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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
  • Pool in hotel: Outdoor
  • Affordable property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Best Western Plus Winter Haven Inn & Suites in Winter Haven
+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 property
From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Winter Haven
+1-800-716-8490
6225 Cypress Gardens Blvd. Se, Winter Haven, FL 33884
  • Has swimming pool
  • Mid-scale property
From$65
Very Good 4.0 /5 Latest 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
  • Has swimming pool: Our outdoor heated pool measures 450 square feet and it is open year around from dawn until dusk.
  • Affordable Highway hotel
From$84
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven in 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 property
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Lake Wales
+1-888-788-5576
22900 Us Highway 27, Lake Wales, FL 33859 ~10.13 miles southeast of Winter Haven
  • Has swimming pool: Outdoor pool 6am-11pm
  • Mid-scale Highway property
From$109
Very Good 4.0 /5 Recent 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
  • Includes a pool: Outdoor Heated Swimming Pool
  • 3-star Convention Center property
From$119
Average 3.0 /5 Review Score 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
  • Has swimming pool: Out Door 9 AM-9PM
  • Three Star Suburban property
From$100
Very Good 4.0 /5 Review Score 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
  • Has swimming pool: Dawn to Dusk
  • Affordable Highway hotel
From$40
Very Good 4.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East : 4315 Lakeland Park Dr.
+1-888-734-9421
4315 Lakeland Park Dr., Lakeland, FL 33809 ~14.40 miles west of Winter Haven
  • Has a pool!
  • 3 star Highway hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 : 4500 Lakeland Park Rd.
+1-888-841-5292
4500 Lakeland Park Rd., Lakeland, FL 33809 ~14.42 miles west of Winter Haven
  • Pool available: 6am - 9pm
  • Affordable Suburban hotel
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway : 3630 Lakeside Village Blvd.
+1-888-455-5160
3630 Lakeside Village Blvd., Lakeland, FL 33803 ~15.11 miles west of Winter Haven
  • Pool details: Heated pool is open daily from 6am to 10pm
  • Three Star Suburban property
From$89
Very Good 4.0 /5 Guest 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
  • Pool details: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Affordable property
From$80
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Home2 Suites Lakeland North I 4 in Lakeland
+1-888-906-6358
3610 Hopewell Ave., Lakeland, FL 33809 ~15.23 miles west of Winter Haven
  • Has swimming pool: Outdoor pool is open from dawn to dusk.
  • Affordable Highway property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Lakeland North I-4 : 3520 North Highway 98
+1-888-749-6785
3520 North Highway 98, Lakeland, FL 33809 ~15.30 miles west of Winter Haven
  • With a pool!
  • 3 star 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 in Lakeland
+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 Recent Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South
+1-888-389-4485
43824 Us 27, Davenport, FL 33837 ~15.35 miles north of Winter Haven
  • Has swimming pool: 8 AM to 8PM 25000 gallons Outdoor
  • 3-star Highway hotel
Hampton Inn Orlando Maingate South in Davenport
+1-888-389-4121
44117 Highway 27, Davenport, FL 33897 ~15.60 miles north of Winter Haven
  • Pool details: ON SITE
  • Affordable Highway hotel
From$88
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Mulberry Hotel - Mulberry
+1-888-675-2083
2525 State Rd. 60 East, Mulberry, FL 33860 ~15.96 miles southwest of Winter Haven
  • Pool details: Outdoor and pool is open from sunset to sundwon
  • Affordable Highway property
From$57
Average 3.0 /5 Review Score Call BookMore Details
Villatel Village : 1713 Oak Blossom Dr.
+1-800-716-8490
1713 Oak Blossom Dr., Davenport, FL 33837 ~16.48 miles northeast of Winter Haven
  • Includes a pool: 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 - Lakeland
+1-800-805-5223
3855 Don Emerson Dr., Lakeland, FL 33811 ~16.58 miles west of Winter Haven
  • Pool in hotel: Large outdoor pool.
  • Affordable Suburban property
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Omni Orlando Resort at Championsgate
+1-888-965-1860
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
  • Four star Resort property
From$119
Average 3.0 /5 Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport
+1-888-788-5576
164 Thrive Rd., Davenport, FL 33896 ~17.92 miles north of Winter Haven
  • Pool details: Outdoor Pool
  • Expensive Suburban hotel
From$100
Average 3.0 /5 Hotel Reviews Call BookMore Details
Alhambra Villas : 500 Cypress Pkwy.
+1-888-897-9207
500 Cypress Pkwy., Poinciana, FL 34759 ~18.37 miles east of Winter Haven
  • Pool available: Outdoor pool
  • Midscale Resort hotel
From$49
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Reunion Resort & Golf Club - 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
  • High end Resort hotel
From$249
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City - Lakeland
+1-888-469-4795
4307 Sterling Commerce Dr., Lakeland, FL 33566 ~19.68 miles west of Winter Haven
  • Pool in hotel
  • Midscale Highway hotel
From$84
Very Good 4.0 /5 Recent 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
  • Pool details: 10:00am to 7:00pm summer 10:00am to dusk fall, winter and spring Outdoor pool including water park - Slide !
  • 4 star Resort property
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando
+1-888-841-5292
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 hotel
From$48
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel in Plant City
+1-888-455-5160
2102 North Park Rd., Plant City, FL 33566 ~22.65 miles west of Winter Haven
  • Includes a pool
  • 3 star Highway property
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Westgate Town Center Resort
+1-888-965-8297
7700 a Westgate Blvd., Kissimmee, FL 34747 ~22.74 miles north of Winter Haven
  • Has swimming 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
+1-888-906-6358
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.
  • 2 star Highway hotel
From$57
Very Good 4.0 /5 Guest Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West : 9240 Us Highway 192
+1-888-749-6785
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.
  • Midscale Highway property
From$49
Average 3.5 /5 Review Score Call BookMore Details
Westgate Vacation Villas Resort in Kissimmee
+1-888-878-9982
7700 B Westgate Blvd., Kissimmee, FL 34747 ~22.83 miles north of Winter Haven
  • Includes a pool: 14 pools - all outdoor; open 8am to 10pm
  • Three Star Resort property
From$57
Very Good 4.0 /5 Review Score Call BookMore Details
Summer Bay Orlando by Exploria Resorts
+1-888-389-4485
17805 Us Highway 192, Clermont, FL 34714 ~22.86 miles north of Winter Haven
  • Pool details: There are 6 outdoor Heated pools.
  • Three Star Resort hotel
From$44
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Orbit One Vacation Villas : 2950 Entry
+1-888-389-4121
2950 Entry, Kissimmee, FL 34747 ~23.05 miles north of Winter Haven
  • Pool available: Outdoor Hot Tub(s) Outdoor Pool
  • Affordable Resort property
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway : 7470 West Irlo Bronson Memorial Highway
+1-888-675-2083
7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.09 miles north of Winter Haven
  • Pool details: 2 outdoor pools, the larger is heated seasonally Open from 8am-10pm Handicap lift on the second pool
  • 3-star Highway hotel
From$80
Average 3.5 /5 Recent Reviews Call BookMore Details
Hilton Vacation Club Aqua Sol Orlando West in Winter Garden
+1-800-716-8490
17777 Bali Blvd., Winter Garden, FL 34787 ~23.14 miles north of Winter Haven
  • Has swimming pool: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • Affordable Resort hotel
From$38
Very Good 4.0 /5 Latest Reviews 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 hotel
From$30
Not Good 1.5 /5 Read Reviews Call BookMore Details
Destiny Palms Hotel Maingate West - 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 !
  • Affordable Resort hotel
From$37
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando
+1-888-788-5576
7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.32 miles north of Winter Haven
  • Pool details: Outdoor pool
  • Cheap Resort hotel
From$49
Average 3.0 /5 Review Score 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
  • Has swimming 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
From$48
Very Good 4.0 /5 Guest Reviews 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 hotel
From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
Galleria Palms Hotel
+1-888-469-4795
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.
  • Three Star Resort property
From$44
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Margaritaville Resort Orlando in 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.
  • Four-star Resort hotel
From$189
Very Good 4.0 /5 Review Score 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 available: Outdoor whirpool and Pool open from 9am-11pm
  • Midscale Downtown property
From$49
Average 3.0 /5 Guest 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 available: 2 Outdoor Heated Pools & Hot Tub Open from 8am to 11pm
  • 3 star Resort hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort
+1-888-965-8297
8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~23.46 miles north of Winter Haven
  • Includes a swimming pool
  • 4 star Resort hotel
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Voco Kissimmee Orlando Hotel : 7888 West Irlo Bronson Memorial Highway
+1-888-906-6358
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
  • 3-star Highway hotel
From$59
Average 3.0 /5 Review Score Call BookMore Details
Maingate Lakeside Resort in Kissimmee
+1-888-749-6785
7769 West Irlo Bronson Mem Highway, Kissimmee, FL 34747 ~23.57 miles north of Winter Haven
  • Has swimming pool: 2 Pools 1- Heated Seasonally
  • Three Star Resort property
The Grove Resort & Water Park : 14501 Grove Resort Ave.
+1-888-878-9982
14501 Grove Resort Ave., Orlando, FL 34787 ~23.88 miles north of Winter Haven
  • Includes a pool: 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.
  • 4 star Resort hotel
From$100
Average 3.0 /5 Latest Reviews Call BookMore Details

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