Explore top 2026 5 Star Hotels in Lakeland - Winter Haven

Name: Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
Rating: 8.4

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Top Lakeland - Winter Haven 5 Star hotels

Encore Resort and Water Park at Reunion by Rentyl

7635 Fairfax Dr Kissimmee FL

Fully refundableReserve now, pay when you stay

$596 nightly

$676 total

Jun 29 - Jun 30

Total with taxes and fees

This smoke-free resort features free water park access, a full-service spa, and 2 restaurants. There's fun for all ages with a free kid's club and a children's ...

8.2/10 Very Good! (1,007 reviews)

"The amenities that came with the property. My kids loved the house and the option to go swimming in the backyard."

Reviewed on Jun 27, 2026

Cozy 3Bd Close to Disney @ Enclaves at Festival 808

808 Benoi Dr Davenport FL

Free water park access and an outdoor pool are featured at this luxury vacation home. There's fun for all ages with a lazy river and a children's pool, and families ...

8.4/10 Very Good! (6 reviews)

"La ubicación La facilidad de entrada Y el precio Lo recomiendo"

Reviewed on Jun 14, 2026

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Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

1536 Retreat Cir Clermont FL

An outdoor pool, free self parking, and laundry facilities are featured at this vacation home. Families will appreciate the children's pool and barbecue grills. ...

9.6/10 Exceptional! (8 reviews)

"House was clean, comfortable, and safe! My only issue is the king size bed is super thin and hard and I couldn’t sleep well but overall I absolutely enjoyed my stay!"

Reviewed on Jun 17, 2026

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Charming 3Bd Close to Disney @ Festival 1026

1026 Plantation Ln Davenport FL

Free water park access and an outdoor pool are featured at this luxury vacation home. There's fun for all ages with a lazy river and a children's pool, and families ...

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The Bear's Den Resort Orlando

7880 Nicklaus Clubhouse Lane Kissimmee FL

This smoke-free vacation home features a golf course, free water park access, and a restaurant. Enjoy the outdoor pool and perks like free self parking and free ...

7.8/10 Good! (24 reviews)

"Ivan at checkin was wonderful but the house had issues from the start. the entire pool deck wasn't cleaned, goggles floating in hot tub, crushed fruity pebbles, cigar and cigarettes butts on the ground and previous renters left heat on in spa/pool so pool was 103 degrees. Multiple calls to get resolution ..."

Reviewed on Apr 21, 2026

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Family Friendly 2 Bd Close to Disney @ Champions Gate 8899

8899 Cabot Cliffs Dr #101 Davenport FL

Free water park access and an outdoor pool are featured at this luxury apartment. Bring the family and enjoy the lazy river, children's pool, and waterslide. ...

8.4/10 Very Good! (11 reviews)

"I had no contact with anyone that worked there. The only thing I can say is I’ve never stayed at place in Orlando where the house was that dirty. The carpets were absolute filthy. There’s no way anybody has cleaned those carpets in the last century. The main bedroom en suite the shower curtain was ..."

Reviewed on May 14, 2026

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Five Star Hotels in Lakeland - Winter Haven

Looking for your own little slice of heaven during your next trip? Check out all the best 5 star hotels in Lakeland - Winter Haven to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the five star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Lakeland - Winter Haven 5 star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5 star hotels in Lakeland - Winter Haven before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.

Recent Lakeland - Winter Haven hotel reviews by fellow wanderers

Westgate Town Center Resort

5 out of 5

Posted less than an hour ago

Travelocity Verified Review

"Great"

A verified traveler stayed at Westgate Town Center Resort

The Grove Resort & Water Park Orlando

4 out of 5

Posted 2 hours ago

Travelocity Verified Review

"This place was awesome and I am considering taking my son back here. I loved the condo. We had a lot of fun. However, there are a few cons I’d like to mention. We had an unwanted visitor (a roach) in the kitchen by the stove while cooking breakfast. This place is like a maze and felt easy to get lost. We did a lot of walking which is fine since I count my steps. The check out time is 10am which I thought was insane. I asked for a later check out time and they gave me a complimentary 1 hour which I appreciated. Another con is house keeping does not replenish towels, so please use sparingly. They only come in to change the garbage and that’s it. Flip Flops (the arcade) was fun. There were a few games that were out of order but other than that, we had a blast. We went 3 times. We loved the lazy river and my cousins enjoyed the slides. My son had the time of his life at the splash pad. It was awesome overall. I love the fact that the condo had all that you needed as if you lived there. It was quiet and comfortable. We stayed on the 6th floor, resort view, building 2. This place is close to a lot of other places so you’re not limited to only what they have on the grounds."

A verified traveler stayed at The Grove Resort & Water Park Orlando

Margaritaville Resort Orlando with H2O Waterpark

5 out of 5

Posted 3 hours ago

Travelocity Verified Review

"This is by far the best hotel that accommodates your entire family all at once! Your kids have a selection of things to do: arcade, water park, outdoor activities, fireworks, parents have a selection to shop, eat, relax, or just sit back in the beautiful room and enjoy the room or cottage! There is a very nice dog park that you are able to take your pup pup to! Live bands, and this list goes on! I love it here!"

A verified traveler stayed at Margaritaville Resort Orlando with H2O Waterpark

Hilton Vacation Club Aqua Sol Orlando West

4 out of 5

Posted 4 hours ago

Travelocity Verified Review

"I really loved this place. All the amenities were great. The only issue i had was thst we rented a queen suite and im positive the bed we had in the toom was a full. Its was so small for 2 adults especially my fiance being a larger size. The bed was very hard and uncomfortable. Otherwise everything else was great. The Waterpark was amazing. Spent most of the day there."

A verified traveler stayed at Hilton Vacation Club Aqua Sol Orlando West