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 +1-888-389-4121 ~5.07 miles north of Lakeland - Winter Haven
  • Pool in hotel: 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 Latest Reviews Call BookMore Details
Staybridge Suites Winter Haven Auburndale
+1-888-675-2083
305 5th St. Nw, Winter Haven, FL 33881 +1-888-675-2083 ~5.71 miles northeast of Lakeland - Winter Haven
  • Pool available: Outdoor
  • Mid-scale property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Plus Winter Haven Inn & Suites 
+1-800-716-8490
5801 Roosevelt Dr., Winter Haven, FL 33884 +1-800-716-8490 ~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$49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Winter Haven : 6225 Cypress Gardens Blvd. Se
+1-800-805-5223
6225 Cypress Gardens Blvd. Se, Winter Haven, FL 33884 +1-800-805-5223 ~7.81 miles east of Lakeland - Winter Haven
  • We have a pool ready for use
  • Three Star hotel
From$65
Very Good 4.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Lakeland in Lakeland
+1-888-965-1860
511 West Lime St., Lakeland, FL 33815 +1-888-965-1860 ~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 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Lakeland South Polk Parkway : 3630 Lakeside Village Blvd.
+1-888-788-5576
3630 Lakeside Village Blvd., Lakeland, FL 33803 +1-888-788-5576 ~10.26 miles west of Lakeland - Winter Haven
  • Pool available: Heated pool is open daily from 6am to 10pm
  • 3 star Suburban hotel
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Lakeland South Polk Parkway
+1-888-897-9207
3610 Lakeside Village Boulevar, Lakeland, FL 33142 +1-888-897-9207 ~10.28 miles west of Lakeland - Winter Haven
  • Pool details: Open From 6:00am to 10:00pm and its an outdoor pool .
  • Affordable hotel
From$80
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Best Western Mulberry Hotel
+1-888-311-4278
2525 State Rd. 60 East, Mulberry, FL 33860 +1-888-311-4278 ~10.49 miles southwest of Lakeland - Winter Haven
  • Includes a pool: Outdoor and pool is open from sunset to sundwon
  • Affordable Highway hotel
From$57
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lakeland East : 4315 Lakeland Park Dr.
+1-888-469-4795
4315 Lakeland Park Dr., Lakeland, FL 33809 +1-888-469-4795 ~11.57 miles northwest of Lakeland - Winter Haven
  • With a pool!
  • Three Star Highway hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Pointe Lakeland I 4
+1-888-734-9421
4321 Lakeland Park Dr., Lakeland, FL 33809 +1-888-734-9421 ~11.58 miles northwest of Lakeland - Winter Haven
  • Pool details: Dawn to Dusk
  • Three Star Highway property
From$40
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Lakeland - Lakeland
+1-888-841-5292
4420 North Socrum Loop Rd., Lakeland, FL 33809 +1-888-841-5292 ~11.59 miles northwest of Lakeland - Winter Haven
  • Pool available: Out Door 9 AM-9PM
  • 3-star Suburban property
From$100
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Lake Wales North Winter Haven in Lake Wales
+1-888-455-5160
2953 Ridge Way, Lake Wales, FL 33859 +1-888-455-5160 ~11.64 miles east of Lakeland - Winter Haven
  • Our hotel comes with a pool
  • Three Star Suburban property
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Staybridge Suites Lakeland West An Ihg Hotel - Lakeland
+1-888-965-8297
3855 Don Emerson Dr., Lakeland, FL 33811 +1-888-965-8297 ~11.67 miles west of Lakeland - Winter Haven
  • Pool details: Large outdoor pool.
  • Three Star Suburban property
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Lakeland North I 4
+1-888-906-6358
4500 Lakeland Park Rd., Lakeland, FL 33809 +1-888-906-6358 ~11.68 miles northwest of Lakeland - Winter Haven
  • Pool available: 6am - 9pm
  • 3-star Suburban hotel
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Lakeland in Lakeland
+1-888-749-6785
3425 Highway 98 North, Lakeland, FL 33809 +1-888-749-6785 ~11.94 miles northwest of Lakeland - Winter Haven
  • Pool available: 8am to sundown
  • Low-priced Highway property
From$50
Very Good 4.0 /5 Read Reviews Call BookMore Details
Home2 Suites Lakeland North I 4
+1-888-878-9982
3610 Hopewell Ave., Lakeland, FL 33809 +1-888-878-9982 ~12.06 miles northwest of Lakeland - Winter Haven
  • Includes a pool: Outdoor pool is open from dawn to dusk.
  • 3 star Highway property
From$80
Average 3.0 /5 Guest 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 ~12.09 miles northwest of Lakeland - Winter Haven
  • Pool available: We have an Outdoor Pool onsite.
  • Cheap Lake hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Lakeland North I-4
+1-888-389-4121
3520 North Highway 98, Lakeland, FL 33809 +1-888-389-4121 ~12.10 miles northwest of Lakeland - Winter Haven
  • We have a pool ready for use
  • 3-star Highway hotel
From$81
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Lake Wales : 22900 Us Highway 27
+1-888-675-2083
22900 Us Highway 27, Lake Wales, FL 33859 +1-888-675-2083 ~13.16 miles east of Lakeland - Winter Haven
  • Pool in hotel: Outdoor pool 6am-11pm
  • Affordable Highway hotel
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fairfield by Marriott Lakeland Plant City in Lakeland
+1-800-716-8490
4307 Sterling Commerce Dr., Lakeland, FL 33566 +1-800-716-8490 ~15.17 miles west of Lakeland - Winter Haven
  • Our hotel comes with a pool
  • Three Star Highway property
From$84
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Suites Plant City An Ihg Hotel
+1-800-805-5223
2102 North Park Rd., Plant City, FL 33566 +1-800-805-5223 ~18.10 miles west of Lakeland - Winter Haven
  • Pool in hotel
  • Mid-scale Highway property
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Ramada by Wyndham Davenport Orlando South
+1-888-965-1860
43824 Us 27, Davenport, FL 33837 +1-888-965-1860 ~19.76 miles northeast of Lakeland - Winter Haven
  • Pool details: 8 AM to 8PM 25000 gallons Outdoor
  • Affordable Highway hotel
Hampton Inn Orlando Maingate South - Davenport
+1-888-788-5576
44117 Highway 27, Davenport, FL 33897 +1-888-788-5576 ~19.97 miles northeast of Lakeland - Winter Haven
  • Pool available: ON SITE
  • Mid-scale Highway property
From$88
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn by Hilton Plant City
+1-888-897-9207
2702 Thonotosassa Rd., Plant City, FL 33563 +1-888-897-9207 ~20.33 miles west of Lakeland - Winter Haven
  • Pool in hotel: 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 in Davenport
+1-888-311-4278
1713 Oak Blossom Dr., Davenport, FL 33837 +1-888-311-4278 ~21.36 miles northeast of Lakeland - Winter Haven
  • Pool details: Each home has its own private pool.
  • High end hotel
From$300
Average 3.0 /5 Review Score Call BookMore Details
Omni Orlando Resort at Championsgate
+1-888-469-4795
1500 Masters Blvd., Championsgate, FL 33896 +1-888-469-4795 ~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
  • High-end Resort property
From$119
Average 3.0 /5 Read Reviews Call BookMore Details
Home2 Suites by Hilton Orlando South Davenport : 164 Thrive Rd.
+1-888-734-9421
164 Thrive Rd., Davenport, FL 33896 +1-888-734-9421 ~22.53 miles northeast of Lakeland - Winter Haven
  • Includes a pool: Outdoor Pool
  • 4 star Suburban property
From$100
Average 3.0 /5 Reviews Call BookMore Details
Alhambra Villas
+1-888-841-5292
500 Cypress Pkwy., Poinciana, FL 34759 +1-888-841-5292 ~23.88 miles east of Lakeland - Winter Haven
  • Pool available: Outdoor pool
  • 3 star Resort property
From$49
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Reunion Resort & Golf Club : 7593 Gathering Dr.
+1-888-455-5160
7593 Gathering Dr., Kissimmee, FL 34747 +1-888-455-5160 ~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$249
Average 3.0 /5 Reviews Call BookMore Details
Spectrum Resort Orlando in Kissimmee
+1-888-965-8297
7750 Sandy Ridge Dr., Kissimmee, FL 34747 +1-888-965-8297 ~24.08 miles northeast of Lakeland - Winter Haven
  • Pool available: 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.
  • Midscale Resort hotel
From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Encore Resort Orlando - Kissimmee
+1-888-906-6358
7635 Fairfax Dr., Kissimmee, FL 34747 +1-888-906-6358 ~24.90 miles northeast of Lakeland - Winter Haven
  • Pool in hotel: 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 in Kissimmee
+1-888-749-6785
7600 Mystic Dunes Lane, Kissimmee, FL 34747 +1-888-749-6785 ~26.58 miles northeast of Lakeland - Winter Haven
  • Pool available: 4 Outdoor Pools 8AM-11PM
  • 4-star Golf Course hotel
From$48
Very Good 4.0 /5 Latest 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 ~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.
  • Low priced Highway hotel
From$57
Very Good 4.0 /5 Latest Reviews Call BookMore Details
SureStay by Best Western Clermont Theme Park West in Clermont
+1-888-389-4485
9240 Us Highway 192, Clermont, FL 34714 +1-888-389-4485 ~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.
  • Affordable Highway hotel
From$49
Average 3.5 /5 Latest Reviews Call BookMore Details
Summer Bay Orlando by Exploria Resorts
+1-888-389-4121
17805 Us Highway 192, Clermont, FL 34714 +1-888-389-4121 ~26.69 miles north of Lakeland - Winter Haven
  • Has swimming pool: There are 6 outdoor Heated pools.
  • Mid-scale Resort property
From$44
Very Good 4.0 /5 Review Score Call BookMore Details
Orbit One Vacation Villas : 2950 Entry
+1-888-675-2083
2950 Entry, Kissimmee, FL 34747 +1-888-675-2083 ~26.91 miles north of Lakeland - Winter Haven
  • Pool available: Outdoor Hot Tub(s) Outdoor Pool
  • Midscale Resort property
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Vacation Club Aqua Sol Orlando West : 17777 Bali Blvd.
+1-800-716-8490
17777 Bali Blvd., Winter Garden, FL 34787 +1-800-716-8490 ~27.00 miles north of Lakeland - Winter Haven
  • Pool in hotel: Liki Tiki has (3) pools Outdoor Pools 8AM-11PM
  • 3-star Resort property
From$38
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Westgate Town Center Resort
+1-800-805-5223
7700 a Westgate Blvd., Kissimmee, FL 34747 +1-800-805-5223 ~27.16 miles northeast of Lakeland - Winter Haven
  • Has swimming pool: 14 pools - all outdoor; open 8am to 10pm
  • Three Star Resort property
From$55
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Westgate Vacation Villas Resort
+1-888-965-1860
7700 B Westgate Blvd., Kissimmee, FL 34747 +1-888-965-1860 ~27.28 miles northeast of Lakeland - Winter Haven
  • Pool available: 14 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
+1-888-788-5576
8536 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-788-5576 ~27.43 miles north of Lakeland - Winter Haven
  • Pool in hotel: Out door pool !
  • Mid-scale Resort property
From$37
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Ramada by Wyndham Kissimmee Gateway - Kissimmee
+1-888-897-9207
7470 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-897-9207 ~27.59 miles northeast of Lakeland - Winter Haven
  • Pool in hotel: 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 Hotel Reviews Call BookMore Details
Holiday Inn Club Vacations Orlando Orange Lake Resort : 8505 West Irlo Bronson Memorial Highway
+1-888-311-4278
8505 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-311-4278 ~27.60 miles north of Lakeland - Winter Haven
  • Includes a swimming pool
  • 4 star Resort hotel
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Margaritaville Resort Orlando : 8000 Fins Up Circle
+1-888-469-4795
8000 Fins Up Circle, Kissimmee, FL 34747 +1-888-469-4795 ~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 Hotel Reviews Call BookMore Details
Kompose Boutique Resort at Theme Parks : 7491 West Irlo Bronson Memorial Highway
+1-888-734-9421
7491 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-734-9421 ~27.71 miles northeast of Lakeland - Winter Haven
  • Pool available: Hotel has one indoor heated pool and one outdoor heated pool
  • Three Star Resort hotel
From$30
Not Good 1.5 /5 Reviews Call BookMore Details
Westgate Towers Resort - Kissimmee
+1-888-841-5292
7600 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-841-5292 ~27.75 miles northeast of Lakeland - 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).
  • Mid-scale Resort hotel
From$48
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Grove Resort & Water Park
+1-888-455-5160
14501 Grove Resort Ave., Orlando, FL 34787 +1-888-455-5160 ~27.75 miles north of Lakeland - Winter Haven
  • Pool details: 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.
  • Expensive Resort property
From$100
Average 3.0 /5 Recent Reviews Call BookMore Details
Voco Kissimmee Orlando Hotel : 7888 West Irlo Bronson Memorial Highway
+1-888-965-8297
7888 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-965-8297 ~27.79 miles northeast of Lakeland - Winter Haven
  • Has swimming pool: Pool hours are 8am - 11 pm
  • Three Star Highway property
From$59
Average 3.0 /5 Latest Reviews Call BookMore Details
Galleria Palms Hotel
+1-888-906-6358
3000 Maingate Lane, Kissimmee, FL 34747 +1-888-906-6358 ~27.79 miles northeast of Lakeland - Winter Haven
  • Has swimming 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.
  • 3-star Resort property
From$44
Very Good 4.0 /5 Review Score Call BookMore Details
Travelodge by Wyndham Kissimmee / Orlando - Kissimmee
+1-888-749-6785
7475b West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-749-6785 ~27.80 miles northeast of Lakeland - Winter Haven
  • Pool details: Outdoor pool
  • 2 star Resort hotel
From$49
Average 3.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Kissimmee / Orlando : 7475 West Irlo Bronson Memorial Highway
+1-888-878-9982
7475 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747 +1-888-878-9982 ~27.81 miles northeast of Lakeland - Winter Haven
  • Has swimming pool: Outdoor heated pool
  • Two star Resort property
From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
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