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Our top choices for Lakeland - Winter Haven hotels

A hotel room with two beds, a desk, a microwave, a TV, and a painting on the wall.

1. Best Western Plus Winter Haven Inn & Suites

Winter Haven

Maria

HK$1,146 total

includes taxes & fees

15 Nov - 16 Nov

A modern hotel reception area with a wooden reception desk, a seating area with a table and chairs, and a large wall with geometric patterns.

2. Holiday Inn Express Lake Wales N-Winter Haven by IHG

Lake Wales

Jessica

HK$1,186 total

includes taxes & fees

22 Nov - 23 Nov

A Hampton Inn hotel with a clear entrance, a covered waiting area, and a sign indicating a clearance of 13'6".

3. Hampton Inn Winter Haven

Winter Haven

Maria Andrea

HK$1,038 total

includes taxes & fees

22 Nov - 23 Nov

A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

4. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

Jacqueline

HK$1,178 total

includes taxes & fees

8 Nov - 9 Nov

A Holiday Inn hotel with a clear entrance, multiple flags, and a covered parking area.

5. Holiday Inn Winter Haven by IHG

Winter Haven

Jova Jane

HK$1,037 total

includes taxes & fees

8 Nov - 9 Nov

A swimming pool area with people playing with building blocks.

6. LEGOLAND Beach Retreat

Winter Haven

Efrayn

HK$2,056 total

includes taxes & fees

13 Nov - 14 Nov

An outdoor seating area with sofas, chairs, and a fire pit.

7. Home2 Suites By Hilton Winter Haven

Winter Haven

Joseph

HK$1,233 total

includes taxes & fees

24 Nov - 25 Nov

An outdoor patio with a fire pit, wicker furniture, and a checkered wall.

8. SpringHill Suites by Marriott Lakeland

Downtown Lakeland

Raul

HK$1,099 total

includes taxes & fees

22 Nov - 23 Nov

A hotel room with two beds, a nightstand, a lamp, and a window with curtains.

9. Best Western Plus Lakeland

Lakeland

Cindy

HK$814 total

includes taxes & fees

10 Nov - 11 Nov

A large hotel with multiple floors, a central courtyard, and a reflective water feature.

10. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

Michael

HK$825 total

includes taxes & fees

29 Nov - 30 Nov

A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

11. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

MELINDA

HK$1,536 total

includes taxes & fees

29 Nov - 30 Nov

A buffet with various food items in metal containers, a coffee station, and a sign indicating a vegetarian omelet option.

12. Holiday Inn Express Bartow by IHG

Bartow

STEVE

HK$932 total

includes taxes & fees

2 Dec - 3 Dec

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

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

Bay Lake

Robert

HK$668 total

includes taxes & fees

24 Nov - 25 Nov

A hotel lobby with a blue sofa set, a red chair, a patterned carpet, and large windows offering a view of the outdoors.

14. Comfort Inn & Suites Lakeland North I-4

Lakeland

Tommy

HK$784 total

includes taxes & fees

30 Nov - 1 Dec

A large hotel with a distinctive pyramid-shaped building, a central courtyard with palm trees, and a body of water reflecting the structure.

15. Walt Disney World Dolphin

Bay Lake

Alana

HK$1,942 total

includes taxes & fees

29 Nov - 30 Nov

An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.

16. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Melissa

HK$861 total

includes taxes & fees

29 Nov - 30 Nov

An outdoor patio with teal chairs and a fire pit, large windows, and a covered area with string lights.

17. Home2 Suites By Hilton Lakeland North I-4

Lakeland

Anniuska Gigato

HK$1,002 total

includes taxes & fees

23 Nov - 24 Nov

A swimming pool with a large star decoration in the background.

18. Disney's All Star Sports Resort

Lake Buena Vista

Theresa

HK$1,407 total

includes taxes & fees

9 Nov - 10 Nov

A pool area with lounge chairs, a fire pit, and palm trees.

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

Bay Lake

James

HK$755 total

includes taxes & fees

24 Nov - 25 Nov

An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.

20. Signia by Hilton Orlando - An Official Walt Disney World® Hotel

Orlando

Carlos

HK$1,829 total

includes taxes & fees

17 Nov - 18 Nov

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Holiday Rentals in Lakeland - Winter Haven

Condo

A living room with a sofa, two armchairs, a coffee table, a TV stand, a ceiling fan, and a large window with a view of greenery.

Alhambra Villas by Coolvacay

Solivita

"Friendly staff,"

Aparthotel

A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

Vacation Village Orlando, Celebration

Kissimmee

"Great place to stay at a great place."

Condo

An outdoor patio area with wicker furniture, a fire pit, and a view of a pool and greenery.

Parkway International Resort by Coolvacay

Kissimmee

"Very clean and friendly staff."

Aparthotel

A swimming pool with a waterfall feature, lounge chairs, and a gazebo.

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Orlando

"great place to stay!"

Aparthotel

A two-story house with a porch, surrounded by palm trees and greenery.

Barefoot'n Resort Kissimmee Orlando

Kissimmee

"My favorite place to stay in Kissimmee"

Aparthotel

A resort with multiple swimming pools, a pirate ship-themed water attraction, and lush greenery.

Lake Buena Vista Resort Village & Spa

Orlando

"Great property and location with a lovely pool"

Aparthotel

Bahama Bay Resort

Bahama Bay

"Had a wonderful stay at Bahama Bay Resort. The property was clean, comfortable, and had everything we needed for a relaxing stay. The resort itself was beautiful and peaceful, and the location was convenient. Everything went smoothly from check-in to check-out. Would definitely stay here again!"

Holiday Home

Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

Davenport

"House was super clean, felt like I was home…"

Holiday Home

A pool area with a water slide, palm trees, and lounge chairs.

Champions Gate, Pool, Themed Rooms

Kissimmee

"Property was nice and loved all the dishes and appliances available. The refrigerator froze everything and we couldn't get it to not freeze. The oven didn't work but we notified maintenance and they fixed it. Did not like that there were only 3 wash clothes to use."

Condo

A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

Lifetime of Vacations Resort

Kissimmee

"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"

See all holiday rentals

Hotels recommended for families in Lakeland - Winter Haven

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

Kompose Boutique Resort at Theme Parks

Kissimmee

HK$579 total

includes taxes & fees

17 Nov - 18 Nov

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

Bay Lake

HK$668 total

includes taxes & fees

24 Nov - 25 Nov

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Stay near popular Lakeland - Winter Haven attractions

The entrance to LEGO Florida with colorful LEGO structures and a large LEGO sign.

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 child lying on the ground with colorful confetti around, in front of a LEGO sign that reads "LEGO LAND FLORIDA".

Top Lakeland - Winter Haven Hotel Reviews

Holiday Inn Winter Haven by IHG

10/10 Excellent

"Muy buena experience"

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

10/10 Excellent

"The property was just as expected. David at the check in desk was awesome! We found the house to be very comfortable. We had hopes of using the pool/hot tub but were too tired after our long park days. We did not take advantage of the H2O waterpark, it was not in our agenda for this trip. The host answered my pre-arrival questions timely. I highly recommend and we would definitely stay here again."

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent

"We absolutely loved our stay at Margaritaville Orlando! From the moment we arrived, everything was wonderful. The resort was beautifully maintained, and cleanliness was definitely a priority. Our room was spacious, spotless, and very comfortable. The water park was a huge hit with our family! We had so much fun, and both the water park and pool areas were incredibly clean and well-kept. There was also a great variety of food and drinks, with plenty of options for everyone to enjoy. The whole resort had such a fun, relaxing, and welcoming atmosphere. It was the perfect place to unwind, make family memories, and enjoy some quality time together. We had an amazing experience and would absolutely love to return! Highly recommend Margaritaville Orlando for a fun-filled family getaway! 🌴☀️🍹"