Star Wars, Frozen, and Moana Escape! August open!
Star Wars, Frozen, and Moana Escape! August open!
Star Wars, Frozen, and Moana Escape! August open!
Star Wars, Frozen, and Moana Escape! August open!
Star Wars, Frozen, and Moana Escape! August open!

Star Wars, Frozen, and Moana Escape! August open!

4 bedrooms·1 bath
Kissimmee • Florida
5(7 reviews)

$2,129.00 USD total for 7 nights

Oct 27 – Nov 3, 2026

Beautiful Pool Villa with Spa and Game Room-2730BD
Beautiful Pool Villa with Spa and Game Room-2730BD
Beautiful Pool Villa with Spa and Game Room-2730BD
Beautiful Pool Villa with Spa and Game Room-2730BD
Beautiful Pool Villa with Spa and Game Room-2730BD

Beautiful Pool Villa with Spa and Game Room-2730BD

5 bedrooms·5 baths
Kissimmee • Florida

$1,784.11 USD total for 4 nights

Nov 21 – 25, 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
Grand Superior 3BD Townhouse near Disney image 1
Grand Superior 3BD Townhouse near Disney image 2
Grand Superior 3BD Townhouse near Disney image 3
Grand Superior 3BD Townhouse near Disney image 4
Grand Superior 3BD Townhouse near Disney image 5

Grand Superior 3BD Townhouse near Disney

3 bedrooms·2 baths
Kissimmee • Florida

$604.67 USD total for 3 nights

Oct 27 – 30, 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

Pool Outdoor
House
Living Room
Kitchen / Dining Room
Bedroom

Pivate Pool - Seeblick - Nähe Disney

4 bedrooms·3 baths
Clermont • Florida
$215/ night(excl. fees & taxes)
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

Queen's Fun Spot
Queen's Fun Spot
Beautiful and spacious lanai
Seating for all
Outdoor TV!

Queen's Fun Spot

7 bedrooms·4½ baths
Kissimmee • Florida
5(12 reviews)

$2,179.20 USD total for 5 nights

Oct 27 – Nov 1, 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!
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

Luxury Lounge with Multiple Sofas
Disney Mickey Mouse Themed Bedroom Rooms
Large Luxury Master Suites with California King Beds and Quality Hotel Linen
Swimming pool, Deck and Lanai (Optional Pool Heating)
Newly Remodeled and Rebuilt

Mickeys Landing 2 Master Suite Private Pool Hot Tub Game RM BBQ

4 bedrooms·3 baths
Kissimmee • Florida
4.98(309 reviews)

$1,514.18 USD total for 5 nights

Dec 6 – 11, 2026

ENJOY THE SUN FLORIDA IN YOUR PRIVATE POOL
PRIVATE POOL WITH SUNSHINE
YOU CAN ENJOY THE POOL AFTER THE PARKS
BEAUTIFUL RESORT
CLUBHOUSE WITH CONCIERGE SERVICE

THE HAVEN IN EMERALD ISLAND

4 bedrooms·3 baths
Kissimmee • Florida
4.73(51 reviews)

$1,078.25 USD total for 5 nights

Oct 27 – Nov 1, 2026

Master bedroom King bed
2 twin beds
Toy story 2-twin room
Slide into vacation mode !
Community pool with beach entry,slide and kiddie area

Majesty Family Villa sleeps 8

4 bedrooms·3 baths
Kissimmee • Florida
4.91(107 reviews)

$649.65 USD total for 3 nights

Dec 5 – 8, 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)

$1,088.44 USD total for 5 nights

Nov 25 – 30, 2026

Luxuriöse 4-Bett-Villa in Disney
Luxuriöse 4-Bett-Villa in Disney
Luxuriöse 4-Bett-Villa in Disney
Luxuriöse 4-Bett-Villa in Disney
Luxuriöse 4-Bett-Villa in Disney

Luxuriöse 4-Bett-Villa in Disney

4 bedrooms·3 baths
Orlando • Florida
Starlight Kingdom - Windsor Hills Resort image 1
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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

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)
$127 – $1,059/ night(excl. fees & taxes)
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

Dream Vacation Home with Lake View, Pool & more
Dream Vacation Home with Lake View, Pool & more
Dream Vacation Home with Lake View, Pool & more
Dream Vacation Home with Lake View, Pool & more
Dream Vacation Home with Lake View, Pool & more

Dream Vacation Home with Lake View, Pool & more

9 bedrooms·5 baths
Kissimmee • Florida
4.88(40 reviews)

$5,294.78 USD total for 5 nights

Nov 15 – 20, 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 total for 3 nights

Nov 9 – 12, 2026

Upstairs Beedroom 2 Double Beds
Dining Area
Kitchen and Breakfast Bar
Living Area
Living Area

Sun n Serenity in Kissimmee Florida Near Disney

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

$748.85 USD total for 3 nights

Oct 27 – 30, 2026

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

Disney Villa w/ Themed Rooms, Pool, Hot Tub, PS5
Disney Villa w/ Themed Rooms, Pool, Hot Tub, PS5
Disney Villa w/ Themed Rooms, Pool, Hot Tub, PS5
Disney Villa w/ Themed Rooms, Pool, Hot Tub, PS5
Disney Villa w/ Themed Rooms, Pool, Hot Tub, PS5

Disney Villa w/ Themed Rooms, Pool, Hot Tub, PS5

4 bedrooms·3 baths
Kissimmee • Florida

$884.23 USD total for 3 nights

Oct 27 – 30, 2026

Elegant Luxury Villa Movie Game Room Private Pool
Elegant Dining Room. Seats 10 comfortably. (Nearby Breakfast bar seats 5. Outside Patio Seats an additional 8).
Back yard overlooks a peaceful forest conservation preserve. (Does not backup to another house like many listings).
Elegant Luxury Villa Movie Game Room Private Pool
Elegant Luxury Villa Movie Game Room Private Pool

Elegant Luxury Villa Movie Game Room Private Pool

9 bedrooms·5 baths
Kissimmee • Florida
4.93(15 reviews)

$3,225.58 USD total for 4 nights

Nov 7 – 11, 2026