Dory's Magic by Emerald Island Rentals
Dory's Magic by Emerald Island Rentals
Dory's Magic by Emerald Island Rentals
Dory's Magic by Emerald Island Rentals
Dory's Magic by Emerald Island Rentals

Dory's Magic by Emerald Island Rentals

7 bedrooms·5½ baths
Kissimmee • Florida
5(5 reviews)

$2,860.20 USD total for 7 nights

Oct 20 – 27, 2026

Spacious Kitchen
private screened private pool swim during the day or at night
private screened pool can be heated
Screened in private pool
Master bedroom on second floor Queen bed with ensuite

Bay Lilly sleeps 8 your home away from home

4 bedrooms·3 baths
Kissimmee • Florida
4.92(108 reviews)

$617.70 USD total for 3 nights

Oct 20 – 23, 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

Twin Palms Family Vacation Villa
Twin Palms Family Vacation Villa
Twin Palms Family Vacation Villa
Game Room
Twin Palms Family Vacation Villa

Twin Palms Family Vacation Villa

9 bedrooms·6 baths
Kissimmee • Florida
5(84 reviews)

$1,421.14 USD total for 3 nights

Oct 26 – 29, 2026

7BR Themed Villa | Private Pool & Games | Disney
Finding Nemo room with sea turtles—dive into this magical underwater adventure!
Minions-themed bedroom with bunk beds—kids will love this playful yellow paradise!
Windsor at Westside splash pad—colorful water fun just steps from your villa!
Poolside Paradise: Splash into fun with vibrant décor and a sunset view in your private oasis!

7BR Themed Villa | Private Pool & Games | Disney

7 bedrooms·5½ baths
Kissimmee • Florida

$1,286.50 USD total for 3 nights

Oct 20 – 23, 2026

Downstairs Living Area
Bedroom 3
Bedroom 5
Private Pool
Resort Water Park

Saleda at Windsor

7 bedrooms·5½ baths
Kissimmee • Florida

$995.26 USD total for 3 nights

Nov 1 – 4, 2026

Poolside Cinema: Dive into relaxation while enjoying movies under stunning sunset skies!
Circus Playroom: Dive into fun with arcade games, ping pong, and vibrant circus-themed decor!
Home Theater Oasis: Experience cinematic bliss in plush red recliners and a giant screen!
Living Room: Bright and airy space with modern decor, perfect for relaxation and fun gatherings!
Pool Hall: Play your best shot in style with a vibrant pool table and sleek bar seating!

Big Top Family Vacation Villa

9 bedrooms·6½ baths
Kissimmee • Florida
5(95 reviews)

$1,443.60 USD total for 3 nights

Nov 1 – 4, 2026

Keep everyone occupied!
Mickey & Minnie double and single
Relax at night
Windsor at Westside lazy river and splash area
Chillax Inn the spa

Chillax Inn Qin Loop

8 bedrooms·6 baths
Kissimmee • Florida

$1,507.97 USD total for 4 nights

Nov 8 – 12, 2026

The Enchanted Retreat
Pool
Theater Room
Minions Room
Seven Dwarfs Room

The Enchanted Retreat

7 bedrooms·6 baths
Kissimmee • Florida
4.98(43 reviews)

$2,349.45 USD total for 4 nights

Oct 24 – 28, 2026

Our lanai at sunset
Fall asleep watching a quidditch match in this spectacular Harry Potter room with a king sized bed.
Our captivating Frozen bedroom has elegant theming that will delight young and old. Fall asleep to a ceiling fireworks display and experience the magic of the parks at home!
Your family will love the elegant theming of our vacation villa.
Keep the chef company with bar seating for four.

Magic Moments

9 bedrooms·6 baths
Celebration • Florida
4.93(68 reviews)

$1,280.85 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

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

Chillax Inn Archfeld

5 bedrooms·5 baths
Kissimmee • Florida

$965.78 USD $891.12 USD total for 3 nights

Oct 27 – 30, 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

Free arcade!
Avengers has two twin beds
Plenty of sun with west facing pool and south exposure
Windsor Island water slides
Night swimming!

Chillax Inn Summer

5 bedrooms·4 baths
Davenport • Florida

$890.89 USD total for 3 nights

Nov 17 – 20, 2026

Front of our beautiful home
Backyard pool
even when the sun goes down, our house keeps his beauty
Pool at night
Hillcrest Villa

Hillcrest Villa

4 bedrooms·2 baths
Davenport • Florida
4.8(69 reviews)

$1,257.42 USD total for 7 nights

Nov 21 – 28, 2026

Beautiful Town Home with Splash Pool-1648TPC
Beautiful Town Home with Splash Pool-1648TPC
Beautiful Town Home with Splash Pool-1648TPC
Beautiful Town Home with Splash Pool-1648TPC
Beautiful Town Home with Splash Pool-1648TPC

Beautiful Town Home with Splash Pool-1648TPC

5 bedrooms·4 baths
Four Corners • Florida

$1,084.95 USD total for 3 nights

Oct 24 – 27, 2026

Enjoy the spa
Minecraft
Smart phone room
Windsor Island Resort
Upstairs livingroom

Chillax Inn Summer 2

5 bedrooms·5½ baths
Davenport • Florida

$787.70 USD $719.15 USD total for 3 nights

Oct 20 – 23, 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

Living area
Game room
Chillax by the pool
Lazy River
Frozen twin with trundle

Chillax Inn Aloha

5 bedrooms·4 baths
Davenport • Florida

$776.65 USD total for 3 nights

Nov 3 – 6, 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

$1,292.20 USD total for 3 nights

Oct 20 – 23, 2026

Free arcade in the garage
Mickey and friends queen ensuite
Evening swim
Windsor Island slides
Toy story queen ensuite

Chillax Inn Lil Lana

5 bedrooms·5½ baths
Davenport • Florida

$1,042.00 USD $942.94 USD total for 3 nights

Oct 20 – 23, 2026

Welcome to Ohana House
Favorite Place!
Ohana House at Windsor Island Resort
Fully Equipped Kitchen with a Patio Door to the Pool Area
Beautifully Decorated

Ohana House at Windsor Island Resort

5 bedrooms·5½ baths
Davenport • Florida

$1,592.64 USD total for 6 nights

Dec 12 – 18, 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