
Windward Cay
Set within the serene, gated landscape of Davenport, Windward Cay offers a premier resort experience for families and groups seeking both relaxation and entertainment. Featuring spacious 5- to 10-bedroom villas with private screened pools, modern kitchens, and themed bedrooms, this community blends the comfort of a private home with the excitement of a full-scale resort. Whether you’re planning a family getaway, a reunion, or a multi-family vacation, Windward Cay provides the ideal home base for making lasting memories. Just steps from the resort’s expansive water park, clubhouse, and sports facilities, Windward Cay combines convenience with abundant amenities. Spend your days floating along the lazy river, racing down the multi-story waterslides, or enjoying a family game on the mini-golf course. With an on-site arcade, fitness center, poolside bar and grill, and walking trails through lush, landscaped grounds, this modern Davenport resort ensures every guest has a balance of fun, relaxation, and comfort—and with Best Beach Getaways handling the details, your stay is effortless from check-in to check-out. Amenities:
Community & Setting
- Gated resort community with 24/7 staffed security
- Located in Davenport near US-27 corridor
- Approximately 20–25 minutes to Walt Disney World® (9 miles to Animal Kingdom via Western Way shortcut)
- 10–15 minutes to ChampionsGate dining and shopping
- 15 minutes to Posner Park retail center
- Designed exclusively for short-term vacation rentals
Pools & Water Features
- Resort Water Complex
- Large zero-entry lagoon pool
- Dual multi-story waterslides (48" height requirement strictly enforced by lifeguards)
- Lazy river with tropical landscaping
- Interactive splash pad for younger children
- Spacious sun deck with shaded cabanas
- Outdoor spa / hot tub
- Poolside fire pit with views of Disney fireworks on clear nights
- Access Protocol (2026)
- Complimentary for registered guests
- Smart wristbands required, issued at the clubhouse after showing gate pass
- Guests must be pre-registered prior to arrival
Private Home Pools
- Most villas include private screened pools
- Optional pool heat available
- Covered lanais with outdoor seating
Clubhouse & Indoor Amenities
- Expansive modern clubhouse
- Fitness center with updated cardio and strength equipment
- Air-conditioned arcade/game room
- Guest lounge and social spaces
- High-speed Wi-Fi throughout common areas
On-Site Dining & Bar
- Blue Marlin Grille & Bar
- Poolside dining with island-inspired menu
- Mobile ordering via Toast app, text notification when orders are ready
- Operating hours: 11:00 AM – 7:00 PM (extended to 9:00 PM on weekends)
Sports & Recreation
- Professional-grade Pickleball courts
- 9-hole mini-golf course on the pool deck
- Lighted basketball court
- Sand volleyball court
- Children’s playground
- Open green spaces
- Walking and jogging paths throughout the community
Accommodations
- 5 to 10-bedroom luxury villas
- Open-concept kitchens and large dining areas
- Loft spaces and themed bedrooms in many homes
- Private screened pools and spas
- In-unit washer and dryer
- Driveways typically accommodate 2–3 vehicles
Security & Parking (2026 Operational Standards)
- Strict 24/7 guarded entry; all adults (18+) must present valid photo ID matching the pre-registered guest list
- Maximum vehicle count enforced per home (typically 3 vehicles)
- Third car must be parked parallel to the driveway if present
- No street parking permitted
- Vehicles parked on grass or blocking sidewalks subject to towing
Transportation & Access Notes
- Rental car strongly recommended
- Uber/Lyft drivers must be authorized through the gate system
- Peak season traffic on US-27 may add travel time to Disney
- Western Way / Toll Road 429 shortcut recommended to reach Disney in ~15 minutes
Recommended Leisure & Guest Highlights
- Evening relaxation at the communal fire pit with views of Disney fireworks
- Mobile poolside dining for stress-free meals
- Full “stay-and-play” resort experience for families and groups
Facilities

