Buying a vacation home near Walt Disney World is one of the most consistent real estate investment strategies in the country and Windsor Cay Resort in Clermont, Florida may be the best opportunity on the market right now. Built by Pulte Homes and sitting just 8 miles from Disney’s front gates, this gated resort community offers 5 to 10 bedroom pool homes designed from the ground up for short-term rental success on Airbnb, VRBO, and Booking.com.
If you are searching for Airbnb investment homes near Disney, this guide covers everything you need to know: location, floor plans, amenities, rental income potential, and how to get started with a buyer’s agent who is also an Airbnb Superhost and property management expert.
Ready to explore Windsor Cay? Call Mike Chen at (503) 888-8070 or visit Windsor Cay Florida website for current pricing, availability, and exclusive buyer incentives.
What Is Windsor Cay Resort and Why Investors Are Paying Attention
Windsor Cay Resort is a master-planned vacation home community in Clermont, Florida, developed by Pulte Homes. The community spans 693 total homes, offering single-family residences and townhomes ranging from 5 to 10 bedrooms. Every home includes a private heated pool, making each property a self-contained vacation retreat for families and large groups.
Unlike standard residential neighborhoods, Windsor Cay was designed specifically for the short-term rental market. The community allows and actively supports vacation rental use, which makes it a legal, sustainable, and highly profitable Airbnb investment compared to areas where short-term rental restrictions create risk.
Key Facts About Windsor Cay Resort
- Developer: Pulte Homes, one of the largest and most trusted homebuilders in the U.S.
- Total homes: 693 single-family homes and townhomes
- Bedrooms per home: 5 to 10 bedrooms
- Private Pool: All homes include a private pool
- STR-Able: Short-term rental permitted and community-approved
- Location: Clermont, Florida, 8 miles from Walt Disney World
- 24/7 Security: Gated community with 24-hour manned security
The Location Advantage: 8 Miles from Disney Is a Booking Magnet
Location is everything in vacation rental investing, and Windsor Cay Resort has one of the most powerful location profiles in all of Central Florida. Families planning a Disney World vacation are not just looking for a hotel. They want space, privacy, a private pool, and a home base close enough to the parks so they can return easily between rides.
Windsor Cay delivers all of that at once.
Distances from Windsor Cay Resort to Major Attractions
| Destination | Distance | Drive Time |
| Walt Disney World | 8 miles | ~15 minutes |
| Universal Orlando Resort | 22 miles | ~30 minutes |
| Epic Universe (opened 2025) | 20 miles | ~25 minutes |
| Orlando International Airport | ~35 miles | ~40 minutes |
| Port Canaveral Cruise Port | ~70 miles | ~90 minutes |
| Port of Tampa | ~80 miles | ~60 minutes |
The proximity to Walt Disney World is the primary booking driver. Families who visit Disney spend multiple days at the parks, and a 15-minute drive home beats a cramped hotel room every single time. That guest preference creates sustained year-round demand for vacation homes exactly like those at Windsor Cay.
The opening of Universal’s Epic Universe in 2025 adds a second major demand driver just 20 miles away, expanding the guest pool beyond Disney loyalists and increasing peak booking periods throughout the year.
What Guests Find Beyond the Parks
Guests at Windsor Cay also enjoy:
- Cagan’s Crossing, a nearby dining and entertainment district with restaurants and bars
- Over 12 golf courses within 10 miles
- Premium outlet shopping within 35 minutes
- New connector roads to Disney currently in development
- Upcoming high-speed rail connecting Orlando to Miami, Fort Lauderdale, and West Palm Beach
Each of these amenities extends guest stays and supports higher nightly rates, because guests are not just paying for park proximity, they are paying for a complete vacation lifestyle.
Windsor Cay Floor Plans: Which Home Size Earns the Most?
One of the biggest decisions for Airbnb investors is choosing the right home size. Windsor Cay offers eight distinct floor plans across the townhome and single-family categories. Larger homes command higher nightly rates and attract corporate groups, extended families, and multi-family reunion bookings, all of which tend to produce stronger annual revenue.
Windsor Cay Resort Floor Plan Comparison
| Model | Bedrooms | Bathrooms | Square Feet | Highlights |
| Castaway (Townhome) | 5 | 4.5 | 2,271 | Pool, great entry-level investment |
| Windston | 5 | 4 | 2,490 | Pool, efficient layout |
| Lakeshore | 5 | 4.5 | 2,587 | Pool, premium finishes |
| Hideaway | 5 | 4 | 2,490 | Pool, open-concept design |
| Seashore | 7 | 5.5 | 3,281 | Pool, ideal for large families |
| Baymont | 8 | 6 | 4,034 | Pool, high-revenue earner |
| Clearwater | 9 | 6 | 4,393 | Pool, top-tier occupancy |
| Clearwater Grand | 10 | 8 | 4,393 | Pool, maximum revenue potential |
Each floor plan is available with a 3-D virtual tour at windsorcayflorida.com, so out-of-state buyers can walk through every room before making a decision. Mike Chen, the specialist buyer’s agent for Windsor Cay, also helps buyers match the right floor plan to their specific investment goals and budget.
Which Floor Plan Is Right for You?
5-bedroom homes are the most accessible price point and work well for first-time vacation rental investors. They attract families of 8 to 10 guests and earn solid year-round occupancy near Disney.
7 to 8 bedroom homes attract larger groups and command noticeably higher nightly rates. The Seashore and Baymont models are popular choices for investors who want stronger monthly cash flow.
9 to 10 bedroom homes are the top performers in terms of gross revenue. The Clearwater Grand in particular draws reunion groups, multi-family bookings, and extended stays that produce the highest annual income in the community.
Windsor Cay Resort Amenities and Why Guests Choose This Over a Hotel
The amenities at Windsor Cay Resort are what turn first-time guests into repeat bookers and five-star reviewers. The community clubhouse and water facility operate at a resort level, not a basic neighborhood pool.
Resort Amenities That Drive Bookings
- Zero-entry resort pool with splash areas
- Lazy river
- Water slides
- Children’s splash pad
- Rental cabanas
- Volleyball courts and sports courts
- Basketball courts
- Children’s playground
- Mini golf
- Full bar and cafe
- Community room for meetings and events
- Full-service concierge and activities director
- Fitness center
- 24-hour manned gated security
Guests who book at Windsor Cay do not just get a large home with a private pool. They get hotel-grade amenities they can walk to. That combination of private luxury and shared resort experience is what earns five-star reviews, generates repeat bookings, and positions Windsor Cay listings above competitors who offer homes without community amenities.
What Windsor Cay Owners Are Earning: Airbnb Revenue Potential
Vacation homes near Disney World have among the highest revenue potential of any short-term rental market in the United States. The combination of year-round theme park tourism, no state income tax in Florida, and strong family travel demand creates a uniquely favorable environment for Airbnb investors.
Revenue Performance Benchmarks for Windsor Cay-Area Homes
| Home Size | Estimated Annual Gross Revenue | Notes |
| 5 bedroom | $80,000 – $110,000 | Based on comparable Clermont short-term rental comps |
| 7–8 bedroom | $110,000 – $150,000 | Higher ADR, broader group appeal |
| 9–10 bedroom | $140,000 – $200,000+ | Reunion/multi-family group bookings |
NOTE: Revenue figures are projections based on comparable short-term rental performance in the Clermont/Davenport corridor and are not guaranteed. Contact Mike Chen at (503) 888-8070 for a free personalized income projection.
Working with an experienced property manager like Mike Chen’s FunStay Homes operation, owners report earning 20 to 40 percent more compared to self-managing. The difference comes from dynamic pricing that captures peak event weekends, multi-platform listing exposure, and five-star guest experience management that generates repeat bookings and sustained ranking on Airbnb.
Why Windsor Cay Beats Other Disney-Area Communities
Investors evaluating vacation home communities near Disney World have several options, including Windsor Hills, Solterra Resort, Encore at Reunion, and Solara Resort. Windsor Cay stands out for several structural reasons.
Windsor Cay vs. Competing Vacation Home Communities
| Factor | Windsor Cay | Older Established Communities |
| Builder | Pulte Homes (new construction) | Various, resale market |
| Bedroom range | 5 to 10 | Typically 4 to 8 |
| Age of homes | Brand new or near-new | 10 to 20 years old |
| Builder warranties | Active Pulte warranty | None on resale |
| Resort amenities | Full resort package | Varies widely |
| Short-term rental status | Fully permitted | Varies, some at risk |
| Proximity to Disney | 8 miles | 5 to 15 miles (varies) |
New construction means lower maintenance costs in the early years, active builder warranties, and the ability to select finishes and furniture packages before the home is completed. That design control translates directly into themed bedrooms and elevated interior quality that guests notice, review, and return for.
How to Buy a Windsor Cay Investment Home: The Process with Mike Chen
Buying a vacation home in a new construction community like Windsor Cay is different from buying a resale property. Having a buyer’s agent who specializes in this market is not optional, it is essential.
Mike Chen at La Rosa Realty in Celebration, Florida is the specialist agent for Windsor Cay Resort. He is also an Airbnb Superhost, the owner of FunStay Homes with 9 vacation units under his management, and a fellow vacation homeowner who has walked every step of this process himself.
What Mike Provides to Windsor Cay Buyers
- Help identifying the right floor plan and lot for your investment goals
- Access to current pricing, inventory, and exclusive buyer incentives (currently up to $13,500 in combined incentives with preferred lender or cash)
- Referrals to trusted furniture and design partners for Airbnb-ready interiors
- Connections to top local property management services including his own FunStay Homes operation
- Airbnb account setup and listing launch support for self-managing buyers
- Ongoing tips and strategy based on 10-plus years of vacation rental experience
Working with a buyer’s agent costs nothing out of pocket for the buyer in a new construction transaction. The builder pays the buyer’s agent commission, so having Mike in your corner is pure upside.
Call or text Mike at (503) 888-8070. His office is located at La Rosa Realty Celebration, 1420 Celebration Blvd STE 200, Celebration, FL 34747.
Start Your Windsor Cay Investment Journey Today
Windsor Cay Resort by Pulte Homes represents one of the clearest opportunities in today’s vacation rental investment market. The combination of new construction quality, an 8-mile distance to Walt Disney World, resort-grade amenities, and a community built for short-term rental success creates a foundation for strong and sustainable Airbnb income.
Homes at Windsor Cay are selling. Inventory is limited, and pricing adjusts as phases sell through. The time to act is before the best lots and floor plans are gone.
Call Mike Chen at (503) 888-8070today, or visit Windsor Cay Florida to explore floor plans, request current pricing, and lock in your exclusive buyer incentives. Your Windsor Cay investment home is waiting.
Frequently Asked Questions About Windsor Cay Resort Investment Homes
Is Windsor Cay Resort approved for Airbnb and short-term rentals?
Yes. Windsor Cay Resort is specifically designed for vacation rental use and fully permits short-term rentals. This is a critical advantage over many residential communities in Central Florida where short-term rental ordinances create legal and financial risk for investors.
How far is Windsor Cay from Disney World?
Windsor Cay Resort is approximately 8 miles from the Walt Disney World entrance, which translates to roughly 15 minutes by car under normal traffic conditions. New connector roads to Disney are currently in development, which will further improve access times.
What is the HOA fee at Windsor Cay Resort?
HOA fees and CDD charges at Windsor Cay Resort are detailed on the Fees page at windsorcayflorida.com. Current builder incentives include up to $6,000 in prepaid HOA dues for buyers using the preferred lender or paying cash. Contact Mike Chen at (503) 888-8070 for exact current figures.
What deposit is required to reserve a Windsor Cay home?
The current deposit structure requires $75,000 for townhome reservations and $125,000 for single-family homes, due within 48 hours of reservation. These figures are subject to change.
Can I manage my Windsor Cay home myself on Airbnb?
Yes. Self-management is an option, and Mike Chen will help you set up your Airbnb account and launch your listing if that is the path you choose. However, professionally managed Windsor Cay homes through services like FunStay Homes typically earn 20 to 40 percent more annually due to dynamic pricing, multi-platform exposure, and professional guest management.
What size home produces the best return on investment at Windsor Cay?
The answer depends on your purchase price, financing structure, and management approach. Generally, 8 to 10 bedroom homes produce the highest gross revenue, while 5-bedroom homes have lower purchase prices and can achieve strong cash-on-cash returns. Mike Chen provides free personalized income projections for all floor plan sizes.
Is Windsor Cay a good investment compared to other Disney-area vacation home communities?
Windsor Cay offers new construction with Pulte warranties, a broader bedroom range (up to 10 bedrooms), full resort amenities, and a community built specifically for the short-term rental market. These structural advantages make it one of the strongest investment opportunities currently available near Disney World.
Who is Mike Chen and why work with him for Windsor Cay?
Mike Chen is a licensed Florida Realtor at La Rosa Realty Celebration with a 4.81-star Airbnb rating, Superhost status, 9 vacation rental units under management, and over 10 years of experience in Orlando’s vacation home market. He is a specialist buyer’s agent for Windsor Cay Resort who also owns and operates FunStay Homes, a full-service vacation rental property management company.
