Westgate Vacation Rental-1 Bedroom
Westgate Vacation Rental-1 Bedroom
Westgate Vacation Rental-1 Bedroom
Westgate Vacation Rental-1 Bedroom
Westgate Vacation Rental-1 Bedroom

Westgate Vacation Rental-1 Bedroom

1 bedroom·1 bath
Kissimmee • Florida

$500.00 USD total for 3 nights

Oct 13 – 16, 2026

Charming Kissimmee Townhouse
Charming Kissimmee Townhouse
Charming Kissimmee Townhouse
Charming Kissimmee Townhouse
Charming Kissimmee Townhouse

Charming Kissimmee Townhouse

3 bedrooms·2 baths
Kissimmee • Florida
4.92(26 reviews)

$804.25 USD total for 6 nights

Oct 27 – Nov 2, 2026

Disney Area- Resort Hot Tub & Pools + Free Parking image 1
Disney Area- Resort Hot Tub & Pools + Free Parking image 2
Disney Area- Resort Hot Tub & Pools + Free Parking image 3
Disney Area- Resort Hot Tub & Pools + Free Parking image 4
Disney Area- Resort Hot Tub & Pools + Free Parking image 5

Disney Area- Resort Hot Tub & Pools + Free Parking

3 bedrooms·2 baths
Kissimmee • Florida

$550.00 USD total for 3 nights

Oct 17 – 20, 2026

Pool Outdoor
Bathroom / Wellness
Bedroom
Bedroom
Bathroom / Wellness

Bella Vida Resort Pool und Spa Rückzugsort

6 bedrooms·6 baths
Kissimmee • Florida
$303/ night(excl. fees & taxes)
*NEW* King Bed | Disney Contemporary Townhouse
*NEW* King Bed | Disney Contemporary Townhouse
*NEW* King Bed | Disney Contemporary Townhouse
*NEW* King Bed | Disney Contemporary Townhouse
*NEW* King Bed | Disney Contemporary Townhouse

*NEW* King Bed | Disney Contemporary Townhouse

4 bedrooms·3 baths
Kissimmee • Florida
4.94(32 reviews)

$1,579.67 USD total for 7 nights

Oct 29 – Nov 5, 2026

*NEW* King Bed | Glow In The Dark Kid Cave
*NEW* King Bed | Glow In The Dark Kid Cave
*NEW* King Bed | Glow In The Dark Kid Cave
*NEW* King Bed | Glow In The Dark Kid Cave
*NEW* King Bed | Glow In The Dark Kid Cave

*NEW* King Bed | Glow In The Dark Kid Cave

4 bedrooms·3 baths
Kissimmee • Florida
5(7 reviews)

$2,018.49 USD total for 7 nights

Oct 13 – 20, 2026

Come into Beyond Imagination game room and enjoy our homes' commercial arcade games, foosball, Xbox & Play Station
Bedroom 8 - Spaceship Queen Bed
Bedroom 5 - Princess Themed Room with two twin beds, Princess play castle, & dress up clothes
Bedroom 6 - Superhero King Size Bed
Private Pool with Spa

Themed Villa w Arcade & Pool/Spa 1 Block to Resort

9 bedrooms·5 baths
Kissimmee • Florida

$1,282.24 USD total for 3 nights

Oct 19 – 22, 2026

Poolside paradise awaits under a twinkling canopy of garden lights! Dive into relaxation and let the evening ambiance enchant you in our serene oasis. Welcome to your own private slice of paradise.
Gather 'round! Our Airbnb dining room sets the stage for memorable meals with loved ones. With a spacious 8-seater table and beautiful lighting, every dinner becomes an occasion to cherish.
Welcome home! Step into our inviting entrance and feel the warmth of hospitality embrace you. From the moment you arrive, you're part of our family.
Experience luxury and convenience on the main floor! Our elegant bedroom offers a king bed, stylish furniture, and ample closet space, ensuring a comfortable and accessible stay. Welcome to your perfect retreat!
Our kitchen is fully equipped with all the essentials for crafting delicious home-cooked meals. From utensils to cozy counter chairs, every detail is designed to make your cooking experience as enjoyable as possible.

Beauty 6BR Vacation Home w/ South Pool, Spa & more

6 bedrooms·5 baths
Kissimmee • Florida
4.81(31 reviews)

$5,186.95 USD total for 5 nights

Oct 13 – 18, 2026

RESORT PROPERTY *20 MINS TO DISNEY*
RESORT PROPERTY *20 MINS TO DISNEY*
RESORT PROPERTY *20 MINS TO DISNEY*
RESORT PROPERTY *20 MINS TO DISNEY*
RESORT PROPERTY *20 MINS TO DISNEY*

RESORT PROPERTY *20 MINS TO DISNEY*

3 bedrooms·2½ baths
Kissimmee • Florida
4.94(16 reviews)

$682.56 USD total for 5 nights

Oct 19 – 24, 2026

3 Bed Pool Escape & Gameroom Close to Disney image 1
3 Bed Pool Escape & Gameroom Close to Disney image 2
3 Bed Pool Escape & Gameroom Close to Disney image 3
3 Bed Pool Escape & Gameroom Close to Disney image 4
3 Bed Pool Escape & Gameroom Close to Disney image 5

3 Bed Pool Escape & Gameroom Close to Disney

3 bedrooms·2 baths
Kissimmee • Florida
4.78(108 reviews)

$718.00 USD total for 3 nights

Oct 18 – 21, 2026

Your little ones can dress as princess; play with princess toys; read books in Minion theme room; play arcade games, air hockey, foosball, or board games in our game room, or enjoy the pirate ship playscape only a few blocks away at the resort.
Enjoy our private full size amazing pool and/or spa (hot tub) with water views and views of the conservation area. Our south facing pool gets sun all day!
Enjoy hot tub after a day back from the parks!
Primary 50's theme bedroom with King bed and workstation desk and chair.
Come sleep in our Super Hero bedroom with a king size bed on the second floor and entrance to Jack n Jill bathroom!

NEW 9Bdrm S. Facing Pool on Preserve near Dis/Univ

9 bedrooms·5 baths
Kissimmee • Florida

$1,229.71 USD total for 3 nights

Oct 13 – 16, 2026

Dream Vacation Home with Lake View, Pool & more
Dream Vacation Home with Lake View, Pool & more
Dream Vacation Home with Lake View, Pool & more
Dream Vacation Home with Lake View, Pool & more
Dream Vacation Home with Lake View, Pool & more

Dream Vacation Home with Lake View, Pool & more

9 bedrooms·5 baths
Kissimmee • Florida
4.88(40 reviews)

$5,294.78 USD total for 5 nights

Nov 15 – 20, 2026

Elegant Luxury Villa Movie Game Room Private Pool
Elegant Dining Room. Seats 10 comfortably. (Nearby Breakfast bar seats 5. Outside Patio Seats an additional 8).
Back yard overlooks a peaceful forest conservation preserve. (Does not backup to another house like many listings).
Elegant Luxury Villa Movie Game Room Private Pool
Elegant Luxury Villa Movie Game Room Private Pool

Elegant Luxury Villa Movie Game Room Private Pool

9 bedrooms·5 baths
Kissimmee • Florida
4.93(15 reviews)

$2,236.60 USD total for 4 nights

Oct 18 – 22, 2026

Welcome to Joy House One - your dream vacation house in Kissimmee
Avatar Game Room w/ Foosball, Air Hockey & Pool Table
Nemo Room w/ Double & Twin Beds
Brand-new Storey Lake 9-bedroom villa w/ lake view
Storey Lake Clubhouse & pools

Brand-new Storey Lake 9-bedroom villa w/ lake view

9 bedrooms·5 baths
Kissimmee • Florida
5(43 reviews)

$1,642.86 USD total for 3 nights

Oct 19 – 22, 2026

Enchanting Orlando Getaway: Luxurious Private Pool Home Near Disney
Enchanting Orlando Getaway: Luxurious Private Pool Home Near Disney
Enchanting Orlando Getaway: Luxurious Private Pool Home Near Disney
Enchanting Orlando Getaway: Luxurious Private Pool Home Near Disney
Enchanting Orlando Getaway: Luxurious Private Pool Home Near Disney

Enchanting Orlando Getaway: Luxurious Private Pool Home Near Disney

4 bedrooms·3 baths
Kissimmee • Florida

$642.41 USD total for 3 nights

Oct 22 – 25, 2026

Beautifully decorated Jocelyn who stayed in Dec 2022 said, "Awesome host! Clean house and near a ton of activities! Would consider this place again!"
Disney Family Retreat 3 BDR | Arcade Heated Pool
Private entertainment space designed for unforgettable family memories. Challenge the kids (or the adults!) to a friendly arcade competition after a fun day at Disney. Classic arcade games for your kids and those young at heart!
Relax by the pool just minutes from Disney: perfect after a park day!
Spacious dining area with seating for six, conveniently connected to the fully equipped kitchen. Perfect for enjoying family meals together after a fun day exploring Disney and Orlando.

Disney Family Retreat 3 BDR | Arcade Heated Pool

3 bedrooms·2 baths
Orlando • Florida
4.85(198 reviews)

$491.70 USD $475.53 USD total for 3 nights

Oct 21 – 24, 2026

Disney Magic Condo 1st Flr 3BR Disney-Themed Pool image 1
Disney Magic Condo 1st Flr 3BR Disney-Themed Pool image 2
Disney Magic Condo 1st Flr 3BR Disney-Themed Pool image 3
Disney Magic Condo 1st Flr 3BR Disney-Themed Pool image 4
Disney Magic Condo 1st Flr 3BR Disney-Themed Pool image 5

Stacy's Disney Retreat Kissimmee

3 bedrooms·2 baths
Kissimmee • Florida
4.83(77 reviews)

$492.14 USD $459.05 USD total for 3 nights

Oct 13 – 16, 2026

Elegant Blue Moon House - TOP Stay 10 Minutes from Disney
Elegant Blue Moon House - TOP Stay 10 Minutes from Disney
Elegant Blue Moon House - TOP Stay 10 Minutes from Disney
Elegant Blue Moon House - TOP Stay 10 Minutes from Disney
Elegant Blue Moon House - TOP Stay 10 Minutes from Disney

Elegant Blue Moon House - TOP Stay 10 Minutes from Disney

5 bedrooms·5 baths
Kissimmee • Florida
4.73(85 reviews)
33 Disney Villa ★ GameRoom ★ Movie Theater ★ Pool
Private Heated Pool and Jacuzzi
Avengers Game Room with Xbox and Nintendo Switch Stations. Pool Table, Video Arcade Game, Twin Bunk Bed.
Club House Waterpark Slide
Bedroom #7. Mickey Room. 2 Full Beds. Smart TV.

33 Disney Villa ★ GameRoom ★ Movie Theater ★ Pool

9 bedrooms·5 baths
Kissimmee • Florida
4.92(39 reviews)

$1,688.68 USD total for 3 nights

Oct 13 – 16, 2026

Amazing Condo Getaway
Amazing Condo Getaway
Amazing Condo Getaway
Amazing Condo Getaway
Amazing Condo Getaway

Amazing Condo Getaway

2 bedrooms·2 baths
Kissimmee • Florida

$628.46 USD total for 3 nights

Jan 29 – Feb 1, 2027

Modern Condo Near Disney
Modern Condo Near Disney
Modern Condo Near Disney
Modern Condo Near Disney
Modern Condo Near Disney

Modern Condo Near Disney

2 bedrooms·2 baths
Kissimmee • Florida

$530.26 USD total for 3 nights

Oct 21 – 24, 2026

Magical Condo Getaway - Relaxing View 5 ★ Stay
Magical Condo Getaway - Relaxing View 5 ★ Stay
Magical Condo Getaway - Relaxing View 5 ★ Stay
Magical Condo Getaway - Relaxing View 5 ★ Stay
Magical Condo Getaway - Relaxing View 5 ★ Stay

Magical Condo Getaway - Relaxing View 5 ★ Stay

2 bedrooms·2 baths
Kissimmee • Florida

$514.16 USD total for 3 nights

Oct 18 – 21, 2026

Beautiful 2BR Condo with Great Views on Resort
Beautiful 2BR Condo with Great Views on Resort
Beautiful 2BR Condo with Great Views on Resort
Beautiful 2BR Condo with Great Views on Resort
Beautiful 2BR Condo with Great Views on Resort

Beautiful 2BR Condo with Great Views on Resort

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

$5,975.00 USD total for 5 nights

Jan 11 – 16, 2027

Condo in the Heart of Orlando - 10 Min from Disney
Condo in the Heart of Orlando - 10 Min from Disney
Condo in the Heart of Orlando - 10 Min from Disney
Condo in the Heart of Orlando - 10 Min from Disney
Condo in the Heart of Orlando - 10 Min from Disney

Condo in the Heart of Orlando - 10 Min from Disney

2 bedrooms·2 baths
Kissimmee • Florida

$517.56 USD total for 3 nights

Oct 17 – 20, 2026