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
  • Affordable hotel
More Photos Pool image of Staybridge Suites Winter Haven Auburndale
From$80
Average 3.0 /5 Latest 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
  • Includes a pool: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • 3-star Suburban hotel
More Photos Pool image of Best Western Plus Winter Haven Inn & Suites 
From$50
Average 3.0 /5 Review Score Call BookMore Details
Best Western Auburndale Inn & Suites - Auburndale
+1-800-716-8490

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1008 Us Highway 92 West, Auburndale, FL 33823 ~5.88 miles west of Winter Haven
  • Has swimming pool: Our outdoor heated pool measures 450 square feet and it is open year around from dawn until dusk.
  • Midscale Highway property
More Photos Swimming pool at Best Western Auburndale Inn & Suites
From$84
Very Good 4.0 /5 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
  • Pool in hotel
  • Three 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
  • Has swimming pool: Outdoor Heated Swimming Pool
  • Midscale Convention Center property
More Photos Swimming pool at Springhill Suites by Marriott Lakeland
From$119
Average 3.0 /5 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
  • 3 star Suburban hotel
More Photos Pool image of Hampton Inn Lakeland
From$100
Very Good 4.0 /5 Review Score Call BookMore Details
Clarion Pointe Lakeland I 4
+1-888-897-9207

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4321 Lakeland Park Dr., Lakeland, FL 33809 ~14.39 miles west of Winter Haven
  • Has swimming pool: Dawn to Dusk
  • Three Star Highway property
More Photos Swimming pool at Clarion Pointe Lakeland I 4
From$40
Very Good 4.0 /5 Recent 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 swimming pool
  • 3 star Highway hotel
More Photos Pool image of La Quinta Inn & Suites by Wyndham Lakeland East
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 - Lakeland
+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
  • Midscale Suburban property
More Photos Pool image of Holiday Inn Express & Suites Lakeland North I 4
From$79
Very Good 4.0 /5 Guest 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
  • Has swimming pool: Heated pool is open daily from 6am to 10pm
  • Affordable Suburban property
More Photos Photo of Hampton Inn & Suites Lakeland South Polk Parkway Pool
From$89
Very Good 4.0 /5 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 details: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Midscale property
More Photos Swimming pool at Home2 Suites by Hilton Lakeland South Polk Parkway
From$80
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Lakeland in Lakeland
+1-888-455-5160

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3425 Highway 98 North, Lakeland, FL 33809 ~15.15 miles west of Winter Haven
  • Pool details: 8am to sundown
  • Inexpensive Highway property
More Photos Pool image of Travelodge by Wyndham Lakeland
From$50
Very Good 4.0 /5 Review Score Call BookMore Details
Home2 Suites Lakeland North I 4 : 3610 Hopewell Ave.
+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 Pool image of Home2 Suites Lakeland North I 4
From$80
Average 3.0 /5 Review Score Call BookMore Details
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Ramada by Wyndham Davenport Orlando South
+1-888-906-6358

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43824 Us Highway 27, Davenport, FL 33837 ~15.26 miles north of Winter Haven
  • Has swimming pool: 10AM to 10PM 25000 gallons Outdoor
  • Two star Highway hotel
More Photos Photo of Ramada by Wyndham Davenport Orlando South Pool
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Lakeland in Lakeland
+1-888-749-6785

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3520 North Highway 98, Lakeland, FL 33809 ~15.30 miles west of Winter Haven
  • Has swimming pool
  • 3 star Highway property
More Photos Photo of Comfort Inn & Suites Lakeland Pool
From$81
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Ramada by Wyndham Davenport Orlando South : 43824 Highway 27
+1-888-878-9982

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43824 Highway 27, Davenport, FL 33837 ~15.35 miles north of Winter Haven
  • Includes a pool: 8 AM to 8PM 25000 gallons Outdoor
  • Low-priced Highway property
More Photos Pool image of Ramada by Wyndham Davenport Orlando South
From$33
Poor 2.0 /5 Latest Reviews Call BookMore Details
Best Western Mulberry Hotel in Mulberry
+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
  • Three Star Highway hotel
More Photos Pool image of Best Western Mulberry Hotel
From$58
Average 3.0 /5 Reviews Call BookMore Details
Villatel Village in Davenport
+1-888-389-4121

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1713 Oak Blossom Dr., Davenport, FL 33837 ~16.48 miles northeast of Winter Haven
  • Pool available: Each home has its own private pool.
  • Four-star hotel
More Photos hotel room
From$300
Average 3.0 /5 Recent Reviews Call BookMore Details
Staybridge Suites Lakeland West An Ihg Hotel
+1-888-675-2083

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3855 Don Emerson Dr., Lakeland, FL 33811 ~16.58 miles west of Winter Haven
  • Pool available: Large outdoor pool.
  • Three Star 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
+1-800-716-8490

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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
  • Four star Resort hotel
More Photos Pool image of Omni Orlando Resort at Championsgate
From$119
Average 3.0 /5 Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport : 164 Thrive Rd.
+1-800-805-5223

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164 Thrive Rd., Davenport, FL 33896 ~17.92 miles north of Winter Haven
  • Pool details: Outdoor Pool
  • 4-star Suburban property
More Photos Photo of Home2 Suites by Hilton Orlando South Davenport Pool
From$100
Average 3.0 /5 Read Reviews Call BookMore Details
Alhambra Villas : 500 Cypress Pkwy.
+1-888-965-1860

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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 Latest Reviews Call BookMore Details
Reunion Resort & Golf Club : 7593 Gathering Dr.
+1-888-788-5576

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7593 Gathering Dr., Kissimmee, FL 34747 ~19.26 miles northeast of Winter Haven
  • Pool available: 11 Pools, Vary in Size and Hours. All Outdoors. Water Park on property, lazy river
  • Four-star Resort hotel
More Photos Swimming pool at Reunion Resort & Golf Club
From$309
Average 3.0 /5 Recent Reviews Call BookMore Details
Spectrum Resort Orlando in Kissimmee
+1-888-897-9207

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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 property
More Photos Swimming pool at Spectrum Resort Orlando
From$100
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City : 4307 Sterling Commerce Dr.
+1-888-311-4278

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4307 Sterling Commerce Dr., Lakeland, FL 33566 ~19.68 miles west of Winter Haven
  • Includes a pool
  • Mid-scale Highway property
More Photos Photo of Fairfield by Marriott Lakeland Plant City Pool
From$84
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Encore Resort Orlando
+1-888-469-4795

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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 !
  • 4-star Resort property
More Photos Swimming pool at Encore Resort Orlando
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando : 7600 Mystic Dunes Lane
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
7600 Mystic Dunes Lane, Kissimmee, FL 34747 ~22.07 miles north of Winter Haven
  • Pool details: 4 Outdoor Pools 8AM-11PM
  • Expensive Golf Course property
More Photos Swimming pool at 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
+1-888-841-5292

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New Reservations: +1-888-841-5292 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
  • Affordable Highway property
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 : 7700 a Westgate Blvd.
+1-888-455-5160

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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
  • Three Star Resort property
More Photos Pool image of Westgate Town Center Resort
From$55
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Clermont West Kissimmee - Clermont
+1-888-965-8297

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9330 West Us Highway 192, Clermont, FL 34714 ~22.80 miles north of Winter Haven
  • Pool in hotel: Our outdoor pool is open from 10:00 AM to 10:00 PM. Our pool size is 22,024 gallons.
  • Economy Highway hotel
More Photos Pool image of Quality Inn Clermont West Kissimmee
From$57
Very Good 4.0 /5 Latest Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West - Clermont
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
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.
  • Mid-scale Highway property
More Photos Photo of SureStay by Best Western Clermont Theme Park West Pool
From$49
Average 3.5 /5 Reviews Call BookMore Details
Westgate Vacation Villas Resort
+1-888-749-6785

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7700 B Westgate Blvd., Kissimmee, FL 34747 ~22.83 miles north of Winter Haven
  • Includes a pool: 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 Recent Reviews Call BookMore Details
Summer Bay Orlando by Exploria Resorts
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
17805 Us Highway 192, Clermont, FL 34714 ~22.86 miles north of Winter Haven
  • Includes a pool: There are 6 outdoor Heated pools.
  • Affordable Resort property
More Photos Swimming pool at Summer Bay Orlando by Exploria Resorts
From$44
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express And Suites Clermont Se West Orlando by IHG
+1-888-389-4485

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105 Summer Bay Blvd., Clermont, FL 34714 ~22.94 miles north of Winter Haven
  • Pool in hotel: 6 Springs Pools - outdoors
  • Three 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 Reviews Call BookMore Details
Orbit One Vacation Villas
+1-888-389-4121

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2950 Entry, Kissimmee, FL 34747 ~23.05 miles north of Winter Haven
  • Pool available: Outdoor Hot Tub(s) Outdoor Pool
  • Affordable Resort hotel
More Photos Pool image of Orbit One Vacation Villas
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway
+1-888-675-2083

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7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.09 miles north of Winter Haven
  • Pool in hotel: 2 outdoor pools, the larger is heated seasonally Open from 8am-10pm Handicap lift on the second pool
  • Three Star Highway property
More Photos Pool image of Ramada by Wyndham Kissimmee Gateway
From$80
Average 3.5 /5 Review Score Call BookMore Details
Hilton Vacation Club Aqua Sol Orlando West : 17777 Bali Blvd.
+1-800-716-8490

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17777 Bali Blvd., Winter Garden, FL 34787 ~23.14 miles north of Winter Haven
  • Pool details: 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
Destiny Palms Hotel Maingate West : 8536 West Irlo Bronson Memorial Highway
+1-800-805-5223

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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 !
  • Mid-scale Resort hotel
More Photos Swimming pool at Destiny Palms Hotel Maingate West
From$37
Very Good 4.0 /5 Read Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando - Kissimmee
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.32 miles north of Winter Haven
  • Pool details: Outdoor pool
  • Cheap Resort property
More Photos Pool image of Travelodge by Wyndham Kissimmee / Orlando
From$49
Average 3.0 /5 Latest 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 Swimming pool at Westgate Towers Resort
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
  • Has swimming pool: Outdoor heated pool
  • Cheap Resort hotel
More Photos Swimming pool at Super 8 by Wyndham Kissimmee / Orlando
From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Galleria Palms Hotel
+1-888-311-4278

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3000 Maingate Lane, Kissimmee, FL 34747 ~23.34 miles north of Winter Haven
  • Pool details: Outdoor heated pool with lounge chairs, tables and shade umbrellas. Pool towels are provided and the pool is open daily from 8:00 AM to 11:00 PM.
  • 3-star Resort property
More Photos Pool image of Galleria Palms Hotel
From$44
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Margaritaville Resort Orlando
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
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.
  • High end Resort hotel
More Photos Swimming pool at Margaritaville Resort Orlando
From$189
Very Good 4.0 /5 Guest 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 available: Outdoor whirpool and Pool open from 9am-11pm
  • Three Star Downtown property
More Photos Photo of Comfort Inn Kissimmee by Parks Pool
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
  • Has a pool!
  • Expensive Resort property
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
+1-888-455-5160

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7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • Pool details: Pool hours are 8am - Sundown
  • Affordable Highway hotel
More Photos Swimming pool at Sonder Cirrus
From$59
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
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 property
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 in Kissimmee
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
7769 West Irlo Bronson Mem Highway, Kissimmee, FL 34747 ~23.57 miles north of Winter Haven
  • Pool available: 2 Pools 1- Heated Seasonally
  • Affordable Resort hotel
More Photos Swimming pool at Maingate Lakeside Resort
From$37
Poor 2.0 /5 Read Reviews Call BookMore Details
The Grove Resort & Water Park
+1-888-749-6785

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New Reservations: +1-888-749-6785 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.
  • Expensive Resort property
More Photos Photo of The Grove Resort & Water Park Pool
From$100
Average 3.0 /5 Read Reviews Call BookMore Details
Melia Orlando Celebration in Celebration
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
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.
  • Expensive Suburban property
More Photos Photo of Melia Orlando Celebration Pool
From$99
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