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.
Planning group travel? Get Winter Haven FL Group Hotel Rates

Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Winter Haven Hotels with Outdoor or Indoor Pools

Staybridge Suites Winter Haven Auburndale - Winter Haven 305 5th St. Nw, Winter Haven, FL 33881
Call Us
  • Has swimming pool: Outdoor
  • Affordable hotel
More Photos Pool image of Staybridge Suites Winter Haven Auburndale
From$80
Average 3.0 /5 Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Winter Haven" Get Alexa Skill →
Best Western Plus Winter Haven Inn & Suites in Winter Haven 5801 Roosevelt Dr., Winter Haven, FL 33884
Call Us
  • Pool details: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • Affordable Suburban property
More Photos Pool image of Best Western Plus Winter Haven Inn & Suites
From$50
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Winter Haven 6225 Cypress Gardens Blvd. Se, Winter Haven, FL 33884
Call Us
  • Pool in hotel
  • Affordable property
More Photos Pool image of Courtyard by Marriott Winter Haven
From$65
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Auburndale Inn & Suites 1008 Us Highway 92 West, Auburndale, FL 33823
Call Us
~5.88 miles west of Winter Haven
  • Pool available: Our outdoor heated pool measures 450 square feet and it is open year around from dawn until dusk.
  • 3 star 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 : 2953 Ridge Way 2953 Ridge Way, Lake Wales, FL 33859
Call Us
~7.86 miles southeast of Winter Haven
  • Has a pool!
  • 3 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
Hampton Inn & Suites Lake Wales 22900 Us Highway 27, Lake Wales, FL 33859
Call Us
~10.13 miles southeast of Winter Haven
  • Pool in hotel: Outdoor pool 6am-11pm
  • Midscale Highway property
More Photos Pool image of Hampton Inn & Suites Lake Wales
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Lakeland 511 West Lime St., Lakeland, FL 33815
Call Us
~13.97 miles west of Winter Haven
  • Pool details: Outdoor Heated Swimming Pool
  • Three Star Convention Center hotel
More Photos Photo of Springhill Suites by Marriott Lakeland Pool
From$119
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Lakeland 4420 North Socrum Loop Rd., Lakeland, FL 33809
Call Us
~14.33 miles west of Winter Haven
  • Has swimming pool: Out Door 9 AM-9PM
  • Midscale Suburban hotel
More Photos Photo of Hampton Inn Lakeland Pool
From$100
Very Good 4.0 /5 Reviews Call BookMore Details
Clarion Pointe Lakeland I 4 4321 Lakeland Park Dr., Lakeland, FL 33809
Call Us
~14.39 miles west of Winter Haven
  • Has swimming pool: Dawn to Dusk
  • Mid-scale Highway hotel
More Photos Photo of Clarion Pointe Lakeland I 4 Pool
From$40
Very Good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East - Lakeland 4315 Lakeland Park Dr., Lakeland, FL 33809
Call Us
~14.40 miles west of Winter Haven
  • Pool in hotel
  • 3-star Highway property
More Photos Photo of La Quinta Inn & Suites by Wyndham Lakeland East Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 4500 Lakeland Park Rd., Lakeland, FL 33809
Call Us
~14.42 miles west of Winter Haven
  • Has swimming pool: 6am - 9pm
  • Affordable Suburban property
More Photos Swimming pool at Holiday Inn Express & Suites Lakeland North I 4
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Premier Lakeland North 3260 Us Highway 98 North, Lakeland, FL 33805
Call Us
~15.04 miles west of Winter Haven
  • Pool details: Large Outdoor
  • Mid-scale Highway property
More Photos Pool image of Best Western Premier Lakeland North
From$55
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway : 3630 Lakeside Village Blvd. 3630 Lakeside Village Blvd., Lakeland, FL 33803
Call Us
~15.11 miles west of Winter Haven
  • Pool in hotel: Heated pool is open daily from 6am to 10pm
  • 3 star Suburban hotel
More Photos Photo of Hampton Inn & Suites Lakeland South Polk Parkway Pool
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
More Homes & Apts at Booking.com

Book online or call +1-800-219-2797

Booking for Homes and Apartments
Go to BookingGo to Booking
Home2 Suites by Hilton Lakeland South Polk Parkway : 3610 Lakeside Village Boulevar 3610 Lakeside Village Boulevar, Lakeland, FL 33142
Call Us
~15.13 miles west of Winter Haven
  • Pool in hotel: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Midscale property
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
La Quinta Inn & Suites by Wyndham Lakeland West in Lakeland 1024 Lakeland Park Center Dr., Lakeland, FL 33809
Call Us
~15.22 miles west of Winter Haven
  • We have a pool ready for use
  • Affordable Highway property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Lakeland West
From$119
Average 3.0 /5 Latest Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Winter Haven" Get Alexa Skill →
Home2 Suites Lakeland North I 4 - Lakeland 3610 Hopewell Ave., Lakeland, FL 33809
Call Us
~15.23 miles west of Winter Haven
  • Pool details: Outdoor pool is open from dawn to dusk.
  • Midscale Highway hotel
More Photos Photo of Home2 Suites Lakeland North I 4 Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites Lakeland North I-4 3520 Us Highway 98 North, Lakeland, FL 33809
Call Us
~15.30 miles west of Winter Haven
  • Has swimming pool: We have an Outdoor Pool onsite.
  • Three Star Highway hotel
More Photos Swimming pool at Comfort Inn & Suites Lakeland North I-4
From$81
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South - Davenport 43824 Us 27, Davenport, FL 33837
Call Us
~15.35 miles north of Winter Haven
  • Pool in hotel: 8 AM to 8PM 25000 gallons Outdoor
  • Midscale Highway property
More Photos Photo of Ramada by Wyndham Davenport Orlando South Pool
From$33
Poor 2.0 /5 Review Score Call BookMore Details
Hampton Inn Orlando Maingate South : 44117 Highway 27 44117 Highway 27, Davenport, FL 33897
Call Us
~15.60 miles north of Winter Haven
  • Pool in hotel: ON SITE
  • 3-star Highway hotel
More Photos Photo of Hampton Inn Orlando Maingate South Pool
From$88
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Mulberry Hotel : 2525 State Rd. 60 East 2525 State Rd. 60 East, Mulberry, FL 33860
Call Us
~15.96 miles southwest of Winter Haven
  • Has swimming pool: Outdoor and pool is open from sunset to sundwon
  • Mid-scale Highway hotel
More Photos Pool image of Best Western Mulberry Hotel
From$57
Average 3.0 /5 Recent Reviews Call BookMore Details
Villatel Village : 1713 Oak Blossom Dr. 1713 Oak Blossom Dr., Davenport, FL 33837
Call Us
~16.48 miles northeast of Winter Haven
  • Pool details: Each home has its own private pool.
  • Four-star hotel
More Photos hotel room
From$300
Average 3.0 /5 Reviews Call BookMore Details
Staybridge Suites Lakeland West An Ihg Hotel in Lakeland 3855 Don Emerson Dr., Lakeland, FL 33811
Call Us
~16.58 miles west of Winter Haven
  • Pool in hotel: Large outdoor pool.
  • 3-star Suburban property
More Photos Pool image of Staybridge Suites Lakeland West An Ihg Hotel
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Omni Orlando Resort at Championsgate 1500 Masters Blvd., Championsgate, FL 33896
Call Us
~17.75 miles north of Winter Haven
  • Has swimming pool: Zero-Entry Family Pool The zero-entry family pool allows guests to skip the stairs and submerge slowly into the pool as they would the ocean. As parents ease into the pool, children have a blast in the nearby liquid playground, cooling off under dancing water fountains and 30-foot spilling water tower. For the ultimate Orlando thrill ride, kids race to the top of the 125-foot corkscrew waterslide, splashing and laughing the whole way down. Lazy River The 850-foot lazy river lets kids of all ages float on bright tubes at speeds ranging from two to eight mph, through its tunnels, gentle rapids and hidden canyons. Winding through the lushly landscaped resort playground, the lazy river channels adventurers through H20 surprises ranging from shooting water cannons to rainbows of arched waterspouts and an exhilarating waterfall. Private Cabanas & Formal Pool Eight private cabanas line the formal pool with opportunity for guests to “own” one for the day. Donning luxurious robes and sipping on fresh fr
  • High end Resort property
More Photos Swimming pool at Omni Orlando Resort at Championsgate
From$119
Average 3.0 /5 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport - Davenport 164 Thrive Rd., Davenport, FL 33896
Call Us
~17.92 miles north of Winter Haven
  • Has swimming pool: Outdoor Pool
  • Expensive Suburban hotel
More Photos Swimming pool at Home2 Suites by Hilton Orlando South Davenport
From$100
Average 3.0 /5 Read Reviews Call BookMore Details
Alhambra Villas 500 Cypress Pkwy., Poinciana, FL 34759
Call Us
~18.37 miles east of Winter Haven
  • Has swimming pool: Outdoor pool
  • 3 star Resort property
More Photos Photo of Alhambra Villas Pool
From$49
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Reunion Resort & Golf Club 7593 Gathering Dr., Kissimmee, FL 34747
Call Us
~19.26 miles northeast of Winter Haven
  • Pool details: 11 Pools, Vary in Size and Hours. All Outdoors. Water Park on property, lazy river
  • 4 star Resort hotel
More Photos Swimming pool at Reunion Resort & Golf Club
From$249
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City 4307 Sterling Commerce Dr., Lakeland, FL 33566
Call Us
~19.68 miles west of Winter Haven
  • Has swimming pool
  • Three Star Highway hotel
More Photos Pool image of Fairfield by Marriott Lakeland Plant City
From$84
Very Good 4.0 /5 Review Score Call BookMore Details
Encore Resort Orlando 7635 Fairfax Dr., Kissimmee, FL 34747
Call Us
~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 !
  • High-end Resort hotel
More Photos Pool image of Encore Resort Orlando
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando : 7600 Mystic Dunes Lane 7600 Mystic Dunes Lane, Kissimmee, FL 34747
Call Us
~22.07 miles north of Winter Haven
  • Includes a pool: 4 Outdoor Pools 8AM-11PM
  • Four-star Golf Course hotel
More Photos Photo of Hilton Vacation Club Mystic Dunes Orlando Pool
From$48
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel : 2102 North Park Rd. 2102 North Park Rd., Plant City, FL 33566
Call Us
~22.65 miles west of Winter Haven
  • Includes a swimming pool
  • Three Star Highway hotel
More Photos Swimming pool at Holiday Inn Express Suites Plant City An Ihg Hotel
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Westgate Town Center Resort 7700 a Westgate Blvd., Kissimmee, FL 34747
Call Us
~22.74 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 Town Center Resort
From$55
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Clermont West Kissimmee in Clermont 9330 West Us Highway 192, Clermont, FL 34714
Call Us
~22.80 miles north of Winter Haven
  • Has swimming pool: Our outdoor pool is open from 10:00 AM to 10:00 PM. Our pool size is 22,024 gallons.
  • Low priced Highway hotel
More Photos Swimming pool at Quality Inn Clermont West Kissimmee
From$57
Very Good 4.0 /5 Recent Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West 9240 Us Highway 192, Clermont, FL 34714
Call Us
~22.81 miles north of Winter Haven
  • Pool in hotel: Pool hours : 10 am to 10 pm. It is outdoor pool. And it is from 3 ft to 6 ft.
  • 3 star Highway property
More Photos Swimming pool at SureStay by Best Western Clermont Theme Park West
From$49
Average 3.5 /5 Read Reviews Call BookMore Details
Westgate Vacation Villas Resort 7700 B Westgate Blvd., Kissimmee, FL 34747
Call Us
~22.83 miles north of Winter Haven
  • Pool in hotel: 14 pools - all outdoor; open 8am to 10pm
  • Affordable Resort hotel
More Photos Photo of Westgate Vacation Villas Resort Pool
From$57
Very Good 4.0 /5 Read Reviews Call BookMore Details
Summer Bay Orlando MOD Collection by Sonesta : 17805 Us Highway 192 17805 Us Highway 192, Clermont, FL 34714
Call Us
~22.86 miles north of Winter Haven
  • Includes a pool: There are 6 outdoor Heated pools.
  • Mid-scale Resort hotel
More Photos Pool image of Summer Bay Orlando MOD Collection by Sonesta
From$44
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Clermont Se – West Orlando 105 Summer Bay Blvd., Clermont, FL 34714
Call Us
~22.95 miles north of Winter Haven
  • Includes a pool: 6 Springs Pools - outdoors
  • 3 star Resort hotel
More Photos Swimming pool at Holiday Inn Express & Suites Clermont Se – West Orlando
From$99
Average 3.5 /5 Recent Reviews Call BookMore Details
Orbit One Vacation Villas 2950 Entry, Kissimmee, FL 34747
Call Us
~23.05 miles north of Winter Haven
  • Includes a pool: Outdoor Hot Tub(s) Outdoor Pool
  • Three Star Resort property
More Photos Pool image of Orbit One Vacation Villas
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway : 7470 West Irlo Bronson Memorial Highway 7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
Call Us
~23.09 miles north of Winter Haven
  • Pool details: 2 outdoor pools, the larger is heated seasonally Open from 8am-10pm Handicap lift on the second pool
  • Three Star Highway property
More Photos Photo of Ramada by Wyndham Kissimmee Gateway Pool
From$80
Average 3.5 /5 Hotel Reviews Call BookMore Details
Hilton Vacation Club Aqua Sol Orlando West - Winter Garden 17777 Bali Blvd., Winter Garden, FL 34787
Call Us
~23.14 miles north of Winter Haven
  • Has swimming pool: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • Affordable 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
Kompose Boutique Resort at Theme Parks 7491 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
Call Us
~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 Hotel Reviews Call BookMore Details
Destiny Palms Hotel Maingate West in Kissimmee 8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
Call Us
~23.32 miles north of Winter Haven
  • Includes a pool: Out door pool !
  • Affordable Resort hotel
More Photos Photo of Destiny Palms Hotel Maingate West Pool
From$37
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando in Kissimmee 7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
Call Us
~23.32 miles north of Winter Haven
  • Includes a pool: Outdoor pool
  • Cheap Resort property
More Photos Pool image of Travelodge by Wyndham Kissimmee / Orlando
From$49
Average 3.0 /5 Review Score Call BookMore Details
Westgate Towers Resort : 7600 West Irlo Bronson Memorial Highway 7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
Call Us
~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).
  • Three Star Resort hotel
More Photos Swimming pool at Westgate Towers Resort
From$48
Very Good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando - Kissimmee 7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
Call Us
~23.33 miles north of Winter Haven
  • Pool available: Outdoor heated pool
  • Cheap Resort property
More Photos Swimming pool at Super 8 by Wyndham Kissimmee / Orlando
From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Galleria Palms Hotel : 3000 Maingate Lane 3000 Maingate Lane, Kissimmee, FL 34747
Call Us
~23.34 miles north of Winter Haven
  • Pool in hotel: 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.
  • Three Star Resort property
More Photos Photo of Galleria Palms Hotel Pool
From$44
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Margaritaville Resort Orlando - Kissimmee 8000 Fins Up Circle, Kissimmee, FL 34747
Call Us
~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 property
More Photos Photo of Margaritaville Resort Orlando Pool
From$189
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Adventure Hotel by The Parks 7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
Call Us
~23.42 miles north of Winter Haven
  • Pool details: Outdoor whirpool and Pool open from 9am-11pm
  • Three Star Downtown hotel
More Photos Photo of The Adventure Hotel by The Parks Pool
From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks 3011 Maingate Lane, Kissimmee, FL 34747 Website
Call Us
~23.46 miles north of Winter Haven
  • Includes a pool: 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 - Kissimmee 8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
Call Us
~23.46 miles north of Winter Haven
  • We have a pool ready for use
  • Four-star Resort property
More Photos Pool image of Holiday Inn Club Vacations Orlando Orange Lake Resort
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Voco Kissimmee Orlando Hotel : 7888 West Irlo Bronson Memorial Highway 7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
Call Us
~23.46 miles north of Winter Haven
  • Pool in hotel: Pool hours are 8:00AM - 11:00PM
  • 3-star Highway property
More Photos Photo of Voco Kissimmee Orlando Hotel Pool
From$59
Average 3.0 /5 Hotel Reviews Call BookMore Details

Next: Show All Available Winter Haven Hotels with Pricing
Back to Top