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 in hotel: Outdoor
  • 3-star hotel
More Photos Swimming pool at Staybridge Suites Winter Haven Auburndale
From$80
Average 3.0 /5 Review Score Call BookMore Details
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Best Western Plus Winter Haven Inn & Suites  - Winter Haven
+1-888-675-2083

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5801 Roosevelt Dr., Winter Haven, FL 33884
  • Has swimming pool: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • Midscale Suburban hotel
More Photos Pool image of Best Western Plus Winter Haven Inn & Suites 
From$49
Average 3.0 /5 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 in hotel: Our outdoor heated pool measures 450 square feet and it is open year around from dawn until dusk.
  • 3 star Highway hotel
More Photos Pool image of Best Western Auburndale Inn & Suites
From$84
Very good 4.0 /5 Recent 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
  • Midscale Suburban property
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 - Lakeland
+1-888-965-1860

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511 West Lime St., Lakeland, FL 33815 ~13.97 miles west of Winter Haven
  • Pool in hotel: Outdoor Heated Swimming Pool
  • Mid-scale Convention Center property
More Photos Pool image of Springhill Suites by Marriott Lakeland
From$119
Average 3.0 /5 Guest 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
  • Affordable Suburban property
More Photos Swimming pool at Hampton Inn Lakeland
From$100
Very good 4.0 /5 Read 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 hotel
More Photos Photo of Clarion Pointe Lakeland I 4 Pool
From$40
Very good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East - Lakeland
+1-888-311-4278

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4315 Lakeland Park Dr., Lakeland, FL 33809 ~14.40 miles west of Winter Haven
  • Includes a pool
  • 3 star Highway hotel
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Lakeland East
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4
+1-888-469-4795

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

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3630 Lakeside Village Blvd., Lakeland, FL 33803 ~15.11 miles west of Winter Haven
  • Includes a pool: Heated pool is open daily from 6am to 10pm
  • 3 star 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 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
  • Includes a pool: Open From 6:00am to 10:00pm and its an outdoor pool .
  • 3-star property
More Photos Swimming pool at Home2 Suites by Hilton Lakeland South Polk Parkway
From$80
Very good 4.5 /5 Reviews 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
  • Has swimming pool: 8am to sundown
  • Cheap Highway hotel
More Photos Photo of Travelodge by Wyndham Lakeland Pool
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
  • Pool details: Outdoor pool is open from dawn to dusk.
  • Affordable Highway hotel
More Photos Swimming pool at Home2 Suites Lakeland North I 4
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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Comfort Inn & Suites Lakeland : 3520 North Highway 98
+1-888-906-6358

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3520 North Highway 98, Lakeland, FL 33809 ~15.30 miles west of Winter Haven
  • Has a pool!
  • Mid-scale Highway hotel
More Photos Photo of Comfort Inn & Suites Lakeland Pool
From$81
Very good 4.0 /5 Guest Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South : 43824 Us 27
+1-888-749-6785

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43824 Us 27, Davenport, FL 33837 ~15.35 miles north of Winter Haven
  • Pool available: 8 AM to 8PM 25000 gallons Outdoor
  • Midscale Highway property
More Photos Swimming pool at 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 in Mulberry
+1-888-878-9982

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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
  • 3-star Highway property
More Photos Photo of Best Western Mulberry Hotel Pool
From$57
Average 3.0 /5 Review Score Call BookMore Details
Villatel Village : 1713 Oak Blossom Dr.
+1-888-389-4485

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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.
  • Expensive hotel
More Photos hotel room
From$300
Average 3.0 /5 Latest Reviews 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.
  • 3 star Suburban hotel
More Photos Pool image of Staybridge Suites Lakeland West An Ihg Hotel
From$89
Very good 4.0 /5 Hotel 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
  • 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
  • High end Resort property
More Photos Pool image of Omni Orlando Resort at Championsgate
From$119
Average 3.0 /5 Read Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport - 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
  • Four-star Suburban hotel
More Photos Pool image of Home2 Suites by Hilton Orlando South Davenport
From$100
Average 3.0 /5 Recent 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
  • Pool details: Outdoor pool
  • Affordable Resort property
More Photos Photo of Alhambra Villas Pool
From$49
Very good 4.0 /5 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
  • Pool details: 11 Pools, Vary in Size and Hours. All Outdoors. Water Park on property, lazy river
  • Expensive Resort property
More Photos Photo of Reunion Resort & Golf Club Pool
From$309
Average 3.0 /5 Latest 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.
  • Midscale Resort property
More Photos Pool image of Spectrum Resort Orlando
From$100
Average 3.0 /5 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 Swimming pool at Fairfield by Marriott Lakeland Plant City
From$84
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Encore Resort Orlando - Kissimmee
+1-888-311-4278

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7635 Fairfax Dr., Kissimmee, FL 34747 ~20.30 miles north of Winter Haven
  • Includes a pool: 10:00am to 7:00pm summer 10:00am to dusk fall, winter and spring Outdoor pool including water park - Slide !
  • Expensive Resort property
More Photos Photo of Encore Resort Orlando Pool
From$125
Average 3.0 /5 Hotel 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 details: 4 Outdoor Pools 8AM-11PM
  • Expensive Golf Course hotel
More Photos Swimming pool at 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
  • Has a pool!
  • 3-star 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 in Kissimmee
+1-888-841-5292

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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
  • Midscale Resort hotel
More Photos Pool image of Westgate Town Center Resort
From$55
Very good 4.0 /5 Hotel 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
  • Has swimming pool: Our outdoor pool is open from 10:00 AM to 10:00 PM. Our pool size is 22,024 gallons.
  • Low Cost Highway hotel
More Photos Swimming pool at Quality Inn Clermont West Kissimmee
From$57
Very good 4.0 /5 Hotel 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
  • Has swimming pool: Pool hours : 10 am to 10 pm. It is outdoor pool. And it is from 3 ft to 6 ft.
  • Affordable Highway hotel
More Photos Swimming pool at SureStay by Best Western Clermont Theme Park West
From$49
Average 3.5 /5 Latest Reviews Call BookMore Details
Westgate Vacation Villas Resort : 7700 B Westgate Blvd.
+1-888-906-6358

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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 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
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
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 Read Reviews Call BookMore Details
Holiday Inn Express And Suites Clermont Se West Orlando by IHG : 105 Summer Bay Blvd.
+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 property
More Photos Swimming pool at Holiday Inn Express And Suites Clermont Se West Orlando by IHG
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Orbit One Vacation Villas : 2950 Entry
+1-888-389-4485

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2950 Entry, Kissimmee, FL 34747 ~23.05 miles north of Winter Haven
  • Includes a pool: Outdoor Hot Tub(s) Outdoor Pool
  • Affordable 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
+1-888-389-4121

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

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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
  • Mid-scale Resort hotel
More Photos Photo of Hilton Vacation Club Aqua Sol Orlando West Pool
From$38
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Kompose Boutique Resort at Theme Parks
+1-800-716-8490

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7491 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.23 miles north of Winter Haven
  • Pool available: Hotel has one indoor heated pool and one outdoor heated pool
  • Mid-scale Resort hotel
More Photos Photo of Kompose Boutique Resort at Theme Parks Pool
From$30
Terrible 1.5 /5 Guest Reviews Call BookMore Details
Destiny Palms Hotel Maingate West
+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
  • Pool in hotel: Out door pool !
  • Midscale Resort hotel
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 : 7475b West Irlo Bronson Memorial Highway
+1-888-965-1860

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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
  • Two-star Resort property
More Photos Photo of Travelodge by Wyndham Kissimmee / Orlando Pool
From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Westgate Towers Resort in Kissimmee
+1-888-788-5576

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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).
  • Affordable Resort property
More Photos Pool image of Westgate Towers Resort
From$48
Very good 4.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando : 7475 West Irlo Bronson Memorial Highway
+1-888-897-9207

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7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.33 miles north of Winter Haven
  • Pool in hotel: Outdoor heated pool
  • 2-star Resort property
More Photos Swimming pool at Super 8 by Wyndham Kissimmee / Orlando
From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
Galleria Palms Hotel
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
3000 Maingate Lane, Kissimmee, FL 34747 ~23.34 miles north of Winter Haven
  • Has swimming pool: Outdoor heated pool with lounge chairs, tables and shade umbrellas. Pool towels are provided and the pool is open daily from 8:00 AM to 11:00 PM.
  • Affordable Resort property
More Photos Photo of Galleria Palms Hotel Pool
From$44
Very good 4.0 /5 Latest Reviews Call BookMore Details
Margaritaville Resort Orlando in Kissimmee
+1-888-469-4795

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8000 Fins Up Circle, Kissimmee, FL 34747 ~23.36 miles north of Winter Haven
  • Includes a 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.
  • High end Resort hotel
More Photos Pool image of Margaritaville Resort Orlando
From$189
Very good 4.0 /5 Read Reviews 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
  • Mid-scale Downtown property
More Photos Photo of Comfort Inn Kissimmee by Parks Pool
From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort : 8505 West Irlo Bronson Memorial Highway
+1-888-841-5292

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8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • Includes a pool
  • Four-star Resort hotel
More Photos Photo of Holiday Inn Club Vacations Orlando Orange Lake Resort Pool
From$89
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks : 3011 Maingate Ln
+1-888-455-5160

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3011 Maingate Ln, Kissimmee, FL 34747 ~23.48 miles north of Winter Haven
  • Includes a pool: 24 hours 2 Out-Door Heated Pools & Jacuzzi
  • 3-star Resort hotel
More Photos Photo of Holiday Inn Resort Kissimmee by The Parks Pool
From$80
Average 3.0 /5 Review Score 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
  • Has swimming pool: 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
+1-888-906-6358

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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 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.
  • High end Resort hotel
More Photos Pool image of The Grove Resort & Water Park
From$100
Average 3.0 /5 Reviews Call BookMore Details
Melia Orlando Celebration in Celebration
+1-888-749-6785

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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
  • Pool details: Open until 11pm. 360 degree infinity edge pool with zero entrance for small children. Outdoor, heated seasonally at 82 degrees. Poolside towel service, entertainment on weekends, food and beverage service provided.
  • 4-star Suburban property
More Photos Pool image of Melia Orlando Celebration
From$99
Average 3.0 /5 Read Reviews Call BookMore Details
Delta Hotels by Marriott™ Orlando Celebration - Kissimmee
+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 ~24.72 miles northeast of Winter Haven
  • Pool in hotel: 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.
  • Three Star Resort property
More Photos Pool image of Delta Hotels by Marriott™ Orlando Celebration
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details

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