Windsor Island & Windsor Cay
Stay Closeto the Magic
Luxury vacation homes near Walt Disney World with private pools, spacious gathering areas, secure booking, and resort-style amenities.
Near Disney World
Large Vacation Rentals Built for Group Travel
Stay together in a professionally managed short-term rental home minutes from Orlando attractions.
Enjoy open-concept living areas, fully equipped kitchens, private screened pools, resort amenities, secure communities, and direct booking support.
Private Pool Comfort With Resort Amenities
Spend the morning at the resort water park, return home for lunch by your private pool, then head back out for evening dining or theme parks.
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See the Spaces Before You Stay
Our Accommodations
Vacation Homes Near Disney
Windsor Island Escape
8 bedrooms, 6 bathrooms, up to 18 guests in Davenport, Florida.
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Windsor Island Grand Retreat
8 bedrooms, 6 bathrooms, up to 18 guests in Davenport, Florida.
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Windsor Cay Luxe Retreat
8 bedrooms, 6 bathrooms, up to 18 guests in Clermont, Florida.
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Windsor Cay Grand Escape
8 bedrooms, 6 bathrooms, up to 18 guests in Clermont, Florida.
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Minutes From Walt Disney World & Orlando Attractions
Browse the local favorites our guests ask about most, from nearby attractions and restaurants to beaches and grocery stops.
Things To Do
Theme parks, nature stops, shopping, golf, entertainment, and easy family day trips around the Orlando vacation corridor.
Lake Eola ParkA downtown Orlando lakefront park for strolling, swan boats, skyline views, and an easy slower-paced outing.
Orlando Science CentreInteractive exhibits and hands-on learning for families who want a smart indoor break from the parks.
Discovery CoveA resort-style aquatic park with lagoons, snorkeling, tropical habitats, and reserved-experience energy.
GatorlandClassic Central Florida wildlife fun with shows, trails, and a very Florida change of pace.
Icon ParkDining, attractions, and the Wheel on International Drive for an evening outside the theme parks.
Kennedy Space CenterA full-day Space Coast trip with rockets, NASA history, exhibits, and launch-day excitement when schedules align.
SeaWorld OrlandoCoasters, marine-life shows, seasonal events, and a theme-park day with a different rhythm.
Disney WorldThe classic four-park Orlando vacation anchor, close enough for early starts and easy returns home.
Posner Park Shopping MallConvenient Davenport shopping, restaurants, big-box stores, and quick errands near the vacation homes.
Hot Air Balloon RideA sunrise adventure option for big views over Central Florida and a memorable special-occasion morning.
Cenote Day SpaA nearby relaxation stop for massage, spa treatments, and a quieter reset between attraction days.
Tap That Beer HouseA casual local beer stop for adults looking for a relaxed evening close to Davenport.
Disney SpringsShopping, restaurants, live entertainment, and Disney atmosphere without needing a park ticket.
Providence Golf ClubA nearby golf option with Florida fairways, clubhouse dining, and an easy half-day plan.
Cinepolis Movie TheaterComfortable movie-night backup for rainy evenings, low-key nights, or a rest day with kids.
Lake Louisa State ParkTrails, lakes, paddling, and open-air nature close enough for a relaxed outdoor escape.
Millers’ Ale HouseSports-bar comfort food and casual group dining for an easy nearby meal.
Northeast Regional ParkA nearby park for playgrounds, fields, walking paths, and low-pressure outdoor time.
Restaurants
Breakfast cafes, pizza, seafood, steakhouse dinners, resort dining, and familiar family-friendly meals nearby.
David’s ClubA polished ChampionsGate resort dining option for steaks, seafood, and a slower dinner out.
Diromio’s Pizza and GrillCasual pizza, pasta, and grill favorites that work well for groups and easy takeout nights.
Hungry CrabSeafood boils and casual crab-house dining for guests craving a lively dinner.
Ovation Bistro & Bar DavenportA Davenport bistro and bar for burgers, barbecue, steaks, and relaxed family meals.
Kekes Breakfast CafeA breakfast and brunch favorite for pancakes, omelets, and a strong vacation-morning start.
Millers Ale House DavenportA casual sports-bar restaurant with familiar plates, drinks, and easy seating for groups.
Mannys Chop House Haines CityA local steakhouse pick for hearty dinners, ribs, chops, and a classic Florida road-trip feel.
Giovannis Pizza DavenportPizza and Italian comfort food close by for a simple dinner after a long park day.
Olive Garden DavenportA familiar Italian chain option for soups, pasta, and easy family dining.
Longhorn Steakhouse DavenportSteaks, grilled favorites, and a dependable dinner choice near Davenport.
Culvers – Posner Park MallQuick burgers, frozen custard, and an easy stop while shopping around Posner Park.
Beaches
Gulf Coast and Atlantic beach day trips, springs, coastal parks, and waterside escapes within vacation-day range.
Clearwater BeachA Gulf Coast classic with soft white sand, clear water, dining, and a full beach-day feel.
Max BeachA beach-club style option for guests who want a more curated sand-and-water day.
Lithia Springs ParkA natural spring and park option for swimming, shade, picnics, and fresh-water scenery.
Cocoa BeachAn Atlantic-side beach day with surf-town energy and a natural pairing with the Space Coast.
Playalinda BeachA quieter protected Atlantic beach with wide shoreline and a more natural coastal setting.
Fort DeSoto ParkA Gulf Coast park with beaches, trails, historic fort areas, and room for a scenic day trip.
Grocery
Quick food, coffee, groceries, and essentials for stocking the kitchen or grabbing something on the way out.
Mcdonald’sA quick familiar stop for breakfast, coffee, snacks, or easy kid-friendly food.
StarbucksCoffee, breakfast bites, and drive-by fuel before park days or airport runs.PublixA convenient supermarket for groceries, deli items, pharmacy needs, and vacation-home essentials.
WalmartA broad essentials stop for groceries, toiletries, travel items, and anything forgotten at home.Frequently Asked Questions
Plan Your Disney-Area Vacation With Confidence
How does calendar sync work?
Direct bookings will be protected by AWS-native availability records. Airbnb and VRBO iCal imports become calendar blocks, and each property can publish an export feed.
Do guests pay online?
Yes. Once Stripe keys are configured, confirmed bookings redirect to Stripe Checkout and webhooks update payment status.
Can admins manage bookings?
The owner dashboard will use Cognito groups and protected AWS-backed actions for bookings, payments, rates, and calendar URLs.
Feel Free To Contact Us
Questions or ready to book?
Reach out for availability, property details, special requests, or planning help for your Central Florida vacation.