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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
  • Includes a pool: Outdoor
  • Mid-scale hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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Best Western Plus Winter Haven Inn & Suites - Winter Haven
+1-888-675-2083
5801 Roosevelt Dr., Winter Haven, FL 33884
  • Pool details: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • Affordable Suburban hotel
From$50
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Winter Haven
+1-800-716-8490
6225 Cypress Gardens Blvd. Se, Winter Haven, FL 33884
  • We have a pool
  • Midscale hotel
From$65
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Auburndale Inn & Suites - Auburndale
+1-800-805-5223
1008 Us Highway 92 West, Auburndale, FL 33823 ~5.88 miles west of Winter Haven
  • Pool details: 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 Guest Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven - Lake Wales
+1-888-965-1860
2953 Ridge Way, Lake Wales, FL 33859 ~7.86 miles southeast of Winter Haven
  • Our hotel comes with a pool
  • 3-star Suburban hotel
From$109
Very Good 4.0 /5 Recent 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
  • Pool available: Outdoor pool 6am-11pm
  • 3-star Highway hotel
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Lakeland - Lakeland
+1-888-897-9207
511 West Lime St., Lakeland, FL 33815 ~13.97 miles west of Winter Haven
  • Pool details: Outdoor Heated Swimming Pool
  • Midscale Convention Center hotel
From$119
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Lakeland - 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
  • Midscale Suburban property
From$100
Very Good 4.0 /5 Review Score Call BookMore Details
Clarion Pointe Lakeland I 4 - Lakeland
+1-888-469-4795
4321 Lakeland Park Dr., Lakeland, FL 33809 ~14.39 miles west of Winter Haven
  • Pool details: Dawn to Dusk
  • Mid-scale Highway hotel
From$40
Very Good 4.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East - Lakeland
+1-888-734-9421
4315 Lakeland Park Dr., Lakeland, FL 33809 ~14.40 miles west of Winter Haven
  • Our hotel comes with a pool
  • Affordable Highway hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4
+1-888-841-5292
4500 Lakeland Park Rd., Lakeland, FL 33809 ~14.42 miles west of Winter Haven
  • Has swimming pool: 6am - 9pm
  • 3-star Suburban property
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
BW Premier Lakeland North : 3260 Us Highway 98 North
+1-888-455-5160
3260 Us Highway 98 North, Lakeland, FL 33805 ~15.04 miles west of Winter Haven
  • Pool in hotel: Large Outdoor
  • 3 star Highway property
From$55
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway
+1-888-965-8297
3630 Lakeside Village Blvd., Lakeland, FL 33803 ~15.11 miles west of Winter Haven
  • Pool in hotel: Heated pool is open daily from 6am to 10pm
  • Affordable Suburban property
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Home2 Suites by Hilton Lakeland South Polk Parkway
+1-888-906-6358
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 .
  • Affordable property
From$80
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Home2 Suites Lakeland North I 4 : 3610 Hopewell Ave.
+1-888-749-6785
3610 Hopewell Ave., Lakeland, FL 33809 ~15.23 miles west of Winter Haven
  • Includes a pool: Outdoor pool is open from dawn to dusk.
  • Three Star Highway property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Comfort Inn & Suites Lakeland North I-4
+1-888-878-9982
3520 North Highway 98, Lakeland, FL 33809 ~15.30 miles west of Winter Haven
  • With a pool!
  • Mid-scale 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.
  • Two-star Lake hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South : 43824 Us 27
+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
  • Midscale Highway property
Hampton Inn Orlando Maingate South - Davenport
+1-888-675-2083
44117 Highway 27, Davenport, FL 33897 ~15.60 miles north of Winter Haven
  • Includes a pool: ON SITE
  • Mid-scale Highway hotel
From$88
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Mulberry Hotel
+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 Guest 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 in hotel: Each home has its own private pool.
  • High end hotel
From$300
Average 3.0 /5 Guest Reviews Call BookMore Details
Staybridge Suites Lakeland West An Ihg Hotel
+1-888-965-1860
3855 Don Emerson Dr., Lakeland, FL 33811 ~16.58 miles west of Winter Haven
  • Pool in hotel: Large outdoor pool.
  • Midscale Suburban hotel
From$89
Very Good 4.0 /5 Latest 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
  • Expensive Resort property
From$119
Average 3.0 /5 Review Score 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 in hotel: Outdoor Pool
  • 4-star Suburban hotel
From$100
Average 3.0 /5 Read 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
  • Three Star Resort hotel
From$49
Very Good 4.0 /5 Latest 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 Review Score Call BookMore Details
Fairfield by Marriott Lakeland Plant City
+1-888-734-9421
4307 Sterling Commerce Dr., Lakeland, FL 33566 ~19.68 miles west of Winter Haven
  • We have a pool
  • 3-star Highway hotel
From$84
Very Good 4.0 /5 Review Score Call BookMore Details
Encore Resort Orlando in Kissimmee
+1-888-841-5292
7635 Fairfax Dr., Kissimmee, FL 34747 ~20.30 miles north of Winter Haven
  • Has swimming pool: 10:00am to 7:00pm summer 10:00am to dusk fall, winter and spring Outdoor pool including water park - Slide !
  • Four-star Resort property
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando : 7600 Mystic Dunes Lane
+1-888-455-5160
7600 Mystic Dunes Lane, Kissimmee, FL 34747 ~22.07 miles north of Winter Haven
  • Pool available: 4 Outdoor Pools 8AM-11PM
  • 4-star Golf Course property
From$48
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel
+1-888-965-8297
2102 North Park Rd., Plant City, FL 33566 ~22.65 miles west of Winter Haven
  • Pool in hotel
  • Mid-scale Highway property
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Westgate Town Center Resort in Kissimmee
+1-888-906-6358
7700 a Westgate Blvd., Kissimmee, FL 34747 ~22.74 miles north of Winter Haven
  • Includes a pool: 14 pools - all outdoor; open 8am to 10pm
  • Affordable Resort property
From$55
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Clermont West Kissimmee : 9330 West Us Highway 192
+1-888-749-6785
9330 West Us Highway 192, Clermont, FL 34714 ~22.80 miles north of Winter Haven
  • Pool details: Our outdoor pool is open from 10:00 AM to 10:00 PM. Our pool size is 22,024 gallons.
  • Inexpensive Highway hotel
From$57
Very Good 4.0 /5 Read Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West - Clermont
+1-888-878-9982
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 hotel
From$49
Average 3.5 /5 Review Score Call BookMore Details
Westgate Vacation Villas Resort : 7700 B Westgate Blvd.
+1-888-389-4485
7700 B Westgate Blvd., Kissimmee, FL 34747 ~22.83 miles north of Winter Haven
  • Pool in hotel: 14 pools - all outdoor; open 8am to 10pm
  • 3 star Resort hotel
From$57
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Summer Bay Orlando MOD Collection by Sonesta
+1-888-389-4121
17805 Us Highway 192, Clermont, FL 34714 ~22.86 miles north of Winter Haven
  • Has swimming pool: There are 6 outdoor Heated pools.
  • Affordable Resort property
From$44
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Clermont Se – West Orlando
+1-888-675-2083
105 Summer Bay Blvd., Clermont, FL 34714 ~22.95 miles north of Winter Haven
  • Has swimming pool: 6 Springs Pools - outdoors
  • Three Star Resort property
From$99
Average 3.5 /5 Review Score Call BookMore Details
Orbit One Vacation Villas
+1-800-716-8490
2950 Entry, Kissimmee, FL 34747 ~23.05 miles north of Winter Haven
  • Has swimming pool: Outdoor Hot Tub(s) Outdoor Pool
  • Affordable Resort hotel
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway - Kissimmee
+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 Latest 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
  • Includes a pool: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • Three Star Resort hotel
From$38
Very Good 4.0 /5 Read Reviews Call BookMore Details
Kompose Boutique Resort at Theme Parks
+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
  • Mid-scale Resort hotel
From$30
Not Good 1.5 /5 Guest Reviews Call BookMore Details
Destiny Palms Hotel Maingate West
+1-888-897-9207
8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.32 miles north of Winter Haven
  • Pool in hotel: Out door pool !
  • 3-star Resort hotel
From$37
Very Good 4.0 /5 Review Score Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando in Kissimmee
+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
  • Two-star Resort property
From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
Westgate Towers Resort
+1-888-469-4795
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).
  • Three Star Resort property
From$48
Very Good 4.0 /5 Guest 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 in hotel: Outdoor heated pool
  • Two-star Resort hotel
From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
Galleria Palms Hotel : 3000 Maingate Lane
+1-888-841-5292
3000 Maingate Lane, Kissimmee, FL 34747 ~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 hotel
From$44
Very Good 4.0 /5 Review Score Call BookMore Details
Margaritaville Resort Orlando in Kissimmee
+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.
  • Four-star Resort hotel
From$189
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Adventure Hotel by The Parks - Kissimmee
+1-888-965-8297
7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.42 miles north of Winter Haven
  • Has swimming pool: Outdoor whirpool and Pool open from 9am-11pm
  • 3-star Downtown property
From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks - Kissimmee
+1-888-906-6358
3011 Maingate Lane, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • Pool in hotel: 2 Outdoor Heated Pools & Hot Tub Open from 8am to 11pm
  • Midscale Resort property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort
+1-888-749-6785
8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • With a pool!
  • 4 star Resort property
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Voco Kissimmee Orlando Hotel
+1-888-878-9982
7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • Pool details: Pool hours are 8:00AM - 11:00PM
  • Midscale Highway hotel
From$59
Average 3.0 /5 Reviews Call BookMore Details

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