Book Exclusive Maitland Vacation Packages

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Maitland flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was CA $629, price is now CA $351 per person
CA $351
per person
Dec 13 - Dec 16
found 1 day ago
Roundtrip flight included
Detroit (DTT) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and a free theme park shuttle. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springsâ„¢ are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,250, price is now CA $655 per person
CA $655
per person
Feb 3 - Feb 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orange County Convention Center and Universal’s Volcano Bay are located nearby.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was CA $1,172, price is now CA $652 per person
CA $652
per person
Feb 3 - Feb 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
Book a stay at this family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $1,212, price is now CA $687 per person
CA $687
per person
Feb 3 - Feb 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
Book a stay at this family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was CA $1,716, price is now CA $980 per person
CA $980
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
Book a stay at this family-friendly aparthotel in Cocoa Beach. Enjoy free parking, free water park access, and a lazy river. Our guests praise the helpful staff in our reviews. Popular attractions Cocoa Beach and Ron Jon Surf Shop are located nearby.

Top Maitland hotels deals

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
Free cancellation
Reserve now, pay when you stay
The price is CA $342 per night
CA $342
CA $385 total
Dec 7 - Dec 8
includes taxes & fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Florida Mall and USTA National Campus are located nearby.
Pool
Free WiFi
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
Free cancellation
Reserve now, pay when you stay
The price is CA $157 per night
CA $157
CA $177 total
Nov 30 - Dec 1
includes taxes & fees
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney Springsâ„¢ and Orlando Vineland Premium Outlets are located nearby.
Pool
Hot tub
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista Orlando FL
Free cancellation
Reserve now, pay when you stay
The price is CA $136 per night
CA $136
CA $153 total
Nov 30 - Dec 1
includes taxes & fees
Book a stay at this spa aparthotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orange County Convention Center and Orlando Vineland Premium Outlets are located nearby.
Pool
Hot tub
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd Orlando FL
Free cancellation
The price is CA $131 per night
CA $131
CA $147 total
Nov 23 - Nov 24
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orlando International Premium Outlets and Universal CityWalk are located nearby.
Pool
Hot tub
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
9500 Turkey Lake Rd Orlando FL
The price is CA $122 per night
CA $122
CA $185 total
Nov 11 - Nov 12
includes taxes & fees
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orange County Convention Center and Universal’s Volcano Bay are located nearby.
Pool
Hot tub
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

4 out of 5
12401 International Dr Orlando FL
Free cancellation
Reserve now, pay when you stay
The price is CA $136 per night
CA $136
CA $153 total
Nov 30 - Dec 1
includes taxes & fees
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 5 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orlando Vineland Premium Outlets and Orange County Convention Center are located nearby.
Pool
Hot tub
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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 marquee with "ENZIAN CINEMA CAFE" and "MORE THAN A MOVIE" written on it.
Photo by Visit Orlando
Open Photo by Visit Orlando

Enzian Theater

6.4/10 (21 reviews)
You can make plans for a show at Enzian Theater during your stay in Maitland. Experience the area's acclaimed theater scene and great live music.
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Maitland Vacations

Accidentally stumbling upon a new place is exactly what traveling is about, But of course, it never hurts to find out one or two things about the destination before you pack your bags. We'll help you discover the essential facts about Maitland.

A neighborhood in the fine city of Orlando, Maitland is 6 miles (10 kilometers) north of the downtown action.

There are 240,000 locals that live in Orlando.

Places to visit in Maitland

Want some motion picture magic? Take in a screening at Enzian Theater and get lost in the silver screen, popcorn in hand. Want more close by options? Be sure to don your most avant-garde outfit when heading to Maitland Art Center. Holding a variety of festivals, performances and exhibits across the year, it's an influential part of the local cultural landscape. And there's more. Eager to discover more about wildlife? Book yourself in for a guided tour at Audubon Center for Birds of Prey and enjoy the opportunity to observe these beautiful creatures up close.

Where do you fly into for Maitland?

Fasten your seatbelt and get ready to land at Orlando Sanford International Airport (SFB). This is the closest major terminal and it's approximately 12 miles (19 kilometers) to the northeast from the center of Maitland. Pick up your suitcases and start exploring!

Frequently asked questions

How much are vacation packages to Maitland?
CA $351 is all you'll need for an exciting break in Maitland. Bundle your flights and hotel into a vacation package with Travelocity and watch the savings add up. With such good prices, you'll want to start packing your bags now!
Where can I get the best vacation package deals for Maitland?
No matter what you enjoy doing, Travelocity can help you lock in a great Maitland package deal. The only thing you need to do is mix and match from our 400 air carriers and 665,000 properties around the world.
Why should I purchase my Maitland vacation bundle with Travelocity?
Whether you're searching for the ultimate unplugged getaway or you crave the fun and excitement of a towering metropolis, booking everything with Travelocity saves you time, money and hassle. No need to sift through countless websites looking for the best deal — our Price Match Guarantee ensures you'll never be out of pocket, and our professional customer service experts are available 24/7 should you need them.
Will I save money on my Maitland car rental if I combine it with hotels and flights?
Booking a Maitland vacation package with Travelocity is a simple way to save you time and money. You can combine a hotel, car and flight, or any combination of them, and get access to great discounts. It's also possible to throw in some experiences and tours. After you've picked up the keys to the rental car, head out of the neighborhood and uncover what this location has to offer. About 69 kilometersfrom Maitland, Daytona International Speedway is well worth a road trip.
What is the best time of year to go to Maitland?
If a tight budget is what's driving your travel planning, you'll get the best deals in . tends to be the most expensive time of year. Most travelers head to this location during . If you want to avoid the hustle and bustle, visit during .
What is there to do in Maitland?
While exploring Maitland, be sure to drop by Enzian Theater and Maitland Art Center. You won't be short of things to do!
Where should I stay when visiting Maitland?
You're sure to have a restful night's sleep at the Sheraton Orlando North Hotel. Take a look now to see what's available for your dates.
Can I go on vacation to Maitland at this time?
Travelocity has the local know-how to help make your vacation dreams a reality, so before organizing your trip to Maitland, read through our Covid-19 Travel Advisor. This is where you can find up-to-date info on quarantine policies, travel restrictions and a whole lot more.

Photos of local treasures

Browse Maitland vacation photos for more inspiration

A river winding through a town with a bridge, surrounded by greenery and buildings.
A wooden boardwalk over a calm lake with trees and a clear sky.
A wooden boardwalk with a railing overlooking a body of water.
A marquee with "ENZIAN CINEMA CAFE" and "MORE THAN A MOVIE" written on it.
An aerial view of a city with a prominent building complex, surrounded by dense greenery and a river.

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