The 30 Best Rental properties in Winter Garden, Florida

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Perfect Pools and Property Maintenance is a trusted general contractor located in Sunrise, Florida. Our team specializes in providing top-notch pool maintenance and property upkeep services to ensure your outdoor spaces are always in perfect condition. With years of experience and a dedication to customer satisfaction, we strive to exceed expectations with every project we take on. Whether you need regular pool cleaning, landscaping services, or general property maintenance, our skilled professionals are here to help. Visit us at 2415 Northwest 73rd Avenue to learn more about how we can keep your property looking its best.

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.

Sunny Apartments offers comfortable and stylish vacation rentals in the heart of North Port, Florida. Located at 412 Torrego Street, our apartments are the perfect choice for travelers looking for a relaxing and enjoyable stay. Our accommodations are fully equipped with modern amenities and are just a short distance away from popular attractions, restaurants, and shopping areas. Whether you are visiting for a weekend getaway or an extended vacation, Sunny Apartments provides a cozy and convenient home away from home. Book your stay with us today and experience the best of Florida hospitality.

SeaStay Vacation Rentals, located at 101 Reid Avenue in Port St. Joe, Florida, is a real estate and travel agency specializing in over 230 vacation rentals along the beautiful Forgotten Coast. With a focus on finding the perfect coastal home for your getaway, SeaStay offers a variety of options for families and pets alike. The area boasts stunning white-sand beaches, local businesses, and natural beauty that make it a truly unique vacation destination. Guests have praised SeaStay Vacation Rentals for their clean and comfortable accommodations, convenient locations, and well-stocked kitchens. Whether you're looking to relax on the beach, fish in the Gulf, or explore the nearby attractions, SeaStay has something for everyone. With positive reviews and plans to return, SeaStay Vacation Rentals is the perfect choice for your next vacation on the Forgotten Coast.

Carlton Arms of Winter Haven is a luxurious real estate agency located at 7676 Carlton Arms Boulevard in Winter Haven, Florida. Situated on 122 acres of wooded lakefront property, this country club-style community offers a variety of rental rates to suit different lifestyles. With cascading fountains, lush landscaping, peaceful woods, and 5 freshwater lakes, residents can enjoy resort-style living with professional management and maintenance services. The community offers one and two-bedroom garden apartments with spacious floor plans. Nearby attractions include LEGOLAND, Cypress Lanes, Eagle Ridge Mall, and the Country Club Road South Haven golf course, providing plenty of entertainment options within a short drive.

Windtree Gardens Condo Associates is a well-maintained condominium community located at 42 Windtree Lane in Winter Garden, Florida. Our association is dedicated to providing a beautiful and safe living environment for our residents. With lush landscaping, a sparkling swimming pool, and a friendly community atmosphere, Windtree Gardens is the perfect place to call home. Our convenient location in Winter Garden allows for easy access to shopping, dining, and entertainment options. Come and experience the peaceful and welcoming atmosphere of Windtree Gardens Condo Associates.

Seasonal Rentals is a premier real estate agency located at 2122 Parrot's Landing in Avon Park, Florida. Specializing in short-term rental properties, we offer a wide selection of vacation homes, condos, and villas for those looking to escape to the Sunshine State for a few weeks or months. Our experienced team of agents are dedicated to helping clients find the perfect seasonal rental that meets their needs and budget. Whether you're looking for a beachfront property, a golf course villa, or a cozy cabin in the woods, Seasonal Rentals has something for everyone. Contact us today to start planning your next seasonal getaway in beautiful Florida.

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.

Vacation Rentals is a premier real estate and travel agency located at 10611 Front Beach Road in Panama City Beach, Florida, United States. We specialize in providing top-notch accommodations for vacationers looking to experience the beauty and excitement of the Gulf Coast. Our expert team is dedicated to helping you find the perfect rental property for your next getaway, whether you're seeking a cozy beachfront condo or a spacious luxury villa. With a wide range of options to choose from, we make it easy to plan a memorable and stress-free vacation. Contact us today to start planning your dream vacation in Panama City Beach!

Global Vacation Rentals is a premier real estate and travel agency located at 12601 Avalon Road in Winter Garden, Florida, United States. Offering over 230 Orlando vacation rentals, our properties are meticulously inspected and accurately listed to ensure a comfortable and luxurious experience for our guests. From resort-style pools and lazy rivers to interactive water parks and beautiful clubhouses, our vacation homes cater to all ages and preferences. Conveniently located just minutes from Disney and other major attractions, our properties offer a hassle-free vacation experience with no hidden costs. Our responsive customer service team is always available to assist with any last-minute changes or special requests, making your stay as smooth as possible.

Garden Views Realty is a premier real estate agency located at 1106 Brick Road in Winter Garden, Florida, United States. Specializing in residential and commercial properties, our team of experienced agents is dedicated to helping clients find their dream home or investment property. 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're looking to buy, sell, or rent, Garden Views Realty is here to help you navigate the real estate market with ease. Contact us today to start your real estate journey!

Sand Castle Vacation Rentals, located at 20000 Gulf Boulevard in Indian Shores, Florida, is a premier real estate and travel agency specializing in beachfront condominium rentals. The Sand Castle I, II, and III buildings offer some of the most sought-after vacation accommodations in the area, with two and three bedroom units equipped with all the comforts of home. Guests can enjoy direct access to the white sands of the beach, as well as amenities such as heated pools, spas, BBQ areas, and assigned parking. With a variety of floor plans to choose from, there is something for everyone at the Sand Castle complexes. AAA approved and with a Plumlee Vacation Rentals office on site, guests can expect top-notch service during their stay. Whether you're looking to relax on the beach or explore nearby attractions like Clearwater Beach and St. Pete Beach, Sand Castle Vacation Rentals has everything you need for a perfect Florida vacation. Please note that the Sand Castle I building will be closed for construction and maintenance between August 15, 2024, and January 31, 2025.

Outpost Rentals is a premier rental agency located at 1255 West 9 Mile Road in Pensacola, Florida. We offer a wide range of rental options including apartments, condos, houses, and vacation homes in the beautiful coastal city of Pensacola. Our properties are well-maintained and fully equipped to provide a comfortable and enjoyable stay for our guests. Whether you are looking for a short-term rental or a long-term lease, Outpost Rentals has the perfect accommodation for you. Our friendly and professional staff are dedicated to ensuring that your rental experience is stress-free and memorable. Contact us today to book your next stay in sunny Pensacola!

"A Home Away From Home" is a welcoming institution located at 302 6th Street Northwest in Winter Haven, Florida, United States. Our facility provides a comfortable and safe environment for individuals seeking a temporary place to stay. With cozy rooms, friendly staff, and a warm atmosphere, we strive to make our guests feel right at home. Whether you are traveling for business, visiting family, or simply in need of a place to rest, "A Home Away From Home" is the perfect destination for your stay. Come experience our hospitality and make our institution your home away from home.

Craig Martin - State Farm Insurance Agent is a reputable insurance agency located at 14416 Shoreside Way, Winter Garden, Florida, serving the Winter Garden, Windermere, Clermont, Ocoee, and surrounding areas. With a comprehensive range of insurance services including car, home, renters, condo, life, business, pet, boat, ATV, motorcycle, golf cart, and RV/motorcoach insurance, as well as financial services, the agency is dedicated to meeting the diverse needs of its clients. The team of licensed professionals, with over 50 years of combined experience, takes pride in getting to know clients on a personal level through complimentary Insurance and Financial Reviews. The agency actively supports local schools and businesses, reflecting their commitment to the community. With a focus on customer service and expertise, Craig Martin - State Farm Insurance Agent is a trusted choice for insurance and financial services in the area.

Heather Thies - State Farm Insurance Agent is a reputable insurance agency located at 15835 Shaddock Dr, Winter Garden, Florida, United States. Situated on the north side of Porter Rd., across the street from Orlando Health hospital, in Hamlin Reserve Plaza, this agency has been serving the Central Florida area for over 17 years. With a team that includes bi-lingual members fluent in Spanish and Vietnamese, Heather Thies State Farm Agency offers a wide range of insurance services including Auto, Homeowners, Life, Rental & Condo Insurance, Financial Services, ATV & Motorcycle, Boat, Health, and Small Business Insurance. The agency serves customers living in Horizon West, Winter Garden, Clermont, and throughout the Central Florida Community, including areas in Orange County and Lake County. Whether you are a local resident or new to the Central Florida area, the dedicated and friendly team at Heather Thies State Farm is ready to help you protect what matters most in your life. Give them a call today to explore the insurance and financial services options available to you.

MarBay Suites is a premium lodging institution located at 3110 Philippe Parkway in Safety Harbor, Florida, United States. With a variety of room options including family rooms, suites with king or queen beds, and fully equipped kitchens, MarBay Suites offers a comfortable and convenient stay for all guests. Amenities include free high-speed WiFi, flat-panel televisions, kitchenettes, and more. The vacation homes offered by MarBay Suites are spacious and ideal for large families or groups, with modern amenities such as smart TVs, sound systems, and fully equipped kitchens. Outdoor living spaces include pergolas, fire pits, and BBQ grills, perfect for enjoying the Florida sunshine. The properties also feature unique touches like saunas, tiki bars, and putting greens.

SpringHill Suites by Marriott Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance is a modern and stylish lodging option located at 13279 Hartzog Road in Winter Garden, Florida. Situated near the Western Entrance of the FLAMINGO CROSSINGS® Town Center, this hotel offers convenient access to popular attractions such as Walt Disney World and Universal Studios. The spacious suites feature contemporary decor, comfortable bedding, and convenient amenities like free Wi-Fi and a mini-fridge. Guests can enjoy a complimentary breakfast buffet, a fitness center, an outdoor pool, and a 24-hour market. Whether traveling for business or leisure, this Marriott property provides a comfortable and convenient stay for guests visiting the Orlando area.

Grove Residences Official is a luxurious vacation home destination located at 14501 Grove Resort Avenue in Winter Garden, Florida, United States. Just 6 miles from Walt Disney World® Theme Parks, this resort offers a full suite of amenities including multiple bars and restaurants, a full-service spa, an award-winning water park, a 22-acre activity lake, and much more. The resort offers studio lock-offs, 1, 2, and 3-bedroom condominiums that provide a family-friendly place to vacation and relax. Owners can also place their condos in a professionally managed rental program to offset costs. Surfari, the on-site water park, offers something for everyone with a lazy river, Flow Rider surf machines, dueling water slides, a kid's pool and play area, and more. Private poolside cabanas and Longboard Bar & Grill provide relaxation and dining options. The resort also offers a variety of dining options, a full-service spa, and a range of amenities at the new addition, the Terraces.

Wash Rite is Orlando's premier pressure washing company, specializing in providing top-notch cleaning services for residential and commercial properties. Located at 9715 Quiet Lane in Winter Garden, Florida, Wash Rite is dedicated to delivering exceptional results with a focus on customer satisfaction. With a team of experienced professionals and state-of-the-art equipment, Wash Rite guarantees a thorough and efficient cleaning process for all surfaces. Whether you need your home, driveway, patio, or business exterior cleaned, Wash Rite is the go-to choice for high-quality pressure washing services in the Orlando area. Contact us today to schedule an appointment and experience the Wash Rite difference.

Champion Pressure Washing LLC is a professional pressure washing company located at 6719 Cultivation Way in Winter Garden, Florida, United States. We specialize in providing high-quality pressure washing services for residential and commercial properties. Our team of experienced professionals uses top-of-the-line equipment to effectively clean and restore surfaces such as driveways, sidewalks, patios, and more. Whether you need to remove dirt, grime, mold, or mildew, Champion Pressure Washing LLC is here to help. Contact us today for a free estimate and let us make your property shine like new!

Top Dawg Power Washing is a general contractor and roofing contractor located at 7509 Ripplepointe Way in Windermere, Florida, United States. Specializing in pressure washing and paver sealing in Orlando, they proudly serve Central Florida including Kissimmee, Winter Garden, Winter Park, and more. Locally owned and operated, they offer services such as paver sanding and sealing, house softwashing, and more. Fully licensed and insured, they provide free estimates and guarantee satisfaction. Customers rave about the results, with one noting that their house sold quickly after a softwash and powerwash from Top Dawg. Reliable, professional, and affordable, Top Dawg Power Washing is the go-to choice for investment properties and businesses in Central Florida.

Thornton's Pressure Washing and Paver Sealing is a professional cleaning and sealing service located at 16068 Black Hickory Drive in Winter Garden, Florida. Specializing in pressure washing services for residential and commercial properties, as well as sealing and restoring pavers, Thornton's is dedicated to providing top-quality results for all your outdoor cleaning needs. With a team of experienced technicians and state-of-the-art equipment, Thornton's Pressure Washing and Paver Sealing guarantees a thorough and efficient cleaning process that will leave your property looking fresh and rejuvenated. Contact us today for a free estimate and see the difference our services can make for your home or business.

White Glove Home Service, located in Palm Beach Gardens, Florida, is a trusted institution that provides exceptional home care services for property owners who are away. With a focus on attention to detail and reliability, White Glove ensures that your home is secure, well-maintained, and ready for your return. From receiving deliveries to monitoring house temperature and humidity, White Glove Home Service goes above and beyond to keep your property in top condition. With a team of dedicated professionals led by Sharon, who has years of experience in home watch services, you can trust that your home is in good hands.

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!

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.

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!

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.

Smith & Main Boutique Apartments is a charming accommodation located at 11 East Smith Street in Winter Garden, Florida. This boutique apartment complex offers stylish and modern living spaces for those looking for a unique and upscale stay in the heart of downtown Winter Garden. Each apartment is beautifully designed with attention to detail, featuring luxurious amenities and top-of-the-line furnishings. The prime location allows guests to easily explore the vibrant neighborhood filled with shops, restaurants, and entertainment options. Whether you are visiting for business or leisure, Smith & Main Boutique Apartments provides a sophisticated and comfortable retreat for your stay in Winter Garden.

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.