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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  • Pool details: Outdoor
  • Affordable property
More Photos Photo of Staybridge Suites Winter Haven Auburndale Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
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Hampton Inn Winter Haven 202 Cypress Gardens Blvd., Winter Haven, FL 33880
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  • Includes a pool: Seasonally heated outdoor pool, open from 7 AM to 10 PM.
  • Affordable Downtown hotel
More Photos Photo of Hampton Inn Winter Haven Pool
From$99
Very Good 4.0 /5 Hotel 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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  • Has swimming 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 Recent Reviews Call BookMore Details
Courtyard by Marriott Winter Haven 6225 Cypress Gardens Blvd. Se, Winter Haven, FL 33884
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  • Includes a swimming pool
  • Affordable hotel
More Photos Photo of Courtyard by Marriott Winter Haven Pool
From$65
Very Good 4.0 /5 Latest 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
  • Has swimming pool: Our outdoor heated pool measures 450 square feet and it is open year around from dawn until dusk.
  • Affordable Highway hotel
More Photos Swimming pool at Best Western Auburndale Inn & Suites
From$84
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven : 2953 Ridge Way 2953 Ridge Way, Lake Wales, FL 33859
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~7.86 miles southeast of Winter Haven
  • Includes a swimming pool
  • Three Star Suburban property
More Photos Pool image of Holiday Inn Express Lake Wales North Winter Haven
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Lake Wales - Lake Wales 22900 Us Highway 27, Lake Wales, FL 33859
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~10.13 miles southeast of Winter Haven
  • Pool available: Outdoor pool 6am-11pm
  • Affordable Highway hotel
More Photos Photo of Hampton Inn & Suites Lake Wales Pool
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Bartow - Bartow 205 Old Bartow Eagle Lake Rd., Bartow, FL 33830
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~10.25 miles southwest of Winter Haven
  • Pool details: Outdoor pool 7am-8pm
  • 3-star Rural property
More Photos Swimming pool at Hampton Inn Bartow
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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
  • Mid-scale Convention Center property
More Photos Photo of Springhill Suites by Marriott Lakeland Pool
From$119
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Lakeland 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
  • 3-star Suburban property
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., Lakeland, FL 33809
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~14.39 miles west of Winter Haven
  • Pool available: Dawn to Dusk
  • Affordable Highway hotel
More Photos Pool image of Clarion Pointe Lakeland I 4
From$40
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La Quinta Inn & Suites by Wyndham Lakeland East in Lakeland 4315 Lakeland Park Dr., Lakeland, FL 33809
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~14.40 miles west of Winter Haven
  • We have a pool
  • Affordable Highway property
More Photos Photo of La Quinta Inn & Suites by Wyndham Lakeland East Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 - Lakeland 4500 Lakeland Park Rd., Lakeland, FL 33809
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~14.42 miles west of Winter Haven
  • Pool details: 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 Latest Reviews Call BookMore Details
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Best Western Premier Lakeland North : 3260 Us Highway 98 North 3260 Us Highway 98 North, Lakeland, FL 33805
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~15.04 miles west of Winter Haven
  • Pool in hotel: Large Outdoor
  • Mid-scale Highway property
More Photos Photo of Best Western Premier Lakeland North Pool
From$55
Average 3.0 /5 Guest Reviews Call BookMore Details
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
  • Midscale Suburban property
More Photos Photo of Hampton Inn & Suites Lakeland South Polk Parkway Pool
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Home2 Suites by Hilton Lakeland South Polk Parkway - Lakeland 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 .
  • 3 star property
More Photos Photo of Home2 Suites by Hilton Lakeland South Polk Parkway Pool
From$80
Very Good 4.5 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland West 1024 Lakeland Park Center Dr., Lakeland, FL 33809
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~15.22 miles west of Winter Haven
  • Pool in hotel
  • 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 in Lakeland 3610 Hopewell Ave., Lakeland, FL 33809
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~15.23 miles west of Winter Haven
  • Pool in hotel: Outdoor pool is open from dawn to dusk.
  • Three Star Highway hotel
More Photos Photo of Home2 Suites Lakeland North I 4 Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Lakeland North I-4 3520 Us Highway 98 North, Lakeland, FL 33809
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~15.30 miles west of Winter Haven
  • Has swimming pool: We have an Outdoor Pool onsite.
  • 3-star Highway property
More Photos Pool image of Comfort Inn & Suites Lakeland North I-4
From$81
Very Good 4.0 /5 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
  • Pool available: 8 AM to 8PM 25000 gallons Outdoor
  • Mid-scale Highway hotel
More Photos Photo of Ramada by Wyndham Davenport Orlando South Pool
From$33
Poor 2.0 /5 Reviews Call BookMore Details
Hampton Inn Orlando Maingate South 44117 Highway 27, Davenport, FL 33897
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~15.60 miles north of Winter Haven
  • Has swimming pool: ON SITE
  • Mid-scale Highway property
More Photos Pool image of Hampton Inn Orlando Maingate South
From$88
Very Good 4.0 /5 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
  • Pool available: Outdoor and pool is open from sunset to sundwon
  • Mid-scale Highway hotel
More Photos Pool image of Best Western Mulberry Hotel
From$57
Average 3.0 /5 Hotel Reviews Call BookMore Details
Villatel Village in Davenport 1713 Oak Blossom Dr., Davenport, FL 33837
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~16.48 miles northeast of Winter Haven
  • Has swimming pool: Each home has its own private pool.
  • Expensive property
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From$300
Average 3.0 /5 Read 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
  • Includes a pool: 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 Website
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~17.92 miles north of Winter Haven
  • Pool available: Outdoor Pool
  • 4-star Suburban hotel
More Photos Pool image of Home2 Suites by Hilton Orlando South Davenport
From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Alhambra Villas : 500 Cypress Pkwy. 500 Cypress Pkwy., Poinciana, FL 34759
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~18.37 miles east of Winter Haven
  • Pool details: Outdoor pool
  • 3-star Resort hotel
More Photos Swimming pool at Alhambra Villas
From$49
Very Good 4.0 /5 Review Score Call BookMore Details
Reunion Resort & Golf Club 7593 Gathering Dr., Kissimmee, FL 34747
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~19.26 miles northeast of Winter Haven
  • Pool in hotel: 11 Pools, Vary in Size and Hours. All Outdoors. Water Park on property, lazy river
  • 4-star Resort hotel
More Photos Swimming pool at Reunion Resort & Golf Club
From$249
Average 3.0 /5 Read 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
  • We have a pool
  • 3-star Highway hotel
More Photos Photo of Fairfield by Marriott Lakeland Plant City Pool
From$84
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Encore Resort Orlando 7635 Fairfax Dr., Kissimmee, FL 34747
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~20.30 miles north of Winter Haven
  • Pool available: 10:00am to 7:00pm summer 10:00am to dusk fall, winter and spring Outdoor pool including water park - Slide !
  • Expensive Resort property
More Photos Pool image of Encore Resort Orlando
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando in Kissimmee 7600 Mystic Dunes Lane, Kissimmee, FL 34747
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~22.07 miles north of Winter Haven
  • Includes a pool: 4 Outdoor Pools 8AM-11PM
  • Four-star Golf Course property
More Photos Swimming pool at Hilton Vacation Club Mystic Dunes Orlando
From$48
Very Good 4.0 /5 Recent 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
  • With a pool!
  • Three Star Highway property
More Photos Pool image of Holiday Inn Express Suites Plant City An Ihg Hotel
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Westgate Town Center Resort - Kissimmee 7700 a Westgate Blvd., Kissimmee, FL 34747
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~22.74 miles north of Winter Haven
  • Has swimming pool: 11 pools - all outdoor; open 8am to 10pm
  • Affordable Resort hotel
More Photos Photo of Westgate Town Center Resort Pool
From$55
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Clermont West Kissimmee 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.
  • Low-priced Highway hotel
More Photos Swimming pool at 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
  • Pool available: Pool hours : 9 am to 9 pm. It is outdoor pool. And it is from 3 ft to 6 ft.
  • 3-star Highway hotel
More Photos Photo of SureStay by Best Western Clermont Theme Park West Pool
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
  • Has swimming pool: 11 pools - all outdoor; open 8am to 10pm
  • Three Star Resort property
More Photos Swimming pool at Westgate Vacation Villas Resort
From$57
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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.
  • Three Star Resort property
More Photos Photo of Summer Bay Orlando MOD Collection by Sonesta Pool
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
  • Pool available: 6 Springs Pools - outdoors
  • Affordable Resort hotel
More Photos Photo of Holiday Inn Express & Suites Clermont Se – West Orlando Pool
From$99
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Orbit One Vacation Villas : 2950 Entry 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
  • Midscale 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
  • Mid-scale Highway hotel
More Photos Pool image of Ramada by Wyndham Kissimmee Gateway
From$80
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Hilton Vacation Club Aqua Sol Orlando West - Winter Garden 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
  • 3-star Resort property
More Photos Swimming pool at Hilton Vacation Club Aqua Sol Orlando West
From$38
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Embassy Suite by Hilton Sunset Walk Oralndo - Kissimmee 3151 Sunset Walk Dr., Kissimmee, FL 34747
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~23.21 miles north of Winter Haven
  • Pool details: 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.
  • Expensive Resort hotel
More Photos Photo of Embassy Suite by Hilton Sunset Walk Oralndo Pool
From$125
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Kompose Boutique Resort at Theme Parks in Kissimmee 7491 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.23 miles north of Winter Haven
  • Pool details: The hotel has an outdoor heated pool and a lazy river.
  • Affordable Resort property
More Photos Swimming pool at Kompose Boutique Resort at Theme Parks
From$30
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Destiny Palms Hotel Maingate West 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 hotel
More Photos Photo of Destiny Palms Hotel Maingate West Pool
From$37
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Westgate Towers Resort : 7600 West Irlo Bronson Memorial Highway 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 hotel
More Photos Photo of Westgate Towers Resort Pool
From$48
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Galleria Palms Hotel 3000 Maingate Lane, Kissimmee, FL 34747
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~23.34 miles north of Winter Haven
  • Pool in hotel: 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.
  • Affordable Resort hotel
More Photos Swimming pool at Galleria Palms Hotel
From$44
Very Good 4.0 /5 Reviews Call BookMore Details
Margaritaville Resort Orlando - Kissimmee 8000 Fins Up Circle, Kissimmee, FL 34747
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~23.36 miles north of Winter Haven
  • Includes a pool: 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 property
More Photos Swimming pool at Margaritaville Resort Orlando
From$169
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The Adventure Hotel by The Parks 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
  • Midscale Downtown hotel
More Photos Photo of The Adventure Hotel by The Parks Pool
From$49
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Holiday Inn Resort Kissimmee by The Parks : 3011 Maingate Lane 3011 Maingate Lane, Kissimmee, FL 34747
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~23.46 miles north of Winter Haven
  • Pool details: 2 Outdoor Heated Pools & Hot Tub Open from 8am to 11pm
  • Mid-scale 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 8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.46 miles north of Winter Haven
  • Includes a pool
  • High-end Resort property
More Photos Swimming pool at Holiday Inn Club Vacations Orlando Orange Lake Resort
From$89
Very Good 4.0 /5 Hotel 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 available: Pool hours are 8:00AM - 11:00PM
  • 3 star Highway hotel
More Photos Pool image of Voco Kissimmee Orlando Hotel
From$59
Average 3.0 /5 Hotel Reviews Call BookMore Details

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