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
  • Pool available: Outdoor
  • Three Star property
From$80
Average 3.0 /5 Guest 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
  • Pool in hotel: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • Three Star Suburban property
From$49
Average 3.0 /5 Review Score 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
  • With a pool!
  • Mid-scale property
From$65
Very good 4.0 /5 Reviews Call BookMore Details
Best Western Auburndale Inn & Suites in Auburndale
+1-800-805-5223
1008 Us Highway 92 West, Auburndale, FL 33823 +1-800-805-5223 ~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.
  • 3-star Highway hotel
From$84
Very good 4.0 /5 Latest 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
  • Includes a swimming pool
  • Midscale Suburban hotel
From$109
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Lake Wales in Lake Wales
+1-888-788-5576
22900 Us Highway 27, Lake Wales, FL 33859 +1-888-788-5576 ~10.13 miles southeast of Winter Haven
  • Includes a pool: Outdoor pool 6am-11pm
  • Midscale Highway hotel
From$109
Very good 4.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Lakeland
+1-888-897-9207
511 West Lime St., Lakeland, FL 33815 +1-888-897-9207 ~13.97 miles west of Winter Haven
  • Has swimming pool: Outdoor Heated Swimming Pool
  • Midscale Convention Center hotel
From$119
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Lakeland - Lakeland
+1-888-311-4278
4420 North Socrum Loop Rd., Lakeland, FL 33809 +1-888-311-4278 ~14.33 miles west of Winter Haven
  • Pool details: Out Door 9 AM-9PM
  • 3 star Suburban hotel
From$100
Very good 4.0 /5 Read Reviews Call BookMore Details
Clarion Pointe Lakeland I 4 - Lakeland
+1-888-469-4795
4321 Lakeland Park Dr., Lakeland, FL 33809 +1-888-469-4795 ~14.39 miles west of Winter Haven
  • Pool in hotel: Dawn to Dusk
  • Three Star Highway hotel
From$40
Very good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East
+1-888-734-9421
4315 Lakeland Park Dr., Lakeland, FL 33809 +1-888-734-9421 ~14.40 miles west of Winter Haven
  • Pool in hotel
  • Mid-scale Highway property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 in Lakeland
+1-888-841-5292
4500 Lakeland Park Rd., Lakeland, FL 33809 +1-888-841-5292 ~14.42 miles west of Winter Haven
  • Pool available: 6am - 9pm
  • Midscale Suburban hotel
From$79
Very good 4.0 /5 Recent 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
  • Three Star Suburban property
From$89
Very good 4.0 /5 Review Score 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
  • Has swimming pool: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Three Star property
From$80
Very good 4.5 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Lakeland in Lakeland
+1-888-906-6358
3425 Highway 98 North, Lakeland, FL 33809 +1-888-906-6358 ~15.15 miles west of Winter Haven
  • Pool in hotel: 8am to sundown
  • Low priced Highway hotel
From$50
Very good 4.0 /5 Recent Reviews Call BookMore Details
Home2 Suites Lakeland North I 4
+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.
  • Three Star Highway property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Lakeland North I-4
+1-888-878-9982
3520 North Highway 98, Lakeland, FL 33809 +1-888-878-9982 ~15.30 miles west of Winter Haven
  • Includes a pool
  • Three Star Highway hotel
From$81
Very good 4.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Lakeland North I 4
+1-888-389-4485
3520 Us Highway 98 North, Lakeland, FL 33809 +1-888-389-4485 ~15.31 miles west of Winter Haven
  • Pool details: We have an Outdoor Pool onsite.
  • Economy Lake hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South
+1-888-389-4121
43824 Us 27, Davenport, FL 33837 +1-888-389-4121 ~15.35 miles north of Winter Haven
  • Includes a pool: 8 AM to 8PM 25000 gallons Outdoor
  • 3 star Highway hotel
Hampton Inn Orlando Maingate South
+1-888-675-2083
44117 Highway 27, Davenport, FL 33897 +1-888-675-2083 ~15.60 miles north of Winter Haven
  • Has swimming pool: ON SITE
  • 3 star Highway hotel
From$88
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Mulberry Hotel in Mulberry
+1-800-716-8490
2525 State Rd. 60 East, Mulberry, FL 33860 +1-800-716-8490 ~15.96 miles southwest of Winter Haven
  • Pool in hotel: Outdoor and pool is open from sunset to sundwon
  • Midscale Highway property
From$57
Average 3.0 /5 Review Score Call BookMore Details
Villatel Village - Davenport
+1-800-805-5223
1713 Oak Blossom Dr., Davenport, FL 33837 +1-800-805-5223 ~16.48 miles northeast of Winter Haven
  • Pool details: Each home has its own private pool.
  • High end property
From$300
Average 3.0 /5 Hotel Reviews Call BookMore Details
Staybridge Suites Lakeland West An Ihg Hotel
+1-888-965-1860
3855 Don Emerson Dr., Lakeland, FL 33811 +1-888-965-1860 ~16.58 miles west of Winter Haven
  • Has swimming pool: Large outdoor pool.
  • 3 star Suburban hotel
From$89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Omni Orlando Resort at Championsgate in Championsgate
+1-888-788-5576
1500 Masters Blvd., Championsgate, FL 33896 +1-888-788-5576 ~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
  • 4-star Resort property
From$119
Average 3.0 /5 Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport
+1-888-897-9207
164 Thrive Rd., Davenport, FL 33896 +1-888-897-9207 ~17.92 miles north of Winter Haven
  • Pool details: Outdoor Pool
  • 4 star Suburban property
From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Alhambra Villas : 500 Cypress Pkwy.
+1-888-311-4278
500 Cypress Pkwy., Poinciana, FL 34759 +1-888-311-4278 ~18.37 miles east of Winter Haven
  • Has swimming pool: Outdoor pool
  • Mid-scale Resort property
From$49
Very good 4.0 /5 Reviews Call BookMore Details
Reunion Resort & Golf Club in Kissimmee
+1-888-469-4795
7593 Gathering Dr., Kissimmee, FL 34747 +1-888-469-4795 ~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$249
Average 3.0 /5 Reviews Call BookMore Details
Spectrum Resort Orlando : 7750 Sandy Ridge Dr.
+1-888-734-9421
7750 Sandy Ridge Dr., Kissimmee, FL 34747 +1-888-734-9421 ~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.
  • Mid-scale Resort hotel
From$100
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City : 4307 Sterling Commerce Dr.
+1-888-841-5292
4307 Sterling Commerce Dr., Lakeland, FL 33566 +1-888-841-5292 ~19.68 miles west of Winter Haven
  • With a pool!
  • Midscale Highway hotel
From$84
Very good 4.0 /5 Recent Reviews Call BookMore Details
Encore Resort Orlando : 7635 Fairfax Dr.
+1-888-455-5160
7635 Fairfax Dr., Kissimmee, FL 34747 +1-888-455-5160 ~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 Latest Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando : 7600 Mystic Dunes Lane
+1-888-965-8297
7600 Mystic Dunes Lane, Kissimmee, FL 34747 +1-888-965-8297 ~22.07 miles north of Winter Haven
  • Pool in hotel: 4 Outdoor Pools 8AM-11PM
  • High end Golf Course hotel
From$48
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel : 2102 North Park Rd.
+1-888-906-6358
2102 North Park Rd., Plant City, FL 33566 +1-888-906-6358 ~22.65 miles west of Winter Haven
  • Includes a swimming pool
  • 3-star Highway hotel
From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Westgate Town Center Resort
+1-888-749-6785
7700 a Westgate Blvd., Kissimmee, FL 34747 +1-888-749-6785 ~22.74 miles north of Winter Haven
  • Pool available: 14 pools - all outdoor; open 8am to 10pm
  • Affordable Resort hotel
From$55
Very good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Clermont West Kissimmee
+1-888-878-9982
9330 West Us Highway 192, Clermont, FL 34714 +1-888-878-9982 ~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.
  • Low priced Highway property
From$57
Very good 4.0 /5 Recent Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West
+1-888-389-4485
9240 Us Highway 192, Clermont, FL 34714 +1-888-389-4485 ~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 hotel
From$49
Average 3.5 /5 Reviews Call BookMore Details
Westgate Vacation Villas Resort
+1-888-389-4121
7700 B Westgate Blvd., Kissimmee, FL 34747 +1-888-389-4121 ~22.83 miles north of Winter Haven
  • Pool in hotel: 14 pools - all outdoor; open 8am to 10pm
  • Midscale Resort hotel
From$57
Very good 4.0 /5 Latest Reviews Call BookMore Details
Summer Bay Orlando by Exploria Resorts in Clermont
+1-888-675-2083
17805 Us Highway 192, Clermont, FL 34714 +1-888-675-2083 ~22.86 miles north of Winter Haven
  • Has swimming pool: There are 6 outdoor Heated pools.
  • Midscale Resort property
From$44
Very good 4.0 /5 Recent Reviews Call BookMore Details
Orbit One Vacation Villas : 2950 Entry
+1-800-716-8490
2950 Entry, Kissimmee, FL 34747 +1-800-716-8490 ~23.05 miles north of Winter Haven
  • Includes a pool: Outdoor Hot Tub(s) Outdoor Pool
  • 3-star Resort hotel
From$80
Very good 4.0 /5 Read Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway in Kissimmee
+1-800-805-5223
7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-800-805-5223 ~23.09 miles north of Winter Haven
  • Pool in hotel: 2 outdoor pools, the larger is heated seasonally Open from 8am-10pm Handicap lift on the second pool
  • 3 star Highway hotel
From$80
Average 3.5 /5 Latest Reviews Call BookMore Details
Hilton Vacation Club Aqua Sol Orlando West : 17777 Bali Blvd.
+1-888-965-1860
17777 Bali Blvd., Winter Garden, FL 34787 +1-888-965-1860 ~23.14 miles north of Winter Haven
  • Pool details: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • Midscale Resort property
From$38
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Kompose Boutique Resort at Theme Parks in Kissimmee
+1-888-788-5576
7491 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-788-5576 ~23.23 miles north of Winter Haven
  • Has swimming pool: Hotel has one indoor heated pool and one outdoor heated pool
  • 3-star Resort hotel
From$30
Terrible 1.5 /5 Reviews Call BookMore Details
Destiny Palms Hotel Maingate West in Kissimmee
+1-888-897-9207
8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-897-9207 ~23.32 miles north of Winter Haven
  • Pool available: Out door pool !
  • 3 star Resort hotel
From$37
Very good 4.0 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando
+1-888-311-4278
7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-311-4278 ~23.32 miles north of Winter Haven
  • Pool available: Outdoor pool
  • Inexpensive Resort hotel
From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Westgate Towers Resort in Kissimmee
+1-888-469-4795
7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-469-4795 ~23.33 miles north of Winter Haven
  • Pool available: 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 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando - Kissimmee
+1-888-734-9421
7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-734-9421 ~23.33 miles north of Winter Haven
  • Has swimming pool: Outdoor heated pool
  • 2 star Resort hotel
From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Galleria Palms Hotel - Kissimmee
+1-888-841-5292
3000 Maingate Lane, Kissimmee, FL 34747 +1-888-841-5292 ~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 hotel
From$44
Very good 4.0 /5 Recent Reviews Call BookMore Details
Margaritaville Resort Orlando in Kissimmee
+1-888-455-5160
8000 Fins Up Circle, Kissimmee, FL 34747 +1-888-455-5160 ~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.
  • High-end Resort property
From$189
Very good 4.0 /5 Reviews Call BookMore Details
Comfort Inn Kissimmee by Parks in Kissimmee
+1-888-965-8297
7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-965-8297 ~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 Recent Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort
+1-888-906-6358
8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-906-6358 ~23.46 miles north of Winter Haven
  • Our hotel comes with a pool
  • 4 star Resort hotel
From$89
Very good 4.0 /5 Recent Reviews Call BookMore Details
Voco Kissimmee Orlando Hotel
+1-888-749-6785
7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-749-6785 ~23.46 miles north of Winter Haven
  • Pool in hotel: Pool hours are 8:00AM - 11:00PM
  • Three Star Highway property
From$59
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks : 3011 Maingate Ln
+1-888-878-9982
3011 Maingate Ln, Kissimmee, FL 34747 +1-888-878-9982 ~23.48 miles north of Winter Haven
  • Pool available: Poolside Bar 2 Out-Door Heated Pools & Jacuzzi
  • Affordable Resort hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Back to Top