38 properties  

$349-1,503/night

"The Grand" at Windsor Island

9 Bedrooms • 8 Baths • Sleeps 12-18
Internet Private Pool Hot Tub
This stunning new property in the new Windsor Island resort is a masterpiece of elegance and beautiful design. This 9 bedroom home has everything you could ever need for your next Disney getaway. The home has its own Game room, Movie theatre and additional second floor Lounge with a Pool table. Each room has been designed by the very best professional Artists with hand drawn Disney theming throughout.

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$400-800/night

"Lakeview Oasis" - Spectaular Game Room, Arcade & Theater

8 Bedrooms • 6 Baths • Sleeps 16-18
Internet Fireplace Lake Private Pool Hot Tub
Welcome to "Lakeview Oasis", the newest addition to our Windsor at Westside homes.

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$249-899/night

Discover Magic & Elegance at Villa Marie!

9 Bedrooms • 6 Baths • Sleeps 14-24
Internet Lake Private Pool Hot Tub
As you step inside this freshly renovated 9-bedroom, 6-bathroom villa, you are immediately embraced by a blend of contemporary design and homely warmth. One of the highlights of this residence is its captivating themed rooms. Whether it's the Disney princess realm for the little dreamer or the Marvel superhero sanctuary for the young-at-heart, every room promises an unforgettable journey into the realms of imagination.

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$289-1,438/night

"Hero's at Windsor" Memorable Disney Villa

9 Bedrooms • 6 Baths • Sleeps 13-16
Internet Lake Private Pool Hot Tub

Introducing Hero’s at Windsor at Westside (you are a hero for staying here, and your family will enjoy making memories in this themed villa)
Looking for a place to relax, spend time with family and friends? Then we have the place for you! This luxurious 9-bedroom villa has been recently remodeled to maximize your vacation time, and minimize your stress.

Located in the luxurious Windsor at Westside Resort, you have full access to all the facilities listed below, all free of charge.

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$250-1,200/night

"Magic Moments" Game Room, Free BBQ and Pool Heat

9 Bedrooms • 6 Baths • Sleeps 2-18
Internet Private Pool Hot Tub
Magic Moments is your home away from home 15 minutes from Disney.  It is a five-minute walk from the family-friendly resort amenities at Windsor at Westside, including a zero-entry pool with a waterpark, free arcade games, a fully-equipped gym, a lazy river, and more! Better yet, it has just recently been professionally redecorated.  Your large group will arrive to brand new decor, including 3 themed bedrooms and a Star Wars gameroom.  You will also have a private pool and spa in the backyard.

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$349-1,776/night

"Sunny Oasis" Huge Pool Deck/Movie Theatre/Arcade

8 Bedrooms • 6 Baths • Sleeps 11-16
Internet Private Pool Hot Tub
“Sunny Oasis” is a Breathtaking 8 Bedroom Pool Home with more than 4000 square feet of luxurious amenities and fun for the whole family. This home features an extended pool deck, which is the largest pool deck of all the homes in the entire resort of Windsor at Westside. The home features a huge open plan kitchen, dining, lounge area with large sliding doors that lead to the Sunny Oasis that awaits outside.

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$256-799/night

"Magical Memories Manor" Stunning Disney Villa

9 Bedrooms • 7 Baths (6 full, 1 half) • Sleeps 15-20
Internet Private Pool Hot Tub
The latest addition to our "Elite Series" villas, this home is simply the best and will WOW you at every turn. This is absolutely the perfect vacation villa for you and your family with more than enough space to accommodate the largest of groups. All 9 bedrooms are themed, from subtle adult themed bedrooms to fun and colorful kids bedrooms. The open space lounge is enormous and the loft features a high-tech movie theatre. Any family would love this awesome villa!

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$229-899/night

"Champions Getaway" Newly Renovated luxury home

8 Bedrooms • 5 Baths • Sleeps 11-16
Internet Private Pool Hot Tub
This Outstanding Vacation Home in the popular resort of Champions Gate is the perfect house for your next Disney Adventure. The home features 8 bedrooms, 5 bathrooms and almost 4000 sq ft of space. The home has an incredible movie theatre with reclining chairs and amazing surround sound built into the ceiling. We also have a large, fully air conditioned game room with Pool Table, Air Hockey, Foosball, Karaoke station and gaming corner with Play Station. A huge pool area completes your rental.

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$219-799/night

"Enchanted Escape" - Stunning Villa near Disney

9 Bedrooms • 5 Baths • Sleeps 13-20
Internet Private Pool Hot Tub
Enjoy one of the newest exciting golf resort communities in the Orlando area with Numerous restaurants & shopping.
Beaches, state parks, everglade forests & other exciting outdoor activities are all a short drive away.
Wifi/Cable TV,Pool Heat &BBQ are included!
Access to all Clubhouse amenities during your stay
Swimming pool/ Lazy river/ slide/Kids splash pool & pad/Cabanas & lounge areas/Kids club activities/Fitness center/Movie theater/Arcade/Volleyball, Restaurant/Bar & convenience store.

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$239-799/night

8BR/6BA Luxury Villa; sleeps 22; 13 min to Disney!

8 Bedrooms • 6 Baths • Sleeps 14-16
Internet Private Pool Hot Tub
Located in Windsor at Westside, one of the newest resorts in Orlando area. Offers convenient access to theme parks, dining, shopping, golf and more. This modern home has a SOUTH-FACING heated SALT-water pool and spa with conservation view, luxury beds and amenities, entertainment lounges for adults and kids, in addition to great resort features including a Lazy River, Community Pool and water park, Tiki bar and snacks, state of the art Fitness center, tennis and Volley Ball courts.

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$219-799/night

"DreamCatcher House" - Elite 7 Bed Luxury Escape

7 Bedrooms • 6 Baths • Sleeps 13-16
Internet Private Pool Hot Tub
Nestled within Windsor at Westside, one of the newest resort communities in the
Orlando/Kissimmee area, offering convenient access to theme parks, dining, shopping,
golf, and much more. This beautiful modern home offers heated pool and spa, luxury beds and amenities, entertainment lounges for adults and kids, in addition to great resort features as Lazy River, Great big Community Pool, Pool Slide, Tiki bar and Snacks, state of the art Fitness center, tennis and Volley Ball courts.

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$219-995/night

"Ohana Oasis" Brand New Villa with Race Simulator

7 Bedrooms • 6 Baths (5 full, 1 half) • Sleeps 2-16
Internet Private Pool Hot Tub
The Ultimate Family Vacation Home Destination! Nestled within Windsor Island Resort, the newest resort community in the Orlando area/convenient access to theme parks/dining/shopping/golf & much more! The Resort features all of the most popular amenities. Stunning clubhouse includes a large swimming pool with lazy river, slides and children's water park/splash pad to amuse the young at heart. Cabanas/Arcade room/fitness center/fire pit&many more amenities available for your ultimate enjoyment.

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