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

Family Room with comfy couch and 70" TV with Cable
Free Heat Salt Water Pool & Spa
Star Wars Game Room with Pool, Foosball and PS5 with Games
Stocked Kitchen with Quartz Counter and stainless steel appliances
Free Access to the Windsor Hills Resort's community pool, dueling slides and splash pad play area!

Central Breeze Villa

6 bedrooms·4 baths
Kissimmee • Florida

1.296,17 $ USD gesamt für 3 Nächte

15.–18. 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

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

Beautifully decorated Jocelyn who stayed in Dec 2022 said, "Awesome host! Clean house and near a ton of activities! Would consider this place again!"
Spacious dining area with seating for six, conveniently connected to the fully equipped kitchen. Perfect for enjoying family meals together after a fun day exploring Disney and Orlando.
Master Bedroom with a Beautiful Frame TV, Smart 4k (not pictured) Megan who stayed in Nov 2022 said, "The beds & couches were really comfortable"
Comfortable primary suite with ensuite bath — unwind in peace and privacy. Beautiful and elegant brand new Frame TV added in Jan 2025 75-inch smart TV Perfect way to relax!
Comfortable primary suite with ensuite bath, unwind in peace and privacy. Beautiful and elegant Frame TV 75-inch smart TV Perfect way to relax!

Disney Retreat | Arcade • Pool • Free Parking

3 bedrooms·2 baths
Orlando • Florida
4.85(197 reviews)

474,68 $ USD 459,35 $ USD gesamt für 3 Nächte

8.–11. Sept. 2026

Disney Magic Condo 1st Flr 3BR Disney-Themed Pool image 1
Disney Magic Condo 1st Flr 3BR Disney-Themed Pool image 2
Disney Magic Condo 1st Flr 3BR Disney-Themed Pool image 3
Disney Magic Condo 1st Flr 3BR Disney-Themed Pool image 4
Disney Magic Condo 1st Flr 3BR Disney-Themed Pool image 5

Stacy's Disney Retreat Kissimmee

3 bedrooms·2 baths
Kissimmee • Florida
4.83(76 reviews)

448,60 $ USD 419,86 $ USD gesamt für 3 Nächte

8.–11. Sept. 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

828,60 $ USD gesamt für 3 Nächte

8.–11. Sept. 2026

The Hogwarts Express has a Windsor Hills station in the game room of Villa 9 3/4.
Access to the community pool and waterslide are included free of charge with your rental. The community pool is a 15 minute walk from the house and has free onsite parking.
Welcome to Hogwarts! Our Hufflepuff Commons is the perfect place to hangout. It features a 75" smart TV and a custom made Nimbus 2000.
The Gryffindor dormitory features a custom made canopy bunk bed with two full size beds.
The Beauxbaton Castle is the perfect place to learn some wizardry.

Villa 9 3/4

6 bedrooms·4 baths
Kissimmee • Florida
4.75(28 reviews)

2.069,79 $ USD 1.981,88 $ USD gesamt für 5 Nächte

18.–23. Okt. 2026

Kostenlose Stornierung
3-Bett-Eigentumswohnung Familienspaß in der Nähe von Disney"
3-Bett-Eigentumswohnung Familienspaß in der Nähe von Disney"
3-Bett-Eigentumswohnung Familienspaß in der Nähe von Disney"
3-Bett-Eigentumswohnung Familienspaß in der Nähe von Disney"
3-Bett-Eigentumswohnung Familienspaß in der Nähe von Disney"

3-Bett-Eigentumswohnung Familienspaß in der Nähe von Disney"

3 bedrooms·2 baths
Kissimmee • Florida
$155/ Nacht(zzgl. Gebühren & Steuern)
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

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)

883,95 $ USD gesamt für 3 Nächte

4.–7. Okt. 2026

Kostenlose Stornierung
Disney Playhouse, everything you need
Disney Playhouse, everything you need
Disney Playhouse, everything you need
Disney Playhouse, everything you need
Disney Playhouse, everything you need

Disney Playhouse, everything you need

3 bedrooms·2 baths
Kissimmee • Florida
4.92(133 reviews)

867,14 $ USD gesamt für 3 Nächte

3.–6. Okt. 2026

Magic Disney Memory
Magic Disney Memory
Magic Disney Memory
Magic Disney Memory
Magic Disney Memory

Magic Disney Memory

5 bedrooms·5 baths
Kissimmee • Florida
$240 – $791/ Nacht(zzgl. Gebühren & Steuern)
Welcome to our Villa Front view from street.
Layout of the home.
Welcome to Disney Adventure Villa!!
Drone shot of community pool and water park.
Disney Adventure Villa

Disney Adventure Villa

6 bedrooms·4 baths
Four Corners • Florida
4.89(227 reviews)
$299/ Nacht(zzgl. Gebühren & Steuern)
Sheraton Vistana Resort, Orlando, FL
Sheraton Vistana Resort, Orlando, FL
Sheraton Vistana Resort, Orlando, FL
Sheraton Vistana Resort, Orlando, FL
Sheraton Vistana Resort, Orlando, FL

Sheraton Vistana Resort, Orlando, FL

0 bedrooms·0 baths
Orlando • Florida
$85/ Nacht(zzgl. Gebühren & Steuern)
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

Custom Mickey pool added January 2024
Original artwork created for our home.
Welcome to the Stormtrooper barracks on board a Star Destroyer.
Come hang out with Andy's toys.
Access to the community pool and waterslide are included free of charge with your rental. The community pool is a 15 minute walk from the house and has free onsite parking.

Galaxy Beyond

5 bedrooms·5 baths
Kissimmee • Florida
4.88(84 reviews)

1.332,04 $ USD 1.074,12 $ USD gesamt für 5 Nächte

14.–19. 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

NEW LISTING-Disney Sunsets-Updated 6 Bedroom House
NEW LISTING-Disney Sunsets-Updated 6 Bedroom House
NEW LISTING-Disney Sunsets-Updated 6 Bedroom House
NEW LISTING-Disney Sunsets-Updated 6 Bedroom House
NEW LISTING-Disney Sunsets-Updated 6 Bedroom House

NEW LISTING-Disney Sunsets-Updated 6 Bedroom House

6 bedrooms·4 baths
Kissimmee • Florida

1.105,00 $ USD gesamt für 3 Nächte

8.–11. Sept. 2026

afront (3).jpg
Impressive curb appeal
mcinema (4).jpg
awelcome.jpg
afront (4).jpg

Movie room,5 bed, Pool , Spa, Pickleball close by

5 bedrooms·3 baths
Kissimmee • Florida
4.6(53 reviews)

1.000,00 $ 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
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 gesamt für 3 Nächte

11.–14. Sept. 2026

Themed (Star Wars & Frozen) family-friendly villa with both a private and a community pool with a gorgeous view!
1 outdoor table, lounge chairs, and an outdoor shower in the pool area. The pool area has colored LED lights for night-time use.
The formal dining room has seating for 8 (there is another informal dining room)
Master bedroom with a king-size bed and a 50-inch Roku Smart TV.
Sit back and relax in the new massage chair after a long but rewarding day at the theme park!

Disney 5 mile Private Pool, Massage Chair, Tennis!

6 bedrooms·3 baths
Kissimmee • Florida
5(36 reviews)

1.174,73 $ USD gesamt für 3 Nächte

17.–20. Sept. 2026

Kostenlose Stornierung