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
  • Has swimming pool: Outdoor
  • Three Star property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Winter Haven Inn & Suites 
+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.
  • Midscale Suburban hotel
From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Auburndale Inn & Suites - Auburndale
+1-800-716-8490
1008 Us Highway 92 West, Auburndale, FL 33823 +1-800-716-8490 ~5.88 miles west of Winter Haven
  • Includes a pool: 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 Hotel Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven : 2953 Ridge Way
+1-800-805-5223
2953 Ridge Way, Lake Wales, FL 33859 +1-800-805-5223 ~7.86 miles southeast of Winter Haven
  • Pool in hotel
  • Affordable Suburban property
From$109
Very Good 4.0 /5 Review Score 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
  • Has swimming pool: Outdoor Heated Swimming Pool
  • Mid-scale Convention Center hotel
From$119
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Lakeland : 4420 North Socrum Loop Rd.
+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
  • Affordable Suburban hotel
From$100
Very Good 4.0 /5 Read Reviews Call BookMore Details
Days Inn & Suites by Wyndham Lakeland
+1-888-897-9207
4502 North Socrum Loop Rd., Lakeland, FL 33809 +1-888-897-9207 ~14.33 miles west of Winter Haven
  • Pool in hotel: Outdoor Pool : Pool hours : 8 AM - 8 PM
  • Two-star Highway property
From$63
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Clarion Pointe Lakeland I 4
+1-888-311-4278
4321 Lakeland Park Dr., Lakeland, FL 33809 +1-888-311-4278 ~14.39 miles west of Winter Haven
  • Pool available: Dawn to Dusk
  • 3-star Highway hotel
From$40
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East : 4315 Lakeland Park Dr.
+1-888-469-4795
4315 Lakeland Park Dr., Lakeland, FL 33809 +1-888-469-4795 ~14.40 miles west of Winter Haven
  • We have a pool
  • Three Star Highway property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4
+1-888-734-9421
4500 Lakeland Park Rd., Lakeland, FL 33809 +1-888-734-9421 ~14.42 miles west of Winter Haven
  • Pool available: 6am - 9pm
  • Mid-scale Suburban hotel
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Lakeland
+1-888-841-5292
939 West Robson St., Lakeland, FL 33805 +1-888-841-5292 ~14.99 miles west of Winter Haven
  • Pool details: Outdoor pool. Hours: Sunrise to Sunset. 45ft X 27ft.
  • Affordable Downtown hotel
From$50
Poor 2.5 /5 Reviews Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway
+1-888-455-5160
3630 Lakeside Village Blvd., Lakeland, FL 33803 +1-888-455-5160 ~15.11 miles west of Winter Haven
  • Pool details: Heated pool is open daily from 6am to 10pm
  • Affordable Suburban property
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Lakeland - Lakeland
+1-888-965-8297
3610 Lakeside Village Boulevar, Lakeland, FL 33142 +1-888-965-8297 ~15.13 miles west of Winter Haven
  • Pool available: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Midscale hotel
From$50
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Travelodge Lakeland : 3425 Highway 98 North
+1-888-906-6358
3425 Highway 98 North, Lakeland, FL 33809 +1-888-906-6358 ~15.15 miles west of Winter Haven
  • Includes a pool: 8am to sundown
  • Economical Highway hotel
From$50
Very Good 4.0 /5 Hotel 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
  • Has a pool!
  • Midscale Highway property
From$81
Very Good 4.0 /5 Hotel 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
  • Pool available: 8 AM to 8PM 25000 gallons Outdoor
  • 2-star Highway hotel
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 in hotel: Outdoor and pool is open from sunset to sundwon
  • 3-star Highway hotel
From$58
Average 3.0 /5 Recent Reviews Call BookMore Details
Villatel Village
+1-888-389-4121
1713 Oak Blossom Dr., Davenport, FL 33837 +1-888-389-4121 ~16.48 miles northeast of Winter Haven
  • Pool in hotel: Each home has its own private pool.
  • High end property
From$300
Average 3.0 /5 Read Reviews Call BookMore Details
Omni Orlando Resort at Championsgate in Championsgate
+1-888-675-2083
1500 Masters Blvd., Championsgate, FL 33896 +1-888-675-2083 ~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 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport : 164 Thrive Rd.
+1-800-716-8490
164 Thrive Rd., Davenport, IA 33896 +1-800-716-8490 ~17.92 miles north of Winter Haven
  • Includes a pool: Outdoor Pool
  • Four star Suburban hotel
From$100
Average 3.0 /5 Read Reviews Call BookMore Details
Alhambra Villas
+1-800-805-5223
500 Cypress Pkwy., Poinciana, FL 34759 +1-800-805-5223 ~18.37 miles east of Winter Haven
  • Pool details: Outdoor pool
  • Affordable Resort property
From$49
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Reunion Resort & Golf Club
+1-888-965-1860
7593 Gathering Dr., Kissimmee, FL 34747 +1-888-965-1860 ~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$309
Average 3.0 /5 Hotel Reviews Call BookMore Details
Spectrum Resort Orlando in Kissimmee
+1-888-788-5576
7750 Sandy Ridge Dr., Kissimmee, FL 34747 +1-888-788-5576 ~19.43 miles north of Winter Haven
  • Pool in hotel: 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.
  • Three Star Resort hotel
From$100
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City
+1-888-897-9207
4307 Sterling Commerce Dr., Lakeland, FL 33566 +1-888-897-9207 ~19.68 miles west of Winter Haven
  • Our hotel comes with a pool
  • Midscale Highway property
From$84
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando
+1-888-311-4278
7600 Mystic Dunes Lane, Kissimmee, FL 34747 +1-888-311-4278 ~22.07 miles north of Winter Haven
  • Pool in hotel: 4 Outdoor Pools 8AM-11PM
  • Expensive Golf Course hotel
From$48
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel : 2102 North Park Rd.
+1-888-469-4795
2102 North Park Rd., Plant City, FL 33566 +1-888-469-4795 ~22.65 miles west of Winter Haven
  • Has a pool!
  • Mid-scale Highway hotel
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Westgate Town Center Resort - Kissimmee
+1-888-734-9421
A7700 Westgate Blvd., Kissimmee, FL 34747 +1-888-734-9421 ~22.74 miles north of Winter Haven
  • Pool in hotel: 14 pools - all outdoor; open 8am to 10pm
  • Midscale Resort hotel
From$55
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Clermont West Kissimmee : 9330 West Us Highway 192
+1-888-841-5292
9330 West Us Highway 192, Clermont, FL 34714 +1-888-841-5292 ~22.80 miles north of Winter Haven
  • Includes a pool: 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 Latest Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West
+1-888-455-5160
9240 Us Highway 192, Clermont, FL 34714 +1-888-455-5160 ~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.
  • Affordable Highway hotel
From$49
Average 3.5 /5 Review Score Call BookMore Details
Westgate Vacation Villas Resort in Kissimmee
+1-888-965-8297
7700 Westgate Blvd., Kissimmee, FL 34747 +1-888-965-8297 ~22.83 miles north of Winter Haven
  • Pool in hotel: 14 pools - all outdoor; open 8am to 10pm
  • Affordable Resort property
From$57
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Summer Bay Orlando by Exploria Resorts
+1-888-906-6358
17805 Us Highway 192, Clermont, FL 34714 +1-888-906-6358 ~22.86 miles north of Winter Haven
  • Pool available: There are 6 outdoor Heated pools.
  • Three Star Resort property
From$44
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Clermont Se – West Orlando : 105 Summer Bay Blvd.
+1-888-749-6785
105 Summer Bay Blvd., Clermont, FL 34714 +1-888-749-6785 ~22.94 miles north of Winter Haven
  • Pool available: 6 Springs Pools - outdoors
  • Midscale Resort property
From$89
Average 3.0 /5 Review Score Call BookMore Details
Orbit One Vacation Villas - Kissimmee
+1-888-878-9982
2950 Entry, Kissimmee, FL 34747 +1-888-878-9982 ~23.05 miles north of Winter Haven
  • Pool details: Outdoor Hot Tub(s) Outdoor Pool
  • 3 star Resort property
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Vacation Club Aqua Sol Orlando West : 17777 Bali Blvd.
+1-888-389-4485
17777 Bali Blvd., Winter Garden, FL 34787 +1-888-389-4485 ~23.14 miles north of Winter Haven
  • Has swimming pool: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • Affordable Resort property
From$38
Very Good 4.0 /5 Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway in Kissimmee
+1-888-389-4121
7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-389-4121 ~23.20 miles north of Winter Haven
  • Has swimming pool: 8 am- 10 pm 2 Outdoor pools (1 heated)
  • Mid-scale Resort hotel
From$32
Average 3.0 /5 Read Reviews Call BookMore Details
Destiny Palms Hotel Maingate West in Kissimmee
+1-888-675-2083
8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-675-2083 ~23.32 miles north of Winter Haven
  • Pool in hotel: Out door pool !
  • Mid-scale Resort hotel
From$37
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando - Kissimmee
+1-800-716-8490
7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-800-716-8490 ~23.32 miles north of Winter Haven
  • Pool available: Outdoor pool
  • Economy property
From$60
Average 3.0 /5 Review Score Call BookMore Details
Westgate Towers Resort
+1-800-805-5223
7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-800-805-5223 ~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).
  • 3-star Resort hotel
From$48
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando - Kissimmee
+1-888-965-1860
7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-965-1860 ~23.33 miles north of Winter Haven
  • Pool in hotel: Outdoor heated pool
  • Low priced Resort property
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Galleria Palms Hotel : 3000 Maingate Lane
+1-888-788-5576
3000 Maingate Lane, Kissimmee, FL 34747 +1-888-788-5576 ~23.34 miles north of Winter Haven
  • Has swimming 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.
  • 3 star Resort hotel
From$44
Very Good 4.0 /5 Reviews Call BookMore Details
Margaritaville Resort Orlando - Kissimmee
+1-888-897-9207
8000 Fins Up Circle, Kissimmee, FL 34747 +1-888-897-9207 ~23.36 miles north of Winter Haven
  • Has swimming pool: The hotel will offer Two Lagoon Style Pools with Soft Sand Beaches and One Resort Style Pool. Our Salty Rim Pool Bar is located by our Lagoon Style pools and will offer an inviting atmosphere for fun in the sun including cabanas, flat screen TV's, pool side games and much more.
  • Four star Resort hotel
From$219
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn Kissimmee by Parks in Kissimmee
+1-888-311-4278
7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-311-4278 ~23.42 miles north of Winter Haven
  • Pool in hotel: Outdoor whirpool and Pool open from 9am-11pm
  • Midscale Downtown hotel
From$49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort
+1-888-469-4795
8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-469-4795 ~23.46 miles north of Winter Haven
  • Includes a swimming pool
  • Four star Resort hotel
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Sonder Cirrus in Kissimmee
+1-888-734-9421
7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-734-9421 ~23.46 miles north of Winter Haven
  • Pool details: Pool hours are 8am - Sundown
  • Affordable Highway hotel
From$59
Average 3.0 /5 Review Score Call BookMore Details
Wyndham Orlando Resort & Conference Center Celebration Area : 3011 Maingate Ln
+1-888-841-5292
3011 Maingate Ln, Kissimmee, FL 34747 +1-888-841-5292 ~23.48 miles north of Winter Haven
  • Includes a pool: 24 hours 2 Out-Door Heated Pools & Jacuzzi
  • Mid-scale Resort property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Maingate Lakeside Resort
+1-888-455-5160
7769 West Irlo Bronson Mem Highway, Kissimmee, FL 34747 +1-888-455-5160 ~23.57 miles north of Winter Haven
  • Pool in hotel: 3 Pools Heated Seasonally
  • Three Star Resort hotel
The Grove Resort & Water Park Orlando - Winter Garden
+1-888-965-8297
14501 Grove Resort Ave., Winter Garden, FL 34787 +1-888-965-8297 ~23.96 miles north of Winter Haven
  • Pool available: 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.
  • 3 star Resort hotel
From$250
Average 3.0 /5 Latest Reviews Call BookMore Details
Meliá Orlando Celebration in Celebration
+1-888-906-6358
225 Celebration Pl, Celebration, FL 34747 +1-888-906-6358 ~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.
  • High-end Suburban hotel
From$99
Average 3.0 /5 Guest Reviews Call BookMore Details
Delta Hotels by Marriott Orlando Celebration in Kissimmee
+1-888-749-6785
2900 Pkwy. Blvd., Kissimmee, FL 34747 +1-888-749-6785 ~24.68 miles northeast of Winter Haven
  • Pool available: Pool Hours are 10am-10pm. We have two outdoor resort-style large pools. One of the pool has a 40 foot water slide. We also have two outdoor.
  • Three Star Resort property
From$49
Very Good 4.0 /5 Review Score Call BookMore Details
Parkway International Resort : 6200 Safari Trl
+1-888-878-9982
6200 Safari Trl, Kissimmee, FL 34747 +1-888-878-9982 ~24.84 miles northeast of Winter Haven
  • Pool available: Pools are open from 8am till 10pm. We offer outdoor pools; children's, adults and hot tub.
  • 3-star Highway hotel
From$62
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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