Shopping Hotels in Kissimmee

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Shopping Hotels in Kissimmee

A water play area with wooden structures and a large water fountain.

An indoor venue with a glass ceiling, rows of white chairs, and floral decorations.

A multi-level atrium with a glass ceiling, palm trees, and a wooden deck.

A large, multi-story hotel with a central courtyard, palm trees, and illuminated signage.

1. Gaylord Palms Resort & Convention Center

Kissimmee

$251

$339 total

includes taxes & fees

Sep 26 - Sep 27

A spacious lobby with large windows, a pool view, and modern seating areas.

A modern bar area with high stools, a long counter, and a large window offering a view of the outdoors.

A pool area with a fire feature, lounge chairs, and a building labeled "Chuck E Cheese Fun Zone" in the background.

A hotel entrance with a landscaped area, a fountain, and a view of fireworks in the background.

2. Holiday Inn Resort Kissimmee by the Parks by IHG

Kissimmee

$63

$91 total

includes taxes & fees

Sep 28 - Sep 29

A hotel entrance with a pool, palm trees, and a fountain.

A registration desk with a red and black counter, a large potted plant, and a mural on the wall.

A pool area with a gazebo, palm trees, and a building in the background.

A spacious food court with multiple counters, hanging lights, and a central decorative feature.

3. Ramada by Wyndham Kissimmee Gateway

Kissimmee

$52

$79 total

includes taxes & fees

Oct 12 - Oct 13

A resort with multiple swimming pools, palm trees, and a large hotel building.

A hotel room with a bed, a sofa, a dining table with chairs, a lamp, and a ceiling fan.

A modern hotel room with a green sofa, two brown armchairs, a white coffee table, and a dining table. There is a painting of a bridge on the wall, a window with a view of trees, and a lamp on a side table.

A hotel with a swimming pool, palm trees, and a well-lit outdoor area.

4. Holiday Inn Club Vacations at Orange Lake Resort by IHG

Orange Lake

$105

$169 total

includes taxes & fees

Sep 27 - Sep 28

A hotel with a large building, a pond with a fountain, and palm trees.

A hotel room with two beds, a desk, and a lamp.

A conference room with a long table, two chairs, and a TV screen.

5. The Adventure Hotel by the parks

Kissimmee

$50

$77 total

includes taxes & fees

Oct 1 - Oct 2

A spacious lobby with high ceilings, large windows, and traditional decor.

A cozy living room with a stone fireplace, comfortable seating, and a large window overlooking greenery.

A spacious lobby with high ceilings, wooden beams, and a large window offering a view of the sky. Furnishings include wicker chairs and tables, and the area is well-lit with hanging lamps.

A large, uniquely designed building with a curved roof and multiple levels, surrounded by greenery and a paved entrance area.

6. Disney's Animal Kingdom Lodge

Bay Lake

$541

$609 total

includes taxes & fees

Oct 8 - Oct 9

A spacious lobby with a high ceiling, a unique wooden chandelier, a large arched glass door leading outside, and potted plants.

A spacious lobby with a central reception desk, a staircase, and a view of the outside.

A large, multi-story hotel with a central entrance, multiple wings, and a clock tower.

7. Encore Resort and Water Park at Reunion by Rentyl

Kissimmee

$299

$873 total

includes taxes & fees

Oct 5 - Oct 6

A rustic outdoor seating area with wooden chairs and a fire pit, surrounded by a wooden fence and palm trees.

A hotel with a covered entrance, palm trees, and a well-lit driveway.

A spacious lobby with high ceilings, ornate wooden railings, and multiple seating areas.

8. Disney's Animal Kingdom Villas - Kidani Village

Bay Lake

$597

$672 total

includes taxes & fees

Sep 28 - Sep 29

A hotel atrium with a central fountain, palm trees, and a circular seating area.

A spacious lobby with high ceilings, large windows, and potted plants.

A spacious living room with a large sofa, a coffee table, and a dining area with a chair and table.

A modern restaurant with a panoramic view of the airport, featuring high ceilings, hanging spherical light fixtures, and a mix of seating arrangements.

9. Hyatt Regency Orlando International Airport

Orlando

$229

$258 total

includes taxes & fees

Sep 28 - Sep 29

A modern interior with a brick wall, a chandelier, orange sofas, and a wooden coffee table.

A bar area with a brick wall, a mounted deer head, and a leather chair in the foreground.

A spacious lobby with leather sofas, a chandelier, and a brick wall.

A bar area with shelves displaying bottles, glasses, and decorative items.

10. Hunter Arms Hotel

St. Cloud

$83

$95 total

includes taxes & fees

Sep 25 - Sep 26

A spacious indoor area with multiple tables and chairs, a sofa, and a door marked "EXIT".

A modern lobby with yellow armchairs, a sofa, and a computer desk.

A swimming pool with lounge chairs and palm trees, surrounded by a building with multiple windows and a brick facade.

A reception area with a check-in counter, a reception desk, and a wall with a geometric design.

11. Holiday Inn Express Hotel & Suites Ocoee East by IHG

Orlando

$109

$123 total

includes taxes & fees

Sep 27 - Sep 28

A hotel with a large pool, palm trees, and a waterfall feature.

A spacious dining area with a long table set for a meal, surrounded by chairs.

A hotel lobby with a reception desk, seating area, and a staircase leading to upper floors.

An outdoor dining area with tables and chairs, a bar, and potted plants.

12. Caribe Royale Orlando, WorldHotels Elite

Orlando

$189

$255 total

includes taxes & fees

Sep 25 - Sep 26

A compact living space with a kitchenette, a dining area, and a seating area.

A compact kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, a coffee maker, and a sink.

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, a television on a wooden cabinet, and a large window with curtains.

A bar area with multiple stools, a bar counter, and a television mounted on the wall.

13. Staybridge Suites Orlando Airport South by IHG

Airport North

$97

$109 total

includes taxes & fees

Sep 27 - Sep 28

A swimming pool area with multiple water slides and palm trees.

A spacious indoor atrium with high ceilings, palm trees, and modern seating areas.

A vibrant lounge area with colorful seating, a bar, and a mural.

A child sitting on a blue inflatable pool in a hotel room with a large window, a red armchair, and a suitcase.

14. Universal's Cabana Bay Beach Resort

Florida Center

$150

$169 total

includes taxes & fees

Sep 27 - Sep 28

An arcade with various gaming machines, including racing and motorcycle games.

A hotel with a central swimming pool surrounded by lounge chairs and palm trees, overlooking a body of water.

A hotel swimming pool with lounge chairs and palm trees.

A multi-story hotel with a central courtyard, surrounded by parking and greenery.

15. Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Orlando

$72

$115 total

includes taxes & fees

Sep 27 - Sep 28

A swimming pool with lounge chairs and palm trees, surrounded by a building with large windows.

A hotel room with two beds, a desk, a TV, and a large window with a view.

A modern hotel room with a sectional sofa, a flat-screen TV, a large window with curtains, a dining table, and a radiator.

Two high-rise buildings with reflections in a calm body of water, surrounded by greenery and palm trees.

16. DoubleTree by Hilton at the Entrance to Universal Orlando

Florida Center

$90

$101 total

includes taxes & fees

Sep 27 - Sep 28

A large hotel with a distinctive pyramid-shaped building, a central courtyard with palm trees, and a body of water reflecting the structure.

An aerial view of a resort with multiple swimming pools, a beach area, and a variety of outdoor seating arrangements.

A café with tables and chairs, a counter with various items, and a display of bottles.

17. Walt Disney World Dolphin

Bay Lake

$229

$314 total

includes taxes & fees

Oct 11 - Oct 12

An aerial view of a resort with multiple swimming pools, landscaped gardens, and outdoor seating areas.

A spacious lobby with high ceilings, arched columns, and a mix of seating areas.

A large hotel with multiple towers, a well-maintained lawn, and a reflective water body in front.

A large hotel with multiple floors, surrounded by a well-maintained golf course and a lake.

18. Rosen Shingle Creek

Orlando

$119

$134 total

includes taxes & fees

Oct 17 - Oct 18

An aerial view of a resort with multiple swimming pools, a golf course, and lush landscaping.

A large hotel complex with multiple buildings, a golf course, and a swimming pool area.

A spacious lobby with a marble floor, a large potted plant, and a view of a pool and garden.

An outdoor restaurant with wooden pergolas, tables, and chairs, surrounded by greenery.

19. Omni Orlando Resort at ChampionsGate

Champions Gate

$167

$246 total

includes taxes & fees

Oct 2 - Oct 3

A waterfront hotel with multiple buildings, balconies, and a reflection in the water.

A spacious living area with a wooden console table, a grey sofa, and a large plant.

A terrace with wicker furniture, a view of a lake, and a building with a striped awning.

A cozy indoor seating area with a green sofa, multiple potted plants, and hanging wicker lamps.

20. The Inn at Celebration, Autograph Collection

Celebration Town Center

$155

$216 total

includes taxes & fees

Oct 25 - Oct 26

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Top neighborhoods in Kissimmee

A golf course with bunkers, water hazards, and a large lake.

A golf course with sand bunkers, a water hazard, and a clubhouse in the background.

A large body of water surrounded by green vegetation and trees under a partly cloudy sky.

A white bird flying over a body of water with dense green foliage in the background.

A waterfront hotel with a prominent tower and multiple buildings along the shore.

Reunion

Reunion is a golfer's paradise just outside Orlando with three legendary courses designed by Palmer, Nicklaus, and Watson. After teeing off, splash around at the resort water park or lounge by multiple pools scattered throughout this upscale community. When you're ready for theme parks, Disney and Universal are just 20 minutes away. Vacation homes with private pools dominate the accommodation scene, giving families plenty of space to spread out. Resort restaurants serve upscale meals, though you'll need a car to explore beyond the community's Mediterranean-style grounds. The quiet, manicured setting feels worlds away from Orlando's tourist bustle.

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A street sign reading "Welcome to Kissimmee, Florida" with a mural of horses on a building.

A yellow vintage car driving down a brick-paved street lined with a black metal fence and green benches.

A lighthouse by a calm lake, surrounded by trees and a grassy area.

A green-roofed building with a covered porch, surrounded by trees and a well-maintained lawn.

A castle-like structure with the words "Medieval Times" on the top.

Historic Downtown Kissimmee

Historic Downtown Kissimmee captures Florida's past with its stunning 1890s courthouse and Victorian storefronts along Broadway Street. Stroll under heritage oaks while exploring unique shops filled with antiques and local crafts. Weekend farmers markets and street festivals bring the area to life, celebrating the region's cowboy heritage and diverse community. The lakefront area offers peaceful fishing spots and scenic views of Lake Tohopekaliga. A mix of Southern comfort food, Cuban cafes, and barbecue joints fuel your adventures. Most attractions are within the walkable six-block historic core, making it easy to explore this charming slice of old Florida.

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An aerial view of a residential area with numerous houses, roads, and several lakes.

A tree with hanging moss and green leaves against a clear blue sky.

A city skyline reflected in a calm lake with modern buildings and trees along the shore.

A palm tree with a brown trunk and red foliage, surrounded by green leaves and red flowers.

Orlando skyline with fireworks, theme park rides, and a castle.

Windsor Hills

Windsor Hills offers a perfect home base for Disney adventures with resort-style amenities just minutes from major attractions. Families love the gated communities with pools, game rooms, and themed vacation rentals ranging from cozy condos to luxury villas. After exhilarating theme park days, this quiet residential haven provides a peaceful retreat. Dining options are limited within the neighborhood, so most visitors drive 10-15 minutes to nearby tourist areas for meals. Rental cars are essential for getting around, though rideshares are readily available. The Mediterranean-style properties with private pools make Windsor Hills ideal for groups seeking comfort between park visits.

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A sunset over a marshy landscape with a wooden pier extending into the water.

An aerial view of a resort with multiple buildings, a lake, and golf courses.

A sunset over a calm lake with a pier and reeds in the foreground.

A sunset over a calm body of water with a silhouette of trees in the background.

A sunset over a lake with a boat and a forested shoreline.

Orange Lake

Orange Lake revolves around vacation vibes with the massive Orange Lake Resort at its center. Championship golf courses, sparkling pools, and family-friendly recreation areas keep visitors entertained without leaving the neighborhood. Disney World is just minutes away, making this Four Corners spot perfect for theme park enthusiasts who want amenities galore after a day of adventure. Resort shuttles and rideshares make getting to attractions easy since public transit is limited. Dining options stick mostly to resort restaurants and nearby chains. Vacation villas and timeshare units dominate the accommodation scene, offering spacious digs with full kitchens and multiple bedrooms for families.

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A lakeside town with a prominent white building, lush greenery, and a distant city skyline.

Lake Berkley

Kissimmee's Lake Berkley neighborhood offers attractions including beach near Lake Berkley.

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Top landmarks in Kissimmee

A theme park entrance with a Ferris wheel and a roller coaster.

Old Town

8.6/10 (14,011 reviews)

Why not give yourself a treat with a trip to Old Town, one of the most popular family attractions located 7.1 mi (11.4 km) from central Kissimmee. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. If you have fun at Old Town, you'll love Fun Spot America, just a short walk away.

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A golf course with sand bunkers, trees, and a flagstick.

Mystic Dunes Golf Club

7.8/10 (4,134 reviews)

You might want to play some rounds at Mystic Dunes Golf Club, located 2 mi (3.3 km) from central Four Corners. If Mystic Dunes Golf Club doesn't quite scratch your golfing itch, Orange Lake Golf, and Reunion Resort Golf Course are also nearby.

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A water park with a pool, palm trees, and a statue of a horse.

Kissimmee Lakefront Park

8.4/10 (2,921 reviews)

Kissimmee Lakefront Park is worth a pic or two when discovering Historic Downtown Kissimmee.

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Silver Spurs Arena

7.8/10 (3,021 reviews)

You can catch an event at Silver Spurs Arena, located 2.3 mi (3.7 km) from central Kissimmee. If you think Silver Spurs Arena is cool, you also might like Osceola Heritage Park and The Ice Factory of Central Florida, both located nearby.

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A landscape with a clear blue sky, a large body of water with lily pads, and a distant horizon.

Boggy Creek Airboat Rides

7.8/10 (463 reviews)

Why not give yourself a treat with a trip to Boggy Creek Airboat Rides, one of the family attractions located 11 mi (17.6 km) from central Kissimmee. If you'd also like to explore some of the parks in Kissimmee, head to Lakefront Park.

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Three heraldic shields on a wall covered in ivy.

Medieval Times

8.0/10 (3,178 reviews)

Medieval Times is 3.5 mi (5.6 km) from central Kissimmee, why not stop by during your stay. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. If you want to experience more of the culture Kissimmee has to offer, head to 192 Flea Market, Give Kids the World Village, and Lake Buena Vista Factory Stores.

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Reunion Resort Golf Course

7.6/10 (3,040 reviews)

You might want to play some rounds at Reunion Resort Golf Course, located 11.1 mi (17.9 km) from central Kissimmee. If Reunion Resort Golf Course doesn't quite scratch your golfing itch, ChampionsGate Golf Club, and Mystic Dunes Golf Club are also nearby.

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Island H2O Live!

8.2/10 (270 reviews)

If thrills are what you're after, head to Island H2O Live!, located 1.8 mi (2.8 km) from central Four Corners. If you have fun at Island H2O Live!, you'll love Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios®, both located nearby.

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