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 - Ocoee 11405 West Colonial Dr., Ocoee, FL 34761
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~2.43 miles east of Winter Garden
  • Has swimming pool: Outdoor Pool
  • Mid-scale Suburban hotel
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From$120 total
Average 3.0 /5 Recent Reviews Call BookMore Details
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Hampton Inn & Suites Clermont - Clermont 2200 State Rte 50, Clermont, FL 34711
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~7.88 miles west of Winter Garden
  • Has a pool!
  • 3-star Suburban hotel
More Photos Photo of Hampton Inn & Suites Clermont Pool
From$162 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Clermont - Clermont 1450 Champions Way, Clermont, FL 34711
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~8.06 miles west of Winter Garden
  • Includes a swimming pool
  • Midscale property
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From$96 total
Very Good 4.5 /5 Review Score 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 available: Outdoor Pool open from 8:00AM - 10:00PM
  • 3-star Suburban hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Clermont
From$96 total
Very Good 4.0 /5 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.
  • Luxury 5-star Highway hotel
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From$144 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Wingate by Wyndham Universal Studios & Convention - Orlando 5661 Windhover Dr., Orlando, FL 32819
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~9.49 miles southeast of Winter Garden
  • Pool in hotel: Outdoor Pool- Not Heated- open 10 am to 10 pm. 30,000 gallons.
  • Three Star Convention Center hotel
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From$84 total
Average 3.0 /5 Latest Reviews Call BookMore Details
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
  • Has swimming pool: Outdoor pool 9am to 9pm
  • Economy Rural property
More Photos Swimming pool at Spark by Hilton Orlando Near Universal
From$90 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Closest To Universal Orlando : 5621 Windhover Dr. 5621 Windhover Dr., Orlando, FL 32819
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~9.61 miles southeast of Winter Garden
  • Pool in hotel: 9am-10pm Daily
  • Three Star Downtown hotel
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From$72 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Clermont by Ihg 1810 South Highway 27, Clermont, FL 34711
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~9.62 miles west of Winter Garden
  • Includes a swimming pool
  • Mid-scale Rural property
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From$118 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Baymont by Wyndham Orlando Downtown in Orlando 3956 West Colonial Dr., Orlando, FL 32808
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~9.64 miles east of Winter Garden
  • Pool details: Our Outdoor pool is open from 9 AM to 8 PM daily.
  • Low Cost Downtown property
More Photos Pool image of Baymont by Wyndham Orlando Downtown
From$58 total
Average 3.0 /5 Reviews Call BookMore Details
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
  • Has swimming pool: Outdoor pool, open 7am-10pm.
  • 3-star Resort hotel
More Photos Pool image of Fairfield Inn & Suites Near Universal
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Best Western Plus Universal Inn - Orlando 5618 Vineland Rd., Orlando, FL 32819
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~9.75 miles southeast of Winter Garden
  • Includes a pool: 9 am - 10 pm, Outdoors
  • Midscale property
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From$69 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton at the Entrance To Universal Orlando in Orlando 5780 Major Blvd., Orlando, FL 32819
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~9.84 miles southeast of Winter Garden
  • Has a pool!
  • Four-star hotel
More Photos Photo of Doubletree by Hilton at the Entrance To Universal Orlando Pool
From$118 total
Very Good 4.0 /5 Reviews Call BookMore Details
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Holiday Inn Express & Suites Nearest Universal Orlando 5605 Major Blvd., Orlando, FL 32819
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~9.85 miles southeast of Winter Garden
  • Has swimming 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.
  • Midscale Suburban property
More Photos Pool image of Holiday Inn Express & Suites Nearest Universal Orlando
From$82 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Hotel & Suites at Universal Studios : 5905 South Kirkman Rd. 5905 South Kirkman Rd., Orlando, FL 32819
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~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)
  • Mid-scale Resort property
More Photos Swimming pool at Holiday Inn Hotel & Suites at Universal Studios
From$54 total
Average 3.5 /5 Reviews Call BookMore Details
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Comfort Suites Near Universal Orlando Resort 5617 Major Blvd., Orlando, FL 32819
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~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.
  • Mid-scale Resort property
More Photos Pool image of Comfort Suites Near Universal Orlando Resort
From$97 total
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Across Universal Orlando 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)
  • Three Star Resort hotel
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From$96 total
Average 3.0 /5 Recent 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 available: Outdoor Pool
  • 3-star Suburban hotel
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From$118 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Across From Universal Orlando Resort 5976 Caravan Court, Orlando, FL 32819
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~10.01 miles southeast of Winter Garden
  • Includes a pool: 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 Swimming pool at Hyatt Place Across From Universal Orlando Resort
From$120 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Inn & Suites Across From Universal Orlando Resort : 5829 Grand National Dr. 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 property
More Photos Photo of Clarion Inn & Suites Across From Universal Orlando Resort Pool
From$69 total
Very Good 4.0 /5 Guest 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
  • Has swimming pool: Open daily at 9am - 10pm Outdoor pool
  • 3-star Convention Center hotel
More Photos Pool image of Rosen Inn Nearest Universal Studios
From$66 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
B & B Hotel Orlando International Drive Near Universal 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.
  • Three Star Convention Center property
More Photos Photo of B & B Hotel Orlando International Drive Near Universal Pool
From$56 total
Very Good 4.3 /5 Hotel Reviews Call BookMore Details
Wyndham I Drive Avanti Resort & Conference Center 6515 International Dr., Orlando, FL 32819
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~10.15 miles southeast of Winter Garden
  • Includes a 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
  • Three Star Resort hotel
More Photos Swimming pool at Wyndham I Drive Avanti Resort & Conference Center
From$78 total
Very Good 4.0 /5 Reviews Call BookMore Details
Homewood Suites By Hilton Orlando-Nearest Universal Studios in Orlando 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$114 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Orlando International Drive in Orlando 7276 International Dr., Orlando, FL 32819
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~10.20 miles southeast of Winter Garden
  • Pool details: Pool is open from Dusk 'til Dawn. Size: 250 square feet Outdoor pool
  • Two-star Convention Center property
More Photos Pool image of Holiday Inn Express & Suites Orlando International Drive
From$72 total
Average 3.0 /5 Read 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
  • Includes a pool: FOR YOUR FITNESS AND RECREATION CONVENIENCE Fitness Room Pool
  • Midscale Downtown hotel
More Photos Swimming pool at Home2 Suites by Hilton Orlando Near Universal
From$82 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
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
  • Includes a pool: The exterior pool area is open from 8 am until 11 pm daily.
  • Four star Suburban hotel
More Photos Swimming pool at Orlando International Drive North Hotel
From$150 total
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Orlando Intl Dr N : 7448 North International Dr. 7448 North International Dr., Orlando, FL 32819
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~10.33 miles southeast of Winter Garden
  • Pool in hotel: Pool open from dawn to dusk.
  • 3-star Downtown hotel
More Photos Photo of Hampton Inn & Suites Orlando Intl Dr N Pool
From$128 total
Average 3.0 /5 Review Score Call BookMore Details
Coco Key Resort & Water Park Orlando - Orlando 7400 International Dr., Orlando, FL 32819
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~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.
  • Mid-scale Resort hotel
More Photos Swimming pool at Coco Key Resort & Water Park Orlando
From$82 total
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Wyndham Garden Orlando Universal / I Drive in Orlando 5855 American Way, Orlando, FL 32819
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~10.36 miles southeast of Winter Garden
  • Pool in hotel: Outdoor pool open 9 AM-11 PM
  • 3-star Resort hotel
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From$66 total
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Hilton Garden Inn Millenia Near Universal Orlando Resort - Orlando 5058 Millenia Pl Dr., Orlando, FL 32839
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~10.42 miles southeast of Winter Garden
  • Pool in hotel: Outdoor pool.
  • 3 star Highway property
More Photos Photo of Hilton Garden Inn Millenia Near Universal Orlando Resort Pool
From$130 total
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La Quinta Inn by Wyndham Orlando International Drive North in Orlando 5825 International Dr., Orlando, FL 32819
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~10.43 miles southeast of Winter Garden
  • Pool details: 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.
  • Midscale Resort hotel
More Photos Pool image of La Quinta Inn by Wyndham Orlando International Drive North
From$54 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Rosen Inn International 7600 International Dr., Orlando, FL 32819
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~10.44 miles southeast of Winter Garden
  • Has swimming pool: 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
More Photos Swimming pool at Rosen Inn International
From$60 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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
  • Has swimming pool: 9:00 AM - 10:00 PM Cabanas rentals available
  • Four star Convention Center property
More Photos Swimming pool at DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hot
From$120 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Westgate Palace Hotel / Universal / I Drive - Orlando 6145 Carrier Dr., Orlando, FL 32819
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~10.46 miles southeast of Winter Garden
  • Has swimming pool: 1 Outdoor Pool, 1 Children's Pool, 1 Spa Hot Tub
  • Four star Convention Center property
More Photos Swimming pool at Westgate Palace Hotel / Universal / I Drive
From$146 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Orlando Gateway Hotel 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!
  • Affordable Convention Center property
More Photos Swimming pool at Best Western Orlando Gateway Hotel
From$120 total
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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
  • Includes a pool: Outdoor heated pool open from 6am - 11:00pm
  • Low priced Resort hotel
More Photos Photo of City Express by Marriott Orlando International Drive Pool
From$66 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Baymont by Wyndham Orlando / International Dr / Universal Bouleva 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
  • Midscale Convention Center hotel
More Photos Swimming pool at Baymont by Wyndham Orlando / International Dr / Universal Bouleva
From$96 total
Average 3.0 /5 Recent Reviews 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
  • Has swimming pool: Outdoor pool and sun deck.
  • 3-star Convention Center hotel
More Photos Swimming pool at Hampton Inn Orlando Near Universal Blv / International Dr
From$94 total
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Orlando Apopka - 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
  • Midscale Suburban hotel
More Photos Pool image of Hampton Inn & Suites Orlando Apopka
From$118 total
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Embassy Suites by Hilton Orlando International Dr ICON Park : 8250 Jamaican Court 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
  • High-end Resort property
More Photos Photo of Embassy Suites by Hilton Orlando International Dr ICON Park Pool
From$117 total
Very Good 4.0 /5 Hotel Reviews 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
  • Pool details: Outdoor pool open from 9am-9pm
  • 3-star Convention Center hotel
More Photos Photo of Mai Hana Hotel International Drive Pool
From$84 total
Average 3.0 /5 Guest Reviews Call BookMore Details
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
  • Includes a 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
More Photos Swimming pool at Hotel Landy Orlando Universal Blvd. a Tribute Portfolio™ Hotel
From$94 total
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Spark by Hilton Universal Blvd. in 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 property
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From$96 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Orlando Apopka by IHG in Apopka 238 South Line Dr., Apopka, FL 32703
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~10.72 miles northeast of Winter Garden
  • Has swimming pool: Outdoor Pool is open from 9.00 am to 10.00 pm
  • Midscale Golf Course hotel
More Photos Swimming pool at Holiday Inn Express Hotel & Suites Orlando Apopka by IHG
From$118 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Grand Hotel Orlando at Universal Blvd Shuttle To Theme Parks : 7825 Universal Blvd. 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
  • Mid-scale Resort property
More Photos Photo of Grand Hotel Orlando at Universal Blvd Shuttle To Theme Parks Pool
From$62 total
Average 3.5 /5 Review Score Call BookMore Details
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 details: Dawn to Dusk
  • Affordable Convention Center hotel
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From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
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.
  • 3 star Convention Center hotel
More Photos Photo of Holiday Inn Orlando Int'l Drive Icon Pool
From$130 total
Average 3.0 /5 Recent Reviews Call BookMore Details
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
  • Mid-scale Convention Center hotel
More Photos Swimming pool at Best Western Orlando International Drive - ICON Park Hotel
From$62 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Orlando North Millenia 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.
  • Cheap Highway property
More Photos Swimming pool at Baymont by Wyndham Orlando North Millenia
From$72 total
Poor 2.0 /5 Read Reviews Call BookMore Details

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