Things to Do Near Our Vacation Rentals in Kissimmee, Florida

Handy picks for our guests — family attractions, sweet treats, coffee spots, groceries, and local dining favorites.

Feel free to share your own top picks too!

Entertainment & Family Attractions

Old Town
Old Town — Entertainment District

Classic shopping, rides, family events and nightlife — a great low-cost evening option for guests.

Fun Spot America
Fun Spot America Kissimmee

Classic amusement park: go-karts, family rides and arcade (great for a day out with kids or teens).

Old Town
Disney Springs

Complex with restaurants, bars, live shows & shops, including the world's largest Disney store. Free parking.

Fun Spot America
Universal CityWalk Orlando

Energetic attraction at Universal Orlando featuring a variety of restaurants, shops & family shows. Free parking after 6PM.

Visit the Disney Skyliner - Free ride on the sky

Step-by-step directions from Disney Springs Orange Garage to the Skyliner at Riviera Resort

Disney Skyliner Gondolas

Disney Skyliner gondolas connecting resorts and parks at Walt Disney World Resort

Disney Skyliner Character Gondola

The whimsical, character-wrapped Skyliner cabins offer scenic views during your ride

🚗 Park at Disney Springs

Start by driving to Disney Springs and park at the Orange Garage. Parking is free and easy.

🚌 Take a Disney Bus

From Disney Springs, board a Disney bus to Disney’s Riviera Resort #12 . Buses run frequently and are part of Disney’s free transportation system.

🚠 Ride the Skyliner

At Disney’s Riviera Resort, follow signs to the Disney Skyliner station and board the gondola to go to one of the many destinations as:

  • EPCOT Park - Boardwalk resort
  • Disney’s Hollywood Studios
  • Disney’s Art of Animation resort

All Disney resorts offers free transportation to Disney Springs and times and bus frequencies vary by day and season. Disney transportation hours and operations are available on Disney’s official site.

Shopping

Old Town
The Loop Kissimmee

Sprawling outdoor mall featuring department stores, jewelers & other shops, plus casual restaurants.

Fun Spot America
Orlando Vineland Premium Outlets

Jumbo outdoor outlet mall with clothing, shoe & accessory shops, including high-end designers.

Coffee & Cafés

Local cafe
XO Coffee Shop (local pick)

Cozy local coffee spot — good for a morning pastry and to-go drinks.

Express Cafe
Juan Valdez - Kissimmee

Café shop representing Colombian coffee growers, selling premium Colombian coffee, beverages, and related products.

Starbucks
National Chains - Starbucks

Several chain coffee options along the main corridors — convenient for guests who prefer familiar brands.

Local recommendations

Juice Time Ice Cream
Juice Time Ice Cream

Local Ice cream favorite with a fun menu, amazing decoration — great for kids and families.

Estefan Kitchen Orlando
Estefan Kitchen Orlando

Lively outpost executing Cuban cooking in an airy, polished venue, plus weekend brunch & live music.

Sushi Kaizen AYCE
Sushi Kaizen AYCE

Newest All You Can Eat Sushi spot to open in Kissimmee. This place is honestly unbeatable. If you’re a sushi lover, Sushi Kaizen is a must-try.

Perico Ripiao Latin Food
Perico Ripiao Latin Food

The culture of Dominican Republic on each corner. The food is super amazing, delicious, really well prepared, every bite taking you to paradise near the beach.

Sushi Kaizen AYCE
Port 27 At Lake Hamilton

The place is beautiful, with a stunning waterfront view and a relaxed atmosphere that’s perfect for spending the afternoon. The pizza at Antica Trattoria is absolutely delicious and totally worth it — and the cold beer paired perfectly with the scenery. The whole vibe feels calm, family-friendly, and very welcoming. Definitely a spot for coming back to enjoy again.

Perico Ripiao Latin Food
Gaylord Palms Resort & Convention Center

The resort features a stunning glass atrium showcasing diverse Florida landscapes, nine restaurants, Cypress Springs Water Park, South Beach pool and meeting space.

Restaurants & Nightlife

Local Favorites

From Brazilian steakhouses to seafood and Mexican — Kissimmee has a wide range of dining options for all tastes.

Family-Friendly Dining

Plenty of casual family restaurants and diners near the main corridors and attractions.

Nightlife & Bars

If guests want nightlife, Old Town and the nearby corridors have live music and bars.

Groceries & Essentials

Publix
Publix / Fresh Market / Bravo

Several grocery options in and around Kissimmee for supplies and groceries.

Walmart
Walmart Supercenter

Big box for last-minute essentials and bulk items; open late.

Pharmacies & Convenience

Multiple pharmacies and convenience stores along the main corridors.