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5 Star Villa Ascendant – Luxury Elevated to New Heights

5 Star Villa Holidays is proud to present 5 Star Villa Ascendant – Luxury Elevated to New Heights

Nestled within the prestigious Bear’s Den neighborhood of the exclusive Reunion Resort, just 6 miles from the gates of Walt Disney World Resort, 5 Star Villa Ascendant delivers a refined blend of privacy, prestige, and panoramic luxury. Positioned in the heart of Kissimmee near Orlando, this exceptional estate offers effortless access to Central Florida’s most celebrated attractions, including Universal Orlando Resort, SeaWorld Orlando, LEGOLAND Florida, and Disney Springs. Here, guests enjoy the rare advantage of a tranquil luxury enclave while remaining moments from world-class entertainment, dining, and championship golf.

Designed to impress at every level—quite literally—this multi-story masterpiece offers one of the most spectacular outlooks in Reunion.

The third-floor sky deck creates an elevated sanctuary, complete with a private hot tub, outdoor TVs, and generous lounge seating—perfect for sunset cocktails or relaxed evenings under the Florida sky. The second-floor terrace invites friendly competition with its pool table and additional seating, while the first-floor patio features foosball for casual daytime fun. Each level has been intentionally designed to encourage gathering, laughter, and connection.

Inside, the open-concept layout creates a sense of grandeur and flow. The bright and expansive great room features a luxurious wrap-around sofa facing a striking wall-mounted TV, encouraging shared moments after exciting days at the parks. The designer kitchen showcases stainless steel appliances, granite countertops, and an oversized island with integrated bench seating blending sophistication with warmth. Just beyond, a formal dining area seating 18 guests transforms every meal into an occasion.

This layout is ideal for large families, corporate retreats, golf groups, and multi-generational stays seeking both shared experiences and private escapes.

Entertainment reaches new heights within the third-floor landing game zone, featuring PlayStation 4, Xbox, Fast & Furious Superbikes, San Francisco Rush 2049 racing machines, and shuffleboard. The private home theater offers plush cushioned seating before a large projector screen creating an immersive cinematic experience that rivals the big screen.

Whether competing in arcade races or settling in for movie night, the villa ensures every age group feels fully engaged.

Outdoors, the private pool and spillover spa provide a serene escape framed by sun loungers and a spacious deck. A safety fence offers peace of mind for families, while the covered lanai includes a summer kitchen and BBQ grill, ideal for alfresco dining at the expansive patio table. This seamless indoor-outdoor living experience encourages relaxation while maintaining an atmosphere of refined leisure.

Children are transported into imaginative worlds within two custom-designed themed bedrooms, each featuring double bunk beds crafted to immerse young guests in adventure.

One room even includes a hidden slide leading to a secret soft-play area sparking joy and discovery at every turn. Meanwhile, adults retreat to luxurious king suites, each with its own television, and an additional queen suite offers flexibility for larger groups. Multiple gathering areas throughout the home allow guests to spread out comfortably while still feeling connected.

For golf enthusiasts and corporate travelers, this home is perfectly positioned near Reunion Resort’s renowned championship courses designed by legends such as Jack Nicklaus, Arnold Palmer, and Tom Watson. Spacious living areas, high-speed internet, and multiple entertainment spaces create the ideal environment for executive retreats, team-building stays, and upscale golf getaways.

5 Star Villa Ascendant is more than a vacation rental it is an elevated experience crafted for those who expect more.

From panoramic sky-deck views to immersive entertainment and refined interiors, every detail is designed to create lasting impressions and unforgettable Orlando memories.

Reserve your stay early and allow your next Orlando escape to rise to extraordinary heights.

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Features

    Meals
  • Chef optional
  • Self Catering
    Housekeeping
  • Housekeeping optional
    Themes
  • Adventure
  • Away From It All
  • Family
  • Luxury
  • Spa
  • Sports and Activities
  • Tourist Attractions
    Location
  • Golf Course View
  • 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
  • Seating for X people
    Entertainment
  • Arcades
  • Foosball Table
  • Games Room
  • Home Theatre
  • Pool Table
  • Satellite or Cable TV
  • TV in every bedroom
  • Video Games
    Outside
  • Balcony
  • BBQ
  • Covered Lanai
  • Deck/Patio
  • Garden
  • Outdoor Dining Area
  • Summer Kitchen
  • Sun Loungers
    Pool Spa
  • Heated Pool optional
  • Hot tub
  • Jacuzzi/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
  • Security 24/7
    Resort
  • Business Centre
  • Children's Playground
  • Children's Pool
  • Cinema
  • Club House
  • Communal Pool
  • Convenient Store
  • Fitness Centre
  • Games Room
  • Golf Course
  • Lazy River
  • Private Cabanas
  • Pro Shop
  • Restaurant
  • Spa centre
  • Spa/Jacuzzi
  • Soccer Fields
  • Tennis Courts
  • Tiki Bar
  • Volley Ball Courts
    HomeTruths
  • Family/Children Friendly
  • Long term renters welcome
  • Parking
  • Parties/Events not allowed
  • Wheelchair Accessible
  • No smoking
  • Check In: 16:00
  • Check Out: 10:00
  • Size: 541 SM
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    Sleeping Arrangements

  • Bedrooms 1:
    1 King bed
  • Bedrooms 2:
    1 King bed
  • Bedrooms 3:
    1 King bed
  • Bedrooms 4:
    1 King bed
  • Bedrooms 5:
    1 King bed
  • Bedrooms 6:
    2 Bunk beds
  • Bedrooms 7:
    2 Bunk beds
  • Bedrooms 8:
    2 Queen beds

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

VIDEO

Reunion Resort Villa Rentals, Orlando - Florida | Ultimate Travel Guide

Reunion Resort Villa Rentals, Orlando - Florida | Ultimate Travel Guide
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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

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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!

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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, Türkiye, 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, Türkiye, 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.