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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

Maria

SAR 548 total

includes taxes & fees

16 Nov - 17 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 Hampton Inn hotel with a clear entrance, a covered waiting area, and a sign indicating a clearance of 13'6".

3. Hampton Inn Winter Haven

Winter Haven

Maria Andrea

SAR 497 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.

4. Holiday Inn Winter Haven by IHG

Winter Haven

Jova Jane

SAR 496 total

includes taxes & fees

8 Nov - 9 Nov

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

SAR 563 total

includes taxes & fees

8 Nov - 9 Nov

A swimming pool area with people playing with building blocks.

6. LEGOLAND Beach Retreat

Winter Haven

Efrayn

SAR 984 total

includes taxes & fees

13 Nov - 14 Nov

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

7. Home2 Suites By Hilton Winter Haven

Winter Haven

Joseph

SAR 590 total

includes taxes & fees

24 Nov - 25 Nov

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

8. SpringHill Suites by Marriott Lakeland

Downtown Lakeland

Raul

SAR 526 total

includes taxes & fees

22 Nov - 23 Nov

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

9. Best Western Plus Lakeland

Lakeland

Cindy

SAR 389 total

includes taxes & fees

9 Nov - 10 Nov

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

SAR 395 total

includes taxes & fees

29 Nov - 30 Nov

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

11. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

MELINDA

SAR 735 total

includes taxes & fees

23 Nov - 24 Nov

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

SAR 446 total

includes taxes & fees

2 Dec - 3 Dec

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

Tommy

SAR 375 total

includes taxes & fees

30 Nov - 1 Dec

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

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

Bay Lake

Robert

SAR 319 total

includes taxes & fees

24 Nov - 25 Nov

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

15. Days Inn & Suites by Wyndham Lakeland

Lakeland

Jesica

SAR 291 total

includes taxes & fees

29 Nov - 30 Nov

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

16. Fairfield by Marriott Inn & Suites Davenport

Davenport

Romario

SAR 488 total

includes taxes & fees

30 Nov - 1 Dec

A modern lounge area with seating, tables, and a flat-screen TV mounted on the wall.

17. Home2 Suites By Hilton Lakeland North I-4

Lakeland

Anniuska Gigato

SAR 479 total

includes taxes & fees

22 Nov - 23 Nov

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

18. Walt Disney World Dolphin

Bay Lake

Alana

SAR 929 total

includes taxes & fees

29 Nov - 30 Nov

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

19. Hampton Inn Orlando-Maingate South

Davenport

Janaina

SAR 386 total

includes taxes & fees

29 Nov - 30 Nov

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

20. Kompose Boutique Resort at Theme Parks

Kissimmee

Theresa

SAR 271 total

includes taxes & fees

9 Nov - 10 Nov

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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

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

"Amazing stay, staff was so nice and the property was beautiful! Definitely will be visiting again!"

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!"

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

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"

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."

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 "

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 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."

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!"

Condo

A modern apartment with a kitchen, dining area, and living room.

Bryan’s Spanish Cove by Coolvacay

Orlando

"We loved our stay at Bryan’s Spanish cove. The staff was pleasant. Hotel was clean and had all necessities. Pool was awesome!"

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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.

See properties

Lakeland - Winter Haven and related destinations

Explore the family-friendly area of Lakeland - Winter Haven—lake views, baseball, and popular sights like LEGOLAND® Florida.

See all hotels in Lakeland - Winter Haven

A child lying on the ground with colorful confetti around, in front of a LEGO sign that reads "LEGO LAND FLORIDA".

Top Lakeland - Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

10/10 Excellent

"First of all the driveway to the hotel is absolutely beautiful! And the hotel itself is beautiful and huge! The lobby has a wonderful scent and the staff are all extremely pleasant. Seon checked us in and was patient, friendly and professional. Made our check in easy breezy! The food at the Surfari pool area is amazing! The bartenders, Marie, Ricky and Justin are the best! The servers Tata and Faith were fast, attentive and pleasant! Our ROOM was a three bedroom suite and absolutely beautiful! Very modern and had everything we needed. We will definitely be coming back this hidden gem! Loved it!"