Crush's favorite way to sleep.
relaxation after walking all day!
Crush Crash Pad WDW Vacation Villa
Crush Crash Pad WDW Vacation Villa
Relaxing Lakeview pool with hand- rails

Crush Crash Pad WDW Vacation Villa

6 bedrooms·4 baths
Kissimmee • Florida
5(1 review)

$ 1.660,23 USD totaal voor 3 nachten

25–28 sep 2026

Your Home Away From the Magic
Your Home Away From the Magic
Your Home Away From the Magic
Your Home Away From the Magic
Your Home Away From the Magic

Your Home Away From the Magic

2 bedrooms·2 baths
Kissimmee • Florida
$100/ nacht(excl. kosten & belastingen)
Main
Your Sun, Fun and Everything Disney Destination!
Your Sun, Fun and Everything Disney Destination!
Your Sun, Fun and Everything Disney Destination!
Your Sun, Fun and Everything Disney Destination!

Your Sun, Fun and Everything Disney Destination!

3 bedrooms·2 baths
Kissimmee • Florida
5(4 reviews)

$ 635,60 USD totaal voor 3 nachten

25–28 sep 2026

Surprise your family with a trip to Disney and world class theme parks! ...while enjoying all the enormous amount of amenities that this resort offers!
Spend your best memories under amenities galore!
One is faster, the other more adventurous!
Magic is calling!
Enjoy an expansive dining room that flows into a Mickey Themed living room.

Windsor Hills Mickey’s Dream Home, 2mi to Disney!

3 bedrooms·2 baths
Kissimmee • Florida
4.84(267 reviews)

$ 496,25 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Townhouse near Disney w/ pool & game room
Townhouse near Disney w/ pool & game room
Townhouse near Disney w/ pool & game room
Townhouse near Disney w/ pool & game room
Townhouse near Disney w/ pool & game room

Townhouse near Disney w/ pool & game room

3 bedrooms·3 baths
Kissimmee • Florida

$ 824,80 USD totaal voor 3 nachten

25–28 sep 2026

Kitchen
Kitchen
Kitchen Coffee Station
Kitchen
Living Room

Magic Holiday House

3 bedrooms·3 baths
Kissimmee • Florida

$ 764,99 USD totaal voor 3 nachten

13–16 okt 2026

Nice view of the resort for your morning coffee.
Mickey and friends room
Welcome to Chillax Inn Comrow
Windsor Hills Resort amenities included FREE with your stay!
Dining for 6

Chillax Inn Comrow

2 bedrooms·2 baths
Kissimmee • Florida
$135 – $296/ nacht(excl. kosten & belastingen)
Surprise your family with a trip to Disney and world class theme parks! ...while enjoying all the enormous amount of amenities that this resort offers!
One is faster, the other more adventurous!
Spend your best memories under amenities galore!
Magic is calling!
Relax, watch a movie in a Mickey Themed living room on brand new 58' LED Smart TVs.

New! Windsor Hills Magical Retreat, 2mi to Disney!

3 bedrooms·2 baths
Kissimmee • Florida
5(12 reviews)

$ 742,40 USD totaal voor 5 nachten

24–29 okt 2026

Magical Adventure-Game Room-Skeeball-Free Waterpark
Immersive Toy Story Mania Experience
Access to the waterpark is included in your stay
Magical Adventure-Game Room-Skeeball-Free Waterpark
Double Olympic sized poolOn

Magical Adventure-Game Room-Skeeball-Free Waterpark

3 bedrooms·2 baths
Kissimmee • Florida
5(5 reviews)

$ 758,18 USD totaal voor 3 nachten

27–30 sep 2026

Wasserpark Fantastischer Pool Nur wenige Minuten von Disney Parks entfernt
Wasserpark Fantastischer Pool Nur wenige Minuten von Disney Parks entfernt
Wasserpark Fantastischer Pool Nur wenige Minuten von Disney Parks entfernt
Wasserpark Fantastischer Pool Nur wenige Minuten von Disney Parks entfernt
Wasserpark Fantastischer Pool Nur wenige Minuten von Disney Parks entfernt

Wasserpark Fantastischer Pool Nur wenige Minuten von Disney Parks entfernt

3 bedrooms·2 baths
Orlando • Florida
Delightfully Villainous
Space for all your villains to stretch out on our all leather cloud couch
Delightfully Villainous
Delightfully Villainous
Delightfully Villainous

Delightfully Villainous

3 bedrooms·2 baths
Kissimmee • Florida
5(3 reviews)

$ 853,34 USD totaal voor 3 nachten

25–28 sep 2026

Largest private pool and pool deck in Windsor Island Resort
Free Arcades!
Largest private pool and pool deck in Windsor Island Resort! The neighbors are jealous!
Windsor Island slides
Complete relaxation all day!

Chillax Inn Kaipo

7 bedrooms·5½ baths
Davenport • Florida

$ 1.203,88 USD $ 1.118,01 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Just Right Disney
Just Right Disney
Just Right Disney
Just Right Disney
Just Right Disney

Just Right Disney

3 bedrooms·3 baths
Celebration • Florida
5(58 reviews)

$ 803,44 USD totaal voor 4 nachten

16–20 nov 2026

Surprise your family with a trip to Disney and world class theme parks! Stay at our fully themed out villa with special touches of magic throughout every room...while enjoying all the enormous amount of amenities that this resort offers!
5 fully themed bedrooms of Star Wars, Mickey, Avengers, Toy Story and Harry Potter. Enjoy a fully immersive experience staying here!
Enjoy countless hours and watch the sunset by the private pool relaxing with spacious patio area, an oversized pool and hot tub. Pool and Spa can be heated seasonally on request.
Enjoy the Mickey themed great room..."it was all started by a mouse". Touches of our favorite classic character by Walt move through the two floor grand foyer into a open living space.
Come hang out in our air conditioned fully equipped Avengers theme game room filled with entertainment, TVs, foosball, ping pong, and air hockey. Families of all ages will love countless hours spent here with your own privacy.

Windsor Hills Mickey Castle Villa, 2 mi to Disney!

5 bedrooms·5 baths
Kissimmee • Florida
4.87(99 reviews)

$ 1.009,53 USD totaal voor 3 nachten

10–13 okt 2026

Sunny Oaks Poolside, pool spa games,4m to Disney
Sunny Oaks Poolside, pool spa games,4m to Disney
Sunny Oaks Poolside, pool spa games,4m to Disney
Sunny Oaks Poolside, pool spa games,4m to Disney
Sunny Oaks Poolside, pool spa games,4m to Disney

Sunny Oaks Poolside, pool spa games,4m to Disney

4 bedrooms·2 baths
Kissimmee • Florida

$ 833,55 USD totaal voor 3 nachten

31 okt – 3 nov 2026

Dress up area
Princess castle
View to the pool
Windsor Hills Resort amenities free with your stay!
Chillax by the pool

Chillax Inn Fitzclarence

3 bedrooms·3 baths
Kissimmee • Florida

$ 578,41 USD $ 538,33 USD totaal voor 3 nachten

30 sep – 3 okt 2026

Surprise your family with a trip to Disney and world class theme parks! ...while enjoying all the enormous amount of amenities that this resort offers!
Kids of all ages will love this waterpark all day! Enjoy access to pools, a water park, game room and more!
Spend your best memories under amenities galore!
Magic is calling!
Enjoy the decorated gallery walls and the largest, completely open floor plan available at Windsor Hills!

New! Windsor Hills Galaxy's Edge, 2mi to Disney!

3 bedrooms·2 baths
Kissimmee • Florida
4.84(205 reviews)

$ 545,36 USD totaal voor 3 nachten

5–8 okt 2026

Fully fenced pool
Relaxing Pool
Mickeys Family Funhouse
hot tub
relaxing sun deck

Mickey's Funhouse, very cute and lots of fun

3 bedrooms·2 baths
Kissimmee • Florida
4.74(42 reviews)

$ 925,70 USD totaal voor 3 nachten

27–30 sep 2026

Family vacation home just minutes from Walt Disney World Resort with private pool, themed rooms, and space for everyone.
Welcome to Disney Dreams Vacation Rentals
All NEW/ Just Renovated May 2022
Take a break from the parks and enjoy premium resort amenities
Large Dining Room Table (seats 6-8)

Disney Dreams Vacation Home

3 bedrooms·3 baths
Kissimmee • Florida

$ 1.007,10 USD totaal voor 4 nachten

25–29 sep 2026

Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals

Disney Dreams Vacation Rentals

3 bedrooms·3 baths
Kissimmee • Florida
4.93(113 reviews)

$ 1.119,11 USD totaal voor 5 nachten

25–30 sep 2026

A Date With Disney image 1
A Date With Disney image 2
A Date With Disney image 3
A Date With Disney image 4
A Date With Disney image 5

A Date With Disney

3 bedrooms·3 baths
Kissimmee • Florida
4.78(67 reviews)

$ 624,25 USD totaal voor 4 nachten

25–29 sep 2026

Centrally Located• Magic Village • NearDisney
Centrally Located• Magic Village • NearDisney
Centrally Located• Magic Village • NearDisney
Centrally Located• Magic Village • NearDisney
Centrally Located• Magic Village • NearDisney

Centrally Located• Magic Village • NearDisney

4 bedrooms·4½ baths
Kissimmee • Florida

$ 929,17 USD totaal voor 3 nachten

11–14 okt 2026

Feel like royalty in the Comfortable King Bed in the Primary Suite.
The open eat in kitchen is a perfect gathering place for the family.
Resort style pool. Plenty of lounger chairs for your leisure.
The only bedroom on the first floor features a Queen size bed. Perfect for the older folks who don’t want to climb the stairs.
Casa Piña Colada

Casa Piña Colada

3 bedrooms·3 baths
Kissimmee • Florida

$ 532,00 USD totaal voor 3 nachten

22–25 apr 2027

Cinderella's Castle 4/2 4m to Disney!
Cinderella's Castle 4/2 4m to Disney!
Cinderella's Castle 4/2 4m to Disney!
Cinderella's Castle 4/2 4m to Disney!
Cinderella's Castle 4/2 4m to Disney!

Cinderella's Castle 4/2 4m to Disney!

4 bedrooms·2 baths
Celebration • Florida
4.95(64 reviews)

$ 974,75 USD totaal voor 3 nachten

25–28 sep 2026