Treat yourself to a shopping spree at Osceola Square Mall. Filled with places to swipe your credit card, you can easily while away an entire day scooping up bargains.

Osceola Square Mall is located in Kissimmee. Once you've visited this shopper's paradise, why not find out what else this area has to offer? Gatorland® is one appealing attraction that's within reach.

Plan a trip to see Osceola Square Mall

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

Palazzo Lakeside Hotel

$291

per person

Jan 31 - Feb 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.2/10 Very Good! (5,145 reviews)

Great stay, excellent experience

Reviewed on Dec 23, 2025

The Shores Resort & Spa

$293

per person

Feb 26 - Mar 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

9/10 Wonderful! (1,681 reviews)

Clean room. Exceptional service from all the staff each day. Amazing amenities. And gorgeous views.

Reviewed on Dec 14, 2025

Residence Inn by Marriott Daytona Beach Oceanfront

$867

per person

Feb 26 - Mar 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.6/10 Excellent! (1,002 reviews)

The outside of the building could use some tlc but inside was clean and updated. Staff was attentive, polite, & helpful. Breakfast was surprisingly better than I anticipated with hot options outside of the traditional continental options. Furniture around pool was pressure washed every morning and plentiful. There are no seating options for the beach however we would definitely stay here again.

Reviewed on Nov 30, 2025

Browse tours and tickets to explore Osceola Square Mall

Tours & day trips

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Clearwater Beach Day Trip

Free cancellation available

Attractions

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Walt Disney World® Resort Theme Park Tickets

Private & custom tours

See all 9 activities

Day 16 miles Private Helicopter Tour over Fun Spot

Free cancellation available

Wildlife & nature

See all 6 activities

Florida: 90 Minute Everglades Cruise

Free cancellation available

Water activities

See all 4 activities

Manatees Swim, Snorkel and Boat Day Tour from Orlando; a Florida Adventure

Free cancellation available

Popular places to visit

Florida Technical College

Walk around the campus at Florida Technical College during your visit to Kissimmee. Check out the shops and top-notch restaurants in this family-friendly area.

AMF Bowling Center

Enjoy a trip to AMF Bowling Center and popular activities like golfing in Kissimmee. Discover the entertainment choices and shops in this family-friendly area.

AMF Kissimmee Lanes

You can take time to visit AMF Kissimmee Lanes during your travels to Kissimmee. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Skate Reflections

Catch an event at Skate Reflections, and enjoy other activities in Kissimmee such as golfing. Discover the entertainment choices and shops in this family-friendly area.

Osceola County Welcome Center and History Museum

You can spend an afternoon exploring the galleries in Osceola County Welcome Center and History Museum in Kissimmee. Experience the lively festivals and entertainment choices in this family-friendly area.

192 Flea Market

During your visit to Kissimmee, you can do some window-shopping at 192 Flea Market. Stroll along the lakeside in this family-friendly area, or seek out the golf courses.