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

The Alfond Inn 300 East New England Avenue, Winter Park, FL 32789
  • Has swimming pool: Pool umbrellas, Pool hoist on site, Wheelchair-accessible pool, Pool cabanas (surcharge), Pool sun loungers. Pool access available from 10:00 AM to 5:00 PM.
  • Four-star hotel
  • Fitness + Health Center
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Excellent 9.6 /10 Hotel Reviews Call BookMore Details
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Park Plaza Hotel 307 South Park Avenue, Winter Park, FL 32789
  • We have a pool
  • Three Star property
  • 12 suites in hotel
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Very Good 8.6 /10 Recent Reviews Call BookMore Details
gorgeous property at winter park -131 151 North Orlando Avenue, Winter Park, FL 32789
  • Has a pool!
  • Two-star hotel
  • 20 rooms in property
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gorgeous property at winter park -118 151 North Orlando Avenue, Winter Park, FL 32789
  • Has swimming pool
  • Cheap hotel
  • Hotel has 20 rooms
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Comfort Suites Downtown 2416 North Orange Avenue, Orlando, FL 32804 ~2.71 miles southwest of Winter Park
  • Pool details: Wheelchair-accessible pool, Outdoor seasonal pool.
  • 3-star property
  • 4 floors in hotel
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Very Good 8.8 /10 Reviews Call BookMore Details
Countryside Inn & Suites Orlando 606 Lee Rd, Orlando, FL 32810 ~2.95 miles west of Winter Park
  • Has swimming pool: Pool access ramp on site, Pool hoist on site, Wheelchair-accessible pool.
  • Mid-scale property
  • 4 sleeping rooms in hotel
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Poor 4.8 /10 Hotel Reviews Call BookMore Details
Holiday Inn Orlando North Winter Park by IHG 626 Lee Road, Orlando, FL 32810 ~2.99 miles west of Winter Park
  • Pool details: Pool hoist on site, Wheelchair-accessible pool. Pool access available from 7:00 AM to 10:00 PM.
  • Mid-scale hotel
  • Access to gym on-site
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Average 7.3 /10 Review Score Call BookMore Details
Candlewood Suites Orlando North Winter Park by IHG 626 Lee Rd. Bldg 1, Orlando, FL 32810 ~3.01 miles west of Winter Park
  • Includes a pool: Pool hoist on site, Wheelchair-accessible pool.
  • Midscale hotel
  • Free breakfast
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Poor 5.2 /10 Read Reviews Call BookMore Details
Motel 6 Orlando FL - Winter Park 5300 Adanson Road, Orlando, FL 32810 ~3.35 miles west of Winter Park
  • Pool in hotel: Pool hoist on site, Wheelchair-accessible pool.
  • Economy Motel hotel
  • 121 rooms in property
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Average 7.3 /10 Hotel Reviews Call BookMore Details
Days Inn by Wyndham N Orlando / Casselberry 8245 South US Highway 17 / 92, Fern Park, FL 32730 ~3.53 miles north of Winter Park
  • Our hotel comes with a pool
  • Two star Motel hotel
  • Complimentary breakfast is offered
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Poor 5.8 /10 Recent Reviews Call BookMore Details
DoubleTree by Hilton Hotel Orlando Downtown 60 South Ivanhoe Boulevard, Orlando, FL 32804 ~3.69 miles southwest of Winter Park
  • Has swimming pool: Pool umbrellas, Swimming pool, Pool access ramp on site, Pool hoist on site, Wheelchair-accessible pool. Pool access available from 8:00 AM to 10:00 PM.
  • Four star hotel
  • Access to gym on-site
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Very Good 8.3 /10 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Orlando-Maitland 290 Southhall Ln, Maitland, FL 32751 ~3.86 miles northwest of Winter Park
  • We have a pool ready for use
  • Mid-scale property
  • Pet-friendly
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Very Good 8.8 /10 Read Reviews Call BookMore Details
Sheraton Orlando North Hotel 600 North Lake Destiny Dr, Maitland, FL 32751 ~3.88 miles northwest of Winter Park
  • Has swimming pool: Pool hoist on site, Wheelchair-accessible pool, Billiards or pool table, Access to nearby indoor pool.
  • 3-star property
  • Fitness / Gym is on-site
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Very Good 8.6 /10 Latest Reviews Call BookMore Details
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Courtyard by Marriott Orlando Downtown 730 North Magnolia Ave, Orlando, FL 32803 ~3.90 miles southwest of Winter Park
  • Pool details: Pool umbrellas, Swimming pool, Pool hoist on site, Wheelchair-accessible pool. Pool access available from 6:00 AM to 11:00 PM.
  • 3-star property
  • Check in time: 3:00 PM - 12:00 PM
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Excellent 9.6 /10 Read Reviews Call BookMore Details
Residence Inn by Marriott Orlando Downtown 680 North Orange Avenue, Orlando, FL 32801 ~4.04 miles southwest of Winter Park
  • Pool details: Wheelchair-accessible pool. Pool access available from 6:00 AM to 11:00 PM.
  • 3 star property
  • Access to gym on-site
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Excellent 9.2 /10 Read Reviews Call BookMore Details
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Home2 Suites by Hilton Orlando Downtown 401 North Magnolia Avenue, Orlando, FL 32801 ~4.21 miles southwest of Winter Park
  • Pool details: Pool hoist on site, Wheelchair-accessible pool.
  • 3 star hotel
  • Gym / Fitness Center Available
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Excellent 9.0 /10 Review Score Call BookMore Details
Hilton Garden Inn Orlando Downtown 401 North Magnolia Avenue, Orlando, FL 32801 ~4.21 miles southwest of Winter Park
  • Pool in hotel: Pool hoist on site, Wheelchair-accessible pool.
  • 3 star hotel
  • Check in time: 3:00 PM - anytime
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Very Good 8.8 /10 Recent Reviews Call BookMore Details
Crowne Plaza Orlando - Downtown by IHG 304 West Colonial Drive, Orlando, FL 32801 ~4.23 miles southwest of Winter Park
  • Pool in hotel: Wheelchair-accessible pool, Pool sun loungers.
  • Three Star hotel
  • 51 suites in property
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Excellent 9.0 /10 Read Reviews Call BookMore Details
Extended Stay America Suites Orlando Maitland 1776 Pembrook 1776 Pembrook Dr, Orlando, FL 32810 ~4.27 miles northwest of Winter Park
  • With a pool!
  • Three Star hotel
  • Fitness / Gym is on-site
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Average 7.0 /10 Hotel Reviews Call BookMore Details
Courtyard by Marriott Orlando Altamonte Springs / Maitland 1750 Pembrook Drive, Orlando, FL 32810 ~4.33 miles northwest of Winter Park
  • Pool details: Wheelchair-accessible pool, Pool sun loungers.
  • Mid-scale property
  • Check in time: 3:00 PM - midnight
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Excellent 9.0 /10 Hotel Reviews Call BookMore Details
Marriott Orlando Downtown 400 West Livingston St, Orlando, FL 32801 ~4.54 miles southwest of Winter Park
  • Pool available: Wheelchair-accessible pool.
  • Affordable property
  • 3 suites in property
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Very Good 8.6 /10 Guest Reviews Call BookMore Details
Embassy Suites by Hilton Orlando Downtown 191 East Pine St, Orlando, FL 32801 ~4.57 miles southwest of Winter Park
  • Pool available: Pool hoist on site, Wheelchair-accessible pool.
  • 3-star property
  • Pets are OK
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Excellent 9.1 /10 Hotel Reviews Call BookMore Details
Hilton Orlando / Altamonte Springs 350 South Northlake Blvd, Altamonte Springs, FL 32701 ~4.77 miles northwest of Winter Park
  • Pool available: Pool umbrellas, Pool hoist on site, Wheelchair-accessible pool, Pool sun loungers, Fence around pool. Pool access available from 8:00 AM to 10:00 PM.
  • High end hotel
  • 309 sleeping rooms in hotel
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Excellent 9.0 /10 Hotel Reviews Call BookMore Details
Hotel Beauden Autograph Collection 325 South Orange Ave, Orlando, FL 32801 ~4.84 miles southwest of Winter Park
  • Pool available: Pool umbrellas, Wheelchair-accessible pool, Pool sun loungers.
  • property
  • Check-in time: 4:00 PM - midnight
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Excellent 9.0 /10 Latest Reviews Call BookMore Details
Windsor Hills Resort by Global Resort Homes 7600 Comrow Street, Orlando, Florida 34747 ~4.87 miles southwest of Winter Park
  • Has a pool!
  • Luxury 5-star Resort property
  • Check-in: 16:00:00
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Windsor at Westside by Global Resort Homes Westside Road, Orlando, Florida 34747 ~4.87 miles southwest of Winter Park
  • Includes a swimming pool
  • Luxurious 5-star Resort hotel
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Baymont by Wyndham Orlando East 8750 East Colonial Drive, Orlando, FL 32817 ~4.90 miles east of Winter Park
  • Pool available: Pool umbrellas, Pool sun loungers, Fence around pool. Pool access available from 8:00 AM to 8:00 PM.
  • Affordable hotel
  • Check-in time: 3:00 PM - 11:00 PM
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Average 6.6 /10 Reviews Call BookMore Details
Aloft by Marriott Orlando Downtown 500 South Orange Avenue, Orlando, FL 32801 ~4.97 miles southwest of Winter Park
  • Pool details: Billiards or pool table.
  • Three Star hotel
  • 118 rooms in property
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Excellent 9.5 /10 Latest Reviews Call BookMore Details
Palm Tree Inn Altamonte Springs Orlando 235 Wymore Rd, Altamonte Springs, FL 32714 ~5.12 miles northwest of Winter Park
  • We have a pool ready for use
  • Affordable hotel
  • 164 sleeping rooms in hotel
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Poor 5.6 /10 Latest Reviews Call BookMore Details
Opal Hotel & Suites 230 West State Rd. 436, Altamonte Springs, FL 32714 ~5.19 miles northwest of Winter Park
  • Pool available: Pool umbrellas, Pool sun loungers, Access to nearby outdoor pool, Fence around pool. Pool access available from 8:00 AM to 9:00 PM.
  • Three Star hotel
  • 60 suites in hotel
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Poor 5.3 /10 Guest Reviews Call BookMore Details
Embassy Suites by Hilton Orlando North 225 Shorecrest Dr, Altamonte Springs, FL 32701 ~5.22 miles northwest of Winter Park
  • Includes a pool: Pool hoist on site, Wheelchair-accessible pool. Pool access available from 6:00 AM to 11:00 PM.
  • Affordable property
  • Check in: 4:00 PM - midnight
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Very Good 8.9 /10 Hotel Reviews Call BookMore Details
Best Western Orlando West 2014 West Colonial Dr, Orlando, FL 32804 ~5.22 miles southwest of Winter Park
  • Our hotel comes with a pool
  • Two star hotel
  • Check in time: 4:00 PM
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Average 6.2 /10 Review Score Call BookMore Details
Springhill Suites by Marriott Orlando Altamonte Springs 205 West State Rd. 436, Altamonte Springs, FL 32714 ~5.33 miles northwest of Winter Park
  • Has swimming pool: Wheelchair-accessible pool.
  • 3 star hotel
  • 90 rooms in hotel
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Excellent 9.0 /10 Hotel Reviews Call BookMore Details
Quality Inn & Suites Altamonte Springs Orlando-North 150 South Westmonte Dr, Altamonte Springs, FL 32714 ~5.34 miles northwest of Winter Park
  • Pool in hotel: Pool access available from 9:00 AM to 9:00 PM.
  • Mid-scale property
  • Pets/Dogs Allowed
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Average 6.1 /10 Latest Reviews Call BookMore Details
TownePlace Suites by Marriott Orlando Altamonte Springs / Maitland 151 Douglas Avenue, Altamonte Springs, FL 32714 ~5.37 miles northwest of Winter Park
  • Pool available: Wheelchair-accessible pool.
  • Mid-scale hotel
  • 117 rooms in property
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Excellent 9.4 /10 Guest Reviews Call BookMore Details
Ramada by Wyndham Altamonte Springs Near I-4 150 Douglas Ave, Altamonte Springs, FL 32714 ~5.38 miles northwest of Winter Park
  • Includes a pool: Pool access available from 9 AM to 9 PM.
  • 3-star property
  • Fitness / Gym is on-site
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Average 7.6 /10 Reviews Call BookMore Details
Hampton Inn & Suites Orlando-North / Altamonte Springs 161 Douglas Avenue, Altamonte Springs, FL 32714 ~5.40 miles northwest of Winter Park
  • Pool available: Swimming pool. Pool access available from 7:00 AM to 10:00 PM.
  • 3 star hotel
  • 32 suites in property
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Excellent 9.4 /10 Latest Reviews Call BookMore Details
Hampton Inn & Suites Orlando / Downtown South - Medical Center 43 Columbia Street, Orlando, FL 32806 ~5.45 miles south of Winter Park
  • Pool details: Wheelchair-accessible pool.
  • Midscale hotel
  • Gym is available on property
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Very Good 8.9 /10 Read Reviews Call BookMore Details
TownePlace Suites by Marriott Orlando Downtown 51 Columbia Street, Orlando, FL 32806 ~5.47 miles southwest of Winter Park
  • Pool available: Pool umbrellas, Pool hoist on site, Wheelchair-accessible pool, Pool toys. Pool access available from 8:00 AM to 11:00 PM.
  • Affordable hotel
  • Pets are OK
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Excellent 9.4 /10 Guest Reviews Call BookMore Details
Residence Inn by Marriott Orlando Altamonte Springs / Maitland 270 Douglas Ave, Altamonte Springs, FL 32714 ~5.49 miles northwest of Winter Park
  • Includes a pool: Wheelchair-accessible pool, Pool sun loungers.
  • Affordable property
  • 128 sleeping rooms in hotel
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Very Good 8.2 /10 Recent Reviews Call BookMore Details
Altamonte Springs Hotel and Suites 450 Douglas Ave, Altamonte Springs, FL 32714 ~5.70 miles northwest of Winter Park
  • Our hotel comes with a pool
  • Mid-scale Motel property
  • 3 floors in property
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Poor 4.2 /10 Hotel Reviews Call BookMore Details
Sonesta ES Suites Orlando Altamonte Springs 644 Raymond Avenue, Altamonte Springs, FL 32701 ~5.78 miles northwest of Winter Park
  • Has swimming pool
  • Midscale property
  • Check-in time: 3:00 PM
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Very Good 8.0 /10 Guest Reviews Call BookMore Details
MainStay Suites Orlando Altamonte Springs 644 Raymond Avenue, Altamonte Springs, FL 32701 ~5.86 miles northwest of Winter Park
  • Pool in hotel: Pool sun loungers.
  • Affordable property
  • Pet Friendly
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Average 6.8 /10 Recent Reviews Call BookMore Details
Baymont by Wyndham Orlando Downtown 3956 West Colonial Drive, Orlando, FL 32808 ~6.29 miles southwest of Winter Park
  • Has a pool!
  • 3-star hotel
  • Check in time: 15:00:00
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Average 6.2 /10 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Orlando East / UCF Area 3420 Lake Lynda Drive, Orlando, FL 32817 ~7.10 miles east of Winter Park
  • Pool details: Pool umbrellas, Swimming pool, Wheelchair-accessible pool.
  • 3 star hotel
  • Gym is available on property
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Excellent 9.4 /10 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Orlando Near UCF 3414 TECHNOLOGICAL AVENUE, Orlando, FL 32817 ~7.22 miles east of Winter Park
  • Pool in hotel: Wheelchair-accessible pool, Pool sun loungers. Pool access available from 8:00 AM to 10:00 PM.
  • Affordable hotel
  • Fitness / Gym is on-site
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Excellent 9.6 /10 Review Score Call BookMore Details
Days Inn by Wyndham Orlando Downtown 3300 South Orange Blossom Trl, Orlando, FL 32839 ~7.22 miles southwest of Winter Park
  • Includes a pool: Children's pool. Pool access available from 10:00 AM to 10:30 PM.
  • Economical hotel
  • Pet-friendly
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Poor 5.4 /10 Read Reviews Call BookMore Details
Residence Inn by Marriott Orlando East / UCF Area 11651 University Blvd, Orlando, FL 32817 ~7.37 miles east of Winter Park
  • Has swimming pool
  • 3 star hotel
  • Pets are OK
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Excellent 9.0 /10 Review Score Call BookMore Details
Hampton Inn & Suites Orlando / East UCF Area 3450 Quadrangle Blvd, Orlando, FL 32817 ~7.50 miles east of Winter Park
  • Pool in hotel: Wheelchair-accessible pool.
  • Midscale property
  • Hotel has 3 floors
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Excellent 9.0 /10 Review Score Call BookMore Details
TownePlace Suites by Marriott Orlando East / UCF Area 11801 High Tech Ave, Orlando, FL 32817 ~7.56 miles east of Winter Park
  • Pool in hotel: Wheelchair-accessible pool.
  • Mid-scale property
  • Hotel has 105 rooms
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