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

Lakeland - Winter Haven Hotels with Outdoor or Indoor Pools

Best Western Auburndale Inn & Suites : 1008 Us Highway 92 West
+1-888-389-4121
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 Hotel 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 →
Staybridge Suites Winter Haven Auburndale : 305 5th St. Nw
+1-888-675-2083
305 5th St. Nw, Winter Haven, FL 33881 ~5.71 miles northeast of Lakeland - Winter Haven
  • We have a pool ready for use
  • Three Star property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Suites Conference Center - Winter Haven
+1-800-716-8490
5665 Cypress Gardens Blvd., Winter Haven, FL 33884 ~7.51 miles east of Lakeland - Winter Haven
  • Pool details: 8am-10pm Outdoor oversized pool
  • 2-star Lake hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Plus Winter Haven Inn & Suites  : 5801 Roosevelt Dr.
+1-800-805-5223
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.
  • Midscale Suburban property
From$49
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway - Lakeland
+1-888-965-1860
3630 Lakeside Village Blvd., Lakeland, FL 33803 ~10.26 miles west of Lakeland - Winter Haven
  • Pool details: Heated pool is open daily from 6am to 10pm
  • Midscale Suburban property
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Home2 Suites by Hilton Lakeland : 3610 Lakeside Village Boulevar
+1-888-788-5576
3610 Lakeside Village Boulevar, Lakeland, FL 33142 ~10.28 miles west of Lakeland - Winter Haven
  • Includes a pool: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Three Star property
From$50
Very Good 4.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East - Lakeland
+1-888-897-9207
4315 Lakeland Park Dr., Lakeland, FL 33809 ~11.57 miles northwest of Lakeland - Winter Haven
  • We have a pool ready for use
  • Midscale Highway property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Lakeland : 4420 North Socrum Loop Rd.
+1-888-311-4278
4420 North Socrum Loop Rd., Lakeland, FL 33809 ~11.59 miles northwest of Lakeland - Winter Haven
  • Pool details: 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
+1-888-469-4795
4502 North Socrum Loop Rd., Lakeland, FL 33809 ~11.63 miles northwest of Lakeland - Winter Haven
  • Has swimming pool: Outdoor Pool : Pool hours : 8 AM - 8 PM
  • Low-priced Highway hotel
From$63
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven
+1-888-734-9421
2953 Ridge Way, Lake Wales, FL 33859 ~11.64 miles east of Lakeland - Winter Haven
  • Has swimming pool
  • Affordable Suburban property
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4
+1-888-841-5292
4500 Lakeland Park Rd., Lakeland, FL 33809 ~11.68 miles northwest of Lakeland - Winter Haven
  • Pool available: 6am - 9pm
  • Mid-scale Suburban property
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Lakeland - Lakeland
+1-888-455-5160
939 West Robson St., Lakeland, FL 33805 ~11.75 miles northwest of Lakeland - Winter Haven
  • Includes a pool: Outdoor pool. Hours: Sunrise to Sunset. 45ft X 27ft.
  • 3 star Downtown hotel
Travelodge Lakeland in Lakeland
+1-888-965-8297
3425 Highway 98 North, Lakeland, FL 33809 ~11.94 miles northwest of Lakeland - Winter Haven
  • Includes a pool: 8am to sundown
  • Cheap Highway hotel
From$50
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Lakeland - Lakeland
+1-888-906-6358
3520 North Highway 98, Lakeland, FL 33809 ~12.10 miles northwest of Lakeland - Winter Haven
  • Includes a swimming pool
  • 3 star Highway hotel
From$81
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Lakeland Plant City
+1-888-749-6785
4307 Sterling Commerce Dr., Lakeland, FL 33566 ~15.22 miles west of Lakeland - Winter Haven
  • Pool in hotel
  • Three Star Highway property
From$84
Very Good 4.0 /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 →
Holiday Inn Express Suites Plant City An Ihg Hotel : 2102 North Park Rd.
+1-888-878-9982
2102 North Park Rd., Plant City, FL 33566 ~18.10 miles west of Lakeland - Winter Haven
  • Has swimming pool
  • Three Star Highway property
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South - Davenport
+1-888-389-4485
43824 Us Highway 27, Davenport, FL 33837 ~19.67 miles northeast of Lakeland - Winter Haven
  • Pool details: 10AM to 10PM 25000 gallons Outdoor
  • Two star Highway property
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South in Davenport
+1-888-389-4121
43824 Highway 27, Davenport, FL 33837 ~19.76 miles northeast of Lakeland - Winter Haven
  • Has swimming pool: 8 AM to 8PM 25000 gallons Outdoor
  • Economy Highway hotel
Hampton Inn by Hilton Plant City - Plant City
+1-888-675-2083
2702 Thonotosassa Rd., Plant City, FL 33563 ~20.79 miles west of Lakeland - Winter Haven
  • Has swimming pool: Heated Outdoor Pool - open from dawn until dusk
  • 3 star Highway hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Villatel Village - Davenport
+1-800-716-8490
1713 Oak Blossom Dr., Davenport, FL 33837 ~21.36 miles northeast of Lakeland - Winter Haven
  • Pool details: Each home has its own private pool.
  • Four star property
From$300
Average 3.0 /5 Latest Reviews Call BookMore Details
Omni Orlando Resort at Championsgate
+1-800-805-5223
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
  • Four star Resort hotel
From$119
Average 3.0 /5 Review Score Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport in Davenport
+1-888-965-1860
164 Thrive Rd., Davenport, IA 33896 ~22.53 miles northeast of Lakeland - Winter Haven
  • Pool in hotel: Outdoor Pool
  • 4-star Suburban hotel
From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Alhambra Villas
+1-888-788-5576
500 Cypress Pkwy., Poinciana, FL 34759 ~23.88 miles east of Lakeland - Winter Haven
  • Pool details: Outdoor pool
  • 3 star Resort property
From$49
Very Good 4.0 /5 Review Score Call BookMore Details
Reunion Resort & Golf Club
+1-888-897-9207
7593 Gathering Dr., Kissimmee, FL 34747 ~24.00 miles northeast of Lakeland - Winter Haven
  • Has swimming pool: 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 Latest Reviews Call BookMore Details
Hilton Vacation Club Mystic Dunes Orlando
+1-888-311-4278
7600 Mystic Dunes Lane, Kissimmee, FL 34747 ~26.58 miles northeast of Lakeland - Winter Haven
  • Pool details: 4 Outdoor Pools 8AM-11PM
  • Expensive Golf Course property
From$48
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Clermont West Kissimmee in Clermont
+1-888-469-4795
9330 West Us Highway 192, Clermont, FL 34714 ~26.63 miles north of Lakeland - Winter Haven
  • Pool available: Our outdoor pool is open from 10:00 AM to 10:00 PM. Our pool size is 22,024 gallons.
  • Cheap Highway property
From$57
Very Good 4.0 /5 Review Score Call BookMore Details
SureStay by Best Western Clermont Theme Park West
+1-888-734-9421
9240 Us Highway 192, Clermont, FL 34714 ~26.64 miles north of Lakeland - 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 property
From$49
Average 3.5 /5 Review Score Call BookMore Details
Summer Bay Orlando by Exploria Resorts : 17805 Us Highway 192
+1-888-841-5292
17805 Us Highway 192, Clermont, FL 34714 ~26.69 miles north of Lakeland - Winter Haven
  • Includes a pool: There are 6 outdoor Heated pools.
  • Three Star Resort property
From$44
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Orbit One Vacation Villas in Kissimmee
+1-888-455-5160
2950 Entry, Kissimmee, FL 34747 ~26.91 miles north of Lakeland - Winter Haven
  • Has swimming pool: Outdoor Hot Tub(s) Outdoor Pool
  • Mid-scale Resort property
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Liki Tiki Village : 17777 Bali Blvd.
+1-888-965-8297
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 hotel
From$38
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Westgate Town Center Resort in Kissimmee
+1-888-906-6358
A7700 Westgate Blvd., Kissimmee, FL 34747 ~27.16 miles northeast of Lakeland - Winter Haven
  • Pool details: 14 pools - all outdoor; open 8am to 10pm
  • Mid-scale Resort hotel
From$55
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Westgate Vacation Villas Resort
+1-888-749-6785
7700 Westgate Blvd., Kissimmee, FL 34747 ~27.28 miles northeast of Lakeland - Winter Haven
  • Includes a pool: 14 pools - all outdoor; open 8am to 10pm
  • Affordable Resort hotel
From$57
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort - Kissimmee
+1-888-878-9982
8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.60 miles north of Lakeland - Winter Haven
  • Includes a swimming pool
  • Four star Resort hotel
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Margaritaville Resort Orlando - Kissimmee
+1-888-389-4485
8000 Fins Up Circle, Kissimmee, FL 34747 ~27.64 miles northeast of Lakeland - Winter Haven
  • Pool details: 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
Ramada by Wyndham Kissimmee Gateway : 7470 West Irlo Bronson Memorial Highway
+1-888-389-4121
7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.68 miles northeast of Lakeland - Winter Haven
  • Includes a pool: 8 am- 10 pm 2 Outdoor pools (1 heated)
  • Mid-scale Resort hotel
From$32
Average 3.0 /5 Hotel Reviews Call BookMore Details
Westgate Towers Resort in Kissimmee
+1-888-675-2083
7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.75 miles northeast of Lakeland - Winter Haven
  • Has swimming pool: 3 heated outdoor pools, 3 spa tubs, 2 children pools; access to Westgate Town Center and Vacation Villas 14 pools and Waterpark(surcharge for waterpark applies).
  • Midscale Resort hotel
From$48
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Sonder Cirrus - Kissimmee
+1-800-716-8490
7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.79 miles northeast of Lakeland - Winter Haven
  • Includes a pool: Outdoor pool open 8 am - 11 pm
  • Mid-scale Highway property
From$59
Average 3.0 /5 Latest Reviews Call BookMore Details
Galleria Palms Hotel - Kissimmee
+1-800-805-5223
3000 Maingate Lane, Kissimmee, FL 34747 ~27.79 miles northeast of Lakeland - Winter Haven
  • Includes a pool: Outdoor heated pool with lounge chairs, tables and shade umbrellas. Pool towels are provided and pool is open daily from 8:00 AM to 11:00 PM.
  • Mid-scale Resort hotel
From$44
Very Good 4.0 /5 Read Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando
+1-888-965-1860
7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.80 miles northeast of Lakeland - Winter Haven
  • Includes a pool: Outdoor pool
  • Low-priced hotel
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando - Kissimmee
+1-888-788-5576
7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.81 miles northeast of Lakeland - Winter Haven
  • Includes a pool: Outdoor heated pool
  • Low Cost Resort hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn Kissimmee by Parks : 7675 West Irlo Bronson Memorial Highway
+1-888-897-9207
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
  • Three Star Downtown property
From$49
Average 3.0 /5 Reviews Call BookMore Details
The Grove Resort & Water Park Orlando - Winter Garden
+1-888-311-4278
14501 Grove Resort Ave., Winter Garden, FL 34787 ~27.85 miles north of Lakeland - Winter Haven
  • Pool available: The Springs Pools - Three outdoor pools and oversized hot tub Poolside Cabanas and Lounge Chairs Surfari Water Park featuring a FlowRider Double surf simulator, dual water slides, a 695 foot lazy river, kids’ activities pool and zero-entry pool.
  • Mid-scale Resort property
From$250
Average 3.0 /5 Hotel Reviews Call BookMore Details
Wyndham Orlando Resort & Conference Center Celebration Area : 3011 Maingate Ln
+1-888-469-4795
3011 Maingate Ln, Kissimmee, FL 34747 ~27.94 miles northeast of Lakeland - Winter Haven
  • Pool details: 24 hours 2 Out-Door Heated Pools & Jacuzzi
  • Affordable Resort property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Maingate Lakeside Resort in Kissimmee
+1-888-734-9421
7769 West Irlo Bronson Mem Highway, Kissimmee, FL 34747 ~27.96 miles northeast of Lakeland - Winter Haven
  • Pool in hotel: 3 Pools Heated Seasonally
  • Midscale Resort property
From$37
Poor 2.0 /5 Reviews Call BookMore Details
Melia Orlando Celebration : 225 Celebration Pl
+1-888-841-5292
225 Celebration Pl, Celebration, FL 34747 ~29.20 miles northeast of Lakeland - Winter Haven
  • Pool available: 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.
  • 4 star Suburban hotel
From$99
Average 3.0 /5 Hotel Reviews Call BookMore Details
Delta Hotels by Marriott™ Orlando Celebration - Kissimmee
+1-888-455-5160
2900 Pkwy. Blvd., Kissimmee, FL 34747 ~29.47 miles northeast of Lakeland - Winter Haven
  • Pool in hotel: 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.
  • Midscale Resort hotel
From$49
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn
+1-888-965-8297
6815 Gall Blvd., Zephyrhills, FL 33542 ~29.59 miles northwest of Lakeland - Winter Haven
  • Pool available: Outdoor pool 7a-9p. No lifeguard on duty.
  • Two star Highway hotel
From$74
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Parkway International Resort : 6200 Safari Trl
+1-888-906-6358
6200 Safari Trl, Kissimmee, FL 34747 ~29.62 miles northeast of Lakeland - Winter Haven
  • Pool details: 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 Read Reviews Call BookMore Details
Residence Inn by Marriott Orlando Flamingo Crossings
+1-888-749-6785
2111 Flagler Ave., Winter Garden, FL 34787 ~29.77 miles north of Lakeland - Winter Haven
  • Pool details: 7AM-10PM, Outdoor
  • High-end Resort hotel
From$125
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Tampa East (Casino Area)
+1-888-878-9982
11740 Tampa Gateway Blvd., Seffner, FL 33584 ~29.79 miles west of Lakeland - Winter Haven
  • Pool in hotel: Pool open 7 days a week from 8 am-8pm. Due to Covid hours of operations and limited capacity is in place.
  • Three Star Highway property
From$99
Average 3.0 /5 Read Reviews Call BookMore Details

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