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

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

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

Sep 29 – Oct 4, 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

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

Arcade games, pool table, Airhockey
Outdoor area
Comfortable Living area furniture
Your very own private movie theatre
Private villa in Storey Lake community close to major Disney attractions, shopping etc.

The Magical Mansion

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

$1,946.88 USD total for 4 nights

Oct 9 – 13, 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

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

2BR Star Island Orlando Getaway – Kissimmee Resort
2BR Star Island Orlando Getaway – Kissimmee Resort
2BR Star Island Orlando Getaway – Kissimmee Resort
2BR Star Island Orlando Getaway – Kissimmee Resort
2BR Star Island Orlando Getaway – Kissimmee Resort

2BR Star Island Orlando Getaway – Kissimmee Resort

2 bedrooms·2 baths
Kissimmee • Florida
5(1 review)
$155/ night(excl. fees & taxes)
9 Min to Disney Entrance-Tranquil 3BR Family House image 1
9 Min to Disney Entrance-Tranquil 3BR Family House image 2
9 Min to Disney Entrance-Tranquil 3BR Family House image 3
9 Min to Disney Entrance-Tranquil 3BR Family House image 4
9 Min to Disney Entrance-Tranquil 3BR Family House image 5

9 Min to Disney Entrance-Tranquil 3BR Family House

3 bedrooms·2 baths
Kissimmee • Florida

$532.56 USD total for 3 nights

Sep 29 – Oct 2, 2026

Bonnet Creek 2BD Deluxe
Unit may vary in layout, view, floor, and decor.
Unit may vary in layout, view, floor, and decor.
Unit may vary in layout, view, floor, and decor.
Unit may vary in layout, view, floor, and decor.

Bonnet Creek 2BD Deluxe

2 bedrooms·2 baths
Orlando • Florida

$886.50 USD total for 3 nights

Jan 1 – 4, 2027

Bonnet Creek 1BD Deluxe
Unit may vary in layout, view, floor, and decor.
Unit may vary in layout, view, floor, and decor.
Unit may vary in layout, view, floor, and decor.
Unit may vary in layout, view, floor, and decor.

Bonnet Creek 1BD Deluxe

1 bedroom·1 bath
Orlando • Florida

$690.50 USD total for 3 nights

Oct 4 – 7, 2026

The Villa
kitchen bar
Shaboo's Villa
Shaboo's Villa
kitchen

Shaboo's Villa

4 bedrooms·4 baths
Davenport • Florida
4.67(3 reviews)

$970.98 USD total for 4 nights

Sep 29 – Oct 3, 2026

Your VERY Private Pool - Maintained & heated to 89° just for you! Photo June2017
Relax in the Comfort of Your Professionally Decorated Vacation Retreat!
The secluded & private Breezy Oak Villa, surrounded by tropical Florida forest.
Your King MasterBedroom awaits. Linens are replaced annually to ensure quality.
Master ensuite with large shower and direct pool access - brand new June 2017!

Breezy Oak Villa

4 bedrooms·2 baths
Loughman • Florida
4.87(63 reviews)

$980.00 USD total for 5 nights

Oct 8 – 13, 2026

Aerial view of Sunset Palm Villa surrounded by conservation woodland and lake.
Extended pool and spa deck, south/south-west facing, with views onto conservation woodland and lake.
Large full-width lanai (patio) with ample seating for dining and relaxing, complete with outdoor corner shower for guests enjoying the pool and spa.
Family Lounge (Ground Floor) with warm decor
Marvel and DC Themed Games Room with 7.5ft Pool Table, Basketball Hoops, Dart Board and Corn Hole, for wholesome family fun.

Sunset Palm Villa at Watersong Resort near Disney

5 bedrooms·4½ baths
Davenport • Florida

$1,426.20 USD $1,367.40 USD total for 5 nights

Sep 29 – Oct 4, 2026

Vacation Rental Villa House of Orange at Watersong Resort
Master bedroom Vacation Rental Villa House of Orange at Watersong Resort
Front of Vacation Rental Villa House of Orange at Watersong Resort
Pool at night Vacation Rental Villa House of Orange at Watersong Resort
Entrance Vacation Rental Villa House of Orange at Watersong Resort

House of Orange at Watersong Resort, Davenport FL

4 bedrooms·3½ baths
Davenport • Florida
4.93(14 reviews)

$1,030.00 USD total for 5 nights

Sep 29 – Oct 4, 2026

Oasis Villa with Pool overlooking Pond
Oasis Villa with Pool overlooking Pond
Oasis Villa with Pool overlooking Pond
Oasis Villa with Pool overlooking Pond
Oasis Villa with Pool overlooking Pond

Oasis Villa with Pool overlooking Pond

5 bedrooms·4 baths
Davenport • Florida

$1,215.25 USD total for 5 nights

Sep 29 – Oct 4, 2026

Cosmos Villa
Cosmos Villa
Lanai with outdoor dining area, and south-facing pool deck
Lanai with outdoor dining area, and south-facing pool deck
Whirlpool spa.

Cosmos Villa

4 bedrooms·4 baths
Davenport • Florida
4.85(13 reviews)

$1,000.00 USD total for 4 nights

Oct 15 – 19, 2026

Swift BnB - Taylor themed rooms - Pool - sleeps 16
Swift BnB - Taylor themed rooms - Pool - sleeps 16
Swift BnB - Taylor themed rooms - Pool - sleeps 16
Swift BnB - Taylor themed rooms - Pool - sleeps 16
Swift BnB - Taylor themed rooms - Pool - sleeps 16

Swift BnB - Taylor themed rooms - Pool - sleeps 16

8 bedrooms·7 baths
Kissimmee • Florida
5(10 reviews)

$1,461.31 USD $1,303.50 USD total for 3 nights

Sep 29 – Oct 2, 2026

SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM
Beautiful south-facing pool with spa
Master Bedroom / 1 Ground Floor En-suite
Master En-Suite
Master Bedroom 1

SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM

5 bedrooms·5 baths
Davenport • Florida
5(6 reviews)

$1,772.32 USD $1,663.66 USD total for 7 nights

Sep 29 – Oct 6, 2026

Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals

Disney Dreams Vacation Rentals

3 bedrooms·3 baths
Kissimmee • Florida
4.93(113 reviews)

$1,119.11 USD total for 5 nights

Oct 4 – 9, 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 for 4 nights

Sep 29 – Oct 3, 2026

The Encore Serenity Villa
The Encore Serenity Villa
The Encore Serenity Villa
The Encore Serenity Villa
The Encore Serenity Villa

The Encore Serenity Villa

8 bedrooms·8 baths
Kissimmee • Florida

$3,027.08 USD total for 5 nights

Oct 6 – 11, 2026