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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  • Has swimming pool: Outdoor
  • Mid-scale hotel
More Photos Photo of Staybridge Suites Winter Haven Auburndale Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
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Hampton Inn Winter Haven in Winter Haven 202 Cypress Gardens Blvd., Winter Haven, FL 33880
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  • Pool in hotel: Seasonally heated outdoor pool, open from 7 AM to 10 PM.
  • 3 star Downtown hotel
More Photos Photo of Hampton Inn Winter Haven Pool
From$99
Very Good 4.0 /5 Recent 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 in hotel: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • Three Star Suburban hotel
More Photos Swimming pool at Best Western Plus Winter Haven Inn & Suites
From$50
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Winter Haven 6225 Cypress Gardens Blvd. Se, Winter Haven, FL 33884
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  • With a pool!
  • 3-star property
More Photos Photo of Courtyard by Marriott Winter Haven Pool
From$65
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Auburndale Inn & Suites 1008 Us Highway 92 West, Auburndale, FL 33823
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~5.88 miles west of Winter Haven
  • Pool details: Our outdoor heated pool measures 450 square feet and it is open year around from dawn until dusk.
  • Three Star Highway hotel
More Photos Swimming pool at Best Western Auburndale Inn & Suites
From$84
Very Good 4.0 /5 Latest 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
  • We have a pool ready for use
  • 3 star Suburban property
More Photos Pool image of Holiday Inn Express Lake Wales North Winter Haven
From$109
Very Good 4.0 /5 Review Score 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
  • Pool available: Outdoor pool 6am-11pm
  • 3 star Highway property
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
  • Mid-scale Rural hotel
More Photos Pool image of Hampton Inn Bartow
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Lakeland 511 West Lime St., Lakeland, FL 33815
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~13.97 miles west of Winter Haven
  • Pool available: Outdoor Heated Swimming Pool
  • 3 star Convention Center hotel
More Photos Photo of Springhill Suites by Marriott Lakeland Pool
From$119
Average 3.0 /5 Reviews 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
  • Pool in hotel: Out Door 9 AM-9PM
  • Affordable Suburban hotel
More Photos Swimming pool at Hampton Inn Lakeland
From$100
Very Good 4.0 /5 Hotel 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
  • 3 star Highway property
More Photos Swimming pool at Clarion Pointe Lakeland I 4
From$40
Very Good 4.0 /5 Read 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!
  • Three Star 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 4500 Lakeland Park Rd., Lakeland, FL 33809
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~14.42 miles west of Winter Haven
  • Pool available: 6am - 9pm
  • Midscale Suburban property
More Photos Swimming pool at Holiday Inn Express & Suites Lakeland North I 4
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
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Best Western Premier Lakeland North - 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
  • Three Star Highway hotel
More Photos Swimming pool at Best Western Premier Lakeland North
From$55
Average 3.0 /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
  • Pool details: Heated pool is open daily from 6am to 10pm
  • 3 star Suburban property
More Photos Pool image of Hampton Inn & Suites Lakeland South Polk Parkway
From$89
Very Good 4.0 /5 Read Reviews 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
  • Includes a pool: Open From 6:00am to 10:00pm and its an outdoor pool .
  • 3-star hotel
More Photos Photo of Home2 Suites by Hilton Lakeland South Polk Parkway Pool
From$80
Very Good 4.5 /5 Reviews Call BookMore Details
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
  • With a pool!
  • Affordable Highway property
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
  • Pool details: Outdoor pool is open from dawn to dusk.
  • Midscale Highway hotel
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 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.
  • Mid-scale Highway property
More Photos Swimming pool at Comfort Inn & Suites Lakeland North I-4
From$81
Very Good 4.0 /5 Read Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South 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 Photo of Ramada by Wyndham Davenport Orlando South Pool
From$33
Poor 2.0 /5 Review Score 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
  • 3 star Highway property
More Photos Pool image of Hampton Inn Orlando Maingate South
From$88
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Mulberry Hotel : 2525 State Rd. 60 East 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
  • Affordable Highway hotel
More Photos Photo of Best Western Mulberry Hotel Pool
From$57
Average 3.0 /5 Read Reviews Call BookMore Details
Villatel Village 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.
  • 4 star property
More Photos hotel room
From$300
Average 3.0 /5 Guest Reviews Call BookMore Details
Omni Orlando Resort at Championsgate - Championsgate 1500 Masters Blvd., Championsgate, FL 33896
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~17.75 miles north of Winter Haven
  • Has swimming 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
  • 4-star Resort property
More Photos Pool image of Omni Orlando Resort at Championsgate
From$119
Average 3.0 /5 Read Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport in Davenport 164 Thrive Rd., Davenport, FL 33896
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~17.92 miles north of Winter Haven
  • Includes a pool: Outdoor Pool
  • Expensive Suburban hotel
More Photos Pool image of Home2 Suites by Hilton Orlando South Davenport
From$100
Average 3.0 /5 Read Reviews Call BookMore Details
Alhambra Villas in Poinciana 500 Cypress Pkwy., Poinciana, FL 34759
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~18.37 miles east of Winter Haven
  • Pool in hotel: Outdoor pool
  • Three Star Resort hotel
More Photos Swimming pool at Alhambra Villas
From$49
Very Good 4.0 /5 Hotel Reviews 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 details: 11 Pools, Vary in Size and Hours. All Outdoors. Water Park on property, lazy river
  • 4 star Resort property
More Photos Photo of Reunion Resort & Golf Club Pool
From$249
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City in Lakeland 4307 Sterling Commerce Dr., Lakeland, FL 33566
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~19.68 miles west of Winter Haven
  • Our hotel comes with a pool
  • Three Star Highway property
More Photos Pool image of Fairfield by Marriott Lakeland Plant City
From$84
Very Good 4.0 /5 Read 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
  • Pool details: 4 Outdoor Pools 8AM-11PM
  • High end Golf Course hotel
More Photos Pool image of Hilton Vacation Club Mystic Dunes Orlando
From$48
Very Good 4.0 /5 Latest 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
  • With a pool!
  • 3 star Highway hotel
More Photos Pool image of Holiday Inn Express Suites Plant City An Ihg Hotel
From$89
Very Good 4.0 /5 Latest 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
  • 3 star Resort property
More Photos Swimming pool at Magic Village Views Trademark
From$200
Very Good 4.0 /5 Recent 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 Swimming pool at Westgate Town Center Resort
From$55
Very Good 4.0 /5 Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West 9240 Us Highway 192, Clermont, FL 34714
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~22.81 miles north of Winter Haven
  • Pool details: 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 Swimming pool at SureStay by Best Western Clermont Theme Park West
From$49
Average 3.5 /5 Guest Reviews Call BookMore Details
Westgate Vacation Villas Resort in Kissimmee 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 hotel
More Photos Swimming pool at Westgate Vacation Villas Resort
From$57
Very Good 4.0 /5 Read 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 in hotel: There are 6 outdoor Heated pools.
  • Midscale Resort hotel
More Photos Pool image of Summer Bay Orlando MOD Collection by Sonesta
From$44
Very Good 4.0 /5 Review Score Call BookMore Details
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
  • 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 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
More Photos Pool image of Orbit One Vacation Villas
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 available: 2 outdoor pools, the larger is heated seasonally Open from 8am-10pm Handicap lift on the second pool
  • 3 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
  • Has swimming pool: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • 3-star Resort hotel
More Photos Swimming pool at Hilton Vacation Club Aqua Sol Orlando West
From$38
Very Good 4.0 /5 Review Score Call BookMore Details
Embassy Suite by Hilton Sunset Walk Oralndo in Kissimmee 3151 Sunset Walk Dr., Kissimmee, FL 34747
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~23.21 miles north of Winter Haven
  • Pool available: 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 property
More Photos Photo of Embassy Suite by Hilton Sunset Walk Oralndo Pool
From$125
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Kompose Boutique Resort at Theme Parks - Kissimmee 7491 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.23 miles north of Winter Haven
  • Includes a pool: Dive into the exceptional water world of our resort. Enjoy our two year round heated outdoor pools, a waterslide, a lazy river to drift along, as well as two hot tubs and a sauna for ultimate relaxation. A kids water play area will delight younger guests, while a poolside bar and a sun terrace complete this true haven of fun under the Florida sun.
  • Three Star Resort property
More Photos Photo of Kompose Boutique Resort at Theme Parks Pool
From$30
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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 !
  • Affordable Resort property
More Photos Swimming pool at 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
  • Includes a pool: 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).
  • Midscale Resort property
More Photos Pool image of Westgate Towers Resort
From$48
Very Good 4.0 /5 Recent 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 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 property
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 details: 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 Pool image of Margaritaville Resort Orlando
From$169
Very Good 4.0 /5 Review Score Call BookMore Details
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
  • Pool details: Outdoor whirpool and Pool open from 9am-11pm
  • 3-star Downtown hotel
More Photos Pool image of The Adventure Hotel by The Parks
From$49
Average 3.0 /5 Latest Reviews Call BookMore Details
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 in hotel: 2 Outdoor Heated Pools & Hot Tub Open from 8am to 11pm
  • Mid-scale Resort property
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 8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.46 miles north of Winter Haven
  • Pool in hotel
  • High end Resort hotel
More Photos Pool image of Holiday Inn Club Vacations Orlando Orange Lake Resort
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Voco Kissimmee Orlando Hotel 7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
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~23.46 miles north of Winter Haven
  • Has swimming pool: 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 225 Celebration Pl, Celebration, FL 34747
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~24.42 miles northeast of Winter Haven
  • Pool details: 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 Photo of Melia Orlando Celebration Pool
From$99
Average 3.0 /5 Review Score Call BookMore Details

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