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 - Orlando 2416 North Orange Ave., Orlando, FL 32804 Call ~2.73 miles southwest of Winter Park
  • Has swimming pool: Outdoor Heated, 9am - 9pm,
  • 3 star Downtown property
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From$80
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Candlewood Suites Orlando North Winter Park by IHG - Orlando 626a Lee Rd., Orlando, FL 32810 Call ~2.99 miles west of Winter Park
  • Pool details: Open 24 hours Outdoor pool with large sundeck
  • Mid-scale Downtown hotel
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From$80
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Holiday Inn Orlando North Winter Park by IHG : 626b Lee Rd. 626b Lee Rd., Orlando, FL 32810 Call ~3.04 miles west of Winter Park
  • Pool in hotel: Outdoor pool with large sundeck
  • 2 star Downtown property
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From$51
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Doubletree by Hilton Hotel Orlando Downtown 60 South Ivanhoe Blvd., Orlando, FL 32804 Call ~3.68 miles southwest of Winter Park
  • Pool in hotel: Pool access available from 8:00 AM to 10:00 PM
  • Expensive Downtown hotel
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From$75
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Homewood Suites by Hilton Orlando-Maitland in Maitland 290 Southhall Lane, Maitland, FL 32751 Call ~3.81 miles northwest of Winter Park
  • Pool in hotel: Dawn to Dusk/Outside
  • 3 star Downtown property
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From$107
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Sheraton Orlando North in Maitland 600 North Lake Destiny Rd., Maitland, FL 32751 Call ~3.84 miles northwest of Winter Park
  • Pool in hotel: Outdoor Pool with water feature and jacuzzi.
  • Affordable Suburban hotel
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From$80
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Residence Inn by Marriott Orlando Downtown 680 North Orange Ave., Orlando, FL 32801 Call ~4.06 miles southwest of Winter Park
  • Has swimming pool: 6am - 11pm Indoor Pool
  • Affordable Downtown property
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From$109
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Hilton Garden Inn Orlando Downtown 401 a North Magnolia Ave., Orlando, FL 32801 Call ~4.22 miles southwest of Winter Park
  • Pool available: Rooftop Outdoor Pool Area
  • 3 star Downtown hotel
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From$69
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Crowne Plaza Orlando Downtown 304 West Colonial Dr., Orlando, FL 32801 Call ~4.23 miles southwest of Winter Park
  • Pool available: Outdoor heated pool & spa open from 7:00am to 11:00pm daily.
  • Mid-scale Downtown hotel
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From$80
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Courtyard by Marriott Orlando Altamonte Springs / Maitland - Orlando 1750 Pembrook Dr., Orlando, FL 32810 Call ~4.32 miles northwest of Winter Park
  • Pool available: Our outdoor heated pool ranges from 3-6ft of depth. Hours of operations are 7:00A.M.-10:00P.M.
  • 3-star Suburban hotel
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From$80
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Marriott Orlando Downtown 400 West Livingston St., Orlando, FL 32801 Call ~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
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From$55
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Hilton Orlando / Altamonte Springs - Altamonte Springs 350 Northlake Blvd., Altamonte Springs, FL 32701 Call ~4.76 miles northwest of Winter Park
  • Has swimming pool: 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 property
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From$85
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Baymont by Wyndham Orlando East : 8750 East Colonial Dr. 8750 East Colonial Dr., Orlando, FL 32817 Call ~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.
  • Mid-scale Downtown hotel
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From$52
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Aloft Orlando Downtown 500 South Orange Ave., Orlando, FL 32801 Call ~4.96 miles southwest of Winter Park
  • Includes a 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.
  • 3 star Downtown hotel
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From$88
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Opal Hotel & Suites 230 West State Rd. 436, Altamonte Springs, FL 32714 Call ~5.20 miles northwest of Winter Park
  • Pool in hotel: 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
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From$45
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Springhill Suites by Marriott Orlando Altamonte Springs : 205 West State Rd. 436 205 West State Rd. 436, Altamonte Springs, FL 32714 Call ~5.40 miles northwest of Winter Park
  • Pool details: Indoor pool
  • Midscale Suburban hotel
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From$80
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Residence Inn Orlando Altamonte Springs / Maitland : 270 Douglas Ave. 270 Douglas Ave., Altamonte Springs, FL 32714 Call ~5.44 miles northwest of Winter Park
  • Has swimming pool: 9am-10pm Outdoor.
  • Midscale Suburban property
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From$94
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Towneplace Suites Orlando Downtown in Orlando 51 Columbia St., Orlando, FL 32806 Call ~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.
  • Affordable Downtown hotel
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From$80
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Altamonte Springs Hotel & Suites in Altamonte Springs 450 Douglas Ave., Altamonte Springs, FL 32714 Call ~5.69 miles northwest of Winter Park
  • We have a pool ready for use
  • Midscale Suburban property
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From$40
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Baymont by Wyndham Orlando Downtown 3956 West Colonial Dr., Orlando, FL 32808 Call ~6.31 miles southwest of Winter Park
  • Pool details: Our Outdoor pool is open from 9 AM to 8 PM daily.
  • Two star Downtown hotel
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From$49
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Fairfield Inn & Suites by Marriott Orlando East / Ucf Area 3420 Lake Lynda Dr., Orlando, FL 32817 Call ~7.07 miles east of Winter Park
  • Pool details: Outdoor Pool Overlooking Lake Lynda, with patio featuring gas grills and a fire pit.
  • Mid-scale Suburban hotel
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From$109
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Marriott Residence Inn Ucf / Orlando East 11651 University Blvd., Orlando, FL 32817 Call ~7.33 miles east of Winter Park
  • With a pool!
  • Three Star hotel
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From$159
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Hampton Inn & Suites East Orlando Ucf - Orlando 3450 Quadrangle Blvd., Orlando, FL 32817 Call ~7.45 miles east of Winter Park
  • Has swimming pool: Outdoor heated pool. 9:00AM - 10:00PM
  • Mid-scale Suburban property
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From$99
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Towneplace Suites by Marriott Orlando Ucf : 11801 High Tech Ave. 11801 High Tech Ave., Orlando, FL 32817 Call ~7.55 miles east of Winter Park
  • Pool details: Outdoor heated pool open from 7am-11pm
  • Three Star Suburban hotel
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From$119
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Courtyard Marriott Orlando East Ucf in Orlando 12000 Collegiate Way, Orlando, FL 32817 Call ~7.68 miles east of Winter Park
  • Pool details: Outdoor, heated pool and hot tub 6am - 11pm
  • Midscale Suburban hotel
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From$79
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DoubleTree by Hilton Hotel Orlando East - UCF Area in Orlando 12125 High Tech Ave., Orlando, FL 32817 Call ~7.76 miles east of Winter Park
  • Pool available: Outdoor Pool
  • High-end Suburban property
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From$69
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Baymont by Wyndham Orlando North Millenia - Orlando 2500 33rd St., Orlando, FL 32839 Call ~7.88 miles southwest of Winter Park
  • Includes a pool: Outdoor pool is open from 7am to 10pm daily.
  • Inexpensive Highway hotel
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From$60
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La Quinta Inn & Suites by Wyndham Orlando Ucf 11805 Research Pkwy., Orlando, FL 32826 Call ~8.04 miles east of Winter Park
  • Pool available: Outdoor swimming pool open from 9:00AM -9:00PM. Weather permitting.
  • 3 star Suburban hotel
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From$80
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Homewood Suites by Hilton Orlando Ucf Area in Orlando 3028 North Alafaya Trl, Orlando, FL 32826 Call ~8.05 miles east of Winter Park
  • Pool available: 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
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From$99
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Quality Inn & Suites Orlando East Ucf Area in Orlando 11639 East Colonial Dr., Orlando, FL 32817 Call ~8.15 miles east of Winter Park
  • Pool details: Outdoor From 9 am to dusk
  • Affordable Airport property
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From$80
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Best Western Plus Orlando East- UCF Area 12101 Challenger Pkwy., Orlando, FL 32826 Call ~8.22 miles east of Winter Park
  • Pool in hotel: Sparkling outdoor pool opened daily sunrise to sunset.
  • Three Star Suburban property
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From$62
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Holiday Inn Orlando East Ucf Area in Orlando 1724 North Alafaya Trail, Orlando, FL 32826 Call ~8.24 miles east of Winter Park
  • Pool details: Soak up some Florida Sun from our Outdoor Pool and seating area.
  • Mid-scale Suburban hotel
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From$80
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Fairfield Inn & Suites Orlando at Millenia in Orlando 3551 Millenia Blvd., Orlando, FL 32839 Call ~8.81 miles southwest of Winter Park
  • Includes a swimming pool
  • Economy Suburban property
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From$99
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Holiday Inn Express Hotel & Suites Orlando Apopka by IHG - Apopka 238 South Line Dr., Apopka, FL 32703 Call ~8.88 miles northwest of Winter Park
  • Pool details: Outdoor Pool is open from 9.00 am to 10.00 pm
  • Affordable Golf Course hotel
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From$99
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Holiday Inn Express & Suites Orlando East Ucf 12250 East Colonial Dr., Orlando, FL 32826 Call ~8.89 miles east of Winter Park
  • Pool in hotel: Out door pool.
  • Affordable Suburban property
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From$120
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Hampton Inn & Suites Orlando Apopka 321 South Lake Cortez Dr., Apopka, FL 32703 Call ~8.98 miles northwest of Winter Park
  • Pool in hotel: 9 am - 10 pm Outdoor
  • 3-star Suburban property
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From$99
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Towneplace Suites by Marriott Orlando Airport in Orlando 5530 Butler National Dr., Orlando, FL 32812 Call ~9.39 miles south of Winter Park
  • Includes a pool: Outdoor Pool
  • 3-star Airport hotel
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From$79
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Wingate by Wyndham Orlando Airport 5750 Hazeltine National Dr., Orlando, FL 32822 Call ~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
  • Three Star Airport hotel
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From$62
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Renaissance Orlando Airport Hotel 5445 Forbes Place, Orlando, FL 32812 Call ~9.69 miles south of Winter Park
  • Pool in hotel: Pool outdoors 8am - 10pm hours open
  • Four-star Airport property
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From$83
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Hyatt Place Orlando Airport 5435 Forbes Place, Orlando, FL 32812 Call ~9.69 miles south of Winter Park
  • Pool available: 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.
  • Affordable Airport hotel
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From$80
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Fairfield Inn Orlando Airport : 7100 Augusta National Dr. 7100 Augusta National Dr., Orlando, FL 32822 Call ~9.77 miles south of Winter Park
  • Has swimming pool: Outdoor
  • Three Star Airport property
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From$70
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Country Inn & Suites by Radisson Orlando Airport Fl 5440 Forbes Pl, Orlando, FL 32812 Call ~9.78 miles south of Winter Park
  • Has swimming pool: Outdoor Pool and hot tub open from 11am-11pm
  • 2-star Airport hotel
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From$70
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Holiday Inn Orlando International Airport : 5750 T.g. Lee Blvd. 5750 T.g. Lee Blvd., Orlando, FL 32822 Call ~9.80 miles south of Winter Park
  • Pool in hotel: Outdoor Heated Pool 6 am to 11 pm daily
  • Midscale Airport property
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From$64
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Courtyard by Marriott Orlando Airport 7155 North Frontage Rd., Orlando, FL 32812 Call ~9.85 miles south of Winter Park
  • Includes a swimming pool
  • 3 star Airport hotel
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From$70
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La Quinta Inn & Suites by Wyndham Orlando Airport North : 7160 North Frontage Rd. 7160 North Frontage Rd., Orlando, FL 32812 Call ~9.88 miles south of Winter Park
  • Pool in hotel: Heated Pool and Jacuzzi, open dawn to dusk
  • Midscale Airport property
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From$76
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Homewood Suites by Hilton Orlando Airport 5425 Gateway Village Circle, Orlando, FL 32812 Call ~9.96 miles south of Winter Park
  • Pool available: Outdoor pool open from sunrise to sunset. BBQ grilling area also available.
  • Three Star Airport property
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From$78
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Ramada Suites Orlando Airport 7500 Augusta National Dr., Orlando, FL 32822 Call ~10.08 miles south of Winter Park
  • Pool details: Regular pool hours from 10am to 10pm Pool is currently closed until further notice due to COVID19
  • Mid-scale Airport hotel
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From$58
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Candlewood Suites Lake Mary An Ihg Hotel 1130 Greenwood Blvd., Lake Mary, FL 32746 Call ~10.11 miles north of Winter Park
  • Includes a pool: Outdoor pool with gazebo and 2 gas grills . Pool closes at 10pm
  • Mid-scale Downtown property
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From$55
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Sheraton Suites Orlando Airport : 7550 Augusta National Dr. 7550 Augusta National Dr., Orlando, FL 32822 Call ~10.12 miles south of Winter Park
  • Has swimming pool: 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
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From$99
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Marriott Orlando Airport Lakeside in Orlando 7499 Augusta National Dr., Orlando, FL 32822 Call ~10.13 miles south of Winter Park
  • Has swimming pool
  • 4-star Airport property
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From$99
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