Maitland Vacations from ￥247,712

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The Latest Maitland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was ￥311,281, price is now ￥247,712 per person
￥247,712
per person
Aug 28 - Sep 3
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.6/10 Exceptional! (1,129 reviews)
Everyone was very nice! Property was clean. We loved the restaurant attached Highly recommend!!

Reviewed on Jul 7, 2026

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was ￥343,594, price is now ￥288,740 per person
￥288,740
per person
Sep 25 - Oct 2
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,376 reviews)
El sitio ha desmjorado algunas cosas

Reviewed on Jul 8, 2026

Hyatt Regency Orlando

Hyatt Regency Orlando

4.5 out of 5
International Drive District
Price was ￥350,977, price is now ￥296,205 per person
￥296,205
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (2,049 reviews)
Excellent staff, very clean, and comfortable to stay

Reviewed on Jul 9, 2026

Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
Price was ￥347,050, price is now ￥297,102 per person
￥297,102
per person
Sep 2 - Sep 8
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9/10 Wonderful! (1,189 reviews)
It’s so nice to go the Disney parks and then everyone can come back and have their own room with on suite bathrooms. Beautiful property.

Reviewed on Jul 6, 2026

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was ￥288,108, price is now ￥248,040 per person
￥248,040
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Orlando (MCO)
9/10 Wonderful! (3,664 reviews)
The room was very clean and the staff was very nice. We enjoyed our stay in Florida❤️

Reviewed on Jul 8, 2026

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 ￥14,329 per night from Aug 3 to Aug 4
￥14,329
￥16,120 total
Aug 3 - Aug 4
includes taxes & fees
8.4/10 Very Good! (1,241 reviews)
"AC was shut down overnight"

Reviewed on Jul 9, 2026

Sheraton Orlando North Hotel
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 ￥27,474 per night from Jul 14 to Jul 15
￥27,474
￥30,909 total
Jul 14 - Jul 15
includes taxes & fees
9.2/10 Wonderful! (6,051 reviews)
"took my 2 small children there and had a blast. All the pools were incredible. The game room and all the activities were so fun. Truly felt like a resort."

Reviewed on Jul 9, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
The price is ￥24,386 per night from Jul 19 to Jul 20
￥24,386
￥27,434 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (7,174 reviews)
"My room key wouldn’t at the gates or to get in where the pool was. They gave me the opposite of what I asked for. Being nice they gave me a room with the lazy river view and yes nice view but I didn’t even get a good night sleep. You can hear the music so loud from like 9am till like 11pm. Made me ..."

Reviewed on Jul 9, 2026

Universal's Cabana Bay Beach Resort
See all 7,924 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

What to do in Maitland

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

￥6,261
per traveler
86% of travellers recommend
LEGOLAND® Florida Tickets
Universal Orlando Resort Express Passes

Universal Orlando Resort Express Passes

￥32,889
per traveler
80% of travellers recommend
Universal Orlando Resort Express Passes
Aquatica Orlando

Aquatica Orlando

￥9,426
per traveler
84% of travellers recommend
Aquatica Orlando
See all activities in Maitland

Frequently asked questions

How much does a Maitland vacation package cost?
Offering great value package deals from ￥247,712 on Expedia, you'll be thrilled with 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?
If you'd like to score a cheap Maitland vacation package, consider visiting in July, September and November. You'll generally find lower prices on flights and hotels during these months — ideal for budget-conscious travelers.
How many days is enough for Maitland?
With around 3 days, you'll have plenty of time to experience popular neighborhoods such as Northeast Orlando and Ivanhoe Village during your Maitland vacation. Be sure to also add Maitland Art Center and Lake Lily Park to your sightseeing itinerary. In the mood for more adventures? Consider venturing outside of Maitland on day trips and tours.
Is it worth booking a vacation package to Maitland?
Maitland offers everything you need for a wonderful getaway. Begin your Maitland vacation on a high note by exploring popular attractions like Maitland Art Center.
How to find the best Maitland package deals?
Start your search for a Maitland package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Maitland package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Maitland escape off to a flying start.
Is it cheaper to book a Maitland vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and hotels individually. Better still, you can tailor your Maitland trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Maitland?
If you're planning a spontaneous Maitland trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Maitland?

  1. Choose when to go: Check your schedule and get your bags packed. Your preferred time of year and the type of activities available will also help you decide when to escape to Maitland.
  2. Budget wisely: Besides the price of your accommodations, you should factor in other expenses too. These include transportation, flights and food. Also, set aside a little extra for unexpected costs that may crop up during your trip to Maitland.
  3. Determine how many days away: Start by compiling a list of the attractions you want to experience in Maitland. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the right Maitland vacation package for you.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.