Our top choices for Lakeland - Winter Haven hotels

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

Bay Lake

Trinity

₩157,775 total

includes taxes & fees

Jun 10 - Jun 11

Walt Disney World Dolphin

Bay Lake

Mandy

₩388,498 total

includes taxes & fees

Jun 5 - Jun 6

Vacation Village Orlando, Celebration

Kissimmee

Ebony

₩148,611 total

includes taxes & fees

May 30 - May 31

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

Palazzo Lakeside Hotel

Kissimmee

Rodney

₩107,149 total

includes taxes & fees

Jun 3 - Jun 4

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

₩165,662 total

includes taxes & fees

Jun 10 - Jun 11

Kompose Boutique Resort at Theme Parks

Kissimmee

Paulo Henrique

₩226,819 total

includes taxes & fees

May 31 - Jun 1

Best Western Plus Lakeland

Lakeland

Melissa

₩156,482 total

includes taxes & fees

Jun 3 - Jun 4

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

Bay Lake

Mirian

₩149,995 total

includes taxes & fees

Jun 8 - Jun 9

Caribe Royale Orlando

Orlando

Zhamilya

₩277,049 total

includes taxes & fees

Jun 2 - Jun 3

Margaritaville Resort Orlando with H2O Waterpark

Kissimmee

Natjaree

₩334,477 total

includes taxes & fees

May 31 - Jun 1

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

Laura

₩186,614 total

includes taxes & fees

Jun 10 - Jun 11

Galleria Palms Hotel

Kissimmee

Nicola

₩137,594 total

includes taxes & fees

May 28 - May 29

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

Embassy Suites By Hilton Orlando Sunset Walk

Kissimmee

Neeraj

₩279,330 total

includes taxes & fees

Jun 3 - Jun 4

Disney's All-Star Movies Resort

Lake Buena Vista

Denise

Florida Garden Motel Winter Haven Near Legoland

Winter Haven

₩106,405 total

includes taxes & fees

May 28 - May 29

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Lake Buena Vista

Shyrie Monet

₩318,576 total

includes taxes & fees

Jun 2 - Jun 3

Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

Rebecca

₩179,932 total

includes taxes & fees

Jun 12 - Jun 13

Holiday Inn Express & Suites Lakeland South by IHG

Lakeland

Canisha

₩199,298 total

includes taxes & fees

May 30 - May 31

Comfort Inn & Suites Lakeland North I-4

Lakeland

Victoria

₩168,068 total

includes taxes & fees

Jun 1 - Jun 2

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Vacation Rentals in Lakeland - Winter Haven

Aparthotel

Villas At Regal Palms

Highlands Reserve

"Great place! Will be back again very clean and staff is very helpful!"

Condo

Vacation Village Orlando, Celebration

Kissimmee

"Great place, great price. Would definitely stay again."

Aparthotel

Club Wyndham Cypress Palms

Kissimmee

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

Aparthotel

6 outdoor pools, free cabanas, pool umbrellas

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Orlando

"Great place to stay!!"

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."

Apartment

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

Kissimmee

"Would stay again and so should you! "

Cabin

Camp Mack Lodge, Marina & RV Resort

Lake Wales

"Camp Mack is a wonderful place to stay!"

Vacation Home

Doppio Westside

Davenport

"The property exceeded our expectations. There was communication with the host and the instructions provided were detailed and easy to navigate for a seamless stay. It was a quiet location close enough to the major parks. We will definitely look to stay here again when we return to Florida. The decor was clean and modern, felt like home away from home. "

Aparthotel

Barefoot'n Resort Kissimmee Orlando

Kissimmee

"Clean room would book again, great service"

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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

Westgate Town Center Resort

2/10 Terrible

"Very difficult to to in the Hotel know it ms booked online"

The Grove Resort & Water Park Orlando

6/10 Okay

"Okay resort, would say it’s more of a 3 star than a 4 star. Checked in at 10pm and it was still a 30 min wait. Carpets in the hallways smell really bad and the resort is just very confusing in general. Not many elevators for such large buildings which made the wait long, usually 10 min wait to be able to get on. Not many food options either for such a large resort and all of them close early. Rooms were dusty, washing machine had mold inside and dishwasher smelled. Crowd was a little rambunctious, while we were there there was a fight at the waterpark where cops had to be called. I’d say ok for a short stay but not sure if it’s a good place to stay for more than a few days."

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent

"The property was beautiful, clean and the staff was great. The only problem I had was the representative pushing me to take a two hour tour for their timeshare opportunities. The more I said no the more he tried to give me extra incentives to take the tour. He was too pushy and wouldn’t take no for an answer until I tore up the form and asked for my parking pass. Other than that my stay was great. They offer free bikes to ride, put-put golf, and shuffleboard. I was able to have my Walmart order delivered with no problem. We will book there again."

Ramada by Wyndham Davenport Orlando South

4/10 Poor

"We had to have our room changed since the toilet wouldn’t flush properly. The gym was down. The pool was green. The breakfast is not the breakfast you think at normal hotels. The main part of the hotel smells horrible. The second room we got the shower leaked from the base on to the floor. The second room ac was okay. I will say they are doing some remodeling. That was not mentioned anywhere when I reserved. I got this hotel for the gym and couldn’t use it. Only plus side is they had washer and dryer for us to use. But the wash charged me twice. I can promise I will never stay at another Ramada again!"