Explore top 2026 5 Star Hotels in Lakeland - Winter Haven

Name: Cozy 3Bd Close to Disney @ Enclaves at Festival 808
Rating: 7.8

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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

$769 nightly

$873 total

Oct 5 - Oct 6

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 ...

8.4/10 Very Good! (1,001 reviews)

"Property was easy to check into. It was clean and decently stocked. Close to a lot of things. Pool was nice and waterpark was great! Nice rental!"

Reviewed on Sep 17, 2026

Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

1158 Kingsbarn St Davenport FL

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

9.4/10 Exceptional! (9 reviews)

"The cleanliness of the room was not the best. We actually had to go out & buy a mop because the floors were flithy. Also, I did not appreciate the fact that we were responsible for washing the towels and sheets prior to check out ; among other “check out rules”. If these things weren’t done, then ..."

Reviewed on Jul 16, 2026

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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 ...

7.8/10 Good! (7 reviews)

"Communication was great until I asked about the private pool. Listing states private pool. No private pool, only shared community pool. Listing also states pool table, but this isn’t usable, as Its broken. Looking at reviews from the start of the year, this has been broken a long time. We only booked ..."

Reviewed on Aug 20, 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.

Lakeland - Winter Haven Resorts & 5 Star Hotels

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 5-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.