The 30 Best Florida luxury rentals in Winter Garden, Florida

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.

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.

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.

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.

Sunnyland Vacation Homes is a premier real estate and travel agency located at 14729 Bahama Swallow Boulevard in Winter Garden, Florida. We specialize in providing luxurious vacation homes for rent in the sunny state of Florida. Our properties are meticulously maintained and fully equipped to ensure a comfortable and unforgettable stay for our guests. Whether you are looking for a cozy beachfront cottage or a spacious villa near the theme parks, we have the perfect accommodation for your next vacation. Let Sunnyland Vacation Homes be your home away from home in the Sunshine State.

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.

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.

Concierge Realty Inc is a premier travel agency located at 15568 Avenue Of The Arbors in Winter Garden, Florida. With a team of dedicated professionals, they offer personalized and luxurious travel experiences for their clients. Whether you're looking for a relaxing beach getaway, a thrilling adventure in the mountains, or a cultural exploration in a vibrant city, Concierge Realty Inc can create the perfect itinerary for you. Their attention to detail and commitment to customer satisfaction set them apart as a top choice for all your travel needs. Experience the world in style with Concierge Realty Inc.

Resort Tours & Accommodations is a premier travel agency located at 13360 West Colonial Drive in Winter Garden, Florida. Specializing in providing top-notch tour packages and accommodations, we offer a wide range of services to cater to all your travel needs. Whether you're looking for a relaxing beach getaway, an adventurous mountain expedition, or a luxurious resort experience, our experienced team is here to help you plan the perfect vacation. With our personalized service and attention to detail, you can trust Resort Tours & Accommodations to make your travel dreams a reality. Visit us today and start planning your next unforgettable journey.

Yellow Vacations is a premier travel agency located at 9852 Emerald Berry Drive in Winter Garden, Florida. Specializing in creating unforgettable travel experiences, our team of expert agents is dedicated to helping you plan the perfect vacation. Whether you're looking for a relaxing beach getaway, an adventurous outdoor expedition, or a luxurious cruise, Yellow Vacations has you covered. With personalized service and attention to detail, we strive to make your dream vacation a reality. Contact us today to start planning your next adventure!

Dune Lakes Travel is a luxury travel agency located at 14422 Shoreside Way in Winter Garden, Florida, United States. We specialize in providing exquisite travel experiences for our clients, offering customer-curated travel planning services that go above and beyond the typical travel agency experience. Our team of expert explorers and cruisers are dedicated to providing white-glove care and creating expeditions that will leave you breathless. At Dune Lakes Travel, we understand the importance of stress-free vacations. That's why we take care of all the planning details so you can simply show up and enjoy your trip. Whether you're looking to trek through Europe, embark on a luxury cruise, or explore new cultures, we will make your dream destination a reality.

Orlando Event Charters is a premier event planning and charter service located in Winter Garden, Florida. We specialize in providing top-quality transportation for a wide range of events, from corporate functions to weddings and everything in between. Our fleet of luxurious vehicles is perfect for any occasion, and our experienced team is dedicated to providing exceptional service to ensure your event is a success. Whether you need transportation for a small group or a large party, Orlando Event Charters has you covered. Contact us today to learn more about our services and book your next event with us.

Pilar's Loft is a vibrant night club located at 146 West Plant Street in Winter Garden, Florida. Known for its energetic atmosphere and top-notch DJ performances, Pilar's Loft is the perfect spot for a night out with friends. With a stylish interior, delicious drinks, and a lively dance floor, this institution guarantees a memorable and fun-filled experience for all party-goers. Come and join us for a night of music, dancing, and good times at Pilar's Loft!

Welcome to the Spa and Fitness Center at The Westin Cape Coral, a serene oasis nestled within the vibrant resort community of The Westin Cape Coral Resort at Marina Village. Located at 5902 Silver King Boulevard, Cape Coral, Florida, our spa offers a luxurious escape designed to rejuvenate your body and soul. Esterra Spa & Salon Indulge in pure relaxation at the Esterra Spa & Salon, where breathtaking views of the Tarpon Point Marina and the Caloosahatchee River set the stage for a revitalizing experience. Our full-service spa features five treatment rooms, including a couples' room and a Vichy shower room. Enjoy a wide range of services, from tension-relieving massages and invigorating body scrubs to professional hair and nail care. Begin your journey with a personal greeting and a complimentary glass of champagne, wine, or fruit-infused water.

Welcome to Chris Lampe, Realtor, your premier real estate service in the heart of St. Petersburg, Florida. Located at 253 33rd Avenue North, Chris Lampe has been a top-ranked agent for over two decades, offering expert guidance in buying, selling, and real estate investment. Our commitment is to provide personalized attention tailored to meet your unique needs, ensuring a seamless and rewarding real estate experience. Explore our featured properties in the vibrant communities of St. Petersburg through our dedicated platform, www.stpetesearch.com, where we offer instant property alerts to keep you updated on the latest market opportunities. Whether you're an investor eyeing a promising fix-and-flip project, a family looking for your dream home, or a first-time buyer stepping into the market, Chris Lampe, Realtor, has the expertise and local knowledge to guide you every step of the way.