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

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 27 – 30, 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)
Family vacation home just minutes from Walt Disney World Resort with private pool, themed rooms, and space for everyone.
Welcome to Disney Dreams Vacation Rentals
All NEW/ Just Renovated May 2022
Take a break from the parks and enjoy premium resort amenities
Large Dining Room Table (seats 6-8)

Disney Dreams Vacation Home

3 bedrooms·3 baths
Kissimmee • Florida
4.92(12 reviews)

$997.24 USD total for 4 nights

Oct 27 – 31, 2026

Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals

Disney Dreams Vacation Rentals

3 bedrooms·3 baths
Kissimmee • Florida
4.93(113 reviews)

$1,119.11 USD total for 5 nights

Oct 27 – Nov 1, 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

Ohana Retreat a prestigious family vacation home. Newly redecorated with quality furnishings. 6 bedrooms, 4 king size beds each with en-suite bathrooms, two themed bedrooms. Private pool not overlooked and backing onto a nature reserve, spa, games room. Two lounge areas so all guests have space to socialise and have privacy. Located on Emerald Island premier resort, a 24hour manned exclusive resort with clubhouse, recreational facilities, 300 acres of landscaped grounds.
A extra deep covered Lanai so shade is available and seating stays dry.
Pool with spa (South facing - Private / Not overlooked) Extra large pool deck.
Sun loungers and seating on the large covered lanai. This ensures there is shade available, you can still sit outside when it is raining and seating stays dry whatever the weather. This is one of the must have features of a vacation home.
Whatever the weather you can enjoy breakfast and all meals on the lanai. A great place to watch the birds.

Ohana Retreat 6 Bed 5 Bath Un-overlooked Pool /Spa

6 bedrooms·5 baths
Kissimmee • Florida
5(47 reviews)

$2,237.15 USD total for 5 nights

Nov 11 – 16, 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

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)
Perfect Disney Getaway! Sleeps 11 Private Pool/Spa
Perfect Disney Getaway! Sleeps 11 Private Pool/Spa
Perfect Disney Getaway! Sleeps 11 Private Pool/Spa
Perfect Disney Getaway! Sleeps 11 Private Pool/Spa
Perfect Disney Getaway! Sleeps 11 Private Pool/Spa

Perfect Disney Getaway! Sleeps 11 Private Pool/Spa

5 bedrooms·5 baths
Kissimmee • Florida

$998.80 USD total for 3 nights

Oct 27 – 30, 2026

Stunning Cinema Movie Theater
Disney Theme Rooms
California King Master Suites
Large Kitchen and Dining Room Options
Stainless Steel Appliances

Mickeys Circle Gorgeous South Facing Pool Hot Tub Cinema BBQ

6 bedrooms·4 baths
Kissimmee • Florida
4.99(104 reviews)

$2,282.06 USD total for 5 nights

Oct 27 – Nov 1, 2026

Just a Massive House
Movie time in this large home theater
Professional Pool Table and Games Room
Stunning outside area with 5 star resort finishes
Massive Open Plan Kitchen and Family Room

Mickeys Atlantis Cinema Pool Hot Tub Game Outdoor Kitchen BBQ

8 bedrooms·8 baths
Kissimmee • Florida
5(138 reviews)

$4,246.73 USD total for 5 nights

Nov 10 – 15, 2026

Beautiful South Facing Pool
Themed Game Room with Pool Table and Air Hockey
Mickey Mouse Theme Room
Beautiful South Facing Pool with Privacy
Super Sized Master Suites

Mickeys Floridian South Facing Pool Hot Tub Game RM GYM BBQ

5 bedrooms·4 baths
Kissimmee • Florida
4.98(128 reviews)

$1,941.96 USD total for 5 nights

Nov 3 – 8, 2026

Sit and enjoy the view from the back patio
Disney family home, water view, close to parks image 2
Backyard view of from our home.
Disney family home, water view, close to parks image 4
Disney family home, water view, close to parks image 5

Disney family home, water view, close to parks

3 bedrooms·2 baths
Kissimmee • Florida
4.85(75 reviews)

$436.00 USD total for 3 nights

Nov 17 – 20, 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

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

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

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

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

Start vacation mode at your own private pool, with the peaceful lake just beyond.
Catch the game, settle in for a movie or simply relax—the open living and dining spaces let everyone do their own thing while still being together.
Young adventurers get a little Disney magic of their own in our pirate room, complete with a hand-painted mural by a Disney artist.
Just a short walk from the house, Paradise Palms adds a resort-style pool to your vacation options.
When the kids want even more water time, head to the resort splash area and slide.

CR Getaway

4 bedrooms·3 baths
Kissimmee • Florida
4.94(96 reviews)

$806.99 USD total for 4 nights

Oct 27 – 31, 2026

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

Private Pool + Resort Access • 4BR Near Disney image 1
Private Pool + Resort Access • 4BR Near Disney image 2
Private Pool + Resort Access • 4BR Near Disney image 3
Private Pool + Resort Access • 4BR Near Disney image 4
Private Pool + Resort Access • 4BR Near Disney image 5

Private Pool + Resort Access • 4BR Near Disney

4 bedrooms·3 baths
Kissimmee • Florida
4.77(124 reviews)

$762.96 USD total for 4 nights

Oct 27 – 31, 2026

Emerald Island 3BR value stay, minutes to Disney
Emerald Island 3BR value stay, minutes to Disney
Emerald Island 3BR value stay, minutes to Disney
Emerald Island 3BR value stay, minutes to Disney
Emerald Island 3BR value stay, minutes to Disney

Emerald Island 3BR value stay, minutes to Disney

3 bedrooms·2½ baths
Kissimmee • Florida
4.83(6 reviews)

$489.90 USD total for 3 nights

Nov 1 – 4, 2026

OAK ISLAND - 4BR 3BA Home w/ Pool & Games Room
Private Pool
partially covered deck
OAK ISLAND - 4BR 3BA Home w/ Pool & Games Room
Living Room

OAK ISLAND - 4BR 3BA Home w/ Pool & Games Room

4 bedrooms·3 baths
Kissimmee • Florida

$709.21 USD $689.70 USD total for 3 nights

Oct 27 – 30, 2026