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Our top choices for Lakeland - Winter Haven hotels

A modern hotel with a swimming pool, outdoor seating, and a well-lit facade.

1. Best Western Plus Winter Haven Inn & Suites

Winter Haven

DeCheryl

₩182,484 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

₩201,982 total

includes taxes & fees

Nov 22 - Nov 23

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

3. Holiday Inn Winter Haven by IHG

Winter Haven

Jova Jane

₩176,242 total

includes taxes & fees

Nov 23 - Nov 24

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

4. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Jace

₩277,529 total

includes taxes & fees

Nov 23 - Nov 24

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

5. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

Jacqueline

₩200,139 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.

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

Bay Lake

kenyetta

₩118,801 total

includes taxes & fees

Dec 8 - Dec 9

A swimming pool with two children playing, a building with 'Be Cool' signage, and a red and purple structure in the background.

7. Disney's Pop Century Resort

Bay Lake

Frances

₩334,555 total

includes taxes & fees

Nov 17 - Nov 18

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

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

Orlando

Carlos

₩303,274 total

includes taxes & fees

Dec 14 - Dec 15

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

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

Bay Lake

Steven

₩134,128 total

includes taxes & fees

Nov 29 - Nov 30

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

10. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Melissa

₩146,647 total

includes taxes & fees

Nov 29 - Nov 30

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

11. Home2 Suites By Hilton Winter Haven

Winter Haven

Joseph

₩202,207 total

includes taxes & fees

Nov 29 - Nov 30

A Holiday Inn Express hotel entrance with a covered walkway, columns, and a parking area.

12. Holiday Inn Express Bartow by IHG

Bartow

STEVE

₩156,825 total

includes taxes & fees

Nov 22 - Nov 23

A brightly colored building with a white picket fence, numbered doors, and a surfboard decoration.

13. LEGOLAND Beach Retreat

Winter Haven

Efrayn

₩350,101 total

includes taxes & fees

Nov 20 - Nov 21

A multi-level atrium with a glass ceiling, palm trees, and a wooden deck.

14. Gaylord Palms Resort & Convention Center

Kissimmee

RUBBY GARCIA

₩541,478 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

₩289,846 total

includes taxes & fees

Nov 22 - Nov 23

A hotel entrance with a covered walkway, columns, and arched windows.

16. Comfort Inn & Suites Lakeland North I-4

Lakeland

Amber

₩128,223 total

includes taxes & fees

Dec 14 - Dec 15

A hotel room with two beds, a desk, a chair, a lamp, a trash can, and framed artwork on the wall.

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

Lake Buena Vista

Adam

₩289,779 total

includes taxes & fees

Nov 22 - Nov 23

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

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

Lake Buena Vista

Darlena

₩264,275 total

includes taxes & fees

Nov 22 - Nov 23

A hotel with a swimming pool, palm trees, and a large building with multiple floors.

19. Caribe Royale Orlando, WorldHotels Elite

Orlando

Omid

₩318,052 total

includes taxes & fees

Nov 22 - Nov 23

20. Best Western Plus Lakeland

Lakeland

Alison

₩151,077 total

includes taxes & fees

Nov 22 - Nov 23

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Vacation Rentals in Lakeland - Winter Haven

Condo

A dining area with a wooden table set for four, a vase with flowers, and a ceiling fan.

Alhambra Villas by Coolvacay

Solivita

"Friendly staff,"

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"

Apartment

A modern spa room with wooden paneling, a reception desk, and a seating area with cushions.

Landing Apartments Lakeland Near Winston

Lakeland

"Trip was great"

Aparthotel

A resort with a large pool, palm trees, and a ship-shaped water feature.

Lake Buena Vista Resort Village & Spa

Orlando

"Beautiful resorts we loved it!"

Aparthotel

A beach with thatched umbrellas, palm trees, and blue lounge chairs.

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 spacious atrium with a high ceiling, wooden beams, and a central fountain.

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

"Great stay!"

Aparthotel

A pool area with lounge chairs, a covered seating area, and a building with multiple balconies.

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Davenport

"Great place to stay. Large rooms. Had two bedrooms/bathrooms with king size bed in each room. Lots of things to do. Even had 18 hole Putt Putt course to enjoy for free."