5 Star Orlando Villa 6248

10
5
4

Orlando Villa 6248: Ultimate 5-Star Family Vacation at Windsor Island

Every 5 Star Villa Holiday Includes

  • Towels Towels
  • Bed Lines Bed Linen
  • Wifi Free WiFi
  • Clean Professional Clean
  • 24 support 24/7 Client Support
  • Free Accidental Free Accidental Damage Insurance
  • Hidden Fess No Hidden Fees
Helena - Luxury Travel Expert at 5 Star Villa Holidays
Hosted by Helena
Superhost 12 years hosting

5-Star Villa Holidays Proudly Presents: Orlando Villa 6248 at Windsor Island Resort
Luxury 5-Bedroom Villa with Private Pool in Kissimmee

Welcome to Orlando Villa 6248, a luxurious 5-bedroom villa located in the prestigious Windsor Island Resort, Kissimmee’s newest and most exclusive vacation community.

Offering exceptional amenities, breathtaking features, and an unbeatable location, this villa is the perfect choice for your next Orlando getaway.

Whether you're visiting Disney World, Universal Studios, or simply looking to relax in style, this stunning villa provides everything you need to make your vacation truly unforgettable.

The Ultimate Vacation Home at Windsor Island Resort

Windsor Island Resort is a premier gated community that combines luxury, comfort, and convenience.

Located in the heart of Kissimmee, this resort community features all the popular amenities of its sister resorts, such as Windsor Hills Resort and Windsor Palms Resort,

with added exclusive features that elevate your vacation experience.

  • 5,000 sq. ft. Clubhouse: The centerpiece of Windsor Island Resort, this extraordinary clubhouse offers a range of amenities, including a fitness center with the latest cardio and strength-building equipment, perfect for staying active during your vacation.
  • Resort-Style Pool with Lazy River & Water Slide: Dive into the massive resort-style pool, featuring cabanas, a water slide, and a lazy river—ideal for family fun and relaxation in the Orlando sunshine.
  • Tiki Bar & Poolside Dining: After a day of swimming and playing, grab a refreshing drink or a delicious bite to eat at the tiki bar, which serves a tempting menu for poolside dining.
  • Sports Facilities: Stay active with sand volleyball courts, multi-purpose sports courts, and plenty of recreational options for all ages.
  • Sundry Shop & Video Arcade: The clubhouse also houses a sundry shop for your convenience and a video arcade for some friendly competition and indoor fun.
  • 24/7 Gated Security: The community is gated with an attendant on-site to ensure peace of mind and safety for all guests.

Spacious and Comfortable Luxury Villa

Orlando Villa 6248 offers the perfect balance of luxury, comfort, and privacy, making it the ideal vacation home for families, friends, or multiple families vacationing together.

With 5 bedrooms and 4 bathrooms, this villa comfortably accommodates up to 10 guests, providing ample space for everyone to relax and enjoy.

Bedroom Configuration:

  • 1st Floor:
    • 1 Bunk Bed (Twin) – Perfect for the little ones or teens who enjoy their own space.

  • 2nd Floor:
    • 1 Queen Bedroom – Ideal for couples or friends.
    • 1 Bunk Bed (Full/Twin) – Great for additional sleeping space.
    • 1 King Bedroom (Ensuite) – The master suite offers ultimate comfort with an attached private bathroom.
    • 2 Twin Bedrooms (Ensuite) – Two well-appointed twin bedrooms with en suite bathrooms for added convenience.


Modern Kitchen & Dining

The gourmet kitchen is fully equipped with everything you need to prepare meals for the entire family.

With granite countertops, stainless steel appliances, and a walk-in pantry, this kitchen offers a stylish and functional space for all your cooking needs.

Whether you're preparing a family dinner or a quick snack, you'll have everything you need.

The elegant dining area seats 6 people, making it the perfect place for meals and family gatherings.

For a more casual dining experience, the kitchen island offers additional seating for 4.

Outdoor Living & Private Pool

After a fun-filled day at the parks, step outside to your private pool and enjoy the Orlando weather.

The pool area is perfect for relaxing, swimming, or soaking up the sun.

The outdoor space offers plenty of room to lounge, making it a perfect spot to unwind in the evenings or enjoy a morning coffee.

Perfect Location Near Orlando’s Top Attractions

Windsor Island Resort offers one of the best locations in Kissimmee, with quick access to the best of Orlando:

  • Disney World: Just 8 minutes away, the resort is located near the Western Way Blvd. Disney entrance, offering easy access to all Disney parks while avoiding the traffic congestion of the main entrance.
  • Universal Studios: Only a short drive to Universal Studios and Islands of Adventure, where you can experience world-class rides and entertainment.
  • SeaWorld: A short drive from SeaWorld Orlando, home to amazing marine life exhibits and thrilling rides.
  • Shopping & Dining: Windsor Island Resort is close to a variety of shopping malls, restaurants, and entertainment options, ensuring you’ll never run out of things to do.

Book Your Stay at Orlando Villa 6248 Today

If you’re looking for the ultimate vacation home, Orlando Villa 6248 at Windsor Island Resort is the perfect choice.

With its luxurious amenities, spacious accommodations, and prime location near Orlando's best attractions, this villa offers everything you need for an unforgettable getaway.

Book your stay today and experience the best of Orlando at Orlando Villa 6248—your dream vacation home awaits!

Orlando Villa 6248 at Windsor Island Resort—luxury, comfort, and adventure, all in one place!

Show More

Features

    Meals
  • Chef optional
  • Self Catering
    Housekeeping
  • Housekeeping optional
    Themes
  • Adventure
  • Away From It All
  • Family
  • Luxury
  • Sports and Activities
  • Tourist Attractions
    Location
  • Gated Community
  • Resort
    General
  • Air Conditioning
  • Clothes Dryer
  • Essentials
  • Free Wifi
  • Hair Dryer
  • Heating
  • Iron and Board
  • Laptop Friendly Workspace
  • Linens Provided
  • Living Room
  • Self Check in
  • Towels Provided
  • Washing Machine
    Kitchen
  • Coffee Maker
  • Dishes and Utensils
  • Dishwasher
  • Fully Equipped Kitchen
  • Kettle
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
    Dining
  • Dining Area
    Entertainment
  • Satellite or Cable TV
  • TV in every bedroom
    Outside
  • Covered Lanai
  • Outdoor Dining Area
  • Parking
  • Sun Loungers
    Pool Spa
  • Private Pool
    Outside Services
  • Airport Transfer - On Request, Additional Cost
  • Car Hire - On Request, Additional Cost
  • Experiences & Tours - On Request, Additional Cost
  • Free Parking
  • Private Chef - On Request, Additional Cost
  • Security 24/7
    HomeTruths
  • Family/Children Friendly
  • Long term renters welcome
  • Parking
  • Wheelchair Accessible
  • No smoking
  • Check In: 16:00
  • Check Out: 10:00
  • Size: 550 SM
Show More

    Sleeping Arrangements

  • Bedrooms 1:
    1 Bunk bed
  • Bedrooms 2:
    1 Queen bed
  • Bedrooms 3:
    1 Bunk bed
  • Bedrooms 4:
    1 King bed
  • Bedrooms 5:
    2 Twin beds

Orlando Unlocked

Orlando Villa Holidays : The Definitive Guide
Read More

Availability

←
→
Su
Mo
Tu
We
Th
Fr
Sa
Su
Mo
Tu
We
Th
Fr
Sa

Location

Cancellation Information Full Cancellation Conditions

  • Free cancellation within 48 hours of booking
  • Cancel up to 60 days before check in - balance refunded minus deposit
  • Cancel less than 60 days before check in - deposit & balance non-refundable
Helena - Luxury Travel Expert at 5 Star Villa Holidays
Helena Doyle Host

Host details

Currently travelling the world and working remotely, it's no surprise that Helena is the author of 5 Star Villa Holidays' collection of travel guides. She loves exploring new countries and experiencing new cultures. If you need some holiday tips, look no further! In her spare time she loves going to the gym, compiling her 'Living the Dream' travel blog and enjoying fine wines!

Message Host

$0 / per night

Adults

Ages 13 or above

0
Children

Ages 2–12

0

0 X Nights

$0

TOTAL(USD)

Total

$0 night

Book Soon!
2 villas booked in the past 7 days
BBC radio
Entrepreneur
Lonely
Luxury Travel
Rezfest
Lefestyle
Sky
Vows and Venues

Meet the Team

John Paul Donnelly

John Paul Donnelly

Founder & CEO

John Paul's deep love for travel inspired him to turn his passion into a business and 5 Star Villa Holidays was founded in 2011. He is one of eight children and loves spending quality time with his larger-than-life family. In his spare time he loves immersing himself in different sporting activities around the world; skiing, surfing and football. He is always seeking new adventures and his philosophy is simple; love the journey of life.

Helena - Luxury Travel Expert at 5 Star Villa Holidays

Helena Doyle

Marketing Manager

Currently travelling the world and working remotely, it's no surprise that Helena is the author of 5 Star Villa Holidays' collection of travel guides. She loves exploring new countries and experiencing new cultures. If you need some holiday tips, look no further! In her spare time she loves going to the gym, compiling her 'Living the Dream' travel blog and enjoying fine wines!

Joe Donnelly

Joe Donnelly

Sales Director

Living in Ireland, Joe is a family man with 2 beautiful daughters and a mischievous dog called Bruno. He is a very skilled chef who loves hosting dinner parties for family and friends. He is passionate about sport and boating. Joe is a keen golfer and loves nothing more than playing 18 holes on the best golf courses Europe has to offer. Joe has worked in the travel industry since 2005 and prides himself and his team as trustworthy travel experts.

Suzanne Pilcher

Suzanne Pilcher

Creative Director

Born and raised by the beach in sunny Australia, Suzanne carries a deep-seeded affinity with the ocean and loves nothing more than exploring beautiful seaside destinations around the globe. As our travelling Creative, she is currently doing her best to experience and capture all that this incredible world has to offer, while living on a steady diet of coffee and art gallery visits.

Jitender Saini

Jitender Saini

Chief Technology Officer

Jitender Saini is our talented Chief Technology Officer, known for his exceptional programming skills and problem-solving abilities, honed since he started coding at the age of seven. A natural leader, he fosters innovation and excellence within his team. Jitender balances his professional life with personal commitments, being a devoted husband and father of two. Outside of work, he enjoys running, hiking, and playing cricket. His love for socialising shines through when he cooks delicious meals for friends and family, often paired with his appreciation for craft beers. Jitender’s passion and expertise are integral to our company’s success.

Amarpreet

Amarpreet

Developer

As a Senior Web Developer at 5 Star Villa Holidays based in India, Amarpreet brings a blend of technical expertise, innovation, and teamwork to the role. Amarpreet primary focus is on developing solutions that engage the audience and drive business growth. Passionate about digital transformation, Amarpreet is committed to pushing the boundaries of web development and shaping the future of web experiences for 5 Star Villa Holidays. With a keen eye for detail and a dedication to excellence, Amarpreet continuously strives to enhance the company’s digital presence and overall user experience.

Ristley Rasonable

Ristley Rasonable

Executive Assistant

Hailing from the beautiful Philippines, Ristley lives with purpose, embracing every opportunity with gratitude. She often says, "Kindness and determination can move mountains." As a proud mom of four, including twin sons, she’s the calm in the storm, bringing order, efficiency, and care to every detail at 5 Star Villa Holidays. Ristley loves exploring nature, diving into a great book, and discovering new cuisines. She’s passionate about travel, creating lasting memories, and embracing new adventures.

Stephanie Peloriana

Stephanie Peloriana

Expert Travel Consultant

Stephanie carries a profound philosophy in her heart: "All is well." It’s more than a belief; it’s a way of life that infuses her with calm resilience and optimism. Her favorite phrase, "memento vivere", meaning "remember to live," serves as both a reminder and a call to action, reflecting her deep appreciation for the fleeting yet beautiful nature of existence. At 5 Star Villa Holidays, Stephanie brings this same passion and mindfulness to her role, sharing her expertise in sales and creating unforgettable experiences for guests.

Emrah Guñes

Emrah Guñes

Property Manager

Born in Erzincan, Turkey, Emrah is the youngest of eight siblings and a proud parent of four boys and two girls. His career journey began in accounting, followed by eight years as a stock tracking and warehouse shipment supervisor in the food industry. After 15 years as a call center team leader and manager, Emrah transitioned to property management with 5 Star Villa Holidays. He now combines his leadership skills and passion for hospitality to deliver exceptional experiences for guests.

Lisandra - Luxury Travel Expert at 5 Star Villa Holidays

Lisandra Varacha

Franchisee, 5 Star Villa Holidays

Lisandra is an open-minded traveler, active athlete, and nature lover with a deep appreciation for animals and culture. Her vibrant personality and career path span diverse fields, reflecting her adaptability and curiosity. A former professional equestrian, Lisandra combines discipline and grace with a passion for global exploration. At 5 Star Villa Holidays, she shares her dynamic perspective, creating opportunities for authentic and unforgettable travel experiences.

Meet the Team

John Paul Donnelly

John Paul Donnelly

Founder & CEO

John Paul's deep love for travel inspired him to turn his passion into a business and 5 Star Villa Holidays was founded in 2011. He is one of eight children and loves spending quality time with his larger-than-life family. In his spare time he loves immersing himself in different sporting activities around the world; skiing, surfing and football. He is always seeking new adventures and his philosophy is simple; love the journey of life.

Helena - Luxury Travel Expert at 5 Star Villa Holidays

Helena Doyle

Marketing Manager

Currently travelling the world and working remotely, it's no surprise that Helena is the author of 5 Star Villa Holidays' collection of travel guides. She loves exploring new countries and experiencing new cultures. If you need some holiday tips, look no further! In her spare time she loves going to the gym, compiling her 'Living the Dream' travel blog and enjoying fine wines!

Joe Donnelly

Joe Donnelly

Sales Director

Living in Ireland, Joe is a family man with 2 beautiful daughters and a mischievous dog called Bruno. He is a very skilled chef who loves hosting dinner parties for family and friends. He is passionate about sport and boating. Joe is a keen golfer and loves nothing more than playing 18 holes on the best golf courses Europe has to offer. Joe has worked in the travel industry since 2005 and prides himself and his team as trustworthy travel experts.

Suzanne Pilcher

Suzanne Pilcher

Creative Director

Born and raised by the beach in sunny Australia, Suzanne carries a deep-seeded affinity with the ocean and loves nothing more than exploring beautiful seaside destinations around the globe. As our travelling Creative, she is currently doing her best to experience and capture all that this incredible world has to offer, while living on a steady diet of coffee and art gallery visits.

Jitender Saini

Jitender Saini

Chief Technology Officer

Jitender Saini is our talented Chief Technology Officer, known for his exceptional programming skills and problem-solving abilities, honed since he started coding at the age of seven. A natural leader, he fosters innovation and excellence within his team. Jitender balances his professional life with personal commitments, being a devoted husband and father of two. Outside of work, he enjoys running, hiking, and playing cricket. His love for socialising shines through when he cooks delicious meals for friends and family, often paired with his appreciation for craft beers. Jitender’s passion and expertise are integral to our company’s success.

Amarpreet

Amarpreet

Developer

As a Senior Web Developer at 5 Star Villa Holidays based in India, Amarpreet brings a blend of technical expertise, innovation, and teamwork to the role. Amarpreet primary focus is on developing solutions that engage the audience and drive business growth. Passionate about digital transformation, Amarpreet is committed to pushing the boundaries of web development and shaping the future of web experiences for 5 Star Villa Holidays. With a keen eye for detail and a dedication to excellence, Amarpreet continuously strives to enhance the company’s digital presence and overall user experience.

Ristley Rasonable

Ristley Rasonable

Executive Assistant

Hailing from the beautiful Philippines, Ristley lives with purpose, embracing every opportunity with gratitude. She often says, "Kindness and determination can move mountains." As a proud mom of four, including twin sons, she’s the calm in the storm, bringing order, efficiency, and care to every detail at 5 Star Villa Holidays. Ristley loves exploring nature, diving into a great book, and discovering new cuisines. She’s passionate about travel, creating lasting memories, and embracing new adventures.

Stephanie Peloriana

Stephanie Peloriana

Expert Travel Consultant

Stephanie carries a profound philosophy in her heart: "All is well." It’s more than a belief; it’s a way of life that infuses her with calm resilience and optimism. Her favorite phrase, "memento vivere", meaning "remember to live," serves as both a reminder and a call to action, reflecting her deep appreciation for the fleeting yet beautiful nature of existence. At 5 Star Villa Holidays, Stephanie brings this same passion and mindfulness to her role, sharing her expertise in sales and creating unforgettable experiences for guests.

Emrah Guñes

Emrah Guñes

Property Manager

Born in Erzincan, Turkey, Emrah is the youngest of eight siblings and a proud parent of four boys and two girls. His career journey began in accounting, followed by eight years as a stock tracking and warehouse shipment supervisor in the food industry. After 15 years as a call center team leader and manager, Emrah transitioned to property management with 5 Star Villa Holidays. He now combines his leadership skills and passion for hospitality to deliver exceptional experiences for guests.

Lisandra - Luxury Travel Expert at 5 Star Villa Holidays

Lisandra Varacha

Franchisee, 5 Star Villa Holidays

Lisandra is an open-minded traveler, active athlete, and nature lover with a deep appreciation for animals and culture. Her vibrant personality and career path span diverse fields, reflecting her adaptability and curiosity. A former professional equestrian, Lisandra combines discipline and grace with a passion for global exploration. At 5 Star Villa Holidays, she shares her dynamic perspective, creating opportunities for authentic and unforgettable travel experiences.