Our top choices for Lakeland - Winter Haven hotels

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

Bay Lake

Rene

HK$513 total

includes taxes & fees

26 Jul - 27 Jul

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Marcy

HK$517 total

includes taxes & fees

22 Jul - 23 Jul

Best Western Plus Lakeland

Lakeland

Jessica

HK$766 total

includes taxes & fees

5 Jul - 6 Jul

Desk, laptop workspace, blackout curtains, iron/ironing board

Best Western Plus Winter Haven Inn & Suites

Winter Haven

GERARD

HK$1,117 total

includes taxes & fees

12 Jul - 13 Jul

Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Xiomara

HK$1,237 total

includes taxes & fees

31 Jul - 1 Aug

Disney's Art Of Animation Resort

Bay Lake

Robert

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Lake Wales

Jenna

HK$1,151 total

includes taxes & fees

12 Jul - 13 Jul

Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers

Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

JANINE

HK$560 total

includes taxes & fees

27 Jul - 28 Jul

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

Bay Lake

Qianqian

HK$826 total

includes taxes & fees

22 Jul - 23 Jul

Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

SHANNON

HK$1,063 total

includes taxes & fees

26 Jul - 27 Jul

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

Melissa

HK$630 total

includes taxes & fees

12 Jul - 13 Jul

Comfort Inn & Suites Lakeland North I-4

Lakeland

Victoria

HK$834 total

includes taxes & fees

5 Jul - 6 Jul

Caribe Royale Orlando

Orlando

Charles Wellington

HK$1,694 total

includes taxes & fees

19 Jul - 20 Jul

Disney's Animal Kingdom Lodge

Bay Lake

Cassandra

Walt Disney World Dolphin

Bay Lake

Blaine

HK$2,285 total

includes taxes & fees

17 Jul - 18 Jul

Holiday Inn Winter Haven by IHG

Winter Haven

Maxim

HK$966 total

includes taxes & fees

26 Jul - 27 Jul

Holiday Inn Express & Suites Lakeland South by IHG

Lakeland

Jorge

HK$1,071 total

includes taxes & fees

12 Jul - 13 Jul

2 outdoor pools, pool umbrellas, pool loungers

Disney's All-Star Movies Resort

Lake Buena Vista

Denise

Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

LISBETH

HK$963 total

includes taxes & fees

13 Jul - 14 Jul

Hampton Inn & Suites Tampa East (Casino Area)

Seffner

Anderson

HK$884 total

includes taxes & fees

19 Jul - 20 Jul

View all properties

Holiday Rentals in Lakeland - Winter Haven

Condo

Vacation Village Orlando, Celebration

Kissimmee

"Great stay"

Aparthotel

6 outdoor pools, free pool cabanas, pool umbrellas

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Orlando

"I can’t wait to come back again, Best place for family Vacation!!!"

Aparthotel

2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

Orlando

"Clean roon, amazing staff, great location. Will stay there again"

Apartment

Landing Apartments Lakeland Near Winston

Lakeland

"Everything was excellent except the fees are a bit high for a 3 day stay."

Aparthotel

Club Wyndham Cypress Palms

Kissimmee

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

Holiday Home

King Ensuite Private Bath Shared Home

Solterra Resort

"Clean room"

Apartment

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

Kissimmee

"Would stay again and so should you! "

Aparthotel

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

"Excellent stay. Everything was perfect."

Apartment

Landing Furnished Apartments Davenport near Northeast Regional Park

Davenport

"Great place to stay for families. The apartment was very clean, comfortable, and really nice overall. Everything during our stay was good. Check-in was smooth and easy with no hold-ups, and the property was easy to find. It’s a family-friendly place with a welcoming atmosphere, and we would definitely stay here again."

Cabin

Camp Mack Lodge, Marina & RV Resort

Lake Wales

"Camp Mack is a wonderful place to stay!"

See all holiday rentals

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Stay near popular Lakeland - Winter Haven attractions

A detailed model of a cityscape with various buildings, including a tall skyscraper, a modern building, and a historic building with a red roof.

LEGOLAND® Florida

9.0/10 (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

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

See all hotels in Lakeland - Winter Haven

A vintage airplane and a classic car parked in front of a building with a sign that reads "Fantasy of Flight".

Top Lakeland - Winter Haven Hotel Reviews

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent

"It was great.. Love that they have a provisions place to get the odds and ends you dont think you need on a vacation or things you forgot to bring, like a razor.. LOL. Pool was awesome. H2O Water Park within walking distance and included was amazing.."

Spectrum Resort Villas Orlando and Waterparks

10/10 Excellent

"From the moment you walk in you feel right at home. Staff was always friendly and willing to help. Clean and organized. The house had everything you may need. From laundry unit inside to a full kitchen. Huge bonus was the water parks that we had access to. Definitely will be back."

Hilton Vacation Club Aqua Sol Orlando West

8/10 Good

"Room was clean and spacious. The kids enjoyed the water park even though it was closed most of the day due to thunderstorms. When they were finally able to get in, they had a great time. Haven't been here since it was liki tiki but still just as great as it was then. Will definitely be going back."