchen, a screened patio, and an upstairs bonus room that works perfectly as a home office, media room, or second living space. The primary suite offers a quiet retreat with two walk in closets and a well appointed bath. Residents of Hawksmoor enjoy access to outstanding community amenities including a lakefront clubhouse, resort style pool, fitness center, and playgrounds. The location offers convenient access to Disney World, Disney Springs, shopping, dining, and entertainment. Landscaping and HOA are included. 12 month lease minimum. No smoking. No pets.

Listing is courtesy of: PARK PLACE LENDING & INVESTMENTS INC (925-785-7700)

Listing Agent: Jim Park (925-785-7700)