City hero
FloridaHoliday

Compare the Best Real Estate Agents in Holiday, FL

Tell us about your home buying or selling needs and instantly see a personalized list of agents to choose from.

Takes less than 2 mins
100% free service
No strings attached

Holiday, FL, is a delightful community that offers a unique blend of tranquility and adventure, making it an ideal location to settle down. Nestled along the Gulf Coast, this area boasts stunning waterfront views and easy access to attractions such as the picturesque Anclote River Park and the captivating Tarpon Springs Sponge Docks, where visitors can immerse themselves in local culture and history.

The real estate market in Holiday is dynamic, with a range of homes available for various budgets. Collaborating with a seasoned REALTOR® is essential for navigating this competitive landscape, as they possess the expertise to identify the best opportunities and negotiate favorable terms. Working with top real estate agents ensures you receive personalized guidance tailored to your needs. RealEstateAgents.com exclusively partners with leading agents, simplifying your search for the perfect REALTOR® to help you find your dream home in this thriving community.

Featured Agents in Holiday, FL

Prime Agent Badge
PRIME AGENT
Wanda Cox profile picture
Deal House Realty Llc

Wanda Cox

Completed Profile
3 reviews
View Profile
11years of experience
50sales in the last 12 months
Prime Agent Badge
PRIME AGENT
Sheree Landreth profile picture
Florida Properties Group

Sheree Landreth

Completed Profile
5 reviews
View Profile
26years of experience
65sales in the last 12 months
Prime Agent Badge
PRIME AGENT
Eric Jenkins P.A. profile picture
Keller Williams Realty

Eric Jenkins P.A.

Completed Profile
7 reviews
View Profile
10years of experience
28sales in the last 12 months
372transactions all-time

Compare 15 top-performing real estate agents in Holiday, FL

Re/max Champions

Keith Mathias

Completed Profile
2 reviews
Open 8:00 AM - 7:00 PM
Usually responds in 30 minutes
Prime Agent Badge
PRIME AGENT
6 years of experience
16 sales in last 12 months
40 transactions all-time
Serves Holiday

About

I’m Keith Mathias with RE/MAX Champions, and I work with homeowners who want to sell their home the right way—not just list it and hope. The difference between an average result and a strong one usually comes down to pricing strategy, exposure, and how the home is presented to the market. That’s where I focus. I take a more strategic approach to selling, combining accurate pricing, targeted online marketing, and clean presentation to help homes stand out and attract serious buyers—not just showings. I also offer flexible selling options, so you’re not locked into a one-size-fits-all commission. You can choose the level of service that fits your situation while still getting a strategy designed to maximize your outcome. If you’re considering selling, it’s worth having a quick conversation to see what your home could realistically sell for and what approach would make the most sense.

Read more

Achievements

Trophy Icon
Top Trinity Brokerage 2025
Trophy Icon
Top Listing Agent 2025
Trophy Icon
Sells Homes Fast 2025

Bachelor's Degree, Minnesota State University
Finance / Economics, 2004 - 2009

REALTOR®

Keith Mathias's Video

Re/max Action First

Kenny Hayslett

6 reviews
Open 24 hours
Usually responds in 5 minutes
Prime Agent Badge
PRIME AGENT
32 years of experience
124 sales in last 12 months
5,789 transactions all-time
Serves Holiday

About

Hello, my name is Kenny Hayslett and I've been in the real estate business for over 25 years. I'm a Clearwater native and come from a family of realtors. My passion for real estate is evident in my hard work and dedication to my clients. I always strive to be ethical, professional and go above and beyond to ensure my clients are satisfied. With over a billion dollars in real estate sales, I have the experience and knowledge to help you achieve your real estate goals. My focus is always on the customer and I work tirelessly to negotiate the best deal for them. In my free time, I enjoy traveling, fishing, and staying active. I'm also a family man, with a beautiful wife, Jennifer, three wonderful kids and two labradoodles (Remi and Harley).

Read more

Achievements

Trophy Icon
Top Luxury Listing Agent 2025
Trophy Icon
Top Listing Broker 2025
Trophy Icon
Sells Homes Fast 2025

Million Dollar Club

Bachelor's Degree, Auburn University
BS, 1991

CRS, REALTOR®

Business Highlights

1031 Tax Exchange, Buyer Representative, First Time Buyers, Lot/Land

Coldwell Banker Realty

Marcy Daniels

Open 9:00 AM - 7:00 PM
Usually responds in 30 minutes
49 years of experience
Serves Holiday

About

I have been a licensed Realtor since 1976, here in the greater Clearwater/Tampa Bay area! My husband, Scott, became a Realtor in 1991! I have earned my GRI (Graduate, Real Estate Institute) & CRS (Certified Residential Specialist) status with the NAR (National Association of Realtors). Scott has designations as an SRES (Senior Real Estate Specialist) and (MRP) Military Relocation Professional). We are recognized in the Luxury Global status for Coldwell Banker Realty! We have experience selling homes, condos, town homes and villas from the Gulf of Mexico throughout Tampa Bay! Scott is a past president of Leadership Pinellas, current president of Friends of the Pinellas Trail, volunteer w/ Honor Flight of West Central Florida, original & current member of The Purple Heart Park of Dunedin, member of our CARES Foundation for Coldwell Banker, was an original member of the Safety Harbor Public Library Foundation & served on the board of directors for Lighthouse of Pinellas!

Read more

Achievements

Trophy Icon
Top Listing Agent 2025
Trophy Icon
Top Buyer's Agent 2025
Trophy Icon
Sells Homes Fast 2025

Pinellas Realtor Organization's "Realtor Emeritus"

Master's Degree, (Scott) Temple University, Philadelphia, PA
Education, 1973 - 1978

GRI, CRS, MRP, SRES

Marcy Daniels's Video

Keller Williams Realty

The Gary & Nikki Team

Completed Profile
5 reviews
Open 24 hours
Usually responds in 1 hr
Prime Agent Badge
PRIME AGENT
38 years of experience
56 sales in last 12 months
5,000 transactions all-time
Serves Holiday

About

Gary and Nikki Ubaldini and The Gary & Nikki Team offer unparalleled service to ALL clients in the Tampa Bay Florida real estate market since 1986! Your complete satisfaction with our service and representation is our number one priority. Gary and Nikki Ubaldini and The Gary & Nikki Team serve the entire Tampa Bay Florida real estate market including the surrounding communities such as Tampa, Clearwater, Palm Harbor, Oldsmar, Dunedin, Tarpon, Springs, Crystal Beach, Trinity, Holiday, New Port Richey, Odessa, Largo, Belleair, Clearwater Beach, Belleair Beach, Eastlake Woodlands, Lansbrook, Ridgemoor, Innisbrook, and Cobbs Landing area. Whether you are considering buying a home, selling a home or both, we know this area inside and out. We look forward to helping you achieve your real estate goals!

Read more

Achievements

Trophy Icon
Top Listing Agent 2025
Trophy Icon
Top Negotiator 2025
Trophy Icon
Top Producer 2025

CRS, REALTOR®

The Gary & Nikki Team's Video

Keller Williams Realty

Trish Bannister

Completed Profile
Open 24 hours
Usually responds in 5 minutes
Prime Agent Badge
PRIME AGENT
10 years of experience
36 sales in last 12 months
1,016 transactions all-time
Serves Holiday

About

The Walseth Team is a premier force in Pinellas County's real estate landscape. With over three decades of dedicated service, our team comprises seasoned professionals immersed in the market. Devoted to delivering exceptional customer experiences, we proudly distinguish ourselves through unwavering service. Our expertise goes beyond conventional agents. We relish in nurturing financial growth by leveraging real estate value, passive income channels, and home ownership dreams – transforming aspirations into reality! Guiding homebuyers is our passion, and we thrive in simplifying the intricate journey of acquiring a residence or investment property. Spanning four dynamic teams across the greater Tampa Bay Area – Palm Harbor, Belleair, Treasure Island, and Downtown St. Petersburg – Our presence is felt. Our enthusiasm radiates, underscoring the genuine commitment we bring to every endeavor. The Walseth Team, where passion finds its home and excellence is our constant companion!

Read more

Achievements

Trophy Icon
Top Luxury Listing Agent 2025
Trophy Icon
Top Listing Agent 2025
Trophy Icon
Top Buyer's Agent 2025

REALTOR®

Business Highlights

1031 Tax Exchange, Buyer Representative, Concierge Services, Condominiums
Chase Walseth and Trish Bannister teach Agents about being the expert in the Gulf Beaches of Pinellas County
Trish has her certification in the 2nd Home, Vacation, Investment, Luxury Properties

We've introduced over 4,940,482 buyers and sellers to top local real estate agents in the past 15 years

  • R V

    "The service was great and the recommendation of the realtor was fantastic. The realtor was fair and honest he gave me a very reasonable selling price and follow the listing all the way through. The house sold within the first week."
    Rita V. from Tennessee / Sold a home using RealEstateAgents.com
  • A C

    "I used the website to identify potential agents in the new city I was moving too. I ultimately went with one of the recommended agents and had a very smooth home buying process."
    Alexis C. from Iowa / Bought a home using RealEstateAgents.com
  • R J

    "My realtor was very professional in every aspect of the sale. My house sold within a week. She called or texted me through out the whole process."
    Ruth J. from Ohio / Sold a home using RealEstateAgents.com
  • S M

    "We found an excellent Realtor, who guided us through the sale and did an excellent job along the way."
    Steve M. from Florida / Sold a home using RealEstateAgents.com
  • J B

    "Very professional, we had a great experience."
    Jon B. from Wisconsin / Bought a home using RealEstateAgents.com
  • S K

    "The agent you recommended was fantastic. He stayed in touch throughout the process. He kept us informed every step of the way. The sale was quick and couldn't have gone smoother. Would definitely recommend to anyone else and will definitely use in the future if needed."
    Stanley K. from Indiana / Sold a home using RealEstateAgents.com
  • J L

    "Great realtors. My home sold in five days!"
    Joe L. from Illinois / Sold a home using RealEstateAgents.com
  • B W

    "My selected agent was very thorough, professional, and attentive to my needs. He was absolutely the BEST!"
    Bonnie W. from Indiana / Sold a home using RealEstateAgents.com
  • J S

    "Had issues with the title company, which agents handled."
    John S. from Arizona / Sold a home using RealEstateAgents.com
  • J H

    "We had a very unique situation... My sister and I live in different states and the house belonged to our deceased Mother... Service was great could not have been any better..."
    Joe H. from Texas / Sold a home using RealEstateAgents.com

Sell your Holiday home with confidence

Why use RealEstateAgents.com to find a top Holiday real estate agent

RealEstateAgents.com puts you in touch with the best real estate agents in your area given your unique real estate needs.

Only Top Agents

RealEstateAgents.com’s network covers the entire country and features top closers in every market.

Expert Recommendations

Our AI-powered, machine learning-backed platform leverages millions of data points to connect you with a custom real estate agent list.

Compare Real Estate Agents

Our profiles include information to help you compare agents and find the perfect local REALTOR®!

Contact Us to Find a Top Agent in Holiday

+ 1 (888) 586 2349

Mon - Fri, 6 am to 6 pm PST

customer support on phone
We can help you move forward in your agent search

Holiday Housing Market Report

Market Action Index

We are extensively tracking the housing market in Holiday, FL. Here are the strongest factors contributing to this score:

Fewer sellers are listing their homes compared to last year
Houses are selling quickly compared to the amount on the market
87
seller's market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$265K

Per Square Foot

$206

Days on Market

115

Total Listings

229

Median List Price

Mon, Apr 13, 2026

Median List Price
1 Year

We can help you move forward in your agent search