Our top choices for Lakeland - Winter Haven hotels

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

Bay Lake

La Shaunn

AED 384 total

includes taxes & fees

1 Jun - 2 Jun

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

sifen

AED 404 total

includes taxes & fees

10 Jun - 11 Jun

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

Bay Lake

Mirian

AED 364 total

includes taxes & fees

8 Jun - 9 Jun

Walt Disney World Dolphin

Bay Lake

Mandy

AED 946 total

includes taxes & fees

5 Jun - 6 Jun

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

Heather

AED 455 total

includes taxes & fees

8 Jun - 9 Jun

Best Western Plus Lakeland

Lakeland

Melissa

AED 381 total

includes taxes & fees

31 May - 1 Jun

Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

Rebecca

AED 430 total

includes taxes & fees

12 Jun - 13 Jun

Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room) | Desk, laptop workspace, blackout drapes, iron/ironing board

Best Western Plus Winter Haven Inn & Suites

Winter Haven

Deidre

AED 543 total

includes taxes & fees

31 May - 1 Jun

Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Karen

AED 632 total

includes taxes & fees

31 May - 1 Jun

Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

ALTON

AED 505 total

includes taxes & fees

9 Jun - 10 Jun

Comfort Inn & Suites Lakeland North I-4

Lakeland

Victoria

AED 383 total

includes taxes & fees

24 May - 25 May

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Bay Lake

Viannoris

AED 368 total

includes taxes & fees

31 May - 1 Jun

SpringHill Suites by Marriott Lakeland

Downtown Lakeland

Breasia

AED 500 total

includes taxes & fees

27 May - 28 May

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Lake Wales

Lotie

AED 543 total

includes taxes & fees

31 May - 1 Jun

Wyndham Grand Orlando Resort Bonnet Creek

Orlando

Caitlin

AED 785 total

includes taxes & fees

14 Jun - 15 Jun

Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

Jerry

AED 522 total

includes taxes & fees

14 Jun - 15 Jun

2 outdoor pools, pool umbrellas, sun loungers

Disney's All-Star Music Resort

Lake Buena Vista

Erika

Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)

Meliá Orlando Celebration

Celebration

Vanuza Marlene

AED 542 total

includes taxes & fees

27 May - 28 May

Margaritaville Resort Orlando with H2O Waterpark

Kissimmee

Natjaree

AED 793 total

includes taxes & fees

9 Jun - 10 Jun

Caribe Royale Orlando

Orlando

Zhamilya

AED 617 total

includes taxes & fees

26 May - 27 May

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Vacation Rentals in Lakeland - Winter Haven

Aparthotel

Villas At Regal Palms

Highlands Reserve

"Great place! Will be back again very clean and staff is very helpful!"

Condo

Vacation Village Orlando, Celebration

Kissimmee

"Fanily friendly, great value, great location!"

Apartment

Landing Apartments Lakeland Near Winston

Lakeland

"Everything was excellent except the fees are a bit high for a 3 day stay."

Apartment

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Kissimmee

"Would stay again and so should you! "

Vacation Home

In-room safe, individually decorated, individually furnished, desk

Charming 3Bd Close to Disney @ Festival 1026

Festival

"Nice location "

Vacation Home

Doppio Westside

Davenport

"The property exceeded our expectations. There was communication with the host and the instructions provided were detailed and easy to navigate for a seamless stay. It was a quiet location close enough to the major parks. We will definitely look to stay here again when we return to Florida. The decor was clean and modern, felt like home away from home. "

Villa

Luxury Themed Bedrooms Haven

Davenport

"Facile de communiquer avec l’hôte !!! Elle répond très vite et est à notre service !!! Très agréable avec les enfants et le Parc aquatique !! "

Aparthotel

6 outdoor pools, free cabanas, pool umbrellas

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Orlando

"Great place to stay!!"

Cabin

Camp Mack Lodge, Marina & RV Resort

Lake Wales

"Camp Mack is a wonderful place to stay!"

Apartment

Champions Gate condos by UNE

Champions Gate

"My kids really enjoyed staying here! I couldn’t get them to leave! So clean and beautiful. I will be back for sure!"

Aparthotel

Landing Townhomes Davenport

Davenport

"Great place to stay with the family and dog. Friendly staff, fully functional kitchen. We will be back next year."

Aparthotel

Barefoot'n Resort Kissimmee Orlando

Kissimmee

"Very nice clean place to stay"

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Stay near popular Lakeland - Winter Haven attractions

LEGOLAND® Florida

4.5/5 (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

Top Lakeland - Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

10/10 Excellent

"We had the 2 bedroom, everything was great, if your planning to actually use the kitchen, might stop by Walmart and grab your food, they do have your bare essentials like 1 pot 1 small pan, couple of bowls,plates cups. They do have a k-cup machine. Beds were comfy, and everything was awesome. Also I loved having the security/guards there. Also great to have a garage there too"

Ramada by Wyndham Davenport Orlando South

4/10 Poor

"I was totally disappointed with this place. No breakfast on certain days , cockroaches in the area where the breakfast is displayed. The housekeeper left my room door open with the latch , this welcomed me to my return on the night. Anyone could have gone into the room and stole items. There is a safe that not working to store valuables. The smell of cigarette smoke as you walk-through the lobby area, on carpet that has long passed its life span. I even sent an email to the Manager and it wasn't even acknowledged .Overall .I will not return recommend this place ."

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

10/10 Excellent

"Our family had a great time at the Margraritaville Cottages. We rented a 4/4 house with a pool and will definitely be doing it again. The property was great, it’s its own little community. Aside from all the property amenities you are just a few minutes from restaurants, stores and entertainment. Highly recommended. "

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent

"We had the most perfect weekend at Margaritaville Resort Orlando! Driving through the cottage area honestly felt like entering a completely different little town. Everything was absolutely beautiful, peaceful, and so well maintained. The entire property was pristine, and the cottage itself felt cozy, welcoming, and genuinely like home. We truly did not want to leave. One of our favorite parts of the trip was spending the day at the main pool in a cabana. The atmosphere was amazing. The staff was so friendly that they felt more like friends than employees, the food was great, and there was always something fun happening. Between the water balloon fights, karaoke, salsa lessons, and snow cones, there was never a dull moment. We also loved how convenient everything was. Restaurants, entertainment, shopping, and anything else we needed were either right on the property or just minutes away. Even though we didn’t end up using the tram service, we loved the idea of being picked up and taken anywhere around the resort. And one thing you absolutely cannot skip: the cotton candy ATM in the main lobby. Watching it get made while choosing all the different flavors and designs was such a fun experience for all of us. This place gave us one of the most relaxing and enjoyable family weekends we’ve had in a long time, and we already can’t wait to come back."