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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

₩183,798 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

₩203,199 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

₩177,511 total

includes taxes & fees

Nov 23 - Nov 24

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

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

Bay Lake

kenyetta

₩119,515 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

Jace

₩279,528 total

includes taxes & fees

Nov 25 - Nov 26

A swimming pool area with people playing with building blocks.

6. LEGOLAND Beach Retreat

Winter Haven

Efrayn

₩352,012 total

includes taxes & fees

Nov 13 - Nov 14

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

₩201,580 total

includes taxes & fees

Nov 29 - Nov 30

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

₩318,482 total

includes taxes & fees

Nov 29 - Nov 30

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

Michael

₩163,210 total

includes taxes & fees

Dec 8 - Dec 9

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

10. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Melissa

₩147,532 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

₩213,539 total

includes taxes & fees

Nov 25 - Nov 26

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

12. Holiday Inn Express Bartow by IHG

Bartow

STEVE

₩159,548 total

includes taxes & fees

Dec 6 - Dec 7

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

₩131,778 total

includes taxes & fees

Dec 7 - Dec 8

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

14. Wyndham Grand Orlando Resort Bonnet Creek

Orlando

Oscar

₩291,933 total

includes taxes & fees

Nov 19 - Nov 20

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

15. Gaylord Palms Resort & Convention Center

Kissimmee

RUBBY GARCIA

₩544,741 total

includes taxes & fees

Nov 29 - Nov 30

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

16. Best Western Plus Lakeland

Lakeland

Alison

₩152,163 total

includes taxes & fees

Nov 29 - Nov 30

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

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

Lake Buena Vista

Adam

₩291,770 total

includes taxes & fees

Nov 25 - Nov 26

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

₩266,160 total

includes taxes & fees

Nov 25 - Nov 26

A pathway leading to uniquely shaped buildings with balconies, surrounded by greenery and palm trees.

19. Disney's All Star Sports Resort

Lake Buena Vista

Theresa

₩291,174 total

includes taxes & fees

Nov 17 - Nov 18

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

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

Bay Lake

James

₩118,381 total

includes taxes & fees

Nov 29 - Nov 30

View all properties

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 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"

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

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 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!"

Apartment

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

Landing Apartments Lakeland Near Winston

Lakeland

"Trip was great"

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 swimming pool with lounge chairs and umbrellas, a covered seating area, and a building with a balcony in the background.

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."