Our top choices for Lakeland - Winter Haven hotels

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

Bay Lake

Trinity

AED 384 total

includes taxes & fees

15 Jun - 16 Jun

Walt Disney World Dolphin

Bay Lake

Mandy

AED 946 total

includes taxes & fees

5 Jun - 6 Jun

Vacation Village Orlando, Celebration

Kissimmee

Ebony

AED 362 total

includes taxes & fees

31 May - 1 Jun

In-room safe, laptop workspace, blackout drapes, iron/ironing board

Palazzo Lakeside Hotel

Kissimmee

Rodney

AED 260 total

includes taxes & fees

3 Jun - 4 Jun

2 outdoor pools, pool umbrellas, sun loungers

Disney's All-Star Music Resort

Lake Buena Vista

Erika

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Jade

AED 403 total

includes taxes & fees

22 Jun - 23 Jun

Kompose Boutique Resort at Theme Parks

Kissimmee

Paulo Henrique

AED 372 total

includes taxes & fees

31 May - 1 Jun

Best Western Plus Lakeland

Lakeland

Melissa

AED 381 total

includes taxes & fees

1 Jun - 2 Jun

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

Bay Lake

Mirian

AED 364 total

includes taxes & fees

8 Jun - 9 Jun

Caribe Royale Orlando

Orlando

Zhamilya

AED 675 total

includes taxes & fees

2 Jun - 3 Jun

Margaritaville Resort Orlando with H2O Waterpark

Kissimmee

Natjaree

AED 763 total

includes taxes & fees

31 May - 1 Jun

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

Laura

AED 455 total

includes taxes & fees

3 Jun - 4 Jun

Galleria Palms Hotel

Kissimmee

Nicola

AED 328 total

includes taxes & fees

1 Jun - 2 Jun

Egyptian cotton sheets, premium bedding, down comforters, in-room safe

Embassy Suites By Hilton Orlando Sunset Walk

Kissimmee

Neeraj

AED 684 total

includes taxes & fees

9 Jun - 10 Jun

Disney's All-Star Movies Resort

Lake Buena Vista

Denise

Florida Garden Motel Winter Haven Near Legoland

Winter Haven

AED 259 total

includes taxes & fees

31 May - 1 Jun

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Lake Buena Vista

Shyrie Monet

AED 776 total

includes taxes & fees

3 Jun - 4 Jun

Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

Rebecca

AED 449 total

includes taxes & fees

12 Jun - 13 Jun

Holiday Inn Express & Suites Lakeland South by IHG

Lakeland

Canisha

AED 485 total

includes taxes & fees

31 May - 1 Jun

Comfort Inn & Suites Lakeland North I-4

Lakeland

Victoria

AED 394 total

includes taxes & fees

31 May - 1 Jun

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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

"Great place, great price. Would definitely stay again."

Apartment

Landing Apartments Lakeland Near Winston

Lakeland

"Everything was clean. The apartment and property were beautiful. Nice and quiet. Beautiful, clean pool. Everything was well maintained."

Apartment

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

Kissimmee

"Would stay again and so should you! "

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. "

Aparthotel

Club Wyndham Cypress Palms

Kissimmee

"Nice, welcoming property. Would be great "home base" for families visiting Disney or other resorts"

Aparthotel

6 outdoor pools, free cabanas, pool umbrellas

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Orlando

"Great 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!"

Villa

Ultimate Getaway - Your Best Vacation Home

Clermont

"This is a great property for couples or families. Great location, quiet and clean. The private pool was the best."

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

"Clean room would book again, great service"

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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.

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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

6/10 Okay

"Very disappointed with this resort for several reasons. 1) Check-in was at 4pm, we arrived around 420 and didn't get a room assigned until almost 6pm, and that was after complaining. 2) The staff are not knowledgeable, and have no hospitality. They see you waiting for something, and no one asks if you've been helped. They walk pass you in the hall, don't say hello. If you ask for anything no one has the answers, and they seem to be moving extra slow so the next person has to help you. 3) The condos are nice, but outdated and need maintenance. One of our rooms ceiling fan was so loud and shook like it was going to fall down. 4) They offer "happy hour" at their bars during certain times. 1 closes before the happy hour starts, the other was never open and we stayed 5 days, 4 nights... You can tell the hotel is either short on staff or something. 5) I did not see any of the event activities that were offered. This resort could really use restructuring, including staff"

Westgate Town Center Resort

8/10 Good

"My stay at Westgate Resorts had both positives and areas for improvement. The resort itself is beautiful, very clean. We especially enjoyed the evening entertainment, pool area, and water park. However, the check-in experience was not very welcoming, and it was concerning to hear rooms might not be ready despite the 4:00 PM check-in time. There is no housekeeping and we had to call twice for towels. We dined at two restaurants on the property. At Amigos, the staff was friendly; however, the food quality did not meet expectations. In contrast, the food at Sid’s restaurant was very good, although the overall dining experience was impacted by slow and somewhat disorganized service. Despite the restaurant being approximately 75% empty, the wait time was around 45 minutes, and the staff did not appear particularly welcoming. On our third day, the power in our room went out. Maintenance addressed the issue promptly the following day, which we appreciated. Had we known the circuit breaker panel was located behind the mirror, the issue may have been resolved sooner. My main concern was the 10:00 AM checkout time, which feels unusually early. Extending checkout to 11:00 AM would significantly improve the guest experience. While I understand the operational need to prepare rooms for incoming guests, the current checkout policy can make departing guests feel rushed. Overall, property is beautiful improvement in customer service and hospitality would enhance guest experience."

Destiny Palms Hotel Maingate West

8/10 Good

"We have stayed here twice now. For the price it’s a great place to stay! The beds are comfy, air is good and the pillows aren’t bad either. Room is dated but expected for the price. The biggest downfall is having to ask for ice at the front desk. The lady was annoyed with us but she’ll get over it. The entrance can be a little tricky at night so just know that if you’re arriving late."

Westgate Vacation Villas Resort

6/10 Okay

"Other than Ernesto, this place was a complete disappointment. Ernesto was the only good thing about the entire resort he was incredibly kind and literally helped take us from the pool all the way to our room because it felt like we had to walk three miles just to get there. He actually cared about guests, unlike the rest of the experience. The bar that was supposedly open served the worst margarita I’ve ever had. It was overloaded with sugar, completely undrinkable, and the tequila tasted watered down just like most of the alcohol there $10-17 drinks deserve to taste better than that! The room looked nothing like the pictures we were shown when booking. Instead of a nice resort, it felt like a poorly remodeled Motel 6, it honestly felt like we were shoved into one of the worst rooms possible. The kitchen supplies were extremely limited, with barely any pots, pans, or basic necessities. On top of that, the bed was hard as a rock and unbelievably uncomfortable. I absolutely do not recommend staying here. Ernesto deserves better than this place because he was the only person who made the experience tolerable."

Hilton Vacation Club Mystic Dunes Orlando

2/10 Terrible

"Very disappointed. We have stayed in the 2 bedrsuite 8 times andoved it. This time our room was not ready at 4:00. Manager said it would take another hour. At 5:00 it was still not ready. Not even an apology. We left and got 2 rooms in a beautiful Hampton Inn for less money. I will not be coming back."

Ramada by Wyndham Davenport Orlando South

4/10 Poor

"Unfortunately, our stay was very disappointing. Several amenities advertised by the hotel were closed, including the pool, which was one of the main reasons we booked this property. This was not clearly communicated ahead of time.The cleanliness was also below expectations. The room did not appear properly maintained, and housekeeping did not clean the room daily during our stay."