Explore top 2026 5 Star Hotels in Winter Park

Name: Stunning 2 Bd Condo Close to Disney 304 3191
Rating: 5

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Top Winter Park 5 Star hotels

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

14200 Bonnet Creek Resort Lane Orlando FL

Fully refundableReserve now, pay when you stay

$394 nightly

$443 total

Oct 4 - Oct 5

Total with taxes and fees

This luxury resort features a golf course, a full-service spa, and 6 restaurants. There's fun for all ages with a lazy river and a children's club, and families ...

Conrad Orlando at Evermore

1500 Eastbeach Way Orlando FL

Fully refundableReserve now, pay when you stay

$463 nightly

$521 total

Oct 8 - Oct 9

Total with taxes and fees

This luxury resort features a private beach, a golf course, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. Bring the family ...

9.6/10 Exceptional! (586 reviews)

"Clean rooms, and very helpful staff."

Reviewed on Sep 29, 2026

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

10100 Dream Tree Blvd. Lake Buena Vista FL

Fully refundableReserve now, pay when you stay

$1,265 nightly

$1,423 total

Oct 13 - Oct 14

Total with taxes and fees

This luxury resort features a golf course, free water park access, and a full-service spa. There's fun for all ages with a lazy river and a children's pool, ...

The Ritz-Carlton Orlando, Grande Lakes

4012 Central Florida Parkway Orlando FL

Fully refundableReserve now, pay when you stay

$479 nightly

$539 total

Oct 28 - Oct 29

Total with taxes and fees

This smoke-free hotel features a golf course, a full-service spa, and 7 restaurants. There's fun for all ages with a lazy river and a children's club, and families ...

Disney's Beach Club Resort

1800 Epcot Resort Blvd Lake Buena Vista FL

$728 nightly

$819 total

Oct 7 - Oct 8

Total with taxes and fees

This luxury resort features 2 restaurants, 3 outdoor pools, and 3 hot tubs. There's fun for all ages with a children's pool and a theme park shuttle, and in-room ...

9/10 Wonderful! (719 reviews)

"Pool was amazing. Lots for the kids to do."

Reviewed on Sep 27, 2026

Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

2629 Reading Trail Kissimmee 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. ...

8.8/10 Excellent! (5 reviews)

"Awesome pools. Family friendly."

Reviewed on Sep 22, 2026

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Disney's Beach Club Villas

1800 Epcot Resort Blvd Lake Buena Vista FL

$728 nightly

$819 total

Oct 13 - Oct 14

Total with taxes and fees

This smoke-free aparthotel features a private beach, a marina, and 3 restaurants. Bring the family and enjoy the children's club, children's pool, and free theme ...

5 Bedroom at Storey Lake Orlando FL close to Disney 4851

4851 Clock Tower Dr Kissimmee 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! (3 reviews)

"Pool heating cost additional. Property Lazy river and pool was heated in November, was awesome. great Spot for a vacation. Highly recomend."

Reviewed on Dec 1, 2025

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Family Friendly 5 Bedrooms Home Close to Disney 4849

4849 Clock Tower Dr Kissimmee 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 ...

9/10 Wonderful! (4 reviews)

"It was nice and big, very fitting for a family of 5! Plenty of room and space."

Reviewed on May 24, 2026

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Stunning 2 Bd Condo Close to Disney 304 3191

3191 Paradox Circle Kissimmee FL

Free water park access and an outdoor pool are featured at this smoke-free condo. There's fun for all ages with a lazy river and a waterslide, and barbecue grills ...

5/10 (6 reviews)

"This property did not meet expectations based on the listing. The unit is advertised as sleeping seven guests and offering BBQ access, but neither was accurate during our stay. Communication was also very frustrating. It was not possible to reach an on-site property manager; instead, we were routed ..."

Reviewed on Mar 31, 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.

Winter Park 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 Winter Park 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. Winter Park 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 Winter Park 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 Winter Park hotel reviews by fellow wanderers

Rosen Inn Lake Buena Vista

5 out of 5

Posted less than an hour ago

Travelocity Verified Review

"This Rosen Inn is in the best location. Minutes from WDW, Sea World and Universal. We love everything about this hotel especially the large parking lots. Perfectly priced for the Hard Working People from across the globe. Can’t wait to go back."

A verified traveler stayed at Rosen Inn Lake Buena Vista

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5

Posted 4 hours ago

Travelocity Verified Review

"The hotel is roomy and beautiful. Bed was comfortable and shower had great pressure. The staff was friendly! Location to Universal Studios is great. Only a few downsides. No free coffee or water (except the 2 small bottles at check in). In room coffee doesn’t look like something that has been used in years. The places to eat at the hotel (or get a coffee) are expensive. Think Universal prices in a hotel setting. The little gift shop was beyond overpriced even for a tourist spot. Overall, it was a great stay."

A verified traveler stayed at DoubleTree by Hilton at the Entrance to Universal Orlando

Evermore Orlando Resort

5 out of 5

Posted 1 day ago

Travelocity Verified Review

"My family and I stayed in one of the 4 bedroom villas and absolutely loved our stay. It was 8 adults and a baby and more than enough space. The villa was very clean. The staff and service was exceptional. There were a few things that were needed and I was able to request the items which were delivered in less than 30 mins each time. Calvin by the pool was very kind and went out of his way to help our family which was greatly appreciated. The location is perfect and close to Disney and many restaurants. I couldn't recommend this resort enough. I look forward to coming back to vacation with my family."

A verified traveler stayed at Evermore Orlando Resort