Callahan Holidays
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Your Callahan Holiday
Our Callahan holiday packages are a fast and convenient way to plan and book your next retreat. Get to know the essence of this unique neighbourhood without the bother of having to organise everything yourself. When it's time to explore the sights, you'll find loads of big-name attractions nearby including Camping World Stadium, Dubsdread Golf Course and Bob Carr Performing Arts Centre. Tick off one, two or all during your trip to Callahan. Don't just think about it — make it a reality! Book your perfect Callahan holiday with Expedia and get to where you're going your way.
- Magic Village Views Trademark Collection by Wyndham
Jul 10 - Jul 17Magic Village Views Trademark Collection by Wyndham + Flight
Kissimmee7 nights9.0/10 - Wonderful (333 reviews)"I like that big Spaces, bath in each room, and the only dislike that they charge extra for cleaning, other than that is pretty nice , secure and the personal is very nice👍"Reviewed May 27, 2026Return • Sydney (SYD) - Orlando (MCO)SYD - MCO • 1 stop MCO - SYD • 1 stopAU$4,784AU$3,955found 15 hours agoper traveller - Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Jul 10 - Jul 17Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight
Kissimmee7 nights9.2/10 - Wonderful (1,001 reviews)"Everything was smooth and very easy to the facility and the water park. Ready to go back same place. I recommend 100%"Reviewed May 28, 2026Return • Sydney (SYD) - Orlando (MCO)SYD - MCO • 1 stop MCO - SYD • 1 stopAU$5,819AU$4,098found 15 hours agoper traveller - The Delaney Hotel
Jul 6 - Jul 19The Delaney Hotel + Flight
South Orange12 nights9.6/10 - Exceptional (1,114 reviews)"Very clean and modern. The staff were friendly and efficient. We did also eat in the restaurant which has happy hour from 3:30-6:00pm if you eat at the bar. Lots of apps and drinks on the happy hour menu. The hotel beds were very comfortable and the rain shower is a nice amenity. There was one thing I would mention for light sleepers, the hallway and adjacent room noise could be heard. There was no late night noise, so we slept well."Reviewed May 30, 2026Return • Perth (PER) - Orlando (MCO)PER - MCO • 2 stops MCO - PER • 2 stopsAU$5,765AU$4,269found 19 hours agoper traveller - Evermore Orlando Resort
Jul 10 - Jul 17Evermore Orlando Resort + Flight
Orlando7 nights9.6/10 - Exceptional (682 reviews)"The Vila was very nice."Reviewed May 27, 2026Return • Sydney (SYD) - Orlando (MCO)SYD - MCO • 1 stop MCO - SYD • 1 stopAU$7,732AU$6,152found 15 hours agoper traveller - The Grove Resort & Water Park Orlando
Jul 6 - Jul 19The Grove Resort & Water Park Orlando + Flight
Winter Garden12 nights8.0/10 - Very good (10,016 reviews)"Food was great"Reviewed May 31, 2026Return • Perth (PER) - Orlando (MCO)PER - MCO • 2 stops MCO - PER • 2 stopsAU$5,599AU$4,621found 19 hours agoper traveller
Our guide on where to stay in Callahan
International Drive District
Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.
Our pick of the best Callahan Hotel Deals
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
"Check in time, if it can be faster would perfect"
Reviewed on 31 May 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
"Nice property, restaurant, bar, sweets shop and mini store on site. ASK FOR THE FREE COOKIES at front desk. You have to scan your card when you enter and exit the parking (it’s tap)..gym was really nice and well equipped. Pool area is nice and there’s an arcade and laundry facility on property too ..."
Reviewed on 30 May 2026
Universal's Cabana Bay Beach Resort
"Excellent!"
Reviewed on 31 May 2026
Frequently asked questions
Discover the most popular places to visit in Callahan
Walt Disney World® Resort
Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport.
Universal Studios Florida
Exhilarating rides and world class film sets are brought together to create this outstanding world-renowned theme park.
Universal Orlando Resort
Make your Florida vacation one to remember with a stay at this hotel and theme park complex.
Activities
Walt Disney World® Resort Theme Park Tickets
