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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  • Includes a pool: Outdoor
  • Mid-scale hotel
More Photos Swimming pool at Staybridge Suites Winter Haven Auburndale
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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Hampton Inn Winter Haven - 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.
  • 3 star Downtown hotel
More Photos Swimming pool at Hampton Inn Winter Haven
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Winter Haven Inn & Suites 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.
  • Three Star Suburban hotel
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From$50
Average 3.0 /5 Hotel 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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  • Our hotel comes with a pool
  • Midscale property
More Photos Swimming pool at Courtyard by Marriott Winter Haven
From$65
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Auburndale Inn & Suites - 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.
  • Midscale Highway hotel
More Photos Photo of Best Western Auburndale Inn & Suites Pool
From$84
Very Good 4.0 /5 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
  • Includes a pool
  • 3-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 22900 Us Highway 27, Lake Wales, FL 33859
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~10.13 miles southeast of Winter Haven
  • Has swimming pool: Outdoor pool 6am-11pm
  • Midscale Highway hotel
More Photos Swimming pool at Hampton Inn & Suites Lake Wales
From$109
Very Good 4.0 /5 Latest Reviews 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
  • Includes a pool: Outdoor Heated Swimming Pool
  • Mid-scale Convention Center property
More Photos Pool image of Springhill Suites by Marriott Lakeland
From$119
Average 3.0 /5 Latest 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
  • Includes a pool: Out Door 9 AM-9PM
  • Mid-scale Suburban hotel
More Photos Pool image of Hampton Inn Lakeland
From$100
Very Good 4.0 /5 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
  • Pool in hotel: Dawn to Dusk
  • Mid-scale Highway property
More Photos Photo of Clarion Pointe Lakeland I 4 Pool
From$40
Very Good 4.0 /5 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
  • Includes a swimming pool
  • Affordable Highway hotel
More Photos Pool image of 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 - Lakeland 4500 Lakeland Park Rd., Lakeland, FL 33809
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~14.42 miles west of Winter Haven
  • Has swimming pool: 6am - 9pm
  • Affordable Suburban hotel
More Photos Photo of Holiday Inn Express & Suites Lakeland North I 4 Pool
From$79
Very Good 4.0 /5 Latest 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
  • Mid-scale Highway hotel
More Photos Pool image of Best Western Premier Lakeland North
From$55
Average 3.0 /5 Guest Reviews Call BookMore Details
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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
  • Has swimming pool: Heated pool is open daily from 6am to 10pm
  • Midscale Suburban hotel
More Photos Swimming pool at Hampton Inn & Suites Lakeland South Polk Parkway
From$89
Very Good 4.0 /5 Hotel 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
  • Pool details: Open From 6:00am to 10:00pm and its an outdoor pool .
  • 3 star hotel
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
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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
  • We have a pool
  • Affordable 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 - Lakeland 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.
  • Three Star Highway property
More Photos Pool image of Home2 Suites Lakeland North I 4
From$80
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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
  • Pool details: We have an Outdoor Pool onsite.
  • Mid-scale Highway hotel
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 in hotel: 8 AM to 8PM 25000 gallons Outdoor
  • 3 star 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 - Davenport 44117 Highway 27, Davenport, FL 33897
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~15.60 miles north of Winter Haven
  • Pool in hotel: ON SITE
  • Affordable Highway hotel
More Photos Pool image of Hampton Inn Orlando Maingate South
From$88
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Mulberry Hotel in 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
  • Three Star Highway property
More Photos Swimming pool at 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.
  • High-end hotel
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From$300
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Staybridge Suites Lakeland West An Ihg Hotel in Lakeland 3855 Don Emerson Dr., Lakeland, FL 33811
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~16.58 miles west of Winter Haven
  • Pool available: Large outdoor pool.
  • 3 star Suburban hotel
More Photos Pool image of Staybridge Suites Lakeland West An Ihg Hotel
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Omni Orlando Resort at 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
  • Four-star Resort hotel
More Photos Pool image of Omni Orlando Resort at Championsgate
From$119
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Home2 Suites by Hilton Orlando South Davenport - Davenport 164 Thrive Rd., Davenport, FL 33896
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~17.92 miles north of Winter Haven
  • Pool available: Outdoor Pool
  • Four-star Suburban hotel
More Photos Pool image of Home2 Suites by Hilton Orlando South Davenport
From$100
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Alhambra Villas : 500 Cypress Pkwy. 500 Cypress Pkwy., Poinciana, FL 34759
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~18.37 miles east of Winter Haven
  • Includes a pool: Outdoor pool
  • Affordable Resort property
More Photos Photo of Alhambra Villas Pool
From$49
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Reunion Resort & Golf Club : 7593 Gathering Dr. 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 property
More Photos Pool image of 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., Lakeland, FL 33566
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~19.68 miles west of Winter Haven
  • Our hotel comes with a pool
  • 3-star Highway hotel
More Photos Pool image of Fairfield by Marriott Lakeland Plant City
From$84
Very Good 4.0 /5 Review Score Call BookMore Details
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 !
  • Four-star Resort property
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 in hotel: 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 2102 North Park Rd., Plant City, FL 33566
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~22.65 miles west of Winter Haven
  • Includes a swimming pool
  • Mid-scale Highway property
More Photos Pool image of Holiday Inn Express Suites Plant City An Ihg Hotel
From$89
Very Good 4.0 /5 Hotel 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
  • Has swimming pool: 14 pools - all outdoor; open 8am to 10pm
  • Affordable Resort property
More Photos Photo of Westgate Town Center Resort Pool
From$55
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Clermont West Kissimmee : 9330 West Us Highway 192 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.
  • Low priced Highway property
More Photos Photo of Quality Inn Clermont West Kissimmee Pool
From$57
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
  • Has swimming pool: Pool hours : 10 am to 10 pm. It is outdoor pool. And it is from 3 ft to 6 ft.
  • 3-star Highway hotel
More Photos Pool image of SureStay by Best Western Clermont Theme Park West
From$49
Average 3.5 /5 Latest 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 available: 14 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 Recent 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 available: There are 6 outdoor Heated pools.
  • Mid-scale Resort property
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. 105 Summer Bay Blvd., Clermont, FL 34714
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~22.95 miles north of Winter Haven
  • Pool details: 6 Springs Pools - outdoors
  • Mid-scale Resort property
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 hotel
More Photos Photo of Orbit One Vacation Villas Pool
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway - Kissimmee 7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.09 miles north of Winter Haven
  • Has swimming pool: 2 outdoor pools, the larger is heated seasonally Open from 8am-10pm Handicap lift on the second pool
  • 3 star Highway property
More Photos Pool image of Ramada by Wyndham Kissimmee Gateway
From$80
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Hilton Vacation Club Aqua Sol Orlando West in Winter Garden 17777 Bali Blvd., Winter Garden, FL 34787
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~23.14 miles north of Winter Haven
  • Has swimming pool: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • Midscale Resort hotel
More Photos Swimming pool at Hilton Vacation Club Aqua Sol Orlando West
From$38
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Kompose Boutique Resort at Theme Parks 7491 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.23 miles north of Winter Haven
  • Includes a pool: Hotel has one indoor heated pool and one outdoor heated pool
  • Affordable Resort hotel
More Photos Swimming pool at Kompose Boutique Resort at Theme Parks
From$30
Not Good 1.5 /5 Recent 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
  • Has swimming pool: Out door pool !
  • 3-star Resort property
More Photos Swimming pool at Destiny Palms Hotel Maingate West
From$37
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando in Kissimmee 7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.32 miles north of Winter Haven
  • Includes a pool: Outdoor pool
  • 2-star Resort hotel
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From$49
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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 in hotel: 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 property
More Photos Photo of Westgate Towers Resort Pool
From$48
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando : 7475 West Irlo Bronson Memorial Highway 7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.33 miles north of Winter Haven
  • Pool available: Outdoor heated pool
  • Two star Resort hotel
More Photos Photo of Super 8 by Wyndham Kissimmee / Orlando Pool
From$49
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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.
  • 3-star Resort hotel
More Photos Pool image of Galleria Palms Hotel
From$44
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Margaritaville Resort Orlando 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.
  • Four-star Resort hotel
More Photos Pool image of Margaritaville Resort Orlando
From$189
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The Adventure Hotel by The Parks in Kissimmee 7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.42 miles north of Winter Haven
  • Includes a pool: Outdoor whirpool and Pool open from 9am-11pm
  • 3 star Downtown property
More Photos Pool image of 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
  • Has swimming pool: 2 Outdoor Heated Pools & Hot Tub Open from 8am to 11pm
  • Three Star Resort hotel
More Photos Photo of Holiday Inn Resort Kissimmee by The Parks Pool
From$80
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Holiday Inn Club Vacations Orlando Orange Lake Resort - Kissimmee 8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.46 miles north of Winter Haven
  • Includes a pool
  • 4-star Resort property
More Photos Photo of Holiday Inn Club Vacations Orlando Orange Lake Resort Pool
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details

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