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 in Winter Haven 305 5th St. Nw, Winter Haven, FL 33881
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  • Pool available: Outdoor
  • Midscale hotel
More Photos Pool image of Staybridge Suites Winter Haven Auburndale
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Hampton Inn Winter Haven : 202 Cypress Gardens Blvd. 202 Cypress Gardens Blvd., Winter Haven, FL 33880
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  • Pool details: Seasonally heated outdoor pool, open from 7 AM to 10 PM.
  • Affordable Downtown property
More Photos Photo of Hampton Inn Winter Haven Pool
From$99
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Winter Haven Inn & Suites in Winter Haven 5801 Roosevelt Dr., Winter Haven, FL 33884
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  • Pool details: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • 3 star Suburban hotel
More Photos Swimming pool at Best Western Plus Winter Haven Inn & Suites
From$50
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Winter Haven 6225 Cypress Gardens Blvd. Se, Winter Haven, FL 33884
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  • We have a pool ready for use
  • Affordable hotel
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From$65
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Auburndale Inn & Suites in Auburndale 1008 Us Highway 92 West, Auburndale, FL 33823
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~5.88 miles west of Winter Haven
  • Includes a pool: Our outdoor heated pool measures 450 square feet and it is open year around from dawn until dusk.
  • Three Star Highway property
More Photos Photo of Best Western Auburndale Inn & Suites Pool
From$84
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven - Lake Wales 2953 Ridge Way, Lake Wales, FL 33859
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~7.86 miles southeast of Winter Haven
  • Includes a swimming pool
  • 3-star Suburban property
More Photos Swimming pool at Holiday Inn Express Lake Wales North Winter Haven
From$109
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Lake Wales 22900 Us Highway 27, Lake Wales, FL 33859
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~10.13 miles southeast of Winter Haven
  • Includes a pool: Outdoor pool 6am-11pm
  • 3 star Highway property
More Photos Pool image of Hampton Inn & Suites Lake Wales
From$109
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Springhill Suites by Marriott Lakeland in Lakeland 511 West Lime St., Lakeland, FL 33815
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~13.97 miles west of Winter Haven
  • Pool details: Outdoor Heated Swimming Pool
  • Affordable Convention Center property
More Photos Photo of Springhill Suites by Marriott Lakeland Pool
From$119
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Lakeland : 4420 North Socrum Loop Rd. 4420 North Socrum Loop Rd., Lakeland, FL 33809
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~14.33 miles west of Winter Haven
  • Pool details: Out Door 9 AM-9PM
  • Affordable Suburban property
More Photos Photo of Hampton Inn Lakeland Pool
From$100
Very good 4.0 /5 Latest Reviews Call BookMore Details
Clarion Pointe Lakeland I 4 : 4321 Lakeland Park Dr. 4321 Lakeland Park Dr., Lakeland, FL 33809
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~14.39 miles west of Winter Haven
  • Pool details: Dawn to Dusk
  • Three Star Highway hotel
More Photos Photo of Clarion Pointe Lakeland I 4 Pool
From$40
Very good 4.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East - Lakeland 4315 Lakeland Park Dr., Lakeland, FL 33809
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~14.40 miles west of Winter Haven
  • Includes a swimming pool
  • 3-star Highway property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Lakeland East
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 4500 Lakeland Park Rd., Lakeland, FL 33809
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~14.42 miles west of Winter Haven
  • Pool available: 6am - 9pm
  • Three Star Suburban property
More Photos Pool image of Holiday Inn Express & Suites Lakeland North I 4
From$79
Very good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Premier Lakeland North in Lakeland 3260 Us Highway 98 North, Lakeland, FL 33805
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~15.04 miles west of Winter Haven
  • Pool in hotel: Large Outdoor
  • Midscale Highway hotel
More Photos Pool image of Best Western Premier Lakeland North
From$55
Average 3.0 /5 Latest Reviews Call BookMore Details
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Hampton Inn & Suites Lakeland South Polk Parkway - Lakeland 3630 Lakeside Village Blvd., Lakeland, FL 33803
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~15.11 miles west of Winter Haven
  • Pool in hotel: Heated pool is open daily from 6am to 10pm
  • 3-star Suburban hotel
More Photos Pool image of Hampton Inn & Suites Lakeland South Polk Parkway
From$89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Lakeland South Polk Parkway 3610 Lakeside Village Boulevar, Lakeland, FL 33142
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~15.13 miles west of Winter Haven
  • Includes a pool: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Midscale hotel
More Photos Photo of Home2 Suites by Hilton Lakeland South Polk Parkway Pool
From$80
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La Quinta Inn & Suites by Wyndham Lakeland West - Lakeland 1024 Lakeland Park Center Dr., Lakeland, FL 33809
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~15.22 miles west of Winter Haven
  • Has a pool!
  • Three Star Highway property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Lakeland West
From$119
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Home2 Suites Lakeland North I 4 3610 Hopewell Ave., Lakeland, FL 33809
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~15.23 miles west of Winter Haven
  • Has swimming pool: Outdoor pool is open from dawn to dusk.
  • Mid-scale Highway property
More Photos Swimming pool at Home2 Suites Lakeland North I 4
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Lakeland North I-4 : 3520 Us Highway 98 North 3520 Us Highway 98 North, Lakeland, FL 33809
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~15.30 miles west of Winter Haven
  • Pool details: We have an Outdoor Pool onsite.
  • Midscale Highway property
More Photos Pool image of Comfort Inn & Suites Lakeland North I-4
From$81
Very good 4.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South - Davenport 43824 Us 27, Davenport, FL 33837
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~15.35 miles north of Winter Haven
  • Includes a pool: 8 AM to 8PM 25000 gallons Outdoor
  • Affordable Highway hotel
More Photos Swimming pool at Ramada by Wyndham Davenport Orlando South
From$33
Poor 2.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Orlando Maingate South in Davenport 44117 Highway 27, Davenport, FL 33897
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~15.60 miles north of Winter Haven
  • Includes a pool: ON SITE
  • Three Star Highway hotel
More Photos Photo of Hampton Inn Orlando Maingate South Pool
From$88
Very good 4.0 /5 Reviews Call BookMore Details
Best Western Mulberry Hotel 2525 State Rd. 60 East, Mulberry, FL 33860
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~15.96 miles southwest of Winter Haven
  • Pool in hotel: Outdoor and pool is open from sunset to sundwon
  • Affordable Highway hotel
More Photos Swimming pool at Best Western Mulberry Hotel
From$57
Average 3.0 /5 Guest Reviews Call BookMore Details
Villatel Village : 1713 Oak Blossom Dr. 1713 Oak Blossom Dr., Davenport, FL 33837
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~16.48 miles northeast of Winter Haven
  • Includes a pool: Each home has its own private pool.
  • Four star property
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From$300
Average 3.0 /5 Guest Reviews Call BookMore Details
Omni Orlando Resort at Championsgate in Championsgate 1500 Masters Blvd., Championsgate, FL 33896
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~17.75 miles north of Winter Haven
  • Pool details: Zero-Entry Family Pool The zero-entry family pool allows guests to skip the stairs and submerge slowly into the pool as they would the ocean. As parents ease into the pool, children have a blast in the nearby liquid playground, cooling off under dancing water fountains and 30-foot spilling water tower. For the ultimate Orlando thrill ride, kids race to the top of the 125-foot corkscrew waterslide, splashing and laughing the whole way down. Lazy River The 850-foot lazy river lets kids of all ages float on bright tubes at speeds ranging from two to eight mph, through its tunnels, gentle rapids and hidden canyons. Winding through the lushly landscaped resort playground, the lazy river channels adventurers through H20 surprises ranging from shooting water cannons to rainbows of arched waterspouts and an exhilarating waterfall. Private Cabanas & Formal Pool Eight private cabanas line the formal pool with opportunity for guests to “own” one for the day. Donning luxurious robes and sipping on fresh fr
  • High-end Resort hotel
More Photos Photo of Omni Orlando Resort at Championsgate Pool
From$119
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Home2 Suites by Hilton Orlando South Davenport 164 Thrive Rd., Davenport, FL 33896
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~17.92 miles north of Winter Haven
  • Pool in hotel: Outdoor Pool
  • Four star Suburban property
More Photos Pool image of Home2 Suites by Hilton Orlando South Davenport
From$100
Average 3.0 /5 Guest Reviews Call BookMore Details
Alhambra Villas - Poinciana 500 Cypress Pkwy., Poinciana, FL 34759
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~18.37 miles east of Winter Haven
  • Pool details: Outdoor pool
  • 3-star Resort property
More Photos Photo of Alhambra Villas Pool
From$49
Very good 4.0 /5 Read Reviews Call BookMore Details
Reunion Resort & Golf Club - Kissimmee 7593 Gathering Dr., Kissimmee, FL 34747
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~19.26 miles northeast of Winter Haven
  • Includes a pool: 11 Pools, Vary in Size and Hours. All Outdoors. Water Park on property, lazy river
  • Expensive Resort hotel
More Photos Swimming pool at Reunion Resort & Golf Club
From$249
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City : 4307 Sterling Commerce Dr. 4307 Sterling Commerce Dr., Lakeland, FL 33566
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~19.68 miles west of Winter Haven
  • With a pool!
  • Midscale Highway hotel
More Photos Pool image of Fairfield by Marriott Lakeland Plant City
From$84
Very good 4.0 /5 Guest Reviews Call BookMore Details
Encore Resort Orlando - Kissimmee 7635 Fairfax Dr., Kissimmee, FL 34747
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~20.30 miles north of Winter Haven
  • Includes a pool: 10:00am to 7:00pm summer 10:00am to dusk fall, winter and spring Outdoor pool including water park - Slide !
  • Four-star Resort hotel
More Photos Photo of Encore Resort Orlando Pool
From$125
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Hilton Vacation Club Mystic Dunes Orlando 7600 Mystic Dunes Lane, Kissimmee, FL 34747
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~22.07 miles north of Winter Haven
  • Pool details: 4 Outdoor Pools 8AM-11PM
  • 4 star Golf Course property
More Photos Photo of Hilton Vacation Club Mystic Dunes Orlando Pool
From$48
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel in Plant City 2102 North Park Rd., Plant City, FL 33566
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~22.65 miles west of Winter Haven
  • Has swimming pool
  • 3 star Highway property
More Photos Photo of Holiday Inn Express Suites Plant City An Ihg Hotel Pool
From$89
Very good 4.0 /5 Read Reviews Call BookMore Details
Westgate Town Center Resort 7700 a Westgate Blvd., Kissimmee, FL 34747
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~22.74 miles north of Winter Haven
  • Pool in hotel: 11 pools - all outdoor; open 8am to 10pm
  • Affordable Resort property
More Photos Swimming pool at Westgate Town Center Resort
From$55
Very good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Clermont West Kissimmee - Clermont 9330 West Us Highway 192, Clermont, FL 34714
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~22.80 miles north of Winter Haven
  • Has swimming pool: Our outdoor pool is open from 10:00 AM to 10:00 PM. Our pool size is 22,024 gallons.
  • 2-star Highway property
More Photos Photo of Quality Inn Clermont West Kissimmee Pool
From$57
Very good 4.0 /5 Hotel Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West in Clermont 9240 Us Highway 192, Clermont, FL 34714
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~22.81 miles north of Winter Haven
  • Includes a pool: Pool hours : 9 am to 9 pm. It is outdoor pool. And it is from 3 ft to 6 ft.
  • Mid-scale Highway hotel
More Photos Pool image of SureStay by Best Western Clermont Theme Park West
From$49
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Westgate Vacation Villas Resort : 7700 B Westgate Blvd. 7700 B Westgate Blvd., Kissimmee, FL 34747
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~22.83 miles north of Winter Haven
  • Includes a pool: 14 pools - all outdoor; open 8am to 10pm
  • Midscale Resort property
More Photos Swimming pool at Westgate Vacation Villas Resort
From$57
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Summer Bay Orlando MOD Collection by Sonesta in Clermont 17805 Us Highway 192, Clermont, FL 34714
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~22.86 miles north of Winter Haven
  • Pool details: There are 6 outdoor Heated pools.
  • 3-star Resort hotel
More Photos Swimming pool at Summer Bay Orlando MOD Collection by Sonesta
From$44
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Holiday Inn Express & Suites Clermont Se – West Orlando 105 Summer Bay Blvd., Clermont, FL 34714
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~22.95 miles north of Winter Haven
  • Pool available: 6 Springs Pools - outdoors
  • Three Star Resort property
More Photos Swimming pool at Holiday Inn Express & Suites Clermont Se – West Orlando
From$99
Average 3.5 /5 Recent Reviews Call BookMore Details
Orbit One Vacation Villas - Kissimmee 2950 Entry, Kissimmee, FL 34747
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~23.05 miles north of Winter Haven
  • Has swimming pool: Outdoor Hot Tub(s) Outdoor Pool
  • Affordable Resort property
More Photos Photo of Orbit One Vacation Villas Pool
From$80
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Ramada by Wyndham Kissimmee Gateway 7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.09 miles north of Winter Haven
  • Includes a pool: 2 outdoor pools, the larger is heated seasonally Open from 8am-10pm Handicap lift on the second pool
  • Mid-scale Highway hotel
More Photos Swimming pool at Ramada by Wyndham Kissimmee Gateway
From$80
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Hilton Vacation Club Aqua Sol Orlando West : 17777 Bali Blvd. 17777 Bali Blvd., Winter Garden, FL 34787
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~23.14 miles north of Winter Haven
  • Pool available: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • Mid-scale Resort property
More Photos Swimming pool at Hilton Vacation Club Aqua Sol Orlando West
From$38
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Destiny Palms Hotel Maingate West - Kissimmee 8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.32 miles north of Winter Haven
  • Pool in hotel: Out door pool !
  • Midscale Resort property
More Photos Pool image of Destiny Palms Hotel Maingate West
From$37
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Westgate Towers Resort 7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.33 miles north of Winter Haven
  • Pool available: 3 Outdoor Heated Pools, 3 Spa Hot Tubs, 2 Children Pools; access to Westgate Town Center and Vacation Villas 14 pools and Waterpark(surcharge for waterpark applies).
  • 3 star Resort property
More Photos Swimming pool at Westgate Towers Resort
From$48
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Galleria Palms Hotel 3000 Maingate Lane, Kissimmee, FL 34747
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~23.34 miles north of Winter Haven
  • Has swimming pool: Outdoor heated pool with lounge chairs, tables and shade umbrellas. Pool towels are provided and the pool is open daily from 8:00 AM to 11:00 PM.
  • 3-star Resort hotel
More Photos Pool image of Galleria Palms Hotel
From$44
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Margaritaville Resort Orlando : 8000 Fins Up Circle 8000 Fins Up Circle, Kissimmee, FL 34747
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~23.36 miles north of Winter Haven
  • Pool in hotel: The Resort offers two Lagoon Style Pools with soft sand beaches and an additional quiet pool ("License to Chill"). Our "Salty Rim" Pool Bar is located next to pools, offering delicious food and drinks, in an inviting atmosphere of fun. Guests can rent pool-side Cabanas, complete with refrigerators, flat screen TV's and comfortable seating. Island H20 Water Park - free admission! Guests who pay the full resort fee of $44 per day also receive unlimited admission to "Island H20" Water Park daily, for all guests reserved in the guest room, cottage or villa.
  • 4 star Resort hotel
More Photos Pool image of Margaritaville Resort Orlando
From$169
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The Adventure Hotel by The Parks : 7675 West Irlo Bronson Memorial Highway 7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.42 miles north of Winter Haven
  • Has swimming pool: Outdoor whirpool and Pool open from 9am-11pm
  • Mid-scale Downtown hotel
More Photos Photo of The Adventure Hotel by The Parks Pool
From$49
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks - Kissimmee 3011 Maingate Lane, Kissimmee, FL 34747
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~23.46 miles north of Winter Haven
  • Pool in hotel: 2 Outdoor Heated Pools & Hot Tub Open from 8am to 11pm
  • Midscale Resort hotel
More Photos Swimming pool at Holiday Inn Resort Kissimmee by The Parks
From$80
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Holiday Inn Club Vacations Orlando Orange Lake Resort in Kissimmee 8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.46 miles north of Winter Haven
  • We have a pool ready for use
  • 4 star Resort hotel
More Photos Photo of Holiday Inn Club Vacations Orlando Orange Lake Resort Pool
From$89
Very good 4.0 /5 Recent Reviews Call BookMore Details
Voco Kissimmee Orlando Hotel in Kissimmee 7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.46 miles north of Winter Haven
  • Pool details: Pool hours are 8:00AM - 11:00PM
  • 3 star Highway hotel
More Photos Swimming pool at Voco Kissimmee Orlando Hotel
From$59
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Melia Orlando Celebration - Celebration 225 Celebration Pl, Celebration, FL 34747
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~24.42 miles northeast of Winter Haven
  • Pool in hotel: Open until 11pm. 360 degree infinity edge pool with zero entrance for small children. Outdoor, heated seasonally at 82 degrees. Poolside towel service, entertainment on weekends, food and beverage service provided.
  • 4 star Suburban property
More Photos Pool image of Melia Orlando Celebration
From$99
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Delta Hotels by Marriott™ Orlando Celebration 2900 Pkwy. Blvd., Kissimmee, FL 34747
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~24.72 miles northeast of Winter Haven
  • Pool details: Pool Hours are 7am-10pm. We have two outdoor resort-style large pools. One of the pool has a 40 foot water slide. We also have two outdoor hot tubs and one kiddie splash zone.
  • 3-star Resort hotel
More Photos Swimming pool at Delta Hotels by Marriott™ Orlando Celebration
From$80
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Parkway International Resort - Kissimmee 6200 Safari Trl, Kissimmee, FL 34747
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~24.84 miles northeast of Winter Haven
  • Pool available: Pools are open from 8am till 10pm. We offer outdoor pools; children's, adults and hot tub.
  • Three Star Highway property
More Photos Photo of Parkway International Resort Pool
From$62
Very good 4.0 /5 Review Score Call BookMore Details

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