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

Resorts in Kissimmee

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Resorts in Kissimmee

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

A modern hotel with a central pool area featuring a red boat and palm trees.

A pool area with a chandelier, a statue, and a view of the outside.

A spa entrance with a wooden facade, a sign indicating a sauna, and a patterned metal partition.

1. Kompose Boutique Resort at Theme Parks

Kissimmee

$44

$95 total

includes taxes & fees

Sep 29 - Sep 30

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

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

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

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

2. Margaritaville Resort Orlando with H2O Waterpark

Kissimmee

$139

$212 total

includes taxes & fees

Sep 28 - Sep 29

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 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.

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

Orange Lake

$105

$168 total

includes taxes & fees

Sep 15 - Sep 16

A dining area with a table, chairs, a lamp, and a view of an outdoor pool area.

A swimming pool surrounded by a fenced area with lounge chairs and umbrellas, adjacent to a multi-story building with balconies.

A hotel room with a bed, a table with a lamp, and a view of a pool and buildings through a window.

A compact hotel room with a bed, a desk, a chair, a TV, and a microwave.

4. Disney Studio 2 Queens & Shuttle

Kissimmee

$36

$114 total

includes taxes & fees

Sep 16 - Sep 17

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

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

5. Embassy Suites By Hilton Orlando Sunset Walk

Kissimmee

$130

$198 total

includes taxes & fees

Sep 21 - Sep 22

A water park with slides and water features.

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

A large hotel with multiple floors and a central courtyard with a pond and swan.

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

6. Westgate Town Center Resort

Kissimmee

$90

$137 total

includes taxes & fees

Sep 15 - Sep 16

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 modern kitchen with white cabinets, stainless steel appliances, and a marble island with four bar stools.

7. Encore Resort and Water Park at Reunion by Rentyl

Kissimmee

$310

$885 total

includes taxes & fees

Sep 15 - Sep 16

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

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 restaurant with a central bar area, wooden pillars, and hanging woven light fixtures.

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

8. Disney's Animal Kingdom Villas - Jambo House

Bay Lake

$585

$658 total

includes taxes & fees

Sep 15 - Sep 16

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

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

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

An outdoor patio area with seating and a restaurant sign.

9. Westgate Vacation Villas Resort

Kissimmee

$85

$130 total

includes taxes & fees

Sep 15 - Sep 16

An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

A hotel with multiple floors, a swimming pool, and palm trees.

A pathway leading to a body of water with a fountain, surrounded by palm trees and a building with multiple floors.

A view through a large window of a resort with a pool, palm trees, and a building in the background.

10. Wyndham Grand Orlando Resort Bonnet Creek

Orlando

$137

$201 total

includes taxes & fees

Sep 21 - Sep 22

A large outdoor swimming pool with multiple water features and lounge areas.

A person in a blue dress with a pink skirt standing on a bridge with a railing.

A bakery counter with a variety of pastries and a menu board above it.

A modern bar area with a bar counter, seating, and hanging light fixtures.

11. Wyndham Garden Lake Buena Vista – Disney Springs® Area

Lake Buena Vista

$89

$140 total

includes taxes & fees

Sep 15 - Sep 16

A conference room with rows of chairs, a podium, a projection screen, and a carpeted floor.

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

A balcony with a metal railing, a chair, and a view of a building with multiple windows.

A hotel swimming pool with lounge chairs and palm trees.

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

Orlando

$61

$103 total

includes taxes & fees

Sep 17 - Sep 18

A bar area with a sign reading 'Sonoma,' bar stools, and a counter.

A high-rise hotel with multiple floors, a rooftop pool, and a well-lit outdoor area with a pond.

A hotel room with a large window, a bed, and curtains.

A café with a display case of pastries, a coffee machine, and seating area.

13. DoubleTree by Hilton Orlando Theme Park Resort

International Drive District

$64

$100 total

includes taxes & fees

Oct 5 - Oct 6

A hotel pool area with lounge chairs, palm trees, and a large building with vertical lines and green lighting.

A large hotel with a prominent central tower and a sign reading "Beverly Centre".

A spacious lobby with a large chandelier, round seating, and a blue accent wall.

A fruit display with a watermelon centerpiece labeled "CENTRE" surrounded by various fruits and flowers.

14. Rosen Centre Hotel

International Drive District

$122

$138 total

includes taxes & fees

Oct 2 - Oct 3

A swimming pool with lounge chairs and a waterfall feature.

A resort with a large pool, palm trees, and a view of the surrounding area.

A spacious indoor area with a high ceiling, metal beams, and a counter with bar stools.

A brick-walled store with shelves stocked with snacks, beverages, and a wine rack.

15. Hilton Grand Vacations Club SeaWorld® Orlando

Orlando

$96

$147 total

includes taxes & fees

Sep 21 - Sep 22

A large hotel with multiple floors, a landscaped garden with a waterfall, and a pool area.

A hotel pool area with clear blue water, lounge chairs, umbrellas, and a large building with a curved glass facade in the background.

A modern, glass-walled atrium with a spiral staircase and a polished floor.

16. Hilton Orlando

International Drive District

$183

$261 total

includes taxes & fees

Sep 18 - Sep 19

A large, multi-story hotel with a distinctive swan-shaped roof ornament, a waterfront view, and a boat dock.

A hotel pool area with clear water, palm trees, and lounge chairs.

An outdoor dining area with a long table set for a meal, surrounded by chairs, and decorated with string lights and candles.

A modern bar area with a long counter, multiple bar stools, and ambient lighting.

17. Walt Disney World Swan

Bay Lake

$246

$333 total

includes taxes & fees

Oct 15 - Oct 16

An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.

A modern outdoor lounge area with a glass-top table, a fire feature, and seating.

A modern bar area with marble columns, bar stools, and a large chandelier.

A hotel corridor with large windows, a polished floor, and elegant chandeliers.

18. Signia by Hilton Orlando - An Official Walt Disney World® Hotel

Orlando

$168

$246 total

includes taxes & fees

Sep 21 - Sep 22

A resort with a swimming pool, lounge chairs, palm trees, and a water slide.

A water play area with colorful structures, palm trees, and a hotel building in the background.

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

An outdoor patio area with seating, a fire feature, and a Ferris wheel in the background.

19. Hilton Grand Vacations Club Las Palmeras Orlando

Orlando

$114

$156 total

includes taxes & fees

Sep 27 - Sep 28

A nighttime scene at a water park with a large pool, palm trees, and a Mickey Mouse statue.

A vintage car parked under a large archway with palm trees in the background.

A vibrant building with a marquee sign reading "Silver Screen Spirits" and a striped awning.

A large blue statue of a character holding a broom and a bucket, with a building in the background.

20. Disney's All-Star Movies Resort

Lake Buena Vista

$150

$171 total

includes taxes & fees

Sep 15 - Sep 16

See more properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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, Reunion Resort Golf Course, and ChampionsGate Golf Club are also nearby.

See properties

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.

See properties

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.

See properties

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 Houston Astros Spring Training, both located nearby.

See properties

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.

See properties

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.

See properties

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 Epcot®, both located nearby.

See properties

Learn more about Kissimmee

Immerse yourself in the magic of theme parks, from Disney's enchanted kingdoms to Universal's movie-inspired thrills. Airboat through gator-filled swamps or soar above it all in a hot air balloon for unforgettable Florida adventures.

See all hotels in Kissimmee

About the destination

People go to Kissimmee for fun-filled days at Disney's Animal Kingdom® Theme Park, as well as many other top attractions like Walt Disney World® Resort. This sunny city is also known for its festivals and shops. Families visiting Kissimmee will enjoy attractions like Old Town. In the surrounding area, popular sights include Disney Springs™ and Orlando Vineland Premium Outlets.