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Best Time to Stay in Orlando Timeshares

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Posted on November 09, 2021

Orlando is a great vacation destination at any time of year, but is there really a best time to visit? When it comes to Orlando timeshares, there are definitely certain times of the year that are better than others, but it really depends on your travel priorities, family dynamics and the flexibility of your ownership.

Retirees have it made when it comes to the time of year to travel, since they can go at any time. Singles and couples also have an advantage since they usually just need to plan around work schedules. Families are more constrained due to school, unless you are homeschooling and therefore a little more flexible.

Last year during the peak of the COVID pandemic, timeshare operators actually launched marketing campaigns around families who had children in remote learning due to the closure of schools. The idea was that parents could supervise their children’s class time at a resort and thereby combine school with vacation time. And presumably help the mental wellbeing of homebound parents at the same time.

crowd at Disney World

What About Weather?

The weather is a significant factor when it comes to the best time of year. Summer is obviously the hottest time of year, and Orlando can often go the entire duration of June-August with daytime temperatures exceeding 90 degrees Fahrenheit (32C).

That may be great pool weather, but for standing in line at the theme parks, not so much.

Understandably, families looking to book summer vacations have little choice but to schedule around the school calendars, so summer is a priority.

Because other destinations throughout the country are also in vacation mode during summer, this can also mean that the crowds in Orlando are slightly smaller, notwithstanding the lower COVID-related capacities that are sure to increase with reopening borders.

As the weather cools down from mid-Fall through the Spring, this becomes an advantage for an Orlando timeshare vacation. Even the average daytime temperature in January is a pleasant 72F (22C), which is great for visiting the parks.

Remember that, unlike a beach destination, Orlando vacations are planned around theme parks, golf, amusement parks and other non-water activities so factoring in swim time may not be as important. Some of the resorts offer heated pools, but this isn’t a dealbreaker for northern families breaking out the bathing suits and t-shirts on 60-degree days.

How Does This Help in the Timeshare Universe?

This is where the flexibility of the ownership product comes in. Many of today’s timeshare products are points-based, so owners can use their points to align their vacation time with the best time to stay in Orlando timeshares.

The so-called shoulder seasons (Fall and Spring) are some of the best value available at Orlando timeshare resorts, as resorts lower their point requirements during the off-peak seasons.

Hilton Seaworld resortFor instance, Hilton timeshare point requirements for Orlando resorts are about 30 percent lower and in some cases, such as Hilton Grand Vacations Club at SeaWorld, 50 percent lower for a one-bedroom unit during certain weeks in Fall.

Wyndham is similar, from 20 – 28% lower points rates to, in the case of Wyndham Bonnet Creek, as much as 50% lower for a one-bedroom during designated Fall and Spring weeks on its calendar.

Diamond tends to have its best deals from mid-September to mid-November, with a couple of weeks in mid-December as well. Some deals, such as two-bedroom units at Diamond Cypress Pointe, go for less than half of the point totals compared to the points needed during Peak weeks.

Marriott is a little different, with its lowest point totals required for a week of Marriott timeshare during the month of May.

Marriott Lakeshore Reserve

Exchange Companies Can Help

For those timeshare owners who have fixed-week ownership, exchange companies such as RCI, Interval International or 7Across can help you find an off-peak week in Orlando. These weeks tend to give you great value for your exchange, and 7Across is a direct to consumer model with no membership fees.

Even if you own a floating week or points and are having trouble finding availability, see what exchange companies can do for you. Chances are that you’ve already paid for a membership, so you might as well give them a call and see how they can help.

Top Orlando Timeshare Resorts

What good would it do to give you tips about the best time to vacation in Orlando without suggesting Orlando timeshares to visit? Below are the most popular as determined by buyer offers, so check them out.

Hilton Grand Vacations Club at Tuscany Village – located in a self-contained village off International Drive next to Orlando Premium Outlets, you can choose from the restaurant, bar, spa, multiple pools and hot tubs to relax. Studio, one-, two- and three-bedroom units have everything you need, with the Hilton quality to match.

Diamond Resorts Polynesian Isles Phase I – in Kissimmee off Osceola Parkway, you will have a straight shot over to Disney Animal Kingdom and easy access to World Drive and the rest of the Disney parks. Enjoy the swimming pools, hot tubs, sports courts, playground and overall atmosphere of this South Pacific-themed resort. One- and two-bedroom units have all the amenities for a great stay.

Diamond Grand Villas resortDiamond Resorts Grande Villas – this Lake Buena Vista location is about half-way between SeaWorld and the Disney parks – an excellent location to easily get around the region. You’ll have a choice from two pools, hot tubs, children’s pool plus playground and game room for the kids, and fitness center. The Marketplace offers quick meals and snacks that you can enjoy in your one-, two- or three-bedroom unit.

Diamond Resorts Grand Beach – right on the edge of Lake Bryan near World Center Drive, you are minutes from the Main Gate at Disney World. In your three – yes, three – bedroom villa, you’ll have a king bed in the master, full kitchen, dining table, living room, washer/dryer and balcony across 1,500 sq ft of living area. Have fun on the beach, relax in a hammock, dip in the pool or try beach volleyball.

Marriott's Grande Vista – the showpiece of Marriott’s Orlando timeshare resorts, you are tucked away on the southern part of International Drive near SeaWorld but close to all of the featured attractions.

This incredible complex has multiple onsite restaurants and bars, health spa, marketplace for those snacks and necessities, and onsite golf course. Multiple pools, sport courts, game room and Kid’s Club are all accessible from your spacious one-, two- or three-bedroom villa.

Diamind Cypress Pointe ResortDiamond Resorts Cypress Pointe Resort – another of Diamond’s Lake Buena Vista resorts, you are within easy driving distance to Universal Studios as well as SeaWorld and Disney World.

Studio, two- and three-bedroom units offer modern conveniences, with the three-bedroom units providing 1,800 sq ft of living space. Have fun in the volcano pool, be active with tennis and volleyball, and grab a bite at Café de Pointe. Plus, courtesy shuttles operate to Universal Studios, Disney, and SeaWorld.

Wyndham Star Island Resort – this Kissimmee resort is near Lake Cecile and south of Irlo Bronson Highway on the eastern edge of the visitor precinct, about a 15-minute drive to Disney World.

A tranquil setting but packed with activities, you can choose from multiple tennis courts, basketball, swimming pools, hot tubs, kid’s splash pad, a golf driving range and even kayaking and fishing on the lake. One-, two- end three-bedroom unit layouts provide a vacation home-like experience.

wyndham cypress palmsWyndham Cypress Palms – in the Kissimmee visitor corridor about a 10-minute drive from Disney World, enjoy one- or two-bedroom units with living room, dining area, fully equipped kitchen and private bathroom access for each bedroom.

Heated swimming pools, hot tubs, fitness center, BBQ area, arcade game room and organized kid’s activities provide for a wonderful vacation setting, while the complimentary Wi-Fi keeps everyone jealous back home.

Wyndham Bonnet Creek – the centerpiece of Wyndham’s Orlando timeshare offerings, the resort is located on Disney property and minutes from Epcot, Disney Springs and the rest of the Disney parks.

There is so much here, from multiple pools, lazy river, splash zones, water slides, and hot tubs to playgrounds, game rooms and organized activities. Talk about family-friendly!

Onsite restaurants, bars, café and convenience store means you don’t need to leave the resort, but you will since Disney is so close by. A choice of one-, two-, three- and four-bedroom layouts means you’ll have plenty of space for the entire family.