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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

DeCheryl

₩182,932 total

includes taxes & fees

Nov 17 - Nov 18

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

₩202,128 total

includes taxes & fees

Nov 22 - Nov 23

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

3. Holiday Inn Winter Haven by IHG

Winter Haven

Jova Jane

₩176,674 total

includes taxes & fees

Nov 24 - Nov 25

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

4. Walt Disney World Dolphin

Bay Lake

Alana

₩330,939 total

includes taxes & fees

Nov 29 - Nov 30

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

5. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Alan

₩278,209 total

includes taxes & fees

Nov 23 - Nov 24

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

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

Orlando

Carlos

₩304,017 total

includes taxes & fees

Dec 14 - Dec 15

A hotel with a large pool, palm trees, and colorful signage.

7. Disney's Pop Century Resort

Bay Lake

Frances

₩335,375 total

includes taxes & fees

Nov 17 - Nov 18

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

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

Bay Lake

Steven

₩155,957 total

includes taxes & fees

Dec 14 - Dec 15

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

9. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

Jacqueline

₩187,155 total

includes taxes & fees

Nov 29 - Nov 30

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

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

Bay Lake

Melodina

₩118,885 total

includes taxes & fees

Dec 15 - Dec 16

An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

11. Wyndham Grand Orlando Resort Bonnet Creek

Orlando

Oscar

₩290,557 total

includes taxes & fees

Nov 22 - Nov 23

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

12. Home2 Suites By Hilton Winter Haven

Winter Haven

Joseph

₩202,352 total

includes taxes & fees

Nov 29 - Nov 30

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

13. Comfort Inn & Suites Lakeland North I-4

Lakeland

Amber

₩128,537 total

includes taxes & fees

Dec 14 - Dec 15

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

14. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Jeimy

₩146,753 total

includes taxes & fees

Nov 29 - Nov 30

An aerial view of a resort with a winding pool, sun loungers, and palm trees.

15. Hilton Orlando Buena Vista Palace - Disney Springs® Area

Lake Buena Vista

Adam

₩290,489 total

includes taxes & fees

Nov 22 - Nov 23

A nighttime pool area with multiple pools, palm trees, and a dining setup.

16. Hilton Orlando Lake Buena Vista - Disney Springs® Area

Lake Buena Vista

Darlena

₩264,902 total

includes taxes & fees

Nov 22 - Nov 23

An aerial view of a resort with a large swimming pool, sun loungers, and palm trees.

17. Caribe Royale Orlando, WorldHotels Elite

Orlando

Omid

₩318,832 total

includes taxes & fees

Nov 22 - Nov 23

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

18. SpringHill Suites by Marriott Lakeland

Downtown Lakeland

Louis

₩187,305 total

includes taxes & fees

Nov 22 - Nov 23

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

19. Disney's All Star Sports Resort

Lake Buena Vista

Theresa

₩239,732 total

includes taxes & fees

Nov 17 - Nov 18

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

20. Kompose Boutique Resort at Theme Parks

Kissimmee

ivan

₩97,129 total

includes taxes & fees

Nov 17 - Nov 18

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

Lake Buena Vista Resort Village & Spa

Orlando

"Beautiful resorts we loved it!"

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

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

"Great stay!"

Aparthotel

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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Orlando

"excellent resort"

Vacation Home

A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.

BlockHaven near Legoland & Disney

Winter Haven

"Very nice house for a small family! Close to everything!"

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

"Our favorite place to stay in Kissimmee"

Cabin

A lakeside dock with boats, a wooden structure with a metal roof, and dense trees in the background.

Camp Mack Lodge, Marina & RV Resort

Lake Wales

"Great stay everyone was great perfect stay"

Vacation Home

WonderFull 4Bd with Pool at Champions Gate 1174

Davenport

"This home was exactly as the pictures and more. It was beautiful and perfect size for my family. The pool was also perfect when we didn’t want to be in the crowds anymore at the resorts. Wonder vacation homes were amazing hosts and took great care of all of our questions "

Vacation 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."

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