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Holiday Fun at Villas of Grand Cypress

Make Villas of Grand Cypress your home away from home this holiday season. Create unforgettable moments and extraordinary experiences with our theme holiday events. 

Things To Do

Discover a new home for the holidays, complete with palm trees, twinkling lights, and extravagant holiday meals you won’t have to prepare. Though most holidays are all about honoring traditions, ours is as much about cherished past times as it is about new and improved celebrations. Holidays at Villas of Grand Cypress bring together the best of Orlando with everything you love about the holidays. Think challenging golf games, blissful blue skies, and world-famous theme parks with a side of family, fun, and the foods you’ve been looking forward to all year long. 

While our chefs prepare your favorite holiday dishes, you’ll be free to enjoy everything that makes Orlando holidays truly special. On the agenda? Breakfast with Santa, storytelling with elves, and an inspiring Christmas dinner--and that’s before you venture out into Orlando. Experience the holiday celebrations you won’t find anywhere else, like Mickey’s Very Merry Christmas Party. Imagine fireworks, a parade, and plenty of family-friendly fun, all in true Disney holidays style. 

At Villas of Grand Cypress, you’ll encounter the best of both holiday worlds, whether you envision a celebration on-the-go or one that focuses on quality time with the ones you love. Relaxing and reminiscing are just as welcome as seeing and doing all that Orlando has to offer. You make the memories; we’ll take care of the rest. 

santa breakfast

'Tis the Season

There's no better way to celebrate the season than experiencing Christmas at Villas of Grand Cypress.  Join us during select dates in December for festive fun.

Breakfast With Santa 7AM-11AM

On Saturday, December 22nd, don't miss your chance to meet Santa before he heads back to the North Pole. Santa visits at 8AM, 9AM and 10AM.

Elf Storytelling 7PM

Enjoy a holiday story told by one of Santa's helpers, along with holiday cookies and more. 

Elves In Training Workshop 3PM-4PM

Learn what it takes to become one of Santa’s special helpers with festive arts & crafting. 

Pictures with Santa & Mrs. Claus 5PM-7PM

Santa and Mrs. Claus are stopping by before they return to the North Pole. Grab your phone and camera!

Christmas Dinner & Holiday Cocktails

Reserve your table for Christmas dinner today. Call 407-239-1926 for reservations. This holiday season, enjoy new menu items inspired by our new Executive Chef. Click HERE to learn more about Chef Robert Gioia. 

resort holiday events orlando

Festive Family Fun 

During select dates this holiday season, join us for non-stop family fun throughout the resort.

Elf Activities 3pm-7pm

Join us for Elf Storytelling and Elves in Training Workshops arts & crafts.

Face Painting, Balloon Artists and Holiday Bounce House 12pm-5pm

Enjoy poolside activities, including face painting, a holiday bounce house and balloon modelling.

Family Fun 4pm-6pm

Challenge your family members during a game of Foosball, ping pong, Pool table and more. 

Ring In The New Year

Celebrate New Year's Eve at our Nine 18 Restaurant with an unforgettable dinner and a complimentary champagne toast. VIEW NYE DINNER MENU.

Need a cure on New Year's Day? Try our Hangover Menu for the ultimate cure.  VIEW HANGOVER MENU.

  1. Reserve Table

Mickey's Very Merry Christmas Party

Select Nights November to December 2018

Mickey's oh-so-jolly celebration kicks off November 8! Enjoy live entertainment, spectacular fireworks, a holiday parade and much more. Purchase of an additional event admission ticket is required to attend. 

Villas of Grand Cypress is only 4 miles from Walt Disney World®. For your convenience, tickets for Walt Disney World Theme Parks may be purchased in advance to your stay with us. Also receive FastPass+ access up to 30 days prior to your visit. Click here to purchase your Magic Kingdom®  tickets and your tickets to Mickey's Very Merry Christmas Party event. 

Purchase Disney Tickets

woman at a holiday party


Book early and enjoy exclusive extras!

Make unforgettable memories for your group this holiday season! With elegant terraces and lakeside settings, Villas of Grand Cypress offers scenic venues perfect for large corporate gatherings to small intimate events. Whether you're interested in a lunch, brunch, dinner, reception or party, our Event Specialists will help you every step of the way.


Activities & dates are subject to change without notice.