Welcome to Chillax Inn Teascone Arcade
Free Arcade in the garage!
Chill on the couch
Windsor Hills amenities
Brrr!

Chillax Inn Teascone Arcade

5 bedrooms·5 baths
Kissimmee • Florida

$2,180.17 USD $1,984.07 USD total for 3 nights

Dec 20 – 23, 2026

Margaritavilla at Emerald Island
Private Pool
Pool Other View
Front Of House
Front Sitting Area

Margaritavilla at Emerald Island

7 bedrooms·4½ baths
Four Corners • Florida
4.88(8 reviews)

$1,264.66 USD total for 4 nights

Nov 1 – 5, 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 total for 4 nights

Oct 27 – 31, 2026

Pool and Patio Area
Our Windsor Hills Water Park!
Welcome to Windsor Hills!
Layout of our 6BR 4 BA Disney Villa
Air-Conditioned Game room with air hockey, two video games, Basketball and fun for kids and teenagers!

Waterpark! 5 Star 6BR4BA Pool/Game Room/Disney

6 bedrooms·4 baths
Kissimmee • Florida
4.84(122 reviews)

$1,332.85 USD $1,137.40 USD total for 3 nights

Oct 27 – 30, 2026

Pool
Front of house
Entry
Open area
Dreams Come True Villa LLC

Dreams Come True Villa LLC

5 bedrooms·5 baths
Kissimmee • Florida
4.93(27 reviews)

$1,897.54 USD total for 5 nights

Nov 11 – 16, 2026

Star Wars & Frozen Rooms 8BR Kissimmee Pool Home
Star Wars & Frozen Rooms 8BR Kissimmee Pool Home
Star Wars & Frozen Rooms 8BR Kissimmee Pool Home
Star Wars & Frozen Rooms 8BR Kissimmee Pool Home
Star Wars & Frozen Rooms 8BR Kissimmee Pool Home

Star Wars & Frozen Rooms 8BR Kissimmee Pool Home

8 bedrooms·4 baths
Kissimmee • Florida
4.33(3 reviews)

$1,246.95 USD total for 4 nights

Oct 27 – 31, 2026

Family Room
Pool/spa
Pool/spa
Pool
Pool/spa

Magic Emerald Island Villa

4 bedrooms·3 baths
Kissimmee • Florida
5(88 reviews)

$989.70 USD total for 4 nights

Nov 14 – 18, 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 total for 5 nights

Oct 27 – Nov 1, 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

$1,212.47 USD total for 3 nights

Oct 27 – 30, 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 total for 3 nights

Oct 27 – 30, 2026

Living Room
Pool Outdoor
Pool Outdoor
Pool Outdoor
Floorplan

Sunshine Escape mit Pool und Spa in der Nähe von Disney

5 bedrooms·4 baths
Celebration • Florida
$228/ night(excl. fees & taxes)
An Amazing pool with South facing views! Have a great time swimming with family and friends. Prepare your Grilled favorites on the complimentary grill. Also enjoy the various wildlife From the waterfront and Preserve. Have a great time swimming with family and friends. Prepare your Grilled favorites on the complimentary grill. Also enjoy the various wildlife From the waterfront and Preserve.
The Game room where you can play a game of pool on the refurbished pool table. There is a packman arcade with over 20 different style gaming options. Also and air hockey table and a tv to enjoy.
The entrance to Emerald Island Resort!
The community provides many amenities including a, pool, hot tub, tiki bar, weight room, playground, basketball court, tennis court, mini golf, volleyball, nature trail, and much more.
The main sitting room. An open concept attached to the kitchen with direct access to the screened in lanai. Featuring a 65 inch smart tv.

7 BR Villa w pool -in Kissimmee Disney Universal

7 bedrooms·4½ baths
Kissimmee • Florida
5(41 reviews)

$1,434.64 USD total for 4 nights

Oct 30 – Nov 3, 2026

Even tooth-brushing is an adventure in this custom Minion bathroom! A hit with the little ones, it features a tub / shower combo—perfect for easy bath times after a long day at Disney.
Welcome to Magical Magnolia Manor! Our modern, bright home features a keyless entry for a seamless 'self-check-in' experience after your flight or drive and easy parking right outside your door.
The adventure starts here! This custom movie-scene niche sits right between the kitchen and living room, serving as your family's gateway to our immersive themed bedrooms and the playful Minion bathroom.
Climb into Rafiki's Treehouse (twin-over-double bunk) under a glowing sunset mural with Simba and friends.
Ultimate pool privacy! Tall hedges and a protected nature reserve ensure a peaceful stay with no rear neighbors. Relax in your private sanctuary and enjoy the Florida sun in total seclusion. A magical escape for every guest!

Disney, Toy Story, Minions, Pool+Gameroom and more

4 bedrooms·3 baths
Kissimmee • Florida
5(109 reviews)

$1,804.65 USD total for 6 nights

Jan 6 – 12, 2027

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)

$2,956.23 USD $2,824.00 USD total for 5 nights

Dec 18 – 23, 2026

Super Mario Adventure Room (Shared Bath)
Super Mario Adventure Room (Shared Bath)
Super Mario Adventure Room (Shared Bath)
Super Mario Adventure Room (Shared Bath)
Super Mario Adventure Room (Shared Bath)

Super Mario Adventure Room (Shared Bath)

1 bedroom·1 bath
Kissimmee • Florida
$225/ night(excl. fees & taxes)
Groot Galaxy Bunk Room (Shared Bath)
Groot Galaxy Bunk Room (Shared Bath)
Groot Galaxy Bunk Room (Shared Bath)
Groot Galaxy Bunk Room (Shared Bath)
Groot Galaxy Bunk Room (Shared Bath)

Groot Galaxy Bunk Room (Shared Bath)

1 bedroom·1 bath
Kissimmee • Florida

$756.00 USD total for 3 nights

Jan 30 – Feb 2, 2027

Front upstairs Master
Front upstairs Master
Front upstairs Master
Front upstairs Master
Front upstairs Master

Front upstairs Master

1 bedroom·1 bath
Kissimmee • Florida
$225/ night(excl. fees & taxes)
Hulk Smash Twin Room (Shared Bath)
Hulk Smash Twin Room (Shared Bath)
Hulk Smash Twin Room (Shared Bath)
Hulk Smash Twin Room (Shared Bath)
Hulk Smash Twin Room (Shared Bath)

Hulk Smash Twin Room (Shared Bath)

1 bedroom·1 bath
Kissimmee • Florida
$225/ night(excl. fees & taxes)
Elegant King Suite with Private Bath
Elegant King Suite with Private Bath
Elegant King Suite with Private Bath
Elegant King Suite with Private Bath
Elegant King Suite with Private Bath

Elegant King Suite with Private Bath

1 bedroom·1 bath
Kissimmee • Florida
$225/ night(excl. fees & taxes)
Serene King Suite with Private Bath
Serene King Suite with Private Bath
Serene King Suite with Private Bath
Serene King Suite with Private Bath
Serene King Suite with Private Bath

Serene King Suite with Private Bath

1 bedroom·1 bath
Kissimmee • Florida
$225/ night(excl. fees & taxes)
Deadpool & Wolverine Bunk Room
Deadpool & Wolverine Bunk Room
Deadpool & Wolverine Bunk Room
Deadpool & Wolverine Bunk Room
Deadpool & Wolverine Bunk Room

Deadpool & Wolverine Bunk Room

1 bedroom·1 bath
Kissimmee • Florida
$225/ night(excl. fees & taxes)
Dory's Magic by Emerald Island Rentals
Dory's Magic by Emerald Island Rentals
Dory's Magic by Emerald Island Rentals
Dory's Magic by Emerald Island Rentals
Dory's Magic by Emerald Island Rentals

Dory's Magic by Emerald Island Rentals

7 bedrooms·5½ baths
Kissimmee • Florida
5(5 reviews)

$2,860.20 USD total for 7 nights

Oct 27 – Nov 3, 2026

Ferienvilla mit Garten, Grill und Terrasse
Ferienvilla mit Garten, Grill und Terrasse
Living Room
Inside other
Ferienvilla mit Garten, Grill und Terrasse

Ferienvilla mit Garten, Grill und Terrasse

4 bedrooms·3 baths
Celebration • Florida
Pool deck with water and woodland view
Welcome to Pandora :) Themed room with two twin beds.
Star Wars room with two twin beds
Spacious covered pool deck - so much room to relax after long day at the park.
La Isla Retreat, 6 BR pool house near Disney Parks

La Isla Retreat, 6 BR pool house near Disney Parks

6 bedrooms·5½ baths
Kissimmee • Florida
5(21 reviews)

$1,260.95 USD total for 3 nights

Oct 27 – 30, 2026