5 Star Villa Olympus – Elevated to Legendary Heights
5 Star Villa Holidays proudly presents 5 Star Villa Olympus – Elevated to Legendary Heights.
Ascend to a new level of luxury at this magnificent 8-bedroom, 6-bathroom Grand Category retreat, nestled within the prestigious Windsor at Westside Resort. Designed for unforgettable gatherings and legendary family escapes, Villa Olympus blends expansive elegance, immersive entertainment, and sun-drenched outdoor living — just 6 miles from the magic of Walt Disney World®.
Sleeping up to 16 guests, this extraordinary residence offers the perfect balance of refined comfort and playful imagination, making it an exceptional home base for experiencing the very best of Central Florida.
☀️ A Sun-Kissed Private Oasis Step outside to your southwest-facing private pool and spa, perfectly positioned for maximum sunshine throughout the day. Whether you’re enjoying a morning swim, relaxing on one of four sun loungers, or dining al fresco with seating for four, every moment feels indulgent.
Private Pool + Spa
Optional pool heat ($30 per day + tax; spa heat requires pool heat activation)
Weekly professional pool service
Outdoor dining & lounge space
This is Florida living at its finest.
🎬 Entertainment Fit for the Gods Inside, the villa is thoughtfully designed for both celebration and relaxation:
Expansive dining table with seating for 16 — ideal for shared meals and special occasions
Fully equipped gourmet kitchen with additional breakfast bar seating
Game room featuring pool table, foosball, and more
Smart TVs throughout the home
Pack n’ Play for little travelers
From lively game nights to peaceful movie evenings, Villa Olympus delivers entertainment on every level.
🛏️ Eight Bedrooms of Elevated Comfort Each bedroom is beautifully appointed to provide privacy and restful luxury.
First Floor
King Suite with attached bathroom (43” TV)
Queen Bedroom (32” TV)
Second Floor
King Suite with attached bathroom (43” TV)
King Suite with attached bathroom (43” TV)
Queen Bedroom with Jack & Jill bathroom
Twin Bedroom (Harry Potter-themed)
Twin Bedroom (Mickey-themed)
Twin Bedroom (Frozen-themed)
The themed bedrooms bring imagination to life, while the spacious king suites offer serene retreats for adults.
🌴 Windsor at Westside Resort Privileges Guests enjoy full access to the world-class amenities at Windsor at Westside Resort, including:
Resort-style zero-entry pool
Lazy river
Interactive splash park with water slide
Poolside tiki bar and restaurant
Fitness center
Arcade
Fire pit
Sand volleyball
Playground
Basketball and tennis courts
Everything you need for a resort-style vacation is just moments away.
📍 Prime Central Florida Location Walt Disney World® – 6 miles
Universal Studios – 20 miles
SeaWorld – 16 miles
Orlando International Airport – 29 miles
Publix – 3 miles
Dining – 1.5 miles
Atlantic & Gulf Coast Beaches – under 90 miles
Adventure, dining, and entertainment are always within easy reach.
🌟 The 5 Star Villa Holidays Standard Professionally managed with 26+ years of hosting experience
Over 200,000 families welcomed
Online email check-in for seamless arrival
24/7 on-call maintenance
Smoke-free and pet-free environment
Complimentary WiFi
Towels and linens provided
Additional rental items available (BBQs, cribs, strollers, high chairs & more)
Parking is limited to 5 vehicles. Street parking and sidewalk blocking are not permitted. For security purposes, an exterior camera is located above the garage door.
Long-Stay Information (30+ Nights) For extended stays of 30 nights or longer, a $1,500 deposit applies with specific cancellation terms and payment timelines.
5 Star Villa Olympus is more than a vacation home — it is a grand experience elevated to legendary heights. Whether you are gathering generations under one roof or celebrating life’s special milestones, this majestic retreat invites you to live, relax, and create memories worthy of the gods.
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Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
About the area
Kissimmee
Kissimmee is home to this villa. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park. Travelling with kids? Make time for Old Town, or head to an event or a match at ESPN Wide World of Sports Complex.
Kissimmee, FL (ISM-Kissimmee Gateway) - 40 min drive
Restaurants
Wawa - 6 min drive
McDonald's - 5 min drive
7-Eleven - 13 min walk
Circle K - 6 min drive
Dutch Bros Coffee - 6 min drive
Frequently asked questions
Does 5 Star Villa Olympus – Elevated to Legendary Heights have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at 5 Star Villa Olympus – Elevated to Legendary Heights?
As of 24 April 2026, prices found for a 1-night stay for 2 adults at 5 Star Villa Olympus – Elevated to Legendary Heights on 7 August 2026 start from NZ$559, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is 5 Star Villa Olympus – Elevated to Legendary Heights pet-friendly?
No, pets are not allowed at this property.
How much is parking at 5 Star Villa Olympus – Elevated to Legendary Heights?
On-site parking is available at the property.
What time is check-in at 5 Star Villa Olympus – Elevated to Legendary Heights?
Check-in begins at 4:00 PM.
What time is check-out at 5 Star Villa Olympus – Elevated to Legendary Heights?
Checkout is at 10:00 AM.
Where is 5 Star Villa Olympus – Elevated to Legendary Heights located?
This family-friendly Kissimmee villa is within 3 mi (5 km) of Lake Davenport and Four Corners FC. Surfari Water Park and Island H2O Live! are also within 6 miles (10 km).