Themed (Star Wars & Frozen) family-friendly villa with both a private and a community pool with a gorgeous view!
1 outdoor table, lounge chairs, and an outdoor shower in the pool area. The pool area has colored LED lights for night-time use.
The formal dining room has seating for 8 (there is another informal dining room)
Master bedroom with a king-size bed and a 50-inch Roku Smart TV.
Sit back and relax in the new massage chair after a long but rewarding day at the theme park!

Disney 5 mile Private Pool, Massage Chair, Tennis!

6 bedrooms·3 baths
Kissimmee • Florida
5(36 reviews)

1061,23 $ USD total por 3 noches

27–30 oct 2026

Disney Area- Resort Hot Tub & Pools + Free Parking image 1
Disney Area- Resort Hot Tub & Pools + Free Parking image 2
Disney Area- Resort Hot Tub & Pools + Free Parking image 3
Disney Area- Resort Hot Tub & Pools + Free Parking image 4
Disney Area- Resort Hot Tub & Pools + Free Parking image 5

Disney Area- Resort Hot Tub & Pools + Free Parking

3 bedrooms·2 baths
Kissimmee • Florida

550,00 $ USD total por 3 noches

27–30 oct 2026

Lovely New Pool Home at Windsor at Westside-2167TC
Lovely New Pool Home at Windsor at Westside-2167TC
Lovely New Pool Home at Windsor at Westside-2167TC
Lovely New Pool Home at Windsor at Westside-2167TC
Lovely New Pool Home at Windsor at Westside-2167TC

Lovely New Pool Home at Windsor at Westside-2167TC

8 bedrooms·6 baths
Four Corners • Florida

1284,71 $ USD total por 3 noches

4–7 nov 2026

Windsor at Westside 7Bd Hm Pool-2112MW
Windsor at Westside 7Bd Hm Pool-2112MW
Windsor at Westside 7Bd Hm Pool-2112MW
Windsor at Westside 7Bd Hm Pool-2112MW
Windsor at Westside 7Bd Hm Pool-2112MW

Windsor at Westside 7Bd Hm Pool-2112MW

7 bedrooms·5 baths
Four Corners • Florida

1322,17 $ USD total por 3 noches

6–9 nov 2026

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 por 6 noches

27 oct – 2 nov 2026

2312045
2312045
2312045
2312045
2312045

2312045

6 bedrooms·4 baths
Orlando • 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

1933,02 $ USD total por 3 noches

27–30 oct 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

1420,00 $ USD total por 3 noches

15–18 nov 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)

1693,48 $ USD total por 3 noches

30 oct – 2 nov 2026

Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill
Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill
Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill
Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill
Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill

Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill

5 bedrooms·3 baths
Davenport • Florida

780,99 $ USD total por 3 noches

29 nov – 2 dic 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

1345,00 $ USD total por 3 noches

27–30 oct 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

1489,50 $ USD total por 3 noches

4–7 nov 2026

Pool Outdoor
in Davenport mit großem Pool
Living Room
in Davenport mit großem Pool
in Davenport mit großem Pool

in Davenport mit großem Pool

4 bedrooms·3 baths
Orlando • Florida
$220/ noche(sin comisiones ni impuestos)
Free arcade in the garage
Mickey and friends queen ensuite
Evening swim
Windsor Island slides
Toy story queen ensuite

Chillax Inn Lil Lana

5 bedrooms·5½ baths
Davenport • Florida

1042,00 $ USD 942,94 $ USD total por 3 noches

27–30 oct 2026

Aloha Oasis- Windsor Island Resort
Downstairs Living Room
Kitchen
Dining
Laundry Room

Aloha Oasis- Windsor Island Resort

5 bedrooms·5½ baths
Davenport • Florida
5(9 reviews)

1284,68 $ USD total por 4 noches

1–5 nov 2026

Welcome to Ohana House
Favorite Place!
Ohana House at Windsor Island Resort
Fully Equipped Kitchen with a Patio Door to the Pool Area
Beautifully Decorated

Ohana House at Windsor Island Resort

5 bedrooms·5½ baths
Davenport • Florida

1692,32 $ USD total por 6 noches

12–18 dic 2026

Gorgeous 4Bd TH Pool Windsor at Westside-2018WW
Gorgeous 4Bd TH Pool Windsor at Westside-2018WW
Gorgeous 4Bd TH Pool Windsor at Westside-2018WW
Gorgeous 4Bd TH Pool Windsor at Westside-2018WW
Gorgeous 4Bd TH Pool Windsor at Westside-2018WW

Gorgeous 4Bd TH Pool Windsor at Westside-2018WW

4 bedrooms·3 baths
Four Corners • Florida

1153,62 $ USD total por 3 noches

27–30 oct 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

903,19 $ USD total por 3 noches

17–20 nov 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)

1197,05 $ USD total por 3 noches

2–5 nov 2026

Beautiful private pool deck with spa, shaded dining area, pool fence for families with children (pool/spa heat is a pre-bookable paid optional extra to be requested before check-in)
Front of this beautiful pool home with parking for two vehicles on the paved driveway (please no oversized/long-bed vehicles, no street parking)
Beautiful private pool deck with spa, shaded dining area, pool fence for families with children (pool/spa heat is a pre-bookable paid optional extra to be requested before check-in)
Family room with Smart TV, fan and views out to the pool deck
Formal dining area

Lovely 4 Bed Pool Home, Games Room, Disney 8 miles

4 bedrooms·3 baths
Davenport • Florida
4.83(47 reviews)

750,00 $ USD total por 3 noches

27–30 oct 2026

Poolside Cinema: Dive into relaxation while enjoying movies under stunning sunset skies!
Circus Playroom: Dive into fun with arcade games, ping pong, and vibrant circus-themed decor!
Home Theater Oasis: Experience cinematic bliss in plush red recliners and a giant screen!
Living Room: Bright and airy space with modern decor, perfect for relaxation and fun gatherings!
Pool Hall: Play your best shot in style with a vibrant pool table and sleek bar seating!

Big Top Family Vacation Villa

9 bedrooms·6½ baths
Kissimmee • Florida
5(95 reviews)

1462,33 $ USD total por 3 noches

1–4 nov 2026

Terrace
House
4-Schlafzimmer-Ferienhaus mit Whirlpool
Kitchen / Dining Room
Living Room

4-Schlafzimmer-Ferienhaus mit Whirlpool

4 bedrooms·3 baths
Kissimmee • Florida
$214/ noche(sin comisiones ni impuestos)
Close to the parks! 5bd/4ba home & pool in resort
Close to the parks! 5bd/4ba home & pool in resort
Close to the parks! 5bd/4ba home & pool in resort
Close to the parks! 5bd/4ba home & pool in resort
Close to the parks! 5bd/4ba home & pool in resort

Close to the parks! 5bd/4ba home & pool in resort

5 bedrooms·4½ baths
Davenport • Florida

1004,96 $ USD total por 4 noches

27–31 oct 2026

Private pool 5bd home in resort close to parks
Private pool 5bd home in resort close to parks
Private pool 5bd home in resort close to parks
Private pool 5bd home in resort close to parks
Private pool 5bd home in resort close to parks

Private pool 5bd home in resort close to parks

5 bedrooms·4½ baths
Davenport • Florida

790,90 $ USD total por 3 noches

27–30 oct 2026