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
  • Has swimming pool: Outdoor
  • Affordable property
More Photos Swimming pool at Staybridge Suites Winter Haven Auburndale
From$80
Average 3.0 /5 Reviews 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 details: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • Affordable Suburban property
More Photos Pool image of Best Western Plus Winter Haven Inn & Suites 
From$49
Average 3.0 /5 Latest Reviews 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
  • 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 Photo of Best Western Auburndale Inn & Suites Pool
From$84
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven in Lake Wales
+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
  • Includes a swimming pool
  • Affordable Suburban hotel
More Photos Swimming pool at Holiday Inn Express Lake Wales North Winter Haven
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Lakeland in Lakeland
+1-888-965-1860

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511 West Lime St., Lakeland, FL 33815 ~13.97 miles west of Winter Haven
  • Pool details: Outdoor Heated Swimming Pool
  • Affordable Convention Center property
More Photos Pool image of Springhill Suites by Marriott Lakeland
From$119
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Lakeland
+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
  • Midscale Suburban property
More Photos Swimming pool at Hampton Inn Lakeland
From$100
Very Good 4.0 /5 Latest 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
  • Includes a pool: Outdoor Pool : Pool hours : 8 AM - 8 PM
  • Economical Highway property
More Photos Swimming pool at Days Inn & Suites by Wyndham Lakeland
From$63
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Clarion Pointe Lakeland I 4 : 4321 Lakeland Park Dr.
+1-888-311-4278

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4321 Lakeland Park Dr., Lakeland, FL 33809 ~14.39 miles west of Winter Haven
  • Pool available: Dawn to Dusk
  • 3 star Highway property
More Photos Pool image of 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
+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!
  • Mid-scale Highway property
More Photos Photo of La Quinta Inn & Suites by Wyndham Lakeland East Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4
+1-888-734-9421

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4500 Lakeland Park Rd., Lakeland, FL 33809 ~14.42 miles west of Winter Haven
  • Pool details: 6am - 9pm
  • Mid-scale Suburban hotel
More Photos Swimming pool at Holiday Inn Express & Suites Lakeland North I 4
From$79
Very Good 4.0 /5 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
  • Pool available: Outdoor pool. Hours: Sunrise to Sunset. 45ft X 27ft.
  • Midscale Downtown property
More Photos Swimming pool at Howard Johnson by Wyndham Lakeland
From$50
Poor 2.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway : 3630 Lakeside Village Blvd.
+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
  • Mid-scale Suburban hotel
More Photos Pool image of Hampton Inn & Suites Lakeland South Polk Parkway
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Home2 Suites by Hilton Lakeland : 3610 Lakeside Village Boulevar
+1-888-965-8297

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

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3425 Highway 98 North, Lakeland, FL 33809 ~15.15 miles west of Winter Haven
  • Pool available: 8am to sundown
  • Two star Highway property
More Photos Photo of Travelodge by Wyndham Lakeland Pool
From$50
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Lakeland : 3520 North Highway 98
+1-888-749-6785

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3520 North Highway 98, Lakeland, FL 33809 ~15.30 miles west of Winter Haven
  • Our hotel comes with a pool
  • 3-star Highway hotel
More Photos Swimming pool at Comfort Inn & Suites Lakeland
From$81
Very Good 4.0 /5 Review Score 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
  • Economical Highway property
More Photos Swimming pool at Ramada by Wyndham Davenport Orlando South
From$33
Poor 2.0 /5 Read 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
  • Pool available: Outdoor and pool is open from sunset to sundwon
  • Midscale Highway property
More Photos Photo of Best Western Mulberry Hotel Pool
From$58
Average 3.0 /5 Read Reviews Call BookMore Details
Villatel Village
+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.
  • Four star property
More Photos hotel room
From$300
Average 3.0 /5 Reviews Call BookMore Details
Omni Orlando Resort at Championsgate - Championsgate
+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
  • 4-star Resort property
More Photos Swimming pool at Omni Orlando Resort at Championsgate
From$119
Average 3.0 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport - Davenport
+1-800-716-8490

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

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
500 Cypress Pkwy., Poinciana, FL 34759 ~18.37 miles east of Winter Haven
  • Pool in hotel: Outdoor pool
  • 3-star Resort property
More Photos Swimming pool at Alhambra Villas
From$49
Very Good 4.0 /5 Read 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
  • Has swimming pool: 11 Pools, Vary in Size and Hours. All Outdoors. Water Park on property, lazy river
  • 4-star Resort property
More Photos Swimming pool at Reunion Resort & Golf Club
From$309
Average 3.0 /5 Hotel Reviews Call BookMore Details
Spectrum Resort Orlando : 7750 Sandy Ridge Dr.
+1-888-788-5576

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7750 Sandy Ridge Dr., Kissimmee, FL 34747 ~19.43 miles north of Winter Haven
  • Pool details: 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 Photo of Spectrum Resort Orlando Pool
From$100
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City
+1-888-897-9207

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

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7600 Mystic Dunes Lane, Kissimmee, FL 34747 ~22.07 miles north of Winter Haven
  • Pool in hotel: 4 Outdoor Pools 8AM-11PM
  • 4 star Golf Course property
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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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
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
  • Includes a pool: 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 Latest Reviews Call BookMore Details
Quality Inn Clermont West Kissimmee : 9330 West Us Highway 192
+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
  • Has swimming pool: Our outdoor pool is open from 10:00 AM to 10:00 PM. Our pool size is 22,024 gallons.
  • Economical Highway property
More Photos Pool image of Quality Inn Clermont West Kissimmee
From$57
Very Good 4.0 /5 Recent Reviews Call BookMore Details
SureStay Hotel by Best Western Clermont Theme Park West
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
9240 Us Highway 192, Clermont, FL 34714 ~22.81 miles north of Winter Haven
  • Includes a pool: Pool hours : 10 am to 10 pm. It is outdoor pool. And it is from 3 ft to 6 ft.
  • Mid-scale Highway property
More Photos Pool image of SureStay Hotel by Best Western Clermont Theme Park West
From$49
Average 3.5 /5 Review Score Call BookMore Details
Westgate Vacation Villas Resort
+1-888-965-8297

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7700 B Westgate Blvd., Kissimmee, FL 34747 ~22.83 miles north of Winter Haven
  • Pool available: 14 pools - all outdoor; open 8am to 10pm
  • 3-star Resort property
More Photos Pool image of Westgate Vacation Villas Resort
From$57
Very Good 4.0 /5 Read 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.
  • Mid-scale Resort hotel
More Photos Swimming pool at Summer Bay Orlando by Exploria Resorts
From$44
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express And Suites Clermont Se West Orlando, an IHG H in Clermont
+1-888-749-6785

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

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

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17777 Bali Blvd., Winter Garden, FL 34787 ~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
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway - Kissimmee
+1-888-389-4121

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7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.20 miles north of Winter Haven
  • Has swimming pool: 8 am- 10 pm 2 Outdoor pools (1 heated)
  • Midscale Resort hotel
More Photos Swimming pool at Ramada by Wyndham Kissimmee Gateway
From$32
Average 3.0 /5 Review Score Call BookMore Details
Destiny Palms Hotel Maingate West - Kissimmee
+1-888-675-2083

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

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.32 miles north of Winter Haven
  • Pool in hotel: Outdoor pool
  • Low priced Resort hotel
More Photos Swimming pool at Travelodge by Wyndham Kissimmee / Orlando
From$49
Average 3.0 /5 Latest 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).
  • Midscale Resort hotel
More Photos Swimming pool at Westgate Towers Resort
From$48
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando - Kissimmee
+1-888-965-1860

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7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.33 miles north of Winter Haven
  • Pool available: Outdoor heated pool
  • 2-star Resort hotel
More Photos Photo of Super 8 by Wyndham Kissimmee / Orlando Pool
From$49
Average 3.0 /5 Reviews Call BookMore Details
Galleria Palms Hotel : 3000 Maingate Lane
+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 hotel
More Photos Photo of Galleria Palms Hotel Pool
From$44
Very Good 4.0 /5 Read Reviews 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.
  • Expensive Resort hotel
More Photos Photo of Margaritaville Resort Orlando Pool
From$219
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn Kissimmee by Parks - Kissimmee
+1-888-311-4278

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7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 Website ~23.42 miles north of Winter Haven
  • Has swimming pool: Outdoor whirpool and Pool open from 9am-11pm
  • Mid-scale Downtown property
More Photos Swimming pool at Comfort Inn Kissimmee by Parks
From$49
Average 3.0 /5 Guest 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
  • We have a pool
  • Four-star Resort property
More Photos Photo of Holiday Inn Club Vacations Orlando Orange Lake Resort Pool
From$89
Very Good 4.0 /5 Review Score 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
  • Includes a pool: Pool hours are 8am - Sundown
  • 3-star Highway property
More Photos Swimming pool at Sonder Cirrus
From$59
Average 3.0 /5 Guest Reviews Call BookMore Details
Wyndham Orlando Resort & Conference Center Celebration Area - Kissimmee
+1-888-841-5292

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3011 Maingate Ln, Kissimmee, FL 34747 ~23.48 miles north of Winter Haven
  • Pool details: 24 hours 2 Out-Door Heated Pools & Jacuzzi
  • Three Star Resort hotel
More Photos Swimming pool at Wyndham Orlando Resort & Conference Center Celebration Area
From$80
Average 3.0 /5 Reviews Call BookMore Details
Maingate Lakeside Resort - Kissimmee
+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: 2 Pools 1- Heated Seasonally
  • 3-star Resort property
More Photos Photo of Maingate Lakeside Resort Pool
From$37
Poor 2.0 /5 Guest Reviews Call BookMore Details
The Grove Resort & Water Park
+1-888-965-8297

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14501 Grove Resort Ave., Orlando, FL 34787 ~23.88 miles north of Winter Haven
  • Pool details: 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 property
More Photos Photo of The Grove Resort & Water Park Pool
From$100
Average 3.0 /5 Recent Reviews Call BookMore Details
Meliá Orlando Celebration : 225 Celebration Pl
+1-888-906-6358

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225 Celebration Pl, Celebration, FL 34747 ~24.42 miles northeast of Winter Haven
  • Pool in hotel: 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 Swimming pool at Meliá Orlando Celebration
From$99
Average 3.0 /5 Latest 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
  • Pool available: 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.
  • Midscale Resort hotel
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 - Kissimmee
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
6200 Safari Trl, Kissimmee, FL 34747 ~24.84 miles northeast of Winter Haven
  • Pool in hotel: Pools are open from 8am till 10pm. We offer outdoor pools; children's, adults and hot tub.
  • Affordable Highway property
More Photos Swimming pool at Parkway International Resort
From$62
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