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. 11405 West Colonial Dr., Ocoee, FL 34761
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~2.43 miles east of Winter Garden
  • Has swimming pool: 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
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~2.85 miles east of Winter Garden
  • We have a pool ready for use
  • 3 star Suburban property
More Photos Photo of Fairfield Inn & Suites Orlando Ocoee Pool
From$119
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Clermont : 2200 State Rte 50 2200 State Rte 50, Clermont, FL 34711
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~7.88 miles west of Winter Garden
  • Includes a swimming pool
  • 3-star Suburban property
More Photos Swimming pool at Hampton Inn & Suites Clermont
From$135
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Clermont in Clermont 1450 Champions Way, Clermont, FL 34711
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~8.06 miles west of Winter Garden
  • We have a pool
  • 3 star property
More Photos Swimming pool at Home2 Suites by Hilton Clermont
From$80
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Clermont 1750 Hunt Trace Blvd., Clermont, FL 34711
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~8.40 miles west of Winter Garden
  • Pool in hotel: Outdoor Pool open from 8:00AM - 10:00PM
  • Three Star Suburban hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott Clermont
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Staybridge Suites Clermont Southeast in Clermont 3440 South Us Highway 27, Clermont, FL 34711
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~9.24 miles west of Winter Garden
  • Pool available: Our outdoor heated pool is open from dusk to dawn.
  • Luxurious 5 Star Highway property
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From$120
Average 3.0 /5 Reviews Call BookMore Details
Wingate by Wyndham Universal Studios & Convention 5661 Windhover Dr., Orlando, FL 32819
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~9.49 miles southeast of Winter Garden
  • Includes a pool: Outdoor Pool- Not Heated- open 10 am to 10 pm. 30,000 gallons.
  • Affordable Convention Center property
More Photos Photo of Wingate by Wyndham Universal Studios & Convention Pool
From$70
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Spark by Hilton Orlando Near Universal : 5635 Windhover Dr. 5635 Windhover Dr., Orlando, FL 32819
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~9.57 miles southeast of Winter Garden
  • Pool available: Outdoor pool 9am to 9pm
  • Low-priced Rural hotel
More Photos Swimming pool at Spark by Hilton Orlando Near Universal
From$75
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Holiday Inn Express Clermont by Ihg 1810 South Highway 27, Clermont, FL 34711
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~9.62 miles west of Winter Garden
  • Our hotel comes with a pool
  • Mid-scale Rural hotel
More Photos Swimming pool at Holiday Inn Express Clermont by Ihg
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Baymont by Wyndham Orlando Downtown 3956 West Colonial Dr., Orlando, FL 32808
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~9.64 miles east of Winter Garden
  • Includes a pool: Our Outdoor pool is open from 9 AM to 8 PM daily.
  • Cheap Downtown property
More Photos Pool image of Baymont by Wyndham Orlando Downtown
From$49
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Fairfield Inn & Suites Near Universal in Orlando 5614 Vineland Rd., Orlando, FL 32819
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~9.73 miles southeast of Winter Garden
  • Has swimming pool: Outdoor pool, open 7am-10pm.
  • Three Star Resort property
More Photos Photo of Fairfield Inn & Suites Near Universal Pool
From$80
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Best Western Plus Universal Inn 5618 Vineland Rd., Orlando, FL 32819
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~9.75 miles southeast of Winter Garden
  • Has swimming pool: 9 am - 10 pm, Outdoors
  • Affordable property
More Photos Swimming pool at Best Western Plus Universal Inn
From$57
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Nearest Universal Orlando 5605 Major Blvd., Orlando, FL 32819
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~9.85 miles southeast of Winter Garden
  • Pool in hotel: 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.
  • Midscale Suburban property
More Photos Swimming pool at Holiday Inn Express & Suites Nearest Universal Orlando
From$69
Average 3.0 /5 Reviews Call BookMore Details
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Holiday Inn Hotel & Suites at Universal Studios - Orlando 5905 South Kirkman Rd., Orlando, FL 32819
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~9.87 miles southeast of Winter Garden
  • Pool details: open 9 a.m. to 9 p.m. Oversized. 55,890 gallons Outdoor (heated during winter months)
  • Affordable Resort property
More Photos Swimming pool at Holiday Inn Hotel & Suites at Universal Studios
From$45
Average 3.5 /5 Recent Reviews Call BookMore Details
Comfort Suites Near Universal Orlando Resort 5617 Major Blvd., Orlando, FL 32819
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~9.90 miles southeast of Winter Garden
  • Pool available: 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.
  • 3-star Resort hotel
More Photos Swimming pool at Comfort Suites Near Universal Orlando Resort
From$81
Very Good 4.0 /5 Reviews Call BookMore Details
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Courtyard by Marriott Across Universal Orlando in Orlando 5916 Caravan Court, Orlando, FL 32819
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~9.99 miles southeast of Winter Garden
  • Includes a pool: Open 9 a.m. to 9 p.m. Tropical, 55,890 gallons Outdoor (heated during winter months)
  • Affordable Resort hotel
More Photos Pool image of Courtyard by Marriott Across Universal Orlando
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hyatt House Across From Universal Orlando in Orlando 5940 Caravan Court, Orlando, FL 32819
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~10.01 miles southeast of Winter Garden
  • Pool details: Outdoor Pool
  • Affordable Suburban hotel
More Photos Swimming pool at Hyatt House Across From Universal Orlando
From$99
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Hyatt Place Across From Universal Orlando Resort in Orlando 5976 Caravan Court, Orlando, FL 32819
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~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.
  • Three Star Suburban hotel
More Photos Photo of Hyatt Place Across From Universal Orlando Resort Pool
From$100
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Clarion Inn & Suites Across From Universal Orlando Resort 5829 Grand National Dr., Orlando, FL 32819
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~10.03 miles southeast of Winter Garden
  • Pool details: 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
More Photos Photo of Clarion Inn & Suites Across From Universal Orlando Resort Pool
From$58
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Rosen Inn Nearest Universal Studios 6327 International Dr., Orlando, FL 32819
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~10.12 miles southeast of Winter Garden
  • Pool available: Open daily at 9am - 10pm Outdoor pool
  • Three Star Convention Center hotel
More Photos Swimming pool at Rosen Inn Nearest Universal Studios
From$55
Very Good 4.0 /5 Guest Reviews Call BookMore Details
B & B Hotel Orlando International Drive Near Universal : 6323 International Dr. 6323 International Dr., Orlando, FL 32819
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~10.13 miles southeast of Winter Garden
  • Includes a pool: Yes, we have a pool.
  • Two-star Convention Center property
More Photos Swimming pool at B & B Hotel Orlando International Drive Near Universal
From$47
Poor 2.0 /5 Review Score Call BookMore Details
Homewood Suites By Hilton Orlando-Nearest Universal Studios : 5893 American Way 5893 American Way, Orlando, FL 32819
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~10.19 miles southeast of Winter Garden
  • Pool in hotel: 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.
  • 3-star Resort hotel
More Photos Swimming pool at Homewood Suites By Hilton Orlando-Nearest Universal Studios
From$95
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Orlando International Drive : 7276 International Dr. 7276 International Dr., Orlando, FL 32819
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~10.20 miles southeast of Winter Garden
  • Has swimming pool: Pool is open from Dusk 'til Dawn. Size: 250 square feet Outdoor pool
  • 2 star Convention Center property
More Photos Photo of Holiday Inn Express & Suites Orlando International Drive Pool
From$60
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Home2 Suites by Hilton Orlando Near Universal 5910 American Way, Orlando, FL 32819
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~10.27 miles southeast of Winter Garden
  • Includes a pool: FOR YOUR FITNESS AND RECREATION CONVENIENCE Fitness Room Pool
  • Mid-scale Downtown hotel
More Photos Swimming pool at Home2 Suites by Hilton Orlando Near Universal
From$69
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Orlando International Drive North Hotel 5859 American Way, Orlando, FL 32819
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~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 property
More Photos Pool image of Orlando International Drive North Hotel
From$125
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Hampton Inn & Suites Orlando International Drive North : 7448 North International Dr. 7448 North International Dr., Orlando, FL 32819
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~10.33 miles southeast of Winter Garden
  • Pool available: Newly renovated pool open from dawn to dusk.
  • 3-star Downtown property
More Photos Pool image of Hampton Inn & Suites Orlando International Drive North
From$107
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Coco Key Hotel & Water Resort in Orlando 7400 International Dr., Orlando, FL 32819
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~10.35 miles southeast of Winter Garden
  • Includes a pool: 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
More Photos Pool image of Coco Key Hotel & Water Resort
From$80
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Wyndham Garden Orlando Universal / I Drive 5855 American Way, Orlando, FL 32819
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~10.36 miles southeast of Winter Garden
  • Has swimming pool: Outdoor pool open 9 AM-11 PM
  • 3-star Resort hotel
More Photos Pool image of Wyndham Garden Orlando Universal / I Drive
From$55
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Hilton Garden Inn Orlando I 4 Millenia Blvd Mall : 5058 Millenia Pl Dr. 5058 Millenia Pl Dr., Orlando, FL 32839
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~10.42 miles southeast of Winter Garden
  • Pool in hotel: Outdoor saline pool.
  • Midscale Highway property
More Photos Swimming pool at Hilton Garden Inn Orlando I 4 Millenia Blvd Mall
From$109
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La Quinta Inn by Wyndham Orlando International Drive North - Orlando 5825 International Dr., Orlando, FL 32819
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~10.43 miles southeast of Winter Garden
  • Has a pool!
  • 3-star Resort property
More Photos Pool image of La Quinta Inn by Wyndham Orlando International Drive North
From$45
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Rosen Inn International 7600 International Dr., Orlando, FL 32819
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~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
  • Affordable Convention Center property
More Photos Photo of Rosen Inn International Pool
From$50
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DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hot in Orlando 7400 Canada Ave., Orlando, FL 32819
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~10.46 miles southeast of Winter Garden
  • Pool details: 9:00 AM - 10:00 PM Cabanas rentals available
  • High-end Convention Center property
More Photos Photo of DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hot Pool
From$100
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Westgate Palace Hotel / Universal / I Drive - Orlando 6145 Carrier Dr., Orlando, FL 32819
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~10.46 miles southeast of Winter Garden
  • Pool available: 1 Outdoor Pool, 1 Children's Pool, 1 Spa Hot Tub
  • 4 star Convention Center property
More Photos Pool image of Westgate Palace Hotel / Universal / I Drive
From$122
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Best Western Orlando Gateway Hotel 7299 Universal Blvd., Orlando, FL 32819
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~10.49 miles southeast of Winter Garden
  • Pool available: 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!
  • Affordable 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
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~10.53 miles southeast of Winter Garden
  • Has swimming pool: Outdoor heated pool open from 6am - 11:00pm
  • Cheap Resort hotel
More Photos Swimming pool at City Express by Marriott Orlando International Drive
From$55
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Baymont by Wyndham Orlando / International Dr / Universal Bouleva : 7531 Canada Ave. 7531 Canada Ave., Orlando, FL 32819
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~10.59 miles southeast of Winter Garden
  • Pool details: Outdoor Pool. From 8:00 am to Sunset
  • 3 star Convention Center property
More Photos Swimming pool at Baymont by Wyndham Orlando / International Dr / Universal Bouleva
From$80
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The Point Hotel & Suites - Orlando 7389 Universal Blvd., Orlando, FL 32819
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~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.
  • Three Star Convention Center hotel
More Photos Swimming pool at The Point Hotel & Suites
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Orlando Near Universal Blv / International Dr 7110 South Kirkman Rd., Orlando, FL 32819
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~10.61 miles southeast of Winter Garden
  • Pool available: Outdoor pool and sun deck.
  • Mid-scale Convention Center property
More Photos Photo of Hampton Inn Orlando Near Universal Blv / International Dr Pool
From$79
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Hampton Inn & Suites Orlando Apopka 321 South Lake Cortez Dr., Apopka, FL 32703
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~10.64 miles northeast of Winter Garden
  • Pool available: 9 am - 10 pm Outdoor
  • Midscale Suburban hotel
More Photos Photo of Hampton Inn & Suites Orlando Apopka Pool
From$99
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Embassy Suites by Hilton Orlando International Dr ICON Park in Orlando 8250 Jamaican Court, Orlando, FL 32819
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~10.66 miles southeast of Winter Garden
  • Has swimming pool: 7am-11pm 30,000 gallons half indoor and half outdoor Indoor Jacuzzi
  • Four-star Resort property
More Photos Swimming pool at Embassy Suites by Hilton Orlando International Dr ICON Park
From$98
Very Good 4.0 /5 Review Score Call BookMore Details
Mai Hana Hotel International Drive 8222 Jamaican Court, Orlando, FL 32819
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~10.68 miles southeast of Winter Garden
  • Has swimming pool: Outdoor pool open from 9am-9pm
  • Mid-scale Convention Center property
More Photos Pool image of Mai Hana Hotel International Drive
From$70
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hotel Landy Orlando Universal Blvd. a Tribute Portfolio™ Hotel in Orlando 7800 Universal Blvd., Orlando, FL 32819
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~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
  • Three Star Convention Center hotel
More Photos Pool image of Hotel Landy Orlando Universal Blvd. a Tribute Portfolio™ Hotel
From$79
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Spark by Hilton Universal Blvd. - Orlando 7701 Universal Blvd., Orlando, FL 32819
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~10.72 miles southeast of Winter Garden
  • Includes a pool: Pool hours are from 9:00am to 10:00pm
  • Affordable Convention Center hotel
More Photos Swimming pool at Spark by Hilton Universal Blvd.
From$80
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Holiday Inn Express Hotel & Suites Orlando Apopka by IHG : 238 South Line Dr. 238 South Line Dr., Apopka, FL 32703
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~10.72 miles northeast of Winter Garden
  • Pool available: Outdoor Pool is open from 9.00 am to 10.00 pm
  • Affordable Golf Course hotel
More Photos Swimming pool at Holiday Inn Express Hotel & Suites Orlando Apopka by IHG
From$99
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Grand Hotel Orlando at Universal Blvd - Shuttle to Theme Parks 7825 Universal Blvd., Orlando, FL 32819
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~10.75 miles southeast of Winter Garden
  • Pool details: Hotel has an outdoor pool that is open daily from 9:00 AM - 10:00 PM
  • 3 star Resort property
More Photos Pool image of Grand Hotel Orlando at Universal Blvd - Shuttle to Theme Parks
From$52
Average 3.5 /5 Recent Reviews Call BookMore Details
Quality Inn Orlando Near International Drive - Orlando 8342 Jamaican Court, Orlando, FL 32819
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~10.78 miles southeast of Winter Garden
  • Has swimming pool: Dawn to Dusk
  • 3-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
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~10.85 miles southeast of Winter Garden
  • Pool in hotel: Large outside pool with a large sun deck.
  • Affordable Convention Center property
More Photos Pool image of Holiday Inn Orlando Int'l Drive Icon
From$109
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Best Western Orlando International Drive - ICON Park Hotel : 8444 International Dr. 8444 International Dr., Orlando, FL 32819
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~10.90 miles southeast of Winter Garden
  • Includes a pool
  • Affordable Convention Center hotel
More Photos Photo of Best Western Orlando International Drive - ICON Park Hotel Pool
From$52
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Hyatt Place Orlando / I-Drive / Convention Center - Orlando 8741 International Dr. Orlando, Orlando, FL 32819
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~10.99 miles southeast of Winter Garden
  • Includes a pool: Hours: 6AM-10PM Outdoor
  • Midscale Convention Center hotel
More Photos Pool image of Hyatt Place Orlando / I-Drive / Convention Center
From$99
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Baymont by Wyndham Orlando North Millenia 2500 33rd St., Orlando, FL 32839
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~11.05 miles east of Winter Garden
  • Has swimming pool: Outdoor pool is open from 7am to 10pm daily.
  • Cheap Highway property
More Photos Swimming pool at Baymont by Wyndham Orlando North Millenia
From$60
Poor 2.0 /5 Reviews Call BookMore Details

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