Name: Upstay - Ultimate Orlando Oasis w Pool and Hot Tub
Address: Kissimmee

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

per person

Jul 9 - Jul 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8/10 Very Good! (4,913 reviews)

Family friend. Wonderful staff. 2nd visit and wont be the last.

Reviewed on Apr 26, 2025

Westgate Palace Hotel / Universal / I-Drive

Florida Center

per person

Jul 2 - Jul 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.4/10 Very Good! (1,011 reviews)

The room was excellent.. spacious and up to date. Will be back

Reviewed on Apr 27, 2025

Seasons Florida Resort

Save 100% on your flight

per person

Jul 2 - Jul 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.8/10 Excellent! (2,698 reviews)

We loved it. It was the best stay we've ever had. Highly recommended. There are many things you can do nearby.

Reviewed on Apr 27, 2025

Browse tours and tickets to explore Osceola Square Mall

Tours & day trips

See all 38 activities

Clearwater Beach Day Trip

Free cancellation available

Attractions

See all 16 activities

Walt Disney World® Resort Theme Park Tickets

Air, helicopter & balloon tours

See all 9 activities

16 miles Private Helicopter Day Tour over Fun Spot

Free cancellation available

Adventure & outdoor

See all 6 activities

Go City: Orlando Explorer Pass - Choose 2 to 5 Attractions

Free cancellation available

Water activities

See all 5 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 lively festivals 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 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.