Explore Orlando · Shopping & Dining

The Loop: Open-Air Shopping in Kissimmee

The Loop is an open-air shopping plaza on John Young Parkway in Kissimmee, just south of Orlando, built around a mix of big-box retailers, casual dining, and a movie theater rather than the enclosed corridors of a mall. It's an easy stop for a quick errand, a relaxed afternoon of browsing, or a dinner-and-a-movie night without the crowds of the larger outlet centers.

Because it sits so close to several villa communities, The Loop works as well for a fast restock as it does for an evening out. If you are after outlets or a luxury mall instead, where else to shop in Orlando covers the alternatives. It is also about fifteen minutes from most of our Kissimmee villa rentals.

It is the natural first stop on arrival day, whether you are checking into two bedroom homes in Kissimmee or eleven bedroom villas that need a serious grocery run.

The Loop at a Glance

Location

John Young Parkway at Osceola Parkway, Kissimmee

From villas

About 15 minutes from Reunion, Emerald Island, and Windsor Palms

Layout

Open-air plaza with free parking and multiple entrances

Retail Names You'll Recognize

The store lineup leans practical, with a few fashion and beauty stops mixed in.

Kohl's — A department-store anchor for clothing, home goods, and everyday basics.

Ross Dress for Less — Discounted fashion and home finds that change over often.

Old Navy & American Eagle Outfitters — Casual family and teen fashion side by side.

Ulta Beauty — Cosmetics, skincare, and haircare from a wide range of brands.

Nike Clearance Store — Reduced-price athletic wear and footwear.

Famous Footwear & Petco — Shoes for the whole family, plus supplies if a furry travel companion came along.

Dinner and a Movie, Handled

Regal Cinemas 16 — Current releases with recliner seating and a full concessions counter.

Panera Bread & Chipotle — Quick, reliable counter-service options for a fast meal.

BJ's Restaurant & Brewhouse — A sit-down menu with a full bar for a slower dinner.

Johnny Rockets & Chili's Grill & Bar — Classic American diner fare and casual Tex-Mex favorites.

Cold Stone Creamery — A sweet stop for ice cream after the movie.

Making the Most of a Visit

Parking is free and easy — with several entrances feeding straight into the lot nearest the stores you want.

It's built for families — with wide walkways and plenty of room to spread out between stops.

Expect a quieter pace — than the big outlet malls, which makes it a good pick when everyone just wants an easy afternoon.

A Short Errand That Still Feels Like a Night Out

The Loop's real advantage is how little time it takes out of a vacation day. A quick restock, a movie, or a casual dinner all fit into an hour or two, leaving the rest of the evening free for the pool back at the villa. With several communities just a short drive away, it's an easy addition to a day that already has plans on either side of it.

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Stay Minutes from The Loop

Our Kissimmee-area villas put The Loop's shops, dining, and cinema within about 15 minutes, so a quick errand or a movie night never eats into pool time.

Explore Nearby Villas

Or browse homes at Storey Lake Resort