Welcome to Chillax Inn Teascone
Frozen Bedroom with double
Chillax Inn the pool
Windsor Hills Slides
Star Wars Bedroom with two doubles

Chillax Inn Teascone

4 bedrooms·4 baths
Kissimmee • Florida

812,32 $ USD 736,16 $ USD gesamt für 3 Nächte

8.–11. Sept. 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
$172 – $327/ Nacht(zzgl. Gebühren & Steuern)
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

565,96 $ USD 527,13 $ USD gesamt für 3 Nächte

12.–15. Sept. 2026

Kitchen
Kitchen
Kitchen Coffee Station
Kitchen
Living Room

Magic Holiday House

3 bedrooms·3 baths
Kissimmee • Florida

662,84 $ USD gesamt für 3 Nächte

8.–11. Sept. 2026

The lanai has a table that seats 8, privacy bushes, 4 lounge chairs & BBQ
The outdoor table under the lanai seats 8 and the pool has a security fence
The Game room has a pool table, air hockey, foosball, & Air Conditioning
Private screened in, heated salt water pool and spa with oversized pool deck
The covered lanai, lounge chairs & basketball hoop, salt water pool & spa

Villa By The Castle

6 bedrooms·4 baths
Kissimmee • Florida
5(385 reviews)

2.298,38 $ USD gesamt für 3 Nächte

8.–11. Sept. 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

982,44 $ USD gesamt für 4 Nächte

8.–12. Sept. 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 gesamt für 5 Nächte

8.–13. Sept. 2026

Harry Potter House
If you're loyal, hardworking, and have a love all living things, you might be a Hufflepuff.
Green lights and silver decor symbolize the Slytherin colors. You might also notice the snakes placed throughout both the bedroom and bathroom. This room features a Queen sized bed with velvet bedding.
The kitchen and main living area is themed as The Leaky Cauldron just like the movies/books and Universal Studios!
Inside the Gryffindor bedroom, for our young guests, there are Harry Potter toys to play with, books to read, their own large Television, even a snitch nightlight! It really can't get any better. Two twin bunk beds sleep 4 in this room.

Harry Potter House

4 bedrooms·3½ baths
Davenport • Florida

624,78 $ USD gesamt für 3 Nächte

8.–11. Sept. 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)

868,28 $ USD gesamt für 4 Nächte

14.–18. Sept. 2026

Neverland Escape
Neverland Escape
Neverland Escape
Neverland Escape
Neverland Escape

Neverland Escape

3 bedrooms·2½ baths
Davenport • Florida

459,30 $ USD gesamt für 3 Nächte

27.–30. Sept. 2026

Kostenlose Stornierung
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 gesamt für 3 Nächte

8.–11. Sept. 2026

Splish Splash at your own pool
Front of house
Open Entry area
Living room
Family room

Mickey Hideaway Villa

6 bedrooms·4 baths
Kissimmee • Florida
5(70 reviews)

1.766,45 $ USD gesamt für 5 Nächte

10.–15. Okt. 2026

Kostenlose Stornierung
Gorgeous Sunset
Beautiful overlook No rear neighbors
Relax and enjoy
Overlook
Pool

Magical Mickey Villa LLC

5 bedrooms·5 baths
Kissimmee • Florida
5(51 reviews)

1.852,84 $ USD gesamt für 5 Nächte

10.–15. Okt. 2026

Kostenlose Stornierung
Welcome to Chillax Inn Pawnall
Pool and spa
Toy Story upstairs bedroom
Windsor Hills water slides
Star Wars upstairs bedroom

Chillax Inn Pawnall

5 bedrooms·5 baths
Kissimmee • Florida

950,84 $ USD 863,05 $ USD gesamt für 3 Nächte

8.–11. Sept. 2026

*NEW* King Bed | Glow In The Dark Kid Cave
*NEW* King Bed | Glow In The Dark Kid Cave
*NEW* King Bed | Glow In The Dark Kid Cave
*NEW* King Bed | Glow In The Dark Kid Cave
*NEW* King Bed | Glow In The Dark Kid Cave

*NEW* King Bed | Glow In The Dark Kid Cave

4 bedrooms·3 baths
Kissimmee • Florida
5(7 reviews)
$187 – $300/ Nacht(zzgl. Gebühren & Steuern)
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)

744,16 $ USD gesamt für 3 Nächte

12.–15. Sept. 2026

Beautiful lake view from the pool
Mickey's pool & spa
Windsor Hills Resort
Conservation pond out back
Chillax Inn Daulby 2625 Daulby St, Kissimmee

Chilllax Inn Daulby

6 bedrooms·4 baths
Kissimmee • Florida

1.684,36 $ USD 1.524,89 $ USD gesamt für 4 Nächte

8.–12. Sept. 2026

Lilo's Paradise in Windsor Hills is the perfect vacation destination!
All of our guests have free access to the 5* amenities at Windsor Hills Resort in Kissimmee.
Jungle Cruise themed room has custom bunk beds, fun mural and reading "cave" under the bed.
The cozy living room is the perfect place to enjoy family time
Location! Location! Location! Lilo’s Paradise is just minutes from the Disney theme parks!

Lilo's Paradise in Windsor Hills Resort - Near Walt Disney World

5 bedrooms·5 baths
Kissimmee • Florida
4.89(35 reviews)

1.117,98 $ USD gesamt für 3 Nächte

8.–11. Sept. 2026

Relax on our extended screened pool deck that allows for full sunshine all day year round!
Enjoy endless game night possibilities in the Star Wars themed game room.
Experience a true home away from home in retreat in our first floor primary bedroom boasting a view of the pool and a tranquil ensuite bathroom for the ultimate comfort.
The Force is strong in the Star Wars themed hall, bathroom and bedroom.
Windsor Hills is Minutes From the Magic of Disney World

Pooh's Palace in Windsor Hills, Near Walt Disney World

5 bedrooms·5 baths
Kissimmee • Florida

1.083,93 $ USD gesamt für 3 Nächte

8.–11. Sept. 2026

Starlight Kingdom - Windsor Hills Resort image 1
Starlight Kingdom - Windsor Hills Resort image 2
Starlight Kingdom - Windsor Hills Resort image 3
Starlight Kingdom - Windsor Hills Resort image 4
Starlight Kingdom - Windsor Hills Resort image 5

Starlight Vacation Homes

3 bedrooms·3 baths
Four Corners • Florida
5(7 reviews)

705,97 $ USD gesamt für 3 Nächte

20.–23. Sept. 2026

Free arcade!
Welcome Home!
Little Mermaid twins
Windsor Hills Resort
Mandalorian twins

Chillax Inn Archfeld

5 bedrooms·5 baths
Kissimmee • Florida

965,78 $ USD 876,19 $ USD gesamt für 3 Nächte

8.–11. Sept. 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)

496,25 $ USD gesamt für 3 Nächte

14.–17. Sept. 2026

Hours of family fun in the arcade!
Frozen bedroom upstairs. It even looks cold!
Night swimming!
A view from the top of water slides
Ratatouille themed kitchen

Chillax Inn Beechfield

5 bedrooms·5 baths
Kissimmee • Florida

1.037,94 $ USD gesamt für 3 Nächte

25.–28. Sept. 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 gesamt für 3 Nächte

14.–17. Sept. 2026