The 30 Best Florida luxury rentals in Winter Garden, Florida

The Edgewater Hotel B&B Style Inn in Winter Garden, Florida is a charming and cozy lodging option located at 99 West Plant Street. This quaint inn offers a bed and breakfast style experience for guests looking for a relaxing and comfortable stay. The Edgewater Hotel features beautifully decorated rooms, a warm and inviting atmosphere, and attentive staff ready to make your visit unforgettable. With its convenient location in the heart of Winter Garden, guests can easily explore the nearby shops, restaurants, and attractions. Whether you are visiting for business or leisure, The Edgewater Hotel B&B Style Inn is the perfect choice for a memorable stay in Winter Garden.

Encore Winter Garden is a beautiful campground and lodging facility located at 13905 West Colonial Drive in Winter Garden, Florida. Situated in a picturesque park setting, this institution offers RV park facilities for travelers looking for a peaceful and scenic retreat. Guests can enjoy the tranquility of nature while still being conveniently located near the bustling city of Orlando. Whether you're looking to relax in your RV or stay in one of their cozy lodging options, Encore Winter Garden provides a comfortable and enjoyable stay for all visitors.

Country Gardens Apartments is a charming residential community located at 15122 West Colonial Drive in Winter Garden, Florida. Surrounded by lush greenery and beautiful landscaping, this peaceful retreat offers spacious and comfortable living spaces for residents to call home. With a variety of amenities including a swimming pool, fitness center, and picnic area, residents can relax and unwind in the tranquil setting of Country Gardens Apartments. Conveniently located near shopping, dining, and entertainment options, this community provides the perfect balance of convenience and serenity. Experience the best of Florida living at Country Gardens Apartments.

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.

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.

Avis Car Rental, located at 448 Cypress Gardens Boulevard in Winter Haven, Florida, offers a variety of car rental options for your convenience. With a special offer of one day free on select car rentals, you can explore the Sunshine State with ease. Whether you're visiting for business or pleasure, Avis has you covered with a range of vehicles from compact cars to luxury sedans and even 15-passenger vans for larger groups. With convenient pick-up and drop-off locations, including at the Orlando International Airport, Avis makes it easy for you to get where you need to go. Book your rental today and start your Florida adventure!

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.

Trips and Ships Luxury Travel Inc is a premier travel agency located at 15795 Turkey Island Circle in Winter Garden, Florida, United States. We specialize in providing high-end travel experiences for our discerning clients, offering luxurious accommodations, exclusive excursions, and personalized service. Whether you're looking for a relaxing beach getaway, a cultural immersion in a foreign country, or a thrilling adventure to a far-flung destination, our team of experienced travel experts will help you plan the trip of a lifetime. Contact us today to start planning your next unforgettable journey with Trips and Ships Luxury Travel Inc.

Welcome to Coit Group Fine Homes, a premier real estate agency located in the heart of Tarpon Springs, Florida. Situated at 229 East Lemon Street, our agency proudly serves the vibrant communities of Trinity, Tarpon Springs, Land O Lakes, and Odessa. As a native of Clearwater, Florida, I bring a deep understanding and intricate knowledge of the Tampa Bay area to each client interaction, ensuring you receive the highest level of personalized service for all your real estate needs. Our agency specializes in a wide array of real estate services, including residential buying and selling, commercial and investment opportunities, luxury and vacation homes, and second homes. Whether you're in search of a single-family home, an office building, vacant land, or a condominium, we have the expertise to guide you through every step of the process. Our concierge service and commitment to client confidentiality are just the beginning of the exceptional service we provide.

"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.

West Orange Country Club is a prestigious institution located in Winter Garden, Florida. Situated at 3300 West Orange Country Club Drive, this facility offers a wide range of health and school services to its members. With top-notch amenities and a beautiful setting, members can enjoy fitness classes, sports facilities, and educational programs in a luxurious and welcoming environment. Joining West Orange Country Club is not just about improving your health and education, but also about being part of a vibrant community of like-minded individuals.

Sydonie Mansion, located at 5538 Sydonie Drive in Mount Dora, Florida, is a historic tourist attraction that dates back to 1883. Renowned architect Grosvenor Atterbury remodeled the mansion in 1903, making it one of the most significant residential structures in all of Florida. With 42 rooms and over 22,000 square feet, Sydonie showcases exquisite craftsmanship and unique architecture from a bygone era. Originally built as the winter retreat for James Laughlin, owner of J&L Steel in Pittsburgh, Pennsylvania, Sydonie was inspired by Mediterranean Revival and Asian styles, modeled after the Alhambra Castle in Spain. The vast estate once spanned 9000 acres and featured sculptured gardens, citrus groves, a dairy farm, a power plant, and even a bowling alley.

Climbers Aerial Arts & Fitness is a gym and health institution located at 13175 West Colonial Drive in Winter Garden, Florida. The institution offers a unique blend of aerial and acrobatic entertainment, specializing in Cirque-style acts for a variety of events including conventions, weddings, birthday parties, NBA halftime shows, and theme park events. The Climbers have performed for major corporations such as Cirque Du Soleil, Sea World, and Disney, showcasing their talent and expertise in the field. One of the standout features of Climbers Aerial Arts & Fitness is The Diamond, a versatile apparatus created by founder Roberto Aldalzabal. The Diamond offers endless possibilities for aerial and acrobatic entertainment, with the ability to be set up in any location without the need for motor or electricity. The artists rely on their strength and grace to perform stunning acts, custom-built to suit any space or event. The Diamond includes up to 4 aerial rigging points for a variety of exciting performances, as well as a removable surface for solo acts such as hand balancing and feats of strength.

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.

Castnetter Beach Resorts is a charming lodging located at 4102 4th Avenue in Holmes Beach, Florida. Nestled just steps away from the pristine shores of the Gulf of Mexico, this resort offers a relaxing and luxurious getaway for guests looking to unwind and soak up the sun. With spacious and beautifully appointed rooms, a sparkling outdoor pool, and easy access to the beach, Castnetter Beach Resorts is the perfect destination for a beach vacation. Whether you're looking to relax on the sand, explore the local shops and restaurants, or simply enjoy the stunning ocean views, this resort has everything you need for a memorable stay. Book your stay today and experience the beauty of Holmes Beach at Castnetter Beach Resorts.

Miami Outdoor Events is a premier event venue located at 16800 Southwest 272nd Street in Homestead, Florida. Our stunning outdoor space is perfect for a wide range of events, including weddings, corporate gatherings, and social celebrations. With beautiful landscaping, elegant decor, and top-notch amenities, we provide a picturesque setting for any occasion. Our experienced event coordinators will work with you to create a customized event that exceeds your expectations. Whether you're planning a small intimate gathering or a large extravagant affair, Miami Outdoor Events is the perfect choice for your next event.

Elite Beauty Suites is a premier beauty salon located at 14019 West Colonial Drive in Winter Garden, Florida. Our facility offers private studio rentals for beauty professionals looking to increase their revenue and become financially independent. Owned and operated by industry experts, Elite Beauty Suites provides a beautiful and safe space for guests to relax and enjoy their services. As a salon suite owner at Elite Beauty Suites, you have the independence to run your own business in a personal environment. There are no limits to where you can take your career in a salon suite! Our supportive and accommodating owners have created a work environment that is not only beautiful but also safe.

Neeta's Eyebrow Threading & Beauty Spa is a premier beauty salon located at 1201 Winter Garden Vineland Road in Winter Garden, Florida. Specializing in eyebrow threading, this spa offers a wide range of beauty services including facials, waxing, henna tattoos, and more. With a team of experienced and skilled beauty professionals, Neeta's Eyebrow Threading & Beauty Spa is dedicated to providing top-notch beauty treatments in a relaxing and welcoming environment. Whether you're looking to enhance your eyebrows or pamper yourself with a luxurious facial, this beauty spa is the perfect destination for all your beauty needs.

The Lash Lounge located at 3311 Daniels Road in Winter Garden, Florida is a premier beauty salon specializing in eyelash extensions and other beauty services. Our team of highly skilled technicians are dedicated to enhancing your natural beauty and helping you achieve the perfect look. Whether you are looking for a glamorous set of lashes for a special occasion or simply want to enhance your everyday look, The Lash Lounge is the place for you. Visit us today and experience the luxury and professionalism that sets us apart from the rest.

The Springs Pools is a luxurious resort located at 14501 Grove Resort Avenue in Winter Garden, Florida. This stunning institution boasts a variety of pools, including a large swimming pool, a relaxing hot tub, and a fun-filled water park for guests of all ages to enjoy. The Springs Pools also offers beautifully landscaped grounds, comfortable lounge chairs, and poolside cabanas for the ultimate relaxation experience. Whether you're looking to unwind with a refreshing swim or have a splashing good time with the family, The Springs Pools is the perfect destination for your next getaway.

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.

Canani Transports, located at 14000 Aldford Drive in Winter Garden, Florida, has been a premier transportation provider in Orlando since 1999. In partnership with 1001 Transportation, we are dedicated to delivering top-tier services at unbeatable prices. Our licensed and insured fleet of new vehicles and skilled drivers ensure a safe and reliable journey every time. We offer transportation solutions throughout Orlando, including to Port Canaveral, Disney, and across Florida. Our shuttle service from Orlando, Miami, and Tampa airports starts at $80, providing comfort and safety for your travels. City tours, shopping experiences, corporate events, and wedding limousine services are also available.

Earth Life Heal Massage SPA & Boutique, LLC is a luxurious beauty salon and spa located at 6362 Cypress Gardens Boulevard in Winter Haven, Florida. Our tranquil oasis offers a range of rejuvenating massages, facials, body treatments, and beauty services to help you relax, unwind, and pamper yourself. Our skilled therapists and aestheticians are dedicated to providing personalized care and attention to each client, ensuring a truly blissful experience. Step into our boutique to browse a curated selection of wellness products, skincare essentials, and unique gifts. Escape the hustle and bustle of everyday life and treat yourself to a day of indulgence at Earth Life Heal Massage SPA & Boutique, LLC.

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.

Palm Crossing Apartments is a premier real estate agency located at 1240 Winter Garden Vineland Road in Winter Garden, Florida. Our luxurious apartments offer a perfect blend of comfort and style, with modern amenities and spacious layouts. Nestled in a vibrant community, residents can enjoy easy access to shopping, dining, and entertainment options. Our professional team is dedicated to providing excellent customer service and ensuring a seamless rental experience for all our tenants. Come experience the ultimate in apartment living at Palm Crossing Apartments.