Airbnb Property Management in Kissimmee, FL

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Superhost Rated 4.8+ | Full-Service Airbnb Property Manager | Local Realtor | 10+ Years of Results

Mike Chen – Vacation Home Expert

Top Realtor in Orlando Area

Why Kissimmee Is the Perfect Place to Host

Kissimmee is more than just a gateway to Disney—it’s a goldmine for short-term rental success. Located minutes from the world’s most visited vacation destinations, including Walt Disney World, Universal Studios, and SeaWorld, this city draws over 70 million tourists a year

Add to that stunning nature spots like Lake Toho and vibrant attractions like Old Town and Fun Spot America, and you’ve got year-round demand from all kinds of travelers.

The data doesn’t lie: with over 29,000 active listings, an average daily rate of $336.80, and peak occupancy hitting 77% in March, Kissimmee ranks as one of Florida’s most lucrative Airbnb markets. 

In fact, the average host revenue clocks in at nearly $78K annually, with weekend RevPAR exceeding $328.

From themed villas to luxury condos, there’s something for every guest—and huge earning potential for every host. Whether you’re just starting out or looking to scale, FunStay Homes provides Airbnb property management in Kissimmee that’s local, reliable, and performance-driven.


Why Homeowners Trust FunStay Homes


✔ We’re Local (and We Host Here, Too)

Our team lives and works in Central Florida. We know Kissimmee’s communities, HOA rules, guest preferences, and local laws inside out.


âś” Full-Service Airbnb Property Manager

We don’t just list your home—we take care of everything: pricing, photos, cleanings, guest questions, reviews, and more.


âś” More Bookings. Less Stress. Better Guests.

Through smart tech and real hospitality, we fill calendars with great guests and 5-star stays.


âś” Smart Pricing Strategy That Adapts Daily

We use dynamic pricing tools that adjust your nightly rates based on demand, seasonality, and local competition, so you never leave money on the table.


Real Owners. Real Reviews.

Thrilled with My New Property Manager

We’ve been using FunStay Homes to manage our three vacation properties for over a year now, and the difference has been incredible. Our previous management company was unresponsive and failed to bring in quality bookings. Since switching to Mike and his team, we’ve seen a major improvement in both occupancy and revenue. The communication is excellent, guest satisfaction has gone up, and our homes are better maintained than ever before. Mike truly understands the needs of property owners and treats our homes with care and professionalism. Choosing FunStay Homes was one of the best decisions we’ve made.

– Yezi and Cheng

Davenport, FL

Thrilled with My New Property Manager

We’ve been using FunStay Homes to manage our three vacation properties for over a year now, and the difference has been incredible. Our previous management company was unresponsive and failed to bring in quality bookings. Since switching to Mike and his team, we’ve seen a major improvement in both occupancy and revenue. The communication is excellent, guest satisfaction has gone up, and our homes are better maintained than ever before. Mike truly understands the needs of property owners and treats our homes with care and professionalism. Choosing FunStay Homes was one of the best decisions we’ve made.

– Yezi and Cheng

Davenport, FL

Thrilled with My New Property Manager

We’ve been using FunStay Homes to manage our three vacation properties for over a year now, and the difference has been incredible. Our previous management company was unresponsive and failed to bring in quality bookings. Since switching to Mike and his team, we’ve seen a major improvement in both occupancy and revenue. The communication is excellent, guest satisfaction has gone up, and our homes are better maintained than ever before. Mike truly understands the needs of property owners and treats our homes with care and professionalism. Choosing FunStay Homes was one of the best decisions we’ve made.

– Yezi and Cheng

Davenport, FL

Our Airbnb Management Services in Kissimmee

  • Custom Airbnb listing optimization
  • Scroll-stopping, high-quality photography
  • Dynamic pricing with real-time market tracking
  • Airbnb guest support 24/7 in Kissimmee
  • Hotel-grade cleaning & linen restocking
  • On-call maintenance and damage reporting
  • Local licensing, BTR, and tax filings
  • Owner dashboard with monthly income reports

We’re not just a listing service. We’re your Kissimmee vacation rental management team—available, accountable, and always improving your results.

How It Works: Launch, Optimize, Thrive

Step 1: Launch

We visit your home (or do a virtual walk-through), create a stunning listing, and set everything up for success.

Step 2: Optimize

We price strategically, adjust for seasonality, and market your listing across platforms like Airbnb, VRBO, and Booking.com.

Step 3: Thrive

You earn more, worry less, and see consistent 5-star reviews roll in.

✨ Your home has potential—let’s help it shine.

More Reach. More Bookings. Smarter Kissimmee Airbnb Property Management

Your home deserves to be seen everywhere guests are searching—not just on Airbnb. We list and market your property across the world’s top travel and discovery platforms:

✔️ Airbnb
✔️ VRBO
✔️ Booking.com
✔️ Hotels.com
✔️ Expedia
✔️ TripAdvisor
✔️ Travelocity
✔️ Facebook
✔️ Instagram

We can do much more than your Airbnb property management.

To get the most out of your vacation home, Casiola will advertise your home not just on Airbnb but also on other major booking websites like:

More Than Just Property Management—We Build Guest-Ready Experiences

There’s a reason guests rave and owners stay with us. Every detail counts, and we treat your property like a professional-grade hospitality brand:

✔️ High-converting listings built with smart SEO and scroll-stopping photos
✔️ Dynamic pricing that responds to holidays, seasons, and local demand
✔️ Marketing that meets guests where they are—on Airbnb, Facebook, Instagram, TripAdvisor, and more
✔️ Proactive cleanings and maintenance that keep your space spotless and stocked
✔️ Thorough checkout inspections to protect your investment and handle damage claims fast
✔️ Full-service compliance: BTRS, permits, licenses, and tax filings—we handle it all
✔️ In-house 24/7 guest support with real people, not bots
✔️ Built-in review strategies to drive 5-star feedback and guest loyalty

From first impression to final review, we create experiences guests love—and results owners count on.

✨ Let your home tell its story. We’ll make sure every guest remembers the ending.

See How We Stack Up

FeatureFunStay HomesBig-Box Managers
Local Davenport Team✅❌
Airbnb guest support 24/7✅⚠️ Often Outsourced
Transparent Flat Pricingâś… âťŚ Hidden Fees
Realtor & Superhost Owned✅❌ No Local Insight
Custom Listing Optimization✅❌ Generic Templates
Dynamic Revenue Strategy✅⚠️ Basic Algorithms
Free Airbnb Photography✅❌ Add-On Charges
Guest Communication + eBook✅❌ Not Included
Concierge & Key Exchange✅⚠️ Limited Coverage
Free Emergency Visits✅❌ Not Available
Multi-Channel Listing Mgmt✅⚠️ Airbnb Only
Dedicated Local Manager✅❌ Rotating Reps
SEO-Optimized Listings✅❌ Basic Titles Only

How Does Airbnb Management Work?

It’s simple: We manage the day-to-day so you don’t have to.

  • Build your listing from scratch (or audit an existing one)
  • Manage calendars, bookings, and platform settings
  • Respond to guests 24/7
  • Schedule cleaning, maintenance, and inspections
  • Handle taxes, permits, and compliance in Osceola County
  • Report monthly earnings through your custom owner dashboard

Short-term rental management doesn’t need to be stressful. With FunStay, it’s smart, smooth, and built for long-term success.

Need Some Help Managing Your Airbnb Rental in Kissimmee?

Let’s Maximize Your Kissimmee Property

Own a home in Kissimmee? Let’s turn it into a guest-loved getaway that earns more, stays booked, and gets 5-star reviews without the daily stress. That’s what we do best.

Mike Chen

Frequently Asked Questions

What is vacation rental management?

It’s the complete care of a short-term rental, including bookings, guest communication, cleaning, maintenance, and legal compliance.

What does a full-service Airbnb manager do?

We handle everything—from listing setup and pricing to guest support, cleanings, permits, and monthly reporting.

What are the benefits of hiring a professional Airbnb manager?

You save time, boost income, improve guest satisfaction, and get expert marketing plus 24/7 support—all without lifting a finger.

How does Airbnb management work?

We take over day-to-day operations while you maintain ownership and control. You earn more with less stress.

How much does Airbnb property management cost in Kissimmee?

We charge a flat 20% fee. No upcharges. No markups.

Can I still block out time for personal use?

Of course! It’s your home—you choose the dates.

Who handles cleaning and guest support?

Our local in-house team takes care of both, 24/7.

Do I need a permit to host in Kissimmee?

Yes—and we’ll handle the paperwork for you.

Can you help improve my current listing?

Absolutely. We specialize in Airbnb listing optimization and revenue turnaround.

Do you manage condos on Airbnb?

Absolutely. We manage condos, townhomes, apartments, and single-family homes, tailoring our services to meet your specific needs.

I have multiple Orlando vacation rentals. Can you manage all of them?

Definitely! Whether you have one property or an entire portfolio of Orlando vacation rentals, we specialize in scaling results across multiple listings. We’ll customize the strategy for each property while keeping your brand and guest experience consistent.

Why switch from self-managing to hiring an Airbnb manager?

Self-management can quickly become overwhelming, with guest inquiries, late-night emergencies, constant turnover, and pricing changes. By partnering with an experienced Airbnb manager, you unlock dynamic pricing for your vacation rentals, achieve better occupancy rates, increase guest satisfaction, and generate more income —all with zero stress on your end.

How does dynamic pricing for vacation rentals help maximize earnings?

Dynamic pricing adjusts nightly rates in real time based on local demand, events, seasonality, and competitor pricing. Instead of using a flat, static rate, dynamic pricing ensures your property is competitively positioned every single night, leading to higher revenue and more consistent bookings.