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 in Orlando 2416 North Orange Ave., Orlando, FL 32804
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~2.73 miles southwest of Winter Park
  • Pool available: Outdoor Heated, 9am - 9pm,
  • Three Star Downtown hotel
More Photos Photo of Comfort Suites Downtown Orlando Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
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Candlewood Suites Orlando North Winter Park by IHG - Orlando 626a Lee Rd., Orlando, FL 32810
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~2.99 miles west of Winter Park
  • Pool available: Open 24 hours Outdoor pool with large sundeck
  • Affordable Downtown hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Orlando North Winter Park by IHG in Orlando 626b Lee Rd., Orlando, FL 32810
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~3.04 miles west of Winter Park
  • Pool available: Outdoor pool with large sundeck
  • Low Cost Downtown hotel
More Photos Pool image of Holiday Inn Orlando North Winter Park by IHG
From$51
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Doubletree by Hilton Hotel Orlando Downtown - Orlando 60 South Ivanhoe Blvd., Orlando, FL 32804
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~3.68 miles southwest of Winter Park
  • Pool details: Pool access available from 8:00 AM to 10:00 PM
  • High-end Downtown property
More Photos Photo of Doubletree by Hilton Hotel Orlando Downtown Pool
From$75
Average 3.5 /5 Recent 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
  • Has swimming pool: Dawn to Dusk/Outside
  • Affordable Downtown hotel
More Photos Swimming pool at Homewood Suites by Hilton Orlando Maitland
From$107
Very Good 4.0 /5 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 available: Outdoor Pool with water feature and jacuzzi.
  • Mid-scale Suburban hotel
More Photos Pool image of Sheraton Orlando North
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Orlando Downtown 730 North Magnolia Ave., Orlando, FL 32803
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~3.87 miles southwest of Winter Park
  • Pool in hotel: 8:00AM-10PM Outdoor heated
  • 3-star Downtown property
More Photos Swimming pool at 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., Orlando, FL 32801
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~4.06 miles southwest of Winter Park
  • Pool in hotel: 6am - 11pm Indoor Pool
  • 3-star Downtown hotel
More Photos Pool image of Residence Inn by Marriott Orlando Downtown
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Orlando Downtown : 401b North Magnolia Ave. 401b North Magnolia Ave., Orlando, FL 32801
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~4.22 miles southwest of Winter Park
  • Pool in hotel: Rooftop Pool Deck open 8 AM to 10 PM
  • Affordable Downtown property
More Photos Swimming pool at 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
  • Includes a pool: Outdoor heated pool & spa open from 7:00am to 11:00pm daily.
  • Three Star Downtown property
More Photos Photo of Crowne Plaza Orlando Downtown Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Orlando Altamonte Springs / Maitland in 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.
  • Three Star Suburban property
More Photos Photo of Courtyard by Marriott Orlando Altamonte Springs / Maitland Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Marriott Orlando Downtown 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 hotel
More Photos Swimming pool at Marriott Orlando Downtown
From$150
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Orlando / Altamonte Springs - Altamonte Springs 350 Northlake Blvd., Altamonte Springs, FL 32701
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~4.76 miles northwest of Winter Park
  • Pool available: The Hilton Orlando/Altamonte Springs offers a beautiful outdoor heated pool and relaxation deck. The pool is open from 8AM-11PM daily.
  • Mid-scale Suburban hotel
More Photos Photo of Hilton Orlando / Altamonte Springs Pool
From$85
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Grand Bohemian Orlando Autograph Collection 325 South Orange Ave., Orlando, FL 32801
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~4.83 miles southwest of Winter Park
  • Pool in hotel: Dawn to Dusk
  • Four-star Downtown hotel
More Photos Photo of Grand Bohemian Orlando Autograph Collection Pool
From$150
Average 3.0 /5 Review Score Call BookMore Details
Baymont by Wyndham Orlando East 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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Opal Hotel & Suites : 230 West State Rd. 436 230 West State Rd. 436, Altamonte Springs, FL 32714
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~5.20 miles northwest of Winter Park
  • Includes a pool: 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 hotel
More Photos Photo of Opal Hotel & Suites Pool
From$45
Poor 2.5 /5 Latest Reviews 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 available: Indoor pool
  • Mid-scale Suburban hotel
More Photos Swimming pool at Springhill Suites by Marriott Orlando Altamonte Springs
From$80
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Residence Inn Orlando Altamonte Springs / Maitland 270 Douglas Ave., Altamonte Springs, FL 32714
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~5.44 miles northwest of Winter Park
  • Has swimming pool: 9am-10pm Outdoor.
  • Three Star Suburban hotel
More Photos Swimming pool at Residence Inn Orlando Altamonte Springs / Maitland
From$94
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites Orlando Downtown 51 Columbia St., Orlando, FL 32806
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~5.45 miles southwest of Winter Park
  • Includes a pool: Soak up the sun and create some splashing memories at our sparkling outdoor pool from dawn to dusk.
  • 3 star Downtown hotel
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From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Altamonte Springs Hotel & Suites in Altamonte Springs 450 Douglas Ave., Altamonte Springs, FL 32714
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~5.69 miles northwest of Winter Park
  • Our hotel comes with a pool
  • Mid-scale Suburban property
More Photos Swimming pool at Altamonte Springs Hotel & Suites
From$40
Average 3.0 /5 Review Score Call BookMore Details
Baymont by Wyndham Orlando Downtown : 3956 West Colonial Dr. 3956 West Colonial Dr., Orlando, FL 32808
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~6.31 miles southwest of Winter Park
  • Pool available: Our Outdoor pool is open from 9 AM to 8 PM daily.
  • 2 star Downtown property
More Photos Swimming pool at Baymont by Wyndham Orlando Downtown
From$49
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Orlando East / Ucf Area 3420 Lake Lynda Dr., Orlando, FL 32817
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~7.07 miles east of Winter Park
  • Pool available: Outdoor Pool Overlooking Lake Lynda, with patio featuring gas grills and a fire pit.
  • Three Star Suburban property
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Orlando East / Ucf Area
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Home2 Suites Orlando Near Ucf : 3414 Technological Ave. 3414 Technological Ave., Orlando, FL 32817
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~7.19 miles east of Winter Park
  • Includes a pool: Our outdoor swimming pool is a heated saline pool and the hours are from 8a-10p dally, children under the age of 18 must be accompanied by an adult 21 or older at all times. Food/beverages are not permitted in the area as a safety precaution and there is no appointed lifeguard on duty
  • Affordable property
More Photos Photo of Home2 Suites Orlando Near Ucf Pool
From$105
Very Good 4.0 /5 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
  • Pool in hotel: Outdoor pool open 10 am to 11 pm
  • Two star Downtown property
More Photos Photo of Days Inn by Wyndham Orlando Downtown Pool
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Marriott Residence Inn Ucf / Orlando East - Orlando 11651 University Blvd., Orlando, FL 32817
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~7.33 miles east of Winter Park
  • Pool in hotel
  • Three Star property
More Photos Pool image of Marriott Residence Inn Ucf / Orlando East
From$159
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites East Orlando Ucf 3450 Quadrangle Blvd., Orlando, FL 32817
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~7.45 miles east of Winter Park
  • Includes a pool: Outdoor heated pool. 9:00AM - 10:00PM
  • Midscale Suburban hotel
More Photos Pool image of Hampton Inn & Suites East Orlando Ucf
From$99
Very Good 4.5 /5 Review Score Call BookMore Details
Towneplace Suites by Marriott Orlando Ucf - Orlando 11801 High Tech Ave., Orlando, FL 32817
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~7.55 miles east of Winter Park
  • Pool in hotel: Outdoor heated pool open from 7am-11pm
  • 3 star Suburban property
More Photos Pool image of Towneplace Suites by Marriott Orlando Ucf
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
  • Has swimming pool: Outdoor, heated pool and hot tub 6am - 11pm
  • Mid-scale Suburban hotel
More Photos Swimming pool at Courtyard Marriott Orlando East Ucf
From$79
Average 3.5 /5 Guest Reviews Call BookMore Details
DoubleTree by Hilton Hotel Orlando East - UCF Area 12125 High Tech Ave., Orlando, FL 32817
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~7.76 miles east of Winter Park
  • Has swimming pool: Outdoor Pool
  • High-end Suburban property
More Photos Swimming pool at DoubleTree by Hilton Hotel Orlando East - UCF Area
From$69
Very Good 4.0 /5 Review Score Call BookMore Details
Baymont by Wyndham Orlando North Millenia 2500 33rd St., Orlando, FL 32839
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~7.88 miles southwest of Winter Park
  • Pool available: Outdoor pool is open from 7am to 10pm daily.
  • Economy Highway property
More Photos Pool image of Baymont by Wyndham Orlando North Millenia
From$60
Poor 2.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Orlando Ucf 11805 Research Pkwy., Orlando, FL 32826
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~8.04 miles east of Winter Park
  • Includes a pool: Outdoor swimming pool open from 9:00AM -9:00PM. Weather permitting.
  • Affordable Suburban hotel
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Orlando Ucf
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Orlando Ucf Area : 3028 North Alafaya Trl 3028 North Alafaya Trl, Orlando, FL 32826
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~8.05 miles east of Winter Park
  • Pool details: 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.
  • Three Star Suburban hotel
More Photos Pool image of Homewood Suites by Hilton Orlando Ucf Area
From$99
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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 Photo of Best Western Plus Orlando East- UCF Area Pool
From$62
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Orlando East Ucf Area : 1724 North Alafaya Trail 1724 North Alafaya Trail, Orlando, FL 32826
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~8.24 miles east of Winter Park
  • Pool details: Soak up some Florida Sun from our Outdoor Pool and seating area.
  • 3 star Suburban property
More Photos Pool image of Holiday Inn Orlando East Ucf Area
From$119
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites Orlando at Millenia - Orlando 3551 Millenia Blvd., Orlando, FL 32839
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~8.81 miles southwest of Winter Park
  • Includes a pool
  • Low Cost Suburban hotel
More Photos Swimming pool at Fairfield Inn & Suites Orlando at Millenia
From$99
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Orlando Apopka by IHG - Apopka 238 South Line Dr., Apopka, FL 32703
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~8.88 miles northwest of Winter Park
  • Includes a pool: Outdoor Pool is open from 9.00 am to 10.00 pm
  • Mid-scale Golf Course property
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 in 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.
  • Affordable Suburban property
More Photos Pool image of Holiday Inn Express & Suites Orlando East Ucf
From$120
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Hampton Inn & Suites Orlando 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
  • Mid-scale Suburban hotel
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 in hotel: Outdoor Pool
  • Three Star Airport hotel
More Photos Pool image of 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
  • Pool available: Regular pool hours 10am- 10pm Pool is currently closed until further notice due to COVID19 restrictions
  • 3 star Airport hotel
More Photos Pool image of 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 in hotel: Pool outdoors 8am - 10pm hours open
  • 4 star Airport hotel
More Photos Photo of Renaissance Orlando Airport Hotel Pool
From$83
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Place Orlando Airport 5435 Forbes Place, Orlando, FL 32812
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~9.69 miles south of Winter Park
  • Includes a pool: 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.
  • 3-star Airport property
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From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn Orlando Airport in Orlando 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 hotel
More Photos Photo of Fairfield Inn Orlando Airport Pool
From$70
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Orlando International Airport 5767 T.g. Lee Blvd., Orlando, FL 32822
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~9.77 miles south of Winter Park
  • Pool available: Outdoor pool with large deck space, hours are 9:00 am to 10:00 pm daily.
  • Mid-scale Airport hotel
More Photos Photo of Hampton Inn Orlando International Airport Pool
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Country Inn & Suites by Radisson Orlando Airport Fl 5440 Forbes Pl, Orlando, FL 32812
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~9.78 miles south of Winter Park
  • Pool in hotel: Outdoor Pool and hot tub open from 11am-11pm
  • Low-priced Airport hotel
More Photos Photo of Country Inn & Suites by Radisson Orlando Airport Fl Pool
From$70
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Orlando International Airport - Orlando 5750 T.g. Lee Blvd., Orlando, FL 32822
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~9.80 miles south of Winter Park
  • Pool details: Outdoor Heated Pool 6 am to 11 pm daily
  • 3-star Airport hotel
More Photos Photo of Holiday Inn Orlando International Airport Pool
From$64
Average 3.5 /5 Review Score 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
  • We have a pool ready for use
  • Midscale Airport hotel
More Photos Pool image of Courtyard by Marriott Orlando Airport
From$70
Very Good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Orlando Airport North : 7160 North Frontage Rd. 7160 North Frontage Rd., Orlando, FL 32812
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~9.88 miles south of Winter Park
  • Includes a pool: Heated Pool and Jacuzzi, open dawn to dusk
  • Three Star Airport hotel
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 : 5425 Gateway Village Circle 5425 Gateway Village Circle, Orlando, FL 32812
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~9.96 miles south of Winter Park
  • Pool details: Outdoor pool open from sunrise to sunset. BBQ grilling area also available.
  • Mid-scale 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
  • Has swimming pool: Regular pool hours from 10am to 10pm Pool is currently closed until further notice due to COVID19
  • 3 star Airport hotel
More Photos Photo of Ramada Suites Orlando Airport Pool
From$58
Very Good 4.0 /5 Hotel Reviews Call BookMore Details

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