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

Lakeland - Winter Haven Hotels with Outdoor or Indoor Pools

Best Western Auburndale Inn & Suites - Auburndale
+1-888-389-4121
1008 Us Highway 92 West, Auburndale, FL 33823 ~5.07 miles north of Lakeland - Winter Haven
  • Pool available: Our outdoor heated pool measures 450 square feet and it is open year around from dawn until dusk.
  • Mid-scale Highway hotel
From$84
Very Good 4.0 /5 Recent 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
+1-888-675-2083
305 5th St. Nw, Winter Haven, FL 33881 ~5.71 miles northeast of Lakeland - Winter Haven
  • Includes a pool: Outdoor
  • Mid-scale property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Best Western Plus Winter Haven Inn & Suites 
+1-800-716-8490
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.
  • Mid-scale Suburban hotel
From$49
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Winter Haven
+1-800-805-5223
6225 Cypress Gardens Blvd. Se, Winter Haven, FL 33884 ~7.81 miles east of Lakeland - Winter Haven
  • With a pool!
  • Mid-scale hotel
From$65
Very Good 4.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Lakeland
+1-888-965-1860
511 West Lime St., Lakeland, FL 33815 ~9.85 miles west of Lakeland - Winter Haven
  • Includes a pool: Outdoor Heated Swimming Pool
  • 3-star Convention Center property
From$119
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway - Lakeland
+1-888-788-5576
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 hotel
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Home2 Suites by Hilton Lakeland South Polk Parkway - Lakeland
+1-888-897-9207
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 .
  • Mid-scale hotel
From$80
Very Good 4.5 /5 Read Reviews Call BookMore Details
Best Western Mulberry Hotel in Mulberry
+1-888-311-4278
2525 State Rd. 60 East, Mulberry, FL 33860 ~10.49 miles southwest of Lakeland - Winter Haven
  • Pool available: Outdoor and pool is open from sunset to sundwon
  • 3 star Highway property
From$57
Average 3.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East in Lakeland
+1-888-469-4795
4315 Lakeland Park Dr., Lakeland, FL 33809 ~11.57 miles northwest of Lakeland - Winter Haven
  • Has a pool!
  • 3 star Highway property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Clarion Pointe Lakeland I 4 - Lakeland
+1-888-734-9421
4321 Lakeland Park Dr., Lakeland, FL 33809 ~11.58 miles northwest of Lakeland - Winter Haven
  • Includes a pool: Dawn to Dusk
  • 3-star Highway property
From$40
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Lakeland
+1-888-841-5292
4420 North Socrum Loop Rd., Lakeland, FL 33809 ~11.59 miles northwest of Lakeland - Winter Haven
  • Pool in hotel: Out Door 9 AM-9PM
  • Midscale Suburban property
From$100
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven - Lake Wales
+1-888-455-5160
2953 Ridge Way, Lake Wales, FL 33859 ~11.64 miles east of Lakeland - Winter Haven
  • Includes a swimming pool
  • Midscale Suburban hotel
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Staybridge Suites Lakeland West An Ihg Hotel : 3855 Don Emerson Dr.
+1-888-965-8297
3855 Don Emerson Dr., Lakeland, FL 33811 ~11.67 miles west of Lakeland - Winter Haven
  • Includes a pool: Large outdoor pool.
  • 3 star Suburban hotel
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4 - Lakeland
+1-888-906-6358
4500 Lakeland Park Rd., Lakeland, FL 33809 ~11.68 miles northwest of Lakeland - Winter Haven
  • Has swimming pool: 6am - 9pm
  • 3-star Suburban hotel
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Lakeland - Lakeland
+1-888-749-6785
3425 Highway 98 North, Lakeland, FL 33809 ~11.94 miles northwest of Lakeland - Winter Haven
  • Has swimming pool: 8am to sundown
  • Cheap Highway hotel
From$50
Very Good 4.0 /5 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 →
Home2 Suites Lakeland North I 4 in Lakeland
+1-888-878-9982
3610 Hopewell Ave., Lakeland, FL 33809 ~12.06 miles northwest of Lakeland - Winter Haven
  • Pool details: Outdoor pool is open from dawn to dusk.
  • Mid-scale Highway property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Lakeland in Lakeland
+1-888-389-4485
3520 North Highway 98, Lakeland, FL 33809 ~12.10 miles northwest of Lakeland - Winter Haven
  • Includes a swimming pool
  • Midscale Highway hotel
From$81
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City - Lakeland
+1-888-389-4121
4307 Sterling Commerce Dr., Lakeland, FL 33566 ~15.17 miles west of Lakeland - Winter Haven
  • We have a pool ready for use
  • 3-star Highway hotel
From$84
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel : 2102 North Park Rd.
+1-888-675-2083
2102 North Park Rd., Plant City, FL 33566 ~18.10 miles west of Lakeland - Winter Haven
  • Includes a pool
  • Three Star Highway hotel
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Ramada by Wyndham Davenport Orlando South
+1-800-716-8490
43824 Us 27, Davenport, FL 33837 ~19.76 miles northeast of Lakeland - Winter Haven
  • Has swimming pool: 8 AM to 8PM 25000 gallons Outdoor
  • Midscale Highway property
Hampton Inn by Hilton Plant City in Plant City
+1-800-805-5223
2702 Thonotosassa Rd., Plant City, FL 33563 ~20.33 miles west of Lakeland - Winter Haven
  • Pool available: Heated Outdoor Pool - open from dawn until dusk
  • 3-star Highway hotel
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Villatel Village : 1713 Oak Blossom Dr.
+1-888-965-1860
1713 Oak Blossom Dr., Davenport, FL 33837 ~21.36 miles northeast of Lakeland - Winter Haven
  • Pool in hotel: Each home has its own private pool.
  • High-end hotel
From$300
Average 3.0 /5 Guest Reviews Call BookMore Details
Omni Orlando Resort at Championsgate in Championsgate
+1-888-788-5576
1500 Masters Blvd., Championsgate, FL 33896 ~22.23 miles northeast of Lakeland - 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 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport - Davenport
+1-888-897-9207
164 Thrive Rd., Davenport, FL 33896 ~22.53 miles northeast of Lakeland - Winter Haven
  • Pool details: Outdoor Pool
  • Four star Suburban property
From$100
Average 3.0 /5 Read Reviews Call BookMore Details
Alhambra Villas
+1-888-311-4278
500 Cypress Pkwy., Poinciana, FL 34759 ~23.88 miles east of Lakeland - Winter Haven
  • Pool details: Outdoor pool
  • Three Star Resort hotel
From$49
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Reunion Resort & Golf Club : 7593 Gathering Dr.
+1-888-469-4795
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 hotel
From$309
Average 3.0 /5 Read Reviews Call BookMore Details
Spectrum Resort Orlando in Kissimmee
+1-888-734-9421
7750 Sandy Ridge Dr., Kissimmee, FL 34747 ~24.08 miles northeast of Lakeland - 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.
  • 3-star Resort property
From$100
Average 3.0 /5 Recent Reviews Call BookMore Details
Encore Resort Orlando - Kissimmee
+1-888-841-5292
7635 Fairfax Dr., Kissimmee, FL 34747 ~24.90 miles northeast of Lakeland - Winter Haven
  • Has swimming pool: 10:00am to 7:00pm summer 10:00am to dusk fall, winter and spring Outdoor pool including water park - Slide !
  • 4 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 ~26.58 miles northeast of Lakeland - Winter Haven
  • Pool in hotel: 4 Outdoor Pools 8AM-11PM
  • Four star Golf Course property
From$48
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Clermont West Kissimmee
+1-888-965-8297
9330 West Us Highway 192, Clermont, FL 34714 ~26.63 miles north of Lakeland - Winter Haven
  • Pool details: Our outdoor pool is open from 10:00 AM to 10:00 PM. Our pool size is 22,024 gallons.
  • Low Cost Highway property
From$57
Very Good 4.0 /5 Review Score Call BookMore Details
SureStay by Best Western Clermont Theme Park West
+1-888-906-6358
9240 Us Highway 192, Clermont, FL 34714 ~26.64 miles north of Lakeland - Winter Haven
  • Pool in hotel: Pool hours : 10 am to 10 pm. It is outdoor pool. And it is from 3 ft to 6 ft.
  • Midscale Highway hotel
From$49
Average 3.5 /5 Hotel Reviews Call BookMore Details
Summer Bay Orlando by Exploria Resorts
+1-888-749-6785
17805 Us Highway 192, Clermont, FL 34714 ~26.69 miles north of Lakeland - Winter Haven
  • Has swimming pool: There are 6 outdoor Heated pools.
  • 3 star Resort property
From$44
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express And Suites Clermont Se West Orlando by IHG in Clermont
+1-888-878-9982
105 Summer Bay Blvd., Clermont, FL 34714 ~26.78 miles north of Lakeland - Winter Haven
  • Pool details: 6 Springs Pools - outdoors
  • 3 star Resort property
From$89
Average 3.0 /5 Reviews Call BookMore Details
Orbit One Vacation Villas
+1-888-389-4485
2950 Entry, Kissimmee, FL 34747 ~26.91 miles north of Lakeland - Winter Haven
  • Has swimming pool: Outdoor Hot Tub(s) Outdoor Pool
  • Midscale Resort property
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Vacation Club Aqua Sol Orlando West
+1-888-389-4121
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
  • Affordable Resort hotel
From$38
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Westgate Town Center Resort in Kissimmee
+1-888-675-2083
7700 a Westgate Blvd., Kissimmee, FL 34747 ~27.16 miles northeast of Lakeland - Winter Haven
  • Pool details: 14 pools - all outdoor; open 8am to 10pm
  • 3 star Resort property
From$55
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Westgate Vacation Villas Resort in Kissimmee
+1-800-716-8490
7700 B Westgate Blvd., Kissimmee, FL 34747 ~27.28 miles northeast of Lakeland - Winter Haven
  • Pool available: 14 pools - all outdoor; open 8am to 10pm
  • Mid-scale Resort hotel
From$57
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Destiny Palms Hotel Maingate West - Kissimmee
+1-800-805-5223
8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.43 miles north of Lakeland - Winter Haven
  • Pool in hotel: Out door pool !
  • Midscale Resort hotel
From$37
Very Good 4.0 /5 Read Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway
+1-888-965-1860
7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.59 miles northeast of Lakeland - Winter Haven
  • Pool available: 2 outdoor pools, the larger is heated seasonally Open from 8am-10pm Handicap lift on the second pool
  • Mid-scale Highway property
From$80
Average 3.5 /5 Recent Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort in Kissimmee
+1-888-788-5576
8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.60 miles north of Lakeland - Winter Haven
  • We have a pool ready for use
  • 4 star Resort hotel
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn & Suites by The Parks : 2945 Entry Point Blvd.
+1-888-897-9207
2945 Entry Point Blvd., Kissimmee, FL 34747 ~27.62 miles northeast of Lakeland - Winter Haven
  • Has swimming pool: Pool Hours 9:00 am to 9:00 pm. Pool size 15 feet x 25 feet. Heated in winter from December to February.
  • 3 star Resort property
From$52
Average 3.0 /5 Guest Reviews Call BookMore Details
Margaritaville Resort Orlando : 8000 Fins Up Circle
+1-888-311-4278
8000 Fins Up Circle, Kissimmee, FL 34747 ~27.64 miles northeast of Lakeland - Winter Haven
  • Has swimming pool: 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 hotel
From$189
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Kompose Boutique Resort at Theme Parks
+1-888-469-4795
7491 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.71 miles northeast of Lakeland - Winter Haven
  • Pool in hotel: Hotel has one indoor heated pool and one outdoor heated pool
  • 3 star Resort property
From$30
Not Good 1.5 /5 Recent Reviews Call BookMore Details
Westgate Towers Resort in Kissimmee
+1-888-734-9421
7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.75 miles northeast of Lakeland - 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 hotel
From$48
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Grove Resort & Water Park - Orlando
+1-888-841-5292
14501 Grove Resort Ave., Orlando, FL 34787 ~27.75 miles north of Lakeland - Winter Haven
  • Pool available: 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 Read Reviews Call BookMore Details
Galleria Palms Hotel
+1-888-455-5160
3000 Maingate Lane, Kissimmee, FL 34747 ~27.79 miles northeast of Lakeland - 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.
  • 3 star Resort hotel
From$44
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando
+1-888-965-8297
7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.80 miles northeast of Lakeland - Winter Haven
  • Has swimming pool: Outdoor pool
  • Economy Resort hotel
From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando - Kissimmee
+1-888-906-6358
7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.81 miles northeast of Lakeland - Winter Haven
  • Pool available: Outdoor heated pool
  • Low Cost Resort property
From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn Kissimmee by Parks - Kissimmee
+1-888-749-6785
7675 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 ~27.84 miles northeast of Lakeland - Winter Haven
  • Pool in hotel: Outdoor whirpool and Pool open from 9am-11pm
  • Affordable Downtown hotel
From$49
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Resort Kissimmee by The Parks
+1-888-878-9982
3011 Maingate Ln, Kissimmee, FL 34747 ~27.94 miles northeast of Lakeland - Winter Haven
  • Pool in hotel: 24 hours 2 Out-Door Heated Pools & Jacuzzi
  • Affordable Resort hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details

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