Maitland Vacations

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    Save up to AEDĀ 5,000 when you book a flight and hotel together*

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Find the Best Maitland Vacation Packages

Maitland Hotel Deals

Sheraton Orlando North Hotel

Sheraton Orlando North Hotel

3.5 out of 5
600 N Lake Destiny Dr Maitland FL
Fully refundableReserve now, pay when you stay
The price is AEDĀ 342 per night from Aug 9 to Aug 10
AEDĀ 342
AEDĀ 384 total
9 Aug - 10 Aug
includes taxes & fees
8.4/10 Very Good! (1,300 reviews)
"I travel to Orlando every year and stay in the Maitland area. I have stayed at 3 or 4 other hotels in the Maitland area and have never been charged a parking fee. This fee ($20 a night) is a fake charge - just fee grabbing on The Sheratons part. I complained because it did not show up when I booked ..."

Reviewed on 23 July 2026

Sheraton Orlando North Hotel
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
The price is AEDĀ 687 per night from Aug 3 to Aug 4
AEDĀ 687
AEDĀ 773 total
3 Aug - 4 Aug
includes taxes & fees
Hyatt Regency Orlando International Airport
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is AEDĀ 547 per night from Aug 22 to Aug 23
AEDĀ 547
AEDĀ 615 total
22 Aug - 23 Aug
includes taxes & fees
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
See all 8,094 properties in Maitland
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.

Stay near popular Maitland attractions

A large tree overhanging a calm lake with a dock in the background.

Maitland Community Park

7.6/10 (22 reviews)
This 25-acre green sanctuary features tennis courts, playgrounds and a scenic boardwalk through lush Florida vegetation. Enjoy shaded trails or reserve a pavilion for family gatherings away from the midday heat.
See properties

Frequently asked questions

How much does a Maitland vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to Maitland costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Maitland?
July, September and November are great times to search for cheap Maitland vacation packages. Choosing to travel in less busy months means you can typically find lower prices on hotels and flights.
How to find the best Maitland package deals?
Use Expedia's filters to help you find some fabulous Maitland package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Maitland package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Maitland vacation as a package?
You can enjoy significant savings on your next Maitland break by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Maitland?
Land amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Maitland getaway.
How to plan a trip to Maitland?

  1. Pick your travel dates: The things you want to do in Maitland and your preferred season will help you decide when to get away.
  2. Figure out your budget: Make sure you have enough money to cover everything from dining out and transportation to airfares and activities. Your accommodations will likely be the biggest expense during your trip to Maitland.
  3. Decide how long to go for: Now that you're more familiar with Maitland, you can work out the perfect length of your vacation. Create a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick a Maitland vacation package that brings all your bookings together.