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 details: Outdoor
  • Affordable hotel
More Photos Pool image of 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 : 5801 Roosevelt Dr.
+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.
  • Three Star Suburban hotel
More Photos Photo of Best Western Plus Winter Haven Inn & Suites Pool
From$50
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Winter Haven - Winter Haven
+1-800-716-8490

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6225 Cypress Gardens Blvd. Se, Winter Haven, FL 33884
  • We have a pool
  • 3 star hotel
More Photos Swimming pool at Courtyard by Marriott Winter Haven
From$65
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Auburndale Inn & Suites
+1-800-805-5223

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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.
  • Midscale Highway property
More Photos Photo of Best Western Auburndale Inn & Suites Pool
From$84
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven in Lake Wales
+1-888-965-1860

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2953 Ridge Way, Lake Wales, FL 33859 ~7.86 miles southeast of Winter Haven
  • Has a pool!
  • Three Star Suburban property
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
Hampton Inn & Suites Lake Wales : 22900 Us Highway 27
+1-888-788-5576

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22900 Us Highway 27, Lake Wales, FL 33859 ~10.13 miles southeast of Winter Haven
  • Pool details: Outdoor pool 6am-11pm
  • Affordable Highway hotel
More Photos Photo of Hampton Inn & Suites Lake Wales Pool
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Lakeland
+1-888-897-9207

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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
  • Three Star Convention Center hotel
More Photos Pool image of Springhill Suites by Marriott Lakeland
From$119
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Lakeland - Lakeland
+1-888-311-4278

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4420 North Socrum Loop Rd., Lakeland, FL 33809 ~14.33 miles west of Winter Haven
  • Includes a pool: Out Door 9 AM-9PM
  • Three Star Suburban property
More Photos Swimming pool at Hampton Inn Lakeland
From$100
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Clarion Pointe Lakeland I 4
+1-888-469-4795

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4321 Lakeland Park Dr., Lakeland, FL 33809 ~14.39 miles west of Winter Haven
  • Includes a pool: Dawn to Dusk
  • Affordable Highway hotel
More Photos Pool image of 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
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
4315 Lakeland Park Dr., Lakeland, FL 33809 ~14.40 miles west of Winter Haven
  • Includes a swimming pool
  • 3 star Highway property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Lakeland East
From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 - Lakeland
+1-888-841-5292

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4500 Lakeland Park Rd., Lakeland, FL 33809 ~14.42 miles west of Winter Haven
  • Pool in hotel: 6am - 9pm
  • Three Star Suburban property
More Photos Photo of Holiday Inn Express & Suites Lakeland North I 4 Pool
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway
+1-888-455-5160

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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
  • Three Star Suburban hotel
More Photos Pool image of 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 in 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 .
  • Affordable hotel
More Photos Photo of Home2 Suites by Hilton Lakeland South Polk Parkway Pool
From$80
Very Good 4.5 /5 Read Reviews Call BookMore Details
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Home2 Suites Lakeland North I 4
+1-888-906-6358

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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 property
More Photos Swimming pool at Home2 Suites Lakeland North I 4
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites Lakeland North I-4 - Lakeland
+1-888-749-6785

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3520 North Highway 98, Lakeland, FL 33809 ~15.30 miles west of Winter Haven
  • We have a pool ready for use
  • 3-star Highway property
More Photos Photo of Comfort Inn & Suites Lakeland North I-4 Pool
From$81
Very Good 4.0 /5 Reviews Call BookMore Details
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Comfort Inn & Suites Lakeland North I 4 - Lakeland
+1-888-878-9982

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3520 Us Highway 98 North, Lakeland, FL 33809 ~15.31 miles west of Winter Haven
  • Has swimming pool: We have an Outdoor Pool onsite.
  • Cheap Lake property
More Photos Swimming pool at Comfort Inn & Suites Lakeland North I 4
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South : 43824 Us 27
+1-888-389-4485

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43824 Us 27, Davenport, FL 33837 ~15.35 miles north of Winter Haven
  • Has swimming pool: 8 AM to 8PM 25000 gallons Outdoor
  • Three Star Highway property
More Photos Photo of Ramada by Wyndham Davenport Orlando South Pool
From$33
Poor 2.0 /5 Reviews Call BookMore Details
Hampton Inn Orlando Maingate South
+1-888-389-4121

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44117 Highway 27, Davenport, FL 33897 ~15.60 miles north of Winter Haven
  • Pool available: ON SITE
  • Affordable Highway property
More Photos Swimming pool at Hampton Inn Orlando Maingate South
From$88
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Mulberry Hotel
+1-888-675-2083

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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 property
More Photos Swimming pool at Best Western Mulberry Hotel
From$57
Average 3.0 /5 Read Reviews Call BookMore Details
Villatel Village
+1-800-716-8490

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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 Read Reviews Call BookMore Details
Staybridge Suites Lakeland West An Ihg Hotel
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
3855 Don Emerson Dr., Lakeland, FL 33811 ~16.58 miles west of Winter Haven
  • Pool details: 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 Recent Reviews Call BookMore Details
Omni Orlando Resort at Championsgate
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1500 Masters Blvd., Championsgate, FL 33896 ~17.75 miles north of Winter Haven
  • Pool in hotel: 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 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport
+1-888-788-5576

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164 Thrive Rd., Davenport, FL 33896 ~17.92 miles north of Winter Haven
  • Includes a pool: Outdoor Pool
  • High-end Suburban hotel
More Photos Photo of Home2 Suites by Hilton Orlando South Davenport Pool
From$100
Average 3.0 /5 Guest Reviews Call BookMore Details
Alhambra Villas in Poinciana
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
500 Cypress Pkwy., Poinciana, FL 34759 ~18.37 miles east of Winter Haven
  • Includes a pool: Outdoor pool
  • Midscale 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 - Kissimmee
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
7593 Gathering Dr., Kissimmee, FL 34747 ~19.26 miles northeast of Winter Haven
  • Includes a pool: 11 Pools, Vary in Size and Hours. All Outdoors. Water Park on property, lazy river
  • High-end Resort hotel
More Photos Swimming pool at Reunion Resort & Golf Club
From$249
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City : 4307 Sterling Commerce Dr.
+1-888-469-4795

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4307 Sterling Commerce Dr., Lakeland, FL 33566 ~19.68 miles west of Winter Haven
  • We have a pool
  • Affordable Highway property
More Photos Pool image of Fairfield by Marriott Lakeland Plant City
From$84
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Encore Resort Orlando - Kissimmee
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
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 hotel
More Photos Swimming pool at Encore Resort Orlando
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando - Kissimmee
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
7600 Mystic Dunes Lane, Kissimmee, FL 34747 ~22.07 miles north of Winter Haven
  • Has swimming pool: 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 Read Reviews Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel in Plant City
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2102 North Park Rd., Plant City, FL 33566 ~22.65 miles west of Winter Haven
  • Includes a pool
  • Three Star Highway property
More Photos Pool image of 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 : 7700 a Westgate Blvd.
+1-888-965-8297

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7700 a Westgate Blvd., Kissimmee, FL 34747 ~22.74 miles north of Winter Haven
  • Pool available: 14 pools - all outdoor; open 8am to 10pm
  • Three Star Resort hotel
More Photos Swimming pool at Westgate Town Center Resort
From$55
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn Clermont West Kissimmee
+1-888-906-6358

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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.
  • Inexpensive Highway hotel
More Photos Photo of Quality Inn Clermont West Kissimmee Pool
From$57
Very Good 4.0 /5 Guest Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West - Clermont
+1-888-749-6785

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9240 Us Highway 192, Clermont, FL 34714 ~22.81 miles north of Winter Haven
  • Pool available: 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 Photo of SureStay by Best Western Clermont Theme Park West Pool
From$49
Average 3.5 /5 Guest Reviews Call BookMore Details
Westgate Vacation Villas Resort
+1-888-878-9982

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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
  • 3 star Resort property
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 in Clermont
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
17805 Us Highway 192, Clermont, FL 34714 ~22.86 miles north of Winter Haven
  • Has swimming pool: There are 6 outdoor Heated pools.
  • 3 star Resort hotel
More Photos Pool image of Summer Bay Orlando by Exploria Resorts
From$44
Very Good 4.0 /5 Latest 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 in hotel: Outdoor Hot Tub(s) Outdoor Pool
  • Three Star Resort property
More Photos Photo of Orbit One Vacation Villas Pool
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway in Kissimmee
+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
  • 3 star Highway hotel
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
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
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
  • Mid-scale Resort hotel
More Photos Swimming pool at Hilton Vacation Club Aqua Sol Orlando West
From$38
Very Good 4.0 /5 Read Reviews Call BookMore Details
Kompose Boutique Resort at Theme Parks
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
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
  • Affordable 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
+1-888-965-1860

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8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.32 miles north of Winter Haven
  • Includes a pool: Out door pool !
  • Mid-scale Resort property
More Photos Swimming pool at Destiny Palms Hotel Maingate West
From$37
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando in Kissimmee
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.32 miles north of Winter Haven
  • Includes a pool: Outdoor pool
  • 2-star Resort property
More Photos Photo of Travelodge by Wyndham Kissimmee / Orlando Pool
From$49
Average 3.0 /5 Review Score Call BookMore Details
Westgate Towers Resort in Kissimmee
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.33 miles north of Winter Haven
  • Pool in hotel: 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 : 7475 West Irlo Bronson Memorial Highway
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.33 miles north of Winter Haven
  • Has swimming pool: Outdoor heated pool
  • Cheap Resort property
More Photos Photo of Super 8 by Wyndham Kissimmee / Orlando Pool
From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Galleria Palms Hotel
+1-888-469-4795

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3000 Maingate Lane, Kissimmee, FL 34747 Website ~23.34 miles north of Winter Haven
  • Includes a 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.
  • Midscale Resort property
More Photos Swimming pool at Galleria Palms Hotel
From$44
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Margaritaville Resort Orlando in Kissimmee
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
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.
  • 4 star Resort property
More Photos Swimming pool at Margaritaville Resort Orlando
From$189
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn Kissimmee by Parks : 7675 West Irlo Bronson Memorial Highway
+1-888-841-5292

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7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.42 miles north of Winter Haven
  • Pool details: Outdoor whirpool and Pool open from 9am-11pm
  • Affordable Downtown hotel
More Photos Photo of Comfort Inn Kissimmee by Parks Pool
From$49
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
3011 Maingate Lane, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • Pool details: 2 Outdoor Heated Pools & Hot Tub Open from 8am to 11pm
  • 3-star Resort hotel
More Photos Photo of Holiday Inn Resort Kissimmee by The Parks Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort
+1-888-965-8297

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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 Guest Reviews Call BookMore Details
Voco Kissimmee Orlando Hotel
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • Has swimming pool: Pool hours are 8:00AM - 11:00PM
  • 3 star Highway hotel
More Photos Photo of Voco Kissimmee Orlando Hotel Pool
From$59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Maingate Lakeside Resort
+1-888-749-6785

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7769 West Irlo Bronson Mem Highway, Kissimmee, FL 34747 ~23.57 miles north of Winter Haven
  • Includes a pool: 2 Pools 1- Heated Seasonally
  • Midscale Resort property
More Photos Photo of Maingate Lakeside Resort Pool
From$37
Poor 2.0 /5 Hotel Reviews Call BookMore Details
The Grove Resort & Water Park in Orlando
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
14501 Grove Resort Ave., Orlando, FL 34787 ~23.88 miles north of Winter Haven
  • Pool available: 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 hotel
More Photos Swimming pool at The Grove Resort & Water Park
From$100
Average 3.0 /5 Read Reviews Call BookMore Details

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