Callahan Vacations from $243

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Your Callahan Vacation

Our Callahan vacation packages are a fast and convenient way to plan and book your next retreat. Get to know the essence of this unique neighborhood without the bother of having to organize 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 vacation with Expedia and get to where you're going your way.

The Latest Callahan Vacation Packages

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

Seasons Florida Resort

2 out of 5
Price was $602, price is now $243 per person
$243
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
17.6/10 Exceptional! (3,224 reviews)
The room was clean and comfortable and our off-season rate was appreciated. The only real difficulty was that our room was only cleaned one out of the seven days we were there due to a confusion with some of the cleaning staff who didn’t speak English. It didn’t help that our room only had a “Do Not Disturb” sign (both sides) and no other sign to express our wish for service other than using the front desk, which we did use eventually and helped us with extra towels. We were able to dump our own trash easily.

Reviewed on Nov 14, 2025

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $1,294, price is now $285 per person
$285
per person
Jan 15 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,210 reviews)
Room had the bare necessities, staff was quick for check in and check out, breakfast could’ve had more options, but the AC was so loud it woke me up multiple times and the room had a connecting door to the room next to it so it had very thin walls and could hear the family next door late at night and very early at 7am

Reviewed on Nov 14, 2025

Residence Inn by Marriott Daytona Beach Oceanfront

Residence Inn by Marriott Daytona Beach Oceanfront

3 out of 5
Price was $1,913, price is now $641 per person
$641
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
17.2/10 Exceptional! (1,000 reviews)
Clean room expected amenities

Reviewed on Nov 12, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,286, price is now $520 per person
$520
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
17.6/10 Exceptional! (1,082 reviews)
Everything was great. The front staff at check in was nice. We also found the room to be clean. The main bedroom was a little small but we managed. The parking lot was full one night so we had to go park in a reserve lot and take a shuttle over to the hotel. Aside from that, all else as great.

Reviewed on Nov 15, 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was $1,447, price is now $622 per person
$622
per person
Jan 15 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
9.6/10 Exceptional! (1,019 reviews)
Yes, great experience! Will book again.

Reviewed on Nov 11, 2025

Where to stay in Callahan

Find the best Callahan areas and neighborhoods for the activities you enjoy most. Learn more about Callahan
International Drive showing landscape views

International Drive District

1 out of top 10 points of interest in this area

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

Find hotels in International Drive District

Callahan Hotel Deals

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $150 total per night from Nov 16 to Nov 17
$150 total
Nov 16 - Nov 17
Total with taxes and fees
8.8/10 Excellent! (5,529 reviews)
Nice food areas

Reviewed on Nov 12, 2025

Universal's Cabana Bay Beach Resort
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $75 total per night from Dec 16 to Dec 17
$75 total
Dec 16 - Dec 17
Total with taxes and fees
8.4/10 Very Good! (5,236 reviews)
Had a Silver fish in my med so wasnt comfortable with the cleaning level! I literary had a nightmare about a room full of bugs 🐛 😑

Reviewed on Nov 13, 2025

Rosen Inn at Pointe Orlando
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
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $112 total per night from Dec 7 to Dec 8
$112 total
Dec 7 - Dec 8
Total with taxes and fees
9.2/10 Wonderful! (3,903 reviews)
👍

Reviewed on Nov 13, 2025

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
See all 19,217 properties in Callahan
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Callahan

Bob Carr Performing Arts Centre featuring theater scenes, performance art and music

Bob Carr Performing Arts Centre

You can get tickets for a performance at Bob Carr Performing Arts Centre during your trip to Orlando. Amble around the area's lakeside or seek out the golf courses.

Bob Carr Performing Arts Centre
Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(2,427 reviews)

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.

Walt Disney World® Resort
Universal Studios Florida™

Universal Studios Florida

4.5/5(9,273 reviews)

Thrill rides based on your favorite movies create this internationally acclaimed theme park.

Universal Studios Florida

Things to do

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

$58
per traveler
84% of travellers recommend
LEGOLAND® Florida Tickets
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

$27
per adult
90% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Universal Orlando Resort Express Passes

Universal Orlando Resort Express Passes

$149
per traveler
84% of travellers recommend
Universal Orlando Resort Express Passes
See all activities in Orlando
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.