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 +1-888-389-4121
  • Includes a pool: Outdoor
  • Midscale property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Best Western Plus Winter Haven Inn & Suites  - Winter Haven
+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$49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Winter Haven
+1-800-716-8490
6225 Cypress Gardens Blvd. Se, Winter Haven, FL 33884 +1-800-716-8490
  • Includes a pool
  • Three Star hotel
From$65
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Auburndale Inn & Suites
+1-800-805-5223
1008 Us Highway 92 West, Auburndale, FL 33823 +1-800-805-5223 ~5.88 miles west of Winter Haven
  • Pool in hotel: 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 Recent Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven
+1-888-965-1860
2953 Ridge Way, Lake Wales, FL 33859 +1-888-965-1860 ~7.86 miles southeast of Winter Haven
  • Our hotel comes with a pool
  • Mid-scale Suburban hotel
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Lakeland - Lakeland
+1-888-788-5576
511 West Lime St., Lakeland, FL 33815 +1-888-788-5576 ~13.97 miles west of Winter Haven
  • Pool in hotel: Outdoor Heated Swimming Pool
  • 3 star Convention Center property
From$119
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Lakeland : 4420 North Socrum Loop Rd.
+1-888-897-9207
4420 North Socrum Loop Rd., Lakeland, FL 33809 +1-888-897-9207 ~14.33 miles west of Winter Haven
  • Includes a pool: Out Door 9 AM-9PM
  • Mid-scale Suburban property
From$100
Very Good 4.0 /5 Read 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
  • Has swimming pool: Dawn to Dusk
  • Three 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
  • We have a pool ready for use
  • 3 star Highway property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 - Lakeland
+1-888-734-9421
4500 Lakeland Park Rd., Lakeland, FL 33809 +1-888-734-9421 ~14.42 miles west of Winter Haven
  • Includes a pool: 6am - 9pm
  • 3-star Suburban hotel
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway
+1-888-841-5292
3630 Lakeside Village Blvd., Lakeland, FL 33803 +1-888-841-5292 ~15.11 miles west of Winter Haven
  • Has swimming pool: Heated pool is open daily from 6am to 10pm
  • 3 star Suburban hotel
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Lakeland South Polk Parkway - Lakeland
+1-888-455-5160
3610 Lakeside Village Boulevar, Lakeland, FL 33142 +1-888-455-5160 ~15.13 miles west of Winter Haven
  • Has swimming pool: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Midscale hotel
From$80
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Lakeland
+1-888-965-8297
3425 Highway 98 North, Lakeland, FL 33809 +1-888-965-8297 ~15.15 miles west of Winter Haven
  • Pool in hotel: 8am to sundown
  • 2-star Highway hotel
From$50
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Home2 Suites Lakeland North I 4
+1-888-906-6358
3610 Hopewell Ave., Lakeland, FL 33809 +1-888-906-6358 ~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 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
  • Includes a pool
  • 3-star Highway property
From$81
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South
+1-888-878-9982
43824 Us 27, Davenport, FL 33837 +1-888-878-9982 ~15.35 miles north of Winter Haven
  • Pool available: 8 AM to 8PM 25000 gallons Outdoor
  • Mid-scale 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
  • Includes a pool: Outdoor and pool is open from sunset to sundwon
  • Midscale Highway hotel
From$57
Average 3.0 /5 Recent 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
  • Includes a pool: 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 in Lakeland
+1-888-675-2083
3855 Don Emerson Dr., Lakeland, FL 33811 +1-888-675-2083 ~16.58 miles west of Winter Haven
  • Pool in hotel: Large outdoor pool.
  • Mid-scale Suburban property
From$89
Very Good 4.0 /5 Latest 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
  • Includes a 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 Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport : 164 Thrive Rd.
+1-800-805-5223
164 Thrive Rd., Davenport, FL 33896 Website +1-800-805-5223 ~17.92 miles north of Winter Haven
  • Pool in hotel: Outdoor Pool
  • High end Suburban property
From$100
Average 3.0 /5 Read 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
  • Pool in hotel: Outdoor pool
  • 3-star Resort hotel
From$49
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Reunion Resort & Golf Club : 7593 Gathering Dr.
+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
  • Four-star Resort hotel
From$309
Average 3.0 /5 Recent 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
  • 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 hotel
From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City : 4307 Sterling Commerce Dr.
+1-888-311-4278
4307 Sterling Commerce Dr., Lakeland, FL 33566 +1-888-311-4278 ~19.68 miles west of Winter Haven
  • Has a pool!
  • 3 star Highway hotel
From$84
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Encore Resort Orlando : 7635 Fairfax Dr.
+1-888-469-4795
7635 Fairfax Dr., Kissimmee, FL 34747 +1-888-469-4795 ~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 !
  • High end Resort hotel
From$125
Average 3.0 /5 Guest 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 details: 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 - 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
  • Our hotel comes with a pool
  • 3 star Highway hotel
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Westgate Town Center Resort - Kissimmee
+1-888-455-5160
7700 a Westgate Blvd., Kissimmee, FL 34747 +1-888-455-5160 ~22.74 miles north of Winter Haven
  • Pool in hotel: 14 pools - all outdoor; open 8am to 10pm
  • 3 star Resort hotel
From$55
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Clermont West Kissimmee : 9330 West Us Highway 192
+1-888-965-8297
9330 West Us Highway 192, Clermont, FL 34714 +1-888-965-8297 ~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.
  • Economy Highway property
From$57
Very Good 4.0 /5 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 available: Pool hours : 10 am to 10 pm. It is outdoor pool. And it is from 3 ft to 6 ft.
  • Mid-scale Highway property
From$49
Average 3.5 /5 Read Reviews Call BookMore Details
Westgate Vacation Villas Resort in Kissimmee
+1-888-749-6785
7700 B Westgate Blvd., Kissimmee, FL 34747 +1-888-749-6785 ~22.83 miles north of Winter Haven
  • Pool available: 14 pools - all outdoor; open 8am to 10pm
  • Midscale Resort property
From$57
Very Good 4.0 /5 Latest 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 available: There are 6 outdoor Heated pools.
  • 3-star Resort hotel
From$44
Very Good 4.0 /5 Recent 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
  • Pool details: 6 Springs Pools - outdoors
  • Affordable Resort property
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Orbit One Vacation Villas - Kissimmee
+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
  • Midscale 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
  • Includes a pool: 2 outdoor pools, the larger is heated seasonally Open from 8am-10pm Handicap lift on the second pool
  • Mid-scale Highway hotel
From$80
Average 3.5 /5 Latest Reviews Call BookMore Details
Hilton Vacation Club Aqua Sol Orlando West
+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
  • 3-star Resort property
From$38
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn & Suites by The Parks
+1-800-805-5223
2945 Entry Point Blvd., Kissimmee, FL 34747 +1-800-805-5223 ~23.19 miles north of Winter Haven
  • Includes a pool: Pool Hours 9:00 am to 9:00 pm. Pool size 15 feet x 25 feet. Heated in winter from December to February.
  • Mid-scale Resort property
From$52
Average 3.0 /5 Guest Reviews Call BookMore Details
Kompose Boutique Resort at Theme Parks
+1-888-965-1860
7491 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-965-1860 ~23.23 miles north of Winter Haven
  • Has swimming pool: Hotel has one indoor heated pool and one outdoor heated pool
  • 3 star Resort property
From$30
Not Good 1.5 /5 Reviews Call BookMore Details
Destiny Palms Hotel Maingate West - 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
  • Pool available: Out door pool !
  • Midscale Resort hotel
From$37
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando : 7475b West Irlo Bronson Memorial Highway
+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 available: Outdoor pool
  • Economical Resort hotel
From$49
Average 3.0 /5 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
  • Includes a 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).
  • Affordable Resort property
From$48
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando - Kissimmee
+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
  • Cheap Resort property
From$49
Average 3.0 /5 Latest 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 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.
  • Mid-scale Resort hotel
From$44
Very Good 4.0 /5 Guest 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.
  • Four star Resort hotel
From$189
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn Kissimmee by Parks
+1-888-455-5160
7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-455-5160 ~23.42 miles north of Winter Haven
  • Includes a pool: Outdoor whirpool and Pool open from 9am-11pm
  • Midscale Downtown property
From$49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort in Kissimmee
+1-888-965-8297
8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-965-8297 ~23.46 miles north of Winter Haven
  • Includes a pool
  • High end Resort property
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks - Kissimmee
+1-888-906-6358
3011 Maingate Ln, Kissimmee, FL 34747 +1-888-906-6358 ~23.48 miles north of Winter Haven
  • Pool in hotel: 24 hours 2 Out-Door Heated Pools & Jacuzzi
  • Midscale Resort property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Maingate Lakeside Resort
+1-888-749-6785
7769 West Irlo Bronson Mem Highway, Kissimmee, FL 34747 +1-888-749-6785 ~23.57 miles north of Winter Haven
  • Pool in hotel: 2 Pools 1- Heated Seasonally
  • 3 star Resort property
The Grove Resort & Water Park in Orlando
+1-888-878-9982
14501 Grove Resort Ave., Orlando, FL 34787 +1-888-878-9982 ~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.
  • Four star Resort property
From$100
Average 3.0 /5 Hotel Reviews Call BookMore Details
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