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 21 – 24, 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)

$1,846.64 USD total for 6 nights

Jan 6 – 12, 2027

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 20 – 23, 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)

$1,923.16 USD total for 5 nights

Oct 24 – 29, 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

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

$1,036.69 USD total for 3 nights

Nov 3 – 6, 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)

$533.45 USD total for 3 nights

Oct 24 – 27, 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)

$2,113.00 USD total for 7 nights

Oct 20 – 27, 2026

Orlando Dream Stay
Orlando Dream Stay
Orlando Dream Stay
Orlando Dream Stay
Orlando Dream Stay

Orlando Dream Stay

3 bedrooms·2 baths
Polk County • Florida

$687.75 USD total for 3 nights

Oct 20 – 23, 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)

$1,662.33 USD $1,321.83 USD total for 5 nights

Oct 20 – 25, 2026

Resort Living |Cozy, Private Stay- Prime Location!
Olympic sized pool
open concept living area
fully equipped kitchen
Resort Living |Cozy, Private Stay- Prime Location!

Resort Living |Cozy, Private Stay- Prime Location!

3 bedrooms·2 baths
Kissimmee • Florida
5(6 reviews)

$631.17 USD total for 3 nights

Nov 1 – 4, 2026

Warm and inviting living area with large flat screen TV.
Olympic-sized, heated, salt-water swimming pool. Plenty of lounge chairs and tables for relaxing hours by the pool.
Large master bedroom with comfy queen-sized bed, flat screen TV and ensuite bathroom.
Fully equipped, Disney lovers kitchen. Mickey waffle maker, Mickey toaster and more. New appliances!
Large dining table with seating for 6.

Windsor Palms Resort Butterfly Palm Retreat

2 bedrooms·2 baths
Kissimmee • Florida
4.95(21 reviews)

$556.15 USD total for 3 nights

Oct 25 – 28, 2026

Warm and inviting living area with large flat screen TV.
Large Master bedroom suite with comfy King sized bed, flat screen TV, and recliner chair. Large walk-in closet, and ensuite bathroom.
Fully equipped, Disney lovers kitchen. Mickey waffle maker, Mickey toaster and more. New appliances!
Adorable and fun, Mickey and Friends themed bedroom.
Second King-sized master bedroom, with ensuite Jack and Jill bathroom, flat screen TV, Recliner chair and large walk-in closet.

Newly Renovated, Windsor Palms, Close to Disney!

3 bedrooms·2 baths
Kissimmee • Florida
4.95(42 reviews)

$635.60 USD total for 3 nights

Oct 22 – 25, 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)

$1,506.83 USD $1,205.21 USD total for 5 nights

Oct 20 – 25, 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 24 – 27, 2026

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 total for 3 nights

Nov 1 – 4, 2026

Beautiful Sunset Villa by Disney w/many amenities!
Private pool setting with fantastic sunset views!
Beautiful Sunset Villa by Disney w/many amenities!
Beautiful Sunset Villa by Disney w/many amenities!
Beautiful Sunset Villa by Disney w/many amenities!

Beautiful Sunset Villa by Disney w/many amenities!

5 bedrooms·5 baths
Four Corners • Florida
5(5 reviews)

$1,554.00 USD total for 5 nights

Oct 20 – 25, 2026

Ferienvilla mit Garten, Grill und Terrasse
Ferienvilla mit Garten, Grill und Terrasse
Living Room
Inside other
Ferienvilla mit Garten, Grill und Terrasse

Ferienvilla mit Garten, Grill und Terrasse

4 bedrooms·3 baths
Celebration • Florida
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

Large Disney/Marvel Themed Villa, Pvt Pool & BBQ
Large Disney/Marvel Themed Villa, Pvt Pool & BBQ
Large Disney/Marvel Themed Villa, Pvt Pool & BBQ
Large Disney/Marvel Themed Villa, Pvt Pool & BBQ
Large Disney/Marvel Themed Villa, Pvt Pool & BBQ

Large Disney/Marvel Themed Villa, Pvt Pool & BBQ

4 bedrooms·3 baths
Davenport • Florida
4.86(22 reviews)

$803.40 USD total for 4 nights

Oct 20 – 24, 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

Luxury Mickey and Disney Themed Villa, with Frozen, Star Wars, Mickey rooms and private pool, watch the sunset with the kids after a long day at theme parks!
Sit pool side with tiki bar and amenities galore!
Bonus room includes full sized pool table, air hockey, foosball, and arcades!
Magic is calling!
Rest and relax in your private pool after those long days at the park.

Windsor Palms Mickey's Ohana Villa, 3mi to Disney!

4 bedrooms·2 baths
Kissimmee • Florida
4.78(190 reviews)

$592.75 USD total for 3 nights

Oct 20 – 23, 2026

NEW LISTING-Disney Sunsets-Updated 6 Bedroom House
NEW LISTING-Disney Sunsets-Updated 6 Bedroom House
NEW LISTING-Disney Sunsets-Updated 6 Bedroom House
NEW LISTING-Disney Sunsets-Updated 6 Bedroom House
NEW LISTING-Disney Sunsets-Updated 6 Bedroom House

NEW LISTING-Disney Sunsets-Updated 6 Bedroom House

6 bedrooms·4 baths
Kissimmee • Florida

$1,105.00 USD total for 3 nights

Oct 20 – 23, 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

Nov 2 – 5, 2026