Maitland Vacation Packages 2026 from $323

Maitland flight + hotel vacation packages

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

The Shores Resort & Spa

Save 100% on your flight

$323

per person

Feb 19 - Feb 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and an arcade/game room, and complimentary bicycles are available on site. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Westgate Vacation Villas Resort

$409

per person

Feb 28 - Mar 3

found 1 day ago

Roundtrip 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 a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.

Westgate Towers Resort

$409

per person

Feb 28 - Mar 3

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.

Westgate Leisure Resort

International Drive District

$512

per person

Mar 19 - Mar 24

found 8 hours ago

Roundtrip flight included

Chicago (ORD) to Orlando (MCO)

2 outdoor pools, a hot tub, and a gym are all featured at this smoke-free hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a garden, and a grocery/convenience store are also on offer.

Westgate Lakes Resort & Spa Universal Studios Area

Save 100% on your flight

$432

per person

Mar 19 - Mar 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This smoke-free hotel features a full-service spa, a water park, and a marina. There's fun for all ages with a lazy river and a children's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and perks like free valet parking and a free theme park shuttle.

Top Maitland hotels deals

Universal's Cabana Bay Beach Resort

6550 Adventure Way Orlando FL

Free Cancellation

Reserve now, pay when you stay

$133 nightly

$150 total

Jan 6 - Jan 7, 2026

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

Wyndham I-Drive Avanti Resort & Conference Center

6515 International Drive Orlando FL

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$90 total

Jan 5 - Jan 6, 2026

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

Rosen Inn at Pointe Orlando

9000 International Drive Orlando FL

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$96 total

Jan 14 - Jan 15, 2026

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

Avanti International Resort

8738 International Dr Orlando FL

Free Cancellation

Reserve now, pay when you stay

$97 nightly

$109 total

Jan 27 - Jan 28, 2026

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Bring the family and enjoy the children's pool, free theme park shuttle, and arcade/game room. Enjoy the gym and perks like free WiFi.

Pool

Hot Tub

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd Orlando FL

Free Cancellation

$89 nightly

$101 total

Jan 15 - Jan 16, 2026

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Pool

Hot Tub

DoubleTree by Hilton Hotel Orlando at SeaWorld

10100 International Drive Orlando FL

Free Cancellation

Reserve now, pay when you stay

$102 nightly

$115 total

Jan 4 - Jan 5, 2026

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

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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 entertainment choices in this family-friendly 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 $323. 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.