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

LB1017-Fresh Private Pool House No Carpet-Disney Area
LB1017-Fresh Private Pool House No Carpet-Disney Area
LB1017-Fresh Private Pool House No Carpet-Disney Area
LB1017-Fresh Private Pool House No Carpet-Disney Area
LB1017-Fresh Private Pool House No Carpet-Disney Area

LB1017-Fresh Private Pool House No Carpet-Disney Area

4 bedrooms·3 baths
Kissimmee • Florida

$1,031.64 USD total for 4 nights

Sep 29 – Oct 3, 2026

LB1043-Fresh Private Pool House No Carpet-Disney Area
LB1043-Fresh Private Pool House No Carpet-Disney Area
LB1043-Fresh Private Pool House No Carpet-Disney Area
LB1043-Fresh Private Pool House No Carpet-Disney Area
LB1043-Fresh Private Pool House No Carpet-Disney Area

LB1043-Fresh Private Pool House No Carpet-Disney Area

4 bedrooms·3 baths
Kissimmee • Florida

$1,089.08 USD total for 4 nights

Sep 29 – Oct 3, 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

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
$213/ night(excl. fees & taxes)
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

Enjoy the imported Italian loungers on our expanded pool deck and catch the sun!
Relax in the Comfort of Your Professionally Decorated Vacation Retreat!
The fully-equipped Kitchen with seating for eight overlooks the pool & lanai.
Quality furnishings, comfort and luxury await you in the master suite!
The MasterBath with its own access to the pool area, kept meticulously clean!

Pleasant Oak Villa

4 bedrooms·2 baths
Loughman • Florida
4.82(44 reviews)

$952.00 USD total for 5 nights

Sep 29 – Oct 4, 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

Your wonderful pool & hot tub. Catch some Florida sun in comfortable loungers!
There's plenty of room for the entire family to relax! Photo January 2023
The master bedroom features a Queen sleigh bed that will carry you off to sleep.
The peaceful and relaxing Happy Oak Villa. Where you want to be in Florida!
Meal prep is easy in our well stocked kitchen! Photo January 2023.

Happy Oak Villa

4 bedrooms·2 baths
Loughman • Florida
5(3 reviews)

$985.60 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

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

Feel like royalty in the Comfortable King Bed in the Primary Suite.
The open eat in kitchen is a perfect gathering place for the family.
Resort style pool. Plenty of lounger chairs for your leisure.
The only bedroom on the first floor features a Queen size bed. Perfect for the older folks who don’t want to climb the stairs.
Casa Piña Colada

Casa Piña Colada

3 bedrooms·3 baths
Kissimmee • Florida

$532.00 USD total for 3 nights

Apr 22 – 25, 2027

Family vacation home just minutes from Walt Disney World Resort with private pool, themed rooms, and space for everyone.
Welcome to Disney Dreams Vacation Rentals
All NEW/ Just Renovated May 2022
Take a break from the parks and enjoy premium resort amenities
Large Dining Room Table (seats 6-8)

Disney Dreams Vacation Home

3 bedrooms·3 baths
Kissimmee • Florida

$1,041.61 USD total for 4 nights

Oct 4 – 8, 2026

Just Right Disney
Just Right Disney
Just Right Disney
Just Right Disney
Just Right Disney

Just Right Disney

3 bedrooms·3 baths
Celebration • Florida
5(58 reviews)

$859.01 USD total for 4 nights

Nov 16 – 20, 2026

Crush's favorite way to sleep.
relaxation after walking all day!
Crush Crash Pad WDW Vacation Villa
Crush Crash Pad WDW Vacation Villa
Relaxing Lakeview pool with hand- rails

Crush Crash Pad WDW Vacation Villa

6 bedrooms·4 baths
Kissimmee • Florida
5(1 review)

$1,660.23 USD total for 3 nights

Sep 29 – Oct 2, 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)

$2,298.38 USD total for 3 nights

Oct 3 – 6, 2026

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)

$1,852.84 USD total for 5 nights

Sep 29 – Oct 4, 2026

Disney Playhouse, everything you need
Disney Playhouse, everything you need
Disney Playhouse, everything you need
Disney Playhouse, everything you need
Disney Playhouse, everything you need

Disney Playhouse, everything you need

3 bedrooms·2 baths
Kissimmee • Florida
4.92(133 reviews)

$867.14 USD total for 3 nights

Oct 3 – 6, 2026

Cinderella's Castle 4/2 4m to Disney!
Cinderella's Castle 4/2 4m to Disney!
Cinderella's Castle 4/2 4m to Disney!
Cinderella's Castle 4/2 4m to Disney!
Cinderella's Castle 4/2 4m to Disney!

Cinderella's Castle 4/2 4m to Disney!

4 bedrooms·2 baths
Celebration • Florida
4.95(64 reviews)

$883.95 USD total for 3 nights

Oct 4 – 7, 2026

Living room with new ceiling fan and view of saltwater pool.
Custom pool featuring Cinderella's Castle and fireworks display.
South facing saltwater pool with sun loungers.
Princesses Assemble
Princesses Assemble

Princesses Assemble

5 bedrooms·5 baths
Kissimmee • Florida
4.96(53 reviews)

$1,812.15 USD $1,434.19 USD total for 5 nights

Oct 17 – 22, 2026

The living room has direct access to the pool.
Come swim in the coolest pool in the galaxy!
A Villa Far, Far Away
The Jedi Master bedroom with custom made accent wall and king size bed.
The bed in the Sith bedroom also lights up!

A Villa Far, Far Away

5 bedrooms·5 baths
Kissimmee • Florida
4.92(26 reviews)

$1,447.81 USD $1,160.95 USD total for 5 nights

Sep 30 – Oct 5, 2026