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

Magic Disney Memory

5 bedrooms·5 baths
Kissimmee • Florida

$1,292.20 USD total for 3 nights

Oct 20 – 23, 2026

Extended lanai with heated pool, spa, and waterfall overlook conservation area
Welcome to our luxurious Windsor Palms Villa
75" Smart TV!! Proper slate pool table, convertible ping pong/air hockey table
Fully converted, air conditioned Harry Potter themed game room!
Recently renovated with beautifully updated paint and decor throughout

Windsor Disney Castle

6 bedrooms·3½ baths
Kissimmee • Florida
4.75(8 reviews)

$2,859.47 USD total for 7 nights

Nov 29 – Dec 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)

$760.45 USD total for 3 nights

Oct 20 – 23, 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)

$531.32 USD total for 3 nights

Nov 3 – 6, 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 20 – 23, 2026

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

Chillax Inn Teascone

4 bedrooms·4 baths
Kissimmee • Florida

$812.32 USD total for 3 nights

Nov 2 – 5, 2026

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
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 20 – 23, 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)

$1,660.06 USD $1,320.12 USD total for 5 nights

Oct 30 – Nov 4, 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)

$505.61 USD total for 3 nights

Oct 25 – 28, 2026

Pool Outdoor
Pool Outdoor
Pool Outdoor
Familien-Pool-Rückzug nur 2,5 Meilen von Disney entfernt
Familien-Pool-Rückzug nur 2,5 Meilen von Disney entfernt

Familien-Pool-Rückzug nur 2,5 Meilen von Disney entfernt

4 bedrooms·2 baths
Celebration • Florida
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 total for 3 nights

Oct 20 – 23, 2026

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

Delightfully Villainous
Space for all your villains to stretch out on our all leather cloud couch
Delightfully Villainous
Delightfully Villainous
Delightfully Villainous

Delightfully Villainous

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

$853.41 USD total for 3 nights

Oct 20 – 23, 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 total for 3 nights

Oct 20 – 23, 2026

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

$1,036.69 USD $938.60 USD total for 3 nights

Oct 20 – 23, 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)

$2,460.23 USD $2,352.80 USD total for 5 nights

Nov 21 – 26, 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 20 – 23, 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)

$1,176.12 USD total for 5 nights

Nov 25 – 30, 2026

Feel like royalty in the Comfortable King Bed in the Primary Suite.
The open eat in kitchen is a perfect gathering place for the family.
Resort style pool. Plenty of lounger chairs for your leisure.
The only bedroom on the first floor features a Queen size bed. Perfect for the older folks who don’t want to climb the stairs.
Casa Piña Colada

Casa Piña Colada

3 bedrooms·3 baths
Kissimmee • Florida

$532.00 USD total for 3 nights

Apr 22 – 25, 2027

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

$1,283.98 USD total for 3 nights

Oct 24 – 27, 2026

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)

$816.64 USD $764.85 USD total for 3 nights

Oct 20 – 23, 2026

Pool with Heated Hot tub
Living area with Smart TV
Primary Bedroom
Kitchen with bar top seating area and eat in kitchen area
Second Primary Suite

Mickey's Hideaway Haven with Pool and Jacuzzi

4 bedrooms·3 baths
Kissimmee • Florida
4.6(52 reviews)

$836.20 USD total for 3 nights

Oct 22 – 25, 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