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 305 5th St. Nw, Winter Haven, FL 33881
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  • Has swimming pool: Outdoor
  • 3-star property
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., Winter Haven, FL 33880
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  • Pool available: Seasonally heated outdoor pool, open from 7 AM to 10 PM.
  • Mid-scale Downtown property
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From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Winter Haven Inn & Suites - Winter Haven 5801 Roosevelt Dr., Winter Haven, FL 33884
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  • Includes a pool: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • 3-star Suburban hotel
More Photos Photo of Best Western Plus Winter Haven Inn & Suites Pool
From$50
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Winter Haven : 6225 Cypress Gardens Blvd. Se 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 Guest Reviews 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
  • Pool available: Our outdoor heated pool measures 450 square feet and it is open year around from dawn until dusk.
  • Affordable Highway hotel
More Photos Photo of Best Western Auburndale Inn & Suites Pool
From$84
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Holiday Inn Express Lake Wales North Winter Haven in Lake Wales 2953 Ridge Way, Lake Wales, FL 33859
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~7.86 miles southeast of Winter Haven
  • Has a pool!
  • Mid-scale Suburban hotel
More Photos Photo of Holiday Inn Express Lake Wales North Winter Haven Pool
From$109
Very Good 4.0 /5 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
  • Three Star Highway property
More Photos Photo of Hampton Inn & Suites Lake Wales Pool
From$109
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Hampton Inn Bartow 205 Old Bartow Eagle Lake Rd., Bartow, FL 33830
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~10.25 miles southwest of Winter Haven
  • Includes a pool: Outdoor pool 7am-8pm
  • 3-star Rural property
More Photos Photo of Hampton Inn Bartow Pool
From$80
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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
  • Includes a pool: Outdoor Heated Swimming Pool
  • Affordable Convention Center property
More Photos Photo of Springhill Suites by Marriott Lakeland Pool
From$119
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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
  • Includes a pool: Out Door 9 AM-9PM
  • Mid-scale Suburban hotel
More Photos Swimming pool at Hampton Inn Lakeland
From$100
Very Good 4.0 /5 Read 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
  • Has swimming pool: Dawn to Dusk
  • Mid-scale Highway hotel
More Photos Photo of Clarion Pointe Lakeland I 4 Pool
From$40
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La Quinta Inn & Suites by Wyndham Lakeland East 4315 Lakeland Park Dr., Lakeland, FL 33809
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~14.40 miles west of Winter Haven
  • We have a pool ready for use
  • Mid-scale Highway hotel
More Photos Pool image of La Quinta Inn & Suites by Wyndham Lakeland East
From$80
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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
  • Includes a pool: 6am - 9pm
  • Midscale Suburban hotel
More Photos Pool image of Holiday Inn Express & Suites Lakeland North I 4
From$79
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BW Premier Lakeland North 3260 Us Highway 98 North, Lakeland, FL 33805
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~15.04 miles west of Winter Haven
  • Has swimming pool: Large Outdoor
  • 3-star Highway property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway 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
  • Midscale Suburban property
More Photos Swimming pool at Hampton Inn & Suites Lakeland South Polk Parkway
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
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Home2 Suites by Hilton Lakeland South Polk Parkway : 3610 Lakeside Village Boulevar 3610 Lakeside Village Boulevar, Lakeland, FL 33142
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~15.13 miles west of Winter Haven
  • Pool details: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Affordable property
More Photos Swimming pool at Home2 Suites by Hilton Lakeland South Polk Parkway
From$80
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland West : 1024 Lakeland Park Center Dr. 1024 Lakeland Park Center Dr., Lakeland, FL 33809
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~15.22 miles west of Winter Haven
  • We have a pool ready for use
  • Three Star Highway hotel
More Photos Pool image of 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
  • Includes a pool: Outdoor pool is open from dawn to dusk.
  • 3-star Highway property
More Photos Swimming pool at Home2 Suites Lakeland North I 4
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Lakeland North I-4 in Lakeland 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.
  • Affordable Highway property
More Photos Swimming pool at Comfort Inn & Suites Lakeland North I-4
From$81
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Ramada by Wyndham Davenport Orlando South 43824 Us 27, Davenport, FL 33837
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~15.35 miles north of Winter Haven
  • Pool available: 8 AM to 8PM 25000 gallons Outdoor
  • Affordable Highway property
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 : 44117 Highway 27 44117 Highway 27, Davenport, FL 33897
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~15.60 miles north of Winter Haven
  • Pool available: ON SITE
  • 3-star Highway hotel
More Photos Swimming pool at Hampton Inn Orlando Maingate South
From$88
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Mulberry Hotel - Mulberry 2525 State Rd. 60 East, Mulberry, FL 33860
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~15.96 miles southwest of Winter Haven
  • Has swimming pool: Outdoor and pool is open from sunset to sundwon
  • 3-star Highway property
More Photos Pool image of Best Western Mulberry Hotel
From$57
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Villatel Village in Davenport 1713 Oak Blossom Dr., Davenport, FL 33837
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~16.48 miles northeast of Winter Haven
  • Pool details: Each home has its own private pool.
  • Expensive property
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From$300
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Omni Orlando Resort at Championsgate : 1500 Masters Blvd. 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
  • Four-star Resort property
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
  • Has swimming pool: Outdoor Pool
  • High end Suburban hotel
More Photos Photo of Home2 Suites by Hilton Orlando South Davenport Pool
From$100
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Alhambra Villas - Poinciana 500 Cypress Pkwy., Poinciana, FL 34759
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~18.37 miles east of Winter Haven
  • Pool details: Outdoor pool
  • Affordable Resort hotel
More Photos Photo of Alhambra Villas Pool
From$49
Very Good 4.0 /5 Review Score Call BookMore Details
Reunion Resort & Golf Club in Kissimmee 7593 Gathering Dr., Kissimmee, FL 34747
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~19.26 miles northeast of Winter Haven
  • Has swimming pool: 11 Pools, Vary in Size and Hours. All Outdoors. Water Park on property, lazy river
  • Four star Resort hotel
More Photos Photo of Reunion Resort & Golf Club Pool
From$249
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City 4307 Sterling Commerce Dr., Lakeland, FL 33566
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~19.68 miles west of Winter Haven
  • Includes a pool
  • Three Star Highway property
More Photos Swimming pool at Fairfield by Marriott Lakeland Plant City
From$84
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Hilton Vacation Club Mystic Dunes Orlando - Kissimmee 7600 Mystic Dunes Lane, Kissimmee, FL 34747
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~22.07 miles north of Winter Haven
  • Pool available: 4 Outdoor Pools 8AM-11PM
  • Four-star Golf Course hotel
More Photos Photo of Hilton Vacation Club Mystic Dunes Orlando Pool
From$48
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Holiday Inn Express Suites Plant City An Ihg Hotel : 2102 North Park Rd. 2102 North Park Rd., Plant City, FL 33566
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~22.65 miles west of Winter Haven
  • Our hotel comes with a pool
  • Midscale Highway property
More Photos Pool image of Holiday Inn Express Suites Plant City An Ihg Hotel
From$89
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Magic Village Views Trademark : 7430 Brooklyn Dr. 7430 Brooklyn Dr., Kissimmee, FL 34747
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~22.68 miles north of Winter Haven
  • Pool available: Outdoors Pool offers the safety and space for gatherings and events while social distancing. Pool area is spacious and furniture has been spaced out to comply with social distancing recommendations
  • Affordable Resort hotel
More Photos Pool image of Magic Village Views Trademark
From$200
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Westgate Town Center Resort in Kissimmee 7700 a Westgate Blvd., Kissimmee, FL 34747
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~22.74 miles north of Winter Haven
  • Includes a pool: 11 pools - all outdoor; open 8am to 10pm
  • 3 star Resort property
More Photos Photo of Westgate Town Center Resort Pool
From$55
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Quality Inn Clermont West Kissimmee in Clermont 9330 West Us Highway 192, Clermont, FL 34714
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~22.80 miles north of Winter Haven
  • Includes a pool: Our outdoor pool is open from 10:00 AM to 10:00 PM. Our pool size is 22,024 gallons.
  • Economical Highway hotel
More Photos Pool image of Quality Inn Clermont West Kissimmee
From$57
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SureStay by Best Western Clermont Theme Park West - Clermont 9240 Us Highway 192, Clermont, FL 34714
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~22.81 miles north of Winter Haven
  • Has swimming pool: Pool hours : 9 am to 9 pm. It is outdoor pool. And it is from 3 ft to 6 ft.
  • Affordable Highway property
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., Kissimmee, FL 34747
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~22.83 miles north of Winter Haven
  • Pool available: 11 pools - all outdoor; open 8am to 10pm
  • 3-star Resort hotel
More Photos Photo of Westgate Vacation Villas Resort Pool
From$57
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Summer Bay Orlando MOD Collection by Sonesta 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.
  • Midscale Resort property
More Photos Pool image of 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. 105 Summer Bay Blvd., Clermont, FL 34714
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~22.95 miles north of Winter Haven
  • Includes a pool: 6 Springs Pools - outdoors
  • 3 star Resort property
More Photos Swimming pool at Holiday Inn Express & Suites Clermont Se – West Orlando
From$99
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Orbit One Vacation Villas in Kissimmee 2950 Entry, Kissimmee, FL 34747
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~23.05 miles north of Winter Haven
  • Pool details: Outdoor Hot Tub(s) Outdoor Pool
  • 3 star Resort property
More Photos Photo of Orbit One Vacation Villas Pool
From$80
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Ramada by Wyndham Kissimmee Gateway in Kissimmee 7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.09 miles north of Winter Haven
  • Pool details: 2 outdoor pools, the larger is heated seasonally Open from 8am-10pm Handicap lift on the second pool
  • Three Star 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., Winter Garden, FL 34787
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~23.14 miles north of Winter Haven
  • Pool in hotel: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • Midscale Resort hotel
More Photos Photo of Hilton Vacation Club Aqua Sol Orlando West Pool
From$38
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Embassy Suite by Hilton Sunset Walk Oralndo 3151 Sunset Walk Dr., Kissimmee, FL 34747
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~23.21 miles north of Winter Haven
  • Pool in hotel: Oasis Beach Club, zero entry crystal-clear blue pool. Plentiful seating for all guest to enjoy, 36 private cabanas for a fee, Mango Moon Bar & Grill.
  • Four-star Resort property
More Photos Swimming pool at Embassy Suite by Hilton Sunset Walk Oralndo
From$125
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Destiny Palms Hotel Maingate West : 8536 West Irlo Bronson Memorial Highway 8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.32 miles north of Winter Haven
  • Pool details: Out door pool !
  • 3-star Resort property
More Photos Swimming pool at Destiny Palms Hotel Maingate West
From$37
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Westgate Towers Resort in Kissimmee 7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.33 miles north of Winter Haven
  • Pool details: 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).
  • Affordable Resort property
More Photos Pool image of Westgate Towers Resort
From$48
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Galleria Palms Hotel : 3000 Maingate Lane 3000 Maingate Lane, Kissimmee, FL 34747
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~23.34 miles north of Winter Haven
  • Includes a 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.
  • Midscale Resort property
More Photos Photo of Galleria Palms Hotel Pool
From$44
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Margaritaville Resort Orlando 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.
  • Expensive Resort property
More Photos Swimming pool at Margaritaville Resort Orlando
From$169
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The Adventure Hotel by The Parks - Kissimmee 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
  • 3 star Downtown hotel
More Photos Swimming pool at The Adventure Hotel by The Parks
From$49
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Holiday Inn Resort Kissimmee by The Parks 3011 Maingate Lane, Kissimmee, FL 34747
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~23.46 miles north of Winter Haven
  • Pool available: 2 Outdoor Heated Pools & Hot Tub Open from 8am to 11pm
  • Affordable Resort hotel
More Photos Pool image of 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
  • Has swimming pool
  • 4-star Resort property
More Photos Photo of Holiday Inn Club Vacations Orlando Orange Lake Resort Pool
From$89
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Voco Kissimmee Orlando Hotel : 7888 West Irlo Bronson Memorial Highway 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 property
More Photos Photo of Voco Kissimmee Orlando Hotel Pool
From$59
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Melia Orlando Celebration 225 Celebration Pl, Celebration, FL 34747
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~24.42 miles northeast of Winter Haven
  • Includes a pool: 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.
  • Four star Suburban hotel
More Photos Photo of Melia Orlando Celebration Pool
From$99
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