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Windsor Hills Home w/ Pool 2 miles from Disney!

Family-friendly stay near Walt Disney World® Resort

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Photo gallery for Windsor Hills Home w/ Pool 2 miles from Disney!

A resort with multiple swimming pools, a water park, and lounge areas surrounded by palm trees.
A modern living room with a sofa, a dining table with chairs, a coffee table, and a large window with curtains.
A clean, well-organized grocery store with shelves stocked with various products, a blue shopping basket, and a refrigerator in the background.
A two-story building with a light blue exterior, dark blue shutters, and a central entrance with a door.
A modern hotel lobby with a central reception desk, a large illuminated sign, and a patterned floor.

Reviews

10 out of 10
Exceptional

Entire condo

3 bedrooms3 bathroomsSleeps 8134 sq m

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Kissimmee, FL
  • Place, Mystic Dunes Golf Club
    ‪3 min drive‬
  • Place, Bonanza Golf & Gifts
    ‪4 min drive‬
  • Place, Island H2O Live!
    ‪6 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪33 min drive‬

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About the area

Kissimmee

Windsor Hills stay.Your stay at this Windsor Hills condo places you within 3 miles (5 km) of Walt Disney World® Resort and Island H2O Live!. Old Town and Disney's Hollywood Studios® are also within 6 miles (10 km).
View more Condo rentals in OrlandoOpens in a new window

What's nearby

  • Mystic Dunes Golf Club - 3 min drive - 1.7 km
  • Bonanza Golf & Gifts - 4 min drive - 3.4 km
  • Mighty Jungle Golf - 4 min drive - 3.7 km
  • Island H2O Live! - 6 min drive - 4.1 km
  • Orange Lake Golf - 7 min drive - 7.1 km

Getting around

  • Kissimmee Station - 26 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 31 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪El Cafetal Bakery & Restaurant - ‬3 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪IHOP - ‬3 min drive

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Windsor Hills Home w/ Pool 2 miles from Disney!

Welcome to Wanderlust Windsor Hills!
This is what you've been searching for! Our 3 bed 3 bath home has a private pool with free heat and is a newly refreshed vacation rental in the desirable and upscale gated community of Windsor Hills Resort- only 2 miles to Disney! This gorgeous home has the perfect set-up for the entire family!

HOME FEATURES:

*3 spacious bedrooms each with its own en-suite bathroom
-Master bedroom (upper level)- King sized bed with 50" TV, and the ensuite bathroom has a soaking tub with shower.
-Main bedroom (lower level)- Queen sized bed and a 32" TV. The lower level bathroom has a walk-in shower.
-Upstairs bedroom is decorated in a fun ocean animal theme and has a twin over full bunk bed with a twin pull out trundle bed - perfect for four kids! It is also equipped with a big 50" TV and 2 gaming chairs. Lots of books in the dresser drawers for bed time stories or teens reading by the pool.
The ensuite bathroom has a tub/shower combo easy for bathing little ones. A step stool is provided for their access to the sink.
All bathrooms have hair dryers under the sinks. Master bath additionally has a hair straightener and massage gun (for after those long days at the parks).
*Kitchen with beautiful granite tile and new stainless steel appliances is fully equipped with everything you need. We offer a Keurig coffee pot (with the option for a pod/ single serve cup), toaster, waffle maker, blender, wine glasses, baking sheets, and more!
Seating for 6 at the full size dining table as well as 3 additional counter bar stools.

*Private, west-facing splash pool (HEAT INCLUDED!) has been recently resurfaced with a newly paved screened-in patio that backs to a scenic open grassy area with no direct rear neighbors.

*Starter items such as toilet paper, shampoo, conditioner, soap, laundry/dishwasher pods, garbage bags, coffee pods, and paper towel are included in your stay!

*MORE HOME AMENITIES TO ENJOY: Free WiFi, cable TV, DVD player and movies, indoor and outdoor games, Ring doorbell security, Nest thermostat, full size washer and dryer, outdoor grill, iron and ironing board, high chair, pack-n-play (portable crib), stair gate, kids dishes/utensils, umbrella stroller, double stroller, puddle jumpers/ life jackets, pool/beach toys, all bed linens, bath towels, pool towels and more!

*Private Driveway Parking is included for one vehicle. Additional parking is available right across the street.

The following resort amenities are INCLUDED with your rental - so be sure to enjoy them!

WINDSOR HILLS RESORT FEATURES:
Zero- entry heated double Olympic lagoon pool with hot tub
Sir Windsor Waterpark and Splash Area
Fitness Center
Market place and Grill
Game room with Arcade
Movie theater (see the entertainment schedule at the Welcome Center)
Basketball, Tennis/Pickleball, Volleyball Courts, and a Putting Green
Multiple Playgrounds
and more!
We are a short 5-10 minute drive to Animal Kingdom, Hollywood Studios, or ESPN Wide World of Sports complex. Magic Kingdom, Epcot and Disney Springs are a 10-15 minute drive away.
Book early for the dates that you would like in order to take advantage of our great rates!
We look forward to hearing from you soon!
*Waterpark and Splash Pad will be undergoing maintenance from January 5 to February 13, 2026*

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Property amenities

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • DVD player
  • Games
  • Smart TV with cable/satellite channels
  • Video library

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Wheelchair accessibility
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near an outlet shopping mall

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Gym
  • Heated pool
  • Optional golf privileges
  • Tennis
  • Water park
  • Basketball nearby
  • Cycling nearby
  • Ecotours nearby
  • Golfing nearby
  • Swimming nearby
  • Theme park nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock
  • Fire extinguisher
  • First aid kit

General

  • Garden
  • Property located in a resort
  • Unit size: 1,440 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

Guests are required to sign the host rental agreement. Security deposit hold of $500 required. NO pets. NO parties. NO smoking/vaping. Quiet 11p-7a.
Two Ring cameras on property that are on 24/7 and record sound and motion. Cam 1 at front door showing driveway, cam 2 in back showing mechanicals.
Minimum renter age 25. Max 3 vehicles per resort rules. Check in after 4 pm EST. Check out before 10 am EST or will be $100/hr charge past 10 am.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

orp5b55180x

Frequently asked questions

How close is Windsor Hills Home w/ Pool 2 miles from Disney! to the airport?

This condo is 12.5 mi (31-min drive) away from the Kissimmee, FL (ISM-Kissimmee Gateway) airport, the closest popular airport to the property.

Does Windsor Hills Home w/ Pool 2 miles from Disney! have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Windsor Hills Home w/ Pool 2 miles from Disney! to the beach?

This condo is 8.4 mi (19-min drive) from Beachcomber Beach and 9.2 mi (18-min drive) from Hideaway Bay. Don't forget your sunscreen!

Does Windsor Hills Home w/ Pool 2 miles from Disney! offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Windsor Hills Home w/ Pool 2 miles from Disney!?

No, there is no casino at this condo.

What time is check-in at Windsor Hills Home w/ Pool 2 miles from Disney!?

Check-in begins at 4:00 PM.

Is there free parking at Windsor Hills Home w/ Pool 2 miles from Disney!?

Free parking is not available at this condo.

Does Windsor Hills Home w/ Pool 2 miles from Disney! have a pool?

Yes, there's a private pool.

Does Windsor Hills Home w/ Pool 2 miles from Disney! have a spa?

There are no spa services available at this condo.

How close is Windsor Hills Home w/ Pool 2 miles from Disney! to downtown Kissimmee?

This condo is 2.4 mi away from Four Corners.

Windsor Hills Home w/ Pool 2 miles from Disney! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 35 out of 35 reviews
Rating 8 - Good. 0 out of 35 reviews
Rating 6 - Okay. 0 out of 35 reviews
Rating 4 - Poor. 0 out of 35 reviews
Rating 2 - Terrible. 0 out of 35 reviews

9.8/10

Cleanliness

Reviews

From a partner site

10/10 Excellent

Wanderlust at Windsor

We had a wonderful stay at this Florida home! The pool was amazing, clean, relaxing, and perfect for enjoying the warm weather. The house was comfortable and had everything we needed for a great vacation. The owner was very responsive and quick to help with any questions or issues, which made the stay even better. We would definitely stay here again!
From a partner site

10/10 Excellent

Great stay

Great place to stay for your Disney vacation. Close to parks and the resort has a great pool with water slides. The private plunge pool is great for families needing to cool off from the Florida heat. Had a small issue during our stay but the owners were quick to resolve the issue. 10/10 would recommend
From a partner site

10/10 Excellent

Wanderlust was an amazingly clean and updated home!

The home was perfect for my family of 7 (5 kids and 2 adults). Plenty of space and the house has been updated nicely. Everything was clean and very convenient to all parks. Can't wait to return.
From a partner site

10/10 Excellent

Great stay and great host!

Great communication and great host. Would recommend to others! Clean unit and good location.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family vacation with an amazing accommodation. The kitchen was stocked with all necessities and basics around the home to make an easy beginning to our trip. Pool was a great hit with our oldest. Great location and having access to resort amentities was a bonus! Rooms were spacious and beautiful.
Stayed 7 nights in Dec 2025
From a partner site

10/10 Excellent

Excellent property & location

Lovely property close to Disney parks and local amenities. House well equipped and beautiful gated community. Recommended for families and couples. Excellent communication with owners.
From a partner site

10/10 Excellent

Wonderful host with a beautiful place

Owners were extremely helpful and easy to work with! Home is clean and simply beautifully decorated nothing outlandish or overwhelming!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place in a great location!

Stayed while visiting extended family in Wintergarden and the place was great! Was there during the cold snap, so didn't get to use the water park/pool, but loved the convenience and security the subdivision has. The condo was clean and the owners were very helpful in ensuring our stay went well! Would definitely recommend and stay again for future visits.
Stayed 4 nights in Dec 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacay

It was a great stay! The owners were wonderful to work with and the house was stocked really quite well especially having a toddler! The resort has great amenities, some are a bit worn like the arcade but overall still a great time and would go back again!!
Stayed 7 nights in Mar 2023
From a partner site

10/10 Excellent

Cozy, Clean, Great Communication

We booked this stay last minute, and Lesley was so helpful with timely communication in answering our questions and providing check-in/check-out details and facilitating parking passes for the resort. The home was clean and comfortable--it was the perfect place to relax after time in busy Orlando attractions. We appreciated the well stocked kitchen, dvds, board games, and extra blankets in the unit. We would stay again without hesitation.
From a partner site

10/10 Excellent

Wanderlust was 100% amazing!!!

Attentive owners and very clean. Super accessible to all parks and very comfortable. If I could give it 6 stars I would.
From a partner site

10/10 Excellent

Great Stay

We had a great week at Wanderlust. The property was very clean and just enough room for our party of 6. It was very helpful for each room to have its own bath. The kitchen was well stocked for us to make dinners at night. This property is a short 10-to-12-minute drive to the parks. We will definitely be back!!
From a partner site

10/10 Excellent

So convenient and cute!

The condo was adorable and spotless! We loved having our own private pool, and the location was perfect—just a few minutes from the parks, which made everything so convenient. The property’s main pool is also beautiful, and we enjoyed taking a day off between park visits to relax there. Stephen and Lesley were wonderful to book with and made the entire experience completely stress-free. This was our second stay here, and we’ll definitely be back again!
From a partner site

10/10 Excellent

Amazing Vacation

We spent a week at this amazing home and resort. It was everything that we could ask for. The home was so inviting. Everything was very clean and organized. The owners were amazing to deal with as well. Would highly recommend this place to everyone.
From a partner site

10/10 Excellent

Loved our stay!

The property was so conveniently located! The townhouse was thoughtfully stocked with everything we needed (or didn’t even realize we needed). The resort pool and amenities were a fun bonus. The Devries were incredibly responsive with inquiries and needs before and during our stay— it was fantastic to know they were just a text or call away if we needed anything or if something came up. We will definitely be staying at their place again!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic townhome near Disney

Great townhome! We had a great time with our family for a week in Orlando! There was plenty for all ages at the community pool and the house is well stocked including plenty of games in case of rain. Communication with the property owners was incredibly fast, they were so responsive and helpful for all our needs. When our kids noticed the PS4 chargers were missing, the owner shipped some new ones that arrived later that day!
Stayed 8 nights in Apr 2023
From a partner site

10/10 Excellent

Magical Family Vacation

We stayed here the December 2025 with four adults and three children under five. This house was perfect for our family. The grandparents would drop us off at the Disney parks each morning and it was a quick drive. Depending on the time you leave for the parks, there may be some traffic but nothing too inconvenient. It was very convenient to be located on the way from a Walmart and Starbucks as well. There are also many options for take out food and dining in the area as well. The property is very clean and well maintained. My kids enjoyed using the pool out back everyday between going to the parks. Kitchen had all the tools and utensils we needed to start cooking on the first day. We would absolutely stay here again when visiting Disney.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great way to start the New Year!

Always love a stay at Windsor Hills and this townhouse was just as great as the rest. We felt right at home with a few games provided and coloring books with crayons. Some of the children’s books are ones we have at home too so my children thought that was fun. Even though it was only 51 degrees on our first night the kids had fun in the warmed up splash pool. Thanks for sharing your home with us.
Stayed 4 nights in Jan 2024
From a partner site

10/10 Excellent

Memories of a lifetime!

Our stay at Wanderlust was fantastic! The owners were really helpful and answered all of our questions. The townhouse was very nicely kept and updated. The place is bright and very inviting. It had enough room for two families to be there and be comfortable. The private pool was really for the kids to swim in all day plus being able to use the resort pool and other amenities. It is super close to the Disney parks and Universal Studios which was a major draw to book the place. It’s a wonderful gated community which was really nicely kept and made us feel really safe. Would definitely stay there again in the future!
From a partner site

10/10 Excellent

Perfect for families!

We couldn’t have asked for a better location for our Disney trip! We loved the resort pool in the afternoons and the easy drive to the parks each day. Plenty of shopping and options close by to grab dinner or groceries on our way home. The condo was great for our family! Plenty of living space and the kids loved the bunk bed option and the private pool! It was a great activity for them after a long day at the parks without having to get all the gear and go back out. We never felt cramped like a hotel room, and the kitchen space was amazing to have so that we could get groceries and not have to eat out every night. The owners were super responsive and easy to talk to through the booking process. We also loved the gated community and security aspect of the neighborhood. We had a wonderful experience!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous! Will stay again!

We had a wonderful week’s stay at Wanderlust in Windsor Hills. We have been staying in Windsor Hills for 17 years (the location is superb, the gated community feels so safe and the community pool and facilities are excellent) and this is one of our favourite houses. It is not overlooked at the back which is very welcome when sitting out enjoying the evening sun by the pool. The house itself is spacious and very well equipped – great kitchen and comfy beds! I loved the thoughtful things making life easier for guests – the labels on the switches / starter packs of dishwasher tablets and laundry supplies / condiments so you don’t have to buy a full pack of something that will get used once or twice. Steve was very responsive to questions and requests and was so accommodating in every way from booking, checking in, during our stay and then checking out – and afterwards when he was so helpful with a parcel that arrived after we had checked out. We will definitely stay here again!
Stayed 7 nights in Apr 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location next to Disney!

Our family of 3 (w/ 13 yo son) had a great week at this property. The location near Disney is as close as possible without being in Disney Resort which we found to be ideal. The property has just about everything you need for a comfortable stay. Kitchen appliances, dishes, cookware, soap, detergent, etc - plenty for our family staying a week. Filtered water from the fridge! Kids bedroom has PS and some games. The attached pool is great although we didn't really have time to enjoy it but it was still a great place to hang out after returning from the parks. The community pool is great if you have kids or teens. Water slides and kids area is awesome! The house provides beach towels too! My only negative (and it's minor) is that the bath towels were very few and low quality so expect to do laundry. Good news is there is washer dryer and some detergent! This townhome is so much better than staying at a hotel. I highly recommend this place! Great value, great location.
Stayed 6 nights in Apr 2023
From a partner site

10/10 Excellent

Great stay and good communication

This location was perfect for our family of 5! The games and other kid items provided were amazing! The extra items as well were great with extra washing pods, trash bags etc! The communication was very clear and easy for contact as well! We would stay here again for sure!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Kids enjoyed the pool. Most important factor to me is cleanliness and you nailed it.
Stayed 4 nights in Mar 2026
From a partner site

10/10 Excellent

Would definitely stay again!

We really enjoyed our time at the townhome!! We have never been to Windsor Hills before. We felt very safe and everything was clean and tidy. It is nicely decorated and kid friendly which is so nice! The townhome itself was very nice and kept up. We had no major issues at all and would definitely stay again! The owners were very friendly. The Windsor hills resort pool was great and the townhomes personal pool was an added bonus! The splash pad was too cold but we just avoided that area! The only cons we had were there were no paper towels the entire stay, we ran out of toilet paper, the laundry pods were empty, the rolling bed underneath was broken, and the coffee pot leaked water all over the counter. We did not feel any of these were a big deal to us and definitely did not impact our quality of stay! It was a great place and we would book with these owners again in the future! Thank you for the accommodations!!

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