Brand New Large Pool on Lake Front View
Large Disney Theme Twin Bedroom
Rack them up with the Pool Table
Cottage Style 4 bed/3 bath with South Facing Pool / Hot Tub / BBQ - Large House on 2/3's Arce
Master Bedroom in the Turret

Mickeys Homestead Lakefront Cottage Style South Facing Pool BBQ

4 bedrooms·3 baths
Kissimmee • Florida
5(107 reviews)

$1,931.30 USD total for 5 nights

Jan 2 – 7, 2027

Andy's Hideaway
Woody theme on the bottom bunk and Buzz Lightyear theme on the top. The bunk bed also has a pullout trundle for extra sleeping and a bean bag for watching TV!
Master bedroom has a king sized bed
There is a pool and hot tub right behind the condo!
Kids will love the splash pad and pools!

Andy's Hideaway

3 bedrooms·2 baths
Davenport • Florida

$460.27 USD total for 3 nights

Nov 10 – 13, 2026

Extended lanai with heated pool, spa, and waterfall overlook conservation area
Welcome to our luxurious Windsor Palms Villa
75" Smart TV!! Proper slate pool table, convertible ping pong/air hockey table
Fully converted, air conditioned Harry Potter themed game room!
Recently renovated with beautifully updated paint and decor throughout

Windsor Disney Castle

6 bedrooms·3½ baths
Kissimmee • Florida
4.75(8 reviews)

$2,859.47 USD total for 7 nights

Nov 29 – Dec 6, 2026

Margaritaville Cottage "Seas Life" 4 bedroom, 4.5 bathroom with hot tub
Seas Life Cottage is at Margaritaville Resort Orlando
Living room: Sectional couch with queen-size sleeper sofa
Bedroom #1: Main bedroom with king-size bed, balcony and ensuite bathroom with dual vanity
Private Margaritaville hot tub on backyard patio. Outdoor dining table and chairs with loungers.

Seas Life Cottage Margaritaville +HotTub by Disney

4 bedrooms·4½ baths
Kissimmee • Florida
4.85(40 reviews)

$1,205.62 USD total for 3 nights

Oct 20 – 23, 2026

Large Stunning Pool with a real Hut Tub overlooking the lake
Amazing Disney Move Room
Disney Mickey Mouse Themed Bedroom
Luxury Large King Master Suites
Luxury King Master Suite

Mickeys Waterside SouthE Pool Hot Tub Cinema Outdoor Kitchen BBQ

9 bedrooms·8 baths
Kissimmee • Florida
5(20 reviews)

$4,488.47 USD total for 5 nights

Oct 31 – Nov 5, 2026

Stunning Cinema Movie Theater
Disney Theme Rooms
California King Master Suites
Large Kitchen and Dining Room Options
Stainless Steel Appliances

Mickeys Circle Gorgeous South Facing Pool Hot Tub Cinema BBQ

6 bedrooms·4 baths
Kissimmee • Florida
4.99(104 reviews)

$2,282.06 USD total for 5 nights

Oct 20 – 25, 2026

Luxury Mickey and Disney Themed Villa, with Frozen, Star Wars, Mickey rooms and private pool, watch the sunset with the kids after a long day at theme parks!
Sit pool side with tiki bar and amenities galore!
Bonus room includes full sized pool table, air hockey, foosball, and arcades!
Magic is calling!
Rest and relax in your private pool after those long days at the park.

Windsor Palms Mickey's Ohana Villa, 3mi to Disney!

4 bedrooms·2 baths
Kissimmee • Florida
4.78(190 reviews)

$592.75 USD total for 3 nights

Oct 20 – 23, 2026

Luxury Lounge with Multiple Sofas
Disney Mickey Mouse Themed Bedroom Rooms
Large Luxury Master Suites with California King Beds and Quality Hotel Linen
Swimming pool, Deck and Lanai (Optional Pool Heating)
Newly Remodeled and Rebuilt

Mickeys Landing 2 Master Suite Private Pool Hot Tub Game RM BBQ

4 bedrooms·3 baths
Kissimmee • Florida
4.98(309 reviews)

$1,514.18 USD total for 5 nights

Dec 6 – 11, 2026

Surprise your family with a trip to Disney and world class theme parks! ...while enjoying all the enormous amount of amenities that this resort offers!
Watch the sunset under the all-inclusive amenities to you!
This is a bird's eye view of the main clubhouse. It is walking distance from your resort stay. This includes water park, tennis courts, lounge areas, arcade area and so much more!
Magic is calling!
The south facing pool gives you an extended abundance of sunlight to enjoy and relax poolside.

Windsor's Avengers Villa, SF Pool, 6mi to Disney!

5 bedrooms·5 baths
Kissimmee • Florida
4.7(166 reviews)

$594.06 USD total for 3 nights

Oct 20 – 23, 2026

Even tooth-brushing is an adventure in this custom Minion bathroom! A hit with the little ones, it features a tub / shower combo—perfect for easy bath times after a long day at Disney.
Welcome to Magical Magnolia Manor! Our modern, bright home features a keyless entry for a seamless 'self-check-in' experience after your flight or drive and easy parking right outside your door.
The adventure starts here! This custom movie-scene niche sits right between the kitchen and living room, serving as your family's gateway to our immersive themed bedrooms and the playful Minion bathroom.
Climb into Rafiki's Treehouse (twin-over-double bunk) under a glowing sunset mural with Simba and friends.
Ultimate pool privacy! Tall hedges and a protected nature reserve ensure a peaceful stay with no rear neighbors. Relax in your private sanctuary and enjoy the Florida sun in total seclusion. A magical escape for every guest!

Disney, Toy Story, Minions, Pool+Gameroom and more

4 bedrooms·3 baths
Kissimmee • Florida
5(109 reviews)

$1,846.64 USD total for 6 nights

Jan 6 – 12, 2027

Pool Outdoor
Pool Outdoor
Pool Outdoor
Familien-Pool-Rückzug nur 2,5 Meilen von Disney entfernt
Familien-Pool-Rückzug nur 2,5 Meilen von Disney entfernt

Familien-Pool-Rückzug nur 2,5 Meilen von Disney entfernt

4 bedrooms·2 baths
Celebration • Florida
Holiday Inn Club Orange Lake
Holiday Inn Club Orange Lake
Holiday Inn Club Orange Lake
Holiday Inn Club Orange Lake
Holiday Inn Club Orange Lake

Holiday Inn Club Orange Lake

2 bedrooms·1 bath
Kissimmee • Florida

$747.00 USD total for 3 nights

Oct 20 – 23, 2026

Private Pool and Hot Tub / Spa backing on to Gardens
Home Theater - Cinema Room
Mickey Themed Bedroom
Star Wars Themed Kids Room
Master Suite with King Bed

Mickeys Palm Private Garden Views Huge Pool Hot Tub Cinema BBQ

6 bedrooms·4 baths
Kissimmee • Florida
5(36 reviews)

$2,292.72 USD total for 5 nights

Oct 29 – Nov 3, 2026

Beautiful South Facing Pool
Themed Game Room with Pool Table and Air Hockey
Mickey Mouse Theme Room
Beautiful South Facing Pool with Privacy
Super Sized Master Suites

Mickeys Floridian South Facing Pool Hot Tub Game RM GYM BBQ

5 bedrooms·4 baths
Kissimmee • Florida
4.98(128 reviews)

$1,965.66 USD total for 5 nights

Nov 3 – 8, 2026

Bahama Bay Resort - Privacy - No rear neighbor
Bahama Bay Resort - Privacy - No rear neighbor
Bahama Bay Resort - Privacy - No rear neighbor
Bahama Bay Resort - Privacy - No rear neighbor
Bahama Bay Resort - Privacy - No rear neighbor

Bahama Bay Resort - Privacy - No rear neighbor

3 bedrooms·2 baths
Davenport • Florida

$789.46 USD total for 4 nights

Oct 20 – 24, 2026

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

Oct 22 – 25, 2026

The Enchanted Retreat
Pool
Theater Room
Minions Room
Seven Dwarfs Room

The Enchanted Retreat

7 bedrooms·6 baths
Kissimmee • Florida
4.98(43 reviews)

$2,349.45 USD total for 4 nights

Oct 24 – 28, 2026

1D Disney Fun Steps Away – Pool & Kids’ Activities
1D Disney Fun Steps Away – Pool & Kids’ Activities
1D Disney Fun Steps Away – Pool & Kids’ Activities
1D Disney Fun Steps Away – Pool & Kids’ Activities
1D Disney Fun Steps Away – Pool & Kids’ Activities

1D Disney Fun Steps Away – Pool & Kids’ Activities

2 bedrooms·1 bath
Kissimmee • Florida
4.65(79 reviews)

$239.58 USD total for 3 nights

Oct 25 – 28, 2026

Sunset views nightly
Eat as the sunsets over the lake
Anyone for some night swimming?
Now this feels like vacation!
Outdoor Dining for 8

Sunset Magic Villa

8 bedrooms·6 baths
Four Corners • Florida
5(15 reviews)

$1,540.48 USD total for 3 nights

Oct 28 – 31, 2026

1b Disney Adventures Start at This Cozy Suite
1b Disney Adventures Start at This Cozy Suite
1b Disney Adventures Start at This Cozy Suite
1b Disney Adventures Start at This Cozy Suite
1b Disney Adventures Start at This Cozy Suite

1b Disney Adventures Start at This Cozy Suite

2 bedrooms·1 bath
Kissimmee • Florida
4.67(69 reviews)

$300.79 USD total for 3 nights

Oct 26 – 29, 2026

Pool and Hot Tub
Cinema Movie Theater
Kids Theme Bedroom
Splash Pad
Under the Sea room - 2 x Pirate Beds

Mickeys Sunrise South Facing Pool Hot Tub Splashpad Theater BBQ

7 bedrooms·6 baths
Kissimmee • Florida
5(8 reviews)

$2,597.27 USD total for 5 nights

Nov 3 – 8, 2026

1A Magical Disney Getaway in Gated Community 8mi
1A Magical Disney Getaway in Gated Community 8mi
1A Magical Disney Getaway in Gated Community 8mi
1A Magical Disney Getaway in Gated Community 8mi
1A Magical Disney Getaway in Gated Community 8mi

1A Magical Disney Getaway in Gated Community 8mi

1 bedroom·1 bath
Kissimmee • Florida
4.9(29 reviews)

$212.04 USD total for 3 nights

Oct 20 – 23, 2026

Cinema Movie Theater
Kids Theme Bedroom
Lakeview Pool and Hot Tub
Master Bedroom Suites
Kids Theme Bedroom

Mickeys Escape Lakeview (4 Masters) Pool Hot Tub Cinema BBQ

7 bedrooms·6 baths
Kissimmee • Florida
4.99(101 reviews)

$2,471.66 USD total for 5 nights

Oct 30 – Nov 4, 2026

Enjoy a beautiful sunset from your private pool with no rear neighbors and a view of the nightly fireworks from Disney. Bistro lights, palm trees, outdoor games, outdoor seating, sofa, TV and mini fridge complete this outdoor oasis!
SEEN ON TV | Themed Rooms | Arcade, Pool & Resort
professionally designed open concept living and dining room with spacious kitchen, 75" Smart TV, Nintendo switch, karaoke, and ample comfortable seating for a comfortable and fun experience.
Game room with 9 Arcade Games, a pool table, TV, full size Darth Vader and glow in the dark Custom Murals.
Windsor Island Resort & Aloha Clubhouse amenities included with your stay!

SEEN ON TV | Themed Rooms | Arcade, Pool & Resort

9 bedrooms·8 baths
Davenport • Florida

$1,431.00 USD total for 3 nights

Nov 15 – 18, 2026