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
+1-888-389-4121

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305 5th St. Nw, Winter Haven, FL 33881
  • Has swimming pool: Outdoor
  • Midscale hotel
More Photos Swimming pool at Staybridge Suites Winter Haven Auburndale
From$80
Average 3.0 /5 Recent 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 in hotel: 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 Guest 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 property
More Photos Swimming pool at Best Western Auburndale Inn & Suites
From$84
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven in Lake Wales
+1-800-805-5223

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2953 Ridge Way, Lake Wales, FL 33859 ~7.86 miles southeast of Winter Haven
  • Includes a swimming pool
  • Mid-scale Suburban hotel
More Photos Swimming pool at Holiday Inn Express Lake Wales North Winter Haven
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Lakeland : 511 West Lime St.
+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 Swimming pool at Springhill Suites by Marriott Lakeland
From$119
Average 3.0 /5 Read 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 details: Out Door 9 AM-9PM
  • Affordable Suburban hotel
More Photos Pool image of Hampton Inn Lakeland
From$100
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Days Inn & Suites by Wyndham Lakeland in Lakeland
+1-888-897-9207

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4502 North Socrum Loop Rd., Lakeland, FL 33809 ~14.33 miles west of Winter Haven
  • Pool in hotel: Outdoor Pool : Pool hours : 8 AM - 8 PM
  • 2-star Highway hotel
More Photos Photo of Days Inn & Suites by Wyndham Lakeland Pool
From$63
Very Good 4.0 /5 Hotel 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 details: Dawn to Dusk
  • 3 star Highway property
More Photos Swimming pool at Clarion Pointe Lakeland I 4
From$40
Very Good 4.0 /5 Guest 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
  • Includes a swimming pool
  • 3-star Highway property
More Photos Photo of La Quinta Inn & Suites by Wyndham Lakeland East Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 - Lakeland
+1-888-734-9421

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4500 Lakeland Park Rd., Lakeland, FL 33809 ~14.42 miles west of Winter Haven
  • Pool in hotel: 6am - 9pm
  • Midscale Suburban hotel
More Photos Photo of Holiday Inn Express & Suites Lakeland North I 4 Pool
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
  • Includes a pool: Outdoor pool. Hours: Sunrise to Sunset. 45ft X 27ft.
  • Three Star Downtown property
More Photos Photo of Howard Johnson by Wyndham Lakeland Pool
From$50
Poor 2.5 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway - Lakeland
+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
  • Midscale Suburban hotel
More Photos Photo of Hampton Inn & Suites Lakeland South Polk Parkway Pool
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Lakeland - Lakeland
+1-888-965-8297

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3610 Lakeside Village Boulevar, Lakeland, FL 33142 ~15.13 miles west of Winter Haven
  • Includes a pool: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Midscale hotel
More Photos Swimming pool at Home2 Suites by Hilton Lakeland
From$50
Very Good 4.0 /5 Review Score Call BookMore Details
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Travelodge by Wyndham Lakeland : 3425 Highway 98 North
+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
  • Low priced Highway property
More Photos Swimming pool at Travelodge by Wyndham Lakeland
From$50
Very Good 4.0 /5 Read 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!
  • 3 star Highway property
More Photos Photo of Comfort Inn & Suites Lakeland Pool
From$81
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Ramada by Wyndham Davenport Orlando South in Davenport
+1-888-878-9982

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43824 Highway 27, Davenport, FL 33837 ~15.35 miles north of Winter Haven
  • Has swimming pool: 8 AM to 8PM 25000 gallons Outdoor
  • Two star Highway hotel
More Photos Pool image of Ramada by Wyndham Davenport Orlando South
From$33
Poor 2.0 /5 Hotel 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 details: Outdoor and pool is open from sunset to sundwon
  • Midscale Highway hotel
More Photos Pool image of Best Western Mulberry Hotel
From$58
Average 3.0 /5 Review Score 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 details: Each home has its own private pool.
  • Expensive property
More Photos hotel room
From$300
Average 3.0 /5 Reviews Call BookMore Details
Omni Orlando Resort at Championsgate
+1-888-675-2083

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1500 Masters Blvd., Championsgate, FL 33896 ~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 hotel
More Photos Swimming pool at Omni Orlando Resort at Championsgate
From$119
Average 3.0 /5 Hotel 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
  • Has swimming pool: Outdoor Pool
  • 4-star Suburban property
More Photos Photo of Home2 Suites by Hilton Orlando South Davenport Pool
From$100
Average 3.0 /5 Hotel 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
  • Has swimming pool: Outdoor pool
  • Mid-scale Resort property
More Photos Swimming pool at Alhambra Villas
From$49
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Reunion Resort & Golf Club - 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 Reviews Call BookMore Details
Spectrum Resort Orlando in Kissimmee
+1-888-788-5576

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7750 Sandy Ridge Dr., Kissimmee, FL 34747 ~19.43 miles north of Winter Haven
  • Pool available: 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.
  • Mid-scale Resort hotel
More Photos Pool image of Spectrum Resort Orlando
From$100
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City in Lakeland
+1-888-897-9207

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4307 Sterling Commerce Dr., Lakeland, FL 33566 ~19.68 miles west of Winter Haven
  • Has swimming pool
  • Three Star Highway hotel
More Photos Swimming pool at Fairfield by Marriott Lakeland Plant City
From$84
Very Good 4.0 /5 Review Score Call BookMore Details
Encore Resort Orlando in Kissimmee
+1-888-311-4278

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7635 Fairfax Dr., Kissimmee, FL 34747 ~20.30 miles north of Winter Haven
  • Has swimming pool: 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 Swimming pool at Encore Resort Orlando
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando in Kissimmee
+1-888-469-4795

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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
  • 4 star Golf Course property
More Photos Pool image of Hilton Vacation Club Mystic Dunes Orlando
From$48
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel - Plant City
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2102 North Park Rd., Plant City, FL 33566 ~22.65 miles west of Winter Haven
  • Our hotel comes with a pool
  • Mid-scale Highway hotel
More Photos Swimming pool at 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
+1-888-841-5292

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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
  • Three 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 - Clermont
+1-888-455-5160

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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.
  • 2 star Highway property
More Photos Photo of Quality Inn Clermont West Kissimmee Pool
From$57
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
SureStay Hotel by Best Western Clermont Theme Park West
+1-888-965-8297

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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.
  • Three Star Highway property
More Photos Swimming pool at SureStay Hotel by Best Western Clermont Theme Park West
From$49
Average 3.5 /5 Hotel Reviews Call BookMore Details
Westgate Vacation Villas Resort
+1-888-906-6358

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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 Reviews Call BookMore Details
Summer Bay Orlando by Exploria Resorts - Clermont
+1-888-749-6785

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17805 Us Highway 192, Clermont, FL 34714 ~22.86 miles north of Winter Haven
  • Pool available: There are 6 outdoor Heated pools.
  • 3 star Resort property
More Photos Photo of Summer Bay Orlando by Exploria Resorts Pool
From$44
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express And Suites Clermont Se West Orlando, an IHG H - Clermont
+1-888-878-9982

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105 Summer Bay Blvd., Clermont, FL 34714 ~22.94 miles north of Winter Haven
  • Pool details: 6 Springs Pools - outdoors
  • Midscale Resort property
More Photos Swimming pool at Holiday Inn Express And Suites Clermont Se West Orlando, an IHG H
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Orbit One Vacation Villas in Kissimmee
+1-888-389-4485

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2950 Entry, Kissimmee, FL 34747 ~23.05 miles north of Winter Haven
  • Has swimming pool: Outdoor Hot Tub(s) Outdoor Pool
  • Mid-scale Resort hotel
More Photos Swimming pool at Orbit One Vacation Villas
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Vacation Club Aqua Sol Orlando West in Winter Garden
+1-888-389-4121

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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 property
More Photos Swimming pool at Hilton Vacation Club Aqua Sol Orlando West
From$38
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway - Kissimmee
+1-888-675-2083

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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)
  • Affordable Resort hotel
More Photos Photo of Ramada by Wyndham Kissimmee Gateway Pool
From$32
Average 3.0 /5 Hotel Reviews Call BookMore Details
Destiny Palms Hotel Maingate West - Kissimmee
+1-800-716-8490

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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 !
  • Three Star Resort hotel
More Photos Pool image of Destiny Palms Hotel Maingate West
From$37
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando
+1-800-805-5223

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New Reservations: +1-800-805-5223 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 Cost Resort hotel
More Photos Swimming pool at Travelodge by Wyndham Kissimmee / Orlando
From$49
Average 3.0 /5 Review Score Call BookMore Details
Westgate Towers Resort in Kissimmee
+1-888-965-1860

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7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~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).
  • Three Star Resort hotel
More Photos Pool image of Westgate Towers Resort
From$48
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando in Kissimmee
+1-888-788-5576

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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
  • Two star Resort property
More Photos Pool image of Super 8 by Wyndham Kissimmee / Orlando
From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Galleria Palms Hotel - Kissimmee
+1-888-897-9207

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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 Review Score Call BookMore Details
Margaritaville Resort Orlando
+1-888-311-4278

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8000 Fins Up Circle, Kissimmee, FL 34747 ~23.36 miles north of Winter Haven
  • Includes a pool: 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 property
More Photos Photo of Margaritaville Resort Orlando Pool
From$189
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn Kissimmee by Parks - Kissimmee
+1-888-469-4795

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7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.42 miles north of Winter Haven
  • Has swimming pool: Outdoor whirpool and Pool open from 9am-11pm
  • Midscale Downtown property
More Photos Swimming pool at Comfort Inn Kissimmee by Parks
From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort : 8505 West Irlo Bronson Memorial Highway
+1-888-734-9421

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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 Review Score Call BookMore Details
Sonder Cirrus in Kissimmee
+1-888-841-5292

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7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • Pool in hotel: Pool hours are 8am - Sundown
  • 3-star Highway property
More Photos Photo of Sonder Cirrus Pool
From$59
Average 3.0 /5 Latest Reviews Call BookMore Details
Wyndham Orlando Resort & Conference Center Celebration Area - Kissimmee
+1-888-455-5160

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3011 Maingate Ln, Kissimmee, FL 34747 ~23.48 miles north of Winter Haven
  • Pool in hotel: 24 hours 2 Out-Door Heated Pools & Jacuzzi
  • Midscale Resort hotel
More Photos Photo of Wyndham Orlando Resort & Conference Center Celebration Area Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Maingate Lakeside Resort : 7769 West Irlo Bronson Mem Highway
+1-888-965-8297

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7769 West Irlo Bronson Mem Highway, Kissimmee, FL 34747 ~23.57 miles north of Winter Haven
  • Has swimming pool: 2 Pools 1- Heated Seasonally
  • Midscale Resort hotel
More Photos Swimming pool at Maingate Lakeside Resort
From$37
Poor 2.0 /5 Guest Reviews Call BookMore Details
The Grove Resort & Water Park - Orlando
+1-888-906-6358

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14501 Grove Resort Ave., Orlando, FL 34787 ~23.88 miles north of Winter Haven
  • Includes a pool: 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.
  • High end Resort hotel
More Photos Photo of The Grove Resort & Water Park Pool
From$100
Average 3.0 /5 Guest Reviews Call BookMore Details
Meliá Orlando Celebration
+1-888-749-6785

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225 Celebration Pl, Celebration, FL 34747 ~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.
  • High end Suburban hotel
More Photos Pool image of Meliá Orlando Celebration
From$99
Average 3.0 /5 Reviews Call BookMore Details
Delta Hotels by Marriott Orlando Celebration
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
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.
  • Midscale Resort property
More Photos Photo of Delta Hotels by Marriott Orlando Celebration Pool
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