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Our top choices for Lakeland - Winter Haven hotels

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.

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

Lake Wales

Jessica

₩203,447 total

includes taxes & fees

Nov 22 - Nov 23

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

2. Best Western Plus Winter Haven Inn & Suites

Winter Haven

Maria

₩194,795 total

includes taxes & fees

Nov 15 - Nov 16

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

3. Walt Disney World Dolphin

Bay Lake

Alana

₩330,234 total

includes taxes & fees

Nov 29 - Nov 30

A modern lobby with a central seating area, a large chandelier, and a television mounted on the wall.

4. Holiday Inn Winter Haven by IHG

Winter Haven

Jova Jane

₩164,347 total

includes taxes & fees

Nov 16 - Nov 17

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

Komal

₩261,112 total

includes taxes & fees

Nov 9 - Nov 10

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

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

Bay Lake

Robert

₩113,529 total

includes taxes & fees

Nov 24 - Nov 25

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

7. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

Jacqueline

₩201,940 total

includes taxes & fees

Nov 8 - Nov 9

A resort with a pool, lounge chairs, palm trees, and a stone bridge.

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

Orlando

Carlos

₩315,942 total

includes taxes & fees

Nov 29 - Nov 30

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

9. Disney's Pop Century Resort

Bay Lake

Frances

₩391,690 total

includes taxes & fees

Nov 4 - Nov 5

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

₩140,319 total

includes taxes & fees

Nov 24 - Nov 25

A hotel room with two beds, a desk, a chair, a TV, and a window with a view of trees.

11. Holiday Inn Express Bartow by IHG

Bartow

STEVE

₩159,743 total

includes taxes & fees

Dec 1 - Dec 2

A swimming pool area with people playing with building blocks.

12. LEGOLAND Beach Retreat

Winter Haven

Natalie

₩352,642 total

includes taxes & fees

Nov 13 - Nov 14

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

13. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Melissa

₩146,442 total

includes taxes & fees

Nov 24 - Nov 25

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

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

Lake Buena Vista

Adam

₩289,669 total

includes taxes & fees

Nov 29 - Nov 30

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

15. Wyndham Grand Orlando Resort Bonnet Creek

Orlando

Oscar

₩289,941 total

includes taxes & fees

Nov 22 - Nov 23

A large, multi-story hotel with a central courtyard, palm trees, and illuminated signage.

16. Gaylord Palms Resort & Convention Center

Kissimmee

Tara

₩469,913 total

includes taxes & fees

Nov 29 - Nov 30

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

17. Home2 Suites By Hilton Winter Haven

Winter Haven

Joseph

₩211,539 total

includes taxes & fees

Nov 24 - Nov 25

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

18. Best Western Plus Lakeland

Lakeland

Cindy

₩151,124 total

includes taxes & fees

Nov 4 - Nov 5

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

19. Caribe Royale Orlando, WorldHotels Elite

Orlando

Omid

₩318,155 total

includes taxes & fees

Nov 22 - Nov 23

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

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

Lake Buena Vista

Kristi

₩264,359 total

includes taxes & fees

Nov 22 - Nov 23

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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 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

"Great place to stay at a great place."

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

"Lovely place to stay. Felt safe and room was huge and clean. Thank you."

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

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"

Vacation Home

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

Davenport

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

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!"