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 11405 West Colonial Dr., Ocoee, FL 34761 Call ~2.43 miles east of Winter Garden
  • Pool in hotel: Outdoor Pool
  • Mid-scale Suburban hotel
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From$100
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Fairfield Inn & Suites Orlando Ocoee 10971 West Colonial Dr., 10971 W Colonial Dr. Ocoee Fl 34761, FL 34761 Call ~2.85 miles east of Winter Garden
  • With a pool!
  • Affordable Suburban hotel
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From$119
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Hampton Inn & Suites Clermont : 2200 State Rte 50 2200 State Rte 50, Clermont, FL 34711 Call ~7.88 miles west of Winter Garden
  • With a pool!
  • Affordable 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
  • Includes a pool
  • Three Star hotel
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From$80
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Fairfield Inn & Suites by Marriott Clermont 1750 Hunt Trace Blvd., Clermont, FL 34711 Call ~8.40 miles west of Winter Garden
  • Includes a pool: Outdoor Pool open from 8:00AM - 10:00PM
  • Three Star Suburban property
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From$80
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Staybridge Suites Clermont Southeast in Clermont 3440 South Us Highway 27, Clermont, FL 34711 Call ~9.24 miles west of Winter Garden
  • Pool in hotel: Our outdoor heated pool is open from dusk to dawn.
  • Luxurious Five Star Highway property
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From$120
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Wingate by Wyndham Universal Studios & Convention in Orlando 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.
  • Three 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 in hotel: Outdoor pool 9am to 9pm
  • Inexpensive Rural property
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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
  • Includes a swimming pool
  • Midscale 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
  • Includes a pool: Our Outdoor pool is open from 9 AM to 8 PM daily.
  • Inexpensive 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
  • Pool details: Outdoor pool, open 7am-10pm.
  • Three Star Resort property
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From$80
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Best Western Plus Universal Inn : 5618 Vineland Rd. 5618 Vineland Rd., Orlando, FL 32819 Call ~9.75 miles southeast of Winter Garden
  • Pool details: 9 am - 10 pm, Outdoors
  • 3 star hotel
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From$57
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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
  • Includes a pool: 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.
  • Affordable Suburban property
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From$69
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Holiday Inn Hotel & Suites at Universal Studios 5905 South Kirkman Rd., Orlando, FL 32819 Call ~9.87 miles southeast of Winter Garden
  • Pool in hotel: open 9 a.m. to 9 p.m. Oversized. 55,890 gallons Outdoor (heated during winter months)
  • 3 star Resort hotel
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From$45
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Comfort Suites Near Universal Orlando Resort - Orlando 5617 Major Blvd., Orlando, FL 32819 Call ~9.90 miles southeast of Winter Garden
  • Includes a pool: 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 property
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From$81
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Courtyard by Marriott Across Universal Orlando 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 hotel
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From$80
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Hyatt House Across From Universal Orlando : 5940 Caravan Court 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, 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.
  • Mid-scale Suburban property
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From$100
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Clarion Inn & Suites Across From Universal Orlando Resort 5829 Grand National Dr., Orlando, FL 32819 Call ~10.03 miles southeast of Winter Garden
  • Pool available: 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.
  • Midscale 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
  • Has swimming pool: Open daily at 9am - 10pm Outdoor pool
  • Mid-scale Convention Center hotel
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From$55
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B & B Hotel Orlando International Drive Near Universal in Orlando 6323 International Dr., Orlando, FL 32819 Call ~10.13 miles southeast of Winter Garden
  • Has swimming pool: Yes, we have a pool.
  • Economy Convention Center hotel
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From$47
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Homewood Suites By Hilton Orlando-Nearest Universal Studios in Orlando 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.
  • Midscale Resort property
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From$95
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Holiday Inn Express & Suites Orlando International Drive - Orlando 7276 International Dr., Orlando, FL 32819 Call ~10.20 miles southeast of Winter Garden
  • Pool in hotel: Pool is open from Dusk 'til Dawn. Size: 250 square feet Outdoor pool
  • Economy Convention Center property
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From$60
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Home2 Suites by Hilton Orlando Near Universal in Orlando 5910 American Way, Orlando, FL 32819 Call ~10.27 miles southeast of Winter Garden
  • Pool in hotel: FOR YOUR FITNESS AND RECREATION CONVENIENCE Fitness Room Pool
  • 3-star Downtown property
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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
  • Includes a pool: The exterior pool area is open from 8 am until 11 pm daily.
  • 4-star Suburban property
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From$125
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Hampton Inn & Suites Orlando International Drive North in Orlando 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 hotel
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From$107
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Coco Key Hotel & Water Resort - Orlando 7400 International Dr., Orlando, FL 32819 Call ~10.35 miles southeast of Winter Garden
  • Pool in hotel: 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.
  • Midscale 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
  • Includes a pool: Outdoor pool open 9 AM-11 PM
  • 3 star Resort hotel
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From$55
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Hilton Garden Inn Orlando I 4 Millenia Blvd Mall - Orlando 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
  • Includes a swimming pool
  • 3-star Resort hotel
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From$45
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Rosen Inn International - Orlando 7600 International Dr., Orlando, FL 32819 Call ~10.44 miles southeast of Winter Garden
  • Pool in hotel: We have 2 outdoor pools seasonally heated surrounded by lush gardens. Pool hours are from 9:00AM til 10:00PM
  • Mid-scale Convention Center property
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From$50
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DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hot - Orlando 7400 Canada Ave., Orlando, FL 32819 Call ~10.46 miles southeast of Winter Garden
  • Includes a pool: 9:00 AM - 10:00 PM Cabanas rentals available
  • High end Convention Center hotel
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From$100
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Westgate Palace Hotel / Universal / I Drive in Orlando 6145 Carrier Dr., Orlando, FL 32819 Call ~10.46 miles southeast of Winter Garden
  • Includes a pool: 1 Outdoor Pool, 1 Children's Pool, 1 Spa Hot Tub
  • 4 star Convention Center property
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From$122
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Best Western Orlando Gateway Hotel in Orlando 7299 Universal Blvd., Orlando, FL 32819 Call ~10.49 miles southeast of Winter Garden
  • Has swimming pool: 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!
  • Three Star Convention Center property
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From$100
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City Express by Marriott Orlando International Drive - Orlando 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
  • 2 star Resort hotel
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From$55
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Baymont by Wyndham Orlando / International Dr / Universal Bouleva 7531 Canada Ave., Orlando, FL 32819 Call ~10.59 miles southeast of Winter Garden
  • Has swimming pool: Outdoor Pool. From 8:00 am to Sunset
  • 3-star Convention Center property
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From$80
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The Point Hotel & Suites 7389 Universal Blvd., Orlando, FL 32819 Call ~10.61 miles southeast of Winter Garden
  • Pool details: 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.
  • Affordable 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
  • Has swimming pool: Outdoor pool and sun deck.
  • Three Star Convention Center property
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From$79
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Hampton Inn & Suites Orlando Apopka : 321 South Lake Cortez Dr. 321 South Lake Cortez Dr., Apopka, FL 32703 Call ~10.64 miles northeast of Winter Garden
  • Pool in hotel: 9 am - 10 pm Outdoor
  • 3-star Suburban property
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From$99
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Embassy Suites by Hilton Orlando International Dr ICON Park : 8250 Jamaican Court 8250 Jamaican Court, Orlando, FL 32819 Call ~10.66 miles southeast of Winter Garden
  • Includes a pool: 7am-11pm 30,000 gallons half indoor and half outdoor Indoor Jacuzzi
  • 4-star Resort property
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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
  • Has swimming pool: 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
  • Midscale Convention Center hotel
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From$79
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Spark by Hilton Universal Blvd. : 7701 Universal Blvd. 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
  • Three Star Convention Center hotel
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From$80
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Holiday Inn Express Hotel & Suites Orlando Apopka by IHG in Apopka 238 South Line Dr., Apopka, FL 32703 Call ~10.72 miles northeast of Winter Garden
  • Pool details: Outdoor Pool is open from 9.00 am to 10.00 pm
  • 3-star Golf Course property
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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
  • Includes a pool: 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 in Orlando 8342 Jamaican Court, Orlando, FL 32819 Call ~10.78 miles southeast of Winter Garden
  • Has swimming pool: Dawn to Dusk
  • Midscale Convention Center property
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From$80
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Holiday Inn Orlando Int'l Drive Icon - Orlando 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
  • We have a pool
  • Affordable Convention Center hotel
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From$52
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Hyatt Place Orlando / I-Drive / Convention Center in Orlando 8741 International Dr. Orlando, Orlando, FL 32819 Call ~10.99 miles southeast of Winter Garden
  • Has swimming pool: Hours: 6AM-10PM Outdoor
  • Three Star Convention Center hotel
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From$99
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Baymont by Wyndham Orlando North Millenia : 2500 33rd St. 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.
  • Low Cost Highway hotel
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From$60
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