Wonder World Bowling Villa, 14 bedrooms/14.5 baths
Wonder World Bowling Villa, 14 bedrooms/14.5 baths
Wonder World Bowling Villa, 14 bedrooms/14.5 baths
wall-to-wall TV in living room
Wonder World Bowling Villa, 14 bedrooms/14.5 baths

Wonder World Bowling Villa, 14 bedrooms/14.5 baths

10 bedrooms·10 baths
Kissimmee • Florida
4.86(7 reviews)

$6,110.84 USD total for 3 nights

Oct 4 – 7, 2026

Sports Bowling Villa, 14 bedrooms/14.5 baths
Sports Bowling Villa, 14 bedrooms/14.5 baths
Sports Bowling Villa, 14 bedrooms/14.5 baths
Sports Bowling Villa, 14 bedrooms/14.5 baths
Sports Bowling Villa, 14 bedrooms/14.5 baths

Sports Bowling Villa, 14 bedrooms/14.5 baths

10 bedrooms·10 baths
Kissimmee • Florida
5(16 reviews)

$6,110.84 USD total for 3 nights

Oct 5 – 8, 2026

MB4808 - ♥Charming♥ Cozy♥ ⭐⭐⭐⭐⭐House°o° Disney Area
MB4808 - ♥Charming♥ Cozy♥ ⭐⭐⭐⭐⭐House°o° Disney Area
MB4808 - ♥Charming♥ Cozy♥ ⭐⭐⭐⭐⭐House°o° Disney Area
MB4808 - ♥Charming♥ Cozy♥ ⭐⭐⭐⭐⭐House°o° Disney Area
MB4808 - ♥Charming♥ Cozy♥ ⭐⭐⭐⭐⭐House°o° Disney Area

MB4808 - ♥Charming♥ Cozy♥ ⭐⭐⭐⭐⭐House°o° Disney Area

4 bedrooms·2½ baths
Kissimmee • Florida

$874.33 USD total for 4 nights

Sep 29 – Oct 3, 2026

Stunning Delux Villa 4 Bedroom - Hot Tub
Stunning Delux Villa 4 Bedroom - Hot Tub
Stunning Delux Villa 4 Bedroom - Hot Tub
Stunning Delux Villa 4 Bedroom - Hot Tub
Stunning Delux Villa 4 Bedroom - Hot Tub

Stunning Delux Villa 4 Bedroom - Hot Tub

4 bedrooms·4 baths
Kissimmee • Florida

$794.50 USD total for 3 nights

Sep 29 – Oct 2, 2026

Disney 2BR Suite | Free Shuttle, Pool & Breakfast image 1
Disney 2BR Suite | Free Shuttle, Pool & Breakfast image 2
Disney 2BR Suite | Free Shuttle, Pool & Breakfast image 3
Disney 2BR Suite | Free Shuttle, Pool & Breakfast image 4
Disney 2BR Suite | Free Shuttle, Pool & Breakfast image 5

Disney 2BR Suite | Free Shuttle, Pool & Breakfast

2 bedrooms·1 bath
Kissimmee • Florida

$595.88 USD total for 3 nights

Sep 29 – Oct 2, 2026

Disney 1BR Suite | Free Shuttle, Pool & Breakfast image 1
Disney 1BR Suite | Free Shuttle, Pool & Breakfast image 2
Disney 1BR Suite | Free Shuttle, Pool & Breakfast image 3
Disney 1BR Suite | Free Shuttle, Pool & Breakfast image 4
Disney 1BR Suite | Free Shuttle, Pool & Breakfast image 5

Disney 1BR Suite | Free Shuttle, Pool & Breakfast

1 bedroom·1 bath
Kissimmee • Florida

$384.77 USD total for 3 nights

Sep 29 – Oct 2, 2026

Lovely 3 Bedroom Townhouse Perfect Location
Lovely 3 Bedroom Townhouse Perfect Location
Lovely 3 Bedroom Townhouse Perfect Location
Lovely 3 Bedroom Townhouse Perfect Location
Lovely 3 Bedroom Townhouse Perfect Location

Lovely 3 Bedroom Townhouse Perfect Location

3 bedrooms·2 baths
Kissimmee • Florida

$523.24 USD total for 3 nights

Oct 4 – 7, 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

Sep 29 – Oct 2, 2026

Awesome Villa w/ great amenities image 1
Awesome Villa w/ great amenities image 2
Awesome Villa w/ great amenities image 3
Awesome Villa w/ great amenities image 4
Awesome Villa w/ great amenities image 5

Awesome Villa w/ great amenities

5 bedrooms·4 baths
Kissimmee • Florida

$1,565.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

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

Sep 29 – Oct 2, 2026

Kissimmee,FL: Vacation Rental-1 Bedroom Villa
Kissimmee,FL: Vacation Rental-1 Bedroom Villa
Kissimmee,FL: Vacation Rental-1 Bedroom Villa
Kissimmee,FL: Vacation Rental-1 Bedroom Villa
Kissimmee,FL: Vacation Rental-1 Bedroom Villa

Kissimmee,FL: Vacation Rental-1 Bedroom Villa

1 bedroom·1 bath
Kissimmee • Florida

$525.00 USD total for 3 nights

Sep 29 – Oct 2, 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
Relax and have fun in our bright living space featuring a private arcade, comfortable seating, and a large TV perfect for movie nights. Enjoy natural light through large windows while creating unforgettable memories after a day of Disney adventures.
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!
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)

$457.65 USD $443.18 USD total for 3 nights

Oct 5 – 8, 2026

RO2631 - Regal Oaks⭐⭐⭐⭐⭐ w/Jacuzzi DISNEY FIBER INTERNET
RO2631 - Regal Oaks⭐⭐⭐⭐⭐ w/Jacuzzi DISNEY FIBER INTERNET
RO2631 - Regal Oaks⭐⭐⭐⭐⭐ w/Jacuzzi DISNEY FIBER INTERNET
RO2631 - Regal Oaks⭐⭐⭐⭐⭐ w/Jacuzzi DISNEY FIBER INTERNET
RO2631 - Regal Oaks⭐⭐⭐⭐⭐ w/Jacuzzi DISNEY FIBER INTERNET

RO2631 - Regal Oaks⭐⭐⭐⭐⭐ w/Jacuzzi DISNEY FIBER INTERNET

2 bedrooms·3 baths
Kissimmee • Florida

$883.11 USD total for 4 nights

Sep 29 – Oct 3, 2026

BV4504 - Cozy Townhouse near to Disney - Pvt Pool - Bella Vida
BV4504 - Cozy Townhouse near to Disney - Pvt Pool - Bella Vida
BV4504 - Cozy Townhouse near to Disney - Pvt Pool - Bella Vida
BV4504 - Cozy Townhouse near to Disney - Pvt Pool - Bella Vida
BV4504 - Cozy Townhouse near to Disney - Pvt Pool - Bella Vida

BV4504 - Cozy Townhouse near to Disney - Pvt Pool - Bella Vida

3 bedrooms·2½ baths
Kissimmee • Florida

$657.80 USD total for 3 nights

Sep 18 – 21, 2027

BV1031- Private Pool Townhouse near to Disney - Bella Vida
BV1031- Private Pool Townhouse near to Disney - Bella Vida
BV1031- Private Pool Townhouse near to Disney - Bella Vida
BV1031- Private Pool Townhouse near to Disney - Bella Vida
BV1031- Private Pool Townhouse near to Disney - Bella Vida

BV1031- Private Pool Townhouse near to Disney - Bella Vida

3 bedrooms·2½ baths
Kissimmee • Florida

$785.71 USD total for 4 nights

Sep 29 – Oct 3, 2026

Pool
Dining Room
Kitchen
Bedroom 1
Bedroom 2

Pet friendly Orlando area near ESPN Center

2 bedrooms·2 baths
Kissimmee • Florida
4.87(31 reviews)

$630.90 USD total for 3 nights

Oct 18 – 21, 2026

Pool
Living Room
Kitchen
Bedroom
Bathroom

Pet Friendly Large 1 Bed 1 Bath at the Melia Hotel

1 bedroom·1 bath
Kissimmee • Florida

$544.80 USD total for 3 nights

Oct 16 – 19, 2026

Pool
Main Entrance
Dog Bed
Living Room
Bedroom 1

Pet Friendly in Orlando Area near Disney.

2 bedrooms·2 baths
Celebration • Florida
5(67 reviews)

$630.90 USD total for 3 nights

Oct 31 – Nov 3, 2026

BV750 - Charming w/Pvt Pool Home Disney
BV750 - Charming w/Pvt Pool Home Disney
BV750 - Charming w/Pvt Pool Home Disney
BV750 - Charming w/Pvt Pool Home Disney
BV750 - Charming w/Pvt Pool Home Disney

BV750 - Charming w/Pvt Pool Home Disney

4 bedrooms·3 baths
Kissimmee • Florida

$1,125.28 USD total for 4 nights

Sep 29 – Oct 3, 2026

Private Pool Area
4BR 2.5BA Pool Home
open Living Area
Living Area
open, equipped Kitchen

BASS LAKE - Spacious 4BR 2.5BA Pool Home

4 bedrooms·2½ baths
Kissimmee • Florida

$709.21 USD $689.70 USD total for 3 nights

Sep 29 – Oct 2, 2026

A Magical Villa Getaway-20 Min from Disney World!
A Magical Villa Getaway-20 Min from Disney World!
A Magical Villa Getaway-20 Min from Disney World!
A Magical Villa Getaway-20 Min from Disney World!
A Magical Villa Getaway-20 Min from Disney World!

A Magical Villa Getaway-20 Min from Disney World!

5 bedrooms·1 bath
Kissimmee • Florida
4.83(6 reviews)
$185/ night(excl. fees & taxes)
LB977 - ♥Charming♥ Cozy♥ ⭐⭐⭐⭐⭐ Townhouse °o° Disney Area
LB977 - ♥Charming♥ Cozy♥ ⭐⭐⭐⭐⭐ Townhouse °o° Disney Area
LB977 - ♥Charming♥ Cozy♥ ⭐⭐⭐⭐⭐ Townhouse °o° Disney Area
LB977 - ♥Charming♥ Cozy♥ ⭐⭐⭐⭐⭐ Townhouse °o° Disney Area
LB977 - ♥Charming♥ Cozy♥ ⭐⭐⭐⭐⭐ Townhouse °o° Disney Area

LB977 - ♥Charming♥ Cozy♥ ⭐⭐⭐⭐⭐ Townhouse °o° Disney Area

3 bedrooms·2½ baths
Kissimmee • Florida

$754.50 USD total for 4 nights

Sep 29 – Oct 3, 2026

LAKE BERKLEY (975PT) - 4BR 3.5BA Townhome
Resort Pool
Resort Kids Splash Pool Area
4BR 3BA End unit, 2 Master Suites, assigned Parking
bright, open Living Area, high ceilings

LAKE BERKLEY (975PT) - 4BR 3.5BA Townhome

4 bedrooms·3½ baths
Kissimmee • Florida
5(3 reviews)

$578.27 USD $571.14 USD total for 3 nights

Oct 5 – 8, 2026

CRYSTAL COVE (4725BD) - 5BR 3.5BA Pool home with Lake View
CRYSTAL COVE (4725BD) - 5BR 3.5BA Pool home with Lake View
CRYSTAL COVE (4725BD) - 5BR 3.5BA Pool home with Lake View
Large Living Area
Large open Kitchen

CRYSTAL COVE (4725BD) - 5BR 3.5BA Pool home with Lake View

5 bedrooms·3½ baths
Kissimmee • Florida

$814.42 USD $792.11 USD total for 3 nights

Sep 29 – Oct 2, 2026