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, Winter Haven, FL 33881 Call
  • Includes a pool: Outdoor
  • Midscale property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Winter Haven - Winter Haven 202 Cypress Gardens Blvd., Winter Haven, FL 33880 Call
  • Pool details: Seasonally heated outdoor pool, open from 7 AM to 10 PM.
  • Affordable Downtown hotel
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From$99
Very good 4.0 /5 Read Reviews Call BookMore Details
Best Western Plus Winter Haven Inn & Suites 5801 Roosevelt Dr., Winter Haven, FL 33884 Call
  • Includes a pool: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • Three Star Suburban property
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From$50
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Winter Haven in Winter Haven 6225 Cypress Gardens Blvd. Se, Winter Haven, FL 33884 Call
  • We have a pool
  • Mid-scale property
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From$65
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Auburndale Inn & Suites - Auburndale 1008 Us Highway 92 West, Auburndale, FL 33823 Call ~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.
  • Affordable Highway hotel
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From$84
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Holiday Inn Express Lake Wales North Winter Haven in Lake Wales 2953 Ridge Way, Lake Wales, FL 33859 Call ~7.86 miles southeast of Winter Haven
  • Includes a pool
  • 3-star Suburban property
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From$109
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Lake Wales in Lake Wales 22900 Us Highway 27, Lake Wales, FL 33859 Call ~10.13 miles southeast of Winter Haven
  • Has swimming pool: Outdoor pool 6am-11pm
  • Mid-scale Highway hotel
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From$109
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Bartow in Bartow 205 Old Bartow Eagle Lake Rd., Bartow, FL 33830 Call ~10.25 miles southwest of Winter Haven
  • Pool in hotel: Outdoor pool 7am-8pm
  • Affordable Rural property
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From$80
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Springhill Suites by Marriott Lakeland 511 West Lime St., Lakeland, FL 33815 Call ~13.97 miles west of Winter Haven
  • Has swimming pool: Outdoor Heated Swimming Pool
  • Midscale Convention Center hotel
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From$119
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Lakeland in Lakeland 4420 North Socrum Loop Rd., Lakeland, FL 33809 Call ~14.33 miles west of Winter Haven
  • Has swimming pool: Out Door 9 AM-9PM
  • Affordable Suburban property
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From$100
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Clarion Pointe Lakeland I 4 4321 Lakeland Park Dr., Lakeland, FL 33809 Call ~14.39 miles west of Winter Haven
  • Has swimming pool: Dawn to Dusk
  • 3 star Highway property
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From$40
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La Quinta Inn & Suites by Wyndham Lakeland East 4315 Lakeland Park Dr., Lakeland, FL 33809 Call ~14.40 miles west of Winter Haven
  • Has a pool!
  • Midscale Highway property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 : 4500 Lakeland Park Rd. 4500 Lakeland Park Rd., Lakeland, FL 33809 Call ~14.42 miles west of Winter Haven
  • Pool details: 6am - 9pm
  • Mid-scale Suburban hotel
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From$79
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Best Western Premier Lakeland North 3260 Us Highway 98 North, Lakeland, FL 33805 Call ~15.04 miles west of Winter Haven
  • Pool available: Large Outdoor
  • Three Star Highway hotel
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From$55
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Hampton Inn & Suites Lakeland South Polk Parkway 3630 Lakeside Village Blvd., Lakeland, FL 33803 Call ~15.11 miles west of Winter Haven
  • Pool details: Heated pool is open daily from 6am to 10pm
  • Mid-scale Suburban property
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From$89
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Home2 Suites by Hilton Lakeland South Polk Parkway : 3610 Lakeside Village Boulevar 3610 Lakeside Village Boulevar, Lakeland, FL 33142 Call ~15.13 miles west of Winter Haven
  • Pool in hotel: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Three Star hotel
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From$80
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La Quinta Inn & Suites by Wyndham Lakeland West - Lakeland 1024 Lakeland Park Center Dr., Lakeland, FL 33809 Call ~15.22 miles west of Winter Haven
  • Has a pool!
  • 3 star Highway hotel
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From$119
Average 3.0 /5 Reviews Call BookMore Details
Home2 Suites Lakeland North I 4 in Lakeland 3610 Hopewell Ave., Lakeland, FL 33809 Call ~15.23 miles west of Winter Haven
  • Pool in hotel: Outdoor pool is open from dawn to dusk.
  • Three Star Highway hotel
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From$80
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Comfort Inn & Suites Lakeland North I-4 - Lakeland 3520 Us Highway 98 North, Lakeland, FL 33809 Call ~15.30 miles west of Winter Haven
  • Pool details: We have an Outdoor Pool onsite.
  • 3 star Highway hotel
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From$81
Very good 4.0 /5 Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South : 43824 Us 27 43824 Us 27, Davenport, FL 33837 Call ~15.35 miles north of Winter Haven
  • Pool in hotel: 8 AM to 8PM 25000 gallons Outdoor
  • 3-star Highway property
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From$33
Poor 2.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Orlando Maingate South : 44117 Highway 27 44117 Highway 27, Davenport, FL 33897 Call ~15.60 miles north of Winter Haven
  • Pool available: ON SITE
  • Midscale Highway hotel
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From$88
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Mulberry Hotel in Mulberry 2525 State Rd. 60 East, Mulberry, FL 33860 Call ~15.96 miles southwest of Winter Haven
  • Pool details: Outdoor and pool is open from sunset to sundwon
  • Mid-scale Highway property
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From$57
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Villatel Village in Davenport 1713 Oak Blossom Dr., Davenport, FL 33837 Call ~16.48 miles northeast of Winter Haven
  • Has swimming pool: Each home has its own private pool.
  • 4 star property
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From$300
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Omni Orlando Resort at Championsgate 1500 Masters Blvd., Championsgate, FL 33896 Call ~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
  • Expensive Resort property
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From$119
Average 3.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport - Davenport 164 Thrive Rd., Davenport, FL 33896 Call ~17.92 miles north of Winter Haven
  • Includes a pool: Outdoor Pool
  • 4-star Suburban property
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From$100
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Alhambra Villas 500 Cypress Pkwy., Poinciana, FL 34759 Call ~18.37 miles east of Winter Haven
  • Has swimming pool: Outdoor pool
  • 3 star Resort hotel
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From$49
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Reunion Resort & Golf Club : 7593 Gathering Dr. 7593 Gathering Dr., Kissimmee, FL 34747 Call ~19.26 miles northeast of Winter Haven
  • Pool available: 11 Pools, Vary in Size and Hours. All Outdoors. Water Park on property, lazy river
  • High end Resort property
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From$249
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Fairfield by Marriott Lakeland Plant City 4307 Sterling Commerce Dr., Lakeland, FL 33566 Call ~19.68 miles west of Winter Haven
  • Pool in hotel
  • Affordable Highway property
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From$84
Very good 4.0 /5 Guest Reviews Call BookMore Details
Encore Resort Orlando 7635 Fairfax Dr., Kissimmee, FL 34747 Call ~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 !
  • Four-star Resort hotel
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From$125
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Hilton Vacation Club Mystic Dunes Orlando in Kissimmee 7600 Mystic Dunes Lane, Kissimmee, FL 34747 Call ~22.07 miles north of Winter Haven
  • Pool details: 4 Outdoor Pools 8AM-11PM
  • High-end Golf Course property
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From$48
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Holiday Inn Express Suites Plant City An Ihg Hotel : 2102 North Park Rd. 2102 North Park Rd., Plant City, FL 33566 Call ~22.65 miles west of Winter Haven
  • Pool in hotel
  • 3-star Highway property
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From$89
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Westgate Town Center Resort in Kissimmee 7700 a Westgate Blvd., Kissimmee, FL 34747 Call ~22.74 miles north of Winter Haven
  • Pool available: 11 pools - all outdoor; open 8am to 10pm
  • Mid-scale Resort hotel
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From$55
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Quality Inn Clermont West Kissimmee in Clermont 9330 West Us Highway 192, Clermont, FL 34714 Call ~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
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From$57
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SureStay by Best Western Clermont Theme Park West : 9240 Us Highway 192 9240 Us Highway 192, Clermont, FL 34714 Call ~22.81 miles north of Winter Haven
  • Pool available: Pool hours : 9 am to 9 pm. It is outdoor pool. And it is from 3 ft to 6 ft.
  • 3 star Highway hotel
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From$49
Average 3.5 /5 Latest Reviews Call BookMore Details
Westgate Vacation Villas Resort in Kissimmee 7700 B Westgate Blvd., Kissimmee, FL 34747 Call ~22.83 miles north of Winter Haven
  • Has swimming pool: 11 pools - all outdoor; open 8am to 10pm
  • Midscale Resort hotel
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From$57
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Summer Bay Orlando MOD Collection by Sonesta in Clermont 17805 Us Highway 192, Clermont, FL 34714 Call ~22.86 miles north of Winter Haven
  • Pool details: There are 6 outdoor Heated pools.
  • 3 star Resort property
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From$44
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Holiday Inn Express & Suites Clermont Se – West Orlando : 105 Summer Bay Blvd. 105 Summer Bay Blvd., Clermont, FL 34714 Call ~22.95 miles north of Winter Haven
  • Has swimming pool: 6 Springs Pools - outdoors
  • 3-star Resort hotel
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From$99
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Orbit One Vacation Villas in Kissimmee 2950 Entry, Kissimmee, FL 34747 Call ~23.05 miles north of Winter Haven
  • Has swimming pool: Outdoor Hot Tub(s) Outdoor Pool
  • Midscale Resort property
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From$80
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Ramada by Wyndham Kissimmee Gateway 7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 Call ~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 property
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From$80
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Hilton Vacation Club Aqua Sol Orlando West : 17777 Bali Blvd. 17777 Bali Blvd., Winter Garden, FL 34787 Call ~23.14 miles north of Winter Haven
  • Pool in hotel: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • Three Star Resort hotel
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From$38
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Embassy Suite by Hilton Sunset Walk Oralndo : 3151 Sunset Walk Dr. 3151 Sunset Walk Dr., Kissimmee, FL 34747 Call ~23.21 miles north of Winter Haven
  • Pool details: 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.
  • High end Resort property
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From$125
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Kompose Boutique Resort at Theme Parks in Kissimmee 7491 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 Call ~23.23 miles north of Winter Haven
  • Includes a pool: The hotel has an outdoor heated pool and a lazy river.
  • Affordable Resort hotel
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From$30
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Destiny Palms Hotel Maingate West : 8536 West Irlo Bronson Memorial Highway 8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 Call ~23.32 miles north of Winter Haven
  • Has swimming pool: Out door pool !
  • Affordable Resort hotel
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From$37
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Westgate Towers Resort in Kissimmee 7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 Call ~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).
  • 3-star Resort property
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From$48
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Galleria Palms Hotel 3000 Maingate Lane, Kissimmee, FL 34747 Call ~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.
  • Mid-scale Resort property
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From$44
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Margaritaville Resort Orlando 8000 Fins Up Circle, Kissimmee, FL 34747 Call ~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.
  • Four-star Resort property
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From$169
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The Adventure Hotel by The Parks in Kissimmee 7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 Call ~23.42 miles north of Winter Haven
  • Pool details: Outdoor whirpool and Pool open from 9am-11pm
  • Affordable Downtown property
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From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks 3011 Maingate Lane, Kissimmee, FL 34747 Call ~23.46 miles north of Winter Haven
  • Pool details: 2 Outdoor Heated Pools & Hot Tub Open from 8am to 11pm
  • Midscale Resort hotel
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From$80
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Holiday Inn Club Vacations Orlando Orange Lake Resort - Kissimmee 8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 Call ~23.46 miles north of Winter Haven
  • We have a pool ready for use
  • 4-star Resort hotel
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From$89
Very good 4.0 /5 Latest Reviews Call BookMore Details
Voco Kissimmee Orlando Hotel 7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 Call ~23.46 miles north of Winter Haven
  • Includes a pool: Pool hours are 8:00AM - 11:00PM
  • 3-star Highway property
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From$59
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