Our top choices for Lakeland - Winter Haven hotels

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

Bay Lake

Rene

HK$577 total

includes taxes & fees

20 Jul - 21 Jul

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Marcy

HK$630 total

includes taxes & fees

19 Jul - 20 Jul

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

Best Western Plus Winter Haven Inn & Suites

Winter Haven

GERARD

HK$1,086 total

includes taxes & fees

5 Jul - 6 Jul

Best Western Plus Lakeland

Lakeland

Jessica

HK$766 total

includes taxes & fees

6 Jul - 7 Jul

Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Xiomara

HK$1,237 total

includes taxes & fees

17 Jul - 18 Jul

Hyatt Place Lakeland Center

Downtown Lakeland

Yadira

HK$941 total

includes taxes & fees

11 Jul - 12 Jul

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

Melissa

HK$630 total

includes taxes & fees

15 Jul - 16 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$683 total

includes taxes & fees

26 Jul - 27 Jul

Walt Disney World Dolphin

Bay Lake

Blaine

HK$2,285 total

includes taxes & fees

17 Jul - 18 Jul

Disney's Art Of Animation Resort

Bay Lake

Robert

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

Bay Lake

Qianqian

HK$826 total

includes taxes & fees

20 Jul - 21 Jul

Holiday Inn Express Bartow by IHG

Bartow

Scott

HK$817 total

includes taxes & fees

12 Jul - 13 Jul

Home2 Suites By Hilton Lakeland North I-4

Lakeland

Wanda

HK$929 total

includes taxes & fees

12 Jul - 13 Jul

Caribe Royale Orlando

Orlando

Charles Wellington

HK$1,826 total

includes taxes & fees

21 Jul - 22 Jul

Comfort Inn & Suites Lakeland North I-4

Lakeland

Victoria

HK$827 total

includes taxes & fees

12 Jul - 13 Jul

Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

SHANNON

HK$1,063 total

includes taxes & fees

26 Jul - 27 Jul

5 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

Omni Orlando Resort at ChampionsGate

Champions Gate

Anna

HK$1,861 total

includes taxes & fees

7 Jul - 8 Jul

Hampton Inn Winter Haven

Winter Haven

Yamil

HK$1,008 total

includes taxes & fees

22 Jul - 23 Jul

Holiday Inn Winter Haven by IHG

Winter Haven

Maxim

HK$966 total

includes taxes & fees

26 Jul - 27 Jul

2 outdoor pools, pool umbrellas, pool loungers

Disney's All-Star Music Resort

Lake Buena Vista

Skyla

View all properties

Holiday Rentals in Lakeland - Winter Haven

Aparthotel

Club Wyndham Cypress Palms

Kissimmee

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

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."

Apartment

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

Kissimmee

"Would stay again and so should you! "

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

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

"Excellent stay. Everything was perfect."

Holiday Home

Formosa Valley Resort by UNE Homes

Kissimmee

"Excellent house, very confortable, everything was clean.. very very recommendable "

Holiday Home

King Ensuite Private Bath Shared Home

Solterra Resort

"Clean room"

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."

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

The Grove Resort & Water Park Orlando

10/10 Excellent

"We traveled as a family of 3 with a child to visit Theam park. Resort was amazing location could not be any better. Balcony view at least from our room was amazing. Rooms need some small maintenance nothing crasy, dishwasher was a bit rusty due to detergent they provide, first time in my life I have seen detergent for dishwasher in powder. I am apliance repair tech so ironic. I never see that in my practice. Dryer in room works but dirty, heats up but does not dry cloth had to use balcony to dry towels. If you think about it like if book regular hotel you would spend same amount of money but will not have kitchen that is very helpfull, i can take those small cons not a big deal. Otherwise staff is wonderfull very helpful, pools are good , location is amazing utilise Walmart 😂, will save you tons of money on dining. Over all we are happy."

Hilton Vacation Club Aqua Sol Orlando West

8/10 Good

"We had 11 people 2 ajoined rooms.We called often for amenities they were very prompt. Was disappointed by the mini golf because it wasnt open for most of our stay.Nor was there anyone there every time we checked.Room was nice and clean. We visited activity center it was ok.Overall was an ok stay.They really need to be more on top of the activities in my opinion.The pool was closed due to lightening many times. The communication was lacking for the closings of pools. One pool opened an hour before the other during the storm and we weren't aware."

Westgate Vacation Villas Resort

8/10 Good

"The furniture are out dated and very little closet space. The apartments/rooms are very clean. It is very family friendly and safe for all families. It is a very diverse environment. Please keep this in mind Westgate is a timeshare Resort company. They are going to try to sell you a timeshare. Enjoy vacation with your love ones."

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent

"Title: A perfect tropical paradise with world-class service!" The saying First Impression is your Last Impression, "I recently stayed at the Margaritaville Resort Orlando and had an absolutely wonderful experience. From the moment we arrived, the hospitality from the staff was exceptional. Every team member we encountered was welcoming, professional, and went above and beyond to make our stay special.The accommodations were spectacular. Our room was incredibly clean, spacious, and beautifully decorated with a bright, refreshing island vibe. The bed was exceptionally comfortable, and the housekeeping team did a flawless job keeping everything spotless throughout our entire stay.The resort amenities are top-notch. We thoroughly enjoyed relaxing by the beautiful, lagoon-style pools, and the food at the onsite restaurants was delicious. The entire property has a fun, laid-back atmosphere that makes it the perfect place to unwind after a busy day at the nearby theme parks. I highly recommend this resort to anyone looking for a clean, relaxing, and incredibly friendly place to stay in Orlando. We will definitely be back!""