Spacious Kitchen
private screened private pool swim during the day or at night
private screened pool can be heated
Screened in private pool
Master bedroom on second floor Queen bed with ensuite

Bay Lilly sleeps 8 your home away from home

4 bedrooms·3 baths
Kissimmee • Florida
4.92(108 reviews)

646,46 $ USD gesamt für 3 Nächte

11.–14. Nov. 2026

CASA AMARELA
CASA AMARELA
CASA AMARELA
CASA AMARELA
CASA AMARELA

CASA AMARELA

3 bedrooms·2½ baths
Kissimmee • Florida

720,80 $ USD gesamt für 3 Nächte

11.–14. Nov. 2026

Enjoy the spa
Minecraft
Smart phone room
Windsor Island Resort
Upstairs livingroom

Chillax Inn Summer 2

5 bedrooms·5½ baths
Davenport • Florida

791,39 $ USD gesamt für 3 Nächte

15.–18. Nov. 2026

WI927- ♥LUXURY BRAND NEW Cozy Pool Townhouse near to Disney♥
WI927- ♥LUXURY BRAND NEW Cozy Pool Townhouse near to Disney♥
WI927- ♥LUXURY BRAND NEW Cozy Pool Townhouse near to Disney♥
WI927- ♥LUXURY BRAND NEW Cozy Pool Townhouse near to Disney♥
WI927- ♥LUXURY BRAND NEW Cozy Pool Townhouse near to Disney♥

WI927- ♥LUXURY BRAND NEW Cozy Pool Townhouse near to Disney♥

5 bedrooms·4½ baths
Davenport • Florida

1.106,51 $ USD gesamt für 4 Nächte

27.–31. Okt. 2026

Living area
Game room
Chillax by the pool
Lazy River
Frozen twin with trundle

Chillax Inn Aloha

5 bedrooms·4 baths
Davenport • Florida

776,65 $ USD 720,63 $ USD gesamt für 3 Nächte

3.–6. Nov. 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 gesamt für 3 Nächte

17.–20. Nov. 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

1.420,00 $ USD gesamt für 3 Nächte

15.–18. Nov. 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 gesamt für 3 Nächte

4.–7. Nov. 2026

New exterior paint as of May 2023.
Resident mascots Flynn and Mingo overlook the pool.
Villa entrance, post May 2023 new paint.
Entryway
More formal living room as entering the villa.

Flamingo Oasis at HR

4 bedrooms·3 baths
Polk County • Florida
4.92(79 reviews)

1.232,00 $ USD gesamt für 5 Nächte

27. Okt. – 1. Nov. 2026

Stunning Themed 7 Bed Pool Home with Theater-3229L
Stunning Themed 7 Bed Pool Home with Theater-3229L
Stunning Themed 7 Bed Pool Home with Theater-3229L
Stunning Themed 7 Bed Pool Home with Theater-3229L
Stunning Themed 7 Bed Pool Home with Theater-3229L

Stunning Themed 7 Bed Pool Home with Theater-3229L

7 bedrooms·6 baths
Four Corners • Florida

2.370,38 $ USD gesamt für 3 Nächte

27.–30. Okt. 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)

1.693,48 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

Private Pool Area
4BR 2.5BA Pool Home
open Living Area
Living Area
open, equipped Kitchen

BASS LAKE - Spacious 4BR 2.5BA Pool Home

4 bedrooms·2½ baths
Kissimmee • Florida

709,21 $ USD 689,70 $ USD gesamt für 3 Nächte

27.–30. Okt. 2026

Star wars twins bedroom #8
Game room in air conditioned garage
The force is strong in this one!
Windsor Island water slides
Shoot some pool and chillax

Chillax Inn Lilac

10 bedrooms·8 baths
Davenport • Florida

2.339,77 $ USD 2.122,17 $ USD gesamt für 4 Nächte

27.–31. Okt. 2026

Mickey's Lakefront Escape
Mickey's Lakefront Escape
Mickey's Lakefront Escape
Mickey's Lakefront Escape
Mickey's Lakefront Escape

Mickey's Lakefront Escape

4 bedrooms·3 baths
Kissimmee • Florida
5(1 review)
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 gesamt für 3 Nächte

27.–30. Okt. 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)

1.284,68 $ USD gesamt für 4 Nächte

1.–5. Nov. 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 gesamt für 3 Nächte

27.–30. Okt. 2026

Car pool table and movie room
Free arcade garage conversion
Chillax at night
Windsor Island slides
Home theater area with 85" TV

Chillax Inn Lana

8 bedrooms·6 baths
Davenport • Florida

1.321,81 $ USD 1.204,61 $ USD gesamt für 3 Nächte

27.–30. Okt. 2026

Bedroom
Inside other
"Mahalo Magical" mit Whirlpool
Living Room
Kitchen / Dining Room

"Mahalo Magical" mit Whirlpool

10 bedrooms·7 baths
Orlando • Florida
$444/ Nacht(zzgl. Gebühren & Steuern)
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

1.692,32 $ USD gesamt für 6 Nächte

12.–18. Dez. 2026

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

1.042,00 $ USD 942,94 $ USD gesamt für 3 Nächte

27.–30. Okt. 2026

᯽ Aurora Villa Palms
᯽ Aurora Villa Palms
᯽ Aurora Villa Palms
᯽ Aurora Villa Palms
᯽ Aurora Villa Palms

᯽ Aurora Villa Palms

5 bedrooms·3 baths
Davenport • Florida

1.890,53 $ USD gesamt für 3 Nächte

20.–23. Nov. 2026

Secret Resort | Kissimmee Lakeview Condo
Secret Resort | Kissimmee Lakeview Condo
Secret Resort | Kissimmee Lakeview Condo
Secret Resort | Kissimmee Lakeview Condo
Secret Resort | Kissimmee Lakeview Condo

Secret Resort | Kissimmee Lakeview Condo

2 bedrooms·2 baths
Kissimmee • Florida

441,79 $ USD gesamt für 3 Nächte

27.–30. Okt. 2026

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

456,62 $ USD gesamt für 3 Nächte

10.–13. Nov. 2026