A lake with a wooden bridge and a gazebo.

Creekside Vacations from $235

Book a Hotel + Flight or Car together to unlock savings

Your Creekside Vacation

Book a Creekside vacation package and discover the rhythm and lifestyle of this captivating neighborhood. With all your travel plans taken care of, the only thing you need to concentrate on here is living your best life. Your trip to Creekside wouldn't be complete without a stop at popular attractions nearby such as Kissimmee Lakefront Park, Give Kids the World Village and Medieval Times. Expedia is here to put your plans into action. Book your dream Creekside vacation now.

The Latest Creekside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A modern interior with a white spiral staircase, a large Christmas tree, and a dining area with white furniture.
    Jan 10 - Jan 16

    Palazzo Lakeside Hotel + Flight

    Kissimmee
    6 nights
    3.0 star property
    8.4/10 - Very good (5,391 reviews)
    "I only stayed one night but my AC didn’t work and it was so hot in my room. Also my patio door didn’t open. The property was otherwise nice. Being bombarded at check-in about timeshare opportunities was a bit obnoxious. And I know this is an unpopular opinion but the overly, in your face marketing and positive affirmations was a bit much. It was an extremely busy check-in day and I was definitely tired and cranky so take my review with a grain of salt."
    Reviewed November 9, 2026
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    Save 100% on your flight
    $434
    $235
    per traveler
    found 1 day ago
    Palazzo Lakeside Hotel
  • A modern hotel lobby with a reception desk, a round coffee table, a sofa, and a large window with curtains.
    Jan 10 - Jan 16

    Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort + Flight

    Kissimmee
    6 nights
    2.0 star property
    9.0/10 - Wonderful (4,108 reviews)
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    $837
    $369
    per traveler
    found 1 day ago
    Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort
  • A deck with lounge chairs and tables overlooking a beach with palm trees and ocean waves.
    Jan 25 - Jan 29

    Westgate Cocoa Beach Resort + Flight

    Cocoa Beach
    4 nights
    4.0 star property
    8.6/10 - Excellent (578 reviews)
    "The beaches across the street. The pools are nice however I had a room right next to the pool and they play music up until 9:00pm at night. So if you just trying to rest that will not happen. The music just kept playing all day long."
    Reviewed November 8, 2026
    Roundtrip • Philadelphia (PHL) - Orlando (MCO)
    PHL - MCO • Nonstop MCO - PHL • Nonstop
    $992
    $513
    per traveler
    found 1 day ago
    Westgate Cocoa Beach Resort
  • A resort with multiple buildings, a central pool area, a beach, and a dock with a boat.
    Feb 4 - Feb 7

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    3 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    Roundtrip • Boston (BOS) - Orlando (MCO)
    PSM - SFB • Nonstop SFB - PSM • Nonstop
    $900
    $483
    per traveler
    found 1 day ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • An aerial view of a curved swimming pool with lounge chairs and umbrellas around it.
    Jan 10 - Jan 16

    Meliá Orlando Celebration + Flight

    Celebration
    6 nights
    4.0 star property
    8.8/10 - Excellent (1,645 reviews)
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    $907
    $513
    per traveler
    found 1 day ago
    Meliá Orlando Celebration

Where to stay in Creekside

Find the best Creekside areas and neighborhoods for the activities you enjoy most.
The entrance to the Hollywood Studios area with a large sign and distinctive architecture.
Photo by Gary Burke
Open Photo by Gary Burke

Bay Lake

Home to all four Walt Disney World Resort theme parks and one water park, this city offers endless entertainment, including Disney's Fort Wilderness Resort & Campground and Magnolia and Palm Golf Courses.

A large Ferris wheel with blue lights, surrounded by a cityscape with illuminated buildings and a tall green tower.

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.

A roller coaster at Universal Orlando Resort, featuring a tall palm tree and a clear blue sky.
Photo by Peter Sutton
Open Photo by Peter Sutton

Florida Center

While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.

A large Ferris wheel with blue lighting, surrounded by a parking lot and buildings.

Champions Gate

Abundant dining options and pristine golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area.

A golf course with bunkers, water hazards, and a large lake.

Reunion

The waterparks and pristine golf courses are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.

Creekside Hotel Deals

A kitchen with wooden cabinets, a microwave, a refrigerator, and two bar stools.

Club Sevilla

Club Sevilla
3.5 star property
2 mi from Creekside
9.0 out of 10, Wonderful, (1,005 reviews)
"It's clean, quiet and the pool and hot tub is very clean and open 24/7"
$54 nightly
The price is $66
Nov 12 - Nov 13
Total with taxes and fees
Club Sevilla
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.
See all properties in Creekside
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.