Search Hotels in Lakeside Estates, Orlando

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11 Dec - 12 Dec
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12 Dec - 13 Dec
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19 Dec - 21 Dec

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Our top choices for Lakeside Estates hotels

Outdoor pool, pool loungers
Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
3.0 star property
16.4 km from Lakeside Estates
9.8 out of 10, Exceptional, (5380)
"Great place to stay"
United States
Kelly
The price is ฿5,127
฿5,768 total
includes taxes & fees
16 Dec - 17 Dec
Drury Plaza Hotel Orlando - Disney Springs Area
Front of property
Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Lake Buena Vista – Disney Springs® Area
4.0 star property
16.5 km from Lakeside Estates
8.8 out of 10, Excellent, (2779)
"Great location and consistent service, we’ve stayed many times. "
United States
Tracy
The price is ฿3,454
฿5,172 total
includes taxes & fees
14 Dec - 15 Dec
Wyndham Lake Buena Vista – Disney Springs® Area
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, pool loungers
Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
26.5 km from Lakeside Estates
9.2 out of 10, Wonderful, (5052)
"Great location nice breakfast and front desk people is amazing "
United States
Orlando
The price is ฿3,277
฿3,686 total
includes taxes & fees
4 Jan - 5 Jan 2026
Home2 Suites by Hilton Orlando at Flamingo Crossings
Terrace/patio
The Delaney Hotel

The Delaney Hotel

The Delaney Hotel
3.5 star property
23.6 km from Lakeside Estates
9.6 out of 10, Exceptional, (1021)
"The Hotel is wonderful had a great restaurant and bar the staff was very friendly and the room looked like the photos "
United States
Michael
The Delaney Hotel
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
26.5 km from Lakeside Estates
9.6 out of 10, Exceptional, (1972)
"Great location, good, staff, and rooms "
Canada
Jobin
The price is ฿4,540
฿5,108 total
includes taxes & fees
5 Jan - 6 Jan 2026
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Property amenity
Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
3.0 star property
26.8 km from Lakeside Estates
9.6 out of 10, Exceptional, (1001)
"Beautiful hotel & convenient location"
United States
John
The price is ฿3,270
฿3,679 total
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Orlando Downtown
Exterior
Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando
3.0 star property
14.6 km from Lakeside Estates
9.4 out of 10, Exceptional, (1439)
"Great place to stay super nice staff ! "
United States
michael
The price is ฿2,824
฿4,070 total
includes taxes & fees
15 Dec - 16 Dec
Hilton Vacation Club Grand Beach Orlando
Front of property – evening/night
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

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

La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
3.0 star property
13.8 km from Lakeside Estates
8.6 out of 10, Excellent, (2378)
"Loved this hotel. Will definitely stay again. "
United States
Kaneesha
The price is ฿2,972
฿3,344 total
includes taxes & fees
17 Dec - 18 Dec
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
Exterior
avid hotel Orlando International Airport by IHG

avid hotel Orlando International Airport by IHG

avid hotel Orlando International Airport by IHG
2.5 star property
15.8 km from Lakeside Estates
9.2 out of 10, Wonderful, (2004)
"I loved my stay here...nice snd clean. Nice area in the city"
United States
Clara
The price is ฿2,794
฿3,143 total
includes taxes & fees
16 Dec - 17 Dec
avid hotel Orlando International Airport by IHG
Exterior
DoubleTree by Hilton Orlando Airport

DoubleTree by Hilton Orlando Airport

DoubleTree by Hilton Orlando Airport
4.0 star property
17.2 km from Lakeside Estates
8.8 out of 10, Excellent, (2168)
"airport shuttle was very convenient, room service was excellent too"
Canada
Kimberly
The price is ฿3,359
฿3,778 total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Orlando Airport
Property amenity
Staybridge Suites Orlando Airport South by IHG

Staybridge Suites Orlando Airport South by IHG

Staybridge Suites Orlando Airport South by IHG
3.0 star property
16.7 km from Lakeside Estates
9.0 out of 10, Wonderful, (1827)
"Staff was super friendly.. great breakfast "
United States
Christa
The price is ฿3,112
฿3,500 total
includes taxes & fees
22 Dec - 23 Dec
Staybridge Suites Orlando Airport South by IHG
Bar (on property)
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
3.0 star property
16.1 km from Lakeside Estates
8.6 out of 10, Excellent, (3454)
"I this hotel is the best place to stay "
United States
Manese
The price is ฿2,762
฿3,108 total
includes taxes & fees
4 Jan - 5 Jan 2026
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
Outdoor pool
Element Orlando Universal Blvd.

Element Orlando Universal Blvd.

Element Orlando Universal Blvd.
3.0 star property
18.1 km from Lakeside Estates
9.2 out of 10, Wonderful, (1940)
"Room clean, staff helpful and great "
United States
Kristina
The price is ฿2,834
฿3,188 total
includes taxes & fees
14 Dec - 15 Dec
Element Orlando Universal Blvd.
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Meliá Orlando Celebration

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
17.7 km from Lakeside Estates
8.6 out of 10, Excellent, (1560)
"was a very nice stay"
United States
Taylor Elaine
The price is ฿2,953
฿4,505 total
includes taxes & fees
18 Dec - 19 Dec
Meliá Orlando Celebration
Free daily buffet breakfast
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
2.5 star property
26.5 km from Lakeside Estates
9.4 out of 10, Exceptional, (4329)
"Really good place to stay "
United States
Lians
The price is ฿3,683
฿4,143 total
includes taxes & fees
5 Jan - 6 Jan 2026
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
6 outdoor pools, free pool cabanas, pool umbrellas
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
15.6 km from Lakeside Estates
9.4 out of 10, Exceptional, (4077)
"Beautiful resort"
United States
Antonese
The price is ฿3,531
฿3,972 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Exterior
Hampton Inn & Suites Orlando Airport @ Gateway Village

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, (2445)
"Great location to airport and food choices. "
United States
Aliza
The price is ฿3,353
฿3,772 total
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn & Suites Orlando Airport @ Gateway Village
Exterior
Days Inn by Wyndham Orlando Conv. Center/International Dr

Days Inn by Wyndham Orlando Conv. Center/International Dr

Days Inn by Wyndham Orlando Conv. Center/International Dr
2.0 star property
15.7 km from Lakeside Estates
8.0 out of 10, Very good, (2501)
"Staff very friendly Nice location"
Mexico
Yilsi
The price is ฿2,388
฿2,686 total
includes taxes & fees
14 Dec - 15 Dec
Days Inn by Wyndham Orlando Conv. Center/International Dr
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.

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.

Magic Kingdom® Theme Park showing interior views and rides as well as a couple
Photo by ©Disney
Open Photo by ©Disney

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.

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.

Universal Studios Florida® featuring night scenes, a city and signage

Florida Center

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

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

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

10/10 Excellent
"The entire property was well-maintained and welcoming. The lobby and shops were beautifully decorated for Christmas and even had a “Letters to Santa” station set up. The rooms were clean and the bed and pillows extremely comfortable. You could not ask for a better centrally located area. We were blown away with this place for the price that we paid. "
Brandie 1-night trip
Posted 17 hours ago
Rosen Inn at Pointe Orlando

Explore a world of travel with Expedia

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.