Entire home

Gorgeous private home, dog friendly, deck & close to everything

Photo gallery for Gorgeous private home, dog friendly, deck & close to everything

Terrace/patio
Private kitchen
Private kitchen
Living area
Private kitchen

Reviews

8.0 out of 10
Very good

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
4 bedrooms2+ bathroomsSleeps 8

Popular amenities

  • Private pool
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View map
Kissimmee, FL
  • Place, Medieval Times
    ‪20 min walk‬
  • Place, Kissimmee Go-Karts
    ‪4 min drive‬
  • Place, 192 Flea Market
    ‪4 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪29 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom_1

1 King Bed

Bedroom_2

1 Queen Bed

Bedroom_3

1 Double Bed

Bedroom_4

1 Double Bed

2 bathrooms, 1 half bathroom

Bathroom_1

Bathtub or shower · Toilet

Bathroom_2

Bathtub or shower · Toilet

Bathroom_3

Toilet

Spaces

Kitchen
Separate dining area
Dining area

About this property

Gorgeous private home, dog friendly, deck & close to everything

Welcome to your perfect getaway in Kissimmee, FL! This charming 4 bedroom, 2.5 bathroom home accommodating up to 8 guests is designed for families and adventure seekers alike, offering a delightful blend of comfort and fun. With a heated pool right in your backyard, you can soak up the Florida sun or enjoy a refreshing swim any time of the day. The outdoor patio, complete with comfortable furniture and a gas grill, is ideal for al fresco dining or simply relaxing with loved ones.
Inside, you ll find a spacious living area equipped with a TV, cable, and a DVD player, perfect for cozy movie nights. The fully stocked kitchen features modern appliances, including a fridge, stove, oven, and dishwasher, making meal preparation a breeze. With ample dining space and a variety of cookware, you can whip up anything from a quick breakfast to a family feast.
This dog-friendly home ensures that your furry friends can join in on the fun, while the central AC keeps everyone cool and comfortable. With convenient amenities like a washer/dryer, WiFi, and board games, you ll have everything you need for a stress free stay.
Located just a short distance from local attractions, restaurants, and shopping, this Kissimmee house is the perfect base for exploring the area. Whether you re into eco tourism, bird watching, or simply enjoying the vibrant local scene, there s something for everyone.
Book your stay today and create unforgettable memories in this family friendly retreat!

· Community: Windward Cay, Florida.
· Location: Windwood Dr, Kissimmee, FL, 34746, US
· Parking: Parking available in designated areas in front of the Property and accommodates up to 4 vehicles (2 cars inside the garage and 2 or more on the driveway)

Important information for your arrival:
• Self-check-in
o Check-in: 4:00pm
o Check-out: 10:00am
Access code to the digital lock will be provided prior to arrival. Please note that Casago Orlando does not operate a 24-hour check-in desk.

Perks at this home include:
Central A/C and WIFI
Modern, fully equipped, eat-in kitchen with new stainless appliances. Cookware and utensils are also provided for your convenience.
Open-concept, group friendly layout.
Iron, washer & dryer
Pack 'n Play and high chair available upon request at no extra cost. If additional units of these items are needed, an extra fee of $35 will apply.
Comfortable appointed beds.
Private pool (heating for an additional cost of $35 USD per day)
Private al fresco dining with BBQ grill (a $75 cleaning fee applies; please notify us in advance if you'd like to use it)
Pet-friendly! A $150 non-refundable fee applies only if bringing pets.
We provide a small starter kit, which includes:
1 roll of toilet paper per bathroom
1 hand soap per bathroom
1 shampoo and 1 conditioner per bathroom
1 sponge in the kitchen
1 dishwasher soap in the kitchen
1 paper towel in the kitchen
1 laundry detergent
1 garbage bag

Guests are welcome to bring along any extra supplies they may need, as our starter kit includes only the essentials to get you settled in.
Linens and towels are provided for your convenience. However, guests are responsible for washing them during their stay, and there is a washer and dryer available in the unit. Please also note that washcloths are not included, as they are considered personal items.

Rules and guidelines:
POOL – We clean the pool weekly with or without guests. If you would like to be notified of the date of the inspection, please let us know so there is no inconvenience. Please do not manipulate any of the pool equipment, if you need assistance, we will be happy to send a specialist.
PARTY/EVENTS - No parties or loud activities are permitted. If guests are found to have had a party without host permission which results in extra cleaning, guests will be responsible for extra cleaning charges, and in the unfortunate event of the disruptions alerting neighbors, our community patrols will contact the authorities and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY.
SMOKING AND DRUGS – Smoking inside the property is prohibited. If guests are suspected of carrying and/or using illegal drugs of any kind inside the property or around the community, the authorities will be engaged, and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY.
DISTURBANCES: Guests shall behave in a civilized manner and shall be good neighbors, noise or disturbances that interfere with the quiet enjoyment of their property should not be made. Outdoor noise or noise being carried outside from inside the property should be kept to a minimum regardless of the hour and in compliance with the local Noise Ordinance. Please feel free to call the authorities if there is any noise from outside that violates local laws.
PERMITTED VEHICLES: Please note that the community does not allow commercial vehicles, U-Hauls or moving trucks, trailers, RVs, buses, or oversized vehicles. Only standard non-commercial passenger vehicles are permitted.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
Children allowed
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 20246592
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, a first aid kit and a deadlock

About the area

Kissimmee

Windward Cay, a neighbourhood in Kissimmee, is home to this holiday home. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Disney Springs™. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Disney's Typhoon Lagoon Water Park, a top attraction not to be missed. Discover the area's water adventures with nearby swimming, or enjoy the great outdoors with ecotours.
Map
Kissimmee, FL

What's nearby

  • Medieval Times - 20 min walk - 1.7 km
  • Kissimmee Go-Karts - 4 min drive - 3.1 km
  • 192 Flea Market - 4 min drive - 3.4 km
  • Shingle Creek Regional Park - 4 min drive - 3.4 km
  • Capone's Dinner Show - 4 min drive - 3.4 km

Getting around

  • Poinciana Station - 14 min drive
  • Kissimmee Station - 17 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 11 min drive

Restaurants

  • ‪Wawa - ‬4 min drive
  • ‪McDonald's - ‬4 min drive
  • ‪Steak 'n Shake - ‬4 min drive
  • ‪Chick-fil-A - ‬4 min drive
  • ‪Medieval Times Dinner & Tournament - ‬3 min drive

Frequently asked questions

Does Gorgeous private home, dog friendly, deck & close to everything have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Gorgeous private home, dog friendly, deck & close to everything pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Gorgeous private home, dog friendly, deck & close to everything?

On-site parking is available at the property.

What time is check-in at Gorgeous private home, dog friendly, deck & close to everything?

Check-in begins at 4:00 PM.

What time is check-out at Gorgeous private home, dog friendly, deck & close to everything?

Checkout is at 10:00 AM.

Where is Gorgeous private home, dog friendly, deck & close to everything located?

Located in Windward Cay, this holiday home is within 2 miles (3 km) of Medieval Times, Kissimmee Go-Karts and 192 Flea Market. Capone's Dinner Show and Lake Cecile are also within 3 miles (5 km).

Reviews

8.0

Very good

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 1 out of 4 reviews
Rating 8 - Good. 2 out of 4 reviews
Rating 6 - Okay. 1 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

9.4/10

Cleanliness

10/10

Check-in

8.8/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Roosvelt P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Really great place, my family loved it.
Stayed 3 nights in Apr 2026
Verified

8/10 Good

Peter B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was fantastic, but the pool area and decking needed attention.
Stayed 3 nights in Mar 2026
Verified

8/10 Good

Ameer K.

Liked: Cleanliness, check-in, location, listing accuracy
Pet friendly, clean, pool all good stuff. Refrigerator freezer leaked… beds/pillows were not good quality and uncomfortable. Location was great. General maintenance needed… apparently the garbage disposal units were full to capacity and not emptied thus larvae were crawling all over the units…disgusting. Coffee machine sucks… shuts off immediately after brewing and does not stay hot even when on auto.
Stayed 3 nights in Apr 2026
Verified

6/10 Okay

roberta h.

Stayed 3 nights in Apr 2026

About the host

Hosted by Jeeves Florida Rentals

Host profile image
Casago Orlando specializes in memorable Orlando vacations. Our staff of local experts is on-site to ensure you have a seamless experience in our pocket of paradise.

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