Windsor Cay Resort Homes for Sale in Clermont, Florida
Luxury Short-Term Rental Investment & Vacation Homes Near Walt Disney World®
Luxury Short-Term Rental Investment & Vacation Homes Near Walt Disney World®

Represented by Susan Benante, REALTOR®, RSPS, ABR, CLHMS, e-PRO
Orlando’s Short-Term Rental Home Investment Strategist™
Powered by FATHOM REALTY - Call me today on 407.259.6211
If you are searching for Windsor Cay Resort homes for sale in Clermont, Florida, you are looking at one of the most desirable luxury short-term rental investment communities near Walt Disney World®.
Windsor Cay Resort is a short-term rental approved vacation home community located approximately 8–10 miles from Disney. These 5–10 bedroom luxury pool homes are specifically designed for Airbnb and VRBO performance, offering spacious layouts, private screened pools, and high-capacity floorplans that attract strong year-round tourism demand in the Orlando market.
This is where lifestyle and income align. Buyers choose Windsor Cay for its prime Disney-area location, modern resort amenities, and the ability to generate vacation rental income while still enjoying personal use.
The Orlando vacation home market continues to see strong domestic and international demand, and properties positioned near Disney with short-term rental zoning remain highly sought after.
• Short-Term Rental Zoned Community
• 8–10 Miles to Walt Disney World®
• 5–10 Bedroom Luxury Vacation Homes
• Designed for Airbnb & VRBO Rental Income
• High Guest Demand in the Orlando Tourism Market
• Strong Appreciation & Investment Potential
Whether you are purchasing your first Orlando vacation home or expanding your short-term rental portfolio, Windsor Cay Resort represents a strategic opportunity in one of Central Florida’s most active resort markets.
View current Windsor Cay Resort pricing here.
Exclusive buyer incentives available only through this website
Looking to purchase a luxury short-term rental home in Windsor Cay Resort near Walt Disney World®?
When you work with Susan Benante, REALTOR®, RSPS, ABR, CLHMS, e-PRO — Orlando’s Short-Term Rental Home Investment Strategist™ — you gain access to strategic builder incentives and negotiation advantages designed to strengthen your investment position.
Current opportunities include:
• Up to $15,000 flex funds toward Windsor Cay townhomes
• Up to $20,000 flex funds toward single-family vacation homes
• Additional $10,000 builder contribution toward closing costs (with approved financing or cash)
Inventory releases and incentive structures change as new phases open and homes sell. Timing and representation matter.
These incentives are available when you register and purchase with Susan as your buyer’s agent.
Homes are currently available in Phase 2, with strong buyer demand from both domestic and international investors.
Call 407.259.6211 or schedule your private Windsor Cay consultation to review pricing, availability, and current builder programs.
2026 Clubhouse & Water Park Amenities Video

If you are searching for Windsor Cay Resort homes for sale, new construction townhomes, or 5–10 bedroom short-term rental properties near Disney, this page provides access to exclusive buyer incentives not available when purchasing directly through the builder.
When you register through this website and work with Susan Benante, REALTOR®, RSPS, ABR, CLHMS, e-PRO — Orlando’s Short-Term Rental Home Investment Strategist™ — you unlock additional financial advantages structured specifically for Windsor Cay investment buyers.
My EXCLUSIVE incentives are over and above any builder incentives currently being offered.
Many buyers assume purchasing a Windsor Cay Resort home directly through the builder results in savings.
It does not.
The builder’s on-site representative works for the builder. The price remains the same whether you are represented or not.
Working with an experienced Windsor Cay buyer’s agent ensures:
You gain representation, negotiation leverage, and additional incentives — without paying more.
Windsor Cay Resort is one of the fastest-growing short-term rental communities in the Disney area. Understanding which floor plans generate stronger booking performance, which bedroom counts attract higher occupancy, and how to structure your purchase for long-term ROI matters.
Susan Benante has extensive experience selling within the Windsor Resort communities and understands:
This level of specialization is critical when purchasing a Windsor Cay investment property.
Call Susan Benante at 407-259-6211 to secure your Windsor Cay Resort buyer incentives while they remain available.
When you register through this website and use Susan Benante as your buyer’s agent, you will qualify for:
My exclusive incentives are over and above any current builder promotions and are structured to improve your overall investment position.
To qualify:
Incentives are subject to change without notice.
Secure your Windsor Cay Resort buyer incentives before they change. Call me today on 407-259-6211
Buying a vacation home in Windsor Cay Resort is not just a transaction — it is an income-producing asset strategy.
After closing, buyers receive continued advisory support, including:
You are not left navigating alone. You gain a long-term investment resource.
Windsor Cay Resort in Clermont, Florida now features fully operational resort-style amenities designed to elevate both guest experience and short-term rental performance. For buyers searching for Windsor Cay Resort homes for sale near Walt Disney World®, the strength of the amenity package directly influences rental demand, nightly rates, and long-term property value.
This luxury short-term rental community offers a modern clubhouse, resort-style pool, lazy river, fitness center, and family recreation areas that create the kind of on-site experience today’s Orlando vacation home guests actively seek when booking on Airbnb and VRBO.
In the competitive Disney-area vacation rental market, amenities matter. Communities that deliver a true resort lifestyle consistently generate stronger guest reviews, repeat bookings, and sustained occupancy — all critical factors for investors focused on maximizing short-term rental income.
Watch the full Windsor Cay Resort tour below to explore the clubhouse, water park amenities, and available 5–10 bedroom luxury vacation pool homes currently for sale.


Windsor Cay Resort is located in Clermont, Florida, one of the fastest-growing luxury vacation home markets in Central Florida. Positioned near Walt Disney World and major highways, Clermont offers a strategic location for buyers seeking Windsor Cay Resort homes for sale near Disney.
Clermont has become a highly desirable alternative to other short-term rental corridors due to its growth, infrastructure expansion, and strong tourism demand.
Windsor Cay Resort offers convenient access to:
• Approximately 8–12 miles to Walt Disney World
• Easy access to US-27 and SR-429
• Nearby shopping, dining, and golf
• Orlando International Airport
• Major theme parks and attractions
This location supports both consistent rental demand and long-term appreciation potential.
Call 407.259.6211 now to reserve your place and secure your incentives.
Please contact us today to receive “hot off the press” information about this new resort as well as up to date pricing.

Windsor Cay Resort in Clermont, Florida delivers the signature luxury experience buyers expect from the Windsor-branded resort communities. These professionally designed amenities are not only attractive for personal enjoyment — they are a key driver of short-term rental demand and booking performance.
For buyers searching for Windsor Cay Resort homes for sale, amenities play a significant role in occupancy rates, nightly rental pricing, and long-term investment appeal.
The heart of Windsor Cay Resort is its expansive clubhouse, designed to provide a full vacation experience for guests and owners. This centralized amenity hub enhances guest experience, which directly supports positive reviews and repeat bookings.
Amenities include:
• Full Bar & Café
• On-Site Restaurant
• Community Room for Meetings & Activities
• Full-Service Concierge & Activities Director
• 24-Hour Manned Gated Entrance
• Resort-Style Zero-Entry Pool
• Beach-Style Entry Design
• Multiple Water Slides
• Children’s Splash Pad
• Private Cabanas
• Firepit Lounge Areas
• 9-Hole Miniature Golf Course
• Sports Courts
• Fitness Center
• Community Playground

The Windsor Cay Resort amenities map provides a detailed overview of the professionally designed clubhouse, pool complex, recreational areas, and on-site entertainment spaces that define this luxury short-term rental community near Orlando, Florida.
For buyers researching Windsor Cay Resort homes for sale, reviewing the site plan is essential to understanding the community’s layout, amenity flow, and overall guest experience.
Contact us if you are looking to make a purchase in Windsor Cay Resort and take advantage of our EXCLUSIVE buyer incentives!
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Susan Benante LLC, Susan benante realtor® and FATHOM Realty are not affiliated with the builder or the Windsor Cay Resort. FATHOM REALTY FL LLC IS a real estate BROKERAGE selling homes within the community.
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SUSAN BENANTE REALTOR® | FATHOM REALTY

Additional Buyer Incentives only from this website!