Deals on vacations and trips to Maitland

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Maitland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Save 100% on your flight
Price was $541, price is now $297 per person
$297
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a terrace are also on offer.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,313, price is now $467 per person
$467
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $767, price is now $311 per person
$311
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $808, price is now $382 per person
$382
per person
Sep 15 - Sep 22
found 6 hours 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.
WorldQuest Orlando Resort

WorldQuest Orlando Resort

4 out of 5
Save 100% on your flight
Price was $1,021, price is now $569 per person
$569
per person
Sep 15 - Sep 22
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This aparthotel features an outdoor pool and a 24-hour gym. Families will appreciate the free theme park shuttle and onsite laundry facilities. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi.

Top Maitland hotels deals

Sheraton Orlando North Hotel

Sheraton Orlando North Hotel

3.5 out of 5
600 N Lake Destiny Dr Maitland FL
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $94 total per night
$94 total
Aug 11 - Aug 12
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the hot tub, bar/lounge, and concierge services.
Pool
Hot Tub
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
$187 nightly
The price is $210 total per night
$210 total
Aug 3 - Aug 4
Total with taxes and fees
This smoke-free 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
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
$137 nightly
The price is $154 total per night
$154 total
Aug 3 - Aug 4
Total with taxes and fees
This smoke-free aparthotel 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
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
Free Cancellation
Reserve now, pay when you stay
$150 nightly
The price is $169 total per night
$169 total
Jul 13 - Jul 14
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
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

3.5 out of 5
8442 Palm Parkway Orlando FL
Free Cancellation
Reserve now, pay when you stay
$62 nightly
The price is $70 total per night
$70 total
Aug 11 - Aug 12
Total with taxes and fees
This hotel features 2 outdoor pools, a restaurant, and a bar/lounge. Bring the family and enjoy the children's pool, free theme park shuttle, and playground. Guests will appreciate perks like free WiFi and a free shopping center shuttle.
Pool
Pet friendly
Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

3 out of 5
7125 Universal Boulevard Orlando FL
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $142 total per night
$142 total
Aug 11 - Aug 12
Total with taxes and fees
This smoke-free hotel features 2 outdoor pools, a gym, and a restaurant. Bring the family and enjoy the children's pool, early theme park entry, and arcade/game room. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi.
Pool
Free WiFi
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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 large tree overhanging a calm lake with a dock in the background.

Maitland Community Park

7.6/10 (22 reviews)
Maitland Community Park is just one of the places to see in Maitland, so why not enjoy the other things to explore during your travels? Experience the area's entertainment choices and great live music.
See properties

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 $297. 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.

Photos of local treasures

Browse Maitland vacation photos for more inspiration

An aerial view of a city with a prominent building complex, surrounded by dense greenery and a river.
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 person standing on a dock at sunset, with calm water and a distant shoreline.
A marquee with "ENZIAN CINEMA CAFE" and "MORE THAN A MOVIE" written on it.

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