Winter Garden Hotels with Pools

Discover the perfect launching pad for a memorable Disney adventure at our family friendly hotel in Winter Garden Orlando, FL near the FLAMINGO CROSSINGS® Town Center/Western Entrance. Immerse yourself in the heart of excitement at the closest Gateway Hotel to Disney World®, which is also moments away from Disney Springs and other captivating attractions that are all within a convenient 10-mile radius. Bask in Orlando’s radiant sunshine by our hotel’s inviting resort-style outdoor pool. Stay energized with our 24-hour fitness center and fuel up with a complimentary breakfast before your day at Disney World. Our FLAMINGO CROSSINGS® Town Center picnic pavilion offers hotel guests grills and batting cages for family fun. Unwind in our spacious hotel suites with microwaves, coffee makers and mini refrigerators. Some suites provide enchanting views of Disney's nightly fireworks. Experience the magic at SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance and enjoy an unforgettable stay.

Excitement and family fun are just moments away from TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance. Our hotel in Winter Garden Orlando near Disney World® places you less than a mile from the western entrance of the Walt Disney World® Resort and just moments from the I-4 Corridor. Make time for a delicious meal at our restaurant, Flamingo's Bar and Grille, and enjoy classic American cuisine with poolside dining. During your stay at our pet friendly hotel in Winter Garden, FL, utilize our picnic pavilion, relax at the outdoor pool or exercise in our 24-hour fitness center featuring cardio equipment and free weights. After experiencing the wonders of the Walt Disney World® Resort, retreat to our spacious suites with fully equipped kitchens, free high-speed Wi-Fi and separate living and sleeping areas. Relax and get a peaceful night's sleep after a day full of adventure at TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance.

The Grove Resort & Water Park Orlando is a great choice for guests looking for accommodation in Winter Garden, having been recently renovated in 2024. Kissimmee Central Station is located approximately 40km away while Orlando International Airport is 45km away. This hotel is located near many of Winter Garden's attractions including Iglesia Manantial de Sanidad AG, Magical Memories Cheap Tickets and Surfari Water Park at The Grove Resort. When guests have some time on their hands they can make use of the onsite facilities. For those driving themselves, parking is provided on site. This hotel is particularly popular with those traveling with families.

Located in Orlando Florida minutes away from the Walt Disney World Resort, Homewood Suites by Hilton FLAMINGO CROSSINGS provides spacious suites for the whole family. Enjoy resort accommodations with our resort-style pool, outdoor restaurant and bar, barbecue facilities and firepits as well as backyard multi-sport courts with basketball courts, batting cages and soccer fields. All our suites come with a fully equipped kitchen that features a dishwasher, microwave, stovetop, coffee maker, cooking utensils and silverware and a full-size refrigerator. Unwind in your suite with free WiFi and 49-inch TVs with Netflix and Showtime streaming capabilities. Start your day on the right foot with our free full breakfast buffet featuring fluffy Mickey Mouse waffles. Our hotel is just a few miles away from major attractions like Walt Disney World Resort, ESPN Wide World of Sports, and Flamingo Crossings Village. Our staff looks forward to welcoming you and your family to Homewood Suites by Hilton Orlando FLAMINGO CROSSINGS.

The Residence Inn Orlando at FLAMINGO CROSSINGS Town Center is a brand new, all-suite extended-stay hotel in Orlando, Florida. We are conveniently located near the western entrance of Walt Disney World® Resort. We provide an ample workspace, free Wi-Fi, and a 24-hour business center to help keep you focused. Enjoy amenities like a free full breakfast buffet daily, a 24/7 fitness center, an outdoor resort-style pool, backyard multi-sport courts, an on-site poolside bar and restaurant, and pet-friendly suites. In your suite, you will find all the comforts of home with plush bedding, 55” TV”s and streaming capabilities. Make your favorite meals with our fully equipped kitchens with a refrigerator, microwave, stovetop, dishwasher, coffee maker, and cooking utensils. Our spacious suites with living and dining areas are perfect for extended stays for family vacations, temporary housing, or business travel. We look forward to welcoming you at Residence Inn Orlando at FLAMINGO CROSSINGS Town Center.

Located in Four Corners, 3BR Condo - Sauna Games Pool - Near Disney is within a 15-minute drive of Walt Disney World® Resort and Old Town. This apartment is 6.7 mi (10.7 km) from Disney's Animal Kingdom® Theme Park and 9.5 mi (15.2 km) from ESPN Wide World of Sports. Take in the views from a garden and make use of amenities such as complimentary wireless internet access. Free self parking is available onsite. Make yourself at home in one of the 5 guestrooms.

Daily Resort Charge includes: Internet access; mini-golf; tennis/basketball; shuttle to Disney, Universal & SeaWorld; board games & DVD rentals; daily activities; paddle boats; self-parking for 1 vehicle; BBQ equipment; PressReader access. Set on 64 acres of lush tropical landscape, conveniently located near Orlando’s renowned theme parks, and offering a shuttle to the parks, world-class restaurants, and outdoor activities. With spacious 1-, 2-, & 3-bedroom suites including full kitchens, it’s a family-friendly retreat that’s fun for all ages. Aqua Sol welcomes you with two heated outdoor pools, a mini-golf course, a fishing pond, basketball, tennis courts, two hot tubs, paddle boats, a poolside bar and grill, and a well-equipped fitness center. The main pool has waterside, an erupting water volcano and a children’s play area.

Located in Four Corners, Upstay - Disney Themed Apartment w Luxury Patio is within a 15-minute drive of Walt Disney World® Resort and Old Town. This apartment is 6.7 mi (10.7 km) from Disney's Animal Kingdom® Theme Park and 9.5 mi (15.2 km) from ESPN Wide World of Sports. Take in the views from a garden and make use of amenities such as complimentary wireless internet access. Free self parking is available onsite. Make yourself at home in one of the 4 guestrooms.

Discover the perfect blend of excitement and family fun at Fairfield Inn & Suites Orlando at FLAMINGO CROSSINGS® Town Center. Located at the Western Entrance of Walt Disney World® Resort, our Disney Gateway Hotel offers an ideal retreat for families and travelers. Start your mornings with a complimentary full breakfast buffet featuring Mickey Mouse waffles, before boarding one of our free shuttles to select Walt Disney World® Resort theme parks. Or stay active with our 24-hour fitness center and outdoor multi-sport courts, featuring a basketball court, soccer field, and batting cages. After a fun-filled day exploring all Orlando has to offer, unwind at Fieldhouse Restaurant & Cabana Bar before retreating to a spacious room equipped with modern amenities like free Wi-Fi, a 55-inch streaming TV, microwave, mini-fridge, and coffee maker. Experience the perfect getaway at Fairfield Inn & Suites Orlando at FLAMINGO CROSSINGS® Town Center, where the most magical moments happen in the simplicity of your stay.