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

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

Staybridge Suites Winter Haven Auburndale by IHG 305 5th St. NW and Ave. D NW, Winter Haven, FL 33881
  • Includes a pool: Pool umbrellas, Pool hoist on site, Wheelchair-accessible pool, Pool sun loungers.
  • Mid-scale property
  • 108 suites in property
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Excellent 9.8 /10 Latest Reviews Call BookMore Details
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Howard Johnson by Wyndham Winter Haven FL 1300 3rd St, Winter Haven, FL 33880
  • Includes a pool: Pool umbrellas, Wheelchair-accessible pool, Pool sun loungers, Fence around pool. Pool access available from 8:30 AM to 9:00 PM.
  • 2-star Motel hotel
  • 92 rooms in hotel
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Average 7.4 /10 Review Score Call BookMore Details
Hampton Inn Winter Haven 202 Cypress Gardens Blvd, Winter Haven, FL 33880
  • Pool available: Pool umbrellas, Wheelchair-accessible pool, Pool sun loungers, Fence around pool.
  • Midscale hotel
  • Check in: 3:00 PM - 7:00 AM
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Excellent 9.0 /10 Hotel Reviews Call BookMore Details
Holiday Inn Winter Haven by IHG 200 Cypress Gardens Boulevard, Winter Haven, FL 33880
  • Has swimming pool: Wheelchair-accessible pool, Pool sun loungers. Pool access available from 8:00 AM to 9:00 PM.
  • Affordable hotel
  • Hotel has 6 floors
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Excellent 9.0 /10 Guest Reviews Call BookMore Details
Travel Inn Winter Haven 2275 8h St. Northwest, Winter Haven, 33881
  • Has a pool!
  • Low Cost property
  • Check-in: 15:00:00
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Poor 4.1 /10 Reviews Call BookMore Details
Lake Roy Beach Inn 1823 Cypress Gardens Blvd, Winter Haven, FL 33884
  • Has swimming pool: Pool sun loungers.
  • Economical property
  • Pets/Dogs Allowed
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Average 7.0 /10 Reviews Call BookMore Details
Economy Suites 1901 Cypress Gardens Blvd, Winter Haven, FL 33884
  • Has swimming pool: Pool access ramp on site, Pool hoist on site, Wheelchair-accessible pool, Access to nearby outdoor pool, Fence around pool. Pool access available from 8:00 AM to 7:00 PM.
  • 2-star Motel property
  • 2 floors in hotel
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Poor 4.8 /10 Read Reviews Call BookMore Details
Rodeway Inn & Suites Winter Haven Chain of Lakes 1911 Cypress Gardens Blvd, Winter Haven, FL 33884
  • Pool available: Wheelchair-accessible pool.
  • Low Cost Motel property
  • 50 rooms in hotel
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Poor 5.6 /10 Read Reviews Call BookMore Details
Legoland Florida Hotel 1 Legoland Way, Winter Haven, FL 33884
  • Pool in hotel: Pool umbrellas, Pool toys, Pool sun loungers, Fence around pool. Pool access available from 11:00 AM to 9:00 PM.
  • 3 star hotel
  • Check in time: 4:00 PM - anytime
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Very Good 8.2 /10 Hotel Reviews Call BookMore Details
The Block215 5665 Cypress Gardens Boulevard, Winter Haven, FL 33884
  • Has swimming pool: Billiards or pool table.
  • Midscale property
  • Fitness / Gym is on-site
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Poor 4.5 /10 Review Score Call BookMore Details
Magnuson Grand Conference Hotel 5665 Cypress Gardens Blvd, Cypress Gardens, 33884-2273 ~3.28 miles southeast of Winter Haven
  • With a pool!
  • Economical property
  • Check in time: 15:00:00
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Poor 5.5 /10 Reviews Call BookMore Details
Best Western Plus Winter Haven Inn & Suites 5801 Roosevelt Dr, Winter Haven, FL 33884
  • Pool details: Pool umbrellas, Pool hoist on site, Wheelchair-accessible pool, Pool sun loungers, Fence around pool.
  • Mid-scale property
  • Free breakfast
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Excellent 9.1 /10 Review Score Call BookMore Details
LEGOLAND Pirate Island Hotel 1 Legoland Way, Winter Haven, FL 33884
  • Pool in hotel
  • Three Star hotel
  • Check in time: 4:00 PM - midnight
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Very Good 8.0 /10 Guest Reviews Call BookMore Details
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Home2 Suites by Hilton Winter Haven 6015 Cypress Gardens Blvd, Winter Haven, FL
  • Pool in hotel: Pool hoist on site, Wheelchair-accessible pool, Outdoor seasonal pool.
  • 3-star hotel
  • Hotel has 106 rooms
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Excellent 9.2 /10 Guest Reviews Call BookMore Details
LEGOLAND Beach Retreat 100 Legoland Way SE, Winter Haven, FL 33884
  • Pool available: Pool umbrellas, Children's pool, Pool sun loungers, Fence around pool. Pool access available from 9:00 AM to 9:00 PM.
  • Affordable hotel
  • Check-in time: 4:00 PM - midnight
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Very Good 8.6 /10 Reviews Call BookMore Details
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Courtyard by Marriott Winter Haven 6225 Cypress Gardens Blvd. SE, Winter Haven, FL 33884
  • Includes a pool: Swimming pool, Pool hoist on site, Wheelchair-accessible pool, Pool sun loungers. Pool access available from 9:00 AM to 10:00 PM.
  • 3 star property
  • 4 suites in property
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Excellent 9.4 /10 Read Reviews Call BookMore Details
Best Western Auburndale Inn & Suites 1008 US Highway 92 W, Auburndale, FL 33823 ~5.89 miles west of Winter Haven
  • Has swimming pool: Pool hoist on site, Wheelchair-accessible pool, Pool sun loungers. Pool access available from 7:00 AM to 9:00 PM.
  • 3-star hotel
  • Free breakfast available
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Very Good 8.4 /10 Latest Reviews Call BookMore Details
OYO Hotel Dundee by Crystal Lake 28610 U.S. Highway 27 North, Dundee, FL 33838 ~6.06 miles east of Winter Haven
  • Pool in hotel
  • Low Cost property
  • 80 rooms in hotel
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Poor 4.4 /10 Latest Reviews Call BookMore Details
Camp Margaritaville Auburndale RV Resort 361 Denton Ave. Auburndale, Auburndale, FL 33823 ~7.17 miles northwest of Winter Haven
  • Includes a pool: Pool umbrellas, Wheelchair-accessible pool, Children's pool, Pool cabanas (surcharge), Pool sun loungers.
  • Expensive Resort hotel
  • 75 rooms in hotel
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Excellent 9.8 /10 Latest Reviews Call BookMore Details
Balmoral Resort Florida 124 Kenny Boulevard, Haines City, FL 33844 ~7.69 miles northeast of Winter Haven
  • Has swimming pool
  • High end Resort hotel
  • Check-in time: 4:00 PM
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Holiday Inn Express Lake Wales N-Winter Haven by IHG 2953 Ridge Way, Lake Wales, FL 33859 ~7.91 miles southeast of Winter Haven
  • Pool in hotel: Pool hoist on site, Wheelchair-accessible pool, Pool sun loungers.
  • Midscale hotel
  • Pets are Welcome
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Excellent 9.2 /10 Guest Reviews Call BookMore Details
Hampton Inn & Suites Lake Wales 22900 Highway 27, Lake Wales, FL 33859 ~8.74 miles southeast of Winter Haven
  • Includes a swimming pool
  • Affordable property
  • Check-in: 3:00 PM - anytime
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Very Good 8.8 /10 Review Score Call BookMore Details
Roberts Southern Dunes Vacation Home 2973 Kokomo Loop, Haines City, 338442472 ~9.85 miles northeast of Winter Haven
  • Has swimming pool
  • Mid-scale hotel
  • Check-in: 16:00:00
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Fionas Southern Dunes Vacation Home 2889 Kokomo Loop, Haines City, FL 33844 ~9.95 miles northeast of Winter Haven
  • We have a pool
  • Cheap Resort hotel
  • Check in time: 4.00 pm
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Excellent 10.0 /10 Read Reviews Call BookMore Details
Hampton Inn Bartow 205 Old Bartow Eagle Lake Rd., Bartow, FL 33830 ~10.23 miles southwest of Winter Haven
  • Has a pool!
  • Three Star hotel
  • 89 rooms in hotel
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Very Good 8.8 /10 Hotel Reviews Call BookMore Details
Holiday Inn Express Bartow by IHG 1565 North Broadway Ave, Bartow, FL 33830 ~10.31 miles southwest of Winter Haven
  • Has swimming pool: Wheelchair-accessible pool, Pool sun loungers.
  • Affordable property
  • 33 suites in hotel
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Excellent 9.0 /10 Latest Reviews Call BookMore Details
Stay Inn and Suites 1035 North Broadway Avenue, Bartow, FL 33830 ~10.50 miles southwest of Winter Haven
  • Pool details: Billiards or pool table, Pool umbrellas, Pool sun loungers.
  • 2-star Motel property
  • Free breakfast available
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Average 6.6 /10 Guest Reviews Call BookMore Details
Oyo Hotel Bartow 1037 North Broadway Ave, Bartow, FL 33830 ~10.50 miles southwest of Winter Haven
  • With a pool!
  • Mid-scale property
  • 30 sleeping rooms in hotel
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Poor 4.4 /10 Review Score Call BookMore Details
Rodeway Inn Lake Wales - Winter Haven 19071 U South Highway 27 South Polk, Lake Wales, FL 33853 ~12.05 miles southeast of Winter Haven
  • Pool details: Pool access available from 8:00 AM to 8:00 PM.
  • Low Cost hotel
  • Check-in time: 3:00 PM - 10:30 AM
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Average 7.5 /10 Reviews Call BookMore Details
Westmont Inn Lakeland 1817 East Memorial Blvd, Lakeland, FL 33801 ~12.08 miles west of Winter Haven
  • We have a pool
  • Low-priced Motel hotel
  • Check in: 1:00 PM
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Five-Bedroom Pool Home Davenport 7862 West 192 Highway (Office Location only), Davenport, 34747 ~12.50 miles northeast of Winter Haven
  • Includes a swimming pool
  • High-end hotel
  • Check-in: 16:00:00
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5 Bedrooms - 45 Bathrooms - Windsor Island 602 Jl 602 Jasmine Lane, Davenport, FL 33897 ~12.51 miles northeast of Winter Haven
  • Has swimming pool
  • 3-star hotel
  • Check-in time: 16:00:00 - 00:00:00
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Best Motel Lakeland 601 East Memorial Blvd, Lakeland, FL 33801 ~13.56 miles west of Winter Haven
  • Includes a pool: Wheelchair-accessible pool.
  • Low Cost Motel property
  • Check in: 3:00 PM - 7:00 AM
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Holiday Inn Express & Suites Lakeland South by IHG 3405 South Florida Ave, Lakeland, FL 33803 ~13.78 miles west of Winter Haven
  • Has swimming pool
  • 3-star property
  • Check in: 3:00 PM - 2:00 AM
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Excellent 9.6 /10 Read Reviews Call BookMore Details
Americas Best Inn Lakeland 508 East Memorial Boulevard, Lakeland, FL 33801 ~13.81 miles west of Winter Haven
  • We have a pool
  • Economical property
  • Check in: 12:00 PM
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Not Good 3.5 /10 Hotel Reviews Call BookMore Details
SpringHill Suites by Marriott Lakeland 511 WEST LIME ST, Lakeland, FL 33815 ~14.00 miles west of Winter Haven
  • Includes a pool: Wheelchair-accessible pool.
  • 3-star hotel
  • Free complimentary breakfast
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Excellent 9.4 /10 Read Reviews Call BookMore Details
Hyatt Place Lakeland Center 525 West Orange St, Lakeland, FL 33815 ~14.03 miles west of Winter Haven
  • Includes a swimming pool
  • Midscale hotel
  • Hotel has 6 floors
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Very Good 8.2 /10 Read Reviews Call BookMore Details
Stayable Lakeland 4645 North Socrum Loop Rd, Lakeland, FL 33809 ~14.34 miles west of Winter Haven
  • Pool available: Swimming pool, Pool sun loungers.
  • 2-star property
  • Check in time: 4:00 PM - 2:30 AM
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Poor 5.2 /10 Reviews Call BookMore Details
Baymont by Wyndham Lakeland 4375 Lakeland Park Dr, Lakeland, FL 33809 ~14.42 miles west of Winter Haven
  • Pool available: Swimming pool, Wheelchair-accessible pool. Pool access available from 6:00 AM to 10:00 PM.
  • Midscale hotel
  • 67 rooms in property
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Poor 5.1 /10 Read Reviews Call BookMore Details
Days Inn & Suites by Wyndham Lakeland 4502 North Socrum Loop Rd, Lakeland, FL 33809 ~14.43 miles west of Winter Haven
  • Pool in hotel: Swimming pool, Wheelchair-accessible pool. Pool access available from 8:00 AM to 11:00 PM.
  • 3 star hotel
  • Hotel has 28 suites
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Very Good 8.6 /10 Hotel Reviews Call BookMore Details
Clarion Pointe Lakeland I-4 4321 Lakeland Park Dr, Lakeland, FL 33809 ~14.43 miles west of Winter Haven
  • Pool in hotel
  • 3 star property
  • 48 sleeping rooms in hotel
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Very Good 8.5 /10 Recent Reviews Call BookMore Details
Extended Stay America Premier Suites Lakeland I4 4360 Lakeland Park Drive, Lakeland, FL 33809 ~14.44 miles west of Winter Haven
  • Has swimming pool
  • Affordable hotel
  • Pets Allowed
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Average 7.8 /10 Guest Reviews Call BookMore Details
Hampton Inn Lakeland 4420 North Socrum Loop Rd, Lakeland, FL 33809 ~14.45 miles west of Winter Haven
  • Pool available: Pool hoist on site, Wheelchair-accessible pool. Pool access available from 9:00 AM to 9:00 PM.
  • Affordable hotel
  • 73 rooms in property
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Excellent 9.0 /10 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East 4315 Lakeland Park Dr, Lakeland, FL 33809 ~14.47 miles west of Winter Haven
  • Includes a pool: Wheelchair-accessible pool.
  • Midscale hotel
  • Pets Welcome
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Average 7.8 /10 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North - I-4 by IHG 4500 Lakeland Park Drive, Lakeland, FL 33809 ~14.48 miles west of Winter Haven
  • Includes a pool: Wheelchair-accessible pool, Pool sun loungers. Pool access available from 5:00 AM to 9:00 PM.
  • Affordable hotel
  • 87 sleeping rooms in hotel
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Very Good 8.8 /10 Read Reviews Call BookMore Details
Motel 6 Lakeland FL 3120 US 98 North, Lakeland, FL 33805 ~14.86 miles west of Winter Haven
  • Pool in hotel: Pool hoist on site. Pool access available from 9:00 AM to 9:00 PM.
  • Inexpensive Motel hotel
  • Check in: 3:00 PM - 3:00 AM
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Poor 5.6 /10 Review Score Call BookMore Details
Residence Inn by Marriott Lakeland 3701 Harden Blvd, Lakeland, FL 33803 ~14.93 miles west of Winter Haven
  • Pool details: Swimming pool, Pool hoist on site, Wheelchair-accessible pool.
  • 3-star property
  • Gym is available on property
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Excellent 9.0 /10 Review Score Call BookMore Details
Courtyard by Marriott Lakeland 3725 Harden Blvd, Lakeland, FL 33803 ~14.93 miles west of Winter Haven
  • Pool in hotel: Pool umbrellas, Wheelchair-accessible pool, Pool sun loungers.
  • Three Star hotel
  • Fitness center on property
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Very Good 8.8 /10 Hotel Reviews Call BookMore Details
Howard Johnson by Wyndham Lakeland 939 West Robson St., Lakeland, FL 33805 ~15.01 miles west of Winter Haven
  • Pool available: Pool umbrellas, Swimming pool, Wheelchair-accessible pool, Pool sun loungers, Fence around pool. Pool access available from 7:00 AM to 6:00 PM.
  • Midscale property
  • Pets/Dogs Allowed
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Average 7.2 /10 Latest Reviews Call BookMore Details
Best Western Premier Lakeland North 3260 US Highway 98 N, Lakeland, FL 33805 ~15.10 miles west of Winter Haven
  • Pool details: Pool access available from 10:00 AM to 9:00 PM.
  • Affordable property
  • Hotel has 98 rooms
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Average 6.1 /10 Hotel Reviews Call BookMore Details

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