TOP 30 Best Relaxing family vacations in Winter Garden, Florida

Love of the Magic Vacations is a premier travel agency located in Winter Garden, Florida, dedicated to helping families create unforgettable and magical vacations. As an Authorized Disney Vacation Planner, we specialize in creating the perfect Disney itinerary for your family, but our services don't stop there. We have strong relationships with the best family-friendly travel suppliers in the industry, ensuring VIP access, personal support, and stress-free planning for your vacation. Our team, led by owner Jamie, has helped thousands of families experience amazing vacations together. We understand the challenges of planning a family vacation and are here to take the stress and confusion out of the process. Whether you're looking for the best kid's club, beaches, or adults-only getaway destinations, we have the expertise to recommend the perfect options for you.

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.

Courtyard by Marriott Winter Haven is a welcoming and modern lodging institution located at 6225 Cypress Gardens Boulevard in Winter Haven, Florida, United States. This hotel offers comfortable and spacious rooms, a convenient location near local attractions such as Legoland Florida Resort, and top-notch amenities including a fitness center, outdoor pool, and on-site dining options. Whether you are visiting for business or leisure, Courtyard by Marriott Winter Haven provides a relaxing and enjoyable stay for all guests.

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.

Hilton Garden Inn Winter Park is a charming lodging facility located at 1275 Lee Road in Winter Park, Florida, United States. This cozy hotel offers comfortable accommodations and modern amenities for guests looking to relax and unwind in the heart of Winter Park. With spacious rooms, a fitness center, on-site dining options, and convenient access to local attractions, Hilton Garden Inn Winter Park is the perfect choice for both business and leisure travelers. Experience exceptional hospitality and a warm, inviting atmosphere during your stay at this lovely hotel in Winter Park.

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.

Holiday Inn Winter Haven, an IHG Hotel, is a charming lodging option located at 200 Cypress Gardens Boulevard in Winter Haven, Florida, United States. This hotel offers comfortable and well-appointed rooms, a range of modern amenities, and friendly service to ensure a pleasant stay for guests. Conveniently situated near popular attractions such as LEGOLAND Florida Resort and Cypress Gardens, this hotel is the perfect base for exploring the area. Whether you are visiting for business or leisure, Holiday Inn Winter Haven provides a welcoming and relaxing atmosphere for all guests.

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.

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.

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.

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.

Florida Garden Motel is a charming lodging option located at 2345 8th Street Northwest in Winter Haven, Florida. This cozy motel offers comfortable and affordable accommodations for travelers looking to explore the beautiful city of Winter Haven. The motel features well-appointed rooms, friendly staff, and convenient amenities to ensure a pleasant stay for guests. Whether you are visiting for business or leisure, Florida Garden Motel is the perfect choice for your stay in Winter Haven.

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.

Amarylis Gardens is a serene and picturesque institution located at 381 J Malone Drive in Pahokee, Florida, United States. This beautiful botanical garden is home to a stunning collection of amaryllis flowers, as well as a variety of other plants and flowers that create a colorful and vibrant oasis for visitors to enjoy. With well-maintained pathways, seating areas, and informative signage, Amarylis Gardens provides a peaceful and educational experience for nature lovers of all ages. Whether you're looking to relax and unwind or learn more about the flora of Florida, Amarylis Gardens is the perfect destination for a day of exploration and enjoyment.

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!

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.

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.

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.

Homewood Suites by Hilton Orlando at FLAMINGO CROSSINGS Town Center is a charming lodging establishment located at 411 Flagler Avenue in Winter Garden, Florida. Situated in the heart of the bustling FLAMINGO CROSSINGS Town Center, this hotel offers a convenient and comfortable stay for guests visiting the Orlando area. The spacious suites are equipped with modern amenities and feature a cozy atmosphere for a relaxing stay. Guests can enjoy a complimentary hot breakfast each morning and unwind at the outdoor pool or fitness center. With its convenient location near popular attractions and shopping destinations, Homewood Suites by Hilton Orlando is the perfect choice for travelers looking for a home away from home in the Sunshine State.

Fairfield Inn & Suites by Marriott Orlando at FLAMINGO CROSSINGS® Town Center is a modern and stylish lodging option located in Winter Garden, Florida. Situated at 631 Flagler Avenue, this hotel offers comfortable rooms and suites for guests looking to explore the nearby attractions of Orlando. The hotel is part of the Marriott family, ensuring high-quality service and amenities for all visitors. With its convenient location near FLAMINGO CROSSINGS® Town Center, guests can easily access shopping, dining, and entertainment options. Whether you're in town for business or leisure, Fairfield Inn & Suites offers a relaxing and welcoming stay in the Sunshine State.

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.

Home2 Suites by Hilton Orlando at FLAMINGO CROSSINGS Town Center is a modern and stylish lodging option located at 341 Flagler Avenue in Winter Garden, Florida. Situated in the vibrant FLAMINGO CROSSINGS Town Center, this hotel offers a convenient and comfortable stay for guests visiting the Orlando area. The spacious suites are equipped with all the amenities needed for a relaxing stay, including fully equipped kitchens, cozy beds, and workspaces. Guests can enjoy a complimentary breakfast each morning and take advantage of the fitness center, outdoor pool, and barbecue area. With its prime location near popular attractions like Walt Disney World and Universal Studios, Home2 Suites by Hilton Orlando at FLAMINGO CROSSINGS Town Center is the perfect choice for both leisure and business travelers.

Surfari Water Park at The Grove Resort is a thrilling amusement park located at 14501 Grove Resort Avenue in Winter Garden, Florida. This exciting destination offers a variety of water attractions and activities for visitors of all ages to enjoy. From twisting water slides to relaxing lazy rivers, there is something for everyone at Surfari Water Park. Guests can also take a break and relax in the sun at the wave pool or grab a bite to eat at one of the park's dining options. Whether you're looking for an adrenaline-pumping adventure or a relaxing day by the water, Surfari Water Park at The Grove Resort has something for everyone.

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.

West Beach Park is a serene and picturesque park located at 9227 Winter Garden Vineland Road in Orlando, Florida. Situated in the heart of the Sunshine State, this park offers visitors a peaceful escape from the hustle and bustle of city life. With its lush greenery, sparkling lake, and sandy beaches, West Beach Park is the perfect spot for a relaxing day out with family and friends. Whether you want to go for a leisurely stroll, have a picnic by the water, or simply soak up the sun, this park has something for everyone. Come and experience the beauty of West Beach Park for yourself!

Cypress Campground & RV Park is a picturesque retreat located at 7400 Cypress Gardens Boulevard in Winter Haven, Florida. This charming institution offers a variety of accommodations including campsites, cabins, and RV hookups, perfect for a relaxing getaway in the heart of nature. Surrounded by towering cypress trees and lush greenery, guests can enjoy a peaceful atmosphere and a range of amenities such as a swimming pool, playground, and picnic areas. Whether you're looking to unwind in a serene setting or explore the nearby attractions and activities, Cypress Campground & RV Park is the ideal destination for outdoor enthusiasts and nature lovers alike.

Welcome to Bradenton Tropical Palms, your serene getaway in the heart of Bradenton, Florida. Conveniently located at 2310 14th Street West, our charming RV park offers a perfect blend of comfort and convenience for travelers seeking a relaxing retreat. Whether you're planning a short stay or an extended vacation, our lush, tropical environment provides a picturesque setting to unwind and enjoy the beauty of Florida's Gulf Coast. At Bradenton Tropical Palms, guests can take advantage of our well-maintained facilities, including spacious RV sites equipped with full hookups, modern amenities, and complimentary Wi-Fi. Our friendly, attentive staff is dedicated to ensuring your stay is enjoyable and stress-free.

Welcome to Brooks Park, your serene escape in the heart of Fort Myers, Florida. Nestled at 11251 South Cleveland Avenue, our park offers a peaceful retreat for families, nature enthusiasts, and anyone seeking a refreshing outdoor experience. Brooks Park is a community treasure, featuring lush greenery, well-maintained walking trails, and a variety of recreational facilities that cater to all ages. Whether you’re looking to enjoy a leisurely stroll, have a picnic with loved ones, or engage in a friendly game of sports, our park provides the perfect setting. We invite you to explore the natural beauty and tranquility that Brooks Park has to offer. Visit us today and discover why we are a beloved destination for relaxation and recreation in Fort Myers.

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.

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.