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
  • Pool in hotel: Outdoor
  • 3 star hotel
From$80
Average 3.0 /5 Latest 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
  • Pool in hotel: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • Three Star Suburban hotel
From$50
Average 3.0 /5 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
  • Pool available: 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 Hotel Reviews 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
  • Has swimming pool
  • 3-star Suburban property
From$109
Very Good 4.0 /5 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
  • Pool available: Outdoor Heated Swimming Pool
  • Affordable Convention Center hotel
From$119
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn 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 available: Out Door 9 AM-9PM
  • Affordable Suburban property
From$100
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Days Inn & Suites by Wyndham Lakeland : 4502 North Socrum Loop Rd.
+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
  • Cheap Highway hotel
From$63
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Clarion Pointe Lakeland I 4 - Lakeland
+1-888-311-4278
4321 Lakeland Park Dr., Lakeland, FL 33809 +1-888-311-4278 ~14.39 miles west of Winter Haven
  • Pool details: Dawn to Dusk
  • 3-star Highway property
From$40
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East
+1-888-469-4795
4315 Lakeland Park Dr., Lakeland, FL 33809 +1-888-469-4795 ~14.40 miles west of Winter Haven
  • Has swimming pool
  • 3 star Highway property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 : 4500 Lakeland Park Rd.
+1-888-734-9421
4500 Lakeland Park Rd., Lakeland, FL 33809 +1-888-734-9421 ~14.42 miles west of Winter Haven
  • Pool details: 6am - 9pm
  • Three Star Suburban hotel
From$79
Very Good 4.0 /5 Read 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
  • Includes a pool: Outdoor pool. Hours: Sunrise to Sunset. 45ft X 27ft.
  • Affordable Downtown hotel
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 available: Heated pool is open daily from 6am to 10pm
  • Mid-scale Suburban hotel
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 +1-888-965-8297 ~15.13 miles west of Winter Haven
  • Pool in hotel: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Three Star property
From$80
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Lakeland
+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
  • 2 star Highway hotel
From$50
Very Good 4.0 /5 Review Score Call BookMore Details
Home2 Suites Lakeland North I 4 - Lakeland
+1-888-749-6785
3610 Hopewell Ave., Lakeland, FL 33809 +1-888-749-6785 ~15.23 miles west of Winter Haven
  • Includes a pool: Outdoor pool is open from dawn to dusk.
  • 3 star Highway hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South in Davenport
+1-888-878-9982
43824 Us Highway 27, Davenport, FL 33837 +1-888-878-9982 ~15.26 miles north of Winter Haven
  • Has swimming pool: 10AM to 10PM 25000 gallons Outdoor
  • Cheap Highway hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Lakeland
+1-888-389-4485
3520 North Highway 98, Lakeland, FL 33809 +1-888-389-4485 ~15.30 miles west of Winter Haven
  • We have a pool ready for use
  • Midscale Highway hotel
From$81
Very Good 4.0 /5 Read Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South in Davenport
+1-888-389-4121
43824 Highway 27, Davenport, FL 33837 +1-888-389-4121 ~15.35 miles north of Winter Haven
  • Has swimming pool: 8 AM to 8PM 25000 gallons Outdoor
  • Economical Highway hotel
Best Western Mulberry Hotel : 2525 State Rd. 60 East
+1-888-675-2083
2525 State Rd. 60 East, Mulberry, FL 33860 +1-888-675-2083 ~15.96 miles southwest of Winter Haven
  • Pool details: Outdoor and pool is open from sunset to sundwon
  • Affordable Highway property
From$58
Average 3.0 /5 Review Score Call BookMore Details
Villatel Village - Davenport
+1-800-716-8490
1713 Oak Blossom Dr., Davenport, FL 33837 +1-800-716-8490 ~16.48 miles northeast of Winter Haven
  • Pool details: Each home has its own private pool.
  • Expensive property
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 +1-800-805-5223 ~16.58 miles west of Winter Haven
  • Has swimming pool: Large outdoor pool.
  • Three Star Suburban property
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Omni Orlando Resort at Championsgate
+1-888-965-1860
1500 Masters Blvd., Championsgate, FL 33896 +1-888-965-1860 ~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 property
From$119
Average 3.0 /5 Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport in Davenport
+1-888-788-5576
164 Thrive Rd., Davenport, FL 33896 +1-888-788-5576 ~17.92 miles north of Winter Haven
  • Pool details: Outdoor Pool
  • High end Suburban property
From$100
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Alhambra Villas
+1-888-897-9207
500 Cypress Pkwy., Poinciana, FL 34759 +1-888-897-9207 ~18.37 miles east of Winter Haven
  • Pool details: Outdoor pool
  • Midscale Resort hotel
From$49
Very Good 4.0 /5 Reviews Call BookMore Details
Reunion Resort & Golf Club : 7593 Gathering Dr.
+1-888-311-4278
7593 Gathering Dr., Kissimmee, FL 34747 +1-888-311-4278 ~19.26 miles northeast of Winter Haven
  • Pool available: 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
+1-888-469-4795
7750 Sandy Ridge Dr., Kissimmee, FL 34747 +1-888-469-4795 ~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.
  • Mid-scale Resort property
From$100
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Fairfield by Marriott Lakeland Plant City : 4307 Sterling Commerce Dr.
+1-888-734-9421
4307 Sterling Commerce Dr., Lakeland, FL 33566 +1-888-734-9421 ~19.68 miles west of Winter Haven
  • Includes a swimming pool
  • Midscale Highway property
From$84
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Encore Resort Orlando
+1-888-841-5292
7635 Fairfax Dr., Kissimmee, FL 34747 +1-888-841-5292 ~20.30 miles north of Winter Haven
  • Includes a pool: 10:00am to 7:00pm summer 10:00am to dusk fall, winter and spring Outdoor pool including water park - Slide !
  • Four-star Resort hotel
From$125
Average 3.0 /5 Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando
+1-888-455-5160
7600 Mystic Dunes Lane, Kissimmee, FL 34747 +1-888-455-5160 ~22.07 miles north of Winter Haven
  • Pool in hotel: 4 Outdoor Pools 8AM-11PM
  • Four star Golf Course hotel
From$48
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel
+1-888-965-8297
2102 North Park Rd., Plant City, FL 33566 +1-888-965-8297 ~22.65 miles west of Winter Haven
  • With a pool!
  • Affordable Highway hotel
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Westgate Town Center Resort
+1-888-906-6358
7700 a Westgate Blvd., Kissimmee, FL 34747 +1-888-906-6358 ~22.74 miles north of Winter Haven
  • Includes a pool: 14 pools - all outdoor; open 8am to 10pm
  • 3 star Resort property
From$55
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Clermont West Kissimmee : 9330 West Us Highway 192
+1-888-749-6785
9330 West Us Highway 192, Clermont, FL 34714 +1-888-749-6785 ~22.80 miles north of Winter Haven
  • Pool available: Our outdoor pool is open from 10:00 AM to 10:00 PM. Our pool size is 22,024 gallons.
  • Economy Highway hotel
From$57
Very Good 4.0 /5 Read Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West
+1-888-878-9982
9240 Us Highway 192, Clermont, FL 34714 +1-888-878-9982 ~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.
  • 3-star Highway hotel
From$49
Average 3.5 /5 Hotel Reviews Call BookMore Details
Westgate Vacation Villas Resort
+1-888-389-4485
7700 B Westgate Blvd., Kissimmee, FL 34747 +1-888-389-4485 ~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 Read Reviews Call BookMore Details
Summer Bay Orlando by Exploria Resorts - Clermont
+1-888-389-4121
17805 Us Highway 192, Clermont, FL 34714 +1-888-389-4121 ~22.86 miles north of Winter Haven
  • Pool details: There are 6 outdoor Heated pools.
  • Midscale Resort property
From$44
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express And Suites Clermont Se West Orlando by IHG
+1-888-675-2083
105 Summer Bay Blvd., Clermont, FL 34714 +1-888-675-2083 ~22.94 miles north of Winter Haven
  • Pool in hotel: 6 Springs Pools - outdoors
  • Affordable Resort hotel
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Orbit One Vacation Villas - Kissimmee
+1-800-716-8490
2950 Entry, Kissimmee, FL 34747 +1-800-716-8490 ~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 Hotel Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway
+1-800-805-5223
7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-800-805-5223 ~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 hotel
From$80
Average 3.5 /5 Recent Reviews Call BookMore Details
Hilton Vacation Club Aqua Sol Orlando West in Winter Garden
+1-888-965-1860
17777 Bali Blvd., Winter Garden, FL 34787 +1-888-965-1860 ~23.14 miles north of Winter Haven
  • Has swimming pool: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • Three Star Resort hotel
From$38
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Destiny Palms Hotel Maingate West in Kissimmee
+1-888-788-5576
8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-788-5576 ~23.32 miles north of Winter Haven
  • Has swimming pool: Out door pool !
  • Midscale Resort property
From$37
Very Good 4.0 /5 Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando - Kissimmee
+1-888-897-9207
7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-897-9207 ~23.32 miles north of Winter Haven
  • Pool in hotel: Outdoor pool
  • Low-priced Resort property
From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
Westgate Towers Resort
+1-888-311-4278
7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-311-4278 ~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).
  • 3-star Resort property
From$48
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando : 7475 West Irlo Bronson Memorial Highway
+1-888-469-4795
7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-469-4795 ~23.33 miles north of Winter Haven
  • Pool details: Outdoor heated pool
  • Low priced Resort property
From$49
Average 3.0 /5 Reviews Call BookMore Details
Galleria Palms Hotel
+1-888-734-9421
3000 Maingate Lane, Kissimmee, FL 34747 +1-888-734-9421 ~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.
  • 3-star Resort property
From$44
Very Good 4.0 /5 Reviews Call BookMore Details
Margaritaville Resort Orlando
+1-888-841-5292
8000 Fins Up Circle, Kissimmee, FL 34747 +1-888-841-5292 ~23.36 miles north of Winter Haven
  • Pool available: 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 property
From$189
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Inn Kissimmee by Parks - Kissimmee
+1-888-455-5160
7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-455-5160 ~23.42 miles north of Winter Haven
  • Has swimming pool: Outdoor whirpool and Pool open from 9am-11pm
  • 3 star Downtown hotel
From$49
Average 3.0 /5 Guest 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 +1-888-965-8297 ~23.46 miles north of Winter Haven
  • We have a pool
  • 4 star Resort hotel
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Sonder Cirrus : 7888 West Irlo Bronson Memorial Highway
+1-888-906-6358
7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-906-6358 ~23.46 miles north of Winter Haven
  • Has swimming pool: Pool hours are 8am - Sundown
  • Mid-scale Highway hotel
From$59
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks
+1-888-749-6785
3011 Maingate Ln, Kissimmee, FL 34747 +1-888-749-6785 ~23.48 miles north of Winter Haven
  • Pool available: 24 hours 2 Out-Door Heated Pools & Jacuzzi
  • Mid-scale Resort property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Maingate Lakeside Resort
+1-888-878-9982
7769 West Irlo Bronson Mem Highway, Kissimmee, FL 34747 +1-888-878-9982 ~23.57 miles north of Winter Haven
  • Pool available: 2 Pools 1- Heated Seasonally
  • Mid-scale Resort property
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