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Winter Haven Hotels with Outdoor or Indoor Pools

Quality Inn & Suites Conference Center : 5665 Cypress Gardens Blvd.
+1-888-389-4121
5665 Cypress Gardens Blvd., Winter Haven, FL 33884
  • Includes a pool: 8am-10pm Outdoor oversized pool
  • Economical Lake property
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Best Western Plus Winter Haven Inn & Suites 
+1-888-675-2083
5801 Roosevelt Dr., Winter Haven, FL 33884
  • Includes a pool: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • Three Star Suburban hotel
From$50
Average 3.0 /5 Recent Reviews Call BookMore Details
Staybridge Suites Winter Haven Auburndale
+1-800-716-8490
305 5th St. Nw, Winter Haven, FL 33881
  • Includes a swimming pool
  • Midscale property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Auburndale Inn & Suites
+1-800-805-5223
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.
  • Mid-scale Highway property
From$84
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven
+1-888-965-1860
2953 Ridge Way, Lake Wales, FL 33859 ~7.86 miles southeast of Winter Haven
  • Includes a pool
  • Midscale Suburban hotel
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Lakeland in Lakeland
+1-888-788-5576
4420 North Socrum Loop Rd., Lakeland, FL 33809 ~14.33 miles west of Winter Haven
  • Includes a pool: Out Door 9 AM-9PM
  • Affordable Suburban property
From$100
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Days Inn & Suites by Wyndham Lakeland
+1-888-897-9207
4502 North Socrum Loop Rd., Lakeland, FL 33809 ~14.33 miles west of Winter Haven
  • Pool details: Outdoor Pool : Pool hours : 8 AM - 8 PM
  • Low Cost Highway property
From$63
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East in Lakeland
+1-888-311-4278
4315 Lakeland Park Dr., Lakeland, FL 33809 ~14.40 miles west of Winter Haven
  • With a pool!
  • Three Star Highway hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 in Lakeland
+1-888-469-4795
4500 Lakeland Park Rd., Lakeland, FL 33809 ~14.42 miles west of Winter Haven
  • Pool available: 6am - 9pm
  • Midscale Suburban property
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Lakeland
+1-888-734-9421
939 West Robson St., Lakeland, FL 33805 ~14.99 miles west of Winter Haven
  • Pool available: Outdoor pool. Hours: Sunrise to Sunset. 45ft X 27ft.
  • Affordable Downtown hotel
Hampton Inn & Suites Lakeland South Polk Parkway in Lakeland
+1-888-841-5292
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
  • Affordable Suburban hotel
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Home2 Suites by Hilton Lakeland : 3610 Lakeside Village Boulevar
+1-888-455-5160
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
From$50
Very Good 4.0 /5 Reviews Call BookMore Details
Travelodge Lakeland
+1-888-965-8297
3425 Highway 98 North, Lakeland, FL 33809 ~15.15 miles west of Winter Haven
  • Includes a pool: 8am to sundown
  • Two star Highway property
From$50
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South - Davenport
+1-888-906-6358
43824 Us Highway 27, Davenport, FL 33837 ~15.26 miles north of Winter Haven
  • Includes a pool: 10AM to 10PM 25000 gallons Outdoor
  • Low priced Highway property
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Lakeland in Lakeland
+1-888-749-6785
3520 North Highway 98, Lakeland, FL 33809 ~15.30 miles west of Winter Haven
  • With a pool!
  • Mid-scale Highway hotel
From$81
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Ramada by Wyndham Davenport Orlando South in Davenport
+1-888-878-9982
43824 Highway 27, Davenport, FL 33837 ~15.35 miles north of Winter Haven
  • Pool details: 8 AM to 8PM 25000 gallons Outdoor
  • 2-star Highway hotel
From$33
Poor 2.0 /5 Reviews Call BookMore Details
Villatel Village in Davenport
+1-888-389-4485
1713 Oak Blossom Dr., Davenport, FL 33837 ~16.48 miles northeast of Winter Haven
  • Has swimming pool: Each home has its own private pool.
  • Expensive property
From$300
Average 3.0 /5 Latest Reviews Call BookMore Details
Omni Orlando Resort at Championsgate - Championsgate
+1-888-389-4121
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
  • High-end Resort property
From$119
Average 3.0 /5 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport
+1-888-675-2083
164 Thrive Rd., Davenport, IA 33896 ~17.92 miles north of Winter Haven
  • Includes a pool: Outdoor Pool
  • Four star Suburban hotel
From$100
Average 3.0 /5 Recent Reviews Call BookMore Details
Alhambra Villas
+1-800-716-8490
500 Cypress Pkwy., Poinciana, FL 34759 ~18.37 miles east of Winter Haven
  • Pool in hotel: Outdoor pool
  • 3 star Resort hotel
From$49
Very Good 4.0 /5 Reviews Call BookMore Details
Reunion Resort & Golf Club
+1-800-805-5223
7593 Gathering Dr., Kissimmee, FL 34747 ~19.26 miles northeast of Winter Haven
  • Has swimming pool: 11 Pools, Vary in Size and Hours. All Outdoors. Water Park on property, lazy river
  • 4 star Resort property
From$309
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Lakeland Plant City
+1-888-965-1860
4307 Sterling Commerce Dr., Lakeland, FL 33566 ~19.73 miles west of Winter Haven
  • Includes a swimming pool
  • Three Star Highway hotel
From$84
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando - Kissimmee
+1-888-788-5576
7600 Mystic Dunes Lane, Kissimmee, FL 34747 ~22.07 miles north of Winter Haven
  • Pool details: 4 Outdoor Pools 8AM-11PM
  • 4-star Golf Course property
From$48
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Breeze Resort
+1-888-897-9207
100 Orlando Breeze Circle, Davenport, FL 33897 ~22.15 miles north of Winter Haven
  • Has swimming pool
  • 3-star Resort hotel
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel
+1-888-311-4278
2102 North Park Rd., Plant City, FL 33566 ~22.65 miles west of Winter Haven
  • Includes a pool
  • 3-star Highway hotel
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Westgate Town Center Resort : A7700 Westgate Blvd.
+1-888-469-4795
A7700 Westgate Blvd., Kissimmee, FL 34747 ~22.74 miles north of Winter Haven
  • Includes a pool: 14 pools - all outdoor; open 8am to 10pm
  • Mid-scale Resort property
From$55
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn Clermont West Kissimmee : 9330 West Us Highway 192
+1-888-734-9421
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
From$57
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West
+1-888-841-5292
9240 Us Highway 192, Clermont, FL 34714 ~22.81 miles north of Winter Haven
  • Pool details: Pool hours : 10 am to 10 pm. It is outdoor pool. And it is from 3 ft to 6 ft.
  • 3 star Highway property
From$49
Average 3.5 /5 Guest Reviews Call BookMore Details
Westgate Vacation Villas Resort
+1-888-455-5160
7700 Westgate Blvd., Kissimmee, FL 34747 ~22.83 miles north of Winter Haven
  • Pool details: 14 pools - all outdoor; open 8am to 10pm
  • Mid-scale Resort property
From$57
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Summer Bay Orlando by Exploria Resorts - Clermont
+1-888-965-8297
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 property
From$44
Very Good 4.0 /5 Review Score Call BookMore Details
Orbit One Vacation Villas
+1-888-906-6358
2950 Entry, Kissimmee, FL 34747 ~23.05 miles north of Winter Haven
  • Pool in hotel: Outdoor Hot Tub(s) Outdoor Pool
  • Midscale Resort property
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Liki Tiki Village - Winter Garden
+1-888-749-6785
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
  • 3-star Resort hotel
From$38
Very Good 4.0 /5 Review Score Call BookMore Details
Ramada by Wyndham Kissimmee Gateway - Kissimmee
+1-888-878-9982
7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.20 miles north of Winter Haven
  • Pool details: 8 am- 10 pm 2 Outdoor pools (1 heated)
  • Mid-scale Resort property
From$32
Average 3.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando in Kissimmee
+1-888-389-4485
7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.32 miles north of Winter Haven
  • Pool details: Outdoor pool
  • Two-star hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Westgate Towers Resort in Kissimmee
+1-888-389-4121
7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.33 miles north of Winter Haven
  • Pool in hotel: 3 heated outdoor pools, 3 spa tubs, 2 children pools; access to Westgate Town Center and Vacation Villas 14 pools and Waterpark(surcharge for waterpark applies).
  • 3 star Resort hotel
From$48
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando
+1-888-675-2083
7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.33 miles north of Winter Haven
  • Pool details: Outdoor heated pool
  • Economy Resort hotel
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Galleria Palms Hotel
+1-800-716-8490
3000 Maingate Lane, Kissimmee, FL 34747 ~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 pool is open daily from 8:00 AM to 11:00 PM.
  • Three Star Resort property
From$44
Very Good 4.0 /5 Reviews Call BookMore Details
Margaritaville Resort Orlando - Kissimmee
+1-800-805-5223
8000 Fins Up Circle, Kissimmee, FL 34747 ~23.36 miles north of Winter Haven
  • Pool in hotel: The hotel will offer Two Lagoon Style Pools with Soft Sand Beaches and One Resort Style Pool. Our Salty Rim Pool Bar is located by our Lagoon Style pools and will offer an inviting atmosphere for fun in the sun including cabanas, flat screen TV's, pool side games and much more.
  • 4-star Resort hotel
From$219
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn Kissimmee by Parks in Kissimmee
+1-888-965-1860
7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.42 miles north of Winter Haven
  • Includes a pool: Outdoor whirpool and Pool open from 9am-11pm
  • 3-star Downtown hotel
From$49
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort in Kissimmee
+1-888-788-5576
8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • Includes a pool
  • Four star Resort hotel
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sonder Cirrus : 7888 West Irlo Bronson Memorial Highway
+1-888-897-9207
7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • Has swimming pool: Outdoor pool open 8 am - 11 pm
  • 3 star Highway hotel
From$59
Average 3.0 /5 Read Reviews Call BookMore Details
Wyndham Orlando Resort & Conference Center Celebration Area - Kissimmee
+1-888-311-4278
3011 Maingate Ln, Kissimmee, FL 34747 ~23.48 miles north of Winter Haven
  • Has swimming pool: 24 hours 2 Out-Door Heated Pools & Jacuzzi
  • Three Star Resort hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Maingate Lakeside Resort
+1-888-469-4795
7769 West Irlo Bronson Mem Highway, Kissimmee, FL 34747 ~23.57 miles north of Winter Haven
  • Pool available: 3 Pools Heated Seasonally
  • 3-star Resort hotel
The Grove Resort & Water Park Orlando
+1-888-734-9421
14501 Grove Resort Ave., Winter Garden, FL 34787 ~23.96 miles north of Winter Haven
  • Includes a pool: The Springs Pools - Three outdoor pools and oversized hot tub Poolside Cabanas and Lounge Chairs Surfari Water Park featuring a FlowRider Double surf simulator, dual water slides, a 695 foot lazy river, kids’ activities pool and zero-entry pool.
  • Mid-scale Resort property
From$250
Average 3.0 /5 Review Score Call BookMore Details
Melia Orlando Celebration
+1-888-841-5292
225 Celebration Pl, Celebration, FL 34747 ~24.42 miles northeast of Winter Haven
  • Has swimming pool: Open until 11pm. 360 degree infinity edge pool with zero entrance for small children. Outdoor, heated seasonally at 82 degrees. Poolside towel service, entertainment on weekends, food and beverage service provided.
  • High end Suburban hotel
From$99
Average 3.0 /5 Recent Reviews Call BookMore Details
Delta Hotels by Marriott™ Orlando Celebration
+1-888-455-5160
2900 Pkwy. Blvd., Kissimmee, FL 34747 ~24.72 miles northeast of Winter Haven
  • Pool details: Pool Hours are 10am-10pm. We have two outdoor resort-style large pools. One of the pool has a 40 foot water slide. We also have two outdoor hot tubs and one kiddie splash zone.
  • Midscale Resort hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Parkway International Resort
+1-888-965-8297
6200 Safari Trl, Kissimmee, FL 34747 ~24.84 miles northeast of Winter Haven
  • Pool in hotel: Pools are open from 8am till 10pm. We offer outdoor pools; children's, adults and hot tub.
  • Three Star Highway hotel
From$62
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Barefoot'n Resort : 2754 Florida Plaza Blvd.
+1-888-906-6358
2754 Florida Plaza Blvd., Kissimmee, FL 34746 ~24.91 miles northeast of Winter Haven
  • Has a pool!
  • Three Star Suburban hotel
From$58
Very Good 4.0 /5 Reviews Call BookMore Details
Staybridge Suites – Orlando Royale Parc Suites : 5876 West Irlo Bronson Highway
+1-888-749-6785
5876 West Irlo Bronson Highway, Kissimmee, FL 34746 ~25.07 miles northeast of Winter Haven
  • Pool details: Pools hours from 9:00am to 11:00pm, Outdoor
  • Three Star Resort hotel
From$73
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Grand Hotel Kissimmee at Celebration - Kissimmee
+1-888-878-9982
3104 Pkwy. Blvd., Kissimmee, FL 34747 ~25.16 miles northeast of Winter Haven
  • Has swimming pool: The hotel has a large outdoor heated swimming pool that is open daily from 8:00 AM to 11:00 PM
  • 3-star Suburban hotel
From$55
Very Good 4.0 /5 Reviews Call BookMore Details

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