Themed Rooms & Resort Style amenties

The Roundup Retreat

MAGIC*The Roundup Retreat*Close to Disney!

Kissimmee, FL, United States

7 guests
3 bedrooms
3 bathrooms

🌟Welcome to The Roundup Retreat🌟 🚙Located 5 miles from Disney 💫 2 Toy Story themed bedrooms 🏰Newly renovated 🛏️3 bed 3 bath townhome, Sleeps 8 🧇Waffle Bar ☕️Coffee Bar 🎯Short walk to resort pool, waterslides, splash pad, arcade, gym and more 🍼Complimentary baby gear: Single stroller, double stroller, high chair, baby gate, step stool, pack n play 🧯Safety: Fire extinguisher, new smoke alarms and CO2 monitors, pool gate, upper lock on sliding door 💦Private Splash Pool 🏠End unit

Good to know

🌟 The Roundup Retreat is a newly renovated 3 Bedroom, 3 Full Bathroom Townhome located in the Windsor Hills gated community. - 2 Professionally 🌟Themed Toy Story 🌟 bedrooms -Keyless entry - Free Wifi - Luxury Vinyl Plank throughout the entire home - Games, cards and Jumbo Connect Four - Washer and Dryer in unit 🛏️ Bedroom 1 ( First Floor) - Queen size bed, en suite full bathroom with walk in shower (bathroom is shared with main area of house), Immersive Jessie and Bullseye themed 🛏️ Bedroom 2 (Second Floor) - King size bed , en suite full bathroom 🛏️ Bedroom 3 (Second Floor) - Full size Toy Story Bunk bed, en suite full bathroom, Al's Toy barn hideaway room with TV 🏖️ Screened in Splash Pool 🍳 The kitchen comes equipped with various items including the following: - Blender - Toaster - Plates, cups, mugs - Utensils - Knife Block - Baking sheets - Pots and Pans - Olive oil spray, salt and pepper The kitchen area has a Coffee bar and Waffle bar. Both stocked with the following starter items: ☕️Coffee Bar - Ninja DualBrew Grounds and Pods Coffee Maker - 1 pack of Coffee Grounds - Handful of K-cups - Handful of Coffee Creamer - Sugar packets - Coffee filters 🧇 Waffle Bar - Mickey Waffle Maker - 1 pack of waffle mix - handful of individual syrup packs - Torani dessert syrups 🍼 Baby gear and safety features - Single stroller - Double Stroller - Baby Gate - Step Stool - High Chair - Pack n Play with sheets - Children's plates, cups and utensils - Top lock on sliding door - Safety gate around splash pool 🧴Also included in your stay, a starter supply of: - Toilet paper, paper towels, shampoo, conditioner, body wash, laundry detergent, dish soap, dishwasher pods, garbage bags. ⭐️ Please note that this is a self service home. All of the above starter items are provided for your convenience. Anything beyond these items will need to be purchased and brought in by the guests. There is a Walmart just 1 mile down the road. 🎢LOCAL ATTRACTIONS 5 Miles to Disney 15 Miles to Universal 12 Miles to Seaworld 33 Miles to LEGOLAND 24 Miles to Orlando International Airport

Other Details to Note

* We do offer complimentary pool heat from October 30th- April 30th. Our pool heater has an automatic shut off if the outside temperature gets too cold. This is to protect the heater from breaking. If it is unseasonably cold out, the heater will shut off and it will not be able to keep up the pool heat if the outside temperature is too cold. 🏡 House Rules By booking this home you are agreeing to the House Rules. ✅ General • No parties or events. • Windsor Hills quiet hours after 10pm • Guest must be 25+ in age to book this property • There is no United States Postal Service to this address • Travel insurance is recommended for all guests. Hurricane season is June 1st-November 30th. Refunds will default to online booking website policy. ❌ Safety & Prohibited Items • No firearms, weapons, or illegal substances allowed on the property at any time. 🎠 Respect for Our Themed Spaces • We love creating a magical experience with our themed rooms—please help us keep them that way! • Be gentle with décor, props, and themed items. 👶 Child Safety • Children must always be supervised, especially around hot appliances such as the coffee maker, toaster, and waffle maker. These surfaces can get very hot — please ensure little hands stay safe. 🛏️ Bunkbed Safety - Top bunk is intended for ages 6 and up - No jumping - Top bunk weight limit 150 pounds - Only use steps to climb onto top bunk - No leaning over guardrails 🐾 Pets • No pets allowed. We love furry friends, but the property is not pet-friendly due to allergies. 🚭 Smoking • No smoking or vaping 📹 Security & Policies • There is one Ring doorbell video camera on the front door pointing at the driveway • A rental agreement must be signed 💦 Splash Pool Rules • No glass near the pool area. • Children must be supervised at all times in and around the water. Please note that we are in no way affiliated with The Walt Disney Company

What this place offers

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Essentials Towels, bed sheets, soap, toilet paper, and pillows
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Kitchen Space where guests can cook their own meals
  • Pool
  • TV
  • Washing Machine
  • Wifi

Kitchen and dining

  • Baking sheet
  • Blender
  • Coffee
  • Coffee maker
  • Dining table
  • Dishwasher
  • Freezer
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster

Bathroom

  • Bathtub
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo
  • Shower
  • Shower gel

What this place offers

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Essentials Towels, bed sheets, soap, toilet paper, and pillows
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Kitchen Space where guests can cook their own meals
  • Pool
  • TV
  • Washing Machine
  • Wifi

Kitchen and dining

  • Baking sheet
  • Blender
  • Coffee
  • Coffee maker
  • Dining table
  • Dishwasher
  • Freezer
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster

Bathroom

  • Bathtub
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo
  • Shower
  • Shower gel

Bedroom and laundry

  • Bed linens
  • Extra pillows and blankets
  • Hangers
  • Clothing storage

Family

  • Board games
  • Children's tableware
  • Fireplace guards
  • High chair
  • Stair gates
  • Travel crib

Home safety

  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • Smoke detector

Parking and facilities

  • Free parking on premises
  • Private living room

Outdoors

  • Hammock
  • Outdoor seating
  • Patio
  • Sun loungers

Location features

  • Private entrance Separate street or building entrance

Luxury Amenities

  • Security guard

Entertainment

  • Theme room

Accessibility and Availability

Neighborhood

Guest Access

Windsor Hills is a 24/7 Security Guard gated community resort located just miles away from Walt Disney World. It is the closest vacation resort community to Disney and has close proximity to other popular attractions in the area. 🪪 Driver's License is used to register house guests into the Windsor Hills Security Gate system. When arriving at the gate at Windsor Hills, guests must present the same Driver's License and it must match the name on the reservation. If there are multiple vehicles, each car must be registered seperately and have their own gate pass. 🏖️ Please visit the Welcome Center at the main Clubhouse to obtain your wristbands for access to amenities! Open 8AM-10PM ** Please note that there are a maximum of 8 wristbands per townhome** As a guest at The Roundup Retreat in Windsor Hills, you will have access to the following: - 24/7 Guard Gated Entrance - Clubhouse - Arcade - Resort Pool - Resort Water slides and Splash pad - Movie Theater - Playgrounds - Gym and more!

Find us

Kissimmee, FL, United States

Sorry we're unable to show you the location for this property

Approximate location. Full address will be provided on booking.

Reviews

Angela
April 2026
This is the cleanest condo we have ever rented. The location is a quick walk to the resort pool and welcome center, which we frequented often. It was well stocked with coffee, waffle mix, toilet paper, garbage bags, and soap. My daughter loved the themed rooms. The beds are incredibly comfortable, you can tell they are great quality and newer. The host responds so quickly if anything comes up. All around it was wonderful. Not one thing comes up that could be improved upon.