join Orbitz Rewards

By clicking, I agree to the terms

Kissimmee Luxury hotels

Search 113 Kissimmee Hotels

Flight only Hotel only Flight + Hotel

Kissimmee Luxury Hotels

  • Hotels

Featured Kissimmee Luxury Hotels

1 Paradise Palms

5 stars
Not yet reviewed

8950 Paradise Palms Boulevard Map

…Enjoy a dip in the 5,000 square foot pool or soak in one of the luxurious spas located in the pool area. More

From $95

2 Westgate Vacation Villas Resort

4 stars
3.7 / 5 219 reviews

7700 Westgate Blvd Map

Winter Sale 20%

…Choose from studios, one- or two-bedroom suites, two-bedroom deluxe suites and two-bedroom loft suites. More

Easy last minute weekend getaway.
…Our two bedroom deluxe villa easily fit our 8 person family.
Nov 13, 2012
Spring Break Vacation
…For that kind of money, I want some luxury and to be pampered a little....not the place for that!
Apr 19, 2012
From $133

3 Star Island Resort and Club

4 stars
4.0 / 5 162 reviews

5000 Avenue of the Stars Map

20% OFF

…Adults treat themselves to the ultimate luxury: facials, massages, body treatments and waxing services at Celebrity Spa. More

Disney trip
…Overall a good experience, just don't expect luxury.
May 8, 2011
Not as nice as it seems
…It's not as special or luxurious as the advertising would suggest.
Feb 27, 2011
From $208

4 Lighthouse Key Resort and Spa

4 stars
4.6 / 5 19 reviews

8545 West Irlo Bronson Memorial Highway Map

…4-star luxury resort located minutes from Disney and local attractions. More

Very classy!
…Luxury condo .
Jul 3, 2014
Amazing stay!
The stay at the hotel was amazing. The staff was extremely helpful and offered help as to making sure we knew the area and the shuttles from the hotel to the parks around town. The room was...
Feb 17, 2015

5 Rent a Villa by Eagle Management

4 stars
3.6 / 5 96 reviews

For check-in details call 1-866-377-4645 Map

61% OFF EACH NIGHT

…Each pool home offers a fully equipped kitchen, washer/dryer, private pool and many more luxury amenities to suit your particular needs. More

Horrible.
…We prefer luxury hotels, but really wanted the convenience of our own kitchen and seperate rooms for the kids, as well as our own pool.
Jul 11, 2011
Snakes galore
I Rented and paid for a 4 bedroom/pool home from Eagle Mgt rentals. But, I was assigned a townhouse without pool, 15 miles from my requested location. A neighbor told me I was not the 1st family...
Jul 18, 2014

6 Shine Florida Management

4 stars
Not yet reviewed

For check in details call 407-201-8245 Map

…Enjoy the Florida vacation of a lifetime at one of our luxury villas near Disney, Universal and other Orlando attractions. More

7 Sunshine Orlando Rentals

4 stars
Not yet reviewed

407 574 7255 Map

…Each pool home offers a fully equipped kitchen, washer/dryer, private pool and many more luxury amenities to suit your particular needs. More

From $159

8 Gemini International Vacation Villas

4 stars
4.5 / 5 4 reviews

3007 Viscount Circle Map

…Your family can simply sit back and enjoy the luxury of your own private home. More

From $110

9 Vacation Village Orlando

4 stars
3.9 / 5 49 reviews

2949 Arabian Nights Boulevard Map

Save 25% on your stay

…All units are professionally decorated in stylish West Indies decor. More

family trip
Came to celebrate the new year in Orlando. The hotel was a great location for us after a long day at a park. The accomodations were clean and comfortable. The onsite entertainment was nice for the...
Feb 9, 2015
Nice big rooms
Nice big rooms with full kitchen. Hot tub was really nice. There was a weird smell in our room but it wasn't too bad and other than that it was perfect. Close to disney and had a shuttle bus.
Nov 30, 2014
From $150

10 Gaylord Palms Resort & Convention Center

5 stars
4.4 / 5 287 reviews

6000 West Osceola Parkway Map

Rate Includes Breakfast

Florida -- in all its incarnations -- and free shuttles to Disney parksThe Gaylord Palms epitomizes Florida grandeur. The sprawling resort pays homage to the various regions of the state, from breezy Key West to old-world St. Augustine. Four and a half acres of themed experiences under glass walk... More

Underwhelmed.
…The luxury taxi service they use overcharges and the drivers have the personality if sandpaper.
Dec 27, 2013
Very enjoyable and luxurious
…The grounds were luxurious and unique with a tropical rainforest feel n teh are we stayed.
Feb 4, 2008
From $152

11 Disney Area Pool Home Rentals by Legacy

4 stars
3.8 / 5 383 reviews

For check in details call 407-567-7488 Map

Stay 3nts get 4th night FREE

Spacious residences with pool access near Orlando attractions The Legacy Vacation executive-style pool homes solve the space challenges each family faces when going on a trip. The Kissimmee vacation rentals cater to groups as large as 12 guests and are available as condos, townhomes and... More

disappointed
…they upgraded us to a 4 bedroom "luxury home with a pool" wow we were not expecting that.
Feb 26, 2014
Nice.
…We paid extra for a luxury pool house.
Jul 20, 2011
From $129

12 Holiday Inn Club Vacations at Orange Lake

4 stars
3.9 / 5 502 reviews

8505 W. Irlo Bronson Memorial Map

Settle into a special retreat surrounded by more than 1,400 landscaped acres when you check into the Holiday Inn Club Vacations at Orange Lake. This unique condominium resort spreads family fun through four unique villages that comprise one of Orlando's most beautiful vacation destinations.... More

Slam dunk!!
…The Holiday Inn Club Vacations at Orange Lake was an unexpected weekend treat that combined comfort,fun and luxury in a very big package all for an affordable rate.
Sep 4, 2012
Cheap, Great Facilities, Intense but Avoidable Sales Pitch
…The villas are nice--nothing too fancy, but spacious and quite adequate.
Jun 1, 2012
From $129

13 Magical Memories Villas - Disney Area

4 stars
3.6 / 5 359 reviews

2801 North Poinciana Blvd Map

SPECIAL CHECK-IN INSTRUCTIONS

Magical Memories Villas provide vacation rentals with pristine landscaping, private sparkling pools and spacious living quarters, providing all the comforts of home in a central Florida setting. Vacation homes, resort villas and townhomes have between one and seven bedrooms, also boasting... More

Everything was okay
…Everything was just okay, nothing fancy just okay.
Nov 11, 2012
Magical Memories is a JOKE!!!
…Do not be fooled by the fancy picture and the attractive 50% off its all a scam.
Sep 27, 2012
From $103

14 Westgate Town Center Resort

4 stars
3.6 / 5 97 reviews

7700 Westgate Blvd Map

Winter Sale 20%

Westgate Town Center Resort provides guests all the comforts of a fully furnished home just one mile from Walt Disney World Resort Maingate and minutes from other Orlando area attractions. In addition, numerous family-friendly restaurants lie within walking distance of Westgate Town Center. On... More

DONT BUY A TIMESHARE!! Worst experience ever!
…We were promised the deluxe 1 bedroom (twice ) before arriving and were given the standard 1 bedroom.
Feb 16, 2014
Nice for families
…It was clean and quaint...nothing fancy, but it had everything we needed-- a small kitchen, a washer/dryer.
Apr 9, 2012
From $124

15 Runaway Beach Resort by Magical Memories

4 stars
4.3 / 5 12 reviews

3000 Bonfire Beach Club Drive Map

Located just minutes from the Orlando's main attractions - offering free shuttle service. Runaway Beach Club offers guests everything they need for the perfect Central Florida vacation. Ideally located close to Walt Disney World, Universal Studios, Sea World, Discovery Cove, Legoland, and all of... More

Luxury
…The Runaway Beach Club Resort was very luxurious.
Feb 15, 2008
Great value for the money
…Deluxe rooms with plenty of space.
Jul 20, 2007