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 : 305 5th St. Nw
+1-888-389-4121

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305 5th St. Nw, Winter Haven, FL 33881
  • Includes a pool: Outdoor
  • 3 star property
More Photos Swimming pool at Staybridge Suites Winter Haven Auburndale
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
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Best Western Plus Winter Haven Inn & Suites  - Winter Haven
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
5801 Roosevelt Dr., Winter Haven, FL 33884
  • Pool in hotel: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • 3 star Suburban hotel
More Photos Photo of Best Western Plus Winter Haven Inn & Suites  Pool
From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Winter Haven in Winter Haven
+1-800-716-8490

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

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1008 Us Highway 92 West, Auburndale, FL 33823 ~5.88 miles west of Winter Haven
  • Includes a pool: Our outdoor heated pool measures 450 square feet and it is open year around from dawn until dusk.
  • Affordable Highway property
More Photos Pool image of Best Western Auburndale Inn & Suites
From$84
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven : 2953 Ridge Way
+1-888-965-1860

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2953 Ridge Way, Lake Wales, FL 33859 ~7.86 miles southeast of Winter Haven
  • With a pool!
  • Affordable Suburban hotel
More Photos Swimming pool at Holiday Inn Express Lake Wales North Winter Haven
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Lakeland
+1-888-788-5576

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511 West Lime St., Lakeland, FL 33815 ~13.97 miles west of Winter Haven
  • Includes a pool: Outdoor Heated Swimming Pool
  • Midscale Convention Center hotel
More Photos Swimming pool at Springhill Suites by Marriott Lakeland
From$119
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Lakeland - Lakeland
+1-888-897-9207

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4420 North Socrum Loop Rd., Lakeland, FL 33809 ~14.33 miles west of Winter Haven
  • Has swimming pool: Out Door 9 AM-9PM
  • 3 star Suburban hotel
More Photos Pool image of Hampton Inn Lakeland
From$100
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Clarion Pointe Lakeland I 4 : 4321 Lakeland Park Dr.
+1-888-311-4278

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4321 Lakeland Park Dr., Lakeland, FL 33809 ~14.39 miles west of Winter Haven
  • Pool details: Dawn to Dusk
  • Three Star Highway property
More Photos Pool image of Clarion Pointe Lakeland I 4
From$40
Very Good 4.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East
+1-888-469-4795

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4315 Lakeland Park Dr., Lakeland, FL 33809 ~14.40 miles west of Winter Haven
  • With a pool!
  • 3 star Highway hotel
More Photos Pool image of La Quinta Inn & Suites by Wyndham Lakeland East
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 : 4500 Lakeland Park Rd.
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
4500 Lakeland Park Rd., Lakeland, FL 33809 ~14.42 miles west of Winter Haven
  • Has swimming pool: 6am - 9pm
  • Three Star Suburban property
More Photos Swimming pool at Holiday Inn Express & Suites Lakeland North I 4
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway
+1-888-841-5292

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3630 Lakeside Village Blvd., Lakeland, FL 33803 ~15.11 miles west of Winter Haven
  • Pool details: Heated pool is open daily from 6am to 10pm
  • Affordable Suburban property
More Photos Pool image of Hampton Inn & Suites Lakeland South Polk Parkway
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Lakeland South Polk Parkway
+1-888-455-5160

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3610 Lakeside Village Boulevar, Lakeland, FL 33142 ~15.13 miles west of Winter Haven
  • Pool available: Open From 6:00am to 10:00pm and its an outdoor pool .
  • 3 star property
More Photos Pool image of Home2 Suites by Hilton Lakeland South Polk Parkway
From$80
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Travelodge by Wyndham Lakeland : 3425 Highway 98 North
+1-888-965-8297

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3425 Highway 98 North, Lakeland, FL 33809 ~15.15 miles west of Winter Haven
  • Pool details: 8am to sundown
  • Low Cost Highway property
More Photos Photo of Travelodge by Wyndham Lakeland Pool
From$50
Very Good 4.0 /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
  • Pool available: Outdoor pool is open from dawn to dusk.
  • Midscale Highway property
More Photos Swimming pool at Home2 Suites Lakeland North I 4
From$80
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Lakeland : 3520 North Highway 98
+1-888-749-6785

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

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43824 Us 27, Davenport, FL 33837 ~15.35 miles north of Winter Haven
  • Includes a pool: 8 AM to 8PM 25000 gallons Outdoor
  • 3-star Highway property
More Photos Swimming pool at Ramada by Wyndham Davenport Orlando South
From$33
Poor 2.0 /5 Review Score Call BookMore Details
Hampton Inn Orlando Maingate South
+1-888-389-4485

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44117 Highway 27, Davenport, FL 33897 ~15.61 miles north of Winter Haven
  • Pool details: ON SITE
  • 3 star Highway hotel
More Photos Photo of Hampton Inn Orlando Maingate South Pool
From$88
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Mulberry Hotel in Mulberry
+1-888-389-4121

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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
  • Mid-scale Highway property
More Photos Pool image of Best Western Mulberry Hotel
From$57
Average 3.0 /5 Latest Reviews Call BookMore Details
Villatel Village : 1713 Oak Blossom Dr.
+1-888-675-2083

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1713 Oak Blossom Dr., Davenport, FL 33837 ~16.48 miles northeast of Winter Haven
  • Has swimming pool: Each home has its own private pool.
  • 4-star property
More Photos hotel room
From$300
Average 3.0 /5 Hotel Reviews Call BookMore Details
Staybridge Suites Lakeland West An Ihg Hotel
+1-800-716-8490

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3855 Don Emerson Dr., Lakeland, FL 33811 ~16.58 miles west of Winter Haven
  • Pool details: Large outdoor pool.
  • 3-star Suburban property
More Photos Swimming pool at Staybridge Suites Lakeland West An Ihg Hotel
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Omni Orlando Resort at Championsgate
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1500 Masters Blvd., Championsgate, FL 33896 ~17.75 miles north of Winter Haven
  • Pool details: 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
  • Expensive 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
+1-888-965-1860

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164 Thrive Rd., Davenport, FL 33896 ~17.92 miles north of Winter Haven
  • Has swimming pool: Outdoor Pool
  • 4 star Suburban property
More Photos Photo of Home2 Suites by Hilton Orlando South Davenport Pool
From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Alhambra Villas in Poinciana
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
500 Cypress Pkwy., Poinciana, FL 34759 ~18.37 miles east of Winter Haven
  • Pool in hotel: Outdoor pool
  • Three Star Resort property
More Photos Photo of Alhambra Villas Pool
From$49
Very Good 4.0 /5 Reviews Call BookMore Details
Reunion Resort & Golf Club
+1-888-897-9207

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7593 Gathering Dr., Kissimmee, FL 34747 ~19.26 miles northeast of Winter Haven
  • Pool in hotel: 11 Pools, Vary in Size and Hours. All Outdoors. Water Park on property, lazy river
  • Expensive Resort property
More Photos Pool image of Reunion Resort & Golf Club
From$309
Average 3.0 /5 Review Score Call BookMore Details
Spectrum Resort Orlando
+1-888-311-4278

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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.
  • Three Star Resort hotel
More Photos Photo of Spectrum Resort Orlando Pool
From$100
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City
+1-888-469-4795

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4307 Sterling Commerce Dr., Lakeland, FL 33566 ~19.68 miles west of Winter Haven
  • Has a pool!
  • 3 star Highway hotel
More Photos Pool image of Fairfield by Marriott Lakeland Plant City
From$84
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Encore Resort Orlando
+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
  • 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 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
  • Pool in hotel: 4 Outdoor Pools 8AM-11PM
  • Expensive Golf Course property
More Photos Photo of Hilton Vacation Club Mystic Dunes Orlando Pool
From$48
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel
+1-888-455-5160

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2102 North Park Rd., Plant City, FL 33566 ~22.65 miles west of Winter Haven
  • Includes a pool
  • Affordable Highway hotel
More Photos Swimming pool at Holiday Inn Express Suites Plant City An Ihg Hotel
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Westgate Town Center Resort in Kissimmee
+1-888-965-8297

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7700 a Westgate Blvd., Kissimmee, FL 34747 ~22.74 miles north of Winter Haven
  • Has swimming pool: 14 pools - all outdoor; open 8am to 10pm
  • Three Star Resort property
More Photos Photo of Westgate Town Center Resort Pool
From$55
Very Good 4.0 /5 Guest 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.
  • Low priced Highway hotel
More Photos Photo of Quality Inn Clermont West Kissimmee Pool
From$57
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West : 9240 Us Highway 192
+1-888-749-6785

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9240 Us Highway 192, Clermont, FL 34714 ~22.81 miles north of Winter Haven
  • Includes a pool: Pool hours : 10 am to 10 pm. It is outdoor pool. And it is from 3 ft to 6 ft.
  • Three Star Highway property
More Photos Swimming pool at SureStay by Best Western Clermont Theme Park West
From$49
Average 3.5 /5 Hotel 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
  • Includes a pool: 14 pools - all outdoor; open 8am to 10pm
  • Mid-scale Resort hotel
More Photos Swimming pool at Westgate Vacation Villas Resort
From$57
Very Good 4.0 /5 Read Reviews Call BookMore Details
Summer Bay Orlando by Exploria Resorts : 17805 Us Highway 192
+1-888-389-4485

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17805 Us Highway 192, Clermont, FL 34714 ~22.86 miles north of Winter Haven
  • Has swimming pool: There are 6 outdoor Heated pools.
  • Three Star Resort hotel
More Photos Swimming pool at Summer Bay Orlando by Exploria Resorts
From$44
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express And Suites Clermont Se West Orlando by IHG in Clermont
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
105 Summer Bay Blvd., Clermont, FL 34714 ~22.94 miles north of Winter Haven
  • Has swimming pool: 6 Springs Pools - outdoors
  • Mid-scale Resort property
More Photos Photo of Holiday Inn Express And Suites Clermont Se West Orlando by IHG Pool
From$89
Average 3.0 /5 Review Score Call BookMore Details
Orbit One Vacation Villas
+1-888-675-2083

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2950 Entry, Kissimmee, FL 34747 ~23.05 miles north of Winter Haven
  • Pool available: Outdoor Hot Tub(s) Outdoor Pool
  • 3 star Resort hotel
More Photos Swimming pool at Orbit One Vacation Villas
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Ramada by Wyndham Kissimmee Gateway - Kissimmee
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.09 miles north of Winter Haven
  • Includes a pool: 2 outdoor pools, the larger is heated seasonally Open from 8am-10pm Handicap lift on the second pool
  • Mid-scale Highway property
More Photos Photo of Ramada by Wyndham Kissimmee Gateway Pool
From$80
Average 3.5 /5 Read Reviews Call BookMore Details
Hilton Vacation Club Aqua Sol Orlando West
+1-800-805-5223

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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
  • 3 star Resort property
More Photos Pool image of Hilton Vacation Club Aqua Sol Orlando West
From$38
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn & Suites by The Parks
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
2945 Entry Point Blvd., Kissimmee, FL 34747 ~23.19 miles north of Winter Haven
  • Pool available: Pool Hours 9:00 am to 9:00 pm. Pool size 15 feet x 25 feet. Heated in winter from December to February.
  • 3 star Resort property
More Photos Photo of Quality Inn & Suites by The Parks Pool
From$52
Average 3.0 /5 Hotel Reviews Call BookMore Details
Kompose Boutique Resort at Theme Parks in Kissimmee
+1-888-788-5576

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New Reservations: +1-888-788-5576 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
  • Mid-scale Resort hotel
More Photos Photo of Kompose Boutique Resort at Theme Parks Pool
From$30
Not Good 1.5 /5 Reviews Call BookMore Details
Destiny Palms Hotel Maingate West
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.32 miles north of Winter Haven
  • Pool available: Out door pool !
  • Midscale Resort hotel
More Photos Photo of Destiny Palms Hotel Maingate West Pool
From$37
Very Good 4.0 /5 Review Score Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.32 miles north of Winter Haven
  • Pool available: Outdoor pool
  • 2 star Resort property
More Photos Pool image of Travelodge by Wyndham Kissimmee / Orlando
From$49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Westgate Towers Resort - Kissimmee
+1-888-469-4795

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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).
  • Midscale Resort property
More Photos Swimming pool at Westgate Towers Resort
From$48
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando - Kissimmee
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.33 miles north of Winter Haven
  • Pool in hotel: Outdoor heated pool
  • Two-star Resort hotel
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 - Kissimmee
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
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 Read Reviews Call BookMore Details
Margaritaville Resort Orlando : 8000 Fins Up Circle
+1-888-455-5160

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8000 Fins Up Circle, Kissimmee, FL 34747 ~23.36 miles north of Winter Haven
  • Pool details: 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 Photo of Margaritaville Resort Orlando Pool
From$189
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn Kissimmee by Parks
+1-888-965-8297

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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 Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort
+1-888-906-6358

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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 Review Score Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks : 3011 Maingate Ln
+1-888-749-6785

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3011 Maingate Ln, Kissimmee, FL 34747 ~23.48 miles north of Winter Haven
  • Has swimming pool: 24 hours 2 Out-Door Heated Pools & Jacuzzi
  • Midscale Resort property
More Photos Photo of Holiday Inn Resort Kissimmee by The Parks Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Maingate Lakeside Resort in Kissimmee
+1-888-878-9982

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7769 West Irlo Bronson Mem Highway, Kissimmee, FL 34747 ~23.57 miles north of Winter Haven
  • Pool in hotel: 2 Pools 1- Heated Seasonally
  • Mid-scale Resort property
More Photos Photo of Maingate Lakeside Resort Pool
From$37
Poor 2.0 /5 Guest Reviews Call BookMore Details

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