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
+1-888-389-4121

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305 5th St. Nw, Winter Haven, FL 33881
  • Pool available: Outdoor
  • 3 star property
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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Best Western Plus Winter Haven Inn & Suites 
+1-888-675-2083

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5801 Roosevelt Dr., Winter Haven, FL 33884
  • Pool in hotel: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • Mid-scale Suburban hotel
More Photos Photo of Best Western Plus Winter Haven Inn & Suites  Pool
From$49
Average 3.0 /5 Review Score Call BookMore Details
Best Western Auburndale Inn & Suites in Auburndale
+1-800-716-8490

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1008 Us Highway 92 West, Auburndale, FL 33823 ~5.88 miles west of Winter Haven
  • Includes a pool: Our outdoor heated pool measures 450 square feet and it is open year around from dawn until dusk.
  • Affordable Highway property
More Photos Pool image of 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
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
2953 Ridge Way, Lake Wales, FL 33859 ~7.86 miles southeast of Winter Haven
  • Our hotel comes with a pool
  • Midscale Suburban hotel
More Photos Photo of Holiday Inn Express Lake Wales North Winter Haven Pool
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Lakeland
+1-888-965-1860

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511 West Lime St., Lakeland, FL 33815 ~13.97 miles west of Winter Haven
  • Has swimming pool: Outdoor Heated Swimming Pool
  • Mid-scale Convention Center hotel
More Photos Photo of Springhill Suites by Marriott Lakeland Pool
From$119
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Lakeland : 4420 North Socrum Loop Rd.
+1-888-788-5576

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4420 North Socrum Loop Rd., Lakeland, FL 33809 ~14.33 miles west of Winter Haven
  • Pool available: Out Door 9 AM-9PM
  • 3-star Suburban property
More Photos Pool image of Hampton Inn Lakeland
From$100
Very Good 4.0 /5 Reviews Call BookMore Details
Days Inn & Suites by Wyndham Lakeland : 4502 North Socrum Loop Rd.
+1-888-897-9207

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4502 North Socrum Loop Rd., Lakeland, FL 33809 ~14.33 miles west of Winter Haven
  • Has swimming pool: Outdoor Pool : Pool hours : 8 AM - 8 PM
  • 2-star Highway hotel
More Photos Swimming pool at Days Inn & Suites by Wyndham Lakeland
From$63
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Clarion Pointe Lakeland I 4 - Lakeland
+1-888-311-4278

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4321 Lakeland Park Dr., Lakeland, FL 33809 ~14.39 miles west of Winter Haven
  • Pool in hotel: Dawn to Dusk
  • Three Star Highway hotel
More Photos Pool image of Clarion Pointe Lakeland I 4
From$40
Very Good 4.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East
+1-888-469-4795

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4315 Lakeland Park Dr., Lakeland, FL 33809 ~14.40 miles west of Winter Haven
  • With a pool!
  • Affordable Highway property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Lakeland East
From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 in Lakeland
+1-888-734-9421

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4500 Lakeland Park Rd., Lakeland, FL 33809 ~14.42 miles west of Winter Haven
  • Has swimming pool: 6am - 9pm
  • 3 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
Howard Johnson by Wyndham Lakeland
+1-888-841-5292

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939 West Robson St., Lakeland, FL 33805 ~14.99 miles west of Winter Haven
  • Has swimming pool: Outdoor pool. Hours: Sunrise to Sunset. 45ft X 27ft.
  • Affordable Downtown hotel
More Photos Swimming pool at Howard Johnson by Wyndham Lakeland
From$50
Poor 2.5 /5 Reviews Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway
+1-888-455-5160

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3630 Lakeside Village Blvd., Lakeland, FL 33803 ~15.11 miles west of Winter Haven
  • Pool available: Heated pool is open daily from 6am to 10pm
  • Three Star 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
+1-888-965-8297

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3610 Lakeside Village Boulevar, Lakeland, FL 33142 ~15.13 miles west of Winter Haven
  • Pool available: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Three Star property
More Photos Pool image of Home2 Suites by Hilton Lakeland
From$50
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Travelodge Lakeland
+1-888-906-6358

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3425 Highway 98 North, Lakeland, FL 33809 ~15.15 miles west of Winter Haven
  • Pool details: 8am to sundown
  • Low-priced Highway property
More Photos Swimming pool at Travelodge Lakeland
From$50
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Lakeland
+1-888-749-6785

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3520 North Highway 98, Lakeland, FL 33809 ~15.30 miles west of Winter Haven
  • With a pool!
  • Mid-scale Highway hotel
More Photos Swimming pool at Comfort Inn & Suites Lakeland
From$81
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Ramada by Wyndham Davenport Orlando South
+1-888-878-9982

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43824 Highway 27, Davenport, FL 33837 ~15.35 miles north of Winter Haven
  • Pool in hotel: 8 AM to 8PM 25000 gallons Outdoor
  • Economy Highway hotel
More Photos Pool image of Ramada by Wyndham Davenport Orlando South
From$33
Poor 2.0 /5 Recent Reviews Call BookMore Details
Best Western Mulberry Hotel
+1-888-389-4485

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2525 State Rd. 60 East, Mulberry, FL 33860 ~15.96 miles southwest of Winter Haven
  • Has swimming pool: Outdoor and pool is open from sunset to sundwon
  • Affordable Highway property
More Photos Swimming pool at Best Western Mulberry Hotel
From$58
Average 3.0 /5 Read Reviews Call BookMore Details
Villatel Village in Davenport
+1-888-389-4121

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1713 Oak Blossom Dr., Davenport, FL 33837 ~16.48 miles northeast of Winter Haven
  • Pool available: Each home has its own private pool.
  • 4-star property
More Photos hotel room
From$300
Average 3.0 /5 Read Reviews Call BookMore Details
Omni Orlando Resort at Championsgate : 1500 Masters Blvd.
+1-888-675-2083

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1500 Masters Blvd., Championsgate, FL 33896 ~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 Pool image of Omni Orlando Resort at Championsgate
From$119
Average 3.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport : 164 Thrive Rd.
+1-800-716-8490

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164 Thrive Rd., Davenport, FL 33896 ~17.92 miles north of Winter Haven
  • Includes a pool: Outdoor Pool
  • 4 star Suburban hotel
More Photos Photo of Home2 Suites by Hilton Orlando South Davenport Pool
From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Alhambra Villas
+1-800-805-5223

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500 Cypress Pkwy., Poinciana, FL 34759 ~18.37 miles east of Winter Haven
  • Includes a pool: Outdoor pool
  • Three Star Resort hotel
More Photos Photo of Alhambra Villas Pool
From$49
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Reunion Resort & Golf Club in Kissimmee
+1-888-965-1860

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7593 Gathering Dr., Kissimmee, FL 34747 ~19.26 miles northeast of Winter Haven
  • Pool available: 11 Pools, Vary in Size and Hours. All Outdoors. Water Park on property, lazy river
  • High end Resort hotel
More Photos Pool image of Reunion Resort & Golf Club
From$309
Average 3.0 /5 Reviews Call BookMore Details
Spectrum Resort Orlando - Kissimmee
+1-888-788-5576

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7750 Sandy Ridge Dr., Kissimmee, FL 34747 ~19.43 miles north of Winter Haven
  • Includes a pool: Lounge by one of the four outdoor community pools. Feel the rush of the twisting waterslides at the Reunion Resort Water Park. Play lawn games with family and friends, or simply lounge in one of the hot tubs or private poolside cabanas. Pool hours vary depending on each location.
  • 3 star Resort hotel
More Photos Pool image of Spectrum Resort Orlando
From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City - Lakeland
+1-888-897-9207

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4307 Sterling Commerce Dr., Lakeland, FL 33566 ~19.68 miles west of Winter Haven
  • We have a pool ready for use
  • Affordable Highway hotel
More Photos Photo of Fairfield by Marriott Lakeland Plant City Pool
From$84
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando : 7600 Mystic Dunes Lane
+1-888-311-4278

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7600 Mystic Dunes Lane, Kissimmee, FL 34747 ~22.07 miles north of Winter Haven
  • Pool available: 4 Outdoor Pools 8AM-11PM
  • Four star Golf Course hotel
More Photos Pool image of 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
+1-888-469-4795

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2102 North Park Rd., Plant City, FL 33566 ~22.65 miles west of Winter Haven
  • Includes a swimming pool
  • Affordable Highway property
More Photos Photo of Holiday Inn Express Suites Plant City An Ihg Hotel Pool
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Westgate Town Center Resort
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
7700 a Westgate Blvd., Kissimmee, FL 34747 ~22.74 miles north of Winter Haven
  • Pool in hotel: 14 pools - all outdoor; open 8am to 10pm
  • 3-star Resort hotel
More Photos Pool image of Westgate Town Center Resort
From$55
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Clermont West Kissimmee in Clermont
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
9330 West Us Highway 192, Clermont, FL 34714 ~22.80 miles north of Winter Haven
  • Pool in hotel: Our outdoor pool is open from 10:00 AM to 10:00 PM. Our pool size is 22,024 gallons.
  • Economy Highway hotel
More Photos Swimming pool at Quality Inn Clermont West Kissimmee
From$57
Very Good 4.0 /5 Review Score Call BookMore Details
SureStay by Best Western Clermont Theme Park West in Clermont
+1-888-455-5160

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9240 Us Highway 192, Clermont, FL 34714 ~22.81 miles north of Winter Haven
  • Pool available: 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 Guest Reviews Call BookMore Details
Westgate Vacation Villas Resort in Kissimmee
+1-888-965-8297

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7700 B Westgate Blvd., Kissimmee, FL 34747 ~22.83 miles north of Winter Haven
  • Pool in hotel: 14 pools - all outdoor; open 8am to 10pm
  • Mid-scale Resort hotel
More Photos Pool image of Westgate Vacation Villas Resort
From$57
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Summer Bay Orlando by Exploria Resorts in Clermont
+1-888-906-6358

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17805 Us Highway 192, Clermont, FL 34714 ~22.86 miles north of Winter Haven
  • Pool in hotel: There are 6 outdoor Heated pools.
  • Affordable Resort hotel
More Photos Photo of Summer Bay Orlando by Exploria Resorts Pool
From$44
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Clermont Se – West Orlando
+1-888-749-6785

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105 Summer Bay Blvd., Clermont, FL 34714 ~22.94 miles north of Winter Haven
  • Includes a pool: 6 Springs Pools - outdoors
  • Affordable Resort property
More Photos Pool image of Holiday Inn Express & Suites Clermont Se – West Orlando
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Orbit One Vacation Villas in Kissimmee
+1-888-878-9982

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2950 Entry, Kissimmee, FL 34747 ~23.05 miles north of Winter Haven
  • Pool in hotel: Outdoor Hot Tub(s) Outdoor Pool
  • Three Star Resort hotel
More Photos Pool image of Orbit One Vacation Villas
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Vacation Club Aqua Sol Orlando West - Winter Garden
+1-888-389-4485

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17777 Bali Blvd., Winter Garden, FL 34787 ~23.14 miles north of Winter Haven
  • Pool available: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • 3-star Resort hotel
More Photos Pool image of Hilton Vacation Club Aqua Sol Orlando West
From$38
Very Good 4.0 /5 Read Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway : 7470 West Irlo Bronson Memorial Highway
+1-888-389-4121

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7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.20 miles north of Winter Haven
  • Pool available: 8 am- 10 pm 2 Outdoor pools (1 heated)
  • Midscale Resort property
More Photos Photo of Ramada by Wyndham Kissimmee Gateway Pool
From$32
Average 3.0 /5 Recent Reviews Call BookMore Details
Destiny Palms Hotel Maingate West : 8536 West Irlo Bronson Memorial Highway
+1-888-675-2083

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8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.32 miles north of Winter Haven
  • Pool available: Out door pool !
  • 3 star Resort property
More Photos Swimming pool at Destiny Palms Hotel Maingate West
From$37
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando : 7475b West Irlo Bronson Memorial Highway
+1-800-716-8490

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7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.32 miles north of Winter Haven
  • Pool in hotel: Outdoor pool
  • Cheap property
More Photos Swimming pool at Travelodge by Wyndham Kissimmee / Orlando
From$60
Average 3.0 /5 Reviews Call BookMore Details
Westgate Towers Resort in Kissimmee
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~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).
  • 3 star Resort property
More Photos Photo of Westgate Towers Resort Pool
From$48
Very Good 4.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando
+1-888-965-1860

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7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.33 miles north of Winter Haven
  • Includes a pool: Outdoor heated pool
  • Inexpensive Resort hotel
More Photos Swimming pool at Super 8 by Wyndham Kissimmee / Orlando
From$60
Average 3.0 /5 Reviews Call BookMore Details
Galleria Palms Hotel
+1-888-788-5576

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3000 Maingate Lane, Kissimmee, FL 34747 ~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 property
More Photos Swimming pool at Galleria Palms Hotel
From$44
Very Good 4.0 /5 Review Score Call BookMore Details
Margaritaville Resort Orlando : 8000 Fins Up Circle
+1-888-897-9207

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8000 Fins Up Circle, Kissimmee, FL 34747 ~23.36 miles north of Winter Haven
  • Pool in hotel: The hotel will offer Two Lagoon Style Pools with Soft Sand Beaches and One Resort Style Pool. Our Salty Rim Pool Bar is located by our Lagoon Style pools and will offer an inviting atmosphere for fun in the sun including cabanas, flat screen TV's, pool side games and much more.
  • Four-star Resort hotel
More Photos Photo of Margaritaville Resort Orlando Pool
From$219
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn Kissimmee by Parks : 7675 West Irlo Bronson Memorial Highway
+1-888-311-4278

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7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.42 miles north of Winter Haven
  • Pool in hotel: Outdoor whirpool and Pool open from 9am-11pm
  • Midscale Downtown property
More Photos Photo of Comfort Inn Kissimmee by Parks Pool
From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort
+1-888-469-4795

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8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • Has swimming pool
  • 4 star Resort hotel
More Photos Pool image of Holiday Inn Club Vacations Orlando Orange Lake Resort
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Sonder Cirrus
+1-888-734-9421

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7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • Pool details: Pool hours are 8am - Sundown
  • 3 star Highway property
More Photos Swimming pool at Sonder Cirrus
From$59
Average 3.0 /5 Read Reviews Call BookMore Details
Wyndham Orlando Resort & Conference Center Celebration Area
+1-888-841-5292

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3011 Maingate Ln, Kissimmee, FL 34747 ~23.48 miles north of Winter Haven
  • Has swimming pool: 24 hours 2 Out-Door Heated Pools & Jacuzzi
  • Mid-scale Resort property
More Photos Photo of Wyndham Orlando Resort & Conference Center Celebration Area Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Maingate Lakeside Resort : 7769 West Irlo Bronson Mem Highway
+1-888-455-5160

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7769 West Irlo Bronson Mem Highway, Kissimmee, FL 34747 ~23.57 miles north of Winter Haven
  • Pool details: 3 Pools Heated Seasonally
  • 3 star Resort hotel
More Photos Photo of Maingate Lakeside Resort Pool
From$37
Poor 2.0 /5 Read Reviews Call BookMore Details
The Grove Resort & Water Park - Orlando
+1-888-965-8297

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14501 Grove Resort Ave., Orlando, FL 34787 ~23.88 miles north of Winter Haven
  • Pool available: The Springs Pools - Three outdoor pools and oversized hot tub Poolside Cabanas (for surcharge) and Lounge Chairs Surfari Water Park featuring huge waterpark pool, a FlowRider Double surf simulator, dual water slides, a 695 foot lazy river, kids’ activities pool and zero-entry pool.
  • 4 star Resort hotel
More Photos Swimming pool at The Grove Resort & Water Park
From$100
Average 3.0 /5 Review Score Call BookMore Details
Meliá Orlando Celebration
+1-888-906-6358

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225 Celebration Pl, Celebration, FL 34747 ~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 property
More Photos Swimming pool at Meliá Orlando Celebration
From$99
Average 3.0 /5 Recent Reviews Call BookMore Details
Delta Hotels by Marriott Orlando Celebration in Kissimmee
+1-888-749-6785

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2900 Pkwy. Blvd., Kissimmee, FL 34747 ~24.68 miles northeast of Winter Haven
  • Includes a pool: Pool Hours are 10am-10pm. We have two outdoor resort-style large pools. One of the pool has a 40 foot water slide. We also have two outdoor.
  • 3-star Resort property
More Photos Photo of Delta Hotels by Marriott Orlando Celebration Pool
From$49
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Parkway International Resort in Kissimmee
+1-888-878-9982

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6200 Safari Trl, Kissimmee, FL 34747 ~24.84 miles northeast of Winter Haven
  • Pool available: Pools are open from 8am till 10pm. We offer outdoor pools; children's, adults and hot tub.
  • 3 star Highway hotel
More Photos Photo of Parkway International Resort Pool
From$62
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