See all properties
Save
Entire home

Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly

Photo gallery for Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly

Pool
A living room with a leather sofa, a coffee table, a flat-screen TV, and a bookshelf.
A hotel entrance with a covered walkway, palm trees, and well-maintained gardens.
Terrace/patio
A dining area with a large table set for six, surrounded by chairs. There is a staircase leading to an upper level.

Reviews

9.2 out of 10
Wonderful

Entire home

5 bedrooms5 bathroomsSleeps 10217 sq m

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Explore the area

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

Room options

You may also like

Ad
Outdoor pool, pool cabanas (surcharge), pool umbrellas

Conrad Orlando at Evermore

Orlando
  • On private beach
  • Pool
  • Spa
  • Kids’ pool
9.6 out of 10, Exceptional, 492 reviews
The price is AU$750
includes taxes & fees
2 Aug - 3 Aug
Conrad Orlando at Evermore

About the area

Kissimmee

A family-friendly stay in Kissimmee awaits you at this holiday home. You'll be 4.9 km (3.1 mi) from Walt Disney World® Resort and 3.3 km (2.1 mi) from Island H2O Live!. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features free WiFi, 5 bathrooms and a balcony. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A living room, a private garden and a Smart TV are also available. .Enjoy the water park and Hot tub. Plus you'll find laundry facilities and a games room. .Attractions within a 10-minute drive of this Windsor Hills holiday home include Old Town and Mystic Dunes Golf Club.
View more Holiday homes in OrlandoOpens in a new window

What's nearby

  • Mystic Dunes Golf Club - 3 min drive - 1.7 km
  • Bonanza Golf & Gifts - 3 min drive - 3.0 km
  • Mighty Jungle Golf - 4 min drive - 3.4 km
  • Island H2O Live! - 5 min drive - 3.8 km
  • Orange Lake Golf - 6 min drive - 6.8 km

Getting around

  • Kissimmee Station - 27 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
  • ‪Osaka Bay Buffet - ‬3 min drive

About this property

Entire place

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

Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly

Windsor Hills Resort Vacation Home - includes resort clubhouse amenity access!

Our 5-bedroom, 5-bathroom, private pool & spa vacation home is a great option for families wanting a home base to enjoy the best of all that Central Florida has to offer.

* Windsor Hills Resort Private Pool Home Sleeps up to 10
* 5 bedrooms/ 5 bathrooms
* Windsor Hills Resort Gated Community
* 4 miles to Disney World property
* Fully equipped Kitchen with dining for 8 at the dining room table
* Additional seating for 4 at the breakfast table
* Private pool with spa faces West in screened-in lanai.
* Outdoor Dining Seats 6
* Sun Loungers
* 8-minute walk to the Clubhouse
* Dog-Friendly (+$)

BEDROOMS 1st Floor (Downstairs)
- Bedroom 1: One King Bedroom (Attached Bathroom) 50" Roku TV
- Bedroom 2: One King Bedroom (Attached Bathroom) 50" Roku TV
- Bedroom 3: Two Twins Bedroom (Shared Bathroom) 50" Roku TV

BEDROOMS 2nd Floor (Upstairs)
- Bedroom 4: One King Bedroom (Attached Bathroom) 50" Roku TV
- Bedroom 5: Two Twins Bedroom (Attached Bathroom) 46" TV

* This is a pet-friendly home!
- An additional non-refundable cleaning fee of $150 plus tax will apply when you let us know you're bringing your dog.
- There is a two-dog limit.
- Pet must be disclosed and an additional fee must be paid prior to arrival

Pool & Spa Charges and Information:
There is an additional optional charge of $30 per day plus tax to heat the pool/spa.
The spa will not heat up without the pool heater being turned on.
Please note that our pools are serviced on a weekly basis.

Resort Parking Rules:
The resort allows maximum 3 cars.
Do not block the sidewalk or park on the street or the resort will fine you
3rd car needs to be parked parallel to the driveway to not block the sidewalk

Windsor Hills Resort Amenity Access Included with Rental:

* Resort-style zero-entry pool
* 2 Water Slides
* Interactive Splash Pad
* Playgrounds
* Fitness center
* Sand volleyball
* Basketball and Tennis courts
* Arcade

Clubhouse Access Via Wristbands:
*Wristbands are obtained at the clubhouse upon arrival to the resort. Must present voucher to prove residence.
As a guest, to use the Clubhouse Facilities, you are entitled to a certain maximum number of wristbands based on the number of bedrooms in the unit you are renting. The number of wristbands for this unit are as follows:
5 Bedroom Unit - Maximum of 12 wristbands
* No wristbands will be provided in excess of this amount.
* All individuals must wear their wristbands on their wrist at all times while using the clubhouse amenities.
* Guests of Registered Guests may use the clubhouse amenities only while accompanied by the Registered Guest.

Distances to Shopping & Attractions: Home is located on Dinville Street
* Walt Disney World® 4 miles
* Universal Studios 16 miles
* SeaWorld 14 miles
* Orlando Airport 25 miles
* Atlantic Coast Beaches 74 miles
* Gulf Coast Beaches 89 miles
* Walmart Supercenter 1 mile
* Dining 1 mile

Why Choose this Rental?
- Professionally managed to serve all your needs
- Management company has over 26 years of experience hosting well over 200,000 families
- Go straight to your rental with online email check-in
- 24/7 on-call maintenance
- No Resort Fees
- Free On-Site Parking
- Smoke-free for your comfort
- Towels and linens are provided
- Complimentary WiFi
- Additional Rental items Available (e.g., 3 & 4 burner BBQs, cribs, pack-n-plays, strollers, high chairs, etc.)

Starter welcome packet supplies:
- 2 rolls toilet paper per bathroom
- 2 round hotel-size bar soap per bathroom
- 1 hotel-size shampoo/conditioner per full bathroom
- 1 roll paper towel
- 1 packet dishwasher detergent
- 2 trash bags size-13-gallon
- 1 small box laundry detergent (enough for one load)
- Garbage can liners in each bedroom/bathroom small garbage cans
Any supplies beyond this are up to the guest to replenish, we do not restock these items.
No salt/pepper or cleaning supplies are stocked due to safety issues.
This is an industry-standard practice.

FOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS: (this does not apply if you are staying less than 30 nights)
We will collect a $1,500 deposit.
Balance is due 60 days prior to arrival
If canceled 90 days or more before arrival, we keep with us $250.00. $1,250.00 will be refunded.
If canceled between 61 and 89 days prior to arrival, we keep with us the $1,500.00 deposit.
No cancellation or modification 60 days or less prior to arrival.

Similar properties

Lobby
Margaritaville Resort Orlando with H2O Waterpark
Kissimmee
  • Pool
  • Spa pool
  • Spa
  • Pet-friendly
4.4 out of 5, Excellent, 3,643 reviews
The price is AU$326
includes taxes & fees
2 Aug - 3 Aug
Margaritaville Resort Orlando with H2O Waterpark

Property amenities

Pool/Spa

  • Communal pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Yard

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Water park
  • Basketball nearby
  • Ecotours 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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Gated community
  • Property located in a resort
  • Unit size: 2,336 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

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

Pets

  • Pets are welcome
    • Service animals are exempt from fees.

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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 professional host. The provision of housing is linked to their trade, business or profession. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a deadbolt lock in all accommodation.

Property is also known as

438774
Minutes From Disney Special Pricing Private Pool/spa Game Room!

Frequently asked questions

Are there any beaches close to Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly?

The closest beach to Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly is Getaway Glen (8.4 km).

Does Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly have a pool?

Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly has a pool and a communal pool.

Does Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly have a waterslide?

No, but it has a waterpark and lazy river.

What luxury perks are available at Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly?

This property features 1 hot tub, as well as a private pool and a private yard.

What makes Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly a romantic place to stay?

1 hot tub, private pools, and private balconies all help set the scene for a sizzling getaway at Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly.

Is Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly family-friendly?

You bet! With amenities such as an arcade, a water park and highchairs, it's no surprise that Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly is a winner with our family travellers.

Is there a private hot tub at Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly?

Yep, there is a hot tub.

Is there a free airport shuttle available at Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly?

No, Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly does not offer an airport shuttle service.

What time are check-in & check-out at Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Windsor Hills Resort 5 Bedroom Pool Home Pet Friendly Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 16 out of 24 reviews
Rating 8 - Good. 5 out of 24 reviews
Rating 6 - Okay. 3 out of 24 reviews
Rating 4 - Poor. 0 out of 24 reviews
Rating 2 - Terrible. 0 out of 24 reviews

8.8/10

Cleanliness

6.0/10

Amenities

4.0/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Liesl B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall a very good stay. Heating for the pool required maintenance and it didn’t look like the pool had been cleaned. We found the property well stocked and easy to work wit the management company.
Stayed 7 nights in Mar 2026
Verified

8/10 Good

Erik N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great spot. Nice rooms and very clean. AC was broken when we got there. They fixed it promptly. Video game systems didn’t work. Otherwise, amazing stay.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Chris E.

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

Was amazing setup!

Loved our stay and will stay again.
Stayed 6 nights in Mar 2021
Verified

10/10 Excellent

Jonathan A.

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

Awesome House

The house was great, the community was great, and close proximity to lots of fun.
Stayed 7 nights in May 2021
Verified

10/10 Excellent

Sandy H.

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

Granny

Came down with two grandmas and two teenagers. We spent the week in Florida. The house was absolutely gorgeous and we enjoyed our stay very much. Would absolutely rent the house again
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Maria Q.

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

Awesome stay!!!!!!!

Everything was available for our needs in the kitchen, beds were comfortable. Loved disney parks, grocery /shopping center were all in close proximity. Excellent and spacious. Would stay again in a heartbeat😊😊😊😊😊😊😊
Stayed 7 nights in Sep 2022
Verified

10/10 Excellent

Tina J.

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

Perfect!

Very clean! Kitchen well equipped. Beds were very comfortable. Check in, check out and all instructions very clear. Quick response anytime I had a question.
Stayed 5 nights in Apr 2025
Verified

8/10 Good

Caleb M.

Liked: Check-in, communication, location, listing accuracy

Great home to vacation in Disney with the family !

The gated community is beautiful and so close to Disney! The home is well equipped with all necessary appliances, furniture and entertainment games. The cleaning crew need to pay more attention to the dust, kitchen and rugs and floors also need more cleaning.
Stayed 7 nights in Feb 2023
Verified

10/10 Excellent

Mary S.

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

We had a great time

We really enjoyed our stay in this beautiful home. This pet friendly home was very clean and very well cared for and I wouldn't hesitate to stay here again. Global as always, made it easy for us and was able to accommodate our simple request without issue. Windsor Hills is as beautiful as ever. They work very hard in that community to keep it clean and manicured and it shows.
Stayed 7 nights in Nov 2023
Verified

10/10 Excellent

Hattie F.

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

Fathers Day Weekend

Property was very clean and spacious. All rooms were setup as described. The wait for check in at the Entrance Gate took little longer than expected 20-25 minutes.
Stayed 3 nights in Jun 2024
Verified

6/10 Okay

Melissa

Disliked: Cleanliness, property conditions & facilities
Mild problem was so bad in the master we couldn’t sleep in it. Make sure this is fixed before you consider renting here. Otherwise not a bad place.
Stayed 4 nights in Dec 2024
Verified

10/10 Excellent

Kathy J.

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

Family Fun

Good property for a family. All suites is great plus. Downstairs master suites were nice with nice shower. Beds comfortable. Fully stocked kitchen. Trouble with the patio door as others mentioned. Nearly impossible to lock and unlock. Door does not slide smooth. Nice location to Disney. Enjoyed the hot tub. Had some issues with entrance security, not the smoothest process. Fitness center was small and not much equipment. Parking was an issue because of the size of the driveway. If you have 3 cars they don't fit without blocking the sidewalk, which is not allowed. Can't park in the street. Had to park a car parallel to the street, between sidewalk and street to fit 3 cars. Overall, would stay here again. Management company was great to work with. Super fast to respond to every question.
Stayed 5 nights in Jan 2023
Verified

8/10 Good

Sarah K.

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

Great House - we had some issues - should be great now that a lot of issues have been fixed

The positives. Great house, well stocked, all hard surface floors, comfortable beds, space for a large family(s). Pool area is very nice and the deck furniture comfortable. Enjoyed the well appointed kitchen and choices of dining areas. Loved that each bedroom had it's own bath. Very clean/no issues with checking in at gate or house. Our party: us, the grandparents, 3 adult children and one adult grandchild. They all live in Orlando and were to join us the first night.Challenges: upon arrival the upstairs was 91. The ac for the 2nd floor wasn't working. This kept our locals from joining us the first night. We contacted Global and they sent out someone who put in coolant, told us there is a leak and he didn't have approval to fix it and he thought it would hold for our 6 night stay. Also reported ceiling fan in one master that would only run at slow speed. They sent someone to replace it but it still only ran on slow speed. 2 days later - ac upstairs goes out again. We reported and waited. By the time he came, Global was trying to get us to move to another property. We had almost completely packed when the ac guy got the leak repaired and assured us it should last the rest of our trip.Addl. issues: advertised ac in gameroom didn't work (was not fixed during stay) could not use.The spa drained all water out (fixed), squirrel got in pool screen hole (fixed), one toilet handle defective (fixed).Request comp for two nights - got one.
Stayed 6 nights in Jun 2025
Verified

10/10 Excellent

Barbara P.

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

Great stay, one major dispute

The home was very accommodating. One day into our trip we’re waken up at 6:45 by roofers on the house next door. By afternoon I had a pounding headache and called management. I was informed there was nothing they could do, and houses need roofs sometimes. They banged away until 7:00 pm. (But on my vacation!!!) after several messages to management and negative solution I demanded to speak with manager. He too reiterated there was nothing he could do, house belonged to someone else. Somehow they stopped the following day, just worked two hours in evening. I’m not sure if roofers just stopped or management was responsible. It was so bad I wanted to leave and get refund. Just heads up, not good.
Stayed 7 nights in Feb 2022
Verified

10/10 Excellent

Lori E.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Great place but pool safety is lacking

The house is great but the gate around the pool cannot be locked and both doors to the area cannot be locked. Anyone can get into the pool. That leads to disaster. Upon arriving, we found we were at the wrong gate to enter. Instructions didn’t specify where to go to enter the property. Had to drive around until we got to the right gate Tried to call the office and was in the auto phone circle of hell with no way of contacting anyone with our gate dilemma. So glad we were able to find it on our own
Stayed 5 nights in Nov 2021
Verified

10/10 Excellent

Michaelyn P.

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

Great stay for our family and our Doodle!

We had a great time at this property. The house was big enough for our family of 6 (and our doodle) to get our own space when needed and had plenty of family spaces available for that together time that we so needed. A few extra towels would have been nice, but the washer/dryer makes that not such a big issue. The mattresses could all use replacing, but it wasn't so bad that my middle age back was aching or anything. Just noticeably dipping. The pool was great and the heater was definitely not needed in the summer! (Unless you want it for the hot tub!) We didn't even go to the community pool because the convenience of this one was just perfect. Not to mention the pool table and air hockey in the garage! That was a great selling item for my younger kiddos.The location of this property can't be beat. It is around the corner from Disney property and took less than 10 minutes to get to Animal Kingdom and Hollywood Studios. I will say that the Walmart down the street is a zoo! I only braved that once and visited a Publix and a CVS down the street for incidentals after that. Would love to visit again. Highly recommend! It would've been nice to know ahead of time that there was an issue with the dryer. As luck would have it, the day we needed to use it, someone showed up to fix it. They gave it a temporary fix by disconnecting something, but I found that it actually only remained on and working if you set it on one particular setting. Once I found that out by trial and error, it was fine, but it was a little frustrating until then.
Stayed 8 nights in May 2021
Verified

10/10 Excellent

Mandy S.

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

Just book it!

The resort was nice, the property was clean and plenty big for 8 people, located close to restaurants, and grocery stores...
Stayed 4 nights in Jun 2021
Verified

6/10 Okay

Kristin A.

Liked: Check-in, communication, location, listing accuracy

Good size house for families but could use some improvement

The house was a great size for a big family vacation. Every couple/family group had its own room and bathroom. Kitchen was stocked with essentials and living area is a good size. The floors in the common areas could use a better cleaning as our feet were full of dirt from walking around the first night. The master bath was dirty. We had issues with the ac in the same master, it did not cool the room it was muggy. Also the WiFi has a password and we could not access the internet. We called and reset it but could not get on. Service in that area was bad. The dryer kept turning off every 10 mins. It took a whole day to dry clothes and it was still damp. Also the blinds were broken in the living room. We suffer from allergies so it may have been the carpet that aggravated it but there was a lot of dust in the house. We woke up coughing with sore throats and our eyes itching.
Stayed 5 nights in May 2021
Verified

6/10 Okay

Patricia C.

Liked: Check-in, communication, listing accuracy

Nicely appointed home

The home was attractive and well layed out. The pool at the home was beautiful. The resort itself was nice, nothing spectacular. However, we found the home to have several defects that needed/need repairs, and we outlined those in several emails to the staff. We took pictures of everything in the house so that we get our damage deposit returned. We would consider returning to this home if the needed repairs are made.
Stayed 6 nights in Nov 2019
Verified

8/10 Good

Leslie C.

Liked: Cleanliness, communication, location, listing accuracy

Family vacation

Overall this was an excellent stay. There was some issues with excessive bugs and squirrels in the pool area due to rips in the screens outside. Other than that, I enjoyed the house and all it’s space and amenities. I think it was a very family centered home which was exactly what I was looking for. The management team is very accommodating and attentive to all concerns. Great gated community with excellent security system at the gates which gave me peace of mind for safety with my children. Will absolutely come back! Thank you!
Stayed 16 nights in Jul 2019
Verified

10/10 Excellent

marquis r.

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

Enjoyed my stay

Felt like home all the way around. Kids couldn’t get enough of the pool!
Stayed 7 nights in Jun 2019
Verified

10/10 Excellent

Mark H.

Excellent place to stay!

We had such a great stay at this property! Plenty of room for everyone in our family.
Stayed 8 nights in May 2019
Verified

8/10 Good

Jennifer C.

Stayed 6 nights in Jul 2025