Luxury Hotels in Kissimmee

October 2026
10
November 2026

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
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Luxury Hotels in Kissimmee

1. Disney's Animal Kingdom Lodge

Disney's Animal Kingdom Lodge
Bay Lake
  • 3 restaurants
  • Full-service spa
  • Poolside bar
  • Concierge services
$521
$586 total
includes taxes & fees
Nov 9 - Nov 10
Disney's Animal Kingdom Lodge

2. ette hotel Orlando

ette hotel Orlando
Kissimmee
  • 2 restaurants
  • Full-service spa
  • Outdoor pool
  • Concierge services
$295
$335 total
includes taxes & fees
Oct 11 - Oct 12
ette hotel Orlando

3. Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
Kissimmee
  • 2 restaurants
  • Full-service spa
  • Poolside bar
  • Concierge services
$279
$850 total
includes taxes & fees
Oct 12 - Oct 13
Encore Resort and Water Park at Reunion by Rentyl

4. Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Golden Oak
  • 5 restaurants
  • Full-service spa
  • Poolside bar
  • Concierge services
$1,275
$1,502 total
includes taxes & fees
Oct 13 - Oct 14
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5. Disney's Beach Club Resort

Disney's Beach Club Resort
Bay Lake
  • 2 restaurants
  • 3 hot tubs
  • Poolside bar
  • Concierge services
$834
$938 total
includes taxes & fees
Oct 24 - Oct 25
Disney's Beach Club Resort

6. The Cabins at Disney's Fort Wilderness Resort

The Cabins at Disney's Fort Wilderness Resort
Bay Lake
  • Poolside bar
The Cabins at Disney's Fort Wilderness Resort

7. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
Orlando
  • 7 restaurants
  • Full-service spa
  • Poolside bar
  • Concierge services
$424
$539 total
includes taxes & fees
Oct 31 - Nov 1
The Ritz-Carlton Orlando, Grande Lakes

8. Caribe Royale Orlando, WorldHotels Elite

Caribe Royale Orlando, WorldHotels Elite
Orlando
  • 5 restaurants
  • Full-service spa
  • Poolside bar
  • Concierge services
$189
$255 total
includes taxes & fees
Oct 16 - Oct 17
Caribe Royale Orlando, WorldHotels Elite

9. Conrad Orlando at Evermore

Conrad Orlando at Evermore
Orlando
  • On private beach
  • 5 restaurants
  • Full-service spa
  • Poolside bar
  • Concierge services
$429
$533 total
includes taxes & fees
Oct 11 - Oct 12
Conrad Orlando at Evermore

10. Rosen Shingle Creek

Rosen Shingle Creek
Orlando
  • 11 restaurants
  • Full-service spa
  • Poolside bar
  • Concierge services
$119
$134 total
includes taxes & fees
Oct 18 - Oct 19
Rosen Shingle Creek

11. Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Orlando
  • 6 restaurants
  • Full-service spa
  • Poolside bar
  • Concierge services
$373
$476 total
includes taxes & fees
Oct 30 - Oct 31
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

12. Hyatt Regency Orlando

Hyatt Regency Orlando
International Drive District
  • 4 restaurants
  • Full-service spa
  • Poolside bar
  • Concierge services
$143
$217 total
includes taxes & fees
Oct 29 - Oct 30
Hyatt Regency Orlando

13. Rosen Centre Hotel

Rosen Centre Hotel
International Drive District
  • 7 restaurants
  • Full-service spa
  • Poolside bar
  • Concierge services
$122
$138 total
includes taxes & fees
Oct 17 - Oct 18
Rosen Centre Hotel

14. Rosen Plaza on International Drive

Rosen Plaza on International Drive
International Drive District
  • 5 restaurants
  • Hot tub
  • Poolside bar
  • Concierge services
$111
$128 total
includes taxes & fees
Oct 18 - Oct 19
Rosen Plaza on International Drive

15. Disney's Contemporary Resort

Disney's Contemporary Resort
Bay Lake
  • 3 restaurants
  • Hot tub
  • Poolside bar
  • Concierge services
$979
$1,101 total
includes taxes & fees
Oct 17 - Oct 18
Disney's Contemporary Resort

16. The Alfond Inn

The Alfond Inn
Winter Park
  • Poolside bar
  • Concierge services
  • Boutique feel
$296
$363 total
includes taxes & fees
Oct 11 - Oct 12
The Alfond Inn

17. Magical Moment Vacation Condos

Magical Moment Vacation Condos
International Drive District
  • 2 hot tubs
  • 2 outdoor pools
$87
$331 total
includes taxes & fees
Oct 21 - Oct 22
Magical Moment Vacation Condos

18. Hotel Beauden, Autograph Collection

Hotel Beauden, Autograph Collection
Downtown Orlando
  • Poolside bar
  • Concierge services
$212
$238 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Beauden, Autograph Collection
See more properties

Top neighborhoods in Kissimmee

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.

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.

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.

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.

Lake Berkley

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

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.
Photo by Visit Orlando

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.
See properties
A landscape with a clear blue sky, a large body of water with lily pads, and a distant horizon.
Photo by Emily Slade

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
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
The Silver Spurs Arena with a clear blue sky and a few clouds.

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.
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

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

Give Kids the World Village

7.8/10 (1,311 reviews)
Why not give yourself a treat with a trip to Give Kids the World Village, one of the family attractions located 3.1 mi (5 km) from central Kissimmee. If you have fun at Give Kids the World Village, you'll love Old Town and Fun Spot America, both located nearby.
See properties

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.