Winter Park Hotels with Pools - Outdoor/Indoor Pools in Winter Park FL

Winter Park 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 Park, FL for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Winter Park Florida hotel and motel rooms for children. Review the list of Winter Park hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Winter Park Hotels with Outdoor or Indoor Pools

Comfort Suites Downtown Orlando 2416 North Orange Ave., Orlando, FL 32804
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~2.73 miles southwest of Winter Park
  • Pool details: Outdoor Heated, 9am - 9pm,
  • Three Star Downtown property
More Photos Swimming pool at Comfort Suites Downtown Orlando
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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Candlewood Suites Orlando North Winter Park by IHG 626a Lee Rd., Orlando, FL 32810
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~2.99 miles west of Winter Park
  • Pool in hotel: Open 24 hours Outdoor pool with large sundeck
  • 3 star Downtown property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Orlando North Winter Park by IHG 626b Lee Rd., Orlando, FL 32810
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~3.04 miles west of Winter Park
  • Pool in hotel: Outdoor pool with large sundeck
  • Two star Downtown property
More Photos Swimming pool at Holiday Inn Orlando North Winter Park by IHG
From$51
Average 3.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Hotel Orlando Downtown : 60 South Ivanhoe Blvd. 60 South Ivanhoe Blvd., Orlando, FL 32804
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~3.68 miles southwest of Winter Park
  • Pool in hotel: Pool access available from 8:00 AM to 10:00 PM
  • Four-star Downtown property
More Photos Photo of Doubletree by Hilton Hotel Orlando Downtown Pool
From$75
Average 3.5 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Orlando Maitland : 290 Southhall Lane 290 Southhall Lane, Maitland, FL 32751
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~3.81 miles northwest of Winter Park
  • Pool in hotel: Dawn to Dusk/Outside
  • Mid-scale Downtown hotel
More Photos Pool image of Homewood Suites by Hilton Orlando Maitland
From$107
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sheraton Orlando North 600 North Lake Destiny Rd., Maitland, FL 32751
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~3.84 miles northwest of Winter Park
  • Pool in hotel: Outdoor Pool with water feature and jacuzzi.
  • 3-star Suburban property
More Photos Swimming pool at Sheraton Orlando North
From$80
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Courtyard by Marriott Orlando Downtown in Orlando 730 North Magnolia Ave., Orlando, FL 32803
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~3.87 miles southwest of Winter Park
  • Pool details: 8:00AM-10PM Outdoor heated
  • Mid-scale Downtown property
More Photos Pool image of Courtyard by Marriott Orlando Downtown
From$110
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Orlando Downtown : 680 North Orange Ave. 680 North Orange Ave., Orlando, FL 32801
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~4.06 miles southwest of Winter Park
  • Pool available: 6am - 11pm Indoor Pool
  • 3-star Downtown property
More Photos Photo of Residence Inn by Marriott Orlando Downtown Pool
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Home2 Suites by Hilton Orlando Downtown : 401 B North Magnolia Ave. 401 B North Magnolia Ave., Orlando, FL 32801
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~4.22 miles southwest of Winter Park
  • Pool details: Rooftop Pool Deck open 8 AM to 10 PM
  • 3 star Downtown hotel
More Photos Swimming pool at Home2 Suites by Hilton Orlando Downtown
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Orlando Downtown in Orlando 401b North Magnolia Ave., Orlando, FL 32801
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~4.22 miles southwest of Winter Park
  • Pool in hotel: Rooftop Outdoor Pool Area
  • 3 star Downtown hotel
More Photos Pool image of Hilton Garden Inn Orlando Downtown
From$69
Very Good 4.0 /5 Review Score Call BookMore Details
Crowne Plaza Orlando Downtown 304 West Colonial Dr., Orlando, FL 32801
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~4.23 miles southwest of Winter Park
  • Pool in hotel: Outdoor heated pool & spa open from 7:00am to 11:00pm daily.
  • Midscale Downtown hotel
More Photos Photo of Crowne Plaza Orlando Downtown Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Orlando Altamonte Springs / Maitland - Orlando 1750 Pembrook Dr., Orlando, FL 32810
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~4.32 miles northwest of Winter Park
  • Includes a pool: Our outdoor heated pool ranges from 3-6ft of depth. Hours of operations are 7:00A.M.-10:00P.M.
  • Mid-scale Suburban property
More Photos Swimming pool at Courtyard by Marriott Orlando Altamonte Springs / Maitland
From$80
Average 3.0 /5 Reviews Call BookMore Details
Marriott Orlando Downtown - Orlando 400 West Livingston St., Orlando, FL 32801
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~4.54 miles southwest of Winter Park
  • Includes a pool: The pool will be open from sunrise to sunset. Our pool is an outdoor pool.
  • 3 star Downtown property
More Photos Photo of Marriott Orlando Downtown Pool
From$55
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Hilton Orlando / Altamonte Springs 350 Northlake Blvd., Altamonte Springs, FL 32701
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~4.76 miles northwest of Winter Park
  • Pool details: The Hilton Orlando/Altamonte Springs offers a beautiful outdoor heated pool and relaxation deck. The pool is open from 8AM-11PM daily.
  • Three Star Suburban hotel
More Photos Pool image of Hilton Orlando / Altamonte Springs
From$85
Average 3.5 /5 Hotel Reviews Call BookMore Details
Baymont by Wyndham Orlando East - Orlando 8750 East Colonial Dr., Orlando, FL 32817
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~4.88 miles east of Winter Park
  • Pool in hotel: Pool is open from 8am to 10 pm Monday-Thursday and 8am to 11 Friday-Sunday. Our pool is outdoors, conveniently located in the center of the property. Relax and soak up the sun one of our many lounge chairs. We also provide a cooking area for anyone for anyone who would like to BBQ.
  • 3 star Downtown property
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From$52
Average 3.0 /5 Review Score Call BookMore Details
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Grand Bohemian Orlando Autograph Collection in Orlando 325 South Orange Ave., Orlando, FL 32801
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~4.83 miles southwest of Winter Park
  • Includes a swimming pool
  • High-end Downtown property
More Photos Photo of Grand Bohemian Orlando Autograph Collection Pool
From$150
Average 3.0 /5 Review Score Call BookMore Details
Opal Hotel & Suites 230 West State Rd. 436, Altamonte Springs, FL 32714
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~5.20 miles northwest of Winter Park
  • Pool available: Conveniently located in the heart of Altamonte Springs within easy driving distance of Walt Disney World Resort Maitland Center and Downtown Orlando, Almonte Hotel and Suites boasts a two-story waterfall that cascades into our Olympic-size outdoor swimming pool.
  • Affordable Suburban property
More Photos Photo of Opal Hotel & Suites Pool
From$45
Poor 2.5 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Orlando Altamonte Springs 205 West State Rd. 436, Altamonte Springs, FL 32714
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~5.40 miles northwest of Winter Park
  • Pool details: Indoor pool
  • Mid-scale Suburban property
More Photos Photo of Springhill Suites by Marriott Orlando Altamonte Springs Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Residence Inn Orlando Altamonte Springs / Maitland - Altamonte Springs 270 Douglas Ave., Altamonte Springs, FL 32714
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~5.44 miles northwest of Winter Park
  • Pool in hotel: 9am-10pm Outdoor.
  • 3 star Suburban property
More Photos Swimming pool at Residence Inn Orlando Altamonte Springs / Maitland
From$94
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites Orlando Downtown in Orlando 51 Columbia St., Orlando, FL 32806
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~5.45 miles southwest of Winter Park
  • Pool available: Soak up the sun and create some splashing memories at our sparkling outdoor pool from dawn to dusk.
  • Three Star Downtown hotel
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From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Altamonte Springs Hotel & Suites 450 Douglas Ave., Altamonte Springs, FL 32714
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~5.69 miles northwest of Winter Park
  • We have a pool
  • Mid-scale Suburban hotel
More Photos Photo of Altamonte Springs Hotel & Suites Pool
From$40
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Baymont by Wyndham Orlando Downtown in Orlando 3956 West Colonial Dr., Orlando, FL 32808
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~6.31 miles southwest of Winter Park
  • Pool in hotel: Our Outdoor pool is open from 9 AM to 8 PM daily.
  • Low-priced Downtown property
More Photos Swimming pool at Baymont by Wyndham Orlando Downtown
From$49
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Orlando East / Ucf Area in Orlando 3420 Lake Lynda Dr., Orlando, FL 32817
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~7.07 miles east of Winter Park
  • Has swimming pool: Outdoor Pool Overlooking Lake Lynda, with patio featuring gas grills and a fire pit.
  • Three Star Suburban property
More Photos Pool image of Fairfield Inn & Suites by Marriott Orlando East / Ucf Area
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Orlando Downtown : Days Inn by Wyndham Orlando Downtown Days Inn by Wyndham Orlando Downtown, Orlando, FL 32839
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~7.24 miles southwest of Winter Park
  • Includes a pool: Outdoor pool open 10 am to 11 pm
  • Inexpensive Downtown hotel
More Photos Pool image of Days Inn by Wyndham Orlando Downtown
From$60
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Marriott Residence Inn Ucf / Orlando East in Orlando 11651 University Blvd., Orlando, FL 32817
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~7.33 miles east of Winter Park
  • We have a pool ready for use
  • Affordable property
More Photos Swimming pool at Marriott Residence Inn Ucf / Orlando East
From$159
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Hampton Inn & Suites East Orlando Ucf : 3450 Quadrangle Blvd. 3450 Quadrangle Blvd., Orlando, FL 32817
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~7.45 miles east of Winter Park
  • Pool details: Outdoor heated pool. 9:00AM - 10:00PM
  • 3-star Suburban property
More Photos Swimming pool at Hampton Inn & Suites East Orlando Ucf
From$99
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Towneplace Suites by Marriott Orlando Ucf : 11801 High Tech Ave. 11801 High Tech Ave., Orlando, FL 32817
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~7.55 miles east of Winter Park
  • Includes a pool: Outdoor heated pool open from 7am-11pm
  • 3-star Suburban property
More Photos Photo of Towneplace Suites by Marriott Orlando Ucf Pool
From$119
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard Marriott Orlando East Ucf 12000 Collegiate Way, Orlando, FL 32817
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~7.68 miles east of Winter Park
  • Pool in hotel: Outdoor, heated pool and hot tub 6am - 11pm
  • Affordable Suburban property
More Photos Swimming pool at Courtyard Marriott Orlando East Ucf
From$79
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DoubleTree by Hilton Hotel Orlando East - UCF Area - Orlando 12125 High Tech Ave., Orlando, FL 32817
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~7.76 miles east of Winter Park
  • Pool details: Outdoor Pool
  • Expensive Suburban hotel
More Photos Photo of DoubleTree by Hilton Hotel Orlando East - UCF Area Pool
From$69
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham Orlando North Millenia - Orlando 2500 33rd St., Orlando, FL 32839
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~7.88 miles southwest of Winter Park
  • Pool details: Outdoor pool is open from 7am to 10pm daily.
  • Economy Highway hotel
More Photos Photo of Baymont by Wyndham Orlando North Millenia Pool
From$60
Poor 2.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Orlando Ucf - Orlando 11805 Research Pkwy., Orlando, FL 32826
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~8.04 miles east of Winter Park
  • Has swimming pool: Outdoor swimming pool open from 9:00AM -9:00PM. Weather permitting.
  • Mid-scale Suburban hotel
More Photos Pool image of La Quinta Inn & Suites by Wyndham Orlando Ucf
From$80
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Homewood Suites by Hilton Orlando Ucf Area 3028 North Alafaya Trl, Orlando, FL 32826
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~8.05 miles east of Winter Park
  • Includes a pool: Dive into relaxation in our outdoor swimming pool. After an intense workout, soothe your sore muscles in the whirlpool. The pool area is open daily from 9:00 AM until 10:00 PM and is the largest hotel pool in the UCF area of Orlando! 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 Suburban property
More Photos Photo of Homewood Suites by Hilton Orlando Ucf Area Pool
From$99
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Quality Inn & Suites Orlando East Ucf Area : 11639 East Colonial Dr. 11639 East Colonial Dr., Orlando, FL 32817
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~8.15 miles east of Winter Park
  • Pool in hotel: Outdoor From 9 am to dusk
  • Three Star Airport property
More Photos Photo of Quality Inn & Suites Orlando East Ucf Area Pool
From$80
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Best Western Plus Orlando East- UCF Area 12101 Challenger Pkwy., Orlando, FL 32826
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~8.22 miles east of Winter Park
  • Includes a pool: Sparkling outdoor pool opened daily sunrise to sunset.
  • 3 star Suburban property
More Photos Pool image of Best Western Plus Orlando East- UCF Area
From$62
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Holiday Inn Orlando East Ucf Area - Orlando 1724 North Alafaya Trail, Orlando, FL 32826
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~8.24 miles east of Winter Park
  • Pool in hotel: Soak up some Florida Sun from our Outdoor Pool and seating area.
  • Mid-scale Suburban hotel
More Photos Swimming pool at Holiday Inn Orlando East Ucf Area
From$119
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Fairfield Inn & Suites Orlando at Millenia 3551 Millenia Blvd., Orlando, FL 32839
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~8.81 miles southwest of Winter Park
  • Includes a pool
  • 2 star Suburban property
More Photos Pool image of Fairfield Inn & Suites Orlando at Millenia
From$99
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Holiday Inn Express Hotel & Suites Orlando Apopka by IHG 238 South Line Dr., Apopka, FL 32703
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~8.88 miles northwest of Winter Park
  • Pool details: Outdoor Pool is open from 9.00 am to 10.00 pm
  • Mid-scale Golf Course hotel
More Photos Swimming pool at Holiday Inn Express Hotel & Suites Orlando Apopka by IHG
From$99
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Holiday Inn Express & Suites Orlando East Ucf - Orlando 12250 East Colonial Dr., Orlando, FL 32826
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~8.89 miles east of Winter Park
  • Includes a pool: Out door pool.
  • Three Star Suburban hotel
More Photos Swimming pool at Holiday Inn Express & Suites Orlando East Ucf
From$120
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Hampton Inn & Suites Orlando Apopka in Apopka 321 South Lake Cortez Dr., Apopka, FL 32703
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~8.98 miles northwest of Winter Park
  • Pool in hotel: 9 am - 10 pm Outdoor
  • 3 star Suburban property
More Photos Photo of Hampton Inn & Suites Orlando Apopka Pool
From$99
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Towneplace Suites by Marriott Orlando Airport 5530 Butler National Dr., Orlando, FL 32812
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~9.39 miles south of Winter Park
  • Pool details: Outdoor Pool
  • Affordable Airport hotel
More Photos Swimming pool at Towneplace Suites by Marriott Orlando Airport
From$79
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Wingate by Wyndham Orlando Airport - Orlando 5750 Hazeltine National Dr., Orlando, FL 32822
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~9.64 miles south of Winter Park
  • Includes a pool: Regular pool hours 10am- 10pm Pool is currently closed until further notice due to COVID19 restrictions
  • Midscale Airport property
More Photos Swimming pool at Wingate by Wyndham Orlando Airport
From$62
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Renaissance Orlando Airport Hotel 5445 Forbes Place, Orlando, FL 32812
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~9.69 miles south of Winter Park
  • Pool details: Pool outdoors 8am - 10pm hours open
  • 4-star Airport property
More Photos Swimming pool at Renaissance Orlando Airport Hotel
From$83
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Hyatt Place Orlando Airport 5435 Forbes Place, Orlando, FL 32812
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~9.69 miles south of Winter Park
  • Pool in hotel: Heated Outdoor Pool. Grab a towel and relax with the family at our year-round outdoor heated pool. Open daily from dawn till dusk, our Hyatt Place Orlando Airport oasis is the perfect place to let the kids splash around in the shallow end while you lounge with your favorite book or music of choice.
  • Midscale Airport property
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From$80
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Fairfield Inn Orlando Airport 7100 Augusta National Dr., Orlando, FL 32822
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~9.77 miles south of Winter Park
  • Pool in hotel: Outdoor
  • 3 star Airport property
More Photos Pool image of Fairfield Inn Orlando Airport
From$70
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Hampton Inn Orlando International Airport in Orlando 5767 T.g. Lee Blvd., Orlando, FL 32822
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~9.77 miles south of Winter Park
  • Includes a pool: Outdoor pool with large deck space, hours are 9:00 am to 10:00 pm daily.
  • Three Star Airport hotel
More Photos Swimming pool at Hampton Inn Orlando International Airport
From$99
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Holiday Inn Orlando International Airport 5750 T.g. Lee Blvd., Orlando, FL 32822
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~9.80 miles south of Winter Park
  • Pool available: Outdoor Heated Pool 6 am to 11 pm daily
  • Affordable Airport hotel
More Photos Pool image of Holiday Inn Orlando International Airport
From$64
Average 3.5 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Orlando Airport : 7155 North Frontage Rd. 7155 North Frontage Rd., Orlando, FL 32812
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~9.85 miles south of Winter Park
  • Has swimming pool
  • 3 star Airport property
More Photos Pool image of Courtyard by Marriott Orlando Airport
From$70
Very Good 4.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Orlando Airport North 7160 North Frontage Rd., Orlando, FL 32812
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~9.88 miles south of Winter Park
  • Pool available: Heated Pool and Jacuzzi, open dawn to dusk
  • Three Star Airport property
More Photos Photo of La Quinta Inn & Suites by Wyndham Orlando Airport North Pool
From$76
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Homewood Suites by Hilton Orlando Airport in Orlando 5425 Gateway Village Circle, Orlando, FL 32812
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~9.96 miles south of Winter Park
  • Has swimming pool: Outdoor pool open from sunrise to sunset. BBQ grilling area also available.
  • 3-star Airport property
More Photos Pool image of Homewood Suites by Hilton Orlando Airport
From$78
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Ramada Suites Orlando Airport : 7500 Augusta National Dr. 7500 Augusta National Dr., Orlando, FL 32822
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~10.08 miles south of Winter Park
  • Pool available: Regular pool hours from 10am to 10pm Pool is currently closed until further notice due to COVID19
  • Mid-scale Airport hotel
More Photos Swimming pool at Ramada Suites Orlando Airport
From$58
Very Good 4.0 /5 Review Score Call BookMore Details

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