- Lakeland, FL
- Santa Claus / Holiday Party Entertainment
- 13 miles from Winter Haven
- Starts at $150
Charles D. said
“Santa was awesome with my granddaughter. She loved every minute of it. ”
The 97 Best Holiday Party Entertainers for hire in Winter Haven, FL
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411 Holiday Party Entertainers serving Winter Haven, FL
- Lakeland, FL
- Magician / Holiday Party Entertainment
- 13 miles from Winter Haven
- Contact for pricing
Anne M. B. said
“Dan was so full of energy and our five grandchildren thought he was fabulous! We did too! Thanks, Dan!!”
- Kissimmee, FL
- Santa Claus / Holiday Party Entertainment
- 27 miles from Winter Haven
- Contact for pricing
Omar P. said
“Let me tell you, he was a Santa not just for the parents and Kids but for all people even the volunteer. He truly loves people and was so so easy to work with. He was extremely communicative, came out...”
- Zephyrhills, FL
- Santa Claus / Holiday Party Entertainment
- 31 miles from Winter Haven
- Contact for pricing
Drew M. said
“Santa Claus Deane Was Fantastic! He was engaged and entertain the group throughout the entire experience. We highly recommend him to anyone and look forward to having him here in the future! ”
- Clermont, FL
- Santa Claus / Holiday Party Entertainment
- 37 miles from Winter Haven
- 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...”
- Clermont, FL
- Santa Claus / Holiday Party Entertainment
- 37 miles from Winter Haven
- 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. ”
SC Solari Claus
1 Verified booking- Winter Haven, FL
- Santa Claus / Holiday Party Entertainment
- Starts at $200
PROFESSIONAL Ambassador of Kindness and Christmas sprit, spreading Christmas magic and cheer. Real bearded Santa, upgraded custom suits, providing the following...
- Wesley Chapel, FL
- Bartender / Holiday Party Entertainment
- 38 miles from Winter Haven
- $150 – $1,000 per event
Annie W. said
“Sandra was incredibly friendly and knew her stuff inside and out. The espresso martinis were solid, and the old-fashion I usually isn’t my thing came out better than I expected the best I’ve ever...”
Santa Shack
New member- Wesley Chapel, FL
- Santa Claus / Holiday Party Entertainment
- 38 miles from Winter Haven
- $110 – $3,500 per event
I get to wear the red suit, but my real joy is pointing hearts to hope. I’m a husband, dad, elder, and encourager who believes joy is contagious, grace is...
- Winter Haven, FL
- Santa Claus / Holiday Party Entertainment
- Starts at $175
Tresha said
“Santa was very professional and detailed. There were also gifts provided at the time for all our students which made the night extra special. thank you again!”
- Winter Haven, FL
- Santa Claus / Holiday Party Entertainment
- Starts at $100
Alyssa S. said
“We had a wonderful experience with Santa and truly enjoyed having him at our event. He was incredibly patient, kind, and engaging with both the pets and their owners, which made everyone feel...”
- Lake Wales, FL
- Santa Claus / Holiday Party Entertainment
- 12 miles from Winter Haven
- Contact for pricing
Shobin P. said
“So much happiness was brought by this couple to us. We could not have been more happy with, the way they interacted with the families and kids made everyone's NYE/Christmas Party that much better. ”
- Lakeland, FL
- Santa Claus / Holiday Party Entertainment
- 13 miles from Winter Haven
- Starts at $175 per hour
Michael M. said
“Santa Joe was great once again for another holiday party, this time an Ugly Sweater party and it was great! He spends time with the kids and works the room to take photos and create Christmas...”
- Kissimmee, FL
- Santa Claus / Holiday Party Entertainment
- 27 miles from Winter Haven
- Starts at $200
Hailey T. said
“We love having Santa Mike he’s is great and always goes above and beyond”
- Winter Haven, FL
- Bartender / Holiday Party Entertainment
- Contact for pricing
Speranta M. said
“I will be using these ladies again!”
- Bartow, FL
- Pianist / Holiday Party Entertainment
- 11 miles from Winter Haven
- Contact for pricing
David F. said
“We would hire him again!”
- Davenport, FL
- Santa Claus / Holiday Party Entertainment
- 13 miles from Winter Haven
- Contact for pricing
Vidiane P. said
“Soo good :) ”
Piano Entertainment
1 Verified booking- Davenport, FL
- Pianist / Holiday Party Entertainment
- 13 miles from Winter Haven
- Starts at $200
A 20-year Entertainment veteran, Jason wants to celebrate with you. Whether it's a stage at Walt Disney World or Joplin, Missouri, Jason will have you...
Santa JMac
3 Verified bookings- Lakeland, FL
- Santa Claus / Holiday Party Entertainment
- 13 miles from Winter Haven
- Contact for pricing
Delivering joy, magic, and wonderment to all ages is extraordinary. Santa JMac is available for home visits, family gatherings, faith based visits, corporate...
- Lakeland, FL
- Santa Claus / Holiday Party Entertainment
- 13 miles from Winter Haven
- Contact for pricing
Julia C. said
“Santa was AMAZING!! Showed up early talked to all the kiddos and got them all sooooo excited for Christmas Day. Truly amazing experience and will book again. Thank you Santa Randy !”
- Lakeland, FL
- Pianist / Holiday Party Entertainment
- 13 miles from Winter Haven
- Contact for pricing
Bradley S. said
“Kamber was present & prepared for rehearsals and performances! A kind, attentive, and personable accompanist for our choir.”
- Lakeland, FL
- Santa Claus / Holiday Party Entertainment
- 13 miles from Winter Haven
- Contact for pricing
Lisa M. said
“We booked Santa Caras for a private home Christmas party. We were very pleased with his visit! All of the kids were super excited and he spent time with each of them. Santa Caras is always in...”
- Lakeland, FL
- Santa Claus / Holiday Party Entertainment
- 13 miles from Winter Haven
- $250 – $800 per event
Clay Y. said
“Wonderful Santa, Spent time, interacted, joked and was the highlight of our event. Would rehire.”
- Lakeland, FL
- Bartender / Holiday Party Entertainment
- 13 miles from Winter Haven
- Contact for pricing
Kevin B. said
“Kaydene was fantastic. She really knew her stuff and paired the drinks with the dishes our chef was making. Very professional and also stayed later than expected to accommodate our game night. She...”
- Lakeland, FL
- Pianist / Holiday Party Entertainment
- 13 miles from Winter Haven
- Contact for pricing
Callie M. said
“Evan was on-time, played beautifully, and did a fantastic job. Couldn't have asked for anything better!”
- Plant City, FL
- Santa Claus / Holiday Party Entertainment
- 23 miles from Winter Haven
- Contact for pricing
Nicole P. said
“Santa was amazing with the kids. We surprised them at our home and they were so excited with this REAL Santa. He looked awesome and was in great holiday spirit. Will definitely be booking again. ”
- Kissimmee, FL
- Santa Claus / Holiday Party Entertainment
- 27 miles from Winter Haven
- Starts at $150 per hour
Steve R. said
“Seeing the children’s eye’s light up when Santa arrived was something we’ll never forget. He was amazing!!!”
- Kissimmee, FL
- Santa Claus / Holiday Party Entertainment
- 27 miles from Winter Haven
- Contact for pricing
Dawn R. said
“Santa was fun and jolly. He really connected with the children. I highly recommend Santa Ron!”
Santa Claus Chris K.
2 Verified bookings- Kissimmee, FL
- Santa Claus / Holiday Party Entertainment
- 27 miles from Winter Haven
- Contact for pricing
Santa Claus Chris K. performs as Santa Claus for parties, home visits, parades, photo booths, and events. Chris K. has been to four professional Santa Claus...
- Kissimmee, FL
- Bartender / Holiday Party Entertainment
- 27 miles from Winter Haven
- Contact for pricing
Rb said
“Booked Anita for my bday party and she was great! She was professional and very entertaining! My guest loved her! Drinks were better than you get in most restaurants.”
- Kissimmee, FL
- Santa Claus / Holiday Party Entertainment
- 27 miles from Winter Haven
- $250 – $3,300 per event
Beth H. said
“Santa Kevin was awesome, My Grandchildren loved him he made everyone's night special .... He went above and beyond to make sure each child feel special. I highly recommend him and can't wait till...”
- Kissimmee, FL
- Bartender / Holiday Party Entertainment
- 27 miles from Winter Haven
- Contact for pricing
Robert A. said
“We will definitely use her again!”
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About booking Holiday Party Entertainment in Winter Haven, 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 Winter Haven, 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 Winter Haven 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 Winter Haven, FL area
These Holiday Party Entertainment serve the wider Winter Haven and Polk county area and travel to Cypress Gardens, Eagle Lake, Auburndale, Lake Alfred, Lake Hamilton, Dundee, Waverly, Haines City, Highland City, Alturas, Eaton Park, Bartow, Lake Wales, Polk City, Davenport, Lakeland, Lakeland Highlands, Homeland, Mulberry, Kingsford, Loughman, Babson Park, Poinciana, Kathleen, Fort Meade, Nichols, Intercession City, Bradley, Nalcrest, and Fedhaven.