Free arcade garage conversion
Car pool table and movie room
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

8.–11. Sept. 2026

The Hogwarts Express has a Windsor Hills station in the game room of Villa 9 3/4.
Access to the community pool and waterslide are included free of charge with your rental. The community pool is a 15 minute walk from the house and has free onsite parking.
Welcome to Hogwarts! Our Hufflepuff Commons is the perfect place to hangout. It features a 75" smart TV and a custom made Nimbus 2000.
The Gryffindor dormitory features a custom made canopy bunk bed with two full size beds.
The Beauxbaton Castle is the perfect place to learn some wizardry.

Villa 9 3/4

6 bedrooms·4 baths
Kissimmee • Florida
4.75(28 reviews)

2.069,79 $ USD 1.981,88 $ USD gesamt für 5 Nächte

18.–23. Okt. 2026

Kostenlose Stornierung
Star Wars, Frozen, and Moana Escape! August open!
Star Wars, Frozen, and Moana Escape! August open!
Star Wars, Frozen, and Moana Escape! August open!
Star Wars, Frozen, and Moana Escape! August open!
Star Wars, Frozen, and Moana Escape! August open!

Star Wars, Frozen, and Moana Escape! August open!

4 bedrooms·1 bath
Kissimmee • Florida
5(7 reviews)

1.959,00 $ USD gesamt für 7 Nächte

8.–15. Sept. 2026

The force is strong in this one!
Shoot some pool and chillax
Windsor Island water slides
Harry Potter twins
Outdoor lounging

Chillax Inn Lilac

10 bedrooms·8 baths
Davenport • Florida

2.344,68 $ USD 2.162,86 $ USD gesamt für 4 Nächte

14.–18. Sept. 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
$136 – $589/ Nacht(zzgl. Gebühren & Steuern)
Welcome to Chillax Inn Teascone
Frozen Bedroom with double
Chillax Inn the pool
Windsor Hills Slides
Star Wars Bedroom with two doubles

Chillax Inn Teascone

4 bedrooms·4 baths
Kissimmee • Florida

812,32 $ USD 736,16 $ USD gesamt für 3 Nächte

8.–11. Sept. 2026

The living room has direct access to the pool.
Come swim in the coolest pool in the galaxy!
A Villa Far, Far Away
The Jedi Master bedroom with custom made accent wall and king size bed.
The bed in the Sith bedroom also lights up!

A Villa Far, Far Away

5 bedrooms·5 baths
Kissimmee • Florida
4.92(26 reviews)

1.570,39 $ USD 1.506,88 $ USD gesamt für 5 Nächte

30. Sept. – 5. Okt. 2026

Family Room with comfy couch and 70" TV with Cable
Free Heat Salt Water Pool & Spa
Star Wars Game Room with Pool, Foosball and PS5 with Games
Stocked Kitchen with Quartz Counter and stainless steel appliances
Free Access to the Windsor Hills Resort's community pool, dueling slides and splash pad play area!

Central Breeze Villa

6 bedrooms·4 baths
Kissimmee • Florida

1.296,17 $ USD gesamt für 3 Nächte

15.–18. Sept. 2026

Living room with new ceiling fan and view of saltwater pool.
Custom pool featuring Cinderella's Castle and fireworks display.
South facing saltwater pool with sun loungers.
Princesses Assemble
Princesses Assemble

Princesses Assemble

5 bedrooms·5 baths
Kissimmee • Florida
4.96(53 reviews)

1.258,27 $ USD 1.018,78 $ USD gesamt für 5 Nächte

8.–13. Sept. 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
$402 – $688/ Nacht(zzgl. Gebühren & Steuern)
Westgate Vacation Villas, Orlando, FL
Westgate Vacation Villas, Orlando, FL
Westgate Vacation Villas, Orlando, FL
Westgate Vacation Villas, Orlando, FL
Westgate Vacation Villas, Orlando, FL

Westgate Vacation Villas, Orlando, FL

0 bedrooms·0 baths
Kissimmee • Florida
$85/ Nacht(zzgl. Gebühren & Steuern)
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

850,17 $ USD gesamt für 3 Nächte

13.–16. Sept. 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
$155 – $736/ Nacht(zzgl. Gebühren & Steuern)
Welcome to Chillax Inn Teascone Arcade
Free Arcade in the garage!
Chill on the couch
Windsor Hills amenities
Brrr!

Chillax Inn Teascone Arcade

5 bedrooms·5 baths
Kissimmee • Florida

1.036,69 $ USD gesamt für 3 Nächte

26.–29. Sept. 2026

Starlight Kingdom - Windsor Hills Resort image 1
Starlight Kingdom - Windsor Hills Resort image 2
Starlight Kingdom - Windsor Hills Resort image 3
Starlight Kingdom - Windsor Hills Resort image 4
Starlight Kingdom - Windsor Hills Resort image 5

Starlight Vacation Homes

3 bedrooms·3 baths
Four Corners • Florida
5(7 reviews)

705,97 $ USD gesamt für 3 Nächte

20.–23. Sept. 2026

South facing sun deck with screen to keep bugs out and let sunshine in
Rattan Patio Set and dining table, sun chairs and lounger. It's so peaceful!
Living area with 65 inch HDTV, Bose cinema sound, upgraded cable and Netflix
Soft leather seating with 2 recliners & rocking, reclining chair. Lots of DVD
Open plan aspect and lots of natural lighting. Remote control ceiling fans

Sleepy at Vista

3 bedrooms·2 baths
Kissimmee • Florida
4.94(88 reviews)

1.575,00 $ USD gesamt für 7 Nächte

8.–15. Sept. 2026

Fabulous 5Bd Family Townhome with Splash Pool-726G
Fabulous 5Bd Family Townhome with Splash Pool-726G
Fabulous 5Bd Family Townhome with Splash Pool-726G
Fabulous 5Bd Family Townhome with Splash Pool-726G
Fabulous 5Bd Family Townhome with Splash Pool-726G

Fabulous 5Bd Family Townhome with Splash Pool-726G

5 bedrooms·4 baths
Four Corners • Florida
$171 – $319/ Nacht(zzgl. Gebühren & Steuern)
Pool and Patio Area
Our Windsor Hills Water Park!
Welcome to Windsor Hills!
Layout of our 6BR 4 BA Disney Villa
Air-Conditioned Game room with air hockey, two video games, Basketball and fun for kids and teenagers!

Waterpark! 5 Star 6BR4BA Pool/Game Room/Disney

6 bedrooms·4 baths
Kissimmee • Florida
4.84(122 reviews)

1.332,85 $ USD 1.137,40 $ USD gesamt für 3 Nächte

8.–11. Sept. 2026

Beautiful lake view from the pool
Mickey's pool & spa
Windsor Hills Resort
Conservation pond out back
Chillax Inn Daulby 2625 Daulby St, Kissimmee

Chilllax Inn Daulby

6 bedrooms·4 baths
Kissimmee • Florida

1.684,36 $ USD 1.524,89 $ USD gesamt für 4 Nächte

8.–12. Sept. 2026

Pool
Front of house
Entry
Open area
Kitchen

Dreams Come True Villa LLC

5 bedrooms·5 baths
Kissimmee • Florida
4.93(27 reviews)

1.852,84 $ USD gesamt für 5 Nächte

27. Sept. – 2. Okt. 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

684,45 $ USD gesamt für 3 Nächte

4.–7. Okt. 2026

Kostenlose Stornierung
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 gesamt für 3 Nächte

8.–11. Sept. 2026

Crush's favorite way to sleep.
relaxation after walking all day!
Crush Crash Pad WDW Vacation Villa
Crush Crash Pad WDW Vacation Villa
Relaxing Lakeview pool with hand- rails

Crush Crash Pad WDW Vacation Villa

6 bedrooms·4 baths
Kissimmee • Florida
5(1 review)

1.660,23 $ USD gesamt für 3 Nächte

8.–11. Sept. 2026

Your Home Away From the Magic
Your Home Away From the Magic
Your Home Away From the Magic
Your Home Away From the Magic
Your Home Away From the Magic

Your Home Away From the Magic

2 bedrooms·2 baths
Kissimmee • Florida

300,00 $ USD gesamt für 3 Nächte

18.–21. Sept. 2026