- The Villages, FL
- Santa Claus / Holiday Party Entertainment
- 11 miles from Leesburg
- Contact for pricing
Mary F. M. said
“Santa Skipper is wonderful will have him again next year”
The 233 Best Holiday Party Entertainers for hire in Leesburg, FL
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410 Holiday Party Entertainers serving Leesburg, FL
- Astatula, FL
- Santa Claus / Holiday Party Entertainment
- 11 miles from Leesburg
- Contact for pricing
Ximena A. said
“A los niños les encantó ver a papá Noel, es bueno y real, gracias ”
- Mount Dora, FL
- Santa Claus / Holiday Party Entertainment
- 14 miles from Leesburg
- Starts at $250
Jorge R. said
“Old Saint Nate was awesome. Did a great job!!! Definitely worth it. All our guests had a great time and loved taking pictures with Santa. Thank you Old Saint Nate, until next year!🥰”
- Orlando, FL
- Santa Claus / Holiday Party Entertainment
- 36 miles from Leesburg
- Contact for pricing
Matt M. said
“Year after year, Santa Skip is consistently amazing. This is our fourth year with Santa Skip and we could not be happier.”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 36 miles from Leesburg
- Contact for pricing
Justin D. said
“Kevin was amazing, AGAIN! This is my second time booking him for an event and my guests were impressed and entertained. He had new tricks of his sleeve that blew away some of my guests and did some...”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 36 miles from Leesburg
- Contact for pricing
Anne R. said
“Castle did an amazing job at our party!”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 36 miles from Leesburg
- Contact for pricing
Gary D. said
“Music was great, consistent, and professionally executed. ”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 36 miles from Leesburg
- Contact for pricing
Nev T. said
“Lawrence was a huge hit at our graduation party! He had several guests absolutely amazed and left more than a few jaws on the floor. Everyone was fully engaged as he mingled throughout the event,...”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 36 miles from Leesburg
- Contact for pricing
Cory C. said
“Kardenni was absolutely phenomenal at Boo at the Zoo here at Brevard Zoo! His performance captivated guests of all ages, made them laugh and he brought incredible energy and professionalism to the...”
Z Street Speakeasy Band, Gatsby Band, 20s Band, Jazz Band, to Current With Multimedia Screens
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 36 miles from Leesburg
- Starts at $500
Mary F. said
“Mark & Kathy entertained us and our guests at an 80th Birthday Gatsby themed party last night. They were phenomenal! They had people dancing for hours. Every guest remarked on how fabulous they were...”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 36 miles from Leesburg
- Starts at $300
Andres R. said
“Jerry is an absolute professional. He kept our crowd of 15+ kids and their parents entertained the whole time! It is evident that he is an experienced professional, not only in his magic, but also...”
- Beverly Hills, FL
- Pianist / Holiday Party Entertainment
- 36 miles from Leesburg
- Starts at $200
Michael M. said
“Where to begin?! Eric is an exceptional person and piano player. I've had the opportunity of watching him perform for countless hours. Eric was the regular entertainment at my fine dining...”
- Clermont, FL
- Santa Claus / Holiday Party Entertainment
- 19 miles from Leesburg
- Contact for pricing
Victory M. A. said
“We had an absolutely amazing experience with Santa Dave at our martial arts studio! He did a fantastic job interacting with both the children and adults, making each personalized meet-and-greet...”
- Maitland, FL
- Pianist / Holiday Party Entertainment
- 34 miles from Leesburg
- Starts at $200
Robbie L. said
“Nacho, showed up on time and played music in background while we ate dinner . A great birthday surprise !
Thank you ”
- Orlando, FL
- Christmas Carolers / Holiday Party Entertainment
- 36 miles from Leesburg
- Contact for pricing
Stan K. said
“Such a professional group. Great communication. They made the start of our party very festive. They got great crowd interaction and were a great addition to our festivities. No hesitation to hire them...”
- Orlando, FL
- Christmas Carolers / Holiday Party Entertainment
- 36 miles from Leesburg
- Starts at $750
Kelly K. said
“Our HOA wanted something different this year & we chose Caroling on Wheels. The entire package of Carolers & their festive car with lights was everything we could have asked for. Our age group was...”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 36 miles from Leesburg
- Contact for pricing
Ashley R. said
“Mike’s performance at my Birthday Party at Casa Loma , Toronto on Oct 6, 2025 left our 60 guests in awe and puzzling as to how he was able to execute what appeared to be impossible tricks, some of...”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 36 miles from Leesburg
- Contact for pricing
Martha N. said
“They were amazing, courteous, and willing to accomodate us in everything. Just simply A+ rating. Loved the music. ”
- Orlando, FL
- Bartender / Holiday Party Entertainment
- 36 miles from Leesburg
- $650 – $950 per event
Barbara I. said
“Contacted Sip Happens to do a holiday party for our office. Chris was an amazing bartender. Super professional and also really funny. He came with a full mobile bar set up and some decorations to...”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 36 miles from Leesburg
- $1,000 – $2,500 per event
Faye L. said
“The trio was fantastic. They are extremely talented musicians. They made our event extra special. We definitely will hire them again! ”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 36 miles from Leesburg
- Starts at $300
Hannah M. said
“Louis Pettinelli Entertainment were outstanding for our wedding reception dinner. They were so professional to work with during the contract phase and understanding what we wanted. We had a Trio...”
- Deltona, FL
- Jazz Band / Holiday Party Entertainment
- 38 miles from Leesburg
- $600 – $950 per event
Kristina R. said
“We hired The 9th Street Jazz Company for our Grand Opening event. They did a phenomenal job pre event and during the event, I would definitely recommend hiring them for your next event; professional...”
The Real Santa Claus of Orlando
- Orlando, FL
- Santa Claus / Holiday Party Entertainment
- 36 miles from Leesburg
- Starts at $150
Deborah M. said
“So thankful we decided to go with The Real Santa Claus of Orlando! My husband and I will now be doing this event every year at our home. Santa was fantastic! He was such a sweet man, had nice and...”
- The Villages, FL
- Santa Claus / Holiday Party Entertainment
- 11 miles from Leesburg
- Contact for pricing
Jennifer U. said
“We hired Whimsical Santa for our fund raiser to help the loveable animals at YOUR Humane Society SPCA, and he & Mrs. Claus were absolutely a hit even though our event did not go as planned. They both...”
- Clermont, FL
- Santa Claus / Holiday Party Entertainment
- 19 miles from Leesburg
- Contact for pricing
Alesya G. said
“Wow. They truly made a dream come true for kids and adults. So interactive and punctual. Thank you for magical evening. ”
- Lake Mary, FL
- Pianist / Holiday Party Entertainment
- 34 miles from Leesburg
- Starts at $250
Nathalie T. said
“Erik went above and beyond to make sure he was prepared for the event. I would definitely recommend him!”
- Orlando, FL
- Bartender / Holiday Party Entertainment
- 36 miles from Leesburg
- Starts at $18 per guest
Lynda B. said
“This is my second time hiring Kitchen’s Portal for my event and I was so pleased with their staff and services. They were very attentive and professional, friendly and pleasant. They arrived on...”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 36 miles from Leesburg
- Contact for pricing
Aaron F. said
“Our company has used Mr. Lorenz's services before and his music, presentation and communication are always of a high level. Thank you for accommodating a last minute request.
Thanks,
Aaron”
- Dunnellon, FL
- Pianist / Holiday Party Entertainment
- 39 miles from Leesburg
- Contact for pricing
Victoria A. said
“Although I did not end up working with Michael, he is a very efficient and professional communicator! I will certainly be keeping him in mind for future accompanist needs :)”
Mrs Claus Orlando
New member- Orlando, FL
- Mrs. Claus / Holiday Party Entertainment
- 36 miles from Leesburg
- Starts at $125 per hour
✨ Bring a little extra Christmas magic to your celebration with a Singing Mrs. Claus! 🎄 Create your perfect Mrs. Claus experience with Christmas carols &...
- Brooksville, FL
- Santa Claus / Holiday Party Entertainment
- 36 miles from Leesburg
- $100 – $150 per hour
Jacquelynn B. said
“Thank you so much Santa John for an amazing Christmas Eve event! ”
- Orlando, FL
- Pianist / Holiday Party Entertainment
- 36 miles from Leesburg
- Starts at $100
Erika W. said
“I cannot recommend Jesse enough! He was so easy to work with and a huge hit with our event attendees. I would have him perform at every event I do if I could!”
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About booking Holiday Party Entertainment in Leesburg, FL
The holidays offer special opportunities to create joy and connection with people you care about the most, and the right entertainment can make your celebration truly shine. From Christmas carolers setting a festive mood to Santas delighting children or DJs keeping the dance floor busy, professional entertainers bring the magic that makes a party memorable. Whether you’re planning a large corporate holiday party or a cozy family Christmas party, you can find the right performer to help you create unforgettable moments.
The cost of hiring holiday party entertainers in Leesburg, Florida will vary depending on the type of holiday entertainment, their experience, and the length of the performance. A short Santa visit at your family Christmas party will cost less than a live band performing at a holiday corporate event. Contact the local entertainers above to discuss your event details and receive a customized quote.
As you search for Leesburg holiday party entertainers, view their profiles to read about their services, browse photos, and watch promotional videos. Then, check out reviews from past clients to see what it would be like to work with them. When requesting a quote, include key details like the venue, audience size, expected performance time, and event goals to ensure you receive the most accurate pricing.
Once you find the holiday act you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book holiday party entertainers. You can message the performers, confirm the details of your agreement, and make a secure payment all in one place. Every GigSalad event is covered by our Worry-Free Guarantee, so you can rest easy knowing we’ve got your back. Just relax and let the holiday magic unfold!
Holiday Party Entertainment serving the Leesburg, FL area
These Holiday Party Entertainment serve the wider Leesburg and Lake county area and travel to Fruitland Park, Okahumpka, Yalaha, Lady Lake, Howey In The Hills, Tavares, Grand Island, Wildwood, The Villages, Astatula, Coleman, Eustis, Sumterville, Weirsdale, Oxford, Center Hill, Mount Dora, Eastlake Weir, Umatilla, Tangerine, Lake Panasoffkee, Mascotte, Summerfield, Ocklawaha, Ferndale, Bushnell, Altoona, Groveland, Webster, and Zellwood.