ALL 5 Star Reviews*AC Game Rm!

Features Bed Details Property Details Rates Availability Location Facilities Guest Reviews Virtual Tour


Property Type
Home

Sleeps
14

Bedrooms
6

Bathrooms
4

Floorspace
3500 sq ft

Livin' the Dream

FROM $250.00 TO 800.00 Per Night

Property Features

  • Air Con
  • BBQ
  • Balcony
  • Crib
  • Games Room
  • Games System
  • High Chair
  • Home Theatre
  • Internet Access
  • Long Term Rentals
  • Non Smoking
  • Parking
  • Pet Friendly
  • Satellite or Cable TV
  • Screened Pool
  • South Facing Pool
  • Stroller
  • Swimming Pool
  • Themed Bedrooms
  • Washing Machine
  • Wheelchair Access

Bed Detail

3 King 1 Queen 4 Twin 1 Double 1 Sofa


Property Details

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

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!!


Nightly Rates

These rates were set in USD.  These rates were last updated 1 month ago.

RatePeriodNightlyMin StayChange OverTax Rate
Regular27 May 2024 - 06 Jun 2024$310.00US State Taxes 13.50%
Summer07 Jun 2024 - 02 Jul 2024$415.00US State Taxes 13.50%
4th of July03 Jul 2024 - 06 Jul 2024$500.00US State Taxes 13.50%
Summer07 Jul 2024 - 17 Aug 2024$415.00US State Taxes 13.50%
Regular18 Aug 2024 - 29 Aug 2024$260.00US State Taxes 13.50%
Labor Day30 Aug 2024 - 01 Sep 2024$500.00US State Taxes 13.50%
Regular02 Sep 2024 - 26 Nov 2024$260.00US State Taxes 13.50%
Thanksgiving27 Nov 2024 - 30 Nov 2024$750.00US State Taxes 13.50%
Regular01 Dec 2024 - 19 Dec 2024$250.00US State Taxes 13.50%
Christmas/New Year20 Dec 2024 - 26 Dec 2024$700.00US State Taxes 13.50%
Christmas/New Year27 Dec 2024 - 01 Jan 2025$800.00US State Taxes 13.50%
Regular02 Jan 2025 - 04 Jan 2025$500.00US State Taxes 13.50%
Regular05 Jan 2025 - 15 Feb 2025$290.00US State Taxes 13.50%
Canadian Holiday16 Feb 2025 - 20 Feb 2025$400.00US State Taxes 13.50%
Regular21 Feb 2025 - 06 Mar 2025$375.00US State Taxes 13.50%
Spring Break07 Mar 2025 - 10 Apr 2025$400.00US State Taxes 13.50%
Spring Break/Passover11 Apr 2025 - 20 Apr 2025$450.00US State Taxes 13.50%
Regular21 Apr 2025 - 08 May 2025$300.00US State Taxes 13.50%
Mother's Day09 May 2025 - 10 May 2025$350.00US State Taxes 13.50%
Regular11 May 2025 - 22 May 2025$285.00US State Taxes 13.50%
Memorial23 May 2025 - 25 May 2025$400.00US State Taxes 13.50%
Regular26 May 2025 - 19 Jun 2025$320.00US State Taxes 13.50%
Summer20 Jun 2025 - 02 Jul 2025$400.00US State Taxes 13.50%
July 4th03 Jul 2025 - 05 Jul 2025$500.00US State Taxes 13.50%
Summer06 Jul 2025 - 16 Aug 2025$400.00US State Taxes 13.50%
Regular17 Aug 2025 - 28 Aug 2025$280.00US State Taxes 13.50%
Labor Day29 Aug 2025 - 31 Aug 2025$400.00US State Taxes 13.50%
Regular01 Sep 2025 - 25 Nov 2025$280.00US State Taxes 13.50%
Thanksgiving26 Nov 2025 - 29 Nov 2025$550.00US State Taxes 13.50%
Regular30 Nov 2025 - 18 Dec 2025$295.00US State Taxes 13.50%
Christmas/New Year19 Dec 2025 - 26 Dec 2025$675.00US State Taxes 13.50%
Christmas/New Year27 Dec 2025 - 31 Dec 2025$750.00US State Taxes 13.50%

Booking Options

The following booking options are available for the property:
Cleaning Fee 225.00 Per Booking
Booking (Processing) Fee 4.00 Pct


Location

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.


Facilities

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!


Guest Reviews

 Very pleased with our 10 day stay at "Livin the Dream"! We were 11, ranging from 30 months to 72 years. The house worked great for all. Sleeping arrangements comfortably accommodated all & ready access for all to bathrooms. We found it to be a very well-equipped from kitchen, to pool to bedrooms & bathrooms– everything needed to settle in & enjoy the stay. Special note regarding all the baby/toddler equipment onsite which was clean, in good repair& saved transporting our own or renting. Our 5 grandsons (30 months to 9 years) loved the games room. They were either there or in the pool – they weren’t hard to keep track of! The house is located in a quiet neighborhood away from the busyness of Kissimmee, yet a location easy for getting to Disney parks & close to grocery stores & restaurants. Unfortunately weather& schedule limited time at the clubhouse & community areas but they're nicely equipped& very popular. A special shout-out to Laura the host who was exceptional to deal with & definitely among the best- if not the best- ever encountered. Highly responsive to inquiries we made of her, proactively reached out with information/suggestions/support. When things went awry on our end, was quick to provide solutions & help. I believe the truest test in assessing a property is would I recommend it to family and friends if they were visiting that locale. I have no qualms in recommending this house to anyone looking for a large, comfortable, well-equipped vacation home in Kissimmee 

Don Ekstrom - 24 Feb 2024

 Laura was absolutely wonderful! Her communication is unmatched. We always had updates and she even checked in to report about a change in the weather for our stay. You can’t beat that level of attention! We have rented many houses before in the area but this one we will 100% be coming back to. The beds were very comfortable and there was plenty of seating for our party of 10. Everything was fresh, clean and tastefully decorated (something hard to find in most of rental homes) We stayed at Windsor palms resort across the road last year and it was nice but Windsor hills has a lot more to offer while also being family friendly and quiet. Thank you Laura & Fred for such an amazing experience you are super hosts for sure! 

Rob Ciurla - 07 Feb 2024

Virtual Tour

Owner Information

Listed by: Fred & Laura Jury (Owner)

Management Company: Laura self managed

Local Phone: 260-222-7077

International Phone:

Availability Calendar

Last Updated - 7 hours ago

May 2024SMTWTFS
   1234
567891011
12131415161718
19202122232425
262728293031
June 2024SMTWTFS
      1
2345678
9101112131415
16171819202122
23242526272829
30
July 2024SMTWTFS
 123456
78910111213
14151617181920
21222324252627
28293031
August 2024SMTWTFS
    123
45678910
11121314151617
18192021222324
25262728293031
September 2024SMTWTFS
1234567
891011121314
15161718192021
22232425262728
2930
October 2024SMTWTFS
  12345
6789101112
13141516171819
20212223242526
2728293031
November 2024SMTWTFS
     12
3456789
10111213141516
17181920212223
24252627282930
December 2024SMTWTFS
1234567
891011121314
15161718192021
22232425262728
293031
January 2025SMTWTFS
   1234
567891011
12131415161718
19202122232425
262728293031
February 2025SMTWTFS
      1
2345678
9101112131415
16171819202122
232425262728
March 2025SMTWTFS
      1
2345678
9101112131415
16171819202122
23242526272829
3031
April 2025SMTWTFS
  12345
6789101112
13141516171819
20212223242526
27282930
May 2025SMTWTFS
    123
45678910
11121314151617
18192021222324
25262728293031
June 2025SMTWTFS
1234567
891011121314
15161718192021
22232425262728
2930
July 2025SMTWTFS
  12345
6789101112
13141516171819
20212223242526
2728293031
August 2025SMTWTFS
     12
3456789
10111213141516
17181920212223
24252627282930
31
September 2025SMTWTFS
 123456
78910111213
14151617181920
21222324252627
282930
October 2025SMTWTFS
   1234
567891011
12131415161718
19202122232425
262728293031
November 2025SMTWTFS
      1
2345678
9101112131415
16171819202122
23242526272829
30
December 2025SMTWTFS
 123456
78910111213
14151617181920
21222324252627
28293031
January 2026SMTWTFS
    123
45678910
11121314151617
18192021222324
25262728293031
February 2026SMTWTFS
1234567
891011121314
15161718192021
22232425262728
March 2026SMTWTFS
1234567
891011121314
15161718192021
22232425262728
293031
April 2026SMTWTFS
   1234
567891011
12131415161718
19202122232425
2627282930