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

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

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

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

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

Rear view of villa showing deck area
Drone view showing lake proximity to villa
Drive will take 4 cars for parking
Aerial view of villa pool area
Aerial view of pool and furniture

Florida Delight @ Watersong Resort, Davenport, Fl

6 bedrooms·5 baths
Davenport • Florida
4.9(89 reviews)

$1,490.00 USD total for 5 nights

Oct 4 – 9, 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

Magical 11 Bedroom Harry Potter Mansion Sleeps 30
Sleeps Five in our Magical Harry Potter Room
Frozen ready themed two queen beds.
Updated New Furniture
Inviting outdoor oasis with sitting area for 30 guest.

Magical 11 Bedroom Harry Potter Mansion Sleeps 30

10 bedrooms·10 baths
Kissimmee • Florida
4.89(72 reviews)

$2,391.69 USD total for 3 nights

Oct 12 – 15, 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

Welcome to our Villa Front view from street.
Layout of the home.
Welcome to Disney Adventure Villa!!
Drone shot of community pool and water park.
Disney Adventure Villa

Disney Adventure Villa

6 bedrooms·4 baths
Four Corners • Florida
4.89(227 reviews)

$2,063.95 USD $1,894.27 USD total for 5 nights

Sep 29 – Oct 4, 2026

Beautiful, spacious, well maintained home in a gated community
Beautiful, spacious, well maintained home in a gated community
Custom built pool / spa / kiddie pool
Luscious greenery from the conservation preserve is the backdrop
Enjoy the spa

Our Blue Oasis

6 bedrooms·7 baths
Kissimmee • Florida
5(1 review)
$349 – $650/ night(excl. fees & taxes)
Pool with Heated Hot tub
Living area with Smart TV
Primary Bedroom
Kitchen with bar top seating area and eat in kitchen area
Second Primary Suite

Mickey's Hideaway Haven with Pool and Jacuzzi

4 bedrooms·3 baths
Kissimmee • Florida
4.6(52 reviews)

$836.20 USD total for 3 nights

Sep 29 – Oct 2, 2026

Lots of comfortable seating for everyone and 70 inch HDTV, Netflix & HD Cable
You'll spend hours out here! Luxurious rattan loungers & recliners to relax
Poolside patio area with 42 inch Smart TV
Kick back in the poolside living area with padded rattan seating and 42 inch tv
The bubbling jets of the hot tub will rejuvenate those aching legs!

Serendipity at Indian Creek

5 bedrooms·4 baths
Kissimmee • Florida
4.98(172 reviews)
$285 – $300/ night(excl. fees & taxes)
Resort Living |Cozy, Private Stay- Prime Location!
Resort Living |Cozy, Private Stay- Prime Location!
Resort Living |Cozy, Private Stay- Prime Location!
Resort Living |Cozy, Private Stay- Prime Location!
Resort Living |Cozy, Private Stay- Prime Location!

Resort Living |Cozy, Private Stay- Prime Location!

3 bedrooms·2 baths
Kissimmee • Florida
5(6 reviews)

$627.06 USD total for 3 nights

Sep 29 – Oct 2, 2026

Lilo & Stitch Hawaiian Retreat 🌺 w/ Pool & Resort
Lilo & Stitch Hawaiian Retreat 🌺 w/ Pool & Resort
Lilo & Stitch Hawaiian Retreat 🌺 w/ Pool & Resort
Lilo & Stitch Hawaiian Retreat 🌺 w/ Pool & Resort
Lilo & Stitch Hawaiian Retreat 🌺 w/ Pool & Resort

Lilo & Stitch Hawaiian Retreat 🌺 w/ Pool & Resort

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

$1,052.72 USD total for 3 nights

Jul 17 – 20, 2027

LUX Disney Villa - 6BR Pool Home
LUX Disney Villa - 6BR Pool Home
LUX Disney Villa - 6BR Pool Home
LUX Disney Villa - 6BR Pool Home
LUX Disney Villa - 6BR Pool Home

LUX Disney Villa - 6BR Pool Home

6 bedrooms·4 baths
Kissimmee • Florida
5(40 reviews)

$1,938.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Private cul-de-sac.
Sparkling modern kitchen
clubhouse and main community pool
Spacious open floorplan with plenty of dining space.
King bed, en suite bath, balcony, TV

Disney Villa • resort pools • Near Margaritaville

3 bedrooms·2 baths
Kissimmee • Florida
4.84(100 reviews)

$318.05 USD total for 3 nights

Oct 12 – 15, 2026