Windsor Hills Vacation Rental Management Built Around Your Investment
Edge Property Management provides full-service management for vacation condos, townhomes, and pool homes at Windsor Hills in Kissimmee, a gated resort community among the closest to Walt Disney World.
Earn 3x More With 10% Management Fees
Why Windsor Hills Is One of the Closest Resort Communities to Disney
Windsor Hills is a gated resort community in Kissimmee, in Osceola County, with a manned security gate and roughly a 10 to 15 minute drive to the Disney parks. For families planning a park-heavy vacation, that location is the main selling point.
The resort clubhouse adds plenty to do between park days: a heated resort pool with a kids' water park, a hot tub, a cinema, a video game arcade, a fitness center, and courts for tennis, basketball, and volleyball, plus a putting green and play area.
Homes range from condos and townhomes to single-family pool homes, so Windsor Hills fits everyone from couples and small families to larger groups.
Because so many homes sit this close to Disney, guests compare listings side by side, and small differences in photos, price, and reviews decide who gets the booking.
That is exactly what Edge delivers: local, hands-on management built for Windsor Hills.
Edge also manages homes in ChampionsGate, Reunion Resort, Solterra Resort and Storey Lake. See our Kissimmee vacation rental management page for market-wide numbers.
Serving Kissimmee's Top Resort Communities
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![Aerial view of a residential community featuring a large lake with a fountain, a swimming pool area with water slides, and a tennis court, surrounded by lush green trees and houses with tan roofs.]()
ChampionsGate
ChampionsGate is one of the most in-demand resort communities in the Disney corridor, located on the Osceola County side despite its Davenport address, known for its championship golf courses, large resort-style pools, and proximity to I-4 and the theme parks. Properties here attract families looking for upscale vacation homes with resort amenities. Edge handles the pricing, listing, guest communication, and on-site operations for ChampionsGate owners — with full knowledge of the community's HOA rental guidelines and registration requirements.
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![Aerial view of a large residential community with a swimming pool, water slides, and recreational areas, surrounded by houses and green landscapes under a clear blue sky.]()
Reunion Resort
Reunion Resort is Kissimmee's premier luxury vacation rental community. Homes here range from five to fifteen bedrooms, featuring private pools, themed game rooms, and access to three championship golf courses. The guest profile is distinctly high-end and the revenue potential is among the highest in the Kissimmee market. Edge's management approach at Reunion is built around premium guest experience, proactive maintenance, and revenue strategies designed for larger luxury properties.
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![Aerial view of a large community park with a lake, playground, swimming pool, sports courts, walking paths, and residential houses in the background.]()
Solterra Resort
Solterra is a gated resort community in Davenport, on the Polk County side of the Disney corridor. It's a strong performer for mid-size vacation homes — typically four to eight bedrooms — with resort amenities including a clubhouse, lazy river, and waterslide. Edge's approach at Solterra focuses on occupancy consistency and competitive nightly rates calibrated against the surrounding Davenport market.
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![Aerial view of a residential community with houses, a water park with pools and slides, a large pond, and green landscaping under a clear blue sky.]()
Storey Lake Resort
Storey Lake is one of Kissimmee's fastest-growing resort communities, situated minutes from Disney World and packed with amenities that guests love — lazy river, mini golf, kayaking, and clubhouse facilities. Properties here perform well for families and large groups. Edge handles full-service management for Storey Lake owners, covering everything from dynamic pricing and platform listing to cleaning coordination, maintenance, and guest support.
What Edge Does Differently in the Windsor Hills Market
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Managing a home at Windsor Hills means knowing the gate and guest registration process, the clubhouse rules, and how Disney demand moves week to week. Your local team handles cleanings, inspections, maintenance, and guest issues in person.
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Edge charges a management fee starting at 10% for short term rentals, with no hidden call-out charges, no maintenance markups, and no surprise line items on your monthly statement. You see exactly what your property earned, what was spent, and what you receive — every single month.
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Windsor Hills pricing moves with Disney park calendars, school holidays, and summer and winter family travel. Edge uses real-time market data and dynamic pricing tools to keep your home competitive against similar homes nearby, with strong occupancy in slower weeks and maximized rates when demand peaks.
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Your Windsor Hills home is listed and actively managed across Airbnb, VRBO, Booking.com, and our direct booking platform. Every listing is professionally optimized to highlight how close guests are to Disney, the clubhouse, and your home's pool.
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Edge does not lock owners into long term contracts. We earn your business every month through performance, transparency, and communication.
Windsor Hills Short Term Rental Rules: What Owners Need to Know
Windsor Hills is in Osceola County, so Osceola County tax and registration rules apply, along with the community's own HOA rules. Edge handles all of this for every owner we work with. Here is an overview of what applies.
Osceola County Tourist Development Tax
Short term rentals in Osceola County are subject to a Tourist Development Tax (TDT) in addition to Florida state sales tax. Edge, as the operator of record, collects and remits these taxes on your behalf so you remain fully compliant without the administrative burden.
State of Florida DBPR License
The Florida Department of Business and Professional Regulation (DBPR) requires all vacation rental properties to hold a valid state license. Edge assists new owners through the registration process and ensures your license remains current.
HOA Rental Guidelines
Windsor Hills' HOA sets the rules for short term rentals, including occupancy limits, parking, noise, gate access, and guest use of the clubhouse. Edge operates within these rules and makes sure every guest stay is compliant.
Business Tax Receipt
Osceola County requires a Business Tax Receipt (BTR) for properties operating as short term rentals. Edge guides owners through this process as part of onboarding.
Meet Your Windsor Hills Property Manager
Annie Alvarez
Local Property Manager
Annie brings more than 12 years of vacation rental and hospitality experience to Edge, spanning resort operations, maintenance coordination, reservations, and guest services. She leads day-to-day operations for Edge homes across the Orlando area, overseeing inspections, cleanings, vendors, and guest support so homes stay guest-ready and owners always know what is happening with their property.
Known for her organization, quick problem-solving, and clear communication, Annie has years of experience leading teams and keeping properties running smoothly. She is fluent in English and Spanish. When you work with Edge, you deal directly with Annie and our local team: no call center, no ticket queue, just quick answers from people who know your community.
Your Local Support Team
Annie works alongside the management, maintenance, and operations team that supports every Edge home in the Orlando area.
Frequently Asked Questions
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Edge's management fees are 10% for on-site only service and 18% for full service management. There are no hidden fees, no call-out charges, and no maintenance markups. Your monthly statement is fully itemized and transparent.
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Yes. Windsor Hills is a vacation rental resort community. The HOA still sets rules on occupancy, parking, noise, and amenity access, so we review your documents before you list.
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Windsor Hills is in Osceola County. Florida requires a DBPR vacation rental license, Osceola County requires a business tax receipt, and stays of six months or less are subject to Florida's 6% sales tax, Osceola County's 1.5% sales surtax, and Osceola County's 6% tourist development tax. Edge sets up the licensing and collects and files these taxes for every owner we manage.
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Airbnb, VRBO, Booking.com, and our direct booking platform. Every listing is professionally optimized and monitored, with the Disney drive time and clubhouse front and center.
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Yes. You can block dates for personal use at any time through your owner portal. There are no restrictions on how often you use your own property.
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No. Edge operates on a month-to-month basis. We do not lock owners into long term contracts.
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Eligible stays are covered by a comprehensive protection plan covering property damage. Edge also conducts a post-stay inspection on every turnover so any damage is identified, documented, and actioned immediately.
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Windsor Hills is one of the closest resort communities to Walt Disney World, roughly a 10 to 15 minute drive to the parks. We feature that drive time prominently in your listing, since it is one of the top reasons guests choose Windsor Hills.
See What Your Windsor Hills Property Could Be Earning
Request a free revenue analysis and get a personalized estimate based on your property's location, size, and the current Windsor Hills market. Our team typically responds within 48 hours. Prefer to talk now? Call (689) 303-9882.
This offer is for current Windsor Hills property owners looking for hands-off, professional short term rental management.