Kissimmee, FL
2584 - 6 Bedroom w/ Pool and Water Park Included
About the property
🌟 Welcome to Your Ultimate Vacation Escape at Windsor Hills Resort! 🌟 This charming vacation home in Windsor Hills Resort offers six spacious bedrooms and is perfect for the entire family. Located in one of the finest gated communities in the area, Windsor Hills Resort features 24-hour security, ensuring only permitted guests have access to the neighborhood. We’re just a short distance from Disney parks, shopping, dining, and many of Orlando’s top attractions. THE SPACE: • 🛋️ Newly furnished and decorated • 👑 One queen bedroom downstairs • 👑 Two king suites upstairs • 🛏️ Two bedrooms with two twin beds each upstairs • 🛏 One bedroom with two full beds upstairs • 🍽️ Kitchen: Large, fully equipped with granite countertops and full-size stainless steel appliances • 🏊♂️ Private Pool: A perfect spot to unwind after a day at the theme parks • 🧺 Washer and Dryer: Convenient in-home laundry facilities • 🎱 Game Room: Converted garage with a pool table, ping pong table, and foosball table ✨ 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 provide basic kitchen essentials such as pots, pans, plates, cups, and silverware to prepare simple meals. However, we do not supply seasonings, condiments, coffee, or tea. *** Pool & Spa Heating: • Optional pool/spa heating is available October–March for $45/day and must be requested before arrival for the entire stay. • Heating takes 24–48 hours, so we cannot guarantee warm temperatures if not pre-requested. We require at minimum 72 hour notice to heat the pool. • The pool and spa share the same water—spa heating is only available if pool heat is added. • No pool heating during summer months (April–September) due to high outdoor temperatures. • Heating effectiveness may vary in temps below 60°F (15°C); water may still feel cool, especially at night. *** Other Pool Info: • Pools are serviced every Monday, and may be unavailable for at least 3 hours during cleaning. • Pool heating is not intended to reach hot tub temperatures, especially during cold weather. *** Grill Notice: • There is no grill onsite. You’re welcome to rent one from a local provider. • If grilling, please do so on the grass, not the patio. • Extra cleaning fees may apply for grease/charcoal damage or excessive messes. *** 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.
🌟 Welcome to Your Ultimate Vacation Escape at Windsor Hills Resort! 🌟 This charming vacation home in Windsor Hills Resort offers six spacious bedrooms and is perfect for the entire family. Located in one of the finest gated communities in the area, Windsor Hills Resort features 24-hour security, ensuring only permitted guests have access to the neighborhood. We’re just a short distance from Disney parks, shopping, dining, and many of Orlando’s top attractions. THE SPACE: • 🛋️ Newly furnished and decorated • 👑 One queen bedroom downstairs • 👑 Two king suites upstairs • 🛏️ Two bedrooms with two twin beds each upstairs • 🛏 One bedroom with two full beds upstairs • 🍽️ Kitchen: Large, fully equipped with granite countertops and full-size stainless steel appliances • 🏊♂️ Private Pool: A perfect spot to unwind after a day at the theme parks • 🧺 Washer and Dryer: Convenient in-home laundry facilities • 🎱 Game Room: Converted garage with a pool table, ping pong table, and foosball table ✨ 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 provide basic kitchen essentials such as pots, pans, plates, cups, and silverware to prepare simple meals. However, we do not supply seasonings, condiments, coffee, or tea. *** Pool & Spa Heating: • Optional pool/spa heating is available October–March for $45/day and must be requested before arrival for the entire stay. • Heating takes 24–48 hours, so we cannot guarantee warm temperatures if not pre-requested. We require at minimum 72 hour notice to heat the pool. • The pool and spa share the same water—spa heating is only available if pool heat is added. • No pool heating during summer months (April–September) due to high outdoor temperatures. • Heating effectiveness may vary in temps below 60°F (15°C); water may still feel cool, especially at night. *** Other Pool Info: • Pools are serviced every Monday, and may be unavailable for at least 3 hours during cleaning. • Pool heating is not intended to reach hot tub temperatures, especially during cold weather. *** Grill Notice: • There is no grill onsite. You’re welcome to rent one from a local provider. • If grilling, please do so on the grass, not the patio. • Extra cleaning fees may apply for grease/charcoal damage or excessive messes. *** 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.
Availability & Pricing
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Apr 13, 2026 | $244 | Available | 3 |
| Apr 14, 2026 | $244 | Not Available | 3 |
| Apr 15, 2026 | $252 | Not Available | 3 |
| Apr 16, 2026 | $272 | Not Available | 3 |
| Apr 17, 2026 | $307 | Not Available | 3 |
| Apr 18, 2026 | $298 | Not Available | 3 |
| Apr 19, 2026 | $264 | Not Available | 3 |
| Apr 20, 2026 | $244 | Not Available | 3 |
| Apr 21, 2026 | $244 | Not Available | 3 |
| Apr 22, 2026 | $244 | Available | 2 |
| Apr 23, 2026 | $249 | Available | 2 |
| Apr 24, 2026 | $320 | Not Available | 2 |
| Apr 25, 2026 | $319 | Not Available | 3 |
| Apr 26, 2026 | $284 | Not Available | 3 |
| Apr 27, 2026 | $252 | Not Available | 3 |
| Apr 28, 2026 | $244 | Not Available | 3 |
| Apr 29, 2026 | $246 | Not Available | 3 |
| Apr 30, 2026 | $267 | Not Available | 3 |
| May 1, 2026 | $292 | Not Available | 3 |
| May 2, 2026 | $299 | Not Available | 3 |
| May 3, 2026 | $252 | Not Available | 3 |
| May 4, 2026 | $244 | Not Available | 3 |
| May 5, 2026 | $244 | Not Available | 3 |
| May 6, 2026 | $244 | Not Available | 3 |
| May 7, 2026 | $244 | Not Available | 3 |
| May 8, 2026 | $268 | Not Available | 3 |
| May 9, 2026 | $258 | Not Available | 3 |
| May 10, 2026 | $244 | Not Available | 3 |
| May 11, 2026 | $244 | Not Available | 3 |
| May 12, 2026 | $244 | Not Available | 3 |
| May 13, 2026 | $244 | Not Available | 3 |
| May 14, 2026 | $244 | Not Available | 3 |
| May 15, 2026 | $259 | Not Available | 3 |
| May 16, 2026 | $258 | Not Available | 3 |
| May 17, 2026 | $244 | Not Available | 3 |
| May 18, 2026 | $244 | Not Available | 3 |
| May 19, 2026 | $244 | Not Available | 3 |
| May 20, 2026 | $244 | Not Available | 3 |
| May 21, 2026 | $264 | Not Available | 3 |
| May 22, 2026 | $264 | Not Available | 3 |
| May 23, 2026 | $252 | Not Available | 3 |
| May 24, 2026 | $257 | Available | 3 |
| May 25, 2026 | $255 | Available | 3 |
| May 26, 2026 | $305 | Not Available | 3 |
| May 27, 2026 | $248 | Not Available | 3 |
| May 28, 2026 | $268 | Not Available | 3 |
| May 29, 2026 | $296 | Not Available | 3 |
| May 30, 2026 | $296 | Not Available | 3 |
| May 31, 2026 | $269 | Not Available | 3 |
| Jun 1, 2026 | $259 | Not Available | 3 |
| Jun 2, 2026 | $268 | Not Available | 3 |
| Jun 3, 2026 | $244 | Not Available | 3 |
| Jun 4, 2026 | $244 | Not Available | 3 |
| Jun 5, 2026 | $271 | Not Available | 3 |
| Jun 6, 2026 | $271 | Not Available | 3 |
| Jun 7, 2026 | $246 | Not Available | 3 |
| Jun 8, 2026 | $244 | Not Available | 3 |
| Jun 9, 2026 | $244 | Not Available | 3 |
| Jun 10, 2026 | $244 | Not Available | 3 |
| Jun 11, 2026 | $255 | Not Available | 3 |
| Jun 12, 2026 | $282 | Not Available | 3 |
| Jun 13, 2026 | $286 | Not Available | 3 |
| Jun 14, 2026 | $255 | Not Available | 3 |
| Jun 15, 2026 | $244 | Not Available | 3 |
| Jun 16, 2026 | $244 | Not Available | 3 |
| Jun 17, 2026 | $244 | Not Available | 3 |
| Jun 18, 2026 | $338 | Not Available | 3 |
| Jun 19, 2026 | $373 | Not Available | 3 |
| Jun 20, 2026 | $371 | Not Available | 3 |
| Jun 21, 2026 | $342 | Not Available | 3 |
| Jun 22, 2026 | $245 | Not Available | 3 |
| Jun 23, 2026 | $244 | Not Available | 3 |
| Jun 24, 2026 | $254 | Not Available | 3 |
| Jun 25, 2026 | $274 | Not Available | 3 |
| Jun 26, 2026 | $308 | Not Available | 3 |
| Jun 27, 2026 | $315 | Not Available | 3 |
| Jun 28, 2026 | $274 | Not Available | 3 |
| Jun 29, 2026 | $250 | Not Available | 3 |
| Jun 30, 2026 | $244 | Not Available | 3 |
| Jul 1, 2026 | $259 | Not Available | 3 |
| Jul 2, 2026 | $389 | Not Available | 3 |
| Jul 3, 2026 | $372 | Not Available | 3 |
| Jul 4, 2026 | $373 | Available | 3 |
| Jul 5, 2026 | $374 | Available | 3 |
| Jul 6, 2026 | $379 | Not Available | 3 |
| Jul 7, 2026 | $379 | Not Available | 3 |
| Jul 8, 2026 | $379 | Not Available | 3 |
| Jul 9, 2026 | $379 | Not Available | 3 |
| Jul 10, 2026 | $379 | Not Available | 3 |
| Jul 11, 2026 | $379 | Not Available | 3 |
| Jul 12, 2026 | $379 | Not Available | 3 |
Amenities
Guests love this place
4.89
based on 97 reviews
The home was perfect! Larissa and Rosely were responsive, helpful and thoughtful and this was the perfect stay for our family! Would absolutely recommend this house and these hosts - they were awesome!!!
We had a fantastic stay at Larissa & Rosely’s home in Kissimmee. The location is excellent—very close to the theme parks, restaurants, and shopping, making it ideal for families and vacationers. Larissa & Rosely are exceptional hosts. Communication was quick, clear, and very helpful, which made the entire experience stress-free. The house is beautiful, spacious, and well maintained, with great attention to detail. It was spotless upon arrival and had everything we needed for a comfortable stay. The pool was a huge bonus and was enjoyed by everyone—it was perfect for relaxing after busy days at the parks. We truly loved our stay, would absolutely return, and highly recommend this property to anyone visiting the area.
We loved our stay. The home was clean and beautiful. The neighborhood was quiet and family-friendly. This is our second time staying.
4.89
based on 97 reviews
The home was perfect! Larissa and Rosely were responsive, helpful and thoughtful and this was the perfect stay for our family! Would absolutely recommend this house and these hosts - they were awesome!!!
We had a fantastic stay at Larissa & Rosely’s home in Kissimmee. The location is excellent—very close to the theme parks, restaurants, and shopping, making it ideal for families and vacationers. Larissa & Rosely are exceptional hosts. Communication was quick, clear, and very helpful, which made the entire experience stress-free. The house is beautiful, spacious, and well maintained, with great attention to detail. It was spotless upon arrival and had everything we needed for a comfortable stay. The pool was a huge bonus and was enjoyed by everyone—it was perfect for relaxing after busy days at the parks. We truly loved our stay, would absolutely return, and highly recommend this property to anyone visiting the area.
We loved our stay. The home was clean and beautiful. The neighborhood was quiet and family-friendly. This is our second time staying.
Will definitely look to stay at this place again in the future! Great location surrounded by restaurants and right next to a walmart as well! The house was beautiful, felt right at home and to top it off Disney was only 15 minutes away. A very great experience, I’d 100% recommend this place to anyone going to Orlando!!
Very responsive! Bathrooms were clean and sanitized before we checked in. When the pool filter didn’t seem to work they sent someone out to look at it.
Great place close to all of the Disney Parks. Secure gated location, modern house, nice big kitchen, 2 nice living room areas with couches and TV’s, nice spacious bedrooms/bathrooms, great game room and laundry room, nice screened in pool/ outdoor gathering area. Community pool is also really nice and resort like with kids water park and great adult pool + includes small food counter, game room, and small exercise room. Would definitely stay here again on our next Florida trip.
Larissa & Rosely were quick to respond to all communication. The house was clean, comfortable and as described. The kids loved using the games room when they had some time at the villa. We paid for pool heat and it was warm like a bath and made it even more enjoyable when we all went for a swim. The villas location offers nice views over the surrounding area and the tree behind the villa often had squirrels or birds which the kids enjoyed pointing out.
Larissa and Rosely were fantastic hosts. They were super proactive with their communication and made sure we had everything we need. It was such a lovely stay. I would 100% recommend this place for anyone looking for a stunning and convenient property in Orlando and near to the Disney parks.
Great place for a big family trip!
Good place to stay. Had plenty of rooms and beds for whole family. I love the Star Wars room and I’m not even a Star Wars fan. The only 2 complaints I have is that 1. the large beds upstairs are very uncomfortable. They are very hard and loud. Can’t even get up in the middle of the night to use the restroom without waking up your spouse. I rented the house for 4 nights and you can imagine how my body felt after the second night of sleeping on an uncomfortable mattress and walking the park all day. The kids beds are super comfy and the bed downstairs is a lot more comfortable than the beds upstairs. 2. The Xbox wasn’t working and it’s locked so you can’t even get to it. Didn’t really have the energy to try to figure it out, also the desk is super dusty. They must not clean it much. Besides that the hosts are super clear and super responsive whenever you reach out them. I needed a last minute guest added at almost 10pm and they added the person within minutes.
Where you'll be
Kissimmee, FL, 34747, United States of America
Things to know
Cancellation policy
Refundable Bookings
Cancellation deadlines:
- For stays under 15 nights, you may cancel or reschedule up to 14 days before check-in for a full refund. For stays 15 nights or longer, the cancellation window is 60 days.
- For some homes, a 30-day deadline applies — this will be clearly shown before you book.
- Cancellations must be submitted before 4 PM EST on the deadline day to qualify.
Fair-Refund Policy
If you cancel after the deadline:
- Booming Vacation Homes will relist your dates and automatically refund you for any nights that rebook.
- The refund per night will be the lower of the original price or the rebooking rate. Nights that do not rebook are non-refundable.
Half-Now, Half-Later Bookings
- The first half of your payment is non-refundable.
- The second half may be refunded according to the standard cancellation policy above.
Non-Refundable Bookings
If you selected a Non-Refundable rate at checkout, the booking cannot be changed or canceled, and no refund will be issued.
Date Changes & Rebooking
Once a stay is canceled, you can't rebook the same dates yourself. If you need help choosing new dates, our Concierge team is happy to assist.
Transfers to Another Guest
You may transfer your booking to someone else at no charge. Just contact the Concierge with the new guest's name and email. The new guest must accept the transfer for it to take effect.
Policy Match Guarantee
If a better price is available for the same property on Airbnb or the owner's site, contact the Concierge — Booming Vacation Homes will match it.
By completing your booking, you acknowledge and agree to Booming Vacation Homes's cancellation policy.