TOP 30 Florida vacation rentals in Winter Garden, Florida

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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.

Hampton Inn Winter Haven is a charming lodging institution located at 202 Cypress Gardens Boulevard in Winter Haven, Florida, United States. This cozy hotel offers comfortable rooms with modern amenities, a complimentary hot breakfast, and a fitness center for guests to enjoy. Conveniently situated near local attractions such as Legoland Florida Resort and the Chain of Lakes, Hampton Inn Winter Haven is the perfect choice for travelers looking for a relaxing stay in a beautiful setting. Whether you're visiting for business or leisure, you'll find everything you need for a memorable stay at this welcoming hotel.

Econo Lodge Winter Haven Chain of Lakes is a cozy and affordable lodging option located at 5665 Cypress Gardens Boulevard in Winter Haven, Florida, United States. Situated near the beautiful Chain of Lakes, this establishment offers comfortable rooms and convenient amenities for guests to enjoy during their stay. Whether you are visiting for business or leisure, Econo Lodge Winter Haven Chain of Lakes is the perfect choice for a relaxing and enjoyable stay in the Sunshine State.

Kraft Azalea Garden is a stunning park and popular tourist attraction located at 1365 Alabama Drive in Winter Park, Florida, United States. This beautiful garden features lush greenery, vibrant flowers, serene water views, and peaceful walking paths, making it the perfect spot for a leisurely stroll or a relaxing picnic. Visitors can admire the colorful azaleas, towering oak trees, and picturesque scenery, providing a tranquil escape from the hustle and bustle of city life. Whether you're looking to unwind in nature or simply enjoy the beauty of the outdoors, Kraft Azalea Garden is a must-visit destination in Winter Park.

BabyQuip Baby Gear and Stroller Rentals in Orlando, Florida, operated by Larissa Powell, offers a convenient and hassle-free way to rent high-quality baby gear for your little ones. Whether you are visiting Orlando, Kissimmee, Windermere, Winter Garden, Dr. Phillips, Orlando Airport MCO, Universal Studios, or Disney World, Larissa has you covered. You have the option to pick up and return your gear at a designated location, saving you from delivery charges. Larissa also provides professional cleaning services for all baby gear, ensuring a safe and clean environment for your child. Customers have praised the smooth delivery and pickup process, as well as the excellent quality of the equipment provided.

BabyQuip Baby Gear Rental is a convenient and reliable option for families traveling to Winter Garden, Florida and surrounding areas. Marisabel & Ismarck offer a wide range of baby gear for rent, including strollers, car seats, cribs, and more. Customers have the option to pick up and return their gear at a designated location, saving on delivery charges. The gear is professionally cleaned and well-maintained, ensuring a safe and comfortable experience for your little ones. Customers rave about the cleanliness and quality of the gear, as well as the excellent customer service provided by Marisabel & Ismarck. Whether you're visiting Disney Parks, Universal Parks, or staying with family in the area, BabyQuip Baby Gear Rental is a top choice for all your baby gear needs. Contact Marisabel & Ismarck today to make your reservation and enjoy a stress-free vacation with your little ones.

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.

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.

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.

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.

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!

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!

Vacation Club Life - DVC Resales & Rentals is a real estate agency located at 1106 Brick Road, Winter Garden, Florida, United States. With a 100% retention rate amongst satisfied clients worldwide, we are dedicated to providing exceptional service to those looking to buy or sell Disney Vacation Club (DVC) points. Situated only steps away from Walt Disney World Resorts and the Magic Kingdom, we share our client's passion for DVC experiences and pride ourselves on our long-standing reputation, friendships, and partnerships. Our team, led by the nicest and most patient broker Rachel, is committed to helping clients make successful bids and navigate the DVC resale process with ease. Glenn, who handles contracts, is equally attentive and ensures that all transactions are smooth and stress-free. Clients have praised us for our great service, attentiveness, and knowledge, making us a highly recommended firm in the industry.

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!

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!

Magical Vacation Services, LLC, located at 14422 Shoreside Way in Winter Garden, Florida, is a food institution specializing in personalized services for an unforgettable Orlando vacation. With a focus on gift delivery and grocery needs, our team is dedicated to ensuring that you can relax and enjoy your trip without any stress. As Disney Vacation Club Members for over a decade, we understand the importance of having groceries readily available during your stay. That's why we offer thoughtfully selected grocery packages that can be delivered straight to your resort or to you personally. Our experience as former long-term WDW Cast Members has given us valuable insights into what travelers need to make their vacation truly magical.

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.

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.

Liki Tiki Village Resort is a charming lodging option located at 17777 Bali Boulevard in Winter Garden, Florida, United States. This tropical-themed resort offers spacious and comfortable accommodations, perfect for families and groups looking for a relaxing getaway. Guests can enjoy a variety of amenities including a large swimming pool, water slides, mini golf, and on-site dining options. With its convenient location near popular attractions such as Walt Disney World and Universal Studios, Liki Tiki Village Resort is the ideal choice for a fun-filled vacation in the Sunshine State.

Economy Suites is a budget-friendly lodging option located at 1901 Cypress Gardens Boulevard in Winter Haven, Florida. Our convenient location offers easy access to popular attractions and businesses in the area. Our comfortable suites are equipped with all the amenities you need for a relaxing stay, including free Wi-Fi, flat-screen TVs, and kitchenettes. Whether you are visiting for business or leisure, Economy Suites provides a cozy and affordable accommodation option for your stay in Winter Haven.

Candlewood Suites Orlando - Lake Buena Vista, an IHG Hotel, is a comfortable and convenient lodging option located at 12341 Winter Garden Vineland Road in Florida, United States. This hotel offers spacious suites equipped with full kitchens, free Wi-Fi, and a 24-hour fitness center. Guests can enjoy the outdoor pool and barbecue area, as well as easy access to popular attractions like Walt Disney World and Universal Studios. Whether you are visiting for business or leisure, Candlewood Suites Orlando is the perfect choice for a relaxing stay in the heart of Lake Buena Vista.

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.

Located at 325 South Gulfview Boulevard in Clearwater, Florida, The Beachview Inn Clearwater Beach is the perfect destination for those looking to experience the warm sun, white sandy beaches, and soothing gulf breezes of beautiful Clearwater Beach. With the motto of "Rest. Play. Repeat.", the goal of The Beachview is to take relaxation to the next level...sea level. Situated across Beachwalk, guests can easily kick off their flip flops, dig their toes into the sand, and escape from the stresses of everyday life. The Beachview offers breathtaking views of Clearwater Beach during the day, and guests can enjoy poolside firepits at dusk while taking in an unforgettable sunset. Whether guests are seeking romance, relaxation, or family time, The Beachview provides exceptional service, a friendly atmosphere, and modern accommodations to cater to all needs.

Chapin Station is a charming park and tourist attraction located at 501 Crown Point Cross Road in Winter Garden, Florida. This scenic destination offers visitors a peaceful retreat with lush greenery, walking trails, and picnic areas. The station also features historical exhibits and interactive displays that showcase the rich heritage of the area. Whether you're looking to relax in nature or learn more about the local history, Chapin Station is the perfect spot for a day of exploration and relaxation.

Southern Pines Pool is a premier recreational facility located at 100 Southern Pecan Circle in Winter Garden, Florida. This family-friendly institution offers a refreshing oasis for residents and visitors alike to enjoy swimming, sunbathing, and socializing. With a spacious pool, comfortable lounge chairs, and a vibrant atmosphere, Southern Pines Pool is the perfect destination for a fun day out in the sun. Whether you're looking to cool off on a hot day or simply relax by the water, this institution provides a welcoming and enjoyable experience for all. Join us at Southern Pines Pool for a day of relaxation and fun in beautiful Winter Garden, Florida.

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.

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.