Deanna L. Giron The Vintage Songstress

Orlando, FL

$475 and up

Travels up to 200 miles

Get a free quick quote
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All of Me-Piano

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Havana- Camilla Cabello

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The Flash- Proposal Song- Runnin' Home to You

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Hey Mambo! Great American Songbook

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Gatsby Entertainment

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Vintage Jazz Singer

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Classic Hits Singer

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Elegant Jazz for events

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1940s-1960s Music Performance

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Vintage Musician for Hire

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Retro Music Performance

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Modern songs in a vintage style

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Modern songs with a retro twist

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Vintage Christmas Singer

Overview

Want something truly unique?
The Vintage Songstress delivers a timeless blend of classic jazz, swing, and ballads from the 1920s–1960s, plus modern hits with a vintage twist (think Postmodern Jukebox). My performance creates the perfect atmosphere, whether it’s an elegant wedding, intimate gathering, or fun-filled celebration.
I also offer sound healing sessions, merging soothing vocals with meditative tones for a relaxing experience.
Let’s bring your vision to life with music that will captivate your guests and make your event unforgettable!


Reviews

3 reviews

Small thumbnail image for reviewer Verena M.

Verena M.

February 20, 2026

Deanna is a most beautiful, very versatile entertainer

Deanna is a must for your event! Her versatility is rare and abundant and Deanna has it all.
She performed at my 50st birthday party and got us all enchanted with her rich and warm voice.
We had picked a mix of Jazz and Latin standards, but upon request she surprised us with a brilliant classical vocal solo.
Her charme in voice and stage presence lit up the room and made my birthday celebration unforgettable.
I liked especially the heartfelt romantic ballads.
A most beautiful entertainer in voice, appearance and presence, who I can only highly recommend!!!

Hired as: Jazz Singer


Small thumbnail image for reviewer Eric J.

Eric J.

January 30, 2023

She made the event a night to remember

I hired Deanna for my mother’s birthday party at her assisted living facility. She was dressed beautifully and professionally. Her energy is amazing. She is so diverse in the music that she sings and she engages the audience. Everybody had such a great time. She is worth having at your event.

Hired as: Classical Singer, Jazz Singer, Opera Singer

Small thumbnail image for Deanna L. Giron The Vintage Songstress

Deanna L. Giron The Vintage Songstress

Thank you Eric, it was my pleasure to serve you and your family!


Small thumbnail image for reviewer Kami

Kami

January 30, 2023

Deanna

Deanna has interacted with children and seniors when we worked together. The time I heard her sing I knew she would touch lives and help people find their voice and more. I truly enjoyed her laughter, joy and energy she brought as we worked together and hearing her teach others. ❤️

Hired as: Classical Singer

Small thumbnail image for Deanna L. Giron The Vintage Songstress

Deanna L. Giron The Vintage Songstress

Thank you, Kamini, it was a pleasure to serve you and your clients!

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Booking information

Price range: $475 and up

Languages: English

Gig length: 30 - 180 minutes

Insurance: $1,000,000 - Commercial General Liability and Inland Marine Policy

What to expect

Holiday Home Parties:
Add a touch of pizazz to your Holiday Home Party! I am available for 1 hour or 2 hour performances. You will hear a variety of Christmas songs in various styles as well as participate in a Sing-A-Long with your guests! I come with an Amp, a microphone/stand and a computer. There is minimal setup and minimal space is required.

Church Soloist/Choir member:
I am available for special church events and will adapt to whatever you need. I have sung amplified, not amplified, with a piano, orchestra etc. Whatever music you have need of, I am usually able to provide. I am available as a soloist or as a choir member to help boost parts. I read music and can sing any female voice part, and I am available for limited tenor parts.

Wedding Soloist/Cocktail Jazz Band
As a wedding soloist, I am able to provide you with ceremony music as well as cocktail music.
Cocktail music generas include Jazz, Musical Theatre, Classical/Opera.
A solo cocktail hour will include me with an amp, microphone and a computer, or you can hire me with my small jazz band.

Classical:
I am available for Classical Music Performances as a soloist or group member.

About

🎙️ The Vintage Songstress – Timeless Music, Modern Elegance 🎶
💫 Imagine stepping into an era where music was golden, glamour was effortless, and every melody told a story. The Vintage Songstress brings the magic of jazz, swing, and classic ballads from the 1920s–1960s to life—along with modern hits reimagined in a vintage style, inspired by Postmodern Jukebox.

📀 Why choose an ordinary playlist when you can experience live music that transports you and your guests back in time? Whether it’s a Gatsby-inspired soirée, a romantic wedding, or an intimate cocktail event, my performances blend nostalgia with sophistication.

🎵 What Makes This Experience Unforgettable?
✔️ Authenticity – True-to-era vocal stylings & attire
✔️ Versatility – From classic jazz to today’s hits with a vintage twist
✔️ Elegance – A performance that enhances, not overpowers

✨ Want something unique? I also offer sound healing sessions for select events—merging ethereal vocals with meditative tones for a deeply relaxing experience.

💡 Picture This: Your guests sipping champagne, the soft glow of candlelight, and the sound of timeless music filling the air—whether it’s a classic Ella Fitzgerald tune or a jazz-inspired take on a modern hit. Let’s make that vision a reality!

🔹 Ready to elevate your event? Click “Request a Quote” now to discuss your vision.

Additional booking notes

I bring all necessary equipment for my performances, including a professional sound system, microphones, and any additional instruments required for the event. My setup is compact and efficient, ensuring a seamless experience without the need for additional venue equipment.

Technical Requirements:

Access to a standard electrical outlet (for my sound system).
A performance space large enough to accommodate a microphone stand, piano (if applicable), and any additional instruments.
If there is a piano at the venue, I will require a bench and tuning for optimal sound.
If a stage is provided, a minimum of 8-10 feet of space is ideal for optimal setup and sound projection.
I pride myself on minimal setup time, allowing me to focus on delivering a flawless performance. If you have any specific technical questions or concerns, feel free to reach out!

Set list

Step into a timeless musical journey with my repertoire, blending the charm of classic tunes with a touch of modern elegance. From the jazzy allure of Broadway and Pop hits to the sophisticated serenades of Opera, the lively rhythms of Jazz, the graceful beauty of Classical, and the festive warmth of Christmas classics, I offer an eclectic mix that caters to every mood and occasion.

**Jazz, Broadway & Pop:**
- At Last
- Beauty and the Beast (Jazzy Version)
- Beyond the Sea
- Blue Skies
- Burning Love
- Can't Help Lovin' That Man
- Cheek to Cheek
- Dream Lover
- Da Doo Ron Ron
- Dancing Queen
- Defying Gravity
- Diamonds are a Girl's Best Friend
- Embraceable You
- Every Time I Look at You
- Fever
- Fly Me to the Moon
- Get the Party Started
- Hot Stuff
- I Will Always Love You
- I Will Survive
- I Could Have Danced All Night
- I Dreamed a Dream
- I Got Rhythm
- It Don't Mean a Thing (If it Ain't Got That Swing)
- Killing Me Softly
- Let's Twist Again
- Lipstick on Your Collar
- Mambo Italiano
- Memory (Cats)
- My Guy
- My Heart Will Go On
- Orange Colored Sky
- Perfect (Ed Sheeran)
- Runnin' Home to You (From the Flash TV Show)
- Someone to Watch Over Me
- Somewhere Out There
- Somewhere (West Side Story)
- Stormy Weather
- Summertime
- Sway
- The Way You Look Tonight
- These Boots are Made for Walking
- They Can't Take That Away from Me
- Think of Me
- This Will Be
- Tightrope
- Under the Boardwalk
- What a Wonderful World
- When I Fall in Love
- You Raise Me Up
- You'll Never Walk Alone
- The Prayer (Duet)
- Oops!... I Did It Again (Jazzy Version)

**Christmas Classics:**
- Oh Holy Night
- White Christmas
- Frosty the Snowman
- Jingle Bells
- Sleigh Ride
- I'll Be Home for Christmas
- Feliz Navidad
- Mary Did You Know
- Santa Baby

**Classical Elegance:**
- Ave Maria (Bach-Gounod, Schubert)
- O Sole Mio (Classical Pop Song)
- Habanera (From the Opera Carmen)
- O Mio Babbino Caro
- The Lord's Prayer
- Quando m'en vo
- Pie Jesu

Influences and inspiration

Michael Buble
Diana Krall
Harry Connick Jr.
Audra MacDonald
Frank Sinatra
Ella Fitzgerald
Postmodern Jukebox

Setup requirements

I bring all necessary equipment, including microphones, sound system, and keyboard (if needed). Access to an electrical outlet and a performance space of 8-10 feet is required.

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