Kissimmee, FL

WH1201 - NEW Listing - Windsor Hills

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6 guests
3 bedrooms
2 bathrooms
1000 sqft

Get ready for the ultimate vacation at our bright and fun in the highly sought-after Windsor Hills Resort!

  • Pool outdoor
  • Gym
  • Game Room
6 guests
3 bedrooms
2 bathrooms
1000 sqft

  • Flexible check-in & out

    Check-in after 4:00 PM • Check-out before 10:00 AM

  • Easy cancellation

    You can cancel your trip for up to 14 days prior to start.


About this property

Get ready for the ultimate vacation at our bright and fun in the highly sought-after Windsor Hills Resort! Located on the 2nd floor with easy elevator access, this 3-bedroom, 2-bathroom condo condo is packed with everything you need for a magical getaway just minutes from Disney! ✨ Master Suite: A luxurious king bed for relaxing nights after a day at the parks, complete with a private en-suite bathroom. 🛏️ 2nd Bedroom: Two comfy twin beds—perfect for kids, teens, or friends to unwind and have their own space. 🛏️ 3rd Bedroom: A cozy queen bed ideal for another couple or family members. 🚿 Shared Bathroom: Conveniently located between the second and third bedrooms, making mornings smooth and easy! 🍳 Fully equipped kitchen: Cook like a pro in your—whether it’s a quick breakfast before hitting the parks or a full dinner after a day of adventures. 🌿 Private patio: Enjoy your morning coffee or evening wine on the patio, complete with seating for two and a relaxing view to set the perfect vacation vibe. At Windsor Hills, you’re not just staying—you’re making memories! From the resort’s amazing amenities to the comfort of your stylish condo, this is the place to be for a magical Orlando vacation! 🌟🎢 ✨ GUEST ACCESS: As our guest, you get full access to all the incredible amenities at Windsor Hills Resort, making your stay even more magical! 🎢 Windsor Hills Resort Amenities: • 💦 Epic Water Park with water slides and splash zones (08:00 AM - 10:00 PM) • 🏊 Resort-style swimming pool and hot tub for all-day fun in the sun! (08:00 AM - 10:00 PM) • 🎾 Sports courts: tennis, basketball, volleyball, and even ping pong! (08:00 AM - 10:00 PM) • 💪 Fitness Center: Keep up with your workouts in the fully equipped gym (06:30 AM - 10:00 PM) • 🍔 Market Place & Grill: Grab a bite or cool off with a drink without leaving the resort (10:00 AM to 08:00 PM) • 🎮 Game room and theatre: Indoor fun for the whole family! • 🌳 Playground & recreational park: Perfect for little adventurers. • 🎬 Movie theater: Catch family-friendly flicks just steps from your front door. • 💻 Cyber Café & Welcome Center: Relax, catch up on emails, or plan your next adventure. (08:00 AM - 10:00 PM) • 🏧 On-site ATM for your convenience. 🎢 Nearby Highlights: • 🏰 Walt Disney World Resort: Just 5 miles away! • ✈️ Orlando International Airport: 23 miles away. • 🛒 Walmart Supercenter: Orlando’s largest 24-hour Walmart, just across the street. 🍽️ Nearby Dining: • 🍕 Giordano’s: Classic Chicago-style pizza just 3 miles away. • 🍔 Five Guys: Delicious burgers and fries, only 2.5 miles away. • 🍤 Bonefish Grill: Upscale seafood and cocktails, 2.5 miles from your door. • 🍝 Carrabba’s Italian Grill: Authentic Italian cuisine, only 3 miles away. • 🍳 IHOP: Breakfast classics, open 24 hours and only 2.8 miles away. 🛍️ Nearby Shopping: • 🛒 Walmart Supercenter: All your essentials, just 1 mile from the resort. • 👜 Orlando Vineland Premium Outlets: Luxury brands and deals just 7 miles away. • 👗 Target: A wide range of shopping options only 2.5 miles from the resort. • 🛍️ The Mall at Millenia: High-end shopping 15 miles away. • 👟 Nike Clearance Store: Great deals on athletic gear, just 6 miles from your vacation home. Your dream vacation awaits at Windsor Hills Resort—where the fun never stops and relaxation is just a splash away! Book now and make this your ultimate home away from home! 🌴🌞 📌 THINGS TO NOTE: Windsor Hills Resort has a with a security gate. Please ensure you have your "welcome packet" either printed or accessible on your phone upon arrival. Security will provide you with a voucher to scan for entry and exit from the resort. All guests are required to sign our rental agreement via DocuSign before check-in. This will be sent to your email separately from any booking platform. As this is a self-catering home, you are responsible for your own shopping during your stay. For your convenience, we provide a complimentary supply of toiletries for the first day, but please note that these will not be replenished. * 2 rolls of toilet paper per bathroom * 1 travel size hand soap per bathroom * 1 travel size shampoo per bathroom * 2 garbage bags per bin * 1 paper towel roll per kitchen * 2 dishwasher pods * 1 dish detergent * 1 sponge We do have basic kitchen essentials to facilitate making quick, easy meals while away from home like pots/pans, cups, silverware, plates, etc. * We do not supply seasonings/condiments (salt, pepper, sugar, etc) nor coffee/tea (grains, beans, pods or teabags, etc). Parking: • Windsor Hills Resort allows maximum 3 cars per reservation. There is NO street parking allowed. Slide & Water Park Project: • The slide & water park will be closed for construction from January 5th to February 13th, 2026 • The main pool and clubhouse will remain open and operate under normal hours during construction. *** Please note that we do not have a grill at the property. If you would like to grill, there are rental companies that will drop off and pick up a rental grill. We just ask all of our guests to please be careful when grilling. We have had several guests grill out and spill charcoal and grease all over the walls and floor. Please make sure grilling is done on the grass and not on the patio. An additional cleaning fee will apply if any area is too dirty and a pressure wash is needed. You may contact them at https://www.nohasslevacations.com/

Get ready for the ultimate vacation at our bright and fun in the highly sought-after Windsor Hills Resort! Located on the 2nd floor with easy elevator access, this 3-bedroom, 2-bathroom condo condo is packed with everything you need for a magical getaway just minutes from Disney! ✨ Master Suite: A luxurious king bed for relaxing nights after a day at the parks, complete with a private en-suite bathroom. 🛏️ 2nd Bedroom: Two comfy twin beds—perfect for kids, teens, or friends to unwind and have their own space. 🛏️ 3rd Bedroom: A cozy queen bed ideal for another couple or family members. 🚿 Shared Bathroom: Conveniently located between the second and third bedrooms, making mornings smooth and easy! 🍳 Fully equipped kitchen: Cook like a pro in your—whether it’s a quick breakfast before hitting the parks or a full dinner after a day of adventures. 🌿 Private patio: Enjoy your morning coffee or evening wine on the patio, complete with seating for two and a relaxing view to set the perfect vacation vibe. At Windsor Hills, you’re not just staying—you’re making memories! From the resort’s amazing amenities to the comfort of your stylish condo, this is the place to be for a magical Orlando vacation! 🌟🎢 ✨ GUEST ACCESS: As our guest, you get full access to all the incredible amenities at Windsor Hills Resort, making your stay even more magical! 🎢 Windsor Hills Resort Amenities: • 💦 Epic Water Park with water slides and splash zones (08:00 AM - 10:00 PM) • 🏊 Resort-style swimming pool and hot tub for all-day fun in the sun! (08:00 AM - 10:00 PM) • 🎾 Sports courts: tennis, basketball, volleyball, and even ping pong! (08:00 AM - 10:00 PM) • 💪 Fitness Center: Keep up with your workouts in the fully equipped gym (06:30 AM - 10:00 PM) • 🍔 Market Place & Grill: Grab a bite or cool off with a drink without leaving the resort (10:00 AM to 08:00 PM) • 🎮 Game room and theatre: Indoor fun for the whole family! • 🌳 Playground & recreational park: Perfect for little adventurers. • 🎬 Movie theater: Catch family-friendly flicks just steps from your front door. • 💻 Cyber Café & Welcome Center: Relax, catch up on emails, or plan your next adventure. (08:00 AM - 10:00 PM) • 🏧 On-site ATM for your convenience. 🎢 Nearby Highlights: • 🏰 Walt Disney World Resort: Just 5 miles away! • ✈️ Orlando International Airport: 23 miles away. • 🛒 Walmart Supercenter: Orlando’s largest 24-hour Walmart, just across the street. 🍽️ Nearby Dining: • 🍕 Giordano’s: Classic Chicago-style pizza just 3 miles away. • 🍔 Five Guys: Delicious burgers and fries, only 2.5 miles away. • 🍤 Bonefish Grill: Upscale seafood and cocktails, 2.5 miles from your door. • 🍝 Carrabba’s Italian Grill: Authentic Italian cuisine, only 3 miles away. • 🍳 IHOP: Breakfast classics, open 24 hours and only 2.8 miles away. 🛍️ Nearby Shopping: • 🛒 Walmart Supercenter: All your essentials, just 1 mile from the resort. • 👜 Orlando Vineland Premium Outlets: Luxury brands and deals just 7 miles away. • 👗 Target: A wide range of shopping options only 2.5 miles from the resort. • 🛍️ The Mall at Millenia: High-end shopping 15 miles away. • 👟 Nike Clearance Store: Great deals on athletic gear, just 6 miles from your vacation home. Your dream vacation awaits at Windsor Hills Resort—where the fun never stops and relaxation is just a splash away! Book now and make this your ultimate home away from home! 🌴🌞 📌 THINGS TO NOTE: Windsor Hills Resort has a with a security gate. Please ensure you have your "welcome packet" either printed or accessible on your phone upon arrival. Security will provide you with a voucher to scan for entry and exit from the resort. All guests are required to sign our rental agreement via DocuSign before check-in. This will be sent to your email separately from any booking platform. As this is a self-catering home, you are responsible for your own shopping during your stay. For your convenience, we provide a complimentary supply of toiletries for the first day, but please note that these will not be replenished. * 2 rolls of toilet paper per bathroom * 1 travel size hand soap per bathroom * 1 travel size shampoo per bathroom * 2 garbage bags per bin * 1 paper towel roll per kitchen * 2 dishwasher pods * 1 dish detergent * 1 sponge We do have basic kitchen essentials to facilitate making quick, easy meals while away from home like pots/pans, cups, silverware, plates, etc. * We do not supply seasonings/condiments (salt, pepper, sugar, etc) nor coffee/tea (grains, beans, pods or teabags, etc). Parking: • Windsor Hills Resort allows maximum 3 cars per reservation. There is NO street parking allowed. Slide & Water Park Project: • The slide & water park will be closed for construction from January 5th to February 13th, 2026 • The main pool and clubhouse will remain open and operate under normal hours during construction. *** Please note that we do not have a grill at the property. If you would like to grill, there are rental companies that will drop off and pick up a rental grill. We just ask all of our guests to please be careful when grilling. We have had several guests grill out and spill charcoal and grease all over the walls and floor. Please make sure grilling is done on the grass and not on the patio. An additional cleaning fee will apply if any area is too dirty and a pressure wash is needed. You may contact them at https://www.nohasslevacations.com/

Availability & Pricing

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
Dec 16, 2025$109Not Available3
Dec 17, 2025$111Not Available3
Dec 18, 2025$122Not Available3
Dec 19, 2025$115Not Available2
Dec 20, 2025$127Not Available2
Dec 21, 2025$146Not Available3
Dec 22, 2025$147Not Available3
Dec 23, 2025$206Not Available3
Dec 24, 2025$313Not Available3
Dec 25, 2025$319Not Available3
Dec 26, 2025$326Not Available3
Dec 27, 2025$326Not Available3
Dec 28, 2025$292Not Available3
Dec 29, 2025$266Not Available3
Dec 30, 2025$258Not Available3
Dec 31, 2025$320Not Available3
Jan 1, 2026$292Not Available3
Jan 2, 2026$180Available2
Jan 3, 2026$152Available2
Jan 4, 2026$142Not Available2
Jan 5, 2026$140Not Available3
Jan 6, 2026$139Not Available3
Jan 7, 2026$139Not Available3
Jan 8, 2026$139Not Available3
Jan 9, 2026$140Not Available3
Jan 10, 2026$161Not Available3
Jan 11, 2026$104Not Available3
Jan 12, 2026$105Not Available3
Jan 13, 2026$106Not Available3
Jan 14, 2026$111Not Available3
Jan 15, 2026$118Not Available3
Jan 16, 2026$171Not Available3
Jan 17, 2026$172Not Available3
Jan 18, 2026$128Not Available3
Jan 19, 2026$120Not Available3
Jan 20, 2026$120Not Available3
Jan 21, 2026$109Not Available3
Jan 22, 2026$113Not Available3
Jan 23, 2026$125Not Available3
Jan 24, 2026$126Not Available3
Jan 25, 2026$114Available3
Jan 26, 2026$109Available3
Jan 27, 2026$109Available3
Jan 28, 2026$110Available3
Jan 29, 2026$126Available3
Jan 30, 2026$134Available3
Jan 31, 2026$131Not Available3
Feb 1, 2026$119Not Available3
Feb 2, 2026$109Not Available3
Feb 3, 2026$109Not Available3
Feb 4, 2026$113Not Available3
Feb 5, 2026$122Not Available3
Feb 6, 2026$136Not Available3
Feb 7, 2026$137Not Available3
Feb 8, 2026$129Available3
Feb 9, 2026$112Available3
Feb 10, 2026$109Available3
Feb 11, 2026$118Available3
Feb 12, 2026$151Available3
Feb 13, 2026$152Available3
Feb 14, 2026$158Available3
Feb 15, 2026$168Available3
Feb 16, 2026$173Available3
Feb 17, 2026$170Available3
Feb 18, 2026$129Not Available3
Feb 19, 2026$132Not Available3
Feb 20, 2026$143Not Available3
Feb 21, 2026$138Not Available3
Feb 22, 2026$128Not Available3
Feb 23, 2026$117Not Available3
Feb 24, 2026$114Not Available3
Feb 25, 2026$122Available3
Feb 26, 2026$133Available3
Feb 27, 2026$146Available3
Feb 28, 2026$147Available3
Mar 1, 2026$134Available3
Mar 2, 2026$122Available3
Mar 3, 2026$122Available3
Mar 4, 2026$126Available3
Mar 5, 2026$136Available3
Mar 6, 2026$151Available3
Mar 7, 2026$169Available3
Mar 8, 2026$147Not Available3
Mar 9, 2026$133Not Available3
Mar 10, 2026$129Not Available3
Mar 11, 2026$138Not Available3
Mar 12, 2026$149Not Available3
Mar 13, 2026$169Not Available3
Mar 14, 2026$158Available3
Mar 15, 2026$142Available3
Mar 16, 2026$131Available3

Top notch amenities

GUEST FAVORITES

Pool outdoor
Gym
Game Room
Basketball Court
Fire pit
Fire place
BBQ Area
Patio
Balcony

Where you'll sleep



Explore Kissimmee, FL

Discover Kissimmee's vibrant energy, a world-renowned destination for unparalleled entertainment and magic. A short drive brings you to the thrilling adventures of Disney's Animal Kingdom Theme Park and the aquatic fun of Disney's Blizzard Beach Water Park. Minutes away, immerse yourself in cinematic experiences at Disney's Hollywood Studios or explore the expansive wonders of Walt Disney World® Resort, ensuring every day offers new discoveries and lasting memories for all ages.

Things to know

Here are some things which you should know before booking WH1201 - NEW Listing - Windsor Hills

House rules

Check-in after 4:00 PM
Check-out before 10:00 AM
6 guests maximum
Pets not allowed
Events require approval

Cancellation policy

This property follows Booming Vacation Homes’s standard cancellation policy.