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

Holiday Inn Winter Haven by IHG 200 Cypress Gardens Blvd., Winter Haven, FL 33880
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  • Pool available: Pool hours are 8am-9pm.
  • Midscale Downtown hotel
More Photos Swimming pool at Holiday Inn Winter Haven by IHG
From$108 total
Very Good 4.0 /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
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From$118 total
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Plus Winter Haven Inn & Suites 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.
  • Three Star Suburban hotel
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From$60 total
Average 3.0 /5 Review Score Call BookMore Details
Home2 Suites by Hilton Winter Haven in Winter Haven 6015 Cypress Gardens Blvd., Winter Haven, FL 33884
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  • Pool details: Our saline outdoor pool is open daily 7am-10pm
  • Expensive Suburban property
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From$150 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Winter Haven in Winter Haven 6225 Cypress Gardens Blvd. Se, Winter Haven, FL 33884
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  • With a pool!
  • Midscale hotel
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From$78 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Auburndale Inn & Suites : 1008 Us Highway 92 West 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 Pool image of Best Western Auburndale Inn & Suites
From$100 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven 2953 Ridge Way, Lake Wales, FL 33859
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~7.86 miles southeast of Winter Haven
  • Our hotel comes with a pool
  • 3-star Suburban hotel
More Photos Swimming pool at Holiday Inn Express Lake Wales North Winter Haven
From$130 total
Very Good 4.0 /5 Latest 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 details: Outdoor pool 6am-11pm
  • 3-star Highway property
More Photos Photo of Hampton Inn & Suites Lake Wales Pool
From$130 total
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Bartow in 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
  • Mid-scale Rural hotel
More Photos Photo of Hampton Inn Bartow Pool
From$96 total
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Lakeland - 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
  • Midscale Convention Center hotel
More Photos Photo of Springhill Suites by Marriott Lakeland Pool
From$142 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Lakeland in Lakeland 4420 North Socrum Loop Rd., Lakeland, FL 33809
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~14.33 miles west of Winter Haven
  • Pool available: Out Door 9 AM-9PM
  • Three Star Suburban hotel
More Photos Swimming pool at Hampton Inn Lakeland
From$120 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Clarion Pointe Lakeland I 4 - Lakeland 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$48 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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
  • With a pool!
  • 3 star Highway property
More Photos Photo of La Quinta Inn & Suites by Wyndham Lakeland East Pool
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
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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
  • 3 star Suburban hotel
More Photos Swimming pool at Holiday Inn Express & Suites Lakeland North I 4
From$94 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Lakeland 3725 Harden Blvd., Lakeland, FL 33803
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~14.82 miles west of Winter Haven
  • Includes a pool: outdoor pool with a Jacuzzi . open from 6am-9pm.
  • Midscale Suburban property
More Photos Photo of Courtyard by Marriott Lakeland Pool
From$123 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Best Western Premier Lakeland North 3260 Us Highway 98 North, Lakeland, FL 33805
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~15.04 miles west of Winter Haven
  • Includes a pool: Large Outdoor
  • 3 star Highway hotel
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From$96 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway : 3630 Lakeside Village Blvd. 3630 Lakeside Village Blvd., Lakeland, FL 33803
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~15.11 miles west of Winter Haven
  • Includes a pool: Heated pool is open daily from 6am to 10pm
  • Mid-scale Suburban property
More Photos Swimming pool at Hampton Inn & Suites Lakeland South Polk Parkway
From$106 total
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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
  • Pool available: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Mid-scale hotel
More Photos Photo of Home2 Suites by Hilton Lakeland South Polk Parkway Pool
From$96 total
Very Good 4.5 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland West in Lakeland 1024 Lakeland Park Center Dr., Lakeland, FL 33809
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~15.22 miles west of Winter Haven
  • Includes a pool
  • Affordable Highway property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Lakeland West
From$142 total
Average 3.0 /5 Review Score Call BookMore Details
Home2 Suites Lakeland North I 4 3610 Hopewell Ave., Lakeland, FL 33809
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~15.23 miles west of Winter Haven
  • Pool available: Outdoor pool is open from dawn to dusk.
  • Three Star Highway property
More Photos Swimming pool at Home2 Suites Lakeland North I 4
From$96 total
Average 3.0 /5 Read 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
  • Includes a pool: We have an Outdoor Pool onsite.
  • 3-star Highway hotel
More Photos Pool image of Comfort Inn & Suites Lakeland North I-4
From$97 total
Very Good 4.0 /5 Recent 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 in hotel: 8 AM to 8PM 25000 gallons Outdoor
  • Three Star Highway hotel
More Photos Pool image of Ramada by Wyndham Davenport Orlando South
From$39 total
Poor 2.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Orlando South Davenport by IHG : 4050 Hotel Dr. 4050 Hotel Dr., Davenport, FL 33897
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~15.56 miles north of Winter Haven
  • Pool details: From Sunrise to Sunset, 35 x 20, Outdoor pool
  • 3-star Convention Center property
More Photos Swimming pool at Holiday Inn Express Hotel & Suites Orlando South Davenport by IHG
From$90 total
Very Good 4.0 /5 Guest 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
  • Pool details: ON SITE
  • Affordable Highway property
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From$105 total
Very Good 4.0 /5 Read 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
  • Includes a pool: Outdoor and pool is open from sunset to sundwon
  • 3 star Highway hotel
More Photos Photo of Best Western Mulberry Hotel Pool
From$68 total
Average 3.0 /5 Reviews Call BookMore Details
Villatel Village 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.
  • High end hotel
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From$360 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Davenport 45590 Us 27, Davenport, FL 33897
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~16.64 miles north of Winter Haven
  • Pool available: Outdoor Pool 8 AM to 10 PM Daily
  • Mid-scale Highway hotel
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From$96 total
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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 available: 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
  • 4 star Resort property
More Photos Photo of Omni Orlando Resort at Championsgate Pool
From$142 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport : 164 Thrive Rd. 164 Thrive Rd., Davenport, FL 33896
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~17.92 miles north of Winter Haven
  • Pool available: Outdoor Pool
  • Four-star Suburban property
More Photos Photo of Home2 Suites by Hilton Orlando South Davenport Pool
From$120 total
Average 3.0 /5 Read 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
  • Mid-scale Resort hotel
More Photos Photo of Alhambra Villas Pool
From$58 total
Very Good 4.0 /5 Read Reviews 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
  • Pool available: 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$298 total
Average 3.0 /5 Review Score Call BookMore Details
Fairfield by Marriott Lakeland Plant City 4307 Sterling Commerce Dr., Lakeland, FL 33566
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~19.74 miles west of Winter Haven
  • We have a pool
  • Mid-scale Highway hotel
More Photos Photo of Fairfield by Marriott Lakeland Plant City Pool
From$100 total
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando 7600 Mystic Dunes Lane, Kissimmee, FL 34747
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~22.07 miles north of Winter Haven
  • Has swimming pool: 4 Outdoor Pools 8AM-11PM
  • 4 star Golf Course property
More Photos Swimming pool at Hilton Vacation Club Mystic Dunes Orlando
From$57 total
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel - Plant City 2102 North Park Rd., Plant City, FL 33566
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~22.65 miles west of Winter Haven
  • Includes a swimming pool
  • 3 star Highway hotel
More Photos Photo of Holiday Inn Express Suites Plant City An Ihg Hotel Pool
From$106 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Magic Village Views Trademark 7430 Brooklyn Dr., Kissimmee, FL 34747
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~22.68 miles north of Winter Haven
  • Pool in hotel: 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
  • Mid-scale Resort hotel
More Photos Photo of Magic Village Views Trademark Pool
From$240 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Westgate Town Center Resort : 7700 a Westgate Blvd. 7700 a Westgate Blvd., Kissimmee, FL 34747
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~22.74 miles north of Winter Haven
  • Pool details: 11 pools - all outdoor; open 8am to 10pm
  • Three Star Resort property
More Photos Pool image of Westgate Town Center Resort
From$66 total
Very Good 4.0 /5 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.
  • 3 star Highway property
More Photos Photo of SureStay by Best Western Clermont Theme Park West Pool
From$58 total
Average 3.5 /5 Recent Reviews Call BookMore Details
Westgate Vacation Villas Resort 7700 B Westgate Blvd., Kissimmee, FL 34747
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~22.83 miles north of Winter Haven
  • Pool details: 11 pools - all outdoor; open 8am to 10pm
  • 3-star Resort property
More Photos Swimming pool at Westgate Vacation Villas Resort
From$68 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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 in hotel: There are 6 outdoor Heated pools.
  • 3 star Resort hotel
More Photos Pool image of Summer Bay Orlando MOD Collection by Sonesta
From$52 total
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Holiday Inn Express & Suites Clermont Se – West Orlando in Clermont 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 hotel
More Photos Swimming pool at Holiday Inn Express & Suites Clermont Se – West Orlando
From$118 total
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Orbit One Vacation Villas by Coolvacay in Kissimmee 2950 Entry, Kissimmee, FL 34747
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~23.05 miles north of Winter Haven
  • Includes a pool: Outdoor Hot Tub(s) Outdoor Pool
  • 3-star Resort property
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From$96 total
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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 in hotel: 2 outdoor pools, the larger is heated seasonally Open from 8am-10pm Handicap lift on the second pool
  • Affordable Highway property
More Photos Swimming pool at Ramada by Wyndham Kissimmee Gateway
From$96 total
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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 available: 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$45 total
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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
  • Includes a pool: 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.
  • High-end Resort hotel
More Photos Pool image of Embassy Suite by Hilton Sunset Walk Oralndo
From$150 total
Average 3.0 /5 Guest Reviews Call BookMore Details
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
  • Includes a pool: Out door pool !
  • Midscale Resort property
More Photos Swimming pool at Destiny Palms Hotel Maingate West
From$44 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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).
  • Mid-scale Resort hotel
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From$57 total
Very Good 4.0 /5 Reviews Call BookMore Details
Galleria Palms Hotel in Kissimmee 3000 Maingate Lane, Kissimmee, FL 34747
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~23.34 miles north of Winter Haven
  • Pool details: 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.
  • Three Star Resort hotel
More Photos Swimming pool at Galleria Palms Hotel
From$52 total
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Margaritaville Resort Orlando in Kissimmee 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 Swimming pool at Margaritaville Resort Orlando
From$202 total
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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
  • 3 star Downtown property
More Photos Swimming pool at The Adventure Hotel by The Parks
From$58 total
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks 3011 Maingate Lane, Kissimmee, FL 34747
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~23.46 miles north of Winter Haven
  • Has swimming pool: 2 Outdoor Heated Pools & Hot Tub Open from 8am to 11pm
  • Mid-scale Resort property
More Photos Swimming pool at Holiday Inn Resort Kissimmee by The Parks
From$96 total
Average 3.0 /5 Review Score Call BookMore Details

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