WESTGATE VACATION VILLAS – The ‘Big Daddy’ of Orlando Resorts


In the concluding chapter of my exciting post-COVID research excursion, I tour the magnificent birthplace of Westgate Resorts…

If you’ve stayed with me this far, we’ve spent the past few weeks on a journey from Las Vegas to Orlando, with day-long jaunts to Cocoa Beach and a rustic dude ranch. Now we’re in Kissimmee, the land of theme parks and never-ending sunshine. That’s where we cap off our vacation (ahem….”research”) with a visit to Westgate Vacation Villas Resort.

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A massive one-stop destination, Westgate Vacation Villas Resort is the “Big Daddy” of Westgate’s portfolio. This is where it all began, with two unassuming structures erected next to a small lake. Founder David A. Siegel had decided to try his hand at a fledgling concept called “timeshares” when the Orlando region was poised to boom. Mr. Siegel had joked that if the vacation-ownership concept flopped, he could bulldoze the “A-B buildings” into the water and call it a day. But the curious lined up in droves and the rest is history.

The original 16-unit complex has grown into a full-service destination boasting hundreds of guest suites throughout a gorgeous collection of towers and modern villas. At its core is Westgate Town Center, a resort-with-a-resort that’s also the heart of this massive operation.

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With all of the activities in and around greater Orlando, you might think that a self-contained resort would be overkill, especially with Disney Parks, Universal Orlando, Sea World, and numerous water parks nearby. Well, think again. At the moment, many attractions are shuttered. Those that are currently open operate under restrictions that might dampen your concept of fun.

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That doesn’t mean you should forgo a longed-desired trip to the Sunshine State. On the contrary! Now is a terrific time to travel, especially for the reasons I’ve cited here. Just know that these are unpredictable times. Depending on the location and activity, you may be subject to face mask and temperature-scans. You’ll want to research the current requirements and protocols of your destination before leaving home.

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It’s also highly recommended that you build flexibility into your itinerary, just in case some of the attractions on your list happen to be shuttered when you arrive. In our new normal, things can change without notice. That won’t be much of a concern if you stay at  Westgate Vacation Villas.

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So, what’s there to do here? How about 14 temperature-controlled pools, hot tubs, and wading pools as a starter? Many of them offer bars, like Banana Cabana, which serves hot foods and pizza, too. If you want to stay cool, relax at the Disney Movie Theater or splash around Shipwreck Island Water Park (more on that one below).

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At Swan Lake, you can rent giant paddleboats, or stay onshore and grab a putter for Jurassic Golf. There are soccer and baseball fields, tennis and basketball courts, and picnic areas with barbeque grills and outdoor kitchens. Grab some bicycles, challenge your high score at Mission Control Game Room, or learn how to play horseshoes and shuffleboard. Click here for a constantly-updated list of what’s open and available.

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Director of Activities Dexter Candelaria was supervising the resort’s meticulous Fitness Center when I arrived. An ambitious young man brimming with enthusiasm, he was excited to tell me all about the fun events that he and his team have created. Candelaria stressed that every activity meets Westgate CARES health and sanitation guidelines while reminding us that “fun” and “safety” don’t have to be mutually exclusive.

The resort regularly publishes a list of games and virtual activities created especially for their guests, all with post-COVID safety concerns in mind. Choose from socially-distanced yoga classes, magic and cooking lessons, “Name That Tune”, poolside bingo, ping pong challenges, tie-dye creation, spin classes, and prepacked craft kits to enjoy in your suite or villa.

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Despite the resort’s sprawling footprint, Westgate Vacation Villas specializes in personalized, attentive service. Many associates have been here a very long time, rising through the ranks as they’ve mastered the art of customer satisfaction. This was evident at the drive-up check-in station, where two skilled team members demonstrated the new process, which limits personal contact and allows you to register without ever leaving the vehicle.

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Arriving by shuttle or taxi? No problem. Head inside Town Center‘s lobby, where you’ll find a traditional registration area, retrofitted to accommodate social distancing practices. There’s a welcome center, Sid’s Bistro, Tickets2You theme park service, and timeshare guest services.

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The back wall of Town Center‘s main building is a window to Shipwreck Island Water Park. A two-story masterpiece available only to resort guests and timeshare owners, Shipwreck Island features water slides, a lazy river, jetted palm trees, and of course, a pirate ship at its center. Surrounding the fun are Jolley Roger’s Galley, Crow’s Nest Bar, and Sea Dog’s Bar, with more on the way soon.

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The recently-opened Villa Italiano Chophouse is a Floridian take on Fresco Italiano, one of my favorite restaurants in Las Vegas. It even has the familiar Vespa scooters out front. An elevated dining experience with an extensive wine list and cocktail selections, Villa Italiano Chophouse serves steaks, salads, pasta, pizza….and my weakness, Chicken Parmesan. Visit their full menu by clicking here.

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As our tour was winding down, my guides and I stopped for lunch at Draft’s Sports Bar and Grill. Another favorite that I’ve dined at in both Westgate Park City and Westgate Lakes Resort, this one’s the true original. Pub fare, taphouse-worthy beer selections, and those infamous Draft’s shakes are just a few things you’ll crave again and again.

Outside of Town Center Pavilion, preparations were underway to relaunch the on-site hydroponics garden. Vegetables and herbs grown there will be used in the kitchens of resort restaurants. Inside, Hershey’s Ice Cream Shop brings back the world-famous flavors of my home state (Pennsylvania).

Next to Draft’s is Joe’s Marketplace and Deli, where you can pick up hot foods, snacks, and groceries to prepare you own meals back at the villa. They’ve also got a Corodvano Joe’s Pizza counter, which delivers directly to you. Then there’s a full-menu room service, which includes alcoholic beverages. Cheers!

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Accommodations at Westgate Vacation Villas range from Deluxe Studio Villas to sprawling Four Bedroom Presidential Villas. The economical Studio Villa is larger than a standard hotel room, with more than 500 square feet of living space. Each features a kitchenette with a coffeemaker, refrigerator, microwave, and toaster. The studio can sleep up to four, and bathrooms include a jetted tub and walk-in shower. All full-sized villas include a washer/dryer combo, handy if you’re staying for an extended period.

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The resort has a marina, business center, 10,000 square foot conference center, laundry facilities, three playgrounds, and six meeting rooms. There is no charge for parking, all rooms are non-smoking, and pets are welcome for an additional fee. Activities and common areas are ADA-compliant for guests with special needs. Those wishing to rent scooters can reserve them in advance by clicking here.

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Each year, Westgate Vacation Villas hosts a salute to the American military. Hundreds of free vacations are gifted to real-life heroes and their families. Then during American Military Month, a multi-day celebration takes place on the resort grounds. This year’s gathering was put on hold for obvious reasons, but here’s a portion of the press release from 2019’s event:

“For three action-packed days, Westgate Resorts served and honored the incredible men, women and families who sacrifice to protect and strengthen our country,” said David Siegel, Founder & CEO of Westgate Resorts and a veteran of the U.S. Air Force. “We are proud to be able to provide a complimentary vacation full of special festivities each year to those who have faithfully served and protected our freedoms.”

Highlights of 2019 Military Weekend included a Military Resource Fair featuring 25 military organizations, Red, White & Blue 5K Run, a stirring performance of the play Last Out: Elegy of a Green Beret by Scott Mann, a special appearance by Florida Governor Ron DeSantis and an incredible outdoor concert featuring Gary Sinise & The Lt. Dan Band with Lee Greenwood followed by a spectacular fireworks display. Guests also enjoyed free admission to the state-of-the-art Shipwreck Island Water Park. In addition, the Westgate Resorts Foundation contributed $50,000 to military nonprofit organizations.

Keep in mind that you don’t have to be a timeshare owner to enjoy Westgate Resorts. They’re combination destinations that welcome traditional hotel guests, too. But if you find yourself wanting to learn the details of vacation ownership, presentations and resort previews are always available.

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After returning to Sin City, I attended the grand re-opening of Westgate Las Vegas. It was a spectacular and emotional affair that brought together hundreds of associates and a very dedicated management team. I also spent the past two weekends staying there, as it’s become my staycation go-to. As with all Westgate properties, everyone goes above and beyond to make sure you feel at home.

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So we’ve circled back to the spot where my fondness for Westgate began. Several years later, this company continues to strive harder, do better, and make you feel like family. We’ve also reached the end of my Westgate Orlando Resorts series. Four very different experiences in four glorious days, all operating under strict sanitation protocols to provide a fabulous and safe post-COVID vacation experience.

By the way…with travel prices still at all-time lows (and no job opportunities for this writer in the current economic climate, sorry to say), I’ve decided to revisit Westgate Orlando in a few weeks. Get the margaritas ready, guys…I’m coming back!

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Disclaimer – this is not a paid endorsement for Westgate Resorts. My opinions are my own. As the Vegas Unfiltered Blog slogan states, “Probably biased. Definitely honest”. 

Photos: Sam Novak (some villa interiors courtesy of Westgate)