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 in hotel: Outdoor Heated, 9am - 9pm,
  • Three Star Downtown property
More Photos Swimming pool at Comfort Suites Downtown Orlando
From$80
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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
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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
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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
  • Includes a pool: 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
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Homewood Suites by Hilton Orlando-Maitland in Maitland 290 Southhall Lane, Maitland, FL 32751
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~3.81 miles northwest of Winter Park
  • Pool details: Dawn to Dusk/Outside
  • Mid-scale Downtown hotel
More Photos Photo of Homewood Suites by Hilton Orlando-Maitland Pool
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 details: Outdoor Pool with water feature and jacuzzi.
  • 3 star Suburban hotel
More Photos Swimming pool at Sheraton Orlando North
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Orlando Downtown in Orlando 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 Review Score Call BookMore Details
Hilton Garden Inn Orlando Downtown in Orlando 401 a North Magnolia Ave., Orlando, FL 32801
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~4.22 miles southwest of Winter Park
  • Includes a pool: Rooftop Outdoor Pool Area
  • Mid-scale Downtown hotel
More Photos Photo of Hilton Garden Inn Orlando Downtown Pool
From$69
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Crowne Plaza Orlando Downtown in Orlando 304 West Colonial Dr., Orlando, FL 32801
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~4.23 miles southwest of Winter Park
  • Pool available: Outdoor heated pool & spa open from 7:00am to 11:00pm daily.
  • Midscale Downtown hotel
More Photos Swimming pool at Crowne Plaza Orlando Downtown
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Orlando Altamonte Springs / Maitland 1750 Pembrook Dr., Orlando, FL 32810
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~4.32 miles northwest of Winter Park
  • Pool in hotel: Our outdoor heated pool ranges from 3-6ft of depth. Hours of operations are 7:00A.M.-10:00P.M.
  • Affordable 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 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.
  • Three Star Downtown property
More Photos Swimming pool at Marriott Orlando Downtown
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
  • Includes a pool: 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 property
More Photos Photo of Hilton Orlando / Altamonte Springs Pool
From$85
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Baymont by Wyndham Orlando East 8750 East Colonial Dr., Orlando, FL 32817
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~4.88 miles east of Winter Park
  • Has swimming pool: 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.
  • Midscale Downtown property
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From$52
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Aloft Orlando Downtown - Orlando 500 South Orange Ave., Orlando, FL 32801
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~4.96 miles southwest of Winter Park
  • Has swimming pool: Stay active and unwind with access to our splash outdoor pool, open daily from 8:00 AM to 10:00 PM. The pool area gets plenty of sun throughout the day, making it the perfect spot to lounge, relax, and soak up the Orlando sunshine.
  • Midscale Downtown hotel
More Photos Photo of Aloft Orlando Downtown Pool
From$88
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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
  • 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.
  • Mid-scale Suburban property
More Photos Swimming pool at Opal Hotel & Suites
From$45
Poor 2.5 /5 Review Score Call BookMore Details
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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
  • Has swimming pool: Indoor pool
  • Midscale Suburban hotel
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
  • Includes a pool: 9am-10pm Outdoor.
  • 3-star Suburban property
More Photos Photo of Residence Inn Orlando Altamonte Springs / Maitland Pool
From$94
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Towneplace Suites Orlando Downtown 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.
  • 3 star Downtown property
More Photos hotel room
From$80
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Altamonte Springs Hotel & Suites 450 Douglas Ave., Altamonte Springs, FL 32714
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~5.69 miles northwest of Winter Park
  • Pool in hotel
  • Affordable Suburban hotel
More Photos Photo of Altamonte Springs Hotel & Suites Pool
From$40
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Baymont by Wyndham Orlando Downtown 3956 West Colonial Dr., Orlando, FL 32808
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~6.31 miles southwest of Winter Park
  • Includes a pool: Our Outdoor pool is open from 9 AM to 8 PM daily.
  • Inexpensive Downtown hotel
More Photos Pool image of Baymont by Wyndham Orlando Downtown
From$49
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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.
  • 3-star Suburban property
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Orlando East / Ucf Area
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Orlando Downtown in Orlando Days Inn by Wyndham Orlando Downtown, Orlando, FL 32839
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~7.24 miles southwest of Winter Park
  • Pool available: Outdoor pool open 10 am to 11 pm
  • Low Cost Downtown hotel
More Photos Photo of Days Inn by Wyndham Orlando Downtown Pool
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Marriott Residence Inn Ucf / Orlando East 11651 University Blvd., Orlando, FL 32817
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~7.33 miles east of Winter Park
  • Our hotel comes with a pool
  • 3-star property
More Photos Swimming pool at Marriott Residence Inn Ucf / Orlando East
From$159
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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
  • Includes a pool: Outdoor heated pool. 9:00AM - 10:00PM
  • Affordable Suburban hotel
More Photos Photo of Hampton Inn & Suites East Orlando Ucf Pool
From$99
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Towneplace Suites by Marriott Orlando Ucf in Orlando 11801 High Tech Ave., Orlando, FL 32817
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~7.55 miles east of Winter Park
  • Pool details: Outdoor heated pool open from 7am-11pm
  • Three Star Suburban hotel
More Photos Photo of Towneplace Suites by Marriott Orlando Ucf Pool
From$119
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard Marriott Orlando East Ucf in Orlando 12000 Collegiate Way, Orlando, FL 32817
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~7.68 miles east of Winter Park
  • Pool details: Outdoor, heated pool and hot tub 6am - 11pm
  • Mid-scale Suburban hotel
More Photos Swimming pool at Courtyard Marriott Orlando East Ucf
From$79
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DoubleTree by Hilton Hotel Orlando East - UCF Area in Orlando 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 hotel
More Photos Swimming pool at DoubleTree by Hilton Hotel Orlando East - UCF Area
From$69
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham Orlando North Millenia : 2500 33rd St. 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 hotel
More Photos Pool image of Baymont by Wyndham Orlando North Millenia
From$60
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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.
  • 3 star Suburban property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Orlando Ucf
From$80
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Homewood Suites by Hilton Orlando Ucf Area - Orlando 3028 North Alafaya Trl, Orlando, FL 32826
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~8.05 miles east of Winter Park
  • Pool in hotel: 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 hotel
More Photos Swimming pool at Homewood Suites by Hilton Orlando Ucf Area
From$99
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Quality Inn & Suites Orlando East Ucf Area - Orlando 11639 East Colonial Dr., Orlando, FL 32817
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~8.15 miles east of Winter Park
  • Has swimming pool: Outdoor From 9 am to dusk
  • Midscale Airport hotel
More Photos Pool image of Quality Inn & Suites Orlando East Ucf Area
From$80
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Best Western Plus Orlando East- UCF Area in Orlando 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 hotel
More Photos Swimming pool at 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
  • Has swimming pool: Soak up some Florida Sun from our Outdoor Pool and seating area.
  • Affordable Suburban property
More Photos Swimming pool at Holiday Inn Orlando East Ucf Area
From$80
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Fairfield Inn & Suites Orlando at Millenia - Orlando 3551 Millenia Blvd., Orlando, FL 32839
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~8.81 miles southwest of Winter Park
  • With a pool!
  • 2 star Suburban property
More Photos Photo of Fairfield Inn & Suites Orlando at Millenia Pool
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 available: Outdoor Pool is open from 9.00 am to 10.00 pm
  • Midscale Golf Course property
More Photos Photo of Holiday Inn Express Hotel & Suites Orlando Apopka by IHG Pool
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
  • Pool in hotel: Out door pool.
  • 3 star Suburban hotel
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
  • 3-star Suburban property
More Photos Swimming pool at Hampton Inn & Suites Orlando Apopka
From$99
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Towneplace Suites by Marriott Orlando Airport : 5530 Butler National Dr. 5530 Butler National Dr., Orlando, FL 32812
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~9.39 miles south of Winter Park
  • Pool details: Outdoor Pool
  • Affordable Airport property
More Photos Photo of Towneplace Suites by Marriott Orlando Airport Pool
From$79
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Wingate by Wyndham Orlando Airport in Orlando 5750 Hazeltine National Dr., Orlando, FL 32822
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~9.64 miles south of Winter Park
  • Has swimming pool: Regular pool hours 10am- 10pm Pool is currently closed until further notice due to COVID19 restrictions
  • Mid-scale Airport property
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
  • Has swimming pool: Pool outdoors 8am - 10pm hours open
  • 4 star Airport property
More Photos Pool image of Renaissance Orlando Airport Hotel
From$83
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Hyatt Place Orlando Airport in Orlando 5435 Forbes Place, Orlando, FL 32812
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~9.69 miles south of Winter Park
  • Pool details: 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.
  • Mid-scale Airport property
More Photos Photo of Hyatt Place Orlando Airport Pool
From$80
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Fairfield Inn Orlando Airport : 7100 Augusta National Dr. 7100 Augusta National Dr., Orlando, FL 32822
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~9.77 miles south of Winter Park
  • Has swimming pool: Outdoor
  • Affordable Airport property
More Photos Pool image of Fairfield Inn Orlando Airport
From$70
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Holiday Inn Orlando International Airport : 5750 T.g. Lee Blvd. 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
  • Midscale Airport hotel
More Photos Photo of Holiday Inn Orlando International Airport Pool
From$64
Average 3.5 /5 Latest 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
  • Mid-scale Airport property
More Photos Swimming pool at Courtyard by Marriott Orlando Airport
From$70
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La Quinta Inn & Suites by Wyndham Orlando Airport North in Orlando 7160 North Frontage Rd., Orlando, FL 32812
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~9.88 miles south of Winter Park
  • Pool details: Heated Pool and Jacuzzi, open dawn to dusk
  • 3-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 5425 Gateway Village Circle, Orlando, FL 32812
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~9.96 miles south of Winter Park
  • Includes a pool: Outdoor pool open from sunrise to sunset. BBQ grilling area also available.
  • Mid-scale Airport hotel
More Photos Swimming pool at Homewood Suites by Hilton Orlando Airport
From$78
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Ramada Suites Orlando Airport in Orlando 7500 Augusta National Dr., Orlando, FL 32822
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~10.08 miles south of Winter Park
  • Pool in hotel: Regular pool hours from 10am to 10pm Pool is currently closed until further notice due to COVID19
  • 3 star Airport hotel
More Photos Swimming pool at Ramada Suites Orlando Airport
From$58
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Candlewood Suites Lake Mary An Ihg Hotel 1130 Greenwood Blvd., Lake Mary, FL 32746
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~10.11 miles north of Winter Park
  • Pool in hotel: Outdoor pool with gazebo and 2 gas grills . Pool closes at 10pm
  • Affordable Downtown property
More Photos Pool image of Candlewood Suites Lake Mary An Ihg Hotel
From$55
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Sheraton Suites Orlando Airport - Orlando 7550 Augusta National Dr., Orlando, FL 32822
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~10.12 miles south of Winter Park
  • Pool available: Half Indoor and Outdoor Heated Pool open from 6:00am-11:00pm. Pool is 1,375sq.ft. Our Jacuzzi is on the indoor portion of the pool deck also open from 6:00am-11:00pm.
  • Four-star Airport hotel
More Photos Photo of Sheraton Suites Orlando Airport Pool
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Marriott Orlando Airport Lakeside - Orlando 7499 Augusta National Dr., Orlando, FL 32822
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~10.13 miles south of Winter Park
  • Includes a swimming pool
  • Four-star Airport property
More Photos Pool image of Marriott Orlando Airport Lakeside
From$99
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