Kissimmee, Florida

The Elite

10 bedrooms 13 beds 8 baths 28 guests New

About the property

Welcome to the The Elite at Windsor Island Resort, a luxurious haven for up to 28 guests. This stunning 10-bedroom, 8-bathroom home boasts a wealth of amenities to ensure an unforgettable stay for your large group.

As you step inside, you'll be greeted by a beautiful open living space, seamlessly blending the living room, kitchen, and dining area. The kitchen features two refrigerators and is fully equipped with modern appliances, perfect for preparing meals for your group. The dining room comfortably seats 12, providing ample space for family dinners or group gatherings.

The living room is exquisitely decorated with attention to every detail, creating a warm and inviting atmosphere for relaxation and socializing.

The Elite offers an array of themed bedrooms, each meticulously designed to transport you to a world of wonder. From the adventurous spirit of Moana to the whimsical charm of Minions, Spongebob, Frozen, Minnie Mouse, and Super Mario, there's a themed bedroom to delight guests of all ages. Additionally, elegant and relaxing rooms provide a serene sanctuary for rest and rejuvenation.

For the gaming enthusiasts, the out-of-this-world game room in the loft is a true highlight. Equipped with multiple game systems, it's the perfect space to indulge in friendly competition and endless entertainment. Additionally, the movie theater with an Avengers theme offers the ultimate cinematic experience for movie nights with your group.

Outside, you'll find your own private pool and spa, nestled within a screened lanai and complemented by a BBQ area, perfect for alfresco dining and soaking up the Florida sun.

The Elite is located within the prestigious Windsor Island Resort, a gated community filled with resort-style amenities. From the thrilling waterpark and splash pad to the fitness center, clubhouse, and lazy river, there's no shortage of fun-filled activities to enjoy during your stay.

Experience the epitome of luxury and entertainment at the Master Retreat, where every detail has been carefully curated to ensure an unparalleled vacation experience for you and your guests. Book your stay today and embark on a journey of relaxation and adventure at Windsor Island Resort.

Welcome to the The Elite at Windsor Island Resort, a luxurious haven for up to 28 guests. This stunning 10-bedroom, 8-bathroom home boasts a wealth of amenities to ensure an unforgettable stay for your large group.

As you step inside, you'll be greeted by a beautiful open living space, seamlessly blending the living room, kitchen, and dining area. The kitchen features two refrigerators and is fully equipped with modern appliances, perfect for preparing meals for your group. The dining room comfortably seats 12, providing ample space for family dinners or group gatherings.

The living room is exquisitely decorated with attention to every detail, creating a warm and inviting atmosphere for relaxation and socializing.

The Elite offers an array of themed bedrooms, each meticulously designed to transport you to a world of wonder. From the adventurous spirit of Moana to the whimsical charm of Minions, Spongebob, Frozen, Minnie Mouse, and Super Mario, there's a themed bedroom to delight guests of all ages. Additionally, elegant and relaxing rooms provide a serene sanctuary for rest and rejuvenation.

For the gaming enthusiasts, the out-of-this-world game room in the loft is a true highlight. Equipped with multiple game systems, it's the perfect space to indulge in friendly competition and endless entertainment. Additionally, the movie theater with an Avengers theme offers the ultimate cinematic experience for movie nights with your group.

Outside, you'll find your own private pool and spa, nestled within a screened lanai and complemented by a BBQ area, perfect for alfresco dining and soaking up the Florida sun.

The Elite is located within the prestigious Windsor Island Resort, a gated community filled with resort-style amenities. From the thrilling waterpark and splash pad to the fitness center, clubhouse, and lazy river, there's no shortage of fun-filled activities to enjoy during your stay.

Experience the epitome of luxury and entertainment at the Master Retreat, where every detail has been carefully curated to ensure an unparalleled vacation experience for you and your guests. Book your stay today and embark on a journey of relaxation and adventure at Windsor Island Resort.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
Jun 7, 2026$474Not Available3
Jun 8, 2026$474Not Available3
Jun 9, 2026$474Not Available3
Jun 10, 2026$474Not Available3
Jun 11, 2026$474Not Available3
Jun 12, 2026$474Not Available3
Jun 13, 2026$474Available3
Jun 14, 2026$474Not Available3
Jun 15, 2026$474Not Available3
Jun 16, 2026$474Not Available3
Jun 17, 2026$474Not Available3
Jun 18, 2026$474Available3
Jun 19, 2026$474Not Available3
Jun 20, 2026$474Not Available3
Jun 21, 2026$640Not Available4
Jun 22, 2026$640Not Available4
Jun 23, 2026$640Not Available4
Jun 24, 2026$640Not Available4
Jun 25, 2026$640Not Available4
Jun 26, 2026$640Not Available4
Jun 27, 2026$640Not Available4
Jun 28, 2026$640Not Available4
Jun 29, 2026$640Not Available4
Jun 30, 2026$640Not Available4
Jul 1, 2026$640Not Available4
Jul 2, 2026$640Not Available4
Jul 3, 2026$640Not Available4
Jul 4, 2026$640Not Available4
Jul 5, 2026$640Not Available4
Jul 6, 2026$640Not Available4
Jul 7, 2026$640Not Available4
Jul 8, 2026$640Not Available4
Jul 9, 2026$640Not Available4
Jul 10, 2026$640Not Available4
Jul 11, 2026$640Available4
Jul 12, 2026$640Available4
Jul 13, 2026$640Available4
Jul 14, 2026$640Not Available4
Jul 15, 2026$640Not Available4
Jul 16, 2026$640Not Available4
Jul 17, 2026$640Not Available4
Jul 18, 2026$640Not Available4
Jul 19, 2026$640Available4
Jul 20, 2026$640Available4
Jul 21, 2026$640Available4
Jul 22, 2026$640Available4
Jul 23, 2026$640Not Available4
Jul 24, 2026$640Not Available4
Jul 25, 2026$640Not Available4
Jul 26, 2026$640Not Available4
Jul 27, 2026$640Available4
Jul 28, 2026$640Available4
Jul 29, 2026$640Available4
Jul 30, 2026$640Available4
Jul 31, 2026$640Available4
Aug 1, 2026$640Available4
Aug 2, 2026$640Available4
Aug 3, 2026$640Available4
Aug 4, 2026$640Available4
Aug 5, 2026$640Not Available4
Aug 6, 2026$640Not Available4
Aug 7, 2026$640Not Available4
Aug 8, 2026$640Not Available4
Aug 9, 2026$640Not Available4
Aug 10, 2026$640Available4
Aug 11, 2026$640Available4
Aug 12, 2026$640Available4
Aug 13, 2026$640Available4
Aug 14, 2026$640Available4
Aug 15, 2026$640Available4
Aug 16, 2026$474Available3
Aug 17, 2026$474Available3
Aug 18, 2026$474Available3
Aug 19, 2026$474Available3
Aug 20, 2026$474Available3
Aug 21, 2026$474Available3
Aug 22, 2026$474Available3
Aug 23, 2026$474Available3
Aug 24, 2026$474Available3
Aug 25, 2026$474Available3
Aug 26, 2026$474Available3
Aug 27, 2026$474Available3
Aug 28, 2026$474Available3
Aug 29, 2026$474Available3
Aug 30, 2026$474Available3
Aug 31, 2026$474Available3
Sep 1, 2026$474Available3
Sep 2, 2026$474Available3
Sep 3, 2026$474Available3
Sep 4, 2026$713Available4
Sep 5, 2026$713Available4

Amenities

Pool outdoor
Bed linens
Washer
Dishwasher
TV
Air conditioning
Free parking
Smoke detector

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Where you'll be

Kissimmee, Florida, 33897, US

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

If canceling with 0–60 days before check-in: 0% refund (cancellation charge 100% of total). Review full policy.

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 28 guests.