An aerial view of a residential area with houses, a lake, and a golf course.

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Check prices for these dates

This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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Our top choices for Lakeside Estates hotels

A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

1. Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
4.0 star property
16.4 km from Lakeside Estates
9.8 out of 10, Exceptional, (6,126 reviews)
"Always love staying here"
United States
Brianne
The price is ฿5,419
฿6,097 total
includes taxes & fees
28 Oct - 29 Oct
Drury Plaza Hotel Orlando - Disney Springs Area
A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.

2. Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
4.0 star property
12.2 km from Lakeside Estates
9.6 out of 10, Exceptional, (1,594 reviews)
"Rooms were clean and breakfast was good."
United States
Cassandra
The price is ฿3,017
฿3,425 total
includes taxes & fees
18 Oct - 19 Oct
Embassy Suites by Hilton Orlando Lake Buena Vista South
A multi-story hotel with a swimming pool, outdoor seating, and a landscaped area.

3. Holiday Inn Express & Suites Orlando at SeaWorld by IHG

Holiday Inn Express & Suites Orlando at SeaWorld by IHG
2.5 star property
14.2 km from Lakeside Estates
9.2 out of 10, Wonderful, (1,857 reviews)
"Perfect, location excellent, hotel very good"
United States
Fernanda
The price is ฿2,953
฿3,322 total
includes taxes & fees
28 Oct - 29 Oct
Holiday Inn Express & Suites Orlando at SeaWorld by IHG
An outdoor patio area with seating, a bar, and a fire feature.

4. Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
16.5 km from Lakeside Estates
9.6 out of 10, Exceptional, (2,879 reviews)
"Great staff, good breakfast and excellent location."
United States
Gerardo
The price is ฿4,128
฿4,644 total
includes taxes & fees
11 Oct - 12 Oct
Hyatt House Orlando Airport
A modern restaurant with multiple dining tables and chairs, a bar area, and a television mounted on the wall.

5. Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
3.0 star property
17.2 km from Lakeside Estates
8.8 out of 10, Excellent, (4,240 reviews)
"Great place, friendly staff"
United States
Kathleen
The price is ฿2,748
฿3,092 total
includes taxes & fees
6 Oct - 7 Oct
Wingate by Wyndham - Orlando International Airport
An aerial view of a resort with multiple swimming pools, landscaped gardens, and outdoor seating areas.

6. Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
14.5 km from Lakeside Estates
9.6 out of 10, Exceptional, (4,962 reviews)
"Nice clean rooms, the resort had everything."
United States
Maria
The price is ฿4,000
฿4,500 total
includes taxes & fees
17 Oct - 18 Oct
Rosen Shingle Creek
An outdoor seating area with green chairs and umbrellas, a fire pit, and a building with large windows in the background.

7. Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
3.0 star property
16.5 km from Lakeside Estates
9.4 out of 10, Exceptional, (2,889 reviews)
"Very convenient location, good breakfast, and reliable shuttle service to the airport."
United States
Susan
The price is ฿3,275
฿3,684 total
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn & Suites Orlando Airport @ Gateway Village
A modern hotel lobby with a large flat-screen TV, a blue sofa, a round wooden table, and a curved reception desk.

8. Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
15.7 km from Lakeside Estates
9.0 out of 10, Wonderful, (2,001 reviews)
"Love the staff location and rooms, very convenient and comfortable!"
United States
Quintin
The price is ฿3,475
฿3,909 total
includes taxes & fees
6 Oct - 7 Oct
Cambria Hotel Orlando Airport
A modern hotel lobby with a reception desk, a round coffee table, a sofa, and a large window with curtains.

9. Seasons Florida Resort

Seasons Florida Resort
2.0 star property
11.1 km from Lakeside Estates
9.0 out of 10, Wonderful, (4,008 reviews)
"Exellent place to stay!!"
United States
Antonio
The price is ฿1,531
฿1,738 total
includes taxes & fees
12 Oct - 13 Oct
Seasons Florida Resort
A hotel with a large pool, palm trees, and a waterfall feature.

10. Caribe Royale Orlando, WorldHotels Elite

Caribe Royale Orlando, WorldHotels Elite
4.5 star property
14.1 km from Lakeside Estates
9.2 out of 10, Wonderful, (5,327 reviews)
"We stay here all the time and love it!"
United States
Brittany
The price is ฿6,343
฿8,570 total
includes taxes & fees
10 Oct - 11 Oct
Caribe Royale Orlando, WorldHotels Elite
A modern hotel with "La Quinta" signage, featuring a prominent entrance and a covered outdoor area.

11. La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
3.0 star property
13.7 km from Lakeside Estates
8.8 out of 10, Excellent, (3,143 reviews)
"The whole place was clean and breakfast was great."
United States
Harrison
The price is ฿2,990
฿3,364 total
includes taxes & fees
12 Oct - 13 Oct
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

12. Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
18 km from Lakeside Estates
8.8 out of 10, Excellent, (3,155 reviews)
"Great resort"
United States
Carlos
The price is ฿4,161
฿6,267 total
includes taxes & fees
29 Oct - 30 Oct
Wyndham Grand Orlando Resort Bonnet Creek
A modern lobby with a checkered carpet, seating area, and a reception desk.

13. Holiday Inn Express Orlando International Airport by IHG

Holiday Inn Express Orlando International Airport by IHG
2.5 star property
15.6 km from Lakeside Estates
9.0 out of 10, Wonderful, (2,047 reviews)
"Wonderful stay! The staff were very accommodating and made us feel so comfortable. The breakfast was absolutely delicious and offered a great variety."
United States
Lorellie
The price is ฿3,389
฿3,813 total
includes taxes & fees
12 Oct - 13 Oct
Holiday Inn Express Orlando International Airport by IHG
A breakfast area with a counter displaying hard-boiled eggs, fruits, and muffins. There are two stools and a sign reading "TOP IT BREAKFAST".

14. Tru By Hilton Orlando Convention Center Area, FL

Tru By Hilton Orlando Convention Center Area, FL
3.5 star property
16 km from Lakeside Estates
9.0 out of 10, Wonderful, (4,188 reviews)
"Great place"
United States
Jalen
The price is ฿3,109
฿3,498 total
includes taxes & fees
11 Oct - 12 Oct
Tru By Hilton Orlando Convention Center Area, FL
Pool

15. Hyatt Regency Grand Cypress

Hyatt Regency Grand Cypress
4.0 star property
16.8 km from Lakeside Estates
9.2 out of 10, Wonderful, (2,349 reviews)
"Great stay"
United States
linda
The price is ฿5,403
฿7,966 total
includes taxes & fees
16 Oct - 17 Oct
Hyatt Regency Grand Cypress
A swimming pool with people in the water, including a person in a green and red inflatable ring.

16. Buena Vista Suites Orlando

Buena Vista Suites Orlando
4.0 star property
14.2 km from Lakeside Estates
9.2 out of 10, Wonderful, (2,568 reviews)
"Loved the clean rooms and the wonderful breakfast in the morning. Would absolutely recommend staying here again."
United States
Jana
The price is ฿3,890
฿5,244 total
includes taxes & fees
7 Oct - 8 Oct
Buena Vista Suites Orlando
A modern hotel room with a large bed, a nightstand, a drawer, a wall-mounted light, and a window with a view of trees.

17. Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
3.0 star property
16.5 km from Lakeside Estates
8.2 out of 10, Very good, (6,139 reviews)
"Since last year I always look for this hotel the room are clean very good staff and good breakfast I recommend it to anyone."
United States
Sonia
The price is ฿2,767
฿3,113 total
includes taxes & fees
3 Nov - 4 Nov
Ramada by Wyndham Suites Orlando Airport
A modern hotel with a red carpet leading to the entrance, a wooden walkway, and a clear view of the building's facade.

18. EVEN Hotel Orlando International Airport by IHG

EVEN Hotel Orlando International Airport by IHG
3.5 star property
15.8 km from Lakeside Estates
9.4 out of 10, Exceptional, (898 reviews)
"The hotel staff were nice and friendly, and the facilities were very clean and quiet."
United States
MAKI
The price is ฿3,457
฿3,889 total
includes taxes & fees
3 Nov - 4 Nov
EVEN Hotel Orlando International Airport by IHG
Room

19. Comfort Suites Orlando International Airport

Comfort Suites Orlando International Airport
2.5 star property
15.2 km from Lakeside Estates
8.4 out of 10, Very good, (1,359 reviews)
"Great place to stay"
United States
Sheryl
The price is ฿3,280
฿3,690 total
includes taxes & fees
13 Oct - 14 Oct
Comfort Suites Orlando International Airport
A hotel room with two beds, a sofa, a small table, a lamp, and a framed abstract artwork on the wall.

20. Hyatt Place Orlando Airport

Hyatt Place Orlando Airport
3.0 star property
16.8 km from Lakeside Estates
9.0 out of 10, Wonderful, (1,932 reviews)
"I had a wonderful stay. Can't wait to go back."
United States
David Chad
The price is ฿3,389
฿3,813 total
includes taxes & fees
19 Oct - 20 Oct
Hyatt Place Orlando Airport
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.
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Where to stay in Lakeside Estates

Find the best Lakeside Estates areas 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

Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.

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

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

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

Champions Gate

Ample dining options and top 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.

Orlando downtown welcome sign with tropical scene; Shutterstock ID 99801884

Downtown Orlando

One of the most popular neighborhoods in Florida, this bustling area is full of art galleries, shops, bars and restaurants.

Top Lakeside Estates Hotel Reviews

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

8/10 Good
"Enjoyed my stay. Friendly"
Marco 2-night trip
Posted 1 hour ago
Home2 Suites by Hilton Orlando at Flamingo Crossings

Frequently asked questions

What is Lakeside Estates like?
Guests are sure to enjoy their time checking out all that Kissimmee's Lakeside Estates neighbourhood has to offer.
How many hotels are there in Lakeside Estates?
Expedia has 24 hotels and other accommodation options in Lakeside Estates to choose from, making this an ideal home base for exploring the greater Kissimmee area.
If I need to cancel my hotel reservation in Lakeside Estates, will I receive a refund?
Yes, most hotel room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then filter by "fully refundable" to review top deals in Lakeside Estates.
What is there to do around this Kissimmee neighbourhood?
A few places to visit in the area around Lakeside Estates include Houston Astros Spring Training, Osceola County Stadium and Silver Spurs Arena. While you're out sightseeing, Bob Makinson Aquatic Center and Osceola Heritage Park are a couple of additional sights to visit in Kissimmee.