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

Sep 29 – Oct 2, 2026

Free arcade!
Welcome Home!
Little Mermaid twins
Windsor Hills Resort
Mandalorian twins

Chillax Inn Archfeld

5 bedrooms·5 baths
Kissimmee • Florida

$1,046.65 USD total for 3 nights

Oct 17 – 20, 2026

Downtown Duplex A - Amazing location!
Downtown Duplex A - Amazing location!
Downtown Duplex A - Amazing location!
Downtown Duplex A - Amazing location!
Downtown Duplex A - Amazing location!

Downtown Duplex A - Amazing location!

1 bedroom·1 bath
Sanford • Florida

$946.00 USD total for 7 nights

Oct 17 – 24, 2026

Downtown Duplex B Private Yard Great Location
Downtown Duplex B Private Yard Great Location
Downtown Duplex B Private Yard Great Location
Downtown Duplex B Private Yard Great Location
Downtown Duplex B Private Yard Great Location

Downtown Duplex B Private Yard Great Location

1 bedroom·1 bath
Sanford • Florida

$3,476.00 USD total for 28 nights

Oct 29 – Nov 26, 2026

Lakefront Park Across Street, 3 Blocks to Downtown
Lakefront Park Across Street, 3 Blocks to Downtown
Lakefront Park Across Street, 3 Blocks to Downtown
Lakefront Park Across Street, 3 Blocks to Downtown
Lakefront Park Across Street, 3 Blocks to Downtown

Lakefront Park Across Street, 3 Blocks to Downtown

5 bedrooms·3 baths
Sanford • Florida

$778.00 USD total for 3 nights

Sep 29 – Oct 2, 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(308 reviews)

$1,514.18 USD total for 5 nights

Nov 14 – 19, 2026

LUX Disney Villa - 6BR Pool Home
LUX Disney Villa - 6BR Pool Home
LUX Disney Villa - 6BR Pool Home
LUX Disney Villa - 6BR Pool Home
LUX Disney Villa - 6BR Pool Home

LUX Disney Villa - 6BR Pool Home

6 bedrooms·4 baths
Kissimmee • Florida
5(40 reviews)

$1,938.00 USD total for 3 nights

Sep 29 – Oct 2, 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(70 reviews)

$1,766.45 USD total for 5 nights

Oct 10 – 15, 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)

$1,813.52 USD total for 5 nights

Oct 10 – 15, 2026

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

$1,332.83 USD total for 3 nights

Oct 11 – 14, 2026

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

Magic Disney Memory

5 bedrooms·5 baths
Kissimmee • Florida

$1,151.23 USD total for 3 nights

Sep 29 – Oct 2, 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)

$2,094.76 USD $1,649.00 USD total for 5 nights

Oct 18 – 23, 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

$730.25 USD $709.91 USD total for 3 nights

Sep 29 – Oct 2, 2026

Welcome to our Villa Front view from street.
Layout of the home.
Welcome to Disney Adventure Villa!!
Drone shot of community pool and water park.
Disney Adventure Villa

Disney Adventure Villa

6 bedrooms·4 baths
Four Corners • Florida
4.89(227 reviews)

$2,063.95 USD $1,894.27 USD total for 5 nights

Sep 29 – Oct 4, 2026

EMERALD ISLAND (8409BL) - 3BR 2.5BA Townhome, Gated Resort
Emerald Island 3BR 25BA Townhome
Emerald Island Resort
Main Resort Pool and Clubhouse
Living Room, Sleeper Sofa, Smart TV

EMERALD ISLAND (8409BL) - 3BR 2.5BA Townhome, Gated Resort

3 bedrooms·2½ baths
Kissimmee • Florida

$510.47 USD $497.97 USD total for 3 nights

Sep 29 – Oct 2, 2026

Private cul-de-sac.
Sparkling modern kitchen
clubhouse and main community pool
Spacious open floorplan with plenty of dining space.
King bed, en suite bath, balcony, TV

Disney Villa • resort pools • Near Margaritaville

3 bedrooms·2 baths
Kissimmee • Florida
4.84(100 reviews)

$318.05 USD total for 3 nights

Oct 12 – 15, 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

Sep 29 – Oct 2, 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

Sep 29 – Oct 4, 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)

$1,375.17 USD $1,106.47 USD total for 5 nights

Oct 3 – 8, 2026

Townhouse close to Disney!
Townhouse close to Disney!
Townhouse close to Disney!
Townhouse close to Disney!
Townhouse close to Disney!

Townhouse close to Disney!

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

$414.00 USD total for 3 nights

Sep 29 – Oct 2, 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

Sep 29 – Oct 2, 2026

Secret Resort | Kissimmee Lakeview Condo
Secret Resort | Kissimmee Lakeview Condo
Secret Resort | Kissimmee Lakeview Condo
Secret Resort | Kissimmee Lakeview Condo
Secret Resort | Kissimmee Lakeview Condo

Secret Resort | Kissimmee Lakeview Condo

2 bedrooms·2 baths
Kissimmee • Florida

$631.23 USD total for 4 nights

Sep 29 – Oct 3, 2026

Lots of comfortable seating for everyone and 70 inch HDTV, Netflix & HD Cable
You'll spend hours out here! Luxurious rattan loungers & recliners to relax
Poolside patio area with 42 inch Smart TV
Kick back in the poolside living area with padded rattan seating and 42 inch tv
The bubbling jets of the hot tub will rejuvenate those aching legs!

Serendipity at Indian Creek

5 bedrooms·4 baths
Kissimmee • Florida
4.98(172 reviews)
$285 – $300/ night(excl. fees & taxes)
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)

$1,828.48 USD total for 6 nights

Jan 6 – 12, 2027