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
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~2.43 miles east of Winter Garden
  • Pool details: Outdoor Pool
  • 3 star 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
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~2.85 miles east of Winter Garden
  • Includes a swimming pool
  • Mid-scale Suburban property
More Photos Swimming pool at Fairfield Inn & Suites Orlando Ocoee
From$119
Average 3.0 /5 Guest 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
  • Our hotel comes with a pool
  • Mid-scale Suburban property
More Photos Pool image of Hampton Inn & Suites Clermont
From$135
Very Good 4.0 /5 Review Score 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 ready for use
  • Midscale hotel
More Photos Swimming pool at Home2 Suites by Hilton Clermont
From$80
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Clermont : 1750 Hunt Trace Blvd. 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
  • 3 star Suburban hotel
More Photos Photo of Fairfield Inn & Suites by Marriott Clermont Pool
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Staybridge Suites Clermont Southeast - Clermont 3440 South Us Highway 27, Clermont, FL 34711
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~9.24 miles west of Winter Garden
  • Includes a pool: Our outdoor heated pool is open from dusk to dawn.
  • Luxury 5 star Highway property
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From$120
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Wingate by Wyndham Universal Studios & Convention 5661 Windhover Dr., Orlando, FL 32819
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~9.49 miles southeast of Winter Garden
  • Pool details: Outdoor Pool- Not Heated- open 10 am to 10 pm. 30,000 gallons.
  • 3 star Convention Center property
More Photos Swimming pool at Wingate by Wyndham Universal Studios & Convention
From$70
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Spark by Hilton Orlando Near Universal 5635 Windhover Dr., Orlando, FL 32819
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~9.57 miles southeast of Winter Garden
  • Pool available: Outdoor pool 9am to 9pm
  • Two-star Rural property
More Photos Photo of Spark by Hilton Orlando Near Universal Pool
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Clermont by Ihg : 1810 South Highway 27 1810 South Highway 27, Clermont, FL 34711
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~9.62 miles west of Winter Garden
  • Has swimming pool
  • 3 star Rural property
More Photos Photo of Holiday Inn Express Clermont by Ihg Pool
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.
  • Low-priced Downtown hotel
More Photos Swimming pool at 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
  • Pool in hotel: Outdoor pool, open 7am-10pm.
  • Affordable Resort property
More Photos Swimming pool at Fairfield Inn & Suites Near Universal
From$80
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Best Western Plus Universal Inn : 5618 Vineland Rd. 5618 Vineland Rd., Orlando, FL 32819
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~9.75 miles southeast of Winter Garden
  • Pool available: 9 am - 10 pm, Outdoors
  • Three Star hotel
More Photos Swimming pool at Best Western Plus Universal Inn
From$58
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Nearest Universal Orlando in Orlando 5605 Major Blvd., Orlando, FL 32819
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~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.
  • Affordable Suburban hotel
More Photos Swimming pool at Holiday Inn Express & Suites Nearest Universal Orlando
From$69
Average 3.0 /5 Recent Reviews Call BookMore Details
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Comfort Suites Near Universal Orlando Resort in Orlando 5617 Major Blvd., Orlando, FL 32819
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~9.90 miles southeast of Winter Garden
  • Has swimming 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.
  • Midscale Resort property
More Photos Swimming pool at Comfort Suites Near Universal Orlando Resort
From$81
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Across Universal Orlando : 5916 Caravan Court 5916 Caravan Court, Orlando, FL 32819
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~9.99 miles southeast of Winter Garden
  • Pool details: Open 9 a.m. to 9 p.m. Tropical, 55,890 gallons Outdoor (heated during winter months)
  • 3 star Resort hotel
More Photos Photo of Courtyard by Marriott Across Universal Orlando Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
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Hyatt House Across From Universal Orlando : 5940 Caravan Court 5940 Caravan Court, Orlando, FL 32819
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~10.01 miles southeast of Winter Garden
  • Includes a pool: Outdoor Pool
  • Affordable Suburban property
More Photos Pool image of 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 in hotel: 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 hotel
More Photos Pool image of Hyatt Place Across From Universal Orlando Resort
From$100
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Clarion Inn & Suites Across From Universal Orlando Resort in Orlando 5829 Grand National Dr., Orlando, FL 32819
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~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.
  • Affordable Resort hotel
More Photos Swimming pool at Clarion Inn & Suites Across From Universal Orlando Resort
From$58
Very Good 4.0 /5 Reviews Call BookMore Details
Rosen Inn Nearest Universal Studios - Orlando 6327 International Dr., Orlando, FL 32819
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~10.12 miles southeast of Winter Garden
  • Pool in hotel: Open daily at 9am - 10pm Outdoor pool
  • Mid-scale Convention Center hotel
More Photos Swimming pool at Rosen Inn Nearest Universal Studios
From$55
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
B & B Hotel Orlando International Drive Near Universal Newly Reno - Orlando 6323 International Dr., Orlando, FL 32819
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~10.13 miles southeast of Winter Garden
  • Pool in hotel: Yes, we have a pool.
  • Low-priced Convention Center hotel
More Photos Photo of B & B Hotel Orlando International Drive Near Universal Newly Reno Pool
From$47
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Homewood Suites By Hilton Orlando-Nearest Universal Studios 5893 American Way, Orlando, FL 32819
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~10.19 miles southeast of Winter Garden
  • Has swimming 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.
  • Three Star Resort property
More Photos Photo of Homewood Suites By Hilton Orlando-Nearest Universal Studios Pool
From$95
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Orlando International Drive - Orlando 7276 International Dr., Orlando, FL 32819
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~10.20 miles southeast of Winter Garden
  • Includes a pool: Pool is open from Dusk 'til Dawn. Size: 250 square feet Outdoor pool
  • Economy Convention Center property
More Photos Pool image of Holiday Inn Express & Suites Orlando International Drive
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Orlando International Drive North : 5877 American Way 5877 American Way, Orlando, FL 32819
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~10.23 miles southeast of Winter Garden
  • Pool available: 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 hotel
More Photos Swimming pool at Hilton Garden Inn Orlando International Drive North
From$68
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Orlando Near Universal 5910 American Way, Orlando, FL 32819
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~10.27 miles southeast of Winter Garden
  • Pool available: FOR YOUR FITNESS AND RECREATION CONVENIENCE Fitness Room Pool
  • Affordable Downtown property
More Photos Photo of Home2 Suites by Hilton Orlando Near Universal Pool
From$69
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Orlando International Drive North Hotel 5859 American Way, Orlando, FL 32819
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~10.30 miles southeast of Winter Garden
  • Includes a pool: The exterior pool area is open from 8 am until 11 pm daily.
  • Expensive Suburban hotel
More Photos Swimming pool at 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
  • Has swimming pool: 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 7400 International Dr., Orlando, FL 32819
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~10.35 miles southeast of Winter Garden
  • Pool available: 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.
  • Three Star Resort hotel
More Photos Swimming pool at Coco Key Hotel & Water Resort
From$80
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Wyndham Garden Orlando Universal / I Drive : 5855 American Way 5855 American Way, Orlando, FL 32819
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~10.36 miles southeast of Winter Garden
  • Pool details: Outdoor pool open 9 AM-11 PM
  • Affordable Resort hotel
More Photos Photo of Wyndham Garden Orlando Universal / I Drive Pool
From$55
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Hilton Garden Inn Orlando I 4 Millenia Blvd Mall in Orlando 5058 Millenia Pl Dr., Orlando, FL 32839
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~10.42 miles southeast of Winter Garden
  • Pool details: Outdoor saline pool.
  • Three Star Highway hotel
More Photos Photo of Hilton Garden Inn Orlando I 4 Millenia Blvd Mall Pool
From$109
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La Quinta Inn by Wyndham Orlando International Drive North 5825 International Dr., Orlando, FL 32819
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~10.43 miles southeast of Winter Garden
  • Our hotel comes with a pool
  • 3-star Resort property
More Photos Swimming pool at La Quinta Inn by Wyndham Orlando International Drive North
From$45
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Rosen Inn International - Orlando 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
  • 3 star 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 7400 Canada Ave., Orlando, FL 32819
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~10.46 miles southeast of Winter Garden
  • Has swimming pool: 9:00 AM - 10:00 PM Cabanas rentals available
  • 4-star Convention Center hotel
More Photos Swimming pool at DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hot
From$100
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Westgate Palace Hotel / Universal / I Drive 6145 Carrier Dr., Orlando, FL 32819
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~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
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. 7299 Universal Blvd., Orlando, FL 32819
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~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!
  • 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
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~10.53 miles southeast of Winter Garden
  • Pool available: Outdoor heated pool open from 6am - 11:00pm
  • Low-priced Resort property
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 in hotel: Outdoor Pool. From 8:00 am to Sunset
  • Three Star Convention Center property
More Photos Photo of Baymont by Wyndham Orlando / International Dr / Universal Bouleva Pool
From$80
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The Point Hotel & Suites 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.
  • 3 star Convention Center property
More Photos Swimming pool at The Point Hotel & Suites
From$80
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Hampton Inn Orlando Near Universal Blv / International Dr - Orlando 7110 South Kirkman Rd., Orlando, FL 32819
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~10.61 miles southeast of Winter Garden
  • Pool in hotel: Outdoor pool and sun deck.
  • Three Star 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
  • Three Star 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 8250 Jamaican Court, Orlando, FL 32819
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~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
More Photos Pool image of Embassy Suites by Hilton Orlando International Dr ICON Park
From$98
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Mai Hana Hotel International Drive : 8222 Jamaican Court 8222 Jamaican Court, Orlando, FL 32819
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~10.68 miles southeast of Winter Garden
  • Includes a pool: Outdoor pool open from 9am-9pm
  • Midscale Convention Center hotel
More Photos Pool image of Mai Hana Hotel International Drive
From$70
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Hotel Landy Orlando Universal Blvd. a Tribute Portfolio™ Hotel 7800 Universal Blvd., Orlando, FL 32819
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~10.69 miles southeast of Winter Garden
  • Pool available: 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
  • Mid-scale Convention Center property
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. 7701 Universal Blvd., Orlando, FL 32819
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~10.72 miles southeast of Winter Garden
  • Pool details: Pool hours are from 9:00am to 10:00pm
  • 3-star Convention Center property
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 - Apopka 238 South Line Dr., Apopka, FL 32703
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~10.72 miles northeast of Winter Garden
  • Pool in hotel: Outdoor Pool is open from 9.00 am to 10.00 pm
  • Midscale Golf Course property
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
  • Has swimming pool: Hotel has an outdoor pool that is open daily from 9:00 AM - 10:00 PM
  • 3-star Resort hotel
More Photos Swimming pool at Grand Hotel Orlando at Universal Blvd - Shuttle to Theme Parks
From$52
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Quality Inn Orlando Near International Drive : 8342 Jamaican Court 8342 Jamaican Court, Orlando, FL 32819
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~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 8368 Jamaican Court, Orlando, FL 32819
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~10.85 miles southeast of Winter Garden
  • Pool available: Large outside pool with a large sun deck.
  • Mid-scale Convention Center hotel
More Photos Photo of Holiday Inn Orlando Int'l Drive Icon Pool
From$109
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Best Western Orlando International Drive - ICON Park Hotel in Orlando 8444 International Dr., Orlando, FL 32819
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~10.90 miles southeast of Winter Garden
  • Has a pool!
  • 3-star Convention Center hotel
More Photos Pool image of Best Western Orlando International Drive - ICON Park Hotel
From$52
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Hyatt Place Orlando / I-Drive / Convention Center 8741 International Dr. Orlando, Orlando, FL 32819
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~10.99 miles southeast of Winter Garden
  • Pool available: Hours: 6AM-10PM Outdoor
  • 3-star 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 in Orlando 2500 33rd St., Orlando, FL 32839
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~11.05 miles east of Winter Garden
  • Pool available: Outdoor pool is open from 7am to 10pm daily.
  • Low priced Highway hotel
More Photos Photo of Baymont by Wyndham Orlando North Millenia Pool
From$60
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