Winter Garden Hotels with Pools - Outdoor/Indoor Pools in Winter Garden FL

Winter Garden hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Winter Garden, FL for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Winter Garden Florida hotel and motel rooms for children. Review the list of Winter Garden hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Winter Garden Hotels with Outdoor or Indoor Pools

Hampton Inn by Hilton Ocoee Orlando in Ocoee 11405 West Colonial Dr., Ocoee, FL 34761 Call ~2.43 miles east of Winter Garden
  • Pool details: Outdoor Pool
  • Three Star Suburban property
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From$100
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Fairfield Inn & Suites Orlando Ocoee - 10971 W Colonial Dr. Ocoee Fl 34761 10971 West Colonial Dr., 10971 W Colonial Dr. Ocoee Fl 34761, FL 34761 Call ~2.85 miles east of Winter Garden
  • We have a pool ready for use
  • Midscale Suburban hotel
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From$119
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Hampton Inn & Suites Clermont 2200 State Rte 50, Clermont, FL 34711 Call ~7.88 miles west of Winter Garden
  • Our hotel comes with a pool
  • 3-star Suburban hotel
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From$135
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Home2 Suites by Hilton Clermont in Clermont 1450 Champions Way, Clermont, FL 34711 Call ~8.06 miles west of Winter Garden
  • Has swimming pool
  • Midscale property
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From$80
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Fairfield Inn & Suites by Marriott Clermont - Clermont 1750 Hunt Trace Blvd., Clermont, FL 34711 Call ~8.40 miles west of Winter Garden
  • Pool available: Outdoor Pool open from 8:00AM - 10:00PM
  • 3 star Suburban property
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From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Staybridge Suites Clermont Southeast - Clermont 3440 South Us Highway 27, Clermont, FL 34711 Call ~9.24 miles west of Winter Garden
  • Pool available: Our outdoor heated pool is open from dusk to dawn.
  • Luxurious 5-star Highway hotel
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From$120
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Wingate by Wyndham Universal Studios & Convention 5661 Windhover Dr., Orlando, FL 32819 Call ~9.49 miles southeast of Winter Garden
  • Pool available: Outdoor Pool- Not Heated- open 10 am to 10 pm. 30,000 gallons.
  • 3 star Convention Center hotel
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From$70
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Spark by Hilton Orlando Near Universal : 5635 Windhover Dr. 5635 Windhover Dr., Orlando, FL 32819 Call ~9.57 miles southeast of Winter Garden
  • Pool available: Outdoor pool 9am to 9pm
  • 2-star Rural hotel
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From$75
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Holiday Inn Express Clermont by Ihg 1810 South Highway 27, Clermont, FL 34711 Call ~9.62 miles west of Winter Garden
  • Our hotel comes with a pool
  • 3-star Rural hotel
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From$99
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Baymont by Wyndham Orlando Downtown - Orlando 3956 West Colonial Dr., Orlando, FL 32808 Call ~9.64 miles east of Winter Garden
  • Pool available: Our Outdoor pool is open from 9 AM to 8 PM daily.
  • Low-priced Downtown hotel
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From$49
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Fairfield Inn & Suites Near Universal - Orlando 5614 Vineland Rd., Orlando, FL 32819 Call ~9.73 miles southeast of Winter Garden
  • Includes a pool: Outdoor pool, open 7am-10pm.
  • Midscale Resort property
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From$80
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Best Western Plus Universal Inn 5618 Vineland Rd., Orlando, FL 32819 Call ~9.75 miles southeast of Winter Garden
  • Pool in hotel: 9 am - 10 pm, Outdoors
  • 3 star hotel
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From$58
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Holiday Inn Express & Suites Nearest Universal Orlando 5605 Major Blvd., Orlando, FL 32819 Call ~9.85 miles southeast of Winter Garden
  • Pool details: Dive into relaxation in our outdoor swimming pool. The pool area is open daily. Stay active with our state-of-the-art fitness center, open 24 hours a day. Choose from a variety of different cardio machines, free weights, medicine balls and more.
  • Three Star Suburban property
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From$69
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Comfort Suites Near Universal Orlando Resort in Orlando 5617 Major Blvd., Orlando, FL 32819 Call ~9.90 miles southeast of Winter Garden
  • Pool details: Dive into relaxation in our outdoor swimming pool or soothe your sore muscles in the whirlpool. The pool area is open daily from 8:00 AM until 10:00 PM. Stay active with our state-of-the-art fitness center, open 24 hours a day. Choose from a variety of different cardio machines, free weights, medicine balls and more.
  • Affordable Resort hotel
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From$81
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Courtyard by Marriott Across Universal Orlando : 5916 Caravan Court 5916 Caravan Court, Orlando, FL 32819 Call ~9.99 miles southeast of Winter Garden
  • Pool in hotel: Open 9 a.m. to 9 p.m. Tropical, 55,890 gallons Outdoor (heated during winter months)
  • Mid-scale Resort property
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From$80
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Hyatt House Across From Universal Orlando - Orlando 5940 Caravan Court, Orlando, FL 32819 Call ~10.01 miles southeast of Winter Garden
  • Pool available: Outdoor Pool
  • 3 star Suburban hotel
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From$99
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Hyatt Place Across From Universal Orlando Resort : 5976 Caravan Court 5976 Caravan Court, Orlando, FL 32819 Call ~10.01 miles southeast of Winter Garden
  • Pool details: Pool hours are from 6:30AM -10:00PM. The pool size is 20 ft. by 24 ft. The pool is located outdoors.
  • 3 star Suburban property
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From$100
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Clarion Inn & Suites Across From Universal Orlando Resort : 5829 Grand National Dr. 5829 Grand National Dr., Orlando, FL 32819 Call ~10.03 miles southeast of Winter Garden
  • Has swimming pool: Pool Hours: Open daily 8:00 am - 11:00 pm. Large Tropical Outdoor pool with zero entry and large deck area and sunbeds. Also has an adjacent Hot Tub.
  • 3-star Resort hotel
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From$58
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Rosen Inn Nearest Universal Studios 6327 International Dr., Orlando, FL 32819 Call ~10.12 miles southeast of Winter Garden
  • Pool details: Open daily at 9am - 10pm Outdoor pool
  • Affordable Convention Center hotel
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From$55
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B & B Hotel Orlando International Drive Near Universal Newly Reno 6323 International Dr., Orlando, FL 32819 Call ~10.13 miles southeast of Winter Garden
  • Has swimming pool: Yes, we have a pool.
  • Two-star Convention Center hotel
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From$47
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Homewood Suites By Hilton Orlando-Nearest Universal Studios 5893 American Way, Orlando, FL 32819 Call ~10.19 miles southeast of Winter Garden
  • Includes a pool: Come for a swim in our outdoor pool, relax and unwind in our whirlpool. Our pool area is equipped with lounge chairs and cabanas, making it your perfect tropical retreat. When the sun goes down join us by the firepit and BBQ grills! We also have an outdoor athletic court for those with a little extra energy to burn! Pool area is open daily from 9:00 AM until 10:00 PM. Stay active with our state-of-the-art fitness center, open 24 hours a day. Choose from a variety of different cardio machines, free weights, medicine balls and more.
  • Mid-scale Resort hotel
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From$95
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Holiday Inn Express & Suites Orlando International Drive : 7276 International Dr. 7276 International Dr., Orlando, FL 32819 Call ~10.20 miles southeast of Winter Garden
  • Includes a pool: Pool is open from Dusk 'til Dawn. Size: 250 square feet Outdoor pool
  • 2-star Convention Center property
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From$60
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Hilton Garden Inn Orlando International Drive North in Orlando 5877 American Way, Orlando, FL 32819 Call ~10.23 miles southeast of Winter Garden
  • Includes a pool: Enjoy our outdoor heated pool, whirlpool spa, and fire pitange. Our poolside Tiki Bar is the perfect retreat for a pre-dinner cocktail or appetizers.
  • Midscale Convention Center property
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From$68
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Home2 Suites by Hilton Orlando Near Universal 5910 American Way, Orlando, FL 32819 Call ~10.27 miles southeast of Winter Garden
  • Pool details: FOR YOUR FITNESS AND RECREATION CONVENIENCE Fitness Room Pool
  • Mid-scale Downtown hotel
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From$69
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Orlando International Drive North Hotel in Orlando 5859 American Way, Orlando, FL 32819 Call ~10.30 miles southeast of Winter Garden
  • Pool details: The exterior pool area is open from 8 am until 11 pm daily.
  • 4-star Suburban hotel
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From$125
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Hampton Inn & Suites Orlando International Drive North : 7448 North International Dr. 7448 North International Dr., Orlando, FL 32819 Call ~10.33 miles southeast of Winter Garden
  • Includes a pool: Newly renovated pool open from dawn to dusk.
  • 3 star Downtown property
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From$107
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Coco Key Hotel & Water Resort 7400 International Dr., Orlando, FL 32819 Call ~10.35 miles southeast of Winter Garden
  • Pool details: Our Heated Front Pool opens at 8am until 10pm daily. Water Park Attraction is partly heated with hours from 11am until 7pm (weekdays) & 9pm (weekends) Hours may vary depending on seasonality.
  • 3 star Resort hotel
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From$80
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Wyndham Garden Orlando Universal / I Drive : 5855 American Way 5855 American Way, Orlando, FL 32819 Call ~10.36 miles southeast of Winter Garden
  • Pool available: Outdoor pool open 9 AM-11 PM
  • Three Star Resort hotel
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From$55
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Hilton Garden Inn Orlando I 4 Millenia Blvd Mall 5058 Millenia Pl Dr., Orlando, FL 32839 Call ~10.42 miles southeast of Winter Garden
  • Pool in hotel: Outdoor saline pool.
  • 3-star Highway property
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From$109
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La Quinta Inn by Wyndham Orlando International Drive North 5825 International Dr., Orlando, FL 32819 Call ~10.43 miles southeast of Winter Garden
  • We have a pool
  • Three Star Resort property
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From$45
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Rosen Inn International 7600 International Dr., Orlando, FL 32819 Call ~10.44 miles southeast of Winter Garden
  • Pool available: We have 2 outdoor pools seasonally heated surrounded by lush gardens. Pool hours are from 9:00AM til 10:00PM
  • 3-star Convention Center hotel
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From$50
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DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hot in Orlando 7400 Canada Ave., Orlando, FL 32819 Call ~10.46 miles southeast of Winter Garden
  • Pool in hotel: 9:00 AM - 10:00 PM Cabanas rentals available
  • 4-star Convention Center property
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From$100
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Westgate Palace Hotel / Universal / I Drive 6145 Carrier Dr., Orlando, FL 32819 Call ~10.46 miles southeast of Winter Garden
  • Pool in hotel: 1 Outdoor Pool, 1 Children's Pool, 1 Spa Hot Tub
  • High end Convention Center hotel
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From$122
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Best Western Orlando Gateway Hotel : 7299 Universal Blvd. 7299 Universal Blvd., Orlando, FL 32819 Call ~10.49 miles southeast of Winter Garden
  • Pool details: Take a dip in our large outdoor heated pool or kick back on a comfy lounge chair under the Florida sun. With a secluded sundeck for relaxation, two bubbling hot tubs, a covered pavilion for shade, and a seasonal bar to keep you refreshed, our pool area is the ultimate escape from your daily routine. Open from 8 AM to 10PM, it’s the perfect place to unwind, day or night!
  • 3-star Convention Center property
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From$100
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City Express by Marriott Orlando International Drive 7495 Canada Ave., Orlando, FL 32819 Call ~10.53 miles southeast of Winter Garden
  • Pool in hotel: Outdoor heated pool open from 6am - 11:00pm
  • Inexpensive Resort property
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From$55
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Baymont by Wyndham Orlando / International Dr / Universal Bouleva in Orlando 7531 Canada Ave., Orlando, FL 32819 Call ~10.59 miles southeast of Winter Garden
  • Pool details: Outdoor Pool. From 8:00 am to Sunset
  • Mid-scale Convention Center hotel
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From$80
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The Point Hotel & Suites - Orlando 7389 Universal Blvd., Orlando, FL 32819 Call ~10.61 miles southeast of Winter Garden
  • Includes a pool: Relax at our outdoor heated pool and whirlpool. The poolside Cabana Bar & Grill serves a variety of sandwiches, salads, and burgers as well as frosty drinks and cocktails.
  • 3-star Convention Center hotel
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From$80
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Hampton Inn Orlando Near Universal Blv / International Dr 7110 South Kirkman Rd., Orlando, FL 32819 Call ~10.61 miles southeast of Winter Garden
  • Pool available: Outdoor pool and sun deck.
  • Three Star Convention Center hotel
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From$79
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Hampton Inn & Suites Orlando Apopka - Apopka 321 South Lake Cortez Dr., Apopka, FL 32703 Call ~10.64 miles northeast of Winter Garden
  • Includes a pool: 9 am - 10 pm Outdoor
  • Mid-scale Suburban hotel
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From$99
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Embassy Suites by Hilton Orlando International Dr ICON Park 8250 Jamaican Court, Orlando, FL 32819 Call ~10.66 miles southeast of Winter Garden
  • Pool in hotel: 7am-11pm 30,000 gallons half indoor and half outdoor Indoor Jacuzzi
  • High-end Resort hotel
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From$98
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Mai Hana Hotel International Drive in Orlando 8222 Jamaican Court, Orlando, FL 32819 Call ~10.68 miles southeast of Winter Garden
  • Pool available: Outdoor pool open from 9am-9pm
  • 3 star Convention Center hotel
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From$70
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Hotel Landy Orlando Universal Blvd. a Tribute Portfolio™ Hotel - Orlando 7800 Universal Blvd., Orlando, FL 32819 Call ~10.69 miles southeast of Winter Garden
  • Has swimming pool: Dive into our sparkling heated outdoor pool or soak in the whirlpool. Relax or play games in the Landy Lawn and sip on one of our signature drinks at Liquid Sunshine, the perfect location to unwind after a long day. Pool access available from 7:00 AM to 12:00 AM
  • 3 star Convention Center property
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From$79
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Spark by Hilton Universal Blvd. - Orlando 7701 Universal Blvd., Orlando, FL 32819 Call ~10.72 miles southeast of Winter Garden
  • Includes a pool: Pool hours are from 9:00am to 10:00pm
  • Affordable Convention Center hotel
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From$80
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Holiday Inn Express Hotel & Suites Orlando Apopka by IHG - Apopka 238 South Line Dr., Apopka, FL 32703 Call ~10.72 miles northeast of Winter Garden
  • Has swimming pool: Outdoor Pool is open from 9.00 am to 10.00 pm
  • 3-star Golf Course hotel
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From$99
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Grand Hotel Orlando at Universal Blvd - Shuttle to Theme Parks in Orlando 7825 Universal Blvd., Orlando, FL 32819 Call ~10.75 miles southeast of Winter Garden
  • Pool available: Hotel has an outdoor pool that is open daily from 9:00 AM - 10:00 PM
  • Midscale Resort hotel
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From$52
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Quality Inn Orlando Near International Drive 8342 Jamaican Court, Orlando, FL 32819 Call ~10.78 miles southeast of Winter Garden
  • Includes a pool: Dawn to Dusk
  • Three Star Convention Center property
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From$80
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Holiday Inn Orlando Int'l Drive Icon 8368 Jamaican Court, Orlando, FL 32819 Call ~10.85 miles southeast of Winter Garden
  • Pool available: Large outside pool with a large sun deck.
  • 3 star Convention Center property
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From$109
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Best Western Orlando International Drive - ICON Park Hotel - Orlando 8444 International Dr., Orlando, FL 32819 Call ~10.90 miles southeast of Winter Garden
  • Includes a pool
  • Three Star Convention Center hotel
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From$52
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Hyatt Place Orlando / I-Drive / Convention Center 8741 International Dr. Orlando, Orlando, FL 32819 Call ~10.99 miles southeast of Winter Garden
  • Includes a pool: Hours: 6AM-10PM Outdoor
  • 3 star Convention Center hotel
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From$99
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Baymont by Wyndham Orlando North Millenia 2500 33rd St., Orlando, FL 32839 Call ~11.05 miles east of Winter Garden
  • Pool available: Outdoor pool is open from 7am to 10pm daily.
  • Economy Highway hotel
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From$60
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