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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

SAR 514 total

includes taxes & fees

15 Nov - 16 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.

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

Lake Wales

Jessica

SAR 567 total

includes taxes & fees

22 Nov - 23 Nov

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

SAR 496 total

includes taxes & fees

23 Nov - 24 Nov

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

4. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

Jacqueline

SAR 563 total

includes taxes & fees

15 Nov - 16 Nov

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

5. Home2 Suites By Hilton Winter Haven

Winter Haven

Joseph

SAR 568 total

includes taxes & fees

29 Nov - 30 Nov

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

6. SpringHill Suites by Marriott Lakeland

Downtown Lakeland

Louis

SAR 526 total

includes taxes & fees

22 Nov - 23 Nov

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

7. Comfort Inn & Suites Lakeland North I-4

Lakeland

Amber

SAR 361 total

includes taxes & fees

14 Dec - 15 Dec

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

8. LEGOLAND Beach Retreat

Winter Haven

Efrayn

SAR 984 total

includes taxes & fees

20 Nov - 21 Nov

A modern hotel with a white facade, large windows, and a landscaped entrance.

9. Hyatt Place Lakeland Center

Downtown Lakeland

Adrea

SAR 462 total

includes taxes & fees

22 Nov - 23 Nov

10. Best Western Plus Lakeland

Lakeland

Alison

SAR 425 total

includes taxes & fees

23 Nov - 24 Nov

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

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

Bay Lake

kenyetta

SAR 334 total

includes taxes & fees

8 Dec - 9 Dec

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

12. Holiday Inn Express Bartow by IHG

Bartow

STEVE

SAR 441 total

includes taxes & fees

22 Nov - 23 Nov

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

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

Bay Lake

Steven

SAR 377 total

includes taxes & fees

29 Nov - 30 Nov

A hotel room with a large bathtub, a bed, a nightstand with a lamp, and a painting of a sunset over the ocean.

14. Days Inn & Suites by Wyndham Lakeland

Lakeland

Jesica

SAR 277 total

includes taxes & fees

6 Dec - 7 Dec

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

15. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Melissa

SAR 412 total

includes taxes & fees

29 Nov - 30 Nov

An outdoor patio area with seating arrangements, including sofas and chairs, and a covered section with a ceiling fan.

16. Home2 Suites by Hilton Orlando South Davenport

Davenport

Jesus

SAR 497 total

includes taxes & fees

19 Nov - 20 Nov

A desk with a lamp, decorative bowl, and framed artwork on the wall.

17. Hampton Inn Orlando-Maingate South

Davenport

Mayra

SAR 390 total

includes taxes & fees

10 Dec - 11 Dec

A hotel sign for the Gallora Palms Hotel with a clear sky and palm trees in the background.

18. Galleria Palms Hotel

Kissimmee

Joshua

SAR 322 total

includes taxes & fees

30 Nov - 1 Dec

A reception area with a 'Welcome to the Sun Shine State' sign, a minibar, and a 'Hilton Honors' sign.

19. Hampton Inn by Hilton Plant City

Plant City

Duane

SAR 431 total

includes taxes & fees

22 Nov - 23 Nov

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

20. Fairfield by Marriott Inn & Suites Davenport

Davenport

Romario

SAR 488 total

includes taxes & fees

19 Nov - 20 Nov

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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 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 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!"

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 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

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!"

Vacation Home

A modern dining area with a glass table, grey upholstered chairs, and a central plant.

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Kissimmee

"The place was amazing. I would definitely book again"

Condo

A sign for 6200 Parkway International Resort with a landscaped garden in front.

Parkway International Resort by Coolvacay

Kissimmee

"Very clean and friendly staff."

Vacation Home

A bedroom with a bed, pillows, a green ladder, and a wall mural featuring Mario and Luigi.

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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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)

Have a fun-filled day at LEGOLAND® Florida and find out why this is a popular theme park in Winter Haven. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

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