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 - 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 Photo of Staybridge Suites Winter Haven Auburndale Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
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Best Western Plus Winter Haven Inn & Suites  : 5801 Roosevelt Dr.
+1-888-675-2083

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5801 Roosevelt Dr., Winter Haven, FL 33884
  • Pool available: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • Three Star Suburban property
More Photos Pool image of Best Western Plus Winter Haven Inn & Suites 
From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Auburndale Inn & Suites
+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.
  • 3-star Highway property
More Photos Pool image of 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
+1-800-805-5223

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2953 Ridge Way, Lake Wales, FL 33859 ~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 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
  • Pool available: Outdoor Heated Swimming Pool
  • 3-star Convention Center property
More Photos Pool image of Springhill Suites by Marriott Lakeland
From$119
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Lakeland in 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
  • 3-star Suburban property
More Photos Photo of Hampton Inn Lakeland Pool
From$100
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Clarion Pointe Lakeland I 4 in Lakeland
+1-888-897-9207

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4321 Lakeland Park Dr., Lakeland, FL 33809 ~14.39 miles west of Winter Haven
  • Pool details: Dawn to Dusk
  • Affordable Highway property
More Photos Swimming pool at Clarion Pointe Lakeland I 4
From$40
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East
+1-888-311-4278

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4315 Lakeland Park Dr., Lakeland, FL 33809 ~14.40 miles west of Winter Haven
  • Has a pool!
  • Three Star Highway hotel
More Photos Photo of La Quinta Inn & Suites by Wyndham Lakeland East Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 in Lakeland
+1-888-469-4795

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4500 Lakeland Park Rd., Lakeland, FL 33809 ~14.42 miles west of Winter Haven
  • Pool in hotel: 6am - 9pm
  • Mid-scale Suburban property
More Photos Photo of Holiday Inn Express & Suites Lakeland North I 4 Pool
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
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
  • 3 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 South Polk Parkway
+1-888-841-5292

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3610 Lakeside Village Boulevar, Lakeland, FL 33142 ~15.13 miles west of Winter Haven
  • Pool in hotel: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Mid-scale property
More Photos Photo of Home2 Suites by Hilton Lakeland South Polk Parkway Pool
From$80
Very Good 4.5 /5 Review Score Call BookMore Details
Travelodge by Wyndham Lakeland
+1-888-455-5160

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3425 Highway 98 North, Lakeland, FL 33809 ~15.15 miles west of Winter Haven
  • Pool available: 8am to sundown
  • Economical Highway hotel
More Photos Swimming pool at Travelodge by Wyndham Lakeland
From$50
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Home2 Suites Lakeland North I 4
+1-888-965-8297

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3610 Hopewell Ave., Lakeland, FL 33809 ~15.23 miles west of Winter Haven
  • Includes a pool: Outdoor pool is open from dawn to dusk.
  • Three Star Highway hotel
More Photos Photo of Home2 Suites Lakeland North I 4 Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Comfort Inn & Suites Lakeland
+1-888-906-6358

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3520 North Highway 98, Lakeland, FL 33809 ~15.30 miles west of Winter Haven
  • Has swimming pool
  • Affordable Highway property
More Photos Photo of Comfort Inn & Suites Lakeland Pool
From$81
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South - Davenport
+1-888-749-6785

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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
  • Cheap Highway property
More Photos Pool image of Ramada by Wyndham Davenport Orlando South
From$33
Poor 2.0 /5 Read Reviews Call BookMore Details
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Best Western Mulberry Hotel : 2525 State Rd. 60 East
+1-888-878-9982

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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 hotel
More Photos Photo of Best Western Mulberry Hotel Pool
From$57
Average 3.0 /5 Hotel Reviews Call BookMore Details
Villatel Village in Davenport
+1-888-389-4485

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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.
  • 4-star property
More Photos hotel room
From$300
Average 3.0 /5 Review Score Call BookMore Details
Staybridge Suites Lakeland West An Ihg Hotel
+1-888-389-4121

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3855 Don Emerson Dr., Lakeland, FL 33811 ~16.58 miles west of Winter Haven
  • Pool available: Large outdoor pool.
  • Mid-scale Suburban hotel
More Photos Photo of Staybridge Suites Lakeland West An Ihg Hotel Pool
From$89
Very Good 4.0 /5 Latest 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
  • 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 hotel
More Photos Swimming pool at Omni Orlando Resort at Championsgate
From$119
Average 3.0 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport in 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
  • High end Suburban property
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 : 500 Cypress Pkwy.
+1-800-805-5223

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500 Cypress Pkwy., Poinciana, FL 34759 ~18.37 miles east of Winter Haven
  • Pool in hotel: Outdoor pool
  • Three Star Resort property
More Photos Pool image of Alhambra Villas
From$49
Very Good 4.0 /5 Review Score 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 details: 11 Pools, Vary in Size and Hours. All Outdoors. Water Park on property, lazy river
  • Four-star Resort property
More Photos Swimming pool at Reunion Resort & Golf Club
From$309
Average 3.0 /5 Latest Reviews Call BookMore Details
Spectrum Resort Orlando
+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.
  • Affordable Resort hotel
More Photos Swimming pool at Spectrum Resort Orlando
From$100
Average 3.0 /5 Latest 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
  • Has swimming pool
  • 3 star Highway property
More Photos Photo of Fairfield by Marriott Lakeland Plant City Pool
From$84
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Encore Resort Orlando : 7635 Fairfax Dr.
+1-888-311-4278

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7635 Fairfax Dr., Kissimmee, FL 34747 ~20.30 miles north of Winter Haven
  • Pool details: 10:00am to 7:00pm summer 10:00am to dusk fall, winter and spring Outdoor pool including water park - Slide !
  • Four star Resort property
More Photos Photo of Encore Resort Orlando Pool
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando
+1-888-469-4795

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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
  • Four star Golf Course property
More Photos Photo of Hilton Vacation Club Mystic Dunes Orlando Pool
From$48
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel : 2102 North Park Rd.
+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
  • We have a pool ready for use
  • Midscale Highway hotel
More Photos Swimming pool at Holiday Inn Express Suites Plant City An Ihg Hotel
From$89
Very Good 4.0 /5 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
  • Midscale 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
+1-888-455-5160

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9330 West Us Highway 192, Clermont, FL 34714 ~22.80 miles north of Winter Haven
  • Pool available: 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 Swimming pool at Quality Inn Clermont West Kissimmee
From$57
Very Good 4.0 /5 Guest Reviews Call BookMore Details
SureStay 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
  • Pool details: Pool hours : 10 am to 10 pm. It is outdoor pool. And it is from 3 ft to 6 ft.
  • Midscale Highway property
More Photos Pool image of SureStay by Best Western Clermont Theme Park West
From$49
Average 3.5 /5 Latest Reviews Call BookMore Details
Westgate Vacation Villas Resort - Kissimmee
+1-888-906-6358

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7700 B Westgate Blvd., Kissimmee, FL 34747 ~22.83 miles north of Winter Haven
  • Pool details: 14 pools - all outdoor; open 8am to 10pm
  • Affordable Resort hotel
More Photos Swimming pool at Westgate Vacation Villas Resort
From$57
Very Good 4.0 /5 Review Score Call BookMore Details
Summer Bay Orlando by Exploria Resorts
+1-888-749-6785

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

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105 Summer Bay Blvd., Clermont, FL 34714 ~22.94 miles north of Winter Haven
  • Pool available: 6 Springs Pools - outdoors
  • 3 star Resort hotel
More Photos Pool image of Holiday Inn Express And Suites Clermont Se West Orlando by IHG
From$89
Average 3.0 /5 Reviews Call BookMore Details
Orbit One Vacation Villas - 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
  • Three Star Resort hotel
More Photos Photo of Orbit One Vacation Villas Pool
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway in Kissimmee
+1-888-389-4121

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7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.09 miles north of Winter Haven
  • Has swimming pool: 2 outdoor pools, the larger is heated seasonally Open from 8am-10pm Handicap lift on the second pool
  • Midscale Highway hotel
More Photos Pool image of Ramada by Wyndham Kissimmee Gateway
From$80
Average 3.5 /5 Latest Reviews Call BookMore Details
Hilton Vacation Club Aqua Sol Orlando West
+1-888-675-2083

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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
  • Three Star Resort hotel
More Photos Pool image of Hilton Vacation Club Aqua Sol Orlando West
From$38
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Kompose Boutique Resort at Theme Parks
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
7491 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.23 miles north of Winter Haven
  • Has swimming pool: Hotel has one indoor heated pool and one outdoor heated pool
  • Mid-scale Resort hotel
More Photos Pool image of Kompose Boutique Resort at Theme Parks
From$30
Not Good 1.5 /5 Read Reviews Call BookMore Details
Destiny Palms Hotel Maingate West in Kissimmee
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.32 miles north of Winter Haven
  • Includes a pool: Out door pool !
  • 3-star Resort hotel
More Photos Pool image of Destiny Palms Hotel Maingate West
From$37
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando - Kissimmee
+1-888-965-1860

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7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.32 miles north of Winter Haven
  • Has swimming pool: Outdoor pool
  • Low Cost Resort hotel
More Photos Swimming pool at Travelodge by Wyndham Kissimmee / Orlando
From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Westgate Towers Resort
+1-888-788-5576

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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 hotel
More Photos Photo of Westgate Towers Resort Pool
From$48
Very Good 4.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando in Kissimmee
+1-888-897-9207

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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
  • Low-priced Resort hotel
More Photos Photo of Super 8 by Wyndham Kissimmee / Orlando Pool
From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
Galleria Palms Hotel : 3000 Maingate Lane
+1-888-311-4278

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3000 Maingate Lane, Kissimmee, FL 34747 ~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.
  • Mid-scale Resort hotel
More Photos Photo of Galleria Palms Hotel Pool
From$44
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Margaritaville Resort Orlando : 8000 Fins Up Circle
+1-888-469-4795

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8000 Fins Up Circle, Kissimmee, FL 34747 ~23.36 miles north of Winter Haven
  • Has swimming pool: The Resort offers two Lagoon Style Pools with soft sand beaches and an additional quiet pool ("License to Chill"). Our "Salty Rim" Pool Bar is located next to pools, offering delicious food and drinks, in an inviting atmosphere of fun. Guests can rent pool-side Cabanas, complete with refrigerators, flat screen TV's and comfortable seating. Island H20 Water Park - free admission! Guests who pay the full resort fee of $44 per day also receive unlimited admission to "Island H20" Water Park daily, for all guests reserved in the guest room, cottage or villa.
  • Four star Resort hotel
More Photos Pool image of Margaritaville Resort Orlando
From$189
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn Kissimmee by Parks
+1-888-734-9421

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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
  • Three Star Downtown hotel
More Photos Swimming pool at Comfort Inn Kissimmee by Parks
From$49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort
+1-888-841-5292

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8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • We have a pool ready for use
  • High-end Resort property
More Photos Swimming pool at Holiday Inn Club Vacations Orlando Orange Lake Resort
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks in Kissimmee
+1-888-455-5160

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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
  • 3 star Resort hotel
More Photos Pool image of Holiday Inn Resort Kissimmee by The Parks
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Maingate Lakeside Resort
+1-888-965-8297

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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
  • Affordable Resort hotel
More Photos Pool image of Maingate Lakeside Resort
From$37
Poor 2.0 /5 Read Reviews Call BookMore Details
The Grove Resort & Water Park
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
14501 Grove Resort Ave., Orlando, FL 34787 ~23.88 miles north of Winter Haven
  • Pool in hotel: 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.
  • Four star Resort property
More Photos Swimming pool at The Grove Resort & Water Park
From$100
Average 3.0 /5 Hotel Reviews Call BookMore Details
Melia Orlando Celebration in Celebration
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
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.
  • Expensive Suburban property
More Photos Pool image of Melia Orlando Celebration
From$99
Average 3.0 /5 Hotel Reviews Call BookMore Details
Delta Hotels by Marriott™ Orlando Celebration : 2900 Pkwy. Blvd.
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2900 Pkwy. Blvd., Kissimmee, FL 34747 ~24.72 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 hot tubs and one kiddie splash zone.
  • Midscale Resort property
More Photos Photo of Delta Hotels by Marriott™ Orlando Celebration Pool
From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details

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