Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Lakeland - Winter Haven Hotels with Outdoor or Indoor Pools

Best Western Auburndale Inn & Suites in Auburndale 1008 Us Highway 92 West, Auburndale, FL 33823 ~5.07 miles north of Lakeland - Winter Haven
  • Has swimming pool: Our outdoor heated pool measures 450 square feet and it is open year around from dawn until dusk.
  • 3-star Highway property
From$84
Very Good 4.0 /5 Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Lakeland - Winter Haven" Get Alexa Skill →
Hampton Inn Winter Haven 202 Cypress Gardens Blvd., Winter Haven, FL 33880 ~5.48 miles east of Lakeland - Winter Haven
  • Pool in hotel: Seasonally heated outdoor pool, open from 7 AM to 10 PM.
  • Mid-scale Downtown property
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Staybridge Suites Winter Haven Auburndale 305 5th St. Nw, Winter Haven, FL 33881 ~5.71 miles northeast of Lakeland - Winter Haven
  • Has swimming pool: Outdoor
  • 3-star property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Best Western Plus Winter Haven Inn & Suites : 5801 Roosevelt Dr. 5801 Roosevelt Dr., Winter Haven, FL 33884 ~7.68 miles east of Lakeland - Winter Haven
  • Pool available: Sparkling outdoor pool open daily 10 AM - 8 PM, weather permitting.
  • Three Star Suburban hotel
From$50
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Winter Haven 6225 Cypress Gardens Blvd. Se, Winter Haven, FL 33884 ~7.81 miles east of Lakeland - Winter Haven
  • Pool in hotel
  • 3-star hotel
From$65
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Lakeland 511 West Lime St., Lakeland, FL 33815 ~9.85 miles west of Lakeland - Winter Haven
  • Pool in hotel: Outdoor Heated Swimming Pool
  • Affordable Convention Center property
From$119
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway : 3630 Lakeside Village Blvd. 3630 Lakeside Village Blvd., Lakeland, FL 33803 ~10.26 miles west of Lakeland - Winter Haven
  • Pool in hotel: Heated pool is open daily from 6am to 10pm
  • 3 star Suburban property
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Lakeland South Polk Parkway 3610 Lakeside Village Boulevar, Lakeland, FL 33142 ~10.28 miles west of Lakeland - Winter Haven
  • Pool available: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Midscale property
From$80
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Best Western Mulberry Hotel 2525 State Rd. 60 East, Mulberry, FL 33860 ~10.49 miles southwest of Lakeland - Winter Haven
  • Has swimming pool: Outdoor and pool is open from sunset to sundwon
  • 3 star Highway property
From$57
Average 3.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East 4315 Lakeland Park Dr., Lakeland, FL 33809 ~11.57 miles northwest of Lakeland - Winter Haven
  • Includes a pool
  • Affordable Highway hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Clarion Pointe Lakeland I 4 : 4321 Lakeland Park Dr. 4321 Lakeland Park Dr., Lakeland, FL 33809 ~11.58 miles northwest of Lakeland - Winter Haven
  • Pool in hotel: Dawn to Dusk
  • Midscale Highway property
From$40
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Lakeland 4420 North Socrum Loop Rd., Lakeland, FL 33809 ~11.59 miles northwest of Lakeland - Winter Haven
  • Includes a pool: Out Door 9 AM-9PM
  • 3-star Suburban property
From$100
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven - Lake Wales 2953 Ridge Way, Lake Wales, FL 33859 ~11.64 miles east of Lakeland - Winter Haven
  • We have a pool ready for use
  • Three Star Suburban property
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 - Lakeland 4500 Lakeland Park Rd., Lakeland, FL 33809 ~11.68 miles northwest of Lakeland - Winter Haven
  • Pool available: 6am - 9pm
  • Midscale Suburban property
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Premier Lakeland North - Lakeland 3260 Us Highway 98 North, Lakeland, FL 33805 ~11.76 miles northwest of Lakeland - Winter Haven
  • Has swimming pool: Large Outdoor
  • Midscale Highway property
From$55
Average 3.0 /5 Hotel Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Lakeland - Winter Haven" Get Alexa Skill →
La Quinta Inn & Suites by Wyndham Lakeland West 1024 Lakeland Park Center Dr., Lakeland, FL 33809 ~12.02 miles northwest of Lakeland - Winter Haven
  • Pool in hotel
  • Affordable Highway property
From$119
Average 3.0 /5 Review Score Call BookMore Details
Home2 Suites Lakeland North I 4 in Lakeland 3610 Hopewell Ave., Lakeland, FL 33809 ~12.06 miles northwest of Lakeland - Winter Haven
  • Pool details: Outdoor pool is open from dawn to dusk.
  • Midscale Highway property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Lakeland North I-4 : 3520 Us Highway 98 North 3520 Us Highway 98 North, Lakeland, FL 33809 ~12.10 miles northwest of Lakeland - Winter Haven
  • Pool details: We have an Outdoor Pool onsite.
  • 3 star Highway hotel
From$81
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Lake Wales : 22900 Us Highway 27 22900 Us Highway 27, Lake Wales, FL 33859 ~13.16 miles east of Lakeland - Winter Haven
  • Pool in hotel: Outdoor pool 6am-11pm
  • 3 star Highway property
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City in Lakeland 4307 Sterling Commerce Dr., Lakeland, FL 33566 ~15.17 miles west of Lakeland - Winter Haven
  • Includes a swimming pool
  • Mid-scale Highway property
From$84
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel - Plant City 2102 North Park Rd., Plant City, FL 33566 ~18.10 miles west of Lakeland - Winter Haven
  • We have a pool
  • Affordable Highway property
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Ramada by Wyndham Davenport Orlando South 43824 Us 27, Davenport, FL 33837 ~19.76 miles northeast of Lakeland - Winter Haven
  • Includes a pool: 8 AM to 8PM 25000 gallons Outdoor
  • 3-star Highway hotel
Hampton Inn Orlando Maingate South in Davenport 44117 Highway 27, Davenport, FL 33897 ~19.97 miles northeast of Lakeland - Winter Haven
  • Has swimming pool: ON SITE
  • Affordable Highway hotel
From$88
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn by Hilton Plant City in Plant City 2702 Thonotosassa Rd., Plant City, FL 33563 ~20.33 miles west of Lakeland - Winter Haven
  • Has swimming pool: Heated Outdoor Pool - open from dawn until dusk
  • Midscale Highway property
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Villatel Village in Davenport 1713 Oak Blossom Dr., Davenport, FL 33837 ~21.36 miles northeast of Lakeland - Winter Haven
  • Includes a pool: Each home has its own private pool.
  • High end hotel
From$300
Average 3.0 /5 Recent Reviews Call BookMore Details
Omni Orlando Resort at Championsgate 1500 Masters Blvd., Championsgate, FL 33896 ~22.23 miles northeast of Lakeland - 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
  • High-end Resort hotel
From$119
Average 3.0 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport in Davenport 164 Thrive Rd., Davenport, FL 33896 ~22.53 miles northeast of Lakeland - Winter Haven
  • Pool details: Outdoor Pool
  • Expensive Suburban property
From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Alhambra Villas 500 Cypress Pkwy., Poinciana, FL 34759 ~23.88 miles east of Lakeland - Winter Haven
  • Pool details: Outdoor pool
  • Three Star Resort property
From$49
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Reunion Resort & Golf Club : 7593 Gathering Dr. 7593 Gathering Dr., Kissimmee, FL 34747 ~24.00 miles northeast of Lakeland - Winter Haven
  • Pool details: 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 Hotel Reviews Call BookMore Details
Encore Resort Orlando : 7635 Fairfax Dr. 7635 Fairfax Dr., Kissimmee, FL 34747 ~24.90 miles northeast of Lakeland - Winter Haven
  • Pool details: 10:00am to 7:00pm summer 10:00am to dusk fall, winter and spring Outdoor pool including water park - Slide !
  • Four-star Resort property
From$125
Average 3.0 /5 Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando : 7600 Mystic Dunes Lane 7600 Mystic Dunes Lane, Kissimmee, FL 34747 ~26.58 miles northeast of Lakeland - Winter Haven
  • Pool in hotel: 4 Outdoor Pools 8AM-11PM
  • 4-star Golf Course hotel
From$48
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn Clermont West Kissimmee in Clermont 9330 West Us Highway 192, Clermont, FL 34714 ~26.63 miles north of Lakeland - Winter Haven
  • Has swimming pool: Our outdoor pool is open from 10:00 AM to 10:00 PM. Our pool size is 22,024 gallons.
  • Economical Highway hotel
From$57
Very Good 4.0 /5 Recent Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West 9240 Us Highway 192, Clermont, FL 34714 ~26.64 miles north of Lakeland - Winter Haven
  • Pool available: Pool hours : 9 am to 9 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
Summer Bay Orlando MOD Collection by Sonesta in Clermont 17805 Us Highway 192, Clermont, FL 34714 ~26.69 miles north of Lakeland - Winter Haven
  • Pool in hotel: There are 6 outdoor Heated pools.
  • 3-star Resort hotel
From$44
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Clermont Se – West Orlando 105 Summer Bay Blvd., Clermont, FL 34714 ~26.78 miles north of Lakeland - Winter Haven
  • Pool available: 6 Springs Pools - outdoors
  • Three Star Resort property
From$99
Average 3.5 /5 Review Score Call BookMore Details
Orbit One Vacation Villas 2950 Entry, Kissimmee, FL 34747 ~26.91 miles north of Lakeland - Winter Haven
  • Includes a pool: Outdoor Hot Tub(s) Outdoor Pool
  • Three Star Resort property
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Vacation Club Aqua Sol Orlando West in Winter Garden 17777 Bali Blvd., Winter Garden, FL 34787 ~27.00 miles north of Lakeland - Winter Haven
  • Pool details: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • Three Star Resort property
From$38
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Westgate Town Center Resort in Kissimmee 7700 a Westgate Blvd., Kissimmee, FL 34747 ~27.16 miles northeast of Lakeland - Winter Haven
  • Includes a pool: 11 pools - all outdoor; open 8am to 10pm
  • Mid-scale Resort property
From$55
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Westgate Vacation Villas Resort - Kissimmee 7700 B Westgate Blvd., Kissimmee, FL 34747 ~27.28 miles northeast of Lakeland - Winter Haven
  • Includes a pool: 11 pools - all outdoor; open 8am to 10pm
  • Midscale Resort property
From$57
Very Good 4.0 /5 Review Score Call BookMore Details
Destiny Palms Hotel Maingate West 8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.43 miles north of Lakeland - Winter Haven
  • Includes a pool: Out door pool !
  • Affordable Resort hotel
From$37
Very Good 4.0 /5 Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway : 7470 West Irlo Bronson Memorial Highway 7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.59 miles northeast of Lakeland - Winter Haven
  • Includes a pool: 2 outdoor pools, the larger is heated seasonally Open from 8am-10pm Handicap lift on the second pool
  • Midscale Highway property
From$80
Average 3.5 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort in Kissimmee 8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.60 miles north of Lakeland - Winter Haven
  • Pool in hotel
  • High-end Resort property
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Margaritaville Resort Orlando - Kissimmee 8000 Fins Up Circle, Kissimmee, FL 34747 ~27.64 miles northeast of Lakeland - Winter Haven
  • Pool details: 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 hotel
From$169
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Westgate Towers Resort 7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.75 miles northeast of Lakeland - Winter Haven
  • Has swimming 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).
  • 3-star Resort property
From$48
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Voco Kissimmee Orlando Hotel in Kissimmee 7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.79 miles northeast of Lakeland - Winter Haven
  • Pool in hotel: Pool hours are 8:00AM - 11:00PM
  • 3 star Highway property
From$59
Average 3.0 /5 Read Reviews Call BookMore Details
Galleria Palms Hotel in Kissimmee 3000 Maingate Lane, Kissimmee, FL 34747 ~27.79 miles northeast of Lakeland - 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.
  • Midscale Resort hotel
From$44
Very Good 4.0 /5 Review Score Call BookMore Details
The Adventure Hotel by The Parks : 7675 West Irlo Bronson Memorial Highway 7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.84 miles northeast of Lakeland - Winter Haven
  • Pool available: Outdoor whirpool and Pool open from 9am-11pm
  • Mid-scale Downtown property
From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks in Kissimmee 3011 Maingate Lane, Kissimmee, FL 34747 Website ~27.91 miles northeast of Lakeland - Winter Haven
  • Has swimming pool: 2 Outdoor Heated Pools & Hot Tub Open from 8am to 11pm
  • Mid-scale Resort property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Melia Orlando Celebration : 225 Celebration Pl 225 Celebration Pl, Celebration, FL 34747 ~29.20 miles northeast of Lakeland - Winter Haven
  • Pool in hotel: 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 property
From$99
Average 3.0 /5 Read Reviews Call BookMore Details
Delta Hotels by Marriott™ Orlando Celebration in Kissimmee 2900 Pkwy. Blvd., Kissimmee, FL 34747 ~29.50 miles northeast of Lakeland - Winter Haven
  • Includes a pool: Pool Hours are 7am-10pm. We have two outdoor resort-style large pools. One of the pool has a 40 foot water slide. We also have two outdoor hot tubs and one kiddie splash zone.
  • Mid-scale Resort hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details

Next: Show All Available Lakeland - Winter Haven Hotels with Pricing
Back to Top