Maitland Vacation Packages 2025/2026 from $233

Maitland flight + hotel vacation packages

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

Westgate Towers Resort

Save 100% on your flight

per person

Oct 1 - Oct 5

found 1 day ago

Roundtrip flight included

New York (NYC) to Orlando (MCO)

This hotel features an outdoor pool and a gym. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the hot tub and perks like free self parking.

Westgate Blue Tree Resort in Lake Buena Vista

Save 100% on your flight

per person

Oct 11 - Oct 15

found 1 day ago

Roundtrip flight included

New York (NYC) to Orlando (MCO)

This hotel features an outdoor pool and a gym. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the hot tub and perks like free self parking.

The Delaney Hotel

South Orange

Save 100% on your flight

per person

Oct 2 - Oct 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a terrace, and a snack bar/deli are also offered.

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

Vilano Beach

Save 100% on your flight

per person

Oct 1 - Oct 6

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Orlando (MCO)

The private beach and full-service spa are among the highlights at this hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. Enjoy the outdoor pool and free perks like buffet breakfast and WiFi in public areas.

Westgate Vacation Villas Resort

Save 100% on your flight

per person

Sep 12 - Sep 17

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.

Top Maitland hotels deals

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd, Orlando, FL

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$114 total

Aug 18 - Aug 19

Total includes 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

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard, Orlando, FL

Free Cancellation

Reserve now, pay when you stay

$178 nightly

$200 total

Jul 26 - Jul 27

Total includes taxes and fees

This eco-certified hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

Pool

Free WiFi

Marriott's Grande Vista

5925 Avenida Vista, Orlando, FL

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$107 total

Aug 16 - Aug 17

Total includes taxes and fees

This eco-certified hotel features a golf course, a full-service spa, and 3 restaurants. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi.

Pool

Hot Tub

Universal's Cabana Bay Beach Resort

6550 Adventure Way, Orlando, FL

Free Cancellation

Reserve now, pay when you stay

$164 nightly

$185 total

Aug 25 - Aug 26

Total includes 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

$114 nightly

$128 total

Aug 18 - Aug 19

Total includes 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

Westgate Lakes Resort & Spa Universal Studios Area

9500 Turkey Lake Rd, Orlando, FL

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$152 total

Aug 3 - Aug 4

Total includes taxes and fees

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.

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

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

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

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 $233. 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.