Kissimmee, FL
5BR Pool Villa
A whimsical retreat for young dreamers.
5BR Pool Villa4.9451 reviews · 51 Airbnb
A whimsical retreat for young dreamers.
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Your ocean-themed Orlando escape — this stunning 5BR villa sleeps 14 with a private pool featuring a custom underwater mural, three themed kids' rooms (including a glow-in-the-dark Under the Sea room), and an upstairs game loft with arcade machines and an Infinity game table.
Two king primary suites for the adults, resort access with lazy river and kid's water slides just a 2-minute walk away, and only 7 miles from Disney. Professionally managed with 24/7 support.
Kissimmee • House • Beach • Entire Place
Windsor at Westside is a 24-hour guard-gated resort community off Westside Boulevard in the Four Corners area of Kissimmee — one of the closest vacation-home communities to Walt Disney World at roughly 7 miles from the parks. The resort's 8,000 sq ft clubhouse is a 2-minute walk from the house and includes a heated zero-entry pool, lazy river, water slide, splash pad, tiki bar and poolside restaurant, fitness center, game room and arcade, sauna, hot tub, tennis, basketball, volleyball, pickleball, playground, and a scenic lake with pier. Cable, internet, lawn care, and valet trash pickup are all included with the community — one less thing to think about on vacation.
The Formosa Gardens corridor is minutes away with dozens of restaurants, mini golf, and shopping. Publix and Walmart are both within a short drive, and the Loop at Kissimmee — a popular open-air dining and entertainment district — is about 15 minutes east. For a change of pace from the parks, Old Town Kissimmee has go-karts, rides, and a classic car cruise on weekends, and Boggy Creek Airboat Adventures is a fun half-day trip the kids won't forget.
Kissimmee, FL
Haven’s read
Suits Two-family Disney crews · Suits Multi‑gen gatherings
Transportation
You'll want a car for the parks — Disney is about 7 miles (roughly 15 minutes to the parking gates), Universal is about 20 miles, and SeaWorld is about 15 miles. Orlando International Airport (MCO) is approximately 35–40 minutes. The community provides a gate pass at the guard entrance for easy in-and-out access. Important parking note: the HOA allows a maximum of 2 vehicles — one in the private driveway plus one additional space near the clubhouse (2-minute walk). Street parking is not permitted and vehicles are towed quickly and without warning. If your group has more than 2 cars, please coordinate with us before arrival so we can help you plan. Rideshares are a great option on park days to avoid theme-park parking fees entirely.
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Host
Josh Brellenthin
Location
Kissimmee
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