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 in hotel: Outdoor Pool
  • 3 star Suburban property
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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
  • Our hotel comes with a pool
  • 3-star Suburban property
More Photos Photo of Fairfield Inn & Suites Orlando Ocoee Pool
From$119
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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
  • Has swimming pool
  • 3 star Suburban hotel
More Photos Pool image of Hampton Inn & Suites Clermont
From$135
Very Good 4.0 /5 Reviews Call BookMore Details
Home2 Suites by Hilton Clermont : 1450 Champions Way 1450 Champions Way, Clermont, FL 34711
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~8.06 miles west of Winter Garden
  • Includes a swimming pool
  • 3-star hotel
More Photos Pool image of Home2 Suites by Hilton Clermont
From$80
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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
  • Includes a pool: Outdoor Pool open from 8:00AM - 10:00PM
  • Affordable Suburban hotel
More Photos Photo of Fairfield Inn & Suites by Marriott Clermont Pool
From$80
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Staybridge Suites Clermont Southeast 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.
  • Luxurious 5-star Highway hotel
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From$120
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Wingate by Wyndham Universal Studios & Convention - Orlando 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.
  • Mid-scale Convention Center hotel
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From$70
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Spark by Hilton Orlando Near Universal - Orlando 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 hotel
More Photos Swimming pool at Spark by Hilton Orlando Near Universal
From$75
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Holiday Inn Express Clermont by Ihg in Clermont 1810 South Highway 27, Clermont, FL 34711
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~9.62 miles west of Winter Garden
  • Includes a pool
  • Mid-scale Rural hotel
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From$99
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Baymont by Wyndham Orlando Downtown 3956 West Colonial Dr., Orlando, FL 32808
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~9.64 miles east of Winter Garden
  • Has swimming pool: Our Outdoor pool is open from 9 AM to 8 PM daily.
  • Two star Downtown hotel
More Photos Swimming pool at Baymont by Wyndham Orlando Downtown
From$49
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Fairfield Inn & Suites Near Universal : 5614 Vineland Rd. 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.
  • 3-star Resort hotel
More Photos Swimming pool at Fairfield Inn & Suites Near Universal
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Plus Universal Inn in Orlando 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$58
Very Good 4.0 /5 Recent 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 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 property
More Photos Swimming pool at Holiday Inn Express & Suites Nearest Universal Orlando
From$69
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Holiday Inn Hotel & Suites at Universal Studios in 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 hotel
More Photos Swimming pool at Holiday Inn Hotel & Suites at Universal Studios
From$45
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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
  • 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 Pool image of Comfort Suites Near Universal Orlando Resort
From$81
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Courtyard by Marriott Across Universal Orlando 5916 Caravan Court, Orlando, FL 32819
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~9.99 miles southeast of Winter Garden
  • Pool available: Open 9 a.m. to 9 p.m. Tropical, 55,890 gallons Outdoor (heated during winter months)
  • Mid-scale Resort property
More Photos Swimming pool at Courtyard by Marriott Across Universal Orlando
From$80
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Hyatt House Across From Universal Orlando 5940 Caravan Court, Orlando, FL 32819
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~10.01 miles southeast of Winter Garden
  • Pool available: Outdoor Pool
  • Affordable Suburban property
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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 property
More Photos Swimming pool at Hyatt Place Across From Universal Orlando Resort
From$100
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Clarion Inn & Suites Across From Universal Orlando Resort - Orlando 5829 Grand National Dr., Orlando, FL 32819
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~10.03 miles southeast of Winter Garden
  • Includes a 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.
  • Affordable Resort property
More Photos Swimming pool at Clarion Inn & Suites Across From Universal Orlando Resort
From$58
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Rosen Inn Nearest Universal Studios - Orlando 6327 International Dr., Orlando, FL 32819
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~10.12 miles southeast of Winter Garden
  • Pool details: Open daily at 9am - 10pm Outdoor pool
  • 3 star Convention Center property
More Photos Pool image of 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 - Orlando 6323 International Dr., Orlando, FL 32819
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~10.13 miles southeast of Winter Garden
  • Pool details: Yes, we have a pool.
  • Low Cost Convention Center property
More Photos Pool image of B & B Hotel Orlando International Drive Near Universal
From$47
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Wyndham I Drive Avanti Resort & Conference Center in Orlando 6515 International Dr., Orlando, FL 32819
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~10.15 miles southeast of Winter Garden
  • Has swimming pool: Soak up the sun at our Orlando resort with pool. Surrounded by lush palm trees, our brand-new outdoor pool features a whirlpool spa, kids' splash pad, and majestic fountains. With access to the Lobby Bar and lots of comfy patio seating, you'll love spending all day here. Plan your next poolside event at Wyndham I Drive Avanti Resort & Conference Center. The hotel's relaxed, tropical ambiance makes it the perfect setting for any social gathering. Your guests can enjoy al fresco dining on the Lobby Bar's sun deck, take a swim in our grand pool, or just relax by the water with a signature cocktail. Tropical setting | Fountains | Children's splash pad | Whirlpool
  • Midscale Resort property
More Photos Swimming pool at Wyndham I Drive Avanti Resort & Conference Center
From$65
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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
  • 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
More Photos Swimming pool at Homewood Suites By Hilton Orlando-Nearest Universal Studios
From$95
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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
  • Pool in hotel: Pool is open from Dusk 'til Dawn. Size: 250 square feet Outdoor pool
  • Low Cost 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 in Orlando 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 hotel
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 5859 American Way, Orlando, FL 32819
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~10.30 miles southeast of Winter Garden
  • Pool available: The exterior pool area is open from 8 am until 11 pm daily.
  • High-end Suburban hotel
More Photos Pool image of Orlando International Drive North Hotel
From$125
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Hampton Inn & Suites Orlando Intl Dr N - Orlando 7448 North International Dr., Orlando, FL 32819
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~10.33 miles southeast of Winter Garden
  • Pool available: Pool open from dawn to dusk.
  • 3-star Downtown property
More Photos Swimming pool at Hampton Inn & Suites Orlando Intl Dr N
From$107
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Coco Key Resort & Water Park Orlando in Orlando 7400 International Dr., Orlando, FL 32819
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~10.35 miles southeast of Winter Garden
  • Has swimming 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.
  • Mid-scale Resort hotel
More Photos Photo of Coco Key Resort & Water Park Orlando Pool
From$69
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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
  • Pool details: Outdoor pool open 9 AM-11 PM
  • 3 star Resort property
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 in hotel: Outdoor saline pool.
  • Three Star Highway hotel
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 : 5825 International Dr. 5825 International Dr., Orlando, FL 32819
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~10.43 miles southeast of Winter Garden
  • Pool in hotel: Take a refreshing dip or unwind under the Florida sun at our outdoor pool, open daily from 8:00 AM to 10:00 PM. Whether you're starting your morning with a swim or relaxing after a busy day of meetings, conventions, or exploring Orlando, our pool offers the perfect place to recharge.
  • Mid-scale Resort property
More Photos Photo of La Quinta Inn by Wyndham Orlando International Drive North Pool
From$45
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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
  • Mid-scale Convention Center hotel
More Photos Swimming pool at Rosen Inn International
From$50
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DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hot - Orlando 7400 Canada Ave., Orlando, FL 32819
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~10.46 miles southeast of Winter Garden
  • Pool in hotel: 9:00 AM - 10:00 PM Cabanas rentals available
  • 4-star Convention Center property
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 details: 1 Outdoor Pool, 1 Children's Pool, 1 Spa Hot Tub
  • Expensive Convention Center hotel
More Photos Swimming pool at 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
  • 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!
  • Midscale 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 in hotel: Outdoor heated pool open from 6am - 11:00pm
  • 2 star Resort hotel
More Photos Photo of City Express by Marriott Orlando International Drive Pool
From$55
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Baymont by Wyndham Orlando / International Dr / Universal Bouleva in Orlando 7531 Canada Ave., Orlando, FL 32819
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~10.59 miles southeast of Winter Garden
  • Includes a pool: Outdoor Pool. From 8:00 am to Sunset
  • Three Star Convention Center property
More Photos Pool image of Baymont by Wyndham Orlando / International Dr / Universal Bouleva
From$80
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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
  • Has swimming pool: Outdoor pool and sun deck.
  • Affordable Convention Center property
More Photos Pool image of Hampton Inn Orlando Near Universal Blv / International Dr
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
  • Has swimming pool: 9 am - 10 pm Outdoor
  • Affordable Suburban property
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
  • Pool available: 7am-11pm 30,000 gallons half indoor and half outdoor Indoor Jacuzzi
  • Four-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 in Orlando 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 hotel
More Photos Photo of Mai Hana Hotel International Drive Pool
From$70
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Hotel Landy Orlando Universal Blvd. a Tribute Portfolio™ Hotel : 7800 Universal Blvd. 7800 Universal Blvd., Orlando, FL 32819
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~10.69 miles southeast of Winter Garden
  • Pool details: 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 Swimming pool at 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
  • Pool details: Pool hours are from 9:00am to 10:00pm
  • Affordable Convention Center property
More Photos Photo of Spark by Hilton Universal Blvd. Pool
From$80
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Holiday Inn Express Hotel & Suites Orlando Apopka by IHG 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
  • Three Star Golf Course property
More Photos Pool image of 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 - Orlando 7825 Universal Blvd., Orlando, FL 32819
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~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
  • 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
  • Pool available: Dawn to Dusk
  • Three Star Convention Center hotel
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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 details: Large outside pool with a large sun deck.
  • 3 star Convention Center property
More Photos Swimming pool at 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
  • Has swimming pool
  • Midscale Convention Center hotel
More Photos Swimming pool at Best Western Orlando International Drive - ICON Park Hotel
From$52
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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.
  • Two-star Highway property
More Photos Photo of Baymont by Wyndham Orlando North Millenia Pool
From$60
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Avanti International Resort : 8738 International Dr. 8738 International Dr., Orlando, FL 32819
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~11.11 miles southeast of Winter Garden
  • Includes a pool: --- ENJOY THE POOL VIEW: Swim laps and refresh yourself in the oversized swimming pool after a long day of meetings. Relax in the hot tub, or play beach volleyball and shuffleboard. Special events feature live music. Relax at the poolside bar, sipping on a piña colada while your little one splashes in the kid-friendly pool. With convenient access to our fitness center, you can easily stick to your workout routine during your stay or play popular arcade-style single- and multi-player games. The Café & Marketplace offers sit-down dining for breakfast, lunch, and dinner or enjoy the convenience of in-room dining by ordering room service. Try our pancakes or breakfast burritos in the morning, as well as burgers, seafood, tacos, and salads for lunch and dinner. Our kids’ menu will please even the pickiest palates.
  • 3-star Resort property
More Photos Photo of Avanti International Resort Pool
From$80
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