Our top choices for Lakeland - Winter Haven hotels

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Bay Lake

Trinity

₩183,137 total

includes taxes & fees

Jun 1 - Jun 2

Walt Disney World Dolphin

Bay Lake

Kevin

₩384,757 total

includes taxes & fees

Jun 5 - Jun 6

Vacation Village Orlando, Celebration

Kissimmee

Mario

₩147,179 total

includes taxes & fees

Jun 2 - Jun 3

In-room safe, laptop workspace, blackout drapes, iron/ironing board

Palazzo Lakeside Hotel

Kissimmee

Leonardo

₩99,044 total

includes taxes & fees

Jun 2 - Jun 3

2 outdoor pools, pool umbrellas, sun loungers

Disney's All-Star Music Resort

Lake Buena Vista

Erika

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Jade

₩164,731 total

includes taxes & fees

Jun 9 - Jun 10

Kompose Boutique Resort at Theme Parks

Kissimmee

Paulo Henrique

₩151,373 total

includes taxes & fees

May 31 - Jun 1

Best Western Plus Lakeland

Lakeland

Maraliz

₩154,976 total

includes taxes & fees

Jun 17 - Jun 18

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Bay Lake

Mirian

₩154,240 total

includes taxes & fees

Jun 9 - Jun 10

Caribe Royale Orlando

Orlando

Zhamilya

₩274,382 total

includes taxes & fees

Jun 2 - Jun 3

Margaritaville Resort Orlando with H2O Waterpark

Kissimmee

Francia

₩331,257 total

includes taxes & fees

Jun 3 - Jun 4

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

Laura

₩184,818 total

includes taxes & fees

Jun 10 - Jun 11

Galleria Palms Hotel

Kissimmee

Nicola

₩115,081 total

includes taxes & fees

Jun 1 - Jun 2

Egyptian cotton sheets, premium bedding, down comforters, in-room safe

Embassy Suites By Hilton Orlando Sunset Walk

Kissimmee

Alondra

₩276,639 total

includes taxes & fees

Jun 22 - Jun 23

Disney's All-Star Movies Resort

Lake Buena Vista

Denise

Florida Garden Motel Winter Haven Near Legoland

Winter Haven

₩105,380 total

includes taxes & fees

May 31 - Jun 1

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Lake Buena Vista

Gary

₩329,286 total

includes taxes & fees

Jun 4 - Jun 5

Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

Rebecca

₩179,307 total

includes taxes & fees

Jun 7 - Jun 8

Holiday Inn Express & Suites Lakeland South by IHG

Lakeland

Ron

₩197,378 total

includes taxes & fees

Jun 2 - Jun 3

Comfort Inn & Suites Lakeland North I-4

Lakeland

Victoria

₩158,672 total

includes taxes & fees

Jun 1 - Jun 2

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Vacation Rentals in Lakeland - Winter Haven

Condo

Vacation Village Orlando, Celebration

Kissimmee

"Great great stay currently my go to place to stay when I’m in town"

Aparthotel

6 outdoor pools, free cabanas, pool umbrellas

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Orlando

"Great stay enjoyed will stay again"

Aparthotel

Club Wyndham Cypress Palms

Kissimmee

"Nice, welcoming property. Would be great "home base" for families visiting Disney or other resorts"

Apartment

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Kissimmee

"Would stay again and so should you! "

Aparthotel

Landing Townhomes Davenport

Davenport

"Great place to stay with the family and dog. Friendly staff, fully functional kitchen. We will be back next year."

Aparthotel

Barefoot'n Resort Kissimmee Orlando

Kissimmee

"Excellent stay. Clean and spacious"

Hotel

Hilton Vacation Club Grand Beach Orlando

Orlando

"Great resort!!"

Aparthotel

WorldQuest Orlando Resort

Orlando

"The hospitality was remarkable. The front desk attendants Odette and LaKetra were both so pleasant and helpful. My family and I really enjoyed our time on the property. Thank you again team for all you do."

Aparthotel

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Davenport

"Everything about this property is awesome! Clean, spacious, convenient, affordable!! We had a great stay!"

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Stay near popular Lakeland - Winter Haven attractions

LEGOLAND® Florida

4.5/5 (2,150 reviews)

Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots.

See properties

Lakeland - Winter Haven and related destinations

Explore the family-friendly area of Lakeland - Winter Haven—lake views, baseball, and popular sights like LEGOLAND® Florida.

See all hotels in Lakeland - Winter Haven

Top Lakeland - Winter Haven Hotel Reviews

Destiny Palms Hotel Maingate West

10/10 Excellent

"every thing great staff friendly"

Westgate Town Center Resort

8/10 Good

"My stay at Westgate Resorts had both positives and areas for improvement. The resort itself is beautiful, very clean. We especially enjoyed the evening entertainment, pool area, and water park. However, the check-in experience was not very welcoming, and it was concerning to hear rooms might not be ready despite the 4:00 PM check-in time. There is no housekeeping and we had to call twice for towels. We dined at two restaurants on the property. At Amigos, the staff was friendly; however, the food quality did not meet expectations. In contrast, the food at Sid’s restaurant was very good, although the overall dining experience was impacted by slow and somewhat disorganized service. Despite the restaurant being approximately 75% empty, the wait time was around 45 minutes, and the staff did not appear particularly welcoming. On our third day, the power in our room went out. Maintenance addressed the issue promptly the following day, which we appreciated. Had we known the circuit breaker panel was located behind the mirror, the issue may have been resolved sooner. My main concern was the 10:00 AM checkout time, which feels unusually early. Extending checkout to 11:00 AM would significantly improve the guest experience. While I understand the operational need to prepare rooms for incoming guests, the current checkout policy can make departing guests feel rushed. Overall, property is beautiful improvement in customer service and hospitality would enhance guest experience."