Winter Haven Hotels with Outdoor or Indoor Pools

Staybridge Suites Winter Haven Auburndale : 305 5th St. Nw
+1-888-389-4121
305 5th St. Nw, Winter Haven, FL 33881 +1-888-389-4121
  • Pool available: Outdoor
  • Three Star property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Plus Winter Haven Inn & Suites  : 5801 Roosevelt Dr.
+1-888-675-2083
5801 Roosevelt Dr., Winter Haven, FL 33884 +1-888-675-2083
  • Includes a pool: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • Three Star Suburban property
From$50
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Auburndale Inn & Suites : 1008 Us Highway 92 West
+1-800-716-8490
1008 Us Highway 92 West, Auburndale, FL 33823 +1-800-716-8490 ~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 hotel
From$84
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven
+1-800-805-5223
2953 Ridge Way, Lake Wales, FL 33859 +1-800-805-5223 ~7.86 miles southeast of Winter Haven
  • Has a pool!
  • Mid-scale Suburban property
From$109
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Lakeland : 511 West Lime St.
+1-888-965-1860
511 West Lime St., Lakeland, FL 33815 +1-888-965-1860 ~13.97 miles west of Winter Haven
  • Pool details: Outdoor Heated Swimming Pool
  • Mid-scale Convention Center hotel
From$119
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Lakeland in Lakeland
+1-888-788-5576
4420 North Socrum Loop Rd., Lakeland, FL 33809 +1-888-788-5576 ~14.33 miles west of Winter Haven
  • Pool in hotel: Out Door 9 AM-9PM
  • 3 star Suburban property
From$100
Very good 4.0 /5 Latest Reviews Call BookMore Details
Clarion Pointe Lakeland I 4 : 4321 Lakeland Park Dr.
+1-888-897-9207
4321 Lakeland Park Dr., Lakeland, FL 33809 +1-888-897-9207 ~14.39 miles west of Winter Haven
  • Pool in hotel: Dawn to Dusk
  • Three Star Highway property
From$40
Very good 4.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East
+1-888-311-4278
4315 Lakeland Park Dr., Lakeland, FL 33809 +1-888-311-4278 ~14.40 miles west of Winter Haven
  • We have a pool ready for use
  • 3 star Highway hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 : 4500 Lakeland Park Rd.
+1-888-469-4795
4500 Lakeland Park Rd., Lakeland, FL 33809 +1-888-469-4795 ~14.42 miles west of Winter Haven
  • Pool available: 6am - 9pm
  • Mid-scale Suburban hotel
From$79
Very good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway in Lakeland
+1-888-734-9421
3630 Lakeside Village Blvd., Lakeland, FL 33803 +1-888-734-9421 ~15.11 miles west of Winter Haven
  • Pool in hotel: Heated pool is open daily from 6am to 10pm
  • 3-star Suburban property
From$89
Very good 4.0 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Lakeland South Polk Parkway - Lakeland
+1-888-841-5292
3610 Lakeside Village Boulevar, Lakeland, FL 33142 +1-888-841-5292 ~15.13 miles west of Winter Haven
  • Includes a pool: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Affordable property
From$80
Very good 4.5 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Lakeland
+1-888-455-5160
3425 Highway 98 North, Lakeland, FL 33809 +1-888-455-5160 ~15.15 miles west of Winter Haven
  • Pool details: 8am to sundown
  • Economical Highway property
From$50
Very good 4.0 /5 Recent Reviews Call BookMore Details
Home2 Suites Lakeland North I 4 in Lakeland
+1-888-965-8297
3610 Hopewell Ave., Lakeland, FL 33809 +1-888-965-8297 ~15.23 miles west of Winter Haven
  • Includes a pool: Outdoor pool is open from dawn to dusk.
  • Affordable Highway hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Ramada by Wyndham Davenport Orlando South : 43824 Us Highway 27
+1-888-906-6358
43824 Us Highway 27, Davenport, FL 33837 +1-888-906-6358 ~15.26 miles north of Winter Haven
  • Has swimming pool: 10AM to 10PM 25000 gallons Outdoor
  • Two-star Highway hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Lakeland - Lakeland
+1-888-749-6785
3520 North Highway 98, Lakeland, FL 33809 +1-888-749-6785 ~15.30 miles west of Winter Haven
  • Pool in hotel
  • 3 star Highway hotel
From$81
Very good 4.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South in Davenport
+1-888-878-9982
43824 Highway 27, Davenport, FL 33837 +1-888-878-9982 ~15.35 miles north of Winter Haven
  • Includes a pool: 8 AM to 8PM 25000 gallons Outdoor
  • Low-priced Highway property
Best Western Mulberry Hotel in Mulberry
+1-888-389-4485
2525 State Rd. 60 East, Mulberry, FL 33860 +1-888-389-4485 ~15.96 miles southwest of Winter Haven
  • Pool details: Outdoor and pool is open from sunset to sundwon
  • 3 star Highway property
From$58
Average 3.0 /5 Reviews Call BookMore Details
Villatel Village in Davenport
+1-888-389-4121
1713 Oak Blossom Dr., Davenport, FL 33837 +1-888-389-4121 ~16.48 miles northeast of Winter Haven
  • Has swimming pool: 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 : 3855 Don Emerson Dr.
+1-888-675-2083
3855 Don Emerson Dr., Lakeland, FL 33811 +1-888-675-2083 ~16.58 miles west of Winter Haven
  • Has swimming pool: Large outdoor pool.
  • Mid-scale Suburban hotel
From$89
Very good 4.0 /5 Latest Reviews Call BookMore Details
Omni Orlando Resort at Championsgate - Championsgate
+1-800-716-8490
1500 Masters Blvd., Championsgate, FL 33896 +1-800-716-8490 ~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 hotel
From$119
Average 3.0 /5 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport in Davenport
+1-800-805-5223
164 Thrive Rd., Davenport, FL 33896 +1-800-805-5223 ~17.92 miles north of Winter Haven
  • Has swimming pool: Outdoor Pool
  • Expensive Suburban hotel
From$100
Average 3.0 /5 Review Score Call BookMore Details
Alhambra Villas
+1-888-965-1860
500 Cypress Pkwy., Poinciana, FL 34759 +1-888-965-1860 ~18.37 miles east of Winter Haven
  • Has swimming pool: Outdoor pool
  • Midscale Resort property
From$49
Very good 4.0 /5 Review Score Call BookMore Details
Reunion Resort & Golf Club in Kissimmee
+1-888-788-5576
7593 Gathering Dr., Kissimmee, FL 34747 +1-888-788-5576 ~19.26 miles northeast of Winter Haven
  • Pool in hotel: 11 Pools, Vary in Size and Hours. All Outdoors. Water Park on property, lazy river
  • Four-star Resort property
From$309
Average 3.0 /5 Reviews Call BookMore Details
Spectrum Resort Orlando : 7750 Sandy Ridge Dr.
+1-888-897-9207
7750 Sandy Ridge Dr., Kissimmee, FL 34747 +1-888-897-9207 ~19.43 miles north of Winter Haven
  • Pool details: 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.
  • Affordable Resort hotel
From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City
+1-888-311-4278
4307 Sterling Commerce Dr., Lakeland, FL 33566 +1-888-311-4278 ~19.68 miles west of Winter Haven
  • We have a pool
  • 3 star Highway property
From$84
Very good 4.0 /5 Latest Reviews Call BookMore Details
Encore Resort Orlando in Kissimmee
+1-888-469-4795
7635 Fairfax Dr., Kissimmee, FL 34747 +1-888-469-4795 ~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 !
  • Expensive Resort hotel
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando - Kissimmee
+1-888-734-9421
7600 Mystic Dunes Lane, Kissimmee, FL 34747 +1-888-734-9421 ~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 Latest Reviews Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel
+1-888-841-5292
2102 North Park Rd., Plant City, FL 33566 +1-888-841-5292 ~22.65 miles west of Winter Haven
  • Has swimming pool
  • 3 star Highway property
From$89
Very good 4.0 /5 Review Score Call BookMore Details
Westgate Town Center Resort
+1-888-455-5160
7700 a Westgate Blvd., Kissimmee, FL 34747 +1-888-455-5160 ~22.74 miles north of Winter Haven
  • Pool available: 14 pools - all outdoor; open 8am to 10pm
  • Three Star Resort hotel
From$55
Very good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Clermont West Kissimmee in Clermont
+1-888-965-8297
9330 West Us Highway 192, Clermont, FL 34714 +1-888-965-8297 ~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.
  • Cheap Highway property
From$57
Very good 4.0 /5 Read Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West
+1-888-906-6358
9240 Us Highway 192, Clermont, FL 34714 +1-888-906-6358 ~22.81 miles north of Winter Haven
  • Pool in hotel: Pool hours : 10 am to 10 pm. It is outdoor pool. And it is from 3 ft to 6 ft.
  • Mid-scale Highway hotel
From$49
Average 3.5 /5 Review Score Call BookMore Details
Westgate Vacation Villas Resort
+1-888-749-6785
7700 B Westgate Blvd., Kissimmee, FL 34747 +1-888-749-6785 ~22.83 miles north of Winter Haven
  • Includes a pool: 14 pools - all outdoor; open 8am to 10pm
  • 3 star Resort property
From$57
Very good 4.0 /5 Read Reviews Call BookMore Details
Summer Bay Orlando by Exploria Resorts
+1-888-878-9982
17805 Us Highway 192, Clermont, FL 34714 +1-888-878-9982 ~22.86 miles north of Winter Haven
  • Has swimming pool: There are 6 outdoor Heated pools.
  • Affordable Resort hotel
From$44
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express And Suites Clermont Se West Orlando by IHG in Clermont
+1-888-389-4485
105 Summer Bay Blvd., Clermont, FL 34714 +1-888-389-4485 ~22.94 miles north of Winter Haven
  • Has swimming pool: 6 Springs Pools - outdoors
  • Mid-scale Resort hotel
From$89
Average 3.0 /5 Review Score Call BookMore Details
Orbit One Vacation Villas
+1-888-389-4121
2950 Entry, Kissimmee, FL 34747 +1-888-389-4121 ~23.05 miles north of Winter Haven
  • Includes a pool: Outdoor Hot Tub(s) Outdoor Pool
  • 3-star Resort property
From$80
Very good 4.0 /5 Read Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway
+1-888-675-2083
7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-675-2083 ~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
  • Affordable Highway property
From$80
Average 3.5 /5 Guest 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 +1-800-716-8490 ~23.14 miles north of Winter Haven
  • Pool details: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • Affordable Resort hotel
From$38
Very good 4.0 /5 Read Reviews Call BookMore Details
Destiny Palms Hotel Maingate West in Kissimmee
+1-800-805-5223
8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-800-805-5223 ~23.32 miles north of Winter Haven
  • Pool in hotel: Out door pool !
  • 3-star Resort property
From$37
Very good 4.0 /5 Latest Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando
+1-888-965-1860
7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-965-1860 ~23.32 miles north of Winter Haven
  • Pool in hotel: Outdoor pool
  • Inexpensive Resort property
From$49
Average 3.0 /5 Reviews Call BookMore Details
Westgate Towers Resort : 7600 West Irlo Bronson Memorial Highway
+1-888-788-5576
7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-788-5576 ~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).
  • Mid-scale Resort property
From$48
Very good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando - Kissimmee
+1-888-897-9207
7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-897-9207 ~23.33 miles north of Winter Haven
  • Pool available: Outdoor heated pool
  • Economical Resort hotel
From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Galleria Palms Hotel in Kissimmee
+1-888-311-4278
3000 Maingate Lane, Kissimmee, FL 34747 +1-888-311-4278 ~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 hotel
From$44
Very good 4.0 /5 Review Score Call BookMore Details
Margaritaville Resort Orlando in Kissimmee
+1-888-469-4795
8000 Fins Up Circle, Kissimmee, FL 34747 +1-888-469-4795 ~23.36 miles north of Winter Haven
  • Includes a pool: 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.
  • 4-star Resort hotel
From$189
Very good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn Kissimmee by Parks in Kissimmee
+1-888-734-9421
7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-734-9421 ~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 Recent Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort - Kissimmee
+1-888-841-5292
8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-841-5292 ~23.46 miles north of Winter Haven
  • Includes a swimming pool
  • High end Resort hotel
From$89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Sonder Cirrus in Kissimmee
+1-888-455-5160
7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-455-5160 ~23.46 miles north of Winter Haven
  • Has swimming pool: Pool hours are 8am - Sundown
  • Midscale Highway hotel
From$59
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks : 3011 Maingate Ln
+1-888-965-8297
3011 Maingate Ln, Kissimmee, FL 34747 +1-888-965-8297 ~23.48 miles north of Winter Haven
  • Pool in hotel: 24 hours 2 Out-Door Heated Pools & Jacuzzi
  • 3 star Resort hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Maingate Lakeside Resort - Kissimmee
+1-888-906-6358
7769 West Irlo Bronson Mem Highway, Kissimmee, FL 34747 +1-888-906-6358 ~23.57 miles north of Winter Haven
  • Pool available: 2 Pools 1- Heated Seasonally
  • 3 star Resort property
From$37
Poor 2.0 /5 Reviews Call BookMore Details
The Grove Resort & Water Park
+1-888-749-6785
14501 Grove Resort Ave., Orlando, FL 34787 +1-888-749-6785 ~23.88 miles north of Winter Haven
  • Has swimming 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.
  • High-end Resort hotel
From$100
Average 3.0 /5 Reviews Call BookMore Details
Melia Orlando Celebration : 225 Celebration Pl
+1-888-878-9982
225 Celebration Pl, Celebration, FL 34747 +1-888-878-9982 ~24.42 miles northeast of Winter Haven
  • Pool available: 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 property
From$99
Average 3.0 /5 Recent Reviews Call BookMore Details
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