Lakeside Estates Vacations from $392

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Your Lakeside Estates Vacation

Organizing your next travel adventure just got simpler with a vacation package to Lakeside Estates. Experience everything this neighborhood has to offer while creating fond memories you won't forget. When it's time to head out and explore, you'll find loads of big-name attractions nearby including Osceola Heritage Park, Kissimmee Lakefront Park and Silver Spurs Arena. Visit one, two (or even all!) during your trip to Lakeside Estates. No matter what your ideal Lakeside Estates vacation may look like, you can turn it into reality with Expedia.

The Latest Lakeside Estates Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $731, price is now $392 per person
$392
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,346 reviews)
Activities for all ages,clean, safe and friendly

Reviewed on Oct 2, 2025

Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
Save 100% on your flight
Price was $961, price is now $487 per person
$487
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (386 reviews)
The hotel was good but now with the water park and other amenities it’s even better. My grandkids loved it, it was s great experience for them and something very different to other hotels in Fl

Reviewed on Sep 16, 2025

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Save 100% on your flight
Price was $2,450, price is now $1,244 per person
$1,244
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Orlando (MCO)
8.4/10 Very Good! (1,001 reviews)
There was a very shady old looking red car parked outside our windows with loud music playing late into the night our last two nights

Reviewed on Aug 19, 2025

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was $2,375, price is now $1,223 per person
$1,223
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (486 reviews)
They messed up my reservation for our second and third days by putting my name incorrectly. I was called out of the pool in front of all the guests in the middle of the dayand made to go to the front desk. Only to find we had to scurry to pack our belongings and moved to another room. No fault of ours yet we were left to fend for ourselves. . It took 1 1/2 hours of prime day with our friends. It was humiliating and beyond inconvenient. We were compensated with 2 free drinks tickets. Judge for yourself if this was proper and professional.

Reviewed on Sep 28, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $790, price is now $421 per person
$421
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,360 reviews)
Over All It Was Great Me And My Kids Had Wonderful Time And Wanna Go Back

Reviewed on Oct 1, 2025

Where to stay in Lakeside Estates

Find the best Lakeside Estates areas and neighborhoods for the activities you enjoy most. Learn more about Lakeside Estates
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

Lakeside Estates Hotel Deals

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $219 total per night from Oct 4 to Oct 5
$219 total
Oct 4 - Oct 5
Total with taxes and fees
9.4/10 Exceptional! (3,609 reviews)
"Second stay here and I will be a repeat customer any time I’m in the Orlando greater area."

Reviewed on Oct 2, 2025

Hyatt Regency Orlando International Airport
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista, Orlando, FL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $98 total per night from Oct 26 to Oct 27
$98 total
Oct 26 - Oct 27
Total with taxes and fees
8.8/10 Excellent! (3,253 reviews)
"Perfect families. Close to a Publix and sea world. Spacious and clean"

Reviewed on Oct 1, 2025

Marriott's Grande Vista
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
$146 nightly
The price is $164 total per night from Oct 7 to Oct 8
$164 total
Oct 7 - Oct 8
Total with taxes and fees
8.8/10 Excellent! (5,319 reviews)
"Amazing"

Reviewed on Oct 2, 2025

Universal's Cabana Bay Beach Resort
See all 50,888 properties in Lakeside Estates
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
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Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Lakeside Estates

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
Universal Studios Orlando showing street scenes, a city and rides

Universal Orlando Resort

4.5/5(4,155 reviews)

Make your Florida vacation one to remember with a stay at this hotel and theme park complex.

Universal Orlando Resort

Things to do

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

$79
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

$32
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

$160
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.