Winter Haven Hotels with Outdoor or Indoor Pools

Staybridge Suites Winter Haven Auburndale - Winter Haven
+1-888-389-4121
305 5th St. Nw, Winter Haven, FL 33881 +1-888-389-4121
  • Includes a pool: Outdoor
  • 3 star property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Plus Winter Haven Inn & Suites  in Winter Haven
+1-888-675-2083
5801 Roosevelt Dr., Winter Haven, FL 33884 +1-888-675-2083
  • Has swimming pool: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • Affordable Suburban hotel
From$49
Average 3.0 /5 Review Score Call BookMore Details
Best Western Auburndale Inn & Suites
+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 Review Score Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven - Lake Wales
+1-800-805-5223
2953 Ridge Way, Lake Wales, FL 33859 +1-800-805-5223 ~7.86 miles southeast of Winter Haven
  • We have a pool
  • 3 star Suburban property
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Lakeland in Lakeland
+1-888-965-1860
511 West Lime St., Lakeland, FL 33815 +1-888-965-1860 ~13.97 miles west of Winter Haven
  • Has swimming pool: Outdoor Heated Swimming Pool
  • Midscale Convention Center hotel
From$119
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Lakeland - Lakeland
+1-888-788-5576
4420 North Socrum Loop Rd., Lakeland, FL 33809 +1-888-788-5576 ~14.33 miles west of Winter Haven
  • Includes a pool: Out Door 9 AM-9PM
  • Three Star Suburban property
From$100
Very Good 4.0 /5 Read Reviews Call BookMore Details
Clarion Pointe Lakeland I 4 - Lakeland
+1-888-897-9207
4321 Lakeland Park Dr., Lakeland, FL 33809 +1-888-897-9207 ~14.39 miles west of Winter Haven
  • Has swimming pool: Dawn to Dusk
  • Three Star Highway property
From$40
Very Good 4.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East : 4315 Lakeland Park Dr.
+1-888-311-4278
4315 Lakeland Park Dr., Lakeland, FL 33809 +1-888-311-4278 ~14.40 miles west of Winter Haven
  • Has a pool!
  • 3-star Highway property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 - Lakeland
+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
  • Midscale Suburban hotel
From$79
Very Good 4.0 /5 Hotel 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 hotel
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Home2 Suites by Hilton Lakeland South Polk Parkway
+1-888-841-5292
3610 Lakeside Village Boulevar, Lakeland, FL 33142 +1-888-841-5292 ~15.13 miles west of Winter Haven
  • Has swimming pool: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Three Star hotel
From$80
Very Good 4.5 /5 Reviews Call BookMore Details
Travelodge by Wyndham Lakeland - Lakeland
+1-888-455-5160
3425 Highway 98 North, Lakeland, FL 33809 +1-888-455-5160 ~15.15 miles west of Winter Haven
  • Pool available: 8am to sundown
  • Two-star Highway property
From$50
Very Good 4.0 /5 Read Reviews Call BookMore Details
Home2 Suites Lakeland North I 4 - Lakeland
+1-888-965-8297
3610 Hopewell Ave., Lakeland, FL 33809 +1-888-965-8297 ~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 Read Reviews 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
  • Pool available: 10AM to 10PM 25000 gallons Outdoor
  • Cheap Highway hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Lakeland
+1-888-749-6785
3520 North Highway 98, Lakeland, FL 33809 +1-888-749-6785 ~15.30 miles west of Winter Haven
  • Includes a swimming pool
  • Affordable Highway property
From$81
Very Good 4.0 /5 Review Score 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
  • Pool in hotel: 8 AM to 8PM 25000 gallons Outdoor
  • Two-star Highway property
Best Western Mulberry Hotel
+1-888-389-4485
2525 State Rd. 60 East, Mulberry, FL 33860 +1-888-389-4485 ~15.96 miles southwest of Winter Haven
  • Has swimming pool: 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 : 1713 Oak Blossom Dr.
+1-888-389-4121
1713 Oak Blossom Dr., Davenport, FL 33837 +1-888-389-4121 ~16.48 miles northeast of Winter Haven
  • Pool details: 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
+1-888-675-2083
3855 Don Emerson Dr., Lakeland, FL 33811 +1-888-675-2083 ~16.58 miles west of Winter Haven
  • Pool details: Large outdoor pool.
  • Midscale Suburban property
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Omni Orlando Resort at Championsgate
+1-800-716-8490
1500 Masters Blvd., Championsgate, FL 33896 +1-800-716-8490 ~17.75 miles north of Winter Haven
  • Pool available: 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
  • 4 star Resort hotel
From$119
Average 3.0 /5 Read 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
  • Includes a pool: Outdoor Pool
  • Four-star Suburban property
From$100
Average 3.0 /5 Reviews 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
  • 3 star Resort hotel
From$49
Very Good 4.0 /5 Read Reviews Call BookMore Details
Reunion Resort & Golf Club
+1-888-788-5576
7593 Gathering Dr., Kissimmee, FL 34747 +1-888-788-5576 ~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$309
Average 3.0 /5 Latest Reviews Call BookMore Details
Spectrum Resort Orlando
+1-888-897-9207
7750 Sandy Ridge Dr., Kissimmee, FL 34747 +1-888-897-9207 ~19.43 miles north of Winter Haven
  • Includes a 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 hotel
From$100
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City - Lakeland
+1-888-311-4278
4307 Sterling Commerce Dr., Lakeland, FL 33566 +1-888-311-4278 ~19.68 miles west of Winter Haven
  • Has swimming pool
  • Affordable Highway hotel
From$84
Very Good 4.0 /5 Read Reviews Call BookMore Details
Encore Resort Orlando
+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 !
  • 4-star Resort property
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando
+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
  • Four-star Golf Course hotel
From$48
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel - Plant City
+1-888-841-5292
2102 North Park Rd., Plant City, FL 33566 +1-888-841-5292 ~22.65 miles west of Winter Haven
  • Includes a swimming pool
  • Affordable Highway hotel
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Westgate Town Center Resort : 7700 a Westgate Blvd.
+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
  • Midscale Resort hotel
From$55
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Clermont West Kissimmee
+1-888-965-8297
9330 West Us Highway 192, Clermont, FL 34714 +1-888-965-8297 ~22.80 miles north of Winter Haven
  • Pool in hotel: Our outdoor pool is open from 10:00 AM to 10:00 PM. Our pool size is 22,024 gallons.
  • Low priced Highway property
From$57
Very Good 4.0 /5 Guest Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West - Clermont
+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.
  • 3 star Highway hotel
From$49
Average 3.5 /5 Recent Reviews Call BookMore Details
Westgate Vacation Villas Resort : 7700 B Westgate Blvd.
+1-888-749-6785
7700 B Westgate Blvd., Kissimmee, FL 34747 +1-888-749-6785 ~22.83 miles north of Winter Haven
  • Has swimming pool: 14 pools - all outdoor; open 8am to 10pm
  • Mid-scale Resort hotel
From$57
Very Good 4.0 /5 Reviews Call BookMore Details
Summer Bay Orlando by Exploria Resorts - Clermont
+1-888-878-9982
17805 Us Highway 192, Clermont, FL 34714 +1-888-878-9982 ~22.86 miles north of Winter Haven
  • Pool in hotel: There are 6 outdoor Heated pools.
  • 3 star Resort property
From$44
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express And Suites Clermont Se West Orlando by IHG : 105 Summer Bay Blvd.
+1-888-389-4485
105 Summer Bay Blvd., Clermont, FL 34714 +1-888-389-4485 ~22.94 miles north of Winter Haven
  • Includes a pool: 6 Springs Pools - outdoors
  • Mid-scale Resort property
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Orbit One Vacation Villas : 2950 Entry
+1-888-389-4121
2950 Entry, Kissimmee, FL 34747 +1-888-389-4121 ~23.05 miles north of Winter Haven
  • Pool in hotel: Outdoor Hot Tub(s) Outdoor Pool
  • 3-star Resort property
From$80
Very Good 4.0 /5 Review Score 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
  • Pool available: 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 - Winter Garden
+1-800-716-8490
17777 Bali Blvd., Winter Garden, FL 34787 +1-800-716-8490 ~23.14 miles north of Winter Haven
  • Has swimming pool: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • Midscale Resort hotel
From$38
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Kompose Boutique Resort at Theme Parks in Kissimmee
+1-800-805-5223
7491 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-800-805-5223 ~23.23 miles north of Winter Haven
  • Pool in hotel: Hotel has one indoor heated pool and one outdoor heated pool
  • 3-star Resort hotel
From$30
Not Good 1.5 /5 Guest Reviews Call BookMore Details
Destiny Palms Hotel Maingate West
+1-888-965-1860
8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-965-1860 ~23.32 miles north of Winter Haven
  • Has swimming pool: Out door pool !
  • Midscale Resort hotel
From$37
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando
+1-888-788-5576
7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-788-5576 ~23.32 miles north of Winter Haven
  • Pool details: Outdoor pool
  • Cheap Resort hotel
From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Westgate Towers Resort - Kissimmee
+1-888-897-9207
7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-897-9207 ~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 hotel
From$48
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando
+1-888-311-4278
7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-311-4278 ~23.33 miles north of Winter Haven
  • Pool details: Outdoor heated pool
  • Inexpensive Resort hotel
From$49
Average 3.0 /5 Reviews Call BookMore Details
Galleria Palms Hotel - Kissimmee
+1-888-469-4795
3000 Maingate Lane, Kissimmee, FL 34747 +1-888-469-4795 ~23.34 miles north of Winter Haven
  • Includes a pool: 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.
  • Affordable Resort property
From$44
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Margaritaville Resort Orlando : 8000 Fins Up Circle
+1-888-734-9421
8000 Fins Up Circle, Kissimmee, FL 34747 +1-888-734-9421 ~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.
  • Expensive Resort hotel
From$189
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn Kissimmee by Parks - Kissimmee
+1-888-841-5292
7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-841-5292 ~23.42 miles north of Winter Haven
  • Pool details: Outdoor whirpool and Pool open from 9am-11pm
  • 3 star Downtown hotel
From$49
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort
+1-888-455-5160
8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-455-5160 ~23.46 miles north of Winter Haven
  • Includes a pool
  • Four star Resort hotel
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks - Kissimmee
+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
  • Midscale Resort hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Maingate Lakeside Resort
+1-888-906-6358
7769 West Irlo Bronson Mem Highway, Kissimmee, FL 34747 +1-888-906-6358 ~23.57 miles north of Winter Haven
  • Includes a pool: 2 Pools 1- Heated Seasonally
  • 3 star Resort hotel
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
  • 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 Reviews Call BookMore Details
Melia Orlando Celebration - Celebration
+1-888-878-9982
225 Celebration Pl, Celebration, FL 34747 +1-888-878-9982 ~24.42 miles northeast of Winter Haven
  • Has swimming pool: 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.
  • Four-star Suburban property
From$99
Average 3.0 /5 Review Score Call BookMore Details
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