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Winter Haven Hotels with Outdoor or Indoor Pools

Staybridge Suites Winter Haven Auburndale
+1-888-389-4121
305 5th St. Nw, Winter Haven, FL 33881
  • Includes a pool: Outdoor
  • Mid-scale property
From$80
Average 3.0 /5 Recent 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
  • Pool available: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • Three Star Suburban hotel
From$49
Average 3.0 /5 Review Score 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 Review Score 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 available: Our outdoor heated pool measures 450 square feet and it is open year around from dawn until dusk.
  • Midscale Highway property
From$84
Very Good 4.0 /5 Review Score 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 swimming pool
  • Mid-scale Suburban hotel
From$109
Very Good 4.0 /5 Hotel 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 details: Outdoor pool 6am-11pm
  • Midscale Highway hotel
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Lakeland : 511 West Lime St.
+1-888-897-9207
511 West Lime St., Lakeland, FL 33815 ~13.97 miles west of Winter Haven
  • Pool in hotel: Outdoor Heated Swimming Pool
  • Three Star Convention Center property
From$119
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Lakeland : 4420 North Socrum Loop Rd.
+1-888-311-4278
4420 North Socrum Loop Rd., Lakeland, FL 33809 ~14.33 miles west of Winter Haven
  • Pool details: Out Door 9 AM-9PM
  • Mid-scale Suburban hotel
From$100
Very Good 4.0 /5 Reviews Call BookMore Details
Clarion Pointe Lakeland I 4 in Lakeland
+1-888-469-4795
4321 Lakeland Park Dr., Lakeland, FL 33809 ~14.39 miles west of Winter Haven
  • Pool available: Dawn to Dusk
  • Midscale Highway property
From$40
Very Good 4.0 /5 Recent 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
  • We have a pool ready for use
  • Midscale Highway hotel
From$80
Average 3.0 /5 Hotel 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
  • Pool details: 6am - 9pm
  • 3-star Suburban hotel
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway
+1-888-455-5160
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
  • Midscale Suburban property
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Home2 Suites by Hilton Lakeland South Polk Parkway : 3610 Lakeside Village Boulevar
+1-888-965-8297
3610 Lakeside Village Boulevar, Lakeland, FL 33142 ~15.13 miles west of Winter Haven
  • Includes a pool: Open From 6:00am to 10:00pm and its an outdoor pool .
  • 3 star hotel
From$80
Very Good 4.5 /5 Read Reviews Call BookMore Details
Home2 Suites Lakeland North I 4
+1-888-906-6358
3610 Hopewell Ave., Lakeland, FL 33809 ~15.23 miles west of Winter Haven
  • Pool in hotel: Outdoor pool is open from dawn to dusk.
  • 3-star Highway property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Lakeland North I-4
+1-888-749-6785
3520 North Highway 98, Lakeland, FL 33809 ~15.30 miles west of Winter Haven
  • We have a pool
  • Affordable Highway property
From$81
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Comfort Inn & Suites Lakeland North I 4
+1-888-878-9982
3520 Us Highway 98 North, Lakeland, FL 33809 ~15.31 miles west of Winter Haven
  • Includes a pool: We have an Outdoor Pool onsite.
  • 2 star Lake property
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South : 43824 Us 27
+1-888-389-4485
43824 Us 27, Davenport, FL 33837 ~15.35 miles north of Winter Haven
  • Includes a pool: 8 AM to 8PM 25000 gallons Outdoor
  • Affordable Highway hotel
Hampton Inn Orlando Maingate South - Davenport
+1-888-389-4121
44117 Highway 27, Davenport, FL 33897 ~15.60 miles north of Winter Haven
  • Has swimming pool: ON SITE
  • 3-star Highway property
From$88
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Mulberry Hotel
+1-888-675-2083
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
  • 3-star Highway hotel
From$57
Average 3.0 /5 Latest Reviews Call BookMore Details
Villatel Village - Davenport
+1-800-716-8490
1713 Oak Blossom Dr., Davenport, FL 33837 ~16.48 miles northeast of Winter Haven
  • Pool in hotel: Each home has its own private pool.
  • 4-star hotel
From$300
Average 3.0 /5 Review Score Call BookMore Details
Staybridge Suites Lakeland West An Ihg Hotel
+1-800-805-5223
3855 Don Emerson Dr., Lakeland, FL 33811 ~16.58 miles west of Winter Haven
  • Includes a pool: Large outdoor pool.
  • 3 star Suburban property
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Omni Orlando Resort at Championsgate in Championsgate
+1-888-965-1860
1500 Masters Blvd., Championsgate, FL 33896 ~17.75 miles north of Winter Haven
  • Pool in hotel: 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 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport in Davenport
+1-888-788-5576
164 Thrive Rd., Davenport, FL 33896 ~17.92 miles north of Winter Haven
  • Pool in hotel: Outdoor Pool
  • 4-star Suburban property
From$100
Average 3.0 /5 Reviews Call BookMore Details
Alhambra Villas
+1-888-897-9207
500 Cypress Pkwy., Poinciana, FL 34759 ~18.37 miles east of Winter Haven
  • Has swimming pool: Outdoor pool
  • Midscale Resort hotel
From$49
Very Good 4.0 /5 Read Reviews Call BookMore Details
Reunion Resort & Golf Club in Kissimmee
+1-888-311-4278
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
  • Four-star Resort hotel
From$249
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City : 4307 Sterling Commerce Dr.
+1-888-469-4795
4307 Sterling Commerce Dr., Lakeland, FL 33566 ~19.68 miles west of Winter Haven
  • Our hotel comes with a pool
  • Mid-scale Highway hotel
From$84
Very Good 4.0 /5 Reviews Call BookMore Details
Encore Resort Orlando - Kissimmee
+1-888-734-9421
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 !
  • High end Resort hotel
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando - Kissimmee
+1-888-841-5292
7600 Mystic Dunes Lane, Kissimmee, FL 34747 ~22.07 miles north of Winter Haven
  • Includes a pool: 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
+1-888-455-5160
2102 North Park Rd., Plant City, FL 33566 ~22.65 miles west of Winter Haven
  • Has swimming pool
  • 3 star Highway hotel
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Westgate Town Center Resort in Kissimmee
+1-888-965-8297
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
  • Midscale Resort hotel
From$55
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Clermont West Kissimmee
+1-888-906-6358
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.
  • Inexpensive Highway property
From$57
Very Good 4.0 /5 Read Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West - Clermont
+1-888-749-6785
9240 Us Highway 192, Clermont, FL 34714 ~22.81 miles north of Winter Haven
  • Pool available: Pool hours : 10 am to 10 pm. It is outdoor pool. And it is from 3 ft to 6 ft.
  • Affordable Highway property
From$49
Average 3.5 /5 Guest Reviews Call BookMore Details
Westgate Vacation Villas Resort
+1-888-878-9982
7700 B Westgate Blvd., Kissimmee, FL 34747 ~22.83 miles north of Winter Haven
  • Has swimming pool: 14 pools - all outdoor; open 8am to 10pm
  • Affordable Resort hotel
From$57
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Summer Bay Orlando by Exploria Resorts in Clermont
+1-888-389-4485
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 Latest Reviews Call BookMore Details
Orbit One Vacation Villas - Kissimmee
+1-888-389-4121
2950 Entry, Kissimmee, FL 34747 ~23.05 miles north of Winter Haven
  • Includes a pool: Outdoor Hot Tub(s) Outdoor Pool
  • Midscale Resort property
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway - Kissimmee
+1-888-675-2083
7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.09 miles north of Winter Haven
  • Pool available: 2 outdoor pools, the larger is heated seasonally Open from 8am-10pm Handicap lift on the second pool
  • 3 star Highway property
From$80
Average 3.5 /5 Recent Reviews Call BookMore Details
Hilton Vacation Club Aqua Sol Orlando West
+1-800-716-8490
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
  • Midscale Resort property
From$38
Very Good 4.0 /5 Review Score Call BookMore Details
Kompose Boutique Resort at Theme Parks
+1-800-805-5223
7491 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.23 miles north of Winter Haven
  • Includes a pool: Hotel has one indoor heated pool and one outdoor heated pool
  • Mid-scale Resort property
From$30
Not Good 1.5 /5 Latest Reviews Call BookMore Details
Destiny Palms Hotel Maingate West in Kissimmee
+1-888-965-1860
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 property
From$37
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando - Kissimmee
+1-888-788-5576
7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.32 miles north of Winter Haven
  • Pool in hotel: Outdoor pool
  • Economy Resort property
From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Westgate Towers Resort : 7600 West Irlo Bronson Memorial Highway
+1-888-897-9207
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).
  • Three Star Resort property
From$48
Very Good 4.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando
+1-888-311-4278
7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.33 miles north of Winter Haven
  • Pool in hotel: Outdoor heated pool
  • Cheap Resort property
From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
Galleria Palms Hotel in Kissimmee
+1-888-469-4795
3000 Maingate Lane, Kissimmee, FL 34747 ~23.34 miles north of Winter Haven
  • Pool details: 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 Reviews Call BookMore Details
Margaritaville Resort Orlando - Kissimmee
+1-888-734-9421
8000 Fins Up Circle, Kissimmee, FL 34747 ~23.36 miles north of Winter Haven
  • Pool details: 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
From$189
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn Kissimmee by Parks - Kissimmee
+1-888-841-5292
7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.42 miles north of Winter Haven
  • Pool details: Outdoor whirpool and Pool open from 9am-11pm
  • Three Star Downtown hotel
From$49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks : 3011 Maingate Lane
+1-888-455-5160
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
  • Mid-scale Resort property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort - Kissimmee
+1-888-965-8297
8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • We have a pool ready for use
  • Four-star Resort hotel
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Voco Kissimmee Orlando Hotel - Kissimmee
+1-888-906-6358
7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • Has swimming pool: Pool hours are 8:00AM - 11:00PM
  • Affordable Highway property
From$59
Average 3.0 /5 Read Reviews Call BookMore Details
Maingate Lakeside Resort : 7769 West Irlo Bronson Mem Highway
+1-888-749-6785
7769 West Irlo Bronson Mem Highway, Kissimmee, FL 34747 ~23.57 miles north of Winter Haven
  • Pool in hotel: 2 Pools 1- Heated Seasonally
  • 3-star Resort hotel
The Grove Resort & Water Park - Orlando
+1-888-878-9982
14501 Grove Resort Ave., Orlando, FL 34787 ~23.88 miles north of Winter Haven
  • Pool details: The Springs Pools - Three outdoor pools and oversized hot tub Poolside Cabanas (for surcharge) and Lounge Chairs Surfari Water Park featuring huge waterpark pool, a FlowRider Double surf simulator, dual water slides, a 695 foot lazy river, kids’ activities pool and zero-entry pool.
  • Expensive Resort hotel
From$100
Average 3.0 /5 Hotel Reviews Call BookMore Details

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