1C Magical Family Stay Near Disney 8mi/Pool/Resort
1C Magical Family Stay Near Disney 8mi/Pool/Resort
1C Magical Family Stay Near Disney 8mi/Pool/Resort
1C Magical Family Stay Near Disney 8mi/Pool/Resort
1C Magical Family Stay Near Disney 8mi/Pool/Resort

1C Magical Family Stay Near Disney 8mi/Pool/Resort

2 bedrooms·1 bath
Kissimmee • Florida
4.41(22 reviews)
$59 – $82/ night(excl. fees & taxes)
Bahama Bay Resort Condo - 10 Mi to Disney!
Bahama Bay Resort Condo - 10 Mi to Disney!
Bahama Bay Resort Condo - 10 Mi to Disney!
Bahama Bay Resort Condo - 10 Mi to Disney!
Bahama Bay Resort Condo - 10 Mi to Disney!

Bahama Bay Resort Condo - 10 Mi to Disney!

3 bedrooms·2 baths
Davenport • Florida

$1,018.86 USD total for 5 nights

Oct 20 – 25, 2026

Gorgeous 8BR/8Bath Windsor Island Dry Sauna
Gorgeous 8BR/8Bath Windsor Island Dry Sauna
Entry way
16 seater dining room table
Living Room w/ fireplace

Gorgeous 8BR/8Bath Windsor Island Dry Sauna

8 bedrooms·8 baths
Davenport • Florida
4.87(60 reviews)

$1,690.02 USD total for 3 nights

Oct 30 – Nov 2, 2026

Luxurious Pool Home with Private Pool-2061LC
Luxurious Pool Home with Private Pool-2061LC
Luxurious Pool Home with Private Pool-2061LC
Luxurious Pool Home with Private Pool-2061LC
Luxurious Pool Home with Private Pool-2061LC

Luxurious Pool Home with Private Pool-2061LC

8 bedrooms·6 baths
Four Corners • Florida

$1,489.50 USD total for 3 nights

Nov 4 – 7, 2026

Orlando Resort Home✦Sleeps 24
Orlando Resort Home✦Sleeps 24
Orlando Resort Home✦Sleeps 24
Orlando Resort Home✦Sleeps 24
Orlando Resort Home✦Sleeps 24

Orlando Resort Home✦Sleeps 24

9 bedrooms·6½ baths
Kissimmee • Florida
4.99(154 reviews)

$1,230.44 USD total for 3 nights

Nov 2 – 5, 2026

Ferienvilla mit Garten, Grill und Terrasse
Ferienvilla mit Garten, Grill und Terrasse
Living Room
Inside other
Ferienvilla mit Garten, Grill und Terrasse

Ferienvilla mit Garten, Grill und Terrasse

4 bedrooms·3 baths
Celebration • Florida
New Listing! Windsor Island-2166 8BR · Disney
New Listing! Windsor Island-2166 8BR · Disney
New Listing! Windsor Island-2166 8BR · Disney
New Listing! Windsor Island-2166 8BR · Disney
New Listing! Windsor Island-2166 8BR · Disney

New Listing! Windsor Island-2166 8BR · Disney

8 bedrooms·6 baths
Four Corners • Florida

$1,933.02 USD total for 3 nights

Oct 20 – 23, 2026

Our lanai at sunset
Fall asleep watching a quidditch match in this spectacular Harry Potter room with a king sized bed.
Our captivating Frozen bedroom has elegant theming that will delight young and old. Fall asleep to a ceiling fireworks display and experience the magic of the parks at home!
Your family will love the elegant theming of our vacation villa.
Keep the chef company with bar seating for four.

Magic Moments

9 bedrooms·6 baths
Celebration • Florida
4.93(68 reviews)

$1,280.85 USD total for 3 nights

Oct 20 – 23, 2026

Splish Splash at your own pool
Front of house
Open Entry area
Living room
Mickey Hideaway Villa

Mickey Hideaway Villa

6 bedrooms·4 baths
Kissimmee • Florida
5(71 reviews)

$1,923.16 USD total for 5 nights

Oct 24 – 29, 2026

Magical Mickey Villa LLC
Gorgeous Sunset
Beautiful overlook No rear neighbors
Relax and enjoy
Overlook

Magical Mickey Villa LLC

5 bedrooms·5 baths
Kissimmee • Florida
5(52 reviews)

$2,323.59 USD total for 5 nights

Nov 22 – 27, 2026

Free arcade!
Welcome Home!
Little Mermaid twins
Windsor Hills Resort
Mandalorian twins

Chillax Inn Archfeld

5 bedrooms·5 baths
Kissimmee • Florida

$965.78 USD $891.12 USD total for 3 nights

Oct 27 – 30, 2026

Aloha Club at Windsor Island
Mickey and Minnie relaxing after a day at the parks
Watch your favorite movies on the 85 inch 4k TV
Game room with ample seating for players and observers
Open view from lanai pool side.

Ohana Gathering House

7 bedrooms·5½ baths
Davenport • Florida
5(5 reviews)

$1,197.05 USD total for 3 nights

Nov 2 – 5, 2026

Beautiful Sunset Villa by Disney w/many amenities!
Private pool setting with fantastic sunset views!
Beautiful Sunset Villa by Disney w/many amenities!
Beautiful Sunset Villa by Disney w/many amenities!
Beautiful Sunset Villa by Disney w/many amenities!

Beautiful Sunset Villa by Disney w/many amenities!

5 bedrooms·5 baths
Four Corners • Florida
5(5 reviews)

$1,554.00 USD total for 5 nights

Oct 20 – 25, 2026

SL2321 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥SOLARA RESORT
SL2321 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥SOLARA RESORT
SL2321 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥SOLARA RESORT
SL2321 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥SOLARA RESORT
SL2321 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥SOLARA RESORT

SL2321 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥SOLARA RESORT

6 bedrooms·4½ baths
Kissimmee • Florida

$1,356.16 USD total for 4 nights

Oct 20 – 24, 2026

Vista Home near Disney - NEW heated hot tub - games room
Welcome to Vista
Pool view dining
Vista Home near Disney - NEW heated hot tub - games room
Vista Home near Disney - NEW heated hot tub - games room

Vista Home near Disney - NEW heated hot tub - games room

5 bedrooms·4 baths
Davenport • Florida

$835.09 USD total for 3 nights

Nov 30 – Dec 3, 2026

Sleeps 28 | Game & Themed Rooms | Heated Pool
Sleeps 28 | Game & Themed Rooms | Heated Pool
Sleeps 28 | Game & Themed Rooms | Heated Pool
Sleeps 28 | Game & Themed Rooms | Heated Pool
Sleeps 28 | Game & Themed Rooms | Heated Pool

Sleeps 28 | Game & Themed Rooms | Heated Pool

10 bedrooms·8 baths
Davenport • Florida

$1,345.00 USD total for 3 nights

Oct 25 – 28, 2026

Lilo's Paradise in Windsor Hills is the perfect vacation destination!
All of our guests have free access to the 5* amenities at Windsor Hills Resort in Kissimmee.
Jungle Cruise themed room has custom bunk beds, fun mural and reading "cave" under the bed.
The cozy living room is the perfect place to enjoy family time
Location! Location! Location! Lilo’s Paradise is just minutes from the Disney theme parks!

Lilo's Paradise in Windsor Hills Resort - Near Walt Disney World

5 bedrooms·5 baths
Kissimmee • Florida
4.89(35 reviews)

$1,117.98 USD total for 3 nights

Oct 21 – 24, 2026

Luxury 9BR Solara Pool Villa | Sleeps 20 | Disney
Solara Resort playground & sports courts — Sawyer Palm villa FL
Luxury 9BR Solara Pool Villa | Sleeps 20 | Disney
King bedroom with ensuite — Sawyer Palm 9BR villa, Solara Resort
Luxury 9BR Solara Pool Villa | Sleeps 20 | Disney

Luxury 9BR Solara Pool Villa | Sleeps 20 | Disney

9 bedrooms·6½ baths
Kissimmee • Florida
5(15 reviews)

$1,024.20 USD total for 3 nights

Oct 20 – 23, 2026

Communal Pool, Children's Play Area
Come Relax & Enjoy, Poolside
Good Eats, Kitchen
Come Entertain, Family & Dining
Good Eats, Kitchen

Upscale Kissimmee Retreat

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

$1,346.06 USD $1,208.23 USD total for 3 nights

Oct 20 – 23, 2026

Free arcade!
Avengers has two twin beds
Plenty of sun with west facing pool and south exposure
Windsor Island water slides
Night swimming!

Chillax Inn Summer

5 bedrooms·4 baths
Davenport • Florida

$890.89 USD total for 3 nights

Nov 17 – 20, 2026

Private back yard pool and Hot tub
Sunny Paradise Home: Heated Resort Pool\Arcade\Spa
Sunny Paradise Home: Heated Resort Pool\Arcade\Spa
Solara Resort Solstice Bar & Grill
Sunny Paradise Home: Heated Resort Pool\Arcade\Spa

Sunny Paradise Home: Heated Resort Pool\Arcade\Spa

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

$1,072.33 USD total for 3 nights

Oct 20 – 23, 2026

️ Swing into the SpiderVerse! Twin & queen bunkbeds split by a Brooklyn Bridge—one side upside down for a gravity-defying Spidey illusion. Sleep like a hero, dream like a legend. ️
Relax in style, this luxe living room blends comfort and elegance with seamless indoor-outdoor flow. Step through the glass doors to a sunlit patio perfect for morning coffee or evening wine. ☀️
Live your own Encanto adventure! This themed suite blends bold colors, playful decor, and cozy charm, ideal for kids, families, and anyone who believes in magic.
Level up your stay in our Mario Game Room! Bright, bold, and packed with arcade vibes, perfect for families, gamers, and nostalgia lovers. Jump into fun and power-up your vacation! ✨
7BR Disney Villa Escape Room+Pool+Cinema + Game Rm

7BR Disney Villa Escape Room+Pool+Cinema + Game Rm

7 bedrooms·6½ baths
Kissimmee • Florida

$1,470.00 USD total for 3 nights

Oct 20 – 23, 2026

Orlando Resort Home✦Sleeps 21
Orlando Resort Home✦Sleeps 21
Orlando Resort Home✦Sleeps 21
Orlando Resort Home✦Sleeps 21
Orlando Resort Home✦Sleeps 21

Orlando Resort Home✦Sleeps 21

7 bedrooms·6½ baths
Kissimmee • Florida
4.98(109 reviews)

$1,000.17 USD total for 3 nights

Oct 25 – 28, 2026

NEW LISTING-Disney Sunsets-Updated 6 Bedroom House
NEW LISTING-Disney Sunsets-Updated 6 Bedroom House
NEW LISTING-Disney Sunsets-Updated 6 Bedroom House
NEW LISTING-Disney Sunsets-Updated 6 Bedroom House
NEW LISTING-Disney Sunsets-Updated 6 Bedroom House

NEW LISTING-Disney Sunsets-Updated 6 Bedroom House

6 bedrooms·4 baths
Kissimmee • Florida

$1,105.00 USD total for 3 nights

Oct 20 – 23, 2026