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
  • Pool available: Outdoor
  • Three Star hotel
More Photos Photo of Staybridge Suites Winter Haven Auburndale Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
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Holiday Inn Winter Haven by IHG in Winter Haven
+1-888-675-2083

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200 Cypress Gardens Blvd., Winter Haven, FL 33880
  • Pool available: Pool hours are 8am-9pm.
  • Affordable Downtown property
More Photos Swimming pool at Holiday Inn Winter Haven by IHG
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Winter Haven
+1-800-716-8490

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202 Cypress Gardens Blvd., Winter Haven, FL 33880
  • Pool details: Seasonally heated outdoor pool, open from 7 AM to 10 PM.
  • Mid-scale Downtown hotel
More Photos Photo of Hampton Inn Winter Haven Pool
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Plus Winter Haven Inn & Suites : 5801 Roosevelt Dr.
+1-800-805-5223

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5801 Roosevelt Dr., Winter Haven, FL 33884
  • Pool available: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • Three Star Suburban hotel
More Photos Photo of Best Western Plus Winter Haven Inn & Suites Pool
From$50
Average 3.0 /5 Read Reviews Call BookMore Details
Home2 Suites by Hilton Winter Haven in Winter Haven
+1-888-965-1860

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6015 Cypress Gardens Blvd., Winter Haven, FL 33884
  • Pool details: Our saline outdoor pool is open daily 7am-10pm
  • Four star Suburban property
More Photos Swimming pool at Home2 Suites by Hilton Winter Haven
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Winter Haven - Winter Haven
+1-888-788-5576

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6225 Cypress Gardens Blvd. Se, Winter Haven, FL 33884
  • We have a pool
  • Midscale property
More Photos Photo of Courtyard by Marriott Winter Haven Pool
From$65
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Auburndale Inn & Suites
+1-888-897-9207

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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.
  • Midscale Highway property
More Photos Swimming pool at Best Western Auburndale Inn & Suites
From$84
Very Good 4.0 /5 Reviews Call BookMore Details
Oyo Hotel Dundee by Crystal Lake
+1-888-311-4278

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28610 Us Highway 27 North, Dundee, FL 33838 ~6.04 miles east of Winter Haven
  • Includes a pool: 8 am until 10 pm Outdoors Lap Size
  • 2 star Highway property
More Photos Photo of Oyo Hotel Dundee by Crystal Lake Pool
From$47
Not Good 1.5 /5 Read Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven
+1-888-469-4795

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2953 Ridge Way, Lake Wales, FL 33859 ~7.86 miles southeast of Winter Haven
  • Pool in hotel
  • Affordable Suburban hotel
More Photos Pool image of Holiday Inn Express Lake Wales North Winter Haven
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Bartow in Bartow
+1-888-734-9421

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205 Old Bartow Eagle Lake Rd., Bartow, FL 33830 ~10.25 miles southwest of Winter Haven
  • Has swimming pool: Outdoor pool 7am-8pm
  • 3-star Rural property
More Photos Pool image of Hampton Inn Bartow
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Lakeland - Lakeland
+1-888-841-5292

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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
  • Mid-scale Convention Center property
More Photos Swimming pool at Springhill Suites by Marriott Lakeland
From$119
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Lakeland
+1-888-455-5160

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4420 North Socrum Loop Rd., Lakeland, FL 33809 ~14.33 miles west of Winter Haven
  • Pool in hotel: Out Door 9 AM-9PM
  • Midscale Suburban property
More Photos Photo of Hampton Inn Lakeland Pool
From$100
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Clarion Pointe Lakeland I 4
+1-888-965-8297

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4321 Lakeland Park Dr., Lakeland, FL 33809 ~14.39 miles west of Winter Haven
  • Pool available: Dawn to Dusk
  • Mid-scale Highway property
More Photos Swimming pool at Clarion Pointe Lakeland I 4
From$40
Very Good 4.0 /5 Read Reviews Call BookMore Details
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La Quinta Inn & Suites by Wyndham Lakeland East in Lakeland
+1-888-906-6358

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4315 Lakeland Park Dr., Lakeland, FL 33809 ~14.40 miles west of Winter Haven
  • Has a pool!
  • 3 star Highway hotel
More Photos Photo of La Quinta Inn & Suites by Wyndham Lakeland East Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4
+1-888-749-6785

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4500 Lakeland Park Rd., Lakeland, FL 33809 ~14.42 miles west of Winter Haven
  • Pool details: 6am - 9pm
  • 3 star Suburban hotel
More Photos Photo of Holiday Inn Express & Suites Lakeland North I 4 Pool
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
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Courtyard by Marriott Lakeland
+1-888-878-9982

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3725 Harden Blvd., Lakeland, FL 33803 ~14.82 miles west of Winter Haven
  • Pool details: outdoor pool with a Jacuzzi . open from 6am-9pm.
  • Three Star Suburban property
More Photos Swimming pool at Courtyard by Marriott Lakeland
From$103
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Lakeland : 3701 Harden Blvd.
+1-888-389-4485

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3701 Harden Blvd., Lakeland, FL 33803 ~14.83 miles west of Winter Haven
  • Pool in hotel
  • 3-star Rural hotel
More Photos Pool image of Residence Inn by Marriott Lakeland
From$119
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Premier Lakeland North in Lakeland
+1-888-389-4121

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3260 Us Highway 98 North, Lakeland, FL 33805 ~15.04 miles west of Winter Haven
  • Pool details: Large Outdoor
  • Mid-scale Highway hotel
More Photos Pool image of Best Western Premier Lakeland North
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway - Lakeland
+1-888-675-2083

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3630 Lakeside Village Blvd., Lakeland, FL 33803 ~15.11 miles west of Winter Haven
  • Pool available: Heated pool is open daily from 6am to 10pm
  • Three Star Suburban hotel
More Photos Swimming pool at Hampton Inn & Suites Lakeland South Polk Parkway
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Home2 Suites by Hilton Lakeland South Polk Parkway
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
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 .
  • Mid-scale property
More Photos Photo of Home2 Suites by Hilton Lakeland South Polk Parkway Pool
From$80
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland West - Lakeland
+1-800-805-5223

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1024 Lakeland Park Center Dr., Lakeland, FL 33809 ~15.22 miles west of Winter Haven
  • Has swimming pool
  • Three Star Highway property
More Photos Pool image of La Quinta Inn & Suites by Wyndham Lakeland West
From$119
Average 3.0 /5 Guest Reviews Call BookMore Details
Home2 Suites Lakeland North I 4
+1-888-965-1860

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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.
  • Midscale Highway property
More Photos Pool image of Home2 Suites Lakeland North I 4
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Lakeland North I 4 : 3520 Us Highway 98 North
+1-888-788-5576

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3520 Us Highway 98 North, Lakeland, FL 33809 ~15.30 miles west of Winter Haven
  • Pool in hotel: We have an Outdoor Pool onsite.
  • 3 star Highway hotel
More Photos Swimming pool at Comfort Inn & Suites Lakeland North I 4
From$81
Very Good 4.0 /5 Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South in Davenport
+1-888-897-9207

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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
  • 3 star Highway hotel
More Photos Photo of Ramada by Wyndham Davenport Orlando South Pool
From$33
Poor 2.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Orlando South Davenport by IHG in Davenport
+1-888-311-4278

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4050 Hotel Dr., Davenport, FL 33897 ~15.56 miles north of Winter Haven
  • Includes a pool: From Sunrise to Sunset, 35 x 20, Outdoor pool
  • Three Star Convention Center property
More Photos Photo of Holiday Inn Express Hotel & Suites Orlando South Davenport by IHG Pool
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Orlando Maingate South - Davenport
+1-888-469-4795

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44117 Highway 27, Davenport, FL 33897 ~15.60 miles north of Winter Haven
  • Pool in hotel: ON SITE Open till 10PM dailey
  • Midscale Highway hotel
More Photos Swimming pool at Hampton Inn Orlando Maingate South
From$88
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Mulberry Hotel - Mulberry
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2525 State Rd. 60 East, Mulberry, FL 33860 ~15.96 miles southwest of Winter Haven
  • Pool in hotel: 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 Read Reviews Call BookMore Details
Villatel Village - Davenport
+1-888-841-5292

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1713 Oak Blossom Dr., Davenport, FL 33837 ~16.48 miles northeast of Winter Haven
  • Pool in hotel: Each home has its own private pool.
  • 4 star hotel
More Photos hotel room
From$300
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Davenport : 45590 Us 27
+1-888-455-5160

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45590 Us 27, Davenport, FL 33897 ~16.64 miles north of Winter Haven
  • Pool details: Outdoor Pool 8 AM to 10 PM Daily
  • Midscale Highway hotel
More Photos hotel room
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Omni Orlando Resort at Championsgate : 1500 Masters Blvd.
+1-888-965-8297

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New Reservations: +1-888-965-8297 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
  • 4 star Resort hotel
More Photos Photo of Omni Orlando Resort at Championsgate Pool
From$119
Average 3.0 /5 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport
+1-888-906-6358

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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 hotel
More Photos Swimming pool at Home2 Suites by Hilton Orlando South Davenport
From$100
Average 3.0 /5 Recent Reviews Call BookMore Details
Alhambra Villas by Coolvacay
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
500 Cypress Pkwy., Poinciana, FL 34759 ~18.37 miles east of Winter Haven
  • Pool in hotel: Outdoor pool
  • Mid-scale Resort property
More Photos Photo of Alhambra Villas by Coolvacay Pool
From$49
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City in Lakeland
+1-888-878-9982

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4307 Sterling Commerce Dr., Lakeland, FL 33566 ~19.74 miles west of Winter Haven
  • Our hotel comes with a pool
  • Three Star Highway property
More Photos Pool image of Fairfield by Marriott Lakeland Plant City
From$84
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando
+1-888-389-4485

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7600 Mystic Dunes Lane, Kissimmee, FL 34747 ~22.07 miles north of Winter Haven
  • Includes a pool: 4 Outdoor Pools 8AM-11PM
  • Expensive Golf Course property
More Photos Pool image of 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
+1-888-389-4121

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2102 North Park Rd., Plant City, FL 33566 ~22.65 miles west of Winter Haven
  • We have a pool
  • 3 star Highway property
More Photos Pool image of Holiday Inn Express Suites Plant City An Ihg Hotel
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Magic Village Views Trademark
+1-888-675-2083

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7430 Brooklyn Dr., Kissimmee, FL 34747 ~22.68 miles north of Winter Haven
  • Includes a pool: Outdoors Pool offers the safety and space for gatherings and events while social distancing. Pool area is spacious and furniture has been spaced out to comply with social distancing recommendations
  • Mid-scale Resort property
More Photos Photo of Magic Village Views Trademark Pool
From$200
Very Good 4.0 /5 Read Reviews Call BookMore Details
Westgate Town Center Resort
+1-800-716-8490

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7700 a Westgate Blvd., Kissimmee, FL 34747 ~22.74 miles north of Winter Haven
  • Includes a pool: 11 pools - all outdoor; open 8am to 10pm
  • 3-star Resort property
More Photos Pool image of Westgate Town Center Resort
From$55
Very Good 4.0 /5 Latest Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
9240 Us Highway 192, Clermont, FL 34714 ~22.81 miles north of Winter Haven
  • Pool in hotel: Pool hours : 9 am to 9 pm. It is outdoor pool. And it is from 3 ft to 6 ft.
  • 3-star Highway hotel
More Photos Photo of SureStay by Best Western Clermont Theme Park West Pool
From$49
Average 3.5 /5 Read Reviews Call BookMore Details
Westgate Vacation Villas Resort
+1-888-965-1860

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7700 B Westgate Blvd., Kissimmee, FL 34747 ~22.83 miles north of Winter Haven
  • Includes a pool: 11 pools - all outdoor; open 8am to 10pm
  • 3 star Resort hotel
More Photos Photo of Westgate Vacation Villas Resort Pool
From$57
Very Good 4.0 /5 Review Score Call BookMore Details
Summer Bay Orlando MOD Collection by Sonesta in Clermont
+1-888-788-5576

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17805 Us Highway 192, Clermont, FL 34714 ~22.86 miles north of Winter Haven
  • Pool details: There are 6 outdoor Heated pools.
  • 3-star Resort property
More Photos Swimming pool at Summer Bay Orlando MOD Collection by Sonesta
From$44
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Clermont Se – West Orlando - Clermont
+1-888-897-9207

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105 Summer Bay Blvd., Clermont, FL 34714 ~22.95 miles north of Winter Haven
  • Includes a pool: 6 Springs Pools - outdoors
  • 3 star Resort property
More Photos Swimming pool at Holiday Inn Express & Suites Clermont Se – West Orlando
From$99
Average 3.5 /5 Review Score Call BookMore Details
Orbit One Vacation Villas by Coolvacay : 2950 Entry
+1-888-311-4278

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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
  • Midscale Resort hotel
More Photos Swimming pool at Orbit One Vacation Villas by Coolvacay
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway
+1-888-469-4795

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7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.09 miles north of Winter Haven
  • Pool available: 2 outdoor pools, the larger is heated seasonally Open from 8am-10pm Handicap lift on the second pool
  • Midscale Highway hotel
More Photos Pool image of Ramada by Wyndham Kissimmee Gateway
From$80
Average 3.5 /5 Recent Reviews Call BookMore Details
Hilton Vacation Club Aqua Sol Orlando West in Winter Garden
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
17777 Bali Blvd., Winter Garden, FL 34787 ~23.14 miles north of Winter Haven
  • Pool available: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • Affordable Resort hotel
More Photos Swimming pool at Hilton Vacation Club Aqua Sol Orlando West
From$38
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Embassy Suite by Hilton Sunset Walk Oralndo in Kissimmee
+1-888-841-5292

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3151 Sunset Walk Dr., Kissimmee, FL 34747 ~23.21 miles north of Winter Haven
  • Pool in hotel: Oasis Beach Club, zero entry crystal-clear blue pool. Plentiful seating for all guest to enjoy, 36 private cabanas for a fee, Mango Moon Bar & Grill.
  • 4 star Resort property
More Photos Photo of Embassy Suite by Hilton Sunset Walk Oralndo Pool
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Destiny Palms Hotel Maingate West
+1-888-455-5160

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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 !
  • 3-star Resort property
More Photos Swimming pool at Destiny Palms Hotel Maingate West
From$37
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Westgate Towers Resort
+1-888-965-8297

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7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.33 miles north of Winter Haven
  • Pool details: 3 Outdoor Heated Pools, 3 Spa Hot Tubs, 2 Children Pools; access to Westgate Town Center and Vacation Villas 14 pools and Waterpark(surcharge for waterpark applies).
  • 3-star Resort hotel
More Photos Swimming pool at Westgate Towers Resort
From$48
Very Good 4.0 /5 Read Reviews Call BookMore Details
Galleria Palms Hotel
+1-888-906-6358

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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.
  • 3 star Resort hotel
More Photos Pool image of Galleria Palms Hotel
From$44
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Margaritaville Resort Orlando
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 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 Pool image of Margaritaville Resort Orlando
From$169
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Adventure Hotel by The Parks : 7675 West Irlo Bronson Memorial Highway
+1-888-878-9982

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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
  • Affordable Downtown property
More Photos Pool image of The Adventure Hotel by The Parks
From$49
Average 3.0 /5 Guest Reviews Call BookMore Details

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