Features Bed Details Property Details Rates Availability Location Facilities Guest Reviews
3 King 1 Queen 4 Twin
NEWLY RENOVATED, FRESH and FUN with PRIVATE SOUTHWEST FACING POOL!
We have 3 king bedrooms, 2 of which are on the main floor with en suite baths. There is also a whimsical Queen room on the main floor. Upstairs you'll find the 3rd King room overlooking the SOUTHWEST FACING POOL, an adorable Frozen room with walk up bunk beds and a Cars themed room with twin racecar beds. The Kiddos will love it!
Discount for booking of 7 nights or more!!! whimseyofwindsor.com
Luxurious outdoor living with dining and conversation area on the lanai, 4 upscale sun loungers by our PRIVATE, SUNNY, SOUTHWEST facing pool. Our backyard is spacious and very private. We have a 4-burner gas grill for our guests to use, complimentary.
Spectacular Star Wars Game Room with AC even has a Karaoke Machine! Our kitchen features a coffee bar highlighted by an Espresso Machine. All bedrooms have smart TVs. We have lots of new Baby Gear, themed toys for the little ones, and family games for everyone.
We have the perfect setting for your next family Disney adventure. You couldn't ask for a better location in Windsor Hills, tucked into a quiet corner, yet just a short walk to the castle park and resort pool and club house.
If you have a minute, take a quick look at our reviews. We have been fortunate to be able to share Whimsey with many wonderful families over the last 2+ years, and their reviews offer a nice snapshot of the Whimsey experience from a guest's perspective. We would love to welcome your family to Whimsey as well!
Check it out! Visit our website at whimseyofwindsor.com for even more pictures and information and to book instantly. Or, if you prefer, book through VRBO, vrbo.com/2035419, but you can save yourself the VRBO traveler's fees by booking with us directly!
✔️ Sunny, Southwest Facing Pool and Spa
✔️ 4 Sun Loungers in a Very Private Setting
✔️ Star Wars Game Room with AC, Pool Table, Foosball and Black Light Air Hockey
✔️ Karaoke Machine!
✔️ Great Room with Soaring 25ft Ceiling and 55� Smart TV
✔️ Delightfully Refreshing Updated D�cor, 2020!
✔️ 4 Burner Gas Grill
✔️ Smart TV�s and Fans in all Bedrooms
✔️ 3 King Rooms!
✔️ Kids Rooms with Themed Toys
✔️ Tinkerbell Tea Party
✔️ The Cutest Castle Themed Play Park Ever Just Around the Corner!
✔️ Short Walk to Resort Pool, Waterpark and Club House
✔️ Main Floor Laundry
✔️ Covered Lanai with Dining and Lounging
✔️ Child Safety Pool Fence
✔️ Lots of Linens, Towels and Beach Towels
✔️ 2 Pack & Play, 2 Highchairs, Baby Gate, Baby Swing, Bed Rail, Bouncy Seat and Activity Seat
✔️ 4 Strollers: Umbrella, Jogging, Sit and Stand, Double Mountain Buggy
✔️ Family Games
✔️ Hair Dryers in all Bathrooms
✔️ Well Stocked Kitchen, all Newly Updated
✔️ Coffee Bar including Espresso Machine!
✔️ Instant Pot, Crock Pot, Air Fryer, Waffle Maker, Blender, Mixer
✔️ FREE Wi Fi
BEDROOMS AND BATHS:
Main Floor
❤️ King Master with Spacious En Suite Bath
❤️ Elegant King with En Suite Bath
❤️ Whimsical Queen for the Young at Heart!
❤️ � Bath
2nd Floor
❤️ Large King with Pool View
❤️ Disney Cars Themed Bedroom with Twin Size Race Car Beds
❤️ Frozen Themed Bedroom with Walk-Up Bunk Beds
❤️ Full Bath
Design Notes: We were going for "playfully quaint and fanciful. . .", the very definition of "Whimsey", Just what every Disney vacation should be about! Whimsey of Windsor Hills!
Pool Notes: Our lovely pool is southwest facing, with lots of sun! Check out the pictures of the pool loungers at 10:00 in the morning in February, be sure to pack those sunglasses! Pool/Spa heat is available for only $25 a day, but is totally optional. So just let us know when you book if this is something you would like.
Book your next family adventure at Whimsey of Windsor Hills for lifelong memories.
Or better yet. . .
Make Whimsey your family tradition for a lifetime of �Whimsical� memories!
Whimsey of Windsor Hills is a fresh new vacation rental offering in the world famous Windsor Hills Resort community. Windsor Hills claim to fame is it's unbeatable location. This is the CLOSEST VACATION HOME COMMUNITY TO DISNEY. You simply can not get any closer. This means you can leave the park and be back in your spacious and comfortable vacation getaway home often times quicker than you could get back to your cramped little hotel room on the Disney property. Seriously! Your not so savvy Disney goer counterpart: Wait in long line for shuttle bus, crowd into said bus, endure multiple stops to let others off, hike back to hotel room, whole family in tow, collapse exhausted on the bed, said family wanting to know what's next! You, the savvy Windsor Hills Disney goer: Hop in your car with your crew, still giddy with the thrill of a fun filled Disney day, drive a quick 5 to10 minutes to your beautiful Disney home-away-from home, Whimsey of Windsor Hills. Next thing you know, you are floating in your own private pool, umbrella drink in hand, Kiddos happy as clams doing their own thing. Dreams really do come true!
https://www.whimseyofwindsor.com
https://www.vrbo.com/2035419
These rates were set in USD.  These rates were last updated 5 hours ago.
Rate | Period | Nightly | Min Stay | Change Over | Tax Rate |
---|---|---|---|---|---|
March 2024 | 26 Mar 2024 - 31 Mar 2024 | $447.00 | 4 | US State Taxes 13.50% | |
April 2024 | 01 Apr 2024 - 14 Apr 2024 | $414.00 | 4 | US State Taxes 13.50% | |
April 2024 | 15 Apr 2024 - 20 Apr 2024 | $367.00 | 4 | US State Taxes 13.50% | |
April 2024 | 21 Apr 2024 - 30 Apr 2024 | $334.00 | 4 | US State Taxes 13.50% | |
May 2024 | 01 May 2024 - 15 May 2024 | $274.00 | 4 | US State Taxes 13.50% | |
May 2024 | 16 May 2024 - 22 May 2024 | $324.00 | 4 | US State Taxes 13.50% | |
May 2024 | 23 May 2024 - 26 May 2024 | $327.00 | 4 | US State Taxes 13.50% | |
May 2024 | 27 May 2024 - 31 May 2024 | $297.00 | 4 | US State Taxes 13.50% | |
June 2024 | 01 Jun 2024 - 09 Jun 2024 | $297.00 | 4 | US State Taxes 13.50% | |
June 2024 | 10 Jun 2024 - 27 Jun 2024 | $337.00 | 4 | US State Taxes 13.50% | |
June2024 | 28 Jun 2024 - 30 Jun 2024 | $376.00 | 4 | US State Taxes 13.50% | |
July 2024 | 01 Jul 2024 - 06 Jul 2024 | $384.00 | 4 | US State Taxes 13.50% | |
July 2024 | 07 Jul 2024 - 31 Jul 2024 | $354.00 | 4 | US State Taxes 13.50% | |
August 2024 | 01 Aug 2024 - 17 Aug 2024 | $334.00 | 4 | US State Taxes 13.50% | |
Aug 2024 | 18 Aug 2024 - 24 Aug 2024 | $337.00 | 4 | US State Taxes 13.50% | |
Aug 2024 | 25 Aug 2024 - 29 Aug 2024 | $287.00 | 4 | US State Taxes 13.50% | |
Labor Day Weekend 2024 | 30 Aug 2024 - 01 Sep 2024 | $317.00 | 4 | US State Taxes 13.50% | |
Sept 2024 | 02 Sep 2024 - 30 Sep 2024 | $274.00 | 4 | US State Taxes 13.50% | |
October 2024 | 01 Oct 2024 - 31 Oct 2024 | $357.00 | 4 | US State Taxes 13.50% | |
November 2024 | 01 Nov 2024 - 21 Nov 2024 | $384.00 | 4 | US State Taxes 13.50% | |
November 2024 | 22 Nov 2024 - 30 Nov 2024 | $447.00 | 4 | US State Taxes 13.50% | |
December 2024 | 01 Dec 2024 - 14 Dec 2024 | $324.00 | 4 | US State Taxes 13.50% | |
December 2024 | 15 Dec 2024 - 21 Dec 2024 | $525.00 | 4 | US State Taxes 13.50% | |
December 2024 | 22 Dec 2024 - 31 Dec 2024 | $567.00 | 4 | US State Taxes 13.50% | |
January 2025 | 01 Jan 2025 - 06 Jan 2025 | $450.00 | 4 | US State Taxes 13.50% | |
January 2025 | 07 Jan 2025 - 31 Jan 2025 | $374.00 | 4 | US State Taxes 13.50% | |
February 2025 | 01 Feb 2025 - 11 Feb 2025 | $397.00 | 4 | US State Taxes 13.50% | |
February 2025 | 12 Feb 2025 - 28 Feb 2025 | $437.00 | 4 | US State Taxes 13.50% | |
March 2025 | 01 Mar 2025 - 23 Mar 2025 | $439.00 | 4 | US State Taxes 13.50% | |
March 2025 | 24 Mar 2025 - 31 Mar 2025 | $439.00 | 4 | US State Taxes 13.50% | |
April 2025 | 01 Apr 2025 - 13 Apr 2025 | $439.00 | 4 | US State Taxes 13.50% | |
April 2025 | 14 Apr 2025 - 30 Apr 2025 | $424.00 | 4 | US State Taxes 13.50% | |
May 2025 | 01 May 2025 - 31 May 2025 | $356.00 | 4 | US State Taxes 13.50% | |
June 2025 | 01 Jun 2025 - 26 Jun 2025 | $417.00 | 4 | US State Taxes 13.50% | |
June 2025 | 27 Jun 2025 - 30 Jun 2025 | $457.00 | 4 | US State Taxes 13.50% | |
July 2025 | 01 Jul 2025 - 05 Jul 2025 | $457.00 | 4 | US State Taxes 13.50% | |
July 2025 | 06 Jul 2025 - 31 Jul 2025 | $434.00 | 4 | US State Taxes 13.50% | |
August 2025 | 01 Aug 2025 - 31 Aug 2025 | $416.00 | 4 | US State Taxes 13.50% | |
September 2025 | 01 Sep 2025 - 30 Sep 2025 | $347.00 | 4 | US State Taxes 13.50% | |
October 2025 | 01 Oct 2025 - 31 Oct 2025 | $387.00 | 4 | US State Taxes 13.50% | |
November 2025 | 01 Nov 2025 - 20 Nov 2025 | $416.00 | 4 | US State Taxes 13.50% | |
November 2025 | 21 Nov 2025 - 30 Nov 2025 | $486.00 | 4 | US State Taxes 13.50% | |
December 2025 | 01 Dec 2025 - 13 Dec 2025 | $356.00 | 4 | US State Taxes 13.50% | |
December 2025 | 14 Dec 2025 - 20 Dec 2025 | $574.00 | 4 | US State Taxes 13.50% | |
December 2025 | 21 Dec 2025 - 31 Dec 2025 | $623.00 | 4 | US State Taxes 13.50% |
The following booking options are available for the property:
Cleaning Fee 185.00 Per Booking
Pool-Spa Heat (Optional) 25.00 Per Day
300.00 required 1 days After Booking
Refund of 100.00 percent due if cancelled 60 days from check in date
Payment of 300.00 required 1 days Before Checkin, refunded 7 days after checkout
Balance due 60 days before check in. Rates listed here are approximate, for real time prices and to book instantly visit our website at whimseyofwindsor.com. email - [email protected]
Windsor Hills is well known for it's perfect location, so close to all the action!
Theme Parks, Driving Distance from Whimsey of Windsor Hills:
* Disney Animal Kingdom 3.9 miles
* Disney World Resort 4.6 miles
* Disney Blizzard Beach 5.9 miles
* Epcot 7 miles
* Disney Springs 7.5 miles
* Magic Kingdom 12 miles
* Sea World 12 miles
* Universal Studios 15.8 miles
Windsor Hills is a beautiful, impeccably maintained, guard gated community with resort style amenities.
* Zero Entry Lagoon Pool
* Water Park
* Splash Pad
* 10,000 sq ft Club House
* Game Room
* Movie Theatre
* Fitness Center
* Sundries Shop
* Tennis Courts
* Basketball Court
* Volley Ball Court
* Putting Green
* Castle Themed Play Park
* Oversize Vehicle Parking
 ⭐⭐⭐⭐⭐ GREAT HOUSE WITH EXTENDED FAMILY We loved this house and wish we could have spent more time there. I think the kids would have liked to have cancelled a park day. My mom wants the kids play tea set as it was so adorable. We had 4, 8, and 10 year old's and they loved it. My daughter keeps asking to go back to "her" Frozen room. The pics online are great but, in person that room is a little girls dream. The pool and hot tub were amazing and a perfect size. I was very concerned about the safety aspect as my daughter is 4 and loves to swim. I was afraid she'd wake up early and try to sneak out there. When we first arrived the guys couldn't figure out the lock on the door to get out there which was humorous, when I figured it out and opened the door it beeps very loudly twice. I would never sleep through that beep (light sleeper). Lastly there's a net gate thing as a third deterrent. With all of those safety features I was no longer concerned. Bonus you can turn off the beeping for after the kids go to sleep and sneak out to the hot tub yourself without alerting them. The game room was a blast for the older boys and the adults had fun in there. Strollers galore!!! It was so nice to not have to bring the stroller while traveling and not pay extra for the rentals at the park. Just an extra touch that made this house special. Recommendations would be curtains to block out more light for better sleep and to upgrade all the beds as they are not the most comfortable that was the only negative from our group. 
Karen S - 11 Nov 2023
 ⭐⭐⭐⭐⭐ FUN FOR FAMILIES! We arrived to Whimsey of Windsor Hills for an extended family vacation with 3 families. It was beautiful, clean, and had everything we would want inside and out! The cousins bunked together in the two themed kids rooms and loved it! Toys were provided to match the theming, so when they woke up in the morning things stayed quiet for a while. All the grown-ups had their own private spaces too. There were several strollers to choose from for our park days, and several appliances to try out in the kitchen for the days we decided to stay home. The backyard pool was perfect for quick swims or lazy days at home! I was glad for the removable fence that blocked it off so that kids wouldn't have access without an adult. There were a number of floats and pool toys to play with. 
Carol V - 14 Aug 2023
Last Updated - 2 hours ago