- Lakeland, FL
- Magician / Holiday Party Entertainment
- 13 miles from Winter Haven
- $150-$50,000
Anne M. B. said
“Dan was so full of energy and our five grandchildren thought he was fabulous! We did too! Thanks, Dan!! ”
The 96 Best Holiday Party Entertainers for hire in Winter Haven, FL
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412 Holiday Party Entertainers serving Winter Haven, FL
- Lakeland, FL
- Santa Claus / Holiday Party Entertainment
- 13 miles from Winter Haven
- $150 and up
Joseph C. said
“My friends were excited to take photos with them. They were nice and friendly and their outfits were amazing. Thank you Santa for memorable photos ”
- Kissimmee, FL
- Santa Claus / Holiday Party Entertainment
- 27 miles from Winter Haven
- Contact for rates
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... ”
- Winter Haven, FL
- Pianist / Holiday Party Entertainment
- $300 and up
One Man Band, Solo Piano Player of all styles including classical, jazz, pop, Top 40, R&B, keyboardist and vocalist. Dueling Pianos Player
- Clermont, FL
- Santa Claus / Holiday Party Entertainment
- 37 miles from Winter Haven
- $125 and up (less for virtual visits)
Alesya G. said
“Wow. They truly made a dream come true for kids and adults. So interactive and punctual. Thank you for magical evening. ”
- Zephyrhills, FL
- Bartender / Holiday Party Entertainment
- 31 miles from Winter Haven
- Contact for rates
Tara C. said
“We hired Tipsy Tumbleweed to bartend for our event of 100 guest. Katelyn handled it with ease, assisting every guest with confidence and a smile. She joked, laughed, and smiled with everyone even... ”
- Clermont, FL
- Santa Claus / Holiday Party Entertainment
- 37 miles from Winter Haven
- Contact for rates
Explaining to the dolls who they are going to on Christmas Eve.
- Wesley Chapel, FL
- Bartender / Holiday Party Entertainment
- 38 miles from Winter Haven
- $150 to $1000
Hi! My name is Sandra, and I’m a professional bartender with a passion for creating memorable experiences through exceptional service and perfectly crafted...
- Winter Haven, FL
- Magician / Holiday Party Entertainment
- $225.00- 1,500.00
Ana R. said
“Bruce did such an awesome job! We hired him for our daughters first birthday party and it was a blast to have him. He did a really good job involving the kids and adults. I would definitely hire him... ”
- Winter Garden, FL
- Pianist / Holiday Party Entertainment
- 39 miles from Winter Haven
- $200 - $1000
Cb said
“Ricardo was amazing, all of our guests raved about him and he went above and beyond. He is a must book when it comes to booking events. Very professional and very talented. ”
- Winter Haven, FL
- Santa Claus / Holiday Party Entertainment
- $175 - $600 and up
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
- $100 dollars and up
Melissa C. said
“We couldn’t have asked for a better Santa Claus for our pet photo event this year! From the moment he arrived, he brought an incredible warmth and joyful energy that put every client and pet instantly... ”
- Winter Haven, FL
- Bartender / Holiday Party Entertainment
- Contact for rates
Katarzyna S. said
“Very professional and nice girls ”
- Winter Haven, FL
- Jazz Band / Holiday Party Entertainment
- Contact for rates
Natasha W. said
“Could not recommend this band more. They were amazing. Booking and communication were great before the day and they were complete professionals day of as well as sounding great. They were awesome. ... ”
- Bartow, FL
- Pianist / Holiday Party Entertainment
- 11 miles from Winter Haven
- Contact for rates
David F. said
“We would hire him again! ”
- Lake Wales, FL
- Santa Claus / Holiday Party Entertainment
- 12 miles from Winter Haven
- Contact for rates
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. ”
Piano Entertainment
1 Verified booking- Davenport, FL
- Pianist / Holiday Party Entertainment
- 13 miles from Winter Haven
- $200 and up
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...
- Davenport, FL
- Santa Claus / Holiday Party Entertainment
- 13 miles from Winter Haven
- Contact for rates
Vidiane P. said
“Soo good :) ”
- Lakeland, FL
- Santa Claus / Holiday Party Entertainment
- 13 miles from Winter Haven
- $175 per hour and up
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... ”
- Lakeland, FL
- Santa Claus / Holiday Party Entertainment
- 13 miles from Winter Haven
- Contact for rates
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... ”
Santa JMac
3 Verified bookings- Lakeland, FL
- Santa Claus / Holiday Party Entertainment
- 13 miles from Winter Haven
- Contact for rates
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
- Pianist / Holiday Party Entertainment
- 13 miles from Winter Haven
- Contact for rates
Callie M. said
“Evan was on-time, played beautifully, and did a fantastic job. Couldn't have asked for anything better! ”
- Lakeland, FL
- Bartender / Holiday Party Entertainment
- 13 miles from Winter Haven
- Contact for rates
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
- Santa Claus / Holiday Party Entertainment
- 13 miles from Winter Haven
- Contact for rates
Clay Y. said
“Wonderful Santa, Spent time, interacted, joked and was the highlight of our event. Would rehire. ”
- Lakeland, FL
- Santa Claus / Holiday Party Entertainment
- 13 miles from Winter Haven
- Contact for rates
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 ! ”
- Plant City, FL
- Santa Claus / Holiday Party Entertainment
- 23 miles from Winter Haven
- Contact for rates
Jennifer M. said
“Yet another amazing year! He is such an amazing santa - there kids and adults alike are always amazed. The highlight to any holiday party. ”
- Kissimmee, FL
- Santa Claus / Holiday Party Entertainment
- 27 miles from Winter Haven
- $200 and up
Hailey T. said
“We love having Santa Mike he’s is great and always goes above and beyond ”
Santa Claus Chris K.
2 Verified bookings- Kissimmee, FL
- Santa Claus / Holiday Party Entertainment
- 27 miles from Winter Haven
- Contact for rates
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
- Santa Claus / Holiday Party Entertainment
- 27 miles from Winter Haven
- Contact for rates
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
- $250 - $3300
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
- Santa Claus / Holiday Party Entertainment
- 27 miles from Winter Haven
- Contact for rates
Dawn R. said
“Santa was fun and jolly. He really connected with the children. I highly recommend Santa Ron! ”
- Kissimmee, FL
- Santa Claus / Holiday Party Entertainment
- 27 miles from Winter Haven
- $150.00 and up
John G. said
“On time
The real thing
The kids loved Santa Steve
patient, funning and helpful with pictures ”
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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.