A large, historic building with a tower, reflecting on a calm lake with lily pads, surrounded by trees and a sunset sky.

4 Star Hotels in Kissimmee

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4 Star Hotels in Kissimmee

A hotel room with two beds, a nightstand with a lamp, and a framed artwork on the wall.

A spacious lobby with a reception desk, seating area, and a decorative flower arrangement.

A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.

A spacious outdoor area with multiple white tables and planters, a central digital display, and a modern architectural design.

1. Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

$90

$102 total

includes taxes & fees

Oct 18 - Oct 19

A pool with a waterfall feature, lounge areas, and a building with a green roof in the background.

A landscaped area with a fountain, a pathway, and a building with balconies.

A spacious lobby with high ceilings, chandeliers, a reception desk, and seating areas.

A hotel with a swimming pool, lounge chairs, and a fountain.

2. Hilton Vacation Club Mystic Dunes Orlando

Kissimmee

$86

$132 total

includes taxes & fees

Oct 14 - Oct 15

A spacious lobby with a high ceiling, wooden beams, and a central fountain.

An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

A spacious dining area with hexagonal ceiling and large windows offering views of the city.

A spacious lobby with high ceilings, exposed beams, and a tropical theme featuring palm trees and hanging lights.

3. Margaritaville Resort Orlando with H2O Waterpark

Kissimmee

$129

$201 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

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

4. Gaylord Palms Resort & Convention Center

Kissimmee

$251

$339 total

includes taxes & fees

Oct 9 - Oct 10

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

A beachside kiosk with a sign reading "PITT-PITT". There are yellow umbrellas, a Coca-Cola cooler, and various snacks and souvenirs displayed.

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

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

Orange Lake

$120

$180 total

includes taxes & fees

Oct 8 - Oct 9

A hotel with a central pool area, multiple water slides, and a surrounding pool.

A bar area with multiple shelves displaying wine bottles and glasses.

A gym with treadmills, exercise bikes, and weight machines.

A covered outdoor area with columns, potted plants, and a sign for Villa Italiana Chophouse.

6. Westgate Vacation Villas Resort

Kissimmee

$85

$130 total

includes taxes & fees

Oct 8 - Oct 9

A resort with multiple swimming pools, a large central pool, and a variety of guest accommodations.

An outdoor dining area with round tables and chairs, a thatched roof structure, and a pool in the background.

A modern kitchen with green cabinets, a white countertop, and a built-in oven.

A spacious dining area with high tables and chairs, a bar area with shelves and a television, and large windows allowing natural light.

7. Embassy Suites By Hilton Orlando Sunset Walk

Kissimmee

$147

$217 total

includes taxes & fees

Oct 12 - Oct 13

A water park with slides and water features.

A covered patio area with stone flooring, outdoor seating, and a view of a building with a sign.

A restaurant with blue chairs, wooden tables, and hanging blue and red lanterns.

8. Westgate Town Center Resort

Kissimmee

$90

$137 total

includes taxes & fees

Oct 8 - Oct 9

A covered outdoor area with a wooden picnic table and benches, a grill, and a ceiling fan.

A swimming pool area with multiple pools, lounge chairs, and a fenced perimeter.

A gym with treadmills, elliptical machines, and weight equipment.

A bedroom with a bed, a TV mounted on the wall, a desk, and a window with curtains.

9. Lyrios Vacation Rentals - The Palms

Kissimmee

$89

$191 total

includes taxes & fees

Oct 8 - Oct 9

A modern kitchen with a dining area, featuring a large island, grey and beige furniture, and a TV mounted on the wall.

A dining area with a round table set for four, chairs, and a ceiling fan.

An outdoor pool area with a barbecue station, lounge chairs, and umbrellas.

A multi-story residential building with a central courtyard featuring a swimming pool, surrounded by palm trees and a well-maintained lawn.

10. Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Kissimmee

$107

$255 total

includes taxes & fees

Oct 12 - Oct 13

A resort with multiple swimming pools, palm trees, and lounge areas.

A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.

A modern kitchen with a dining area, featuring a wooden table, black chairs, and pendant lighting.

A rooftop terrace with modern outdoor furniture, a view of the city, and a clear sky.

11. Spectrum Resort Villas Orlando and Waterparks

Reunion

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

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 swimming pool surrounded by palm trees and a wooden fence.

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

12. Disney's Animal Kingdom Villas - Kidani Village

Bay Lake

$535

$602 total

includes taxes & fees

Oct 20 - Oct 21

A water park with multiple slides and a swimming pool surrounded by lounge areas and umbrellas.

13. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

$199

$494 total

includes taxes & fees

Oct 25 - Oct 26

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

A pool area with a wooden fence, surrounded by lush greenery and a stone pillar.

14. Disney's Animal Kingdom Lodge

Bay Lake

$521

$586 total

includes taxes & fees

Oct 21 - Oct 22

A dining area with a wooden table set for four, surrounded by chairs. There is a ceiling fan, a chandelier, and a wall-mounted sailboat decoration.

A room with exercise equipment, a desk, and chairs.

A conference room with rows of black chairs, a whiteboard, and a projector screen.

A spacious outdoor seating area with striped chairs and tables, a ceiling fan, and a view of a building in the background.

15. Wh2784-201 - 3BR Condo Resort Access Near Disney

Windsor Hills

$149

$347 total

includes taxes & fees

Oct 14 - Oct 15

A spacious living room with a large sofa set, a coffee table, and a view of the outdoors.

A modern two-story building with a balcony, a covered outdoor seating area, and a stone facade.

A hotel room with a large bed, a bedside table with a lamp, a chair, and a ceiling fan.

A spacious living room with a large sofa set, a coffee table, and two potted plants.

16. < 2 Mi to WDW Attractions: Luxe Family Getaway!

Kissimmee

$121

$380 total

includes taxes & fees

Oct 14 - Oct 15

A living room with two sofas, a coffee table, and two lamps. There is a painting on the wall and a window with plants.

A modern kitchen with wooden cabinets, white appliances, and a dining area with a table and chairs.

A single-story house with a garage, a front lawn, and a palm tree.

A bedroom with a bed, a desk with a computer, a chair, and a sliding glass door leading to a balcony with outdoor seating.

17. Sunny Private Pool & Spa & Fenced Yard. Nr Parks

Indian Point

$191

$591 total

includes taxes & fees

Oct 10 - Oct 11

A dining area with a pool view, featuring a table set for six, wicker chairs, and a large window overlooking a pool and greenery.

A modern house with a grey door, a small porch, and green shrubs.

A compact kitchen with blue cabinets, a stainless steel refrigerator, a microwave, and a stove.

A swimming pool with lounge chairs and a covered patio area.

18. Summer Fun

Seasons

$166

$584 total

includes taxes & fees

Oct 19 - Oct 20

A rooftop swimming pool with glass panels, a grassy area, and a lake.

A residential house with a garage, a covered porch, and a well-maintained lawn.

An interior with a wooden floor, a dining table, a lamp, a framed picture, and a ceiling fan.

A living room with two leather sofas, a coffee table, and a blue armchair.

19. Willow Bend

Crescent Lakes

A spacious lobby with a grand chandelier, large windows offering a view of a pool, and a second-floor balcony with a railing.

A spacious lobby with a high ceiling, chandeliers, and a view of the outdoors.

A spacious lobby with a curved staircase, a reception desk, and a large mirror.

A spacious lobby with a central seating area, a chandelier, and a view of the entrance.

20. The Berkley, Orlando

Kissimmee

$140

$169 total

includes taxes & fees

Nov 1 - Nov 2

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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 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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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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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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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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Vintage cars parked on grass under a cloudy sky.

Osceola Heritage Park

7.8/10 (3,681 reviews)

You can catch an event at Osceola Heritage Park, located 2.4 mi (3.9 km) from central Kissimmee. Want to stretch your legs some more? Head to Kissimmee Lakefront Park and Brinson Park, both nearby.

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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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