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Winter Haven Hotels with Outdoor or Indoor Pools

Staybridge Suites Winter Haven Auburndale in Winter Haven
+1-888-389-4121
305 5th St. Nw, Winter Haven, FL 33881
  • Pool in hotel: Outdoor
  • Mid-scale hotel
From$80
Average 3.0 /5 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.
  • Mid-scale Suburban hotel
From$49
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Winter Haven : 6225 Cypress Gardens Blvd. Se
+1-800-716-8490
6225 Cypress Gardens Blvd. Se, Winter Haven, FL 33884
  • Has a pool!
  • Midscale hotel
From$65
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Auburndale Inn & Suites in Auburndale
+1-800-805-5223
1008 Us Highway 92 West, Auburndale, FL 33823 ~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
From$84
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven : 2953 Ridge Way
+1-888-965-1860
2953 Ridge Way, Lake Wales, FL 33859 ~7.86 miles southeast of Winter Haven
  • Includes a pool
  • Midscale Suburban property
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Lake Wales - Lake Wales
+1-888-788-5576
22900 Us Highway 27, Lake Wales, FL 33859 ~10.13 miles southeast of Winter Haven
  • Includes a pool: Outdoor pool 6am-11pm
  • Three Star Highway property
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Lakeland
+1-888-897-9207
511 West Lime St., Lakeland, FL 33815 ~13.97 miles west of Winter Haven
  • Has swimming pool: Outdoor Heated Swimming Pool
  • 3-star Convention Center property
From$119
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Lakeland in Lakeland
+1-888-311-4278
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 Guest Reviews Call BookMore Details
Clarion Pointe Lakeland I 4
+1-888-469-4795
4321 Lakeland Park Dr., Lakeland, FL 33809 ~14.39 miles west of Winter Haven
  • Has swimming pool: Dawn to Dusk
  • Three Star Highway hotel
From$40
Very Good 4.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East
+1-888-734-9421
4315 Lakeland Park Dr., Lakeland, FL 33809 ~14.40 miles west of Winter Haven
  • Includes a swimming pool
  • Three Star Highway property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 in Lakeland
+1-888-841-5292
4500 Lakeland Park Rd., Lakeland, FL 33809 ~14.42 miles west of Winter Haven
  • Pool in hotel: 6am - 9pm
  • Affordable Suburban property
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway - Lakeland
+1-888-455-5160
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
  • Mid-scale Suburban property
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Lakeland South Polk Parkway
+1-888-965-8297
3610 Lakeside Village Boulevar, Lakeland, FL 33142 ~15.13 miles west of Winter Haven
  • Has swimming pool: Open From 6:00am to 10:00pm and its an outdoor pool .
  • 3-star property
From$80
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Lakeland
+1-888-906-6358
3425 Highway 98 North, Lakeland, FL 33809 ~15.15 miles west of Winter Haven
  • Has swimming pool: 8am to sundown
  • Low-priced Highway property
From$50
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Home2 Suites Lakeland North I 4
+1-888-749-6785
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
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
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Comfort Inn & Suites Lakeland North I-4 : 3520 North Highway 98
+1-888-878-9982
3520 North Highway 98, Lakeland, FL 33809 ~15.30 miles west of Winter Haven
  • We have a pool ready for use
  • Midscale Highway property
From$81
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Lakeland North I 4 - Lakeland
+1-888-389-4485
3520 Us Highway 98 North, Lakeland, FL 33809 ~15.31 miles west of Winter Haven
  • Pool in hotel: We have an Outdoor Pool onsite.
  • Low Cost Lake hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South
+1-888-389-4121
43824 Us 27, Davenport, FL 33837 ~15.35 miles north of Winter Haven
  • Has swimming pool: 8 AM to 8PM 25000 gallons Outdoor
  • Mid-scale Highway hotel
Hampton Inn Orlando Maingate South - Davenport
+1-888-675-2083
44117 Highway 27, Davenport, FL 33897 ~15.60 miles north of Winter Haven
  • Pool details: ON SITE
  • Affordable Highway property
From$88
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Mulberry Hotel in Mulberry
+1-800-716-8490
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
  • Three Star Highway hotel
From$57
Average 3.0 /5 Hotel Reviews Call BookMore Details
Villatel Village
+1-800-805-5223
1713 Oak Blossom Dr., Davenport, FL 33837 ~16.48 miles northeast of Winter Haven
  • Pool available: Each home has its own private pool.
  • Four star property
From$300
Average 3.0 /5 Latest Reviews Call BookMore Details
Staybridge Suites Lakeland West An Ihg Hotel - Lakeland
+1-888-965-1860
3855 Don Emerson Dr., Lakeland, FL 33811 ~16.58 miles west of Winter Haven
  • Pool in hotel: Large outdoor pool.
  • 3-star Suburban property
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Omni Orlando Resort at Championsgate
+1-888-788-5576
1500 Masters Blvd., Championsgate, FL 33896 ~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
  • Four-star Resort hotel
From$119
Average 3.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport
+1-888-897-9207
164 Thrive Rd., Davenport, FL 33896 ~17.92 miles north of Winter Haven
  • Pool available: Outdoor Pool
  • Four-star Suburban hotel
From$100
Average 3.0 /5 Guest Reviews Call BookMore Details
Alhambra Villas
+1-888-311-4278
500 Cypress Pkwy., Poinciana, FL 34759 ~18.37 miles east of Winter Haven
  • Includes a pool: Outdoor pool
  • 3 star Resort property
From$49
Very Good 4.0 /5 Read Reviews Call BookMore Details
Reunion Resort & Golf Club
+1-888-469-4795
7593 Gathering Dr., Kissimmee, FL 34747 ~19.26 miles northeast of Winter Haven
  • Pool available: 11 Pools, Vary in Size and Hours. All Outdoors. Water Park on property, lazy river
  • 4-star Resort property
From$249
Average 3.0 /5 Latest Reviews Call BookMore Details
Spectrum Resort Orlando : 7750 Sandy Ridge Dr.
+1-888-734-9421
7750 Sandy Ridge Dr., Kissimmee, FL 34747 ~19.43 miles north of Winter Haven
  • Has swimming pool: 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.
  • 3 star Resort property
From$100
Average 3.0 /5 Review Score Call BookMore Details
Fairfield by Marriott Lakeland Plant City - Lakeland
+1-888-841-5292
4307 Sterling Commerce Dr., Lakeland, FL 33566 ~19.68 miles west of Winter Haven
  • With a pool!
  • 3-star Highway hotel
From$84
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Encore Resort Orlando : 7635 Fairfax Dr.
+1-888-455-5160
7635 Fairfax Dr., Kissimmee, FL 34747 ~20.30 miles north of Winter Haven
  • Pool in hotel: 10:00am to 7:00pm summer 10:00am to dusk fall, winter and spring Outdoor pool including water park - Slide !
  • 4-star Resort hotel
From$125
Average 3.0 /5 Review Score Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando - Kissimmee
+1-888-965-8297
7600 Mystic Dunes Lane, Kissimmee, FL 34747 ~22.07 miles north of Winter Haven
  • Pool details: 4 Outdoor Pools 8AM-11PM
  • High-end Golf Course property
From$48
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel
+1-888-906-6358
2102 North Park Rd., Plant City, FL 33566 ~22.65 miles west of Winter Haven
  • Has swimming pool
  • Three Star Highway property
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Westgate Town Center Resort
+1-888-749-6785
7700 a Westgate Blvd., Kissimmee, FL 34747 ~22.74 miles north of Winter Haven
  • Pool details: 14 pools - all outdoor; open 8am to 10pm
  • Three Star Resort property
From$55
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Clermont West Kissimmee - Clermont
+1-888-878-9982
9330 West Us Highway 192, Clermont, FL 34714 ~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
From$57
Very Good 4.0 /5 Guest Reviews Call BookMore Details
SureStay Hotel by Best Western Clermont Theme Park West
+1-888-389-4485
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.
  • Three Star Highway property
From$49
Average 3.5 /5 Hotel Reviews Call BookMore Details
Westgate Vacation Villas Resort
+1-888-389-4121
7700 B Westgate Blvd., Kissimmee, FL 34747 ~22.83 miles north of Winter Haven
  • Pool available: 14 pools - all outdoor; open 8am to 10pm
  • Three Star Resort hotel
From$57
Very Good 4.0 /5 Review Score Call BookMore Details
Summer Bay Orlando by Exploria Resorts
+1-888-675-2083
17805 Us Highway 192, Clermont, FL 34714 ~22.86 miles north of Winter Haven
  • Has swimming pool: There are 6 outdoor Heated pools.
  • Midscale Resort hotel
From$44
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Orbit One Vacation Villas
+1-800-716-8490
2950 Entry, Kissimmee, FL 34747 ~23.05 miles north of Winter Haven
  • Pool details: Outdoor Hot Tub(s) Outdoor Pool
  • Mid-scale Resort hotel
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway : 7470 West Irlo Bronson Memorial Highway
+1-800-805-5223
7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.09 miles north of Winter Haven
  • Has swimming pool: 2 outdoor pools, the larger is heated seasonally Open from 8am-10pm Handicap lift on the second pool
  • Three Star Highway hotel
From$80
Average 3.5 /5 Hotel Reviews Call BookMore Details
Hilton Vacation Club Aqua Sol Orlando West : 17777 Bali Blvd.
+1-888-965-1860
17777 Bali Blvd., Winter Garden, FL 34787 ~23.14 miles north of Winter Haven
  • Pool details: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • 3-star Resort property
From$38
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Kompose Boutique Resort at Theme Parks in Kissimmee
+1-888-788-5576
7491 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.23 miles north of Winter Haven
  • Pool in hotel: Hotel has one indoor heated pool and one outdoor heated pool
  • 3-star Resort property
From$30
Not Good 1.5 /5 Review Score Call BookMore Details
Destiny Palms Hotel Maingate West in Kissimmee
+1-888-897-9207
8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.32 miles north of Winter Haven
  • Has swimming pool: Out door pool !
  • Three Star Resort property
From$37
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando
+1-888-311-4278
7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.32 miles north of Winter Haven
  • Includes a pool: Outdoor pool
  • Inexpensive Resort property
From$49
Average 3.0 /5 Review Score Call BookMore Details
Westgate Towers Resort in Kissimmee
+1-888-469-4795
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).
  • 3 star Resort property
From$48
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando
+1-888-734-9421
7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.33 miles north of Winter Haven
  • Pool details: Outdoor heated pool
  • Low Cost Resort property
From$49
Average 3.0 /5 Reviews Call BookMore Details
Galleria Palms Hotel
+1-888-841-5292
3000 Maingate Lane, Kissimmee, FL 34747 ~23.34 miles north of Winter Haven
  • Pool available: 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
From$44
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Margaritaville Resort Orlando : 8000 Fins Up Circle
+1-888-455-5160
8000 Fins Up Circle, Kissimmee, FL 34747 ~23.36 miles north of Winter Haven
  • Pool in hotel: 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
From$189
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn Kissimmee by Parks : 7675 West Irlo Bronson Memorial Highway
+1-888-965-8297
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 - Kissimmee
+1-888-906-6358
8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • Pool in hotel
  • High-end Resort hotel
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Voco Kissimmee Orlando Hotel
+1-888-749-6785
7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • Pool available: Pool hours are 8am - 11 pm
  • 3 star Highway property
From$59
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks : 3011 Maingate Ln
+1-888-878-9982
3011 Maingate Ln, Kissimmee, FL 34747 ~23.48 miles north of Winter Haven
  • Pool available: 24 hours 2 Out-Door Heated Pools & Jacuzzi
  • Affordable Resort hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details

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