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

$134

per person

Dec 13 - Dec 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.2/10 Very Good! (5,210 reviews)

Clean room, nice staff, good breakfast, and kid friendly amenities.

Reviewed on Nov 6, 2025

Westgate Palace Hotel / Universal / I-Drive

International Drive District

$361

per person

Jan 22 - Jan 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.8/10 Excellent! (1,037 reviews)

Clean room-washer-dryer

Reviewed on Nov 3, 2025

Residence Inn by Marriott Daytona Beach Oceanfront

$732

per person

Jan 27 - Feb 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.6/10 Excellent! (1,002 reviews)

The only complaint I would have is the motorcycle parking fee. I wasn't told about the extra fee until I was checking in. I stay there a few times a year. Ive never had to pay an extra fee for parking. It's price gouging during bikeweek again.

Reviewed on Oct 24, 2025

Browse tours and tickets to explore Osceola Square Mall

Tours & day trips

See all 37 activities

Clearwater Beach Day Trip

Free cancellation available

Attractions

See all 16 activities

Walt Disney World® Resort Theme Park Tickets

Private & custom tours

See all 8 activities

Day 16 miles Private Helicopter Tour over Fun Spot

Free cancellation available

Wildlife & nature

See all 5 activities

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

Free cancellation available

Water activities

See all 4 activities

Orlando: Jet Ski Rentals from Lake Buena Vista Area

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 lively festivals 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 entertainment choices and lively festivals in this family-friendly area.

192 Flea Market

4/5(7 reviews)

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.