Mickey and Friends Room
Nice view of the resort for your morning coffee.
Windsor Hills Resort amenities included FREE with your stay!
Living room with smart TV
Kitchen stocked with what you need

Chillax Inn Comrow

2 bedrooms·2 baths
Kissimmee • Florida

$629.65 USD total for 3 nights

Nov 8 – 11, 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)

$580.42 USD total for 3 nights

Nov 7 – 10, 2026

Mickey's pool & spa
Beautiful lake view from the pool
Handrails for easy entry
Windsor Hills Resort
Conservation pond out back

Chilllax Inn Daulby

6 bedrooms·4 baths
Kissimmee • Florida

$1,359.61 USD $1,239.12 USD total for 3 nights

Oct 26 – 29, 2026

Family Room
Family Room
Kitchen
Making Memories Resort - Windsor Palms (Condo)
Kitchen

Making Memories Resort - Windsor Palms (Condo)

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

$527.78 USD total for 3 nights

Oct 27 – 30, 2026

community pool
Hidden Gem
entrance hall way
Hidden Gem
laundry room door

Hidden Gem

3 bedrooms·2 baths
Kissimmee • Florida
4.83(6 reviews)

$452.09 USD total for 3 nights

Oct 26 – 29, 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)

$819.47 USD total for 3 nights

Dec 12 – 15, 2026

Big Condo 3 bedrooms, Pool
Big Condo 3 bedrooms, Pool
Big Condo 3 bedrooms, Pool
Big Condo 3 bedrooms, Pool
Big Condo 3 bedrooms, Pool

Big Condo 3 bedrooms, Pool

3 bedrooms·2 baths
Kissimmee • Florida
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
Lilo & Stitch Hawaiian Retreat 🌺 w/ Pool & Resort
Lilo & Stitch Hawaiian Retreat 🌺 w/ Pool & Resort
Lilo & Stitch Hawaiian Retreat 🌺 w/ Pool & Resort
Lilo & Stitch Hawaiian Retreat 🌺 w/ Pool & Resort
Lilo & Stitch Hawaiian Retreat 🌺 w/ Pool & Resort

Lilo & Stitch Hawaiian Retreat 🌺 w/ Pool & Resort

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

$1,052.72 USD total for 3 nights

Jul 17 – 20, 2027

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 total for 3 nights

Nov 1 – 4, 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

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 total for 3 nights

Oct 27 – 30, 2026

Gather 'round where the magic doesn't end. Our living room is a plush, blue haven for tired theme park legs. Here, every cushion whispers a Disney secret, and every wall tells a story.
Splash into happiness in our screened-in pool, where the only thing better than the water’s embrace is the lack of bugs. Swim close to the magic, and don't be surprised if you hear distant Disney tunes on the wind!
Cook up a storm or just some popcorn in our fully-equipped kitchen. It’s the perfect place to whip up your family’s favorite treats or experiment with a recipe from Belle's cookbook!
Where the wild things snore! Our Savannah-inspired suite is where you can dream of African safaris and wake up still feeling wild.
Our pool is a splash hit with families! Dive into fun or lounge by the sidelines—just watch out for spontaneous cannonballs!

Windsor Palms Townhouse 8123

3 bedrooms·3 baths
Kissimmee • Florida
4.9(10 reviews)

$988.59 USD $947.67 USD total for 6 nights

Nov 8 – 14, 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!
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)

$519.64 USD total for 3 nights

Nov 3 – 6, 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 total for 3 nights

Oct 27 – 30, 2026

Family room Open concept
Entryway
Entryway
Entryway
Open concept

Making Memories Resort - Windsor Palms (Villa)

4 bedrooms·3 baths
Kissimmee • Florida
5(1 review)

$885.30 USD total for 3 nights

Oct 30 – Nov 2, 2026

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 total for 3 nights

Oct 27 – 30, 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 total for 5 nights

Oct 27 – Nov 1, 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 total for 5 nights

Nov 22 – 27, 2026

Living room with new ceiling fan and view of saltwater pool.
Custom pool featuring Cinderella's Castle and fireworks display.
South facing saltwater pool with sun loungers.
Princesses Assemble
Princesses Assemble

Princesses Assemble

5 bedrooms·5 baths
Kissimmee • Florida
4.96(53 reviews)

$1,543.15 USD $1,232.45 USD total for 5 nights

Nov 15 – 20, 2026

The living room has direct access to the pool.
Come swim in the coolest pool in the galaxy!
A Villa Far, Far Away
The Jedi Master bedroom with custom made accent wall and king size bed.
The bed in the Sith bedroom also lights up!

A Villa Far, Far Away

5 bedrooms·5 baths
Kissimmee • Florida
4.92(26 reviews)

$1,622.60 USD $1,292.04 USD total for 5 nights

Nov 2 – 7, 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 total for 3 nights

Oct 27 – 30, 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

$1,050.38 USD total for 3 nights

Nov 4 – 7, 2026

Central Disney+pool, jacuzzi 2 En-Suite BD 2,5 BA
Central Disney+pool, jacuzzi 2 En-Suite BD 2,5 BA
Central Disney+pool, jacuzzi 2 En-Suite BD 2,5 BA
Central Disney+pool, jacuzzi 2 En-Suite BD 2,5 BA
Central Disney+pool, jacuzzi 2 En-Suite BD 2,5 BA

Central Disney+pool, jacuzzi 2 En-Suite BD 2,5 BA

2 bedrooms·2½ baths
Kissimmee • Florida
5(5 reviews)

$525.00 USD total for 3 nights

Oct 27 – 30, 2026