The 30 Best Florida home rentals in Winter Garden, Florida

Archer Crown Property Management is a finance, lodging, and real estate agency located at 6039 Cypress Gardens Boulevard in Winter Haven, Florida, United States. Serving the Central Florida region with a focus on Lakeland, Winter Haven, Davenport, Kissimmee, and Clermont, Archer Crown specializes in providing property management and resident placement services for single-family homes, townhomes, condos, and apartments. With over 40 years of experience in property management, they are experts in maximizing the return on investment for property owners and investors. Their client-focused approach emphasizes optimum rental rates, low repair costs, and increasing property values. They conduct stringent background checks on residents, employ aggressive rent collection services, and ensure properties are well-maintained through their maintenance procedures. Detailed financial tools are used to document income and expenses, and monthly statements are provided for clients to monitor their investment performance.

Welcome to Ron's AirBNB, a cozy and inviting lodging option located at 524 Hearthglen Boulevard in Winter Garden, Florida, United States. Our institution offers comfortable accommodations for travelers looking for a home away from home during their stay. Whether you're visiting for business or leisure, Ron's AirBNB provides a relaxing atmosphere and convenient amenities to make your stay enjoyable. Book your stay with us today and experience the comfort and hospitality that Ron's AirBNB has to offer.

Ivan's Grandma is a charming lodging institution located at 818 Hayley Circle in Winter Garden, Florida, United States. This cozy establishment offers a warm and welcoming atmosphere, perfect for travelers looking for a comfortable and homely place to stay. With personalized service and a convenient location, Ivan's Grandma is the ideal choice for those seeking a relaxing and enjoyable accommodation experience. Whether you are visiting for business or pleasure, you are sure to feel right at home at Ivan's Grandma.

Peaceful Easy Feeling is a real estate and travel agency located at 103 South 39th Street in Mexico Beach, Florida, United States. Stay at one of their amazing properties between April 7th and May 23rd and receive 10% off the nightly rate by using code SPRING24. This newly renovated 2BD/2BA townhome in Oceanside Village offers gulf views and is only steps away from the sugary white sandy beaches. Enjoy views of the community pool and the gulf from all 3 balconies. The property features an open concept kitchen, dining, and living area, with luxury vinyl plank flooring throughout. The spacious living area offers a sleeper sofa, smart TV, and balcony access. The fully stocked kitchen has butcher block countertops, a breakfast bar, and a pantry/laundry room for storage. The dining room table seats 6. The guest bedroom has a comfortable king bed and bunk bed, with a private balcony overlooking the Gulf of Mexico. The master suite features a king bed, day bed, smart TV, en-suite bath with a stand-alone shower, garden tub, and double vanity. Enjoy a romantic evening on the private balcony watching the sunset. The property is close to Mexico Beach Marina and within walking distance of stores and restaurants. Beach gear, chairs, umbrellas, toys, and a beach buggy are provided. The property is not pet-friendly due to severe allergies. Monthly rental rates are available for the winter season. Book your beach vacation at Peaceful Easy Feeling and create unforgettable memories!

Woodhill Estates Apartments is a charming residential community located at 3135 Woodhill Road in Winter Haven, Florida. Surrounded by lush greenery and serene surroundings, this apartment complex offers a peaceful retreat for residents. The well-maintained grounds feature beautiful landscaping and plenty of amenities, including a sparkling swimming pool, fitness center, and picnic areas. The spacious apartments are equipped with modern appliances, ample storage space, and private balconies or patios. With a convenient location near shopping, dining, and entertainment options, Woodhill Estates Apartments is the perfect place to call home in Winter Haven.

Lakewalk at Hamlin Apartments is a luxurious residential community located at 14012 Shoreside Way in Winter Garden, Florida. Situated in the beautiful Hamlin area, residents can enjoy stunning views of the lake and surrounding nature. The apartments offer modern amenities, spacious floor plans, and top-notch customer service. With a convenient location near shopping, dining, and entertainment options, Lakewalk at Hamlin Apartments provides a comfortable and upscale living experience for its residents.

The Lodge at Hamlin is a premier real estate agency located at 6151 Lake Lodge Drive in Winter Garden, Florida. Our team of experienced agents is dedicated to helping clients find their dream home or investment property in the beautiful Hamlin community. With a focus on personalized service and attention to detail, we strive to make the buying or selling process as smooth and stress-free as possible. Whether you are looking for a cozy townhome or a luxurious waterfront estate, The Lodge at Hamlin is here to help you find the perfect property to suit your needs. Visit us today and let us help you make your real estate dreams a reality.

Prose Avalon Pointe is a real estate agency located at 14505 Tristan Circle in Winter Garden, Florida. This institution offers spacious one- and two-bedroom apartments with modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, hardwood flooring, and full-sized washer and dryers in every unit. The community also features amenities such as a fitness center, co-working spaces, a pet park, and a resort-style pool. Residents can truly "Live Your Story" at Prose Avalon Pointe.

The Westerly Apartments, located at 14680 Westerly Drive in Winter Garden, Florida, offers luxury living at its finest. With contemporary interiors, stylish designs, and irresistible amenities, our pet-friendly community is designed for your enjoyment. Relax by the private pool with an elevated deck, socialize in the clubhouse, or enjoy the well-maintained grounds. The Westerly is an upscale yet neighborly community with easy access to Orlando landmarks, dining, and shopping. Residents rave about the friendly staff, quick maintenance, and sense of community. Whether you're looking for a modern living space close to Disney or a peaceful retreat, The Westerly Apartments is the perfect choice. Come experience the best of apartment living at The Westerly.

Windermere Cay Apartments is a premier real estate agency located at 8200 Jayme Drive in Winter Garden, Florida. Our luxurious apartments offer a resort-style living experience with top-notch amenities and beautifully designed interiors. Situated in a prime location, residents can enjoy easy access to shopping, dining, entertainment, and outdoor activities. Our professional staff is dedicated to providing exceptional customer service and ensuring that our residents feel right at home. Experience the ultimate in apartment living at Windermere Cay Apartments.

Southern Pines Apartments is a charming residential community located at 100 Southern Pecan Circle in Winter Garden, Florida. Nestled in a serene and picturesque setting, our apartments offer a peaceful retreat from the hustle and bustle of city life. Our beautifully landscaped grounds provide a tranquil atmosphere where residents can relax and unwind. With spacious floor plans, modern amenities, and a convenient location near shopping, dining, and entertainment options, Southern Pines Apartments is the perfect place to call home. Experience the best of Florida living at Southern Pines Apartments.

Overture Hamlin is a reputable real estate agency located at 5795 Citrus Village Boulevard in Winter Garden, Florida, United States. With a team of experienced professionals, they specialize in helping clients buy, sell, and rent properties in the area. Whether you are looking for a new home, investment property, or rental, Overture Hamlin is dedicated to providing top-notch service and guidance throughout the entire process. Contact them today to start your real estate journey!

Prose Horizons Village is a real estate agency located at 16810 Easthampstead Rd in Winter Garden, Florida. This brand-new multifamily community offers spacious one and two-bedroom apartment homes with modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring, and full-sized washers and dryers in every unit. Residents can enjoy convenient amenities such as a fitness center, coworking spaces, a pet park, and a resort-style pool. It's time to Live Your Story at Prose Horizons Village.

Park Avenue Villas is a luxurious residential community located at 48 South Park Avenue in Winter Garden, Florida. Our villas offer a unique blend of modern amenities and sophisticated charm, providing residents with a comfortable and elegant living experience. The community features beautifully landscaped grounds, a sparkling swimming pool, a fitness center, and a clubhouse for social gatherings. Each villa is thoughtfully designed with high-end finishes, spacious layouts, and private outdoor spaces. Conveniently located in the heart of Winter Garden, Park Avenue Villas is just a short distance from shopping, dining, entertainment, and outdoor recreation options. Experience the ultimate in upscale living at Park Avenue Villas.

Bay Pointe Apartments is a premier residential community located at 1077 Horizon Street in Winter Garden, Florida. Our modern and stylish apartments offer a comfortable and luxurious living experience for residents. With a range of floor plans to choose from, including spacious one, two, and three-bedroom options, Bay Pointe Apartments has something for everyone. Our amenities include a sparkling swimming pool, fitness center, clubhouse, and beautifully landscaped grounds. Conveniently located near shopping, dining, and entertainment options, Bay Pointe Apartments is the perfect place to call home in Winter Garden, Florida.

Ascend Oakpointe Apartments, located at 3030 Ascend Oak Street in Apopka, Florida, offers luxury living in a serene environment. Our garden-style apartments come in one-, two-, and three-bedroom options, each featuring modern kitchens with quartz countertops and stainless-steel whirlpool appliances, spacious walk-in closets, and stylish vinyl plank flooring. Smart Home features such as keyless entry and energy-efficient thermostats are also included in every home. When searching for apartments in Apopka, look no further than Ascend Oakpointe for a perfect blend of privacy and convenience. Our gated community offers amenities like a saltwater pool and fitness center, and is conveniently located near local restaurants and Orlando for a night out on the town. With easy access to the 429 Expressway and close proximity to Advent Health-Apopka, Downtown Historic Winter Garden, Wekiwa Springs State Park, and more, Ascend Oakpointe is ideal for those with an active lifestyle.

Ellery at Lake Sherwood Apartments is a gated community located at 8008 Balasands Boulevard in Orlando, Florida. Our newly renovated one, two, and three-bedroom townhomes offer spacious floor plans and beautifully designed interiors. Each home features open living areas, walk-in closets, wood plank flooring, full-size washer and dryer, garden tubs, built-in workspaces, and attached garages. Residents can enjoy our resort-style pools, unique splash pad, and 24-hour fitness center. We are conveniently located near major highways such as the 408, 429, and Florida Turnpike, providing easy access to Downtown Orlando, theme parks, the airport, and Orlando Health Central Hospital. Shopping and dining options are just a short drive away at Winter Garden Town Center.

Georgetown Apartments is a charming residential community located at 130 Avenue C Southeast in Winter Haven, Florida. Our apartments offer spacious floor plans, modern amenities, and a convenient location near shopping, dining, and entertainment options. Residents can enjoy a variety of on-site features including a swimming pool, fitness center, and community clubhouse. With beautifully landscaped grounds and a friendly atmosphere, Georgetown Apartments is the perfect place to call home in Winter Haven.

FL Hub Properties is a reputable real estate agency located in Winter Haven, Florida. We specialize in helping clients buy, sell, and rent properties in the local area. Our team of experienced agents is dedicated to providing exceptional service and ensuring that our clients find their perfect home or investment property. Whether you are looking for a cozy starter home or a luxurious vacation retreat, FL Hub Properties is here to help you every step of the way. Visit us at 3395 Cypress Gardens Road to start your real estate journey today.

Moss Park Apartments is a charming residential community located at 170 Gardenridge Court in Winter Springs, Florida. This peaceful and well-maintained complex offers a variety of spacious and modern apartments for individuals and families looking for a comfortable place to call home. Residents can enjoy amenities such as a swimming pool, fitness center, and lush landscaping throughout the property. Conveniently located near shopping, dining, and entertainment options, Moss Park Apartments provides a convenient and desirable living experience for its residents.

Golden Oaks Apts is a luxurious apartment complex located at 7701 Acorn Woods Circle in the charming city of Winter Park, Florida. Nestled in a peaceful residential neighborhood, Golden Oaks Apts offers spacious and modern living spaces with top-of-the-line amenities. Residents can enjoy a sparkling swimming pool, fitness center, and beautifully landscaped grounds. The convenient location provides easy access to shopping, dining, and entertainment options, making it the perfect place to call home in the United States.

Josh’s Handyman and Lawn Service LLC is a trusted general contractor located at 451 Chris Lane in Mary Esther, Florida. With a focus on providing top-quality handyman services and lawn care, our team is dedicated to helping you maintain and improve your home or property. Whether you need repairs, maintenance, or landscaping services, we are here to help. Contact us today for all your handyman and lawn care needs.

The Pro Agent Group is a premier real estate agency and travel agency located at 780 Orange Belt Loop in Winter Garden, Florida, United States. Our expert team specializes in helping clients navigate the rapidly growing and changing Orlando residential market to maximize their dollars whether buying or selling a home. With over 30 years of experience in real estate brokerage, Keith Courtney and his team provide first-rate customer service, attention to detail, and dedicated follow-through to ensure clients receive unsurpassed service. In addition to our residential home division, The Pro Agent Group also offers guidance in purchasing vacation homes near Disney that are filled with fun amenities such as theaters, game rooms, and themed kids' bedrooms. Our vacation home division, led by Keith and Katie, aims to maximize each client's dollars and provide top-notch customer service.

The Real Estate Collection is a reputable real estate agency located at 100 West Plant Street in Winter Garden, Florida. Led by the Central Florida RE Team, Kimberly Beach-Byerly & Erica Sadelfeld, this agency offers a wide range of properties for sale in the area. The listing information is regularly updated and provided by the Daytona Beach Area Association of REALTORS® Multiple Listing Service. Consumers can browse through properties based on price range and find detailed information about each listing. The agency participates in cooperative data exchange programs with multiple listing services to ensure a comprehensive database of available properties. While the information provided is deemed reliable, it is recommended that interested parties verify the details before making a purchase decision. The agency adheres to federal laws prohibiting discrimination in the sale, rental, or financing of housing based on race, color, religion, sex, handicap, familial status, or national origin. Whether you are looking to buy or sell a property in Winter Garden, The Real Estate Collection is a trusted partner in your real estate journey.

David Dorman, REALTOR is a reputable real estate agency located at 2747 Maguire Road in Ocoee, Florida, United States. Specializing in Central Florida real estate, David Dorman is dedicated to helping clients with buying, selling, relocating, or investing in properties in Orlando, Ocoee, Winter Garden, Windermere, Gotha, and surrounding areas. With a focus on utilizing the latest marketing technologies and strategies, David Dorman ensures that clients receive top-notch service and expertise throughout their real estate transactions. From providing mortgage information to offering a global marketing plan, David Dorman goes above and beyond to meet the unique needs of each client. With a strong commitment to giving back to the community, David Dorman is actively involved with charitable organizations such as Easterseals of Central Florida and Shepherd’s Hope. Whether you are a first-time homebuyer or a seasoned investor, David Dorman, REALTOR is your go-to source for all your Central Florida real estate needs.

Pointon Realty is a finance and real estate agency located at 751 South Main Street, Winter Garden, Florida, United States. Our commitment to you goes beyond providing personalized attention and service. Learn why hundreds of families and investors have chosen us for the purchase or sale of their property. Hear fantastic stories of people who have come to the US with their families or to invest, facing challenges, surprises, and adaptation. Our numbers are official data from the Orlando Regional REALTORS® Association - ORRA. Watch the video for a market analysis from the Broker of Pointon Realty. Whether you're looking for Vacation Homes, Residential Housing, or Land to Build, we have access to the entire real estate market to offer you the best options. Find your dream home with us, no matter the price or size, what matters is calling it home. Access the best residential condominiums for annual rental investment. Earn income in dollars with a vacation home in one of Orlando's Resorts, the city that thrives on tourism all year round. We are the first Brazilian real estate agency in Orlando to be a member of the REALTORS® Land Institute. We offer high-quality professional services to sell your property quickly and safely. Get to know the most impressive and modern Vacation Home Resort in Orlando at the moment. One of the residential condominiums closest to the Disney™ parks and commercial area. Andrea, our leader, has earned her place as an immigrant entrepreneur and leads one of the most recognized real estate agencies in Orlando. She receives numerous awards and continuously strives to improve professionally, serving entrepreneurs, investors, and families who trust in her professionalism and success for these important decisions. Leave a testimonial and help others get to know us better. Your actions are your differential. You don't sell just to sell - you are transparent and protect your client. The assistance you offer after the sale establishes a bond of friendship between you and the client. This is the best endorsement a professional can have. Join us in achieving success in the hottest market in the US. Your American Dream starts here! Follow our social media to stay informed. Winter Garden is a small, charming city planned by Disney™ and exudes quality of life. Lake Nona is synonymous with modernity, innovation, and well-being. Discover the number one city in Florida to raise a family.

Villa Lazy River - with Pool & Hot Tub in Bonita Springs The Villa Lazy River will immediately impress you upon arrival. Park in your long driveway or in your double garage. Step inside and be enchanted by the ambiance of this brightly furnished villa with a large pool. Enjoy your vacation with us, you deserve it.

Kelly French Real Estate is a top-rated real estate agency located at 3554 West Orange Country Club Drive, Winter Garden, Florida. Specializing in Orlando Investments, Short Term Rentals, Vacation Homes, and Second Homes in Central Florida and beyond, Kelly French Real Estate, LLC is dedicated to assisting both international and U.S. absentee owners with buying and selling properties. With Kelly French ranked #158 out of 26,000 local agents in 2024, you can trust that you are working with one of the best in the industry. Our team is committed to providing excellent service and negotiating on your behalf for all of your real estate needs. Whether you are looking for an investment property, vacation home, or second home, Kelly French Real Estate is here to help you find the property of your dreams. Contact us today at 352-988-4975 for assistance in navigating our website or searching for real estate.

Valstar Realty is a leading real estate agency located at 5728 Major Boulevard in Orlando, Florida. Our experienced agents are dedicated to helping you find the perfect property to match your preferences, location, and lifestyle. Whether you are buying, selling, or leasing, we have you covered with a strategic approach and marketing plan to ensure success. With our expansive network, we are able to open doors for our clients on all sides of the property equation. We are committed to staying involved throughout all stages of the real estate process and providing reliable information that is independently reviewed and verified.

Orlando Fun Villas is a charming vacation rental institution located at 7070 Spring Park Drive in Winter Garden, Florida, United States. Offering a variety of spacious and beautifully decorated villas, guests can enjoy a comfortable and luxurious stay while exploring all that Orlando has to offer. With convenient access to major attractions such as Walt Disney World, Universal Studios, and SeaWorld, Orlando Fun Villas is the perfect home base for a fun-filled vacation. Whether you're seeking relaxation by the pool or excitement at the theme parks, this institution has everything you need for an unforgettable getaway.