Our top choices for Lakeland - Winter Haven hotels

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

Bay Lake

Trinity

₩158,157 total

includes taxes & fees

Jun 21 - Jun 22

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Jade

₩166,148 total

includes taxes & fees

Jun 9 - Jun 10

Walt Disney World Dolphin

Bay Lake

Mandy

₩389,446 total

includes taxes & fees

Jun 5 - Jun 6

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

Laura

₩187,068 total

includes taxes & fees

Jun 9 - Jun 10

SpringHill Suites by Marriott Lakeland

Downtown Lakeland

Breasia

₩257,512 total

includes taxes & fees

Jun 16 - Jun 17

Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room) | Desk, laptop workspace, blackout drapes, iron/ironing board

Best Western Plus Winter Haven Inn & Suites

Winter Haven

Evelyn

₩223,415 total

includes taxes & fees

May 31 - Jun 1

Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Karen

₩274,630 total

includes taxes & fees

Jun 9 - Jun 10

Best Western Plus Lakeland

Lakeland

Melissa

₩156,860 total

includes taxes & fees

Jun 1 - Jun 2

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

Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

ALTON

₩207,780 total

includes taxes & fees

Jun 14 - Jun 15

Disney's Art Of Animation Resort

Bay Lake

Alejandro

Hampton Inn Orlando-Maingate South

Davenport

Maria

₩168,170 total

includes taxes & fees

Jun 7 - Jun 8

Wyndham Grand Orlando Resort Bonnet Creek

Orlando

Caitlin

₩333,999 total

includes taxes & fees

Jun 3 - Jun 4

Caribe Royale Orlando

Orlando

Zhamilya

₩277,709 total

includes taxes & fees

Jun 2 - Jun 3

Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

Jerry

₩215,018 total

includes taxes & fees

Jun 14 - Jun 15

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

Bay Lake

Mirian

₩149,995 total

includes taxes & fees

Jun 9 - Jun 10

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

Bay Lake

Viannoris

₩166,660 total

includes taxes & fees

Jun 9 - Jun 10

Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

Rebecca

₩179,932 total

includes taxes & fees

Jun 12 - Jun 13

Comfort Inn & Suites Lakeland North I-4

Lakeland

Victoria

₩168,475 total

includes taxes & fees

Jun 1 - Jun 2

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Lake Wales

Lotie

₩228,562 total

includes taxes & fees

Jun 7 - Jun 8

2 outdoor pools, pool umbrellas, sun loungers

Disney's All-Star Movies Resort

Lake Buena Vista

Denise

View all properties

Vacation Rentals in Lakeland - Winter Haven

Condo

Vacation Village Orlando, Celebration

Kissimmee

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

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."

Cabin

Camp Mack Lodge, Marina & RV Resort

Lake Wales

"Camp Mack is a wonderful place to stay!"

Hotel

Hilton Vacation Club Grand Beach Orlando

Orlando

"Great resort!!"

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

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

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

"Great place for families "

Aparthotel

Barefoot'n Resort Kissimmee Orlando

Kissimmee

"Clean room would book again, great service"

Apartment

Champions Gate condos by UNE

Champions Gate

"My kids really enjoyed staying here! I couldn’t get them to leave! So clean and beautiful. I will be back for sure!"

Apartment

Landing Apartments Lakeland Near Winston

Lakeland

"Everything was clean. The apartment and property were beautiful. Nice and quiet. Beautiful, clean pool. Everything was well maintained."

See all vacation 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

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

8/10 Good

"The hotel stay was good"

Margaritaville Resort Orlando with H2O Waterpark

4/10 Poor

"The check-in date was a bit disappointing. There were people smoking weed on the balcony next to my room, and the smell permeated several floors. The staff at the poolside bar, where there’s a kiddie park, were incredibly slow and unresponsive when trying to get their attention. The beds were also quite hard. The water park was crowded and understaffed, with some rides closed due to insufficient lifeguards. The food was mediocre and unappetizing, but the coffee at the provisions cafe was great."

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent

"Property is very clean. From the rooms to pool area and the grounds. Staff keeps you informed with daily updates on anything going on. Maintenance crew was great. Our air conditioner stopped working. They were out and had it fixed and running in an hour. This was our second time staying here. Will definitely come back."