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Choice for you "artist - song title"
Vocal
1
Santa Baby - Eartha Kitt

Santa Baby

  Eartha Kitt

2
Dominick the Donkey (The Italian Christmas Donkey) (Remastered) - Lou Monte

Dominick the Donkey (The Italian Christmas Donkey) (Remastered)

  Lou Monte

3
My Way - Frank Sinatra

My Way

  Frank Sinatra

4
It's Beginning to Look Like Christmas - Johnny Mathis

It's Beginning to Look Like Christmas

  Johnny Mathis

5
Theme from New York, New York - Frank Sinatra

Theme from New York, New York

  Frank Sinatra

6
She Will Be Loved - Maroon 5

She Will Be Loved

  Maroon 5

7
The Way You Look Tonight - Frank Sinatra

The Way You Look Tonight

  Frank Sinatra

8
Fly Me to the Moon (feat. Count Basie and His Orchestra) - Frank Sinatra

Fly Me to the Moon (feat. Count Basie and His Orchestra)

  Frank Sinatra

9
Sixteen Tons (Digitally Remastered) - Tennessee Ernie Ford

Sixteen Tons (Digitally Remastered)

  Tennessee Ernie Ford

10
Wind Beneath My Wings - Bette Midler

Wind Beneath My Wings

  Bette Midler

11
Both Sides Now - Joni Mitchell

Both Sides Now

  Joni Mitchell

12
We Need a Little Christmas - Unknown

We Need a Little Christmas

  Unknown

13
Jingle Bell Rock (Remastered) - Bobby Helms

Jingle Bell Rock (Remastered)

  Bobby Helms

14
Jump In the Line - Harry Belafonte

Jump In the Line

  Harry Belafonte

15
Day-O (The Banana Boat Song) - Harry Belafonte

Day-O (The Banana Boat Song)

  Harry Belafonte

16
Hallelujah - The Canadian Tenors

Hallelujah

  The Canadian Tenors

17
That's Life - Frank Sinatra

That's Life

  Frank Sinatra

18
Summer Wind - Frank Sinatra

Summer Wind

  Frank Sinatra

19
Luck Be a Lady - Frank Sinatra

Luck Be a Lady

  Frank Sinatra

20
Hit The Road Jack - Ray Charles

Hit The Road Jack

  Ray Charles