Fabulous 5Bd Family Townhome with Splash Pool-726G
Fabulous 5Bd Family Townhome with Splash Pool-726G
Fabulous 5Bd Family Townhome with Splash Pool-726G
Fabulous 5Bd Family Townhome with Splash Pool-726G
Fabulous 5Bd Family Townhome with Splash Pool-726G

Fabulous 5Bd Family Townhome with Splash Pool-726G

5 bedrooms·4 baths
Four Corners • Florida

$1,440.21 USD total for 4 nights

Oct 20 – 24, 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

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

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

Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill
Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill
Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill
Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill
Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill

Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill

5 bedrooms·3 baths
Davenport • Florida

$780.99 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

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

Beautiful private pool deck with spa, shaded dining area, pool fence for families with children (pool/spa heat is a pre-bookable paid optional extra to be requested before check-in)
Front of this beautiful pool home with parking for two vehicles on the paved driveway (please no oversized/long-bed vehicles, no street parking)
Beautiful private pool deck with spa, shaded dining area, pool fence for families with children (pool/spa heat is a pre-bookable paid optional extra to be requested before check-in)
Family room with Smart TV, fan and views out to the pool deck
Formal dining area

Lovely 4 Bed Pool Home, Games Room, Disney 8 miles

4 bedrooms·3 baths
Davenport • Florida
4.83(47 reviews)

$750.00 USD total for 3 nights

Oct 27 – 30, 2026

Your Home Away From the Magic
Your Home Away From the Magic
Your Home Away From the Magic
Your Home Away From the Magic
Your Home Away From the Magic

Your Home Away From the Magic

2 bedrooms·2 baths
Kissimmee • Florida

$300.00 USD total for 3 nights

Oct 20 – 23, 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 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!
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

Townhouse near Disney w/ pool & game room
Townhouse near Disney w/ pool & game room
Townhouse near Disney w/ pool & game room
Townhouse near Disney w/ pool & game room
Townhouse near Disney w/ pool & game room

Townhouse near Disney w/ pool & game room

3 bedrooms·3 baths
Kissimmee • Florida

$759.88 USD total for 3 nights

Oct 20 – 23, 2026

Kitchen
Kitchen
Kitchen Coffee Station
Kitchen
Living Room

Magic Holiday House

3 bedrooms·3 baths
Kissimmee • Florida

$662.84 USD total for 3 nights

Oct 27 – 30, 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

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

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

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
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

Largest private pool and pool deck in Windsor Island Resort
Free Arcades!
Largest private pool and pool deck in Windsor Island Resort! The neighbors are jealous!
Windsor Island slides
Complete relaxation all day!

Chillax Inn Kaipo

7 bedrooms·5½ baths
Davenport • Florida

$1,203.88 USD $1,100.82 USD total for 3 nights

Oct 20 – 23, 2026

Just Right Disney
Just Right Disney
Just Right Disney
Just Right Disney
Just Right Disney

Just Right Disney

3 bedrooms·3 baths
Celebration • Florida
5(58 reviews)
$125 – $357/ night(excl. fees & taxes)
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

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 total for 3 nights

Oct 31 – Nov 3, 2026

Dress up area
Princess castle
View to the pool
Windsor Hills Resort amenities free with your stay!
Chillax by the pool

Chillax Inn Fitzclarence

3 bedrooms·3 baths
Kissimmee • Florida

$569.70 USD $522.65 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