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 877,68 $ USD gesamt für 3 Nächte

1.–4. Nov. 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!"
Disney Family Retreat 3 BDR | Arcade Heated Pool
Private entertainment space designed for unforgettable family memories. Challenge the kids (or the adults!) to a friendly arcade competition after a fun day at Disney. Classic arcade games for your kids and those young at heart!
Relax by the pool just minutes from Disney: perfect after a park day!
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.

Disney Family Retreat 3 BDR | Arcade Heated Pool

3 bedrooms·2 baths
Orlando • Florida
4.85(199 reviews)

462,83 $ USD 448,09 $ USD gesamt für 3 Nächte

26.–29. Okt. 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
4.84(79 reviews)

484,78 $ USD 452,42 $ USD gesamt für 3 Nächte

26.–29. Okt. 2026

Magic Village Home near Disney, Kissimmee FL
Magic Village Home near Disney, Kissimmee FL
Magic Village Home near Disney, Kissimmee FL
Magic Village Home near Disney, Kissimmee FL
Magic Village Home near Disney, Kissimmee FL

Magic Village Home near Disney, Kissimmee FL

4 bedrooms·4½ baths
Kissimmee • Florida

857,98 $ USD gesamt für 3 Nächte

15.–18. Nov. 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)

2.959,63 $ USD 2.827,23 $ USD gesamt für 5 Nächte

18.–23. Dez. 2026

GemStone Retreat image 1
GemStone Retreat
GemStone Retreat
GemStone Retreat
GemStone Retreat

GemStone Retreat

11 bedrooms·11 baths
Kissimmee • Florida
5(3 reviews)

2.973,70 $ USD gesamt für 3 Nächte

26.–29. Okt. 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
$230 – $874/ Nacht(zzgl. Gebühren & Steuern)
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

6.–9. Dez. 2026

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

31. Okt. – 3. Nov. 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

26.–29. Okt. 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)

1.610,12 $ USD 1.282,67 $ USD gesamt für 5 Nächte

30. Okt. – 4. Nov. 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 891,12 $ USD gesamt für 3 Nächte

27.–30. Okt. 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

26.–29. Okt. 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

26.–29. Okt. 2026

Splish Splash at your own pool
Front of house
Open Entry area
Living room
Mickey Hideaway Villa

Mickey Hideaway Villa

6 bedrooms·4 baths
Kissimmee • Florida
5(71 reviews)

1.936,26 $ USD gesamt für 5 Nächte

26.–31. Okt. 2026

Magical Mickey Villa LLC
Gorgeous Sunset
Beautiful overlook No rear neighbors
Relax and enjoy
Overlook

Magical Mickey Villa LLC

5 bedrooms·5 baths
Kissimmee • Florida
5(52 reviews)

2.323,59 $ USD gesamt für 5 Nächte

22.–27. Nov. 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 gesamt für 3 Nächte

26.–29. Okt. 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)

1.061,23 $ USD gesamt für 3 Nächte

27.–30. Okt. 2026

Beautiful Sunset Villa by Disney w/many amenities!
Private pool setting with fantastic sunset views!
Beautiful Sunset Villa by Disney w/many amenities!
Beautiful Sunset Villa by Disney w/many amenities!
Beautiful Sunset Villa by Disney w/many amenities!

Beautiful Sunset Villa by Disney w/many amenities!

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

1.554,00 $ USD gesamt für 5 Nächte

26.–31. Okt. 2026

Cinema Movie Theater
Kids Theme Bedroom
Lakeview Pool and Hot Tub
Master Bedroom Suites
Kids Theme Bedroom

Mickeys Escape Lakeview (4 Masters) Pool Hot Tub Cinema BBQ

7 bedrooms·6 baths
Kissimmee • Florida
4.99(101 reviews)

2.471,66 $ USD gesamt für 5 Nächte

30. Okt. – 4. Nov. 2026

Pool and Hot Tub
Cinema Movie Theater
Kids Theme Bedroom
Splash Pad
Under the Sea room - 2 x Pirate Beds

Mickeys Sunrise South Facing Pool Hot Tub Splashpad Theater BBQ

7 bedrooms·6 baths
Kissimmee • Florida
5(8 reviews)

2.581,86 $ USD gesamt für 5 Nächte

3.–8. Nov. 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 gesamt für 3 Nächte

31. Okt. – 3. Nov. 2026

Beautiful South Facing Pool
Themed Game Room with Pool Table and Air Hockey
Mickey Mouse Theme Room
Beautiful South Facing Pool with Privacy
Super Sized Master Suites

Mickeys Floridian South Facing Pool Hot Tub Game RM GYM BBQ

5 bedrooms·4 baths
Kissimmee • Florida
4.98(128 reviews)

1.944,33 $ USD gesamt für 5 Nächte

3.–8. Nov. 2026

The Enchanted Retreat
Pool
Theater Room
Minions Room
Seven Dwarfs Room

The Enchanted Retreat

7 bedrooms·6 baths
Kissimmee • Florida
4.98(43 reviews)

2.349,45 $ USD gesamt für 4 Nächte

26.–30. Okt. 2026