Frequently Asked Questions

What is your cancellation policy on your vacation rentals?

Please note the following Windermere cancellation terms:

• A full refund minus a $25 cancellation fee applies to cancellations made 30 or more days prior to arrival.
• If cancelled more than 7 days but less than 30 days before arrival, the 25% deposit would be forfeited.
• For cancellations within 7 days or less prior to arrival, the entire stay amount would be lost.

What is vacation rental property management and/or Airbnb management, and what are the benefits of working with a property manager?

Comprehensive short-term rental management includes strategic listing creation, multi-platform marketing, guest communication, professional turnover services, and ongoing property care. Owners who choose expert Airbnb property management benefit from higher occupancy, better reviews, and minimal day-to-day involvement. Top-tier vacation rental managers know how to position premium properties effectively, leveraging pricing tools, calendar sync, and guest vetting to maximize returns. At Home Team Luxury Rentals, we offer end-to-end solutions designed for luxury vacation homes, combining hospitality expertise with market analytics. We help you unlock the full potential of your property while maintaining a truly hands-off ownership experience.

Why should I invest in a short-term rental in Windermere, Florida?

Windermere is a prestigious Central Florida community surrounded by lakes and golf courses, offering luxury short term rental potential near Orlando’s attractions. A short term rental in Windermere appeals to executives, families, and international travelers seeking privacy and elegance. Windermere supports high nightly rates, extended bookings, and elite guest satisfaction. Investors in Windermere benefit from high property values, strong zoning, and low saturation. With its gated communities and scenic beauty, Windermere provides top-tier rental experiences. For upscale STR investors looking for consistency and class, Windermere is a confident and reliable choice.

Windermere is an affluent town in Orange County, Florida, located within the Orlando–Kissimmee–Sanford Metropolitan Statistical Area and nestled among the Butler Chain of Lakes, a federally recognized system of interconnected freshwater lakes known for luxury waterfront homes and recreational boating. The town is characterized by tree-lined streets, gated communities, and proximity to renowned golf courses such as Isleworth Golf & Country Club, which has hosted professional athletes and high-profile residents. Windermere offers easy access to major destinations via State Road 429 and County Road 535, placing it within a short drive of Walt Disney World Resort, Universal Orlando, and Orlando International Airport. Despite its proximity to major tourist corridors, Windermere maintains a low-density, residential zoning profile that limits STR saturation and preserves neighborhood quality. Its top-rated schools, serene environment, and reputation for exclusivity make it a favored location for high-end travelers seeking privacy, space, and refined living—offering investors a premium niche within the broader Central Florida STR market.

What services do you provide my short term rental property?

Home Team Luxury Rentals provides a full-service vacation rental management solution designed to keep your property performing at its highest potential.

Our services include:

• Airbnb listing optimization and SEO with keyword-rich descriptions
• professional photography
• multi-channel marketing across platforms like VRBO, Booking.com, Expedia, Hopper, and Marriott Homes & Villas
• dynamic pricing and market analysis to adjust rates based on demand, seasonality, and local trends
• full-service booking management including reservations, cancellations, check-ins, and check-outs
• 24/7 guest communication for inquiries, stay coordination, and post-checkout support
• thorough guest screening using ID verification, platform history, and responsible renter criteria
• professional cleaning and turnover services following strict sanitation protocols
• routine maintenance and repair coordination with trusted contractors
• property staging to maximize listing appeal
• local event monitoring to capitalize on peak demand
• detailed financial reporting with insights into occupancy and revenue
• tax guidance for maximizing deductions
• real-time owner portal for full visibility into bookings and performance.

What other cities do you cover for vacation property management services?

We proudly provide vacation rental property management services across all 411 vacation rental markets in Florida, ensuring comprehensive coverage for property owners throughout the state. From luxury beachfront villas on the Gulf Coast to cozy mountain-style cabins in North Florida, sleek urban condos in vibrant downtown districts, and serene lakefront cottages tucked away in quieter regions, our team has the expertise to manage every type of short-term rental with precision and care.

Whether you own a high-rise apartment in a bustling metro area, a charming bungalow near a historic district, a quiet suburban guest house, or a sprawling estate with resort-style amenities, our approach is tailored to your property’s unique needs. We combine advanced systems with hands-on service to create seamless operations for owners and memorable experiences for guests.

Florida is home to an incredible variety of STRs—also known as vacation homes, short-term rentals, and weekend getaway properties—and we specialize in optimizing each one for maximum occupancy and five-star guest satisfaction. With professional oversight, dynamic pricing strategies, preventive maintenance, and 24/7 guest communication, we ensure every rental performs at its highest potential. Our goal is to protect your investment, deliver consistent income, and elevate your property into a hospitality-grade experience that stands out in Florida’s competitive market.

What is your process for guest check-in and check-out?

Our seamless check-in and check-out experience is intentionally crafted to create a lasting sense of ease and sophistication for guests.

From smart locks and secure keyless entry to thoughtfully designed welcome guides that anticipate guest needs, every touchpoint eliminates friction and enhances convenience.

Beyond technology, our service commitment defines the stay. Our team is available day and night to answer questions, arrange custom amenities, or provide rapid assistance if challenges arise.

This round-the-clock support ensures travelers never feel unattended, no matter the hour or circumstance.

Whether staying for a spontaneous weekend, conducting business, escaping for the season, or commemorating a special occasion, each guest encounter is curated with care.

By combining modern innovation with five-star hospitality standards, we safeguard the guest journey and create memorable, repeat-worthy experiences.

How do you screen potential guests?

Every stay at Home Team Luxury Rentals earns its green light. We start by confirming who’s booking with secure identity verification through Truvi (previously Superhog), then we dig into platform history and reviews to understand behavior patterns over time. Only after a candidate aligns with our responsible renting criteria—respect for the home, alignment with house rules, community fit, and a record of responsible conduct—do we move a request from “pending” to “approved.”

This deliberate approach functions as a risk-control system: it reduces exposure to damage, deters misuse, and sustains a high-quality rental environment that benefits both owners and guests. We reinforce approvals with clear pre-stay messaging, expectation setting, and documented acknowledgments of key policies, which further lowers incident rates and supports smooth operations during the stay.

By prioritizing consistency and reliability from the first click to check-out, we protect owner investments and strengthen performance indicators that matter—occupancy stability, review quality, and reduced unplanned expenses. Over time, that discipline preserves property condition, supports premium positioning, and contributes to the long-term value profile that sophisticated short-term rental investments demand.

How do you handle property maintenance and repairs and maintain guest satisfaction?

Owning vacation rentals should feel like an investment, not a burden. That’s why our property management company delivers property management services focused on long-term care, guest experiences, and revenue growth. Every property is managed with the same level of professionalism, whether it’s a single house or a portfolio of properties.

• Routine inspections to identify maintenance issues and protect property value
• Cleaning services, concierge services, and laundry services for elevated guest care
• 24/7 emergency maintenance team to resolve urgent repairs quickly
• Experienced property managers coordinating operations and service vendors
• Preventive strategies to reduce fees and avoid surprises for homeowners

• Marketing plans that improve listings and attract more guests
• Dynamic rates adjusted through revenue management tools
• Notifications, emails, and regular updates to keep owners informed
• Mailing list and 2025 newsletter for insights, tips, and management strategies

Airbnb Markets near Windermere: Where We Offer Short-Term Rental & Airbnb Management

Markets near Windermere: Altamonte Springs , Apopka , Clermont , Eustis , Kissimmee , Lake Mary , Leesburg , Mount Dora , Ocoee , Orlando , Sanford , St. Cloud , Tavares , Winter Garden , Winter Park