Kissimmee luxury hotels

Let KAYAK do the searching

Save on your next stay

Search and compare hundreds of travel sites at once for luxury hotels in Kissimmee, Florida

We’re completely free to use – no hidden charges or fees

The Bears Den Resort Orlando by Rentyl

Excellent, 2 reviews

#1 out of 8 hotels

$915+

Check-in

Check-out

The Berkley, Orlando

Excellent, 953 reviews

#2 out of 8 hotels

$244+

Check-in

Check-out

Worldmark Reunion

Excellent, 101 reviews

#3 out of 8 hotels

$252+

Check-in

Check-out

Magic Village Views Trademark Collection by Wyndham

Excellent, 1,005 reviews

#4 out of 8 hotels

$369+

Check-in

Check-out

Gaylord Palms Resort & Convention Center

Excellent, 1,332 reviews

#5 out of 8 hotels

$500+

Check-in

Check-out

Reunion Resort & Golf Club

Excellent, 397 reviews

#6 out of 8 hotels

$282+

Check-in

Check-out

Star Island Resort and Club

Excellent, 2,120 reviews

#7 out of 8 hotels

$172+

Check-in

Check-out

CLC Encantada

Good, 583 reviews

#8 out of 8 hotels

$172+

Check-in

Check-out