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3 King 1 Queen 4 Twin 1 Double 1 Sofa
Come make memories in famous Windsor Hills with all the resort amenities!
****BE SURE TO WATCH THE VIRTUAL TOUR VIDEO****
* just 2 miles from our gate to Disney
* Private Heated Pool & Spa - Faces Southeast and has sun all day!!
* FREE Water park
* FREE Baby gear
* FREE Fiber 500MB Wifi
* 9 TVs
* 2 gaming system TVs
* Fully equipped kitchen
* Playgrounds
* Beach Volleyball, Basketball, Tennis & putting green
* Pool tables, Ping Pong & Arcade
* Poolside Marketplace Bar & Grill
* Fitness Center
* Bathrooms equipped with hair dryers & plenty of linens
Whether you have babies, teens, or adults, you'll enjoy Livin' the Dream!
- Pool/spa heat available for $25/day (discounts for longer stays)
- Grill Rental $75 Weber 3 burner
- Pets Considered - MUST BE PRE-APPROVED BY OWNER
- Windsor Hills provides 14 resort wristbands with this home
- 3 vehicle MAX and no visitors are allowed due to parking restrictions of the resort
Livin' the Dream is a 2-level with:
- 1 Queen bedroom and full bath on the main floor
- Two of the 3 King rooms upstairs have their own 'en suite bathrooms
- Remaining King and 2 twin rooms share a full hall bathroom, which is set up perfect for sharing with separate doors to access the tub/shower room and stool.
- Twin over Full bunkbed, so smaller adults or 2 children can sleep on the bottom if needed.
- All bedrooms have private tv's with Roku installed to viewing access.
- All NEW Hybrid Pillowtop Mattresses 10-2023
* Kitchen is fully stocked, including 12 cup regular & Keurig coffee makers, blender, crock pot, griddle, rice cooker, mixer, pots and pans and cooking utensils. This kitchen has all you need to prepare meals, not just a bare minimum of equipment.
* All Linens, including Pool Towels included.
We have baby items for your use at no charge:
* 2 pack and plays w/ mattresses & sheets
* 1 Full size crib & sheets
* 1 baby gate for the staircase
* 2 safety bed rails
* 1 baby monitor
* 1 high chair
* 2 umbrella strollers
* 4 step stools - 2 double as booster seats
* Pool safety gate
* Baby bath
* Full size crib
We want to customize your kid's rooms with Disney character bedding! See the pictures for choices and let us know what your preferences are!
We can help you arrange for more than 1 villa, just ask!!
These rates were set in USD.  These rates were last updated 3 weeks ago.
| Rate | Period | Nightly | Min Stay | Change Over | Tax Rate |
|---|---|---|---|---|---|
| Regular | 30 Nov 2025 - 18 Dec 2025 | $295.00 | US State Taxes 13.50% | ||
| Christmas/New Year | 19 Dec 2025 - 26 Dec 2025 | $675.00 | US State Taxes 13.50% | ||
| Christmas/New Year | 27 Dec 2025 - 31 Dec 2025 | $650.00 | US State Taxes 13.50% | ||
| Regular | 01 Jan 2026 - 14 Feb 2026 | $320.00 | US State Taxes 13.50% | ||
| Canadian Holiday | 15 Feb 2026 - 19 Feb 2026 | $350.00 | US State Taxes 13.50% | ||
| Regular | 20 Feb 2026 - 12 Mar 2026 | $340.00 | US State Taxes 13.50% | ||
| Spring Break | 13 Mar 2026 - 19 Mar 2026 | $447.00 | US State Taxes 13.50% | ||
| Spring Break | 20 Mar 2026 - 04 Apr 2026 | $575.00 | US State Taxes 13.50% | ||
| Passover | 05 Apr 2026 - 09 Apr 2026 | $395.00 | US State Taxes 13.50% | ||
| Easter | 10 Apr 2026 - 19 Apr 2026 | $425.00 | US State Taxes 13.50% | ||
| Regular | 20 Apr 2026 - 07 May 2026 | $275.00 | US State Taxes 13.50% | ||
| Mother's Day | 08 May 2026 - 09 May 2026 | $350.00 | US State Taxes 13.50% | ||
| Regular | 10 May 2026 - 21 May 2026 | $280.00 | US State Taxes 13.50% | ||
| Memorial | 22 May 2026 - 24 May 2026 | $375.00 | US State Taxes 13.50% | ||
| Regular | 25 May 2026 - 18 Jun 2026 | $290.00 | US State Taxes 13.50% | ||
| Summer | 19 Jun 2026 - 01 Jul 2026 | $415.00 | US State Taxes 13.50% | ||
| 4th of July | 02 Jul 2026 - 04 Jul 2026 | $500.00 | US State Taxes 13.50% | ||
| Summer | 05 Jul 2026 - 01 Aug 2026 | $415.00 | US State Taxes 13.50% | ||
| Regular | 02 Aug 2026 - 27 Aug 2026 | $275.00 | US State Taxes 13.50% | ||
| Labor Day | 28 Aug 2026 - 30 Aug 2026 | $400.00 | US State Taxes 13.50% | ||
| Regular | 31 Aug 2026 - 24 Nov 2026 | $300.00 | US State Taxes 13.50% | ||
| Thanksgiving | 25 Nov 2026 - 28 Nov 2026 | $500.00 | US State Taxes 13.50% | ||
| Regular | 29 Nov 2026 - 17 Dec 2026 | $265.00 | US State Taxes 13.50% | ||
| Christmas/New Year | 18 Dec 2026 - 25 Dec 2026 | $675.00 | US State Taxes 13.50% | ||
| Christmas/New Year | 26 Dec 2026 - 31 Dec 2026 | $750.00 | US State Taxes 13.50% |
The following booking options are available for the property:
Cleaning Fee 225.00 Per Booking
Booking (Processing) Fee 4.00 Pct
Livin' the Dream is 3/4 mile walk from the pool/clubhouse and there is always plenty of parking if you prefer to drive.
Windsor Hills is very close to the ESPN Sports Complex, Disney and other area attractions.
Being a Windsor Hills Resort guest means you will have the free access to the fantastic amenities that Windsor Hills Resort offers.
Windsor Hills resort features a lagoon style pool with water-slides, kid's splash pad/play area, hot tub, air conditioned game room, fitness center, movie theater, poolside marketplace bar & grill, basketball courts, sand volleyball court, playgrounds, dog park, putting green and tennis courts.
There are golf courses to suit all styles and abilities. Come stay at Windsor Hills for your next golf week, Livin' the Dream has many courses within half hour drive. The nearest golf course is Mystic Dunes - rated Orlando's #2 golf course!
We can also offer service staff for your event - just ask for details!
 This is the cleanest rental property we've ever stayed in. The location cannot be beat for convenience to groceries, restaurants, shopping, and Disney. I also appreciated how accessible the host was for any questions, and all directions and instructions for the property were clear and easy to follow. You will not find a better option, so stop searching and book this property ASAP! 
Amber L. - 05 Jul 2025
 Our stay was wonderful! Laura was very quick and thorough with answering our questions. Check-in easy, home was well-appointed, with thoughtful details. Pool area accommodated 5 young kids and 6 adults, easily. Resort area and playgrounds were wonderful. Close to a lot of activities on 192. Privacy from neighbors was great, beds very comfortable. Definitely would visit again!  
Sandra H. - 16 May 2025
Last Updated - 4 hours ago