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/ noche(sin comisiones ni impuestos)
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)

1897,54 $ USD total por 5 noches

11–16 nov 2026

Spa And Pool Lounge Area
Sleep Like A Princess!
Join Me!
’Til The Last Petal Falls…
To Infinity & Beyond!

Wish Upon A Star

5 bedrooms·5 baths
Kissimmee • Florida

825,15 $ USD total por 3 noches

31 oct – 3 nov 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)

1332,85 $ USD 1137,40 $ USD total por 3 noches

27–30 oct 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
Welcome to Chillax Inn Teascone Arcade
Free Arcade in the garage!
Chill on the couch
Windsor Hills amenities
Brrr!

Chillax Inn Teascone Arcade

5 bedrooms·5 baths
Kissimmee • Florida

2180,17 $ USD 1984,07 $ USD total por 3 noches

20–23 dic 2026

Chillax Inn the pool area under the big lanai
Frozen Bedroom with double
Welcome to Chillax Inn Teascone
Windsor Hills Slides
Star Wars Bedroom with two doubles

Chillax Inn Teascone

4 bedrooms·4 baths
Kissimmee • Florida

812,32 $ USD 748,87 $ USD total por 3 noches

2–5 nov 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)

1936,26 $ USD total por 5 noches

27 oct – 1 nov 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)

2323,59 $ USD total por 5 noches

22–27 nov 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)

1078,25 $ USD total por 5 noches

27 oct – 1 nov 2026

A Date With Disney image 1
A Date With Disney image 2
A Date With Disney image 3
A Date With Disney image 4
A Date With Disney image 5

A Date With Disney

3 bedrooms·3 baths
Kissimmee • Florida
4.78(67 reviews)

624,25 $ USD total por 4 noches

27–31 oct 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 por 3 noches

27–30 oct 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)

2179,20 $ USD total por 5 noches

27 oct – 1 nov 2026

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)

1117,98 $ USD total por 3 noches

27–30 oct 2026

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

Chillax Inn Archfeld

5 bedrooms·5 baths
Kissimmee • Florida

965,78 $ USD 876,19 $ USD total por 3 noches

27–30 oct 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)

2298,38 $ USD total por 3 noches

11–14 nov 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 por 3 noches

5–8 dic 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 877,68 $ USD total por 3 noches

1–4 nov 2026

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 por 3 noches

27–30 oct 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

819,81 $ USD total por 3 noches

27–30 oct 2026

Kitchen
Kitchen
Kitchen Coffee Station
Kitchen
Living Room

Magic Holiday House

3 bedrooms·3 baths
Kissimmee • Florida

662,84 $ USD total por 3 noches

27–30 oct 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

845,91 $ USD total por 3 noches

19–22 nov 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

1083,93 $ USD total por 3 noches

27–30 oct 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

1050,38 $ USD total por 3 noches

4–7 nov 2026