Maitland Vacation Packages 2026 from $281

Maitland flight + hotel vacation packages

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

Palazzo Lakeside Hotel

$281

per person

Apr 4 - Apr 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel features an outdoor pool, a gym, and a restaurant. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

Westgate Towers Resort

$322

per person

Feb 26 - Mar 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

$806

per person

Apr 4 - Apr 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Free water park access, 4 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. You'll appreciate the hot tub, poolside bar, and snack bar/deli.

Westgate Town Center Resort

Save 100% on your flight

$322

per person

Mar 28 - Apr 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.

Westgate Cocoa Beach Resort

$1,033

per person

Feb 22 - Feb 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Free water park access and an outdoor pool are featured at this smoke-free condo resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a lazy river and a children's pool, and barbecue grills are available on site.

Top Maitland hotels deals

DoubleTree by Hilton Hotel Orlando at SeaWorld

10100 International Drive Orlando FL

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$112 total

Feb 8 - Feb 9

Total with taxes and fees

This smoke-free resort features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi.

Pool

Pet friendly

Rosen Inn at Pointe Orlando

9000 International Drive Orlando FL

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$86 total

Jan 27 - Jan 28

Total with taxes and fees

This hotel features 3 outdoor pools, a gym, and a restaurant. Bring the family and enjoy the free theme park shuttle, playground, and kid-friendly dining. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi.

Pool

Pet friendly

Orlando International Drive North Hotel

5859 American Way Orlando FL

Free Cancellation

Reserve now, pay when you stay

$74 nightly

$84 total

Jan 20 - Jan 21

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's fun for all ages with a theme park shuttle and a playground. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking.

Pool

Breakfast included

Universal's Cabana Bay Beach Resort

6550 Adventure Way Orlando FL

Free Cancellation

Reserve now, pay when you stay

$133 nightly

$150 total

Jan 25 - Jan 26

Total with taxes and fees

This smoke-free hotel features 2 restaurants, 2 outdoor pools, and 2 hot tubs. There's fun for all ages with a lazy river and a bowling alley, and families will appreciate the onsite laundry facilities. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a theme park shuttle.

Pool

Hot Tub

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$130 total

Feb 8 - Feb 9

Total with taxes and fees

This smoke-free hotel features 3 restaurants, 6 outdoor pools, and 10 outdoor tennis courts. There's fun for all ages with a free kid's club and mini golf, and barbecue grills are available on site. Enjoy the 8 hot tubs and perks like free WiFi.

Pool

Hot Tub

Wyndham I-Drive Avanti Resort & Conference Center

6515 International Drive Orlando FL

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$95 total

Jan 25 - Jan 26

Total with taxes and fees

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the outdoor pool and perks like free self parking.

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.

Popular places to visit

Walt Disney World® Resort

4.5/5(2,427 reviews)

Have a fun-filled day at Walt Disney World® Resort and find out why this is a popular theme park in Lake Buena Vista. Discover the top-notch restaurants and acclaimed theater scene in this walkable area.

Universal Studios Florida

4.5/5(9,273 reviews)

Movie sets and thrill rides combine to create this internationally acclaimed theme park.

Universal Studios Orlando showing street scenes, a city and rides

Universal Orlando Resort

4.5/5(4,155 reviews)

Have a fun-filled day at Universal Orlando Resort and see why people love this theme park in Orlando. Check out the shops and top-notch restaurants in this family-friendly area.

Frequently asked questions

How much are vacation packages to Maitland?

With Travelocity vacation packages, you can live it up in Maitland for as low as $281. Flights, tours and hotels — we have everything you need. You'll save loads just for bundling together your bookings. With all of that taken care of before you leave, you won't have a care in the world.

How long should my Maitland vacation be?

Around 2 nights is the average amount of time visitors vacation in Maitland. But the ideal trip length all depends on how many magical memories you want to create. Why not allow a little more time and discover some of the lesser-known spots?

Where can I get the best vacation package deals for Maitland?

Travelocity has all you need to score a fantastic Maitland package deal. Select from 400 airlines and 1,000,000 properties around the globe and put together a travel itinerary that suits your style. With this amount of choice at your fingertips, it's easy to organize your next big adventure.

Why should I purchase my Maitland vacation bundle with Travelocity?

Because you'll never roam on your own if you book with us, and we offer round-the-clock support and first-rate service to boot. Add to that our Price Match Guarantee and a huge range of destinations and experiences to pick from. It's our job to make your vacation as unforgettable as possible.

Can I save money on my Maitland car rental if I combine it with hotels and flights?

With a Maitland vacation package, you can combine your hotel, flight and car bookings and save a nice amount. If you're in the mood to explore the best of this wonderful location, why not make a beeline for Daytona International Speedway? This famous sight is 45 mi from Maitland. With your own rental car, you'll be there in a flash.

What is the best time of year to go to Maitland?

August, September and November is the most popular time to visit, while January, May and December are generally quieter. If your budget is limited, consider visiting around . is generally regarded as the most expensive time of year to stop by.

Which airport is best for Maitland?

It's most likely you'll arrive at Orlando Intl. Airport (MCO), located 14 mi south of inner Maitland. Orlando Melbourne Intl. Airport (MLB) (60 mi away from central Maitland) and Orlando Sanford Intl. Airport (SFB) (13 mi away from central Maitland) are your other options.

What is there to do in Maitland?

While taking the path less traveled is no doubt rewarding, you really shouldn't miss the big-name sights that make a place famous. Lake Lily Park and Enzian Theater are a couple of them in Maitland.

Where should I stay when visiting Maitland?

Many people opt to stay at the Homewood Suites by Hilton Orlando-Maitland. It's a great base for your Maitland vacation.