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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$1,073 total

includes taxes & fees

29 Oct - 30 Oct

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

2. Holiday Inn Express Bartow by IHG

Bartow

Emir

HK$817 total

includes taxes & fees

1 Nov - 2 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

James

HK$1,038 total

includes taxes & fees

11 Nov - 12 Nov

A swimming pool area with people playing with building blocks.

4. LEGOLAND Beach Retreat

Winter Haven

Natalie

HK$2,056 total

includes taxes & fees

13 Nov - 14 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

Ashley

HK$905 total

includes taxes & fees

24 Nov - 25 Nov

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

6. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

Jacqueline

HK$1,177 total

includes taxes & fees

8 Nov - 9 Nov

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

7. Home2 Suites By Hilton Winter Haven

Winter Haven

Gustavo

HK$1,262 total

includes taxes & fees

15 Nov - 16 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 pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

9. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Jose

HK$1,430 total

includes taxes & fees

25 Nov - 26 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$855 total

includes taxes & fees

18 Nov - 19 Nov

A hotel room with a large bed, two bedside tables with lamps, a small seating area, and a painting on the wall.

11. Best Western Plus Lakeland

Lakeland

Cindy

HK$851 total

includes taxes & fees

1 Nov - 2 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.

12. 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 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

Marcellus

HK$667 total

includes taxes & fees

3 Nov - 4 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$799 total

includes taxes & fees

25 Nov - 26 Nov

A modern hotel lobby with a central seating area, a reception desk, and a large wall art piece.

15. Hyatt Place Lakeland Center

Downtown Lakeland

Jennifer

HK$1,002 total

includes taxes & fees

22 Nov - 23 Nov

A modern kitchen with a central island, bar seating, and pendant lighting.

16. Fairfield by Marriott Inn & Suites Davenport

Davenport

Romario

HK$1,133 total

includes taxes & fees

29 Oct - 30 Oct

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

Melissa

HK$1,002 total

includes taxes & fees

22 Nov - 23 Nov

A water play area with wooden structures and a large water fountain.

18. Gaylord Palms Resort & Convention Center

Kissimmee

Tara

HK$2,610 total

includes taxes & fees

30 Oct - 31 Oct

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$691 total

includes taxes & fees

29 Oct - 30 Oct

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

20. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Melissa

HK$861 total

includes taxes & fees

11 Nov - 12 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 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 large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

Vacation Village Orlando, Celebration

Kissimmee

"Awesome 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"

Cabin

Camp Mack Lodge, Marina & RV Resort

Lake Wales

"Camp Mack is an awesome place for getting away for a few days or longer. The surroundings are beautiful, and the people are so friendly."

Aparthotel

An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

"The cottages wonderful will book again"

Apartment

A modern kitchen with wooden cabinets, a dining table with chairs, and pendant lights.

Landing Apartments Lakeland Near Winston

Lakeland

"Trip was great"

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!!"

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!"

Aparthotel

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

Lake Buena Vista Resort Village & Spa

Orlando

"Ver nice resort… rooms were great for a family who wants to relax a little bit while in Orlando"

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$578 total

includes taxes & fees

4 Nov - 5 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

Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent

"Every thing excellent!!!"

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent

"We absolutely love staying at Orange Lake! The resort is always clean, well-maintained, and has so many great amenities. The pools are wonderful, and there are plenty of activities and things to do for both kids and adults. The location is another huge plus! It’s close to Disney, shopping, restaurants, and just about everything you could need. It’s the perfect place for a family vacation, whether you’re planning to spend your days at the parks or just relax and enjoy the resort. We always enjoy our stays here and look forward to coming back!"

La Quinta Inn & Suites by Wyndham Lakeland East

8/10 Good

"Everything was satisfactory to good all in all. My room numbers were missing but the suite itself was very nice. The pillows were ehh and I didn't sleep overly well bc of them. I suppose for the price I paid, I got what I paid for. The breakfast was juice, coffee, buns & gravy during week and scrambled eggs and sausage on the weekends."