Title: BRAND NEW - Simply stunning - Private Pool- Contemporary - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=103708343&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # BRAND NEW - Simply stunning - Private Pool- Contemporary Vacation home in Kissimmee with private pool and kitchen ## Photo gallery for BRAND NEW - Simply stunning - Private Pool- Contemporary ![Pool - BRAND NEW - Simply stunning - Private Pool- Contemporary (Kissimmee)](https://images.trvl-media.com/lodging/104000000/103710000/103708400/103708343/0013e8de.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop - BRAND NEW - Simply stunning - Private Pool- Contemporary (Kissimmee)](https://images.trvl-media.com/lodging/104000000/103710000/103708400/103708343/w1619h1079x1y1-50ef8030.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - BRAND NEW - Simply stunning - Private Pool- Contemporary (Kissimmee)](https://images.trvl-media.com/lodging/104000000/103710000/103708400/103708343/w1620h1079x0y1-290cde2a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - BRAND NEW - Simply stunning - Private Pool- Contemporary (Kissimmee)](https://images.trvl-media.com/lodging/104000000/103710000/103708400/103708343/w1619h1079x1y1-8b8f3dde.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining - BRAND NEW - Simply stunning - Private Pool- Contemporary (Kissimmee)](https://images.trvl-media.com/lodging/104000000/103710000/103708400/103708343/a178972a.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Escape to Skyline Retreat, a serene Windsor Island haven offering an elegant blend of simplicity and sophistication. Unwind in the beautifully designed outdoor pool area with unobstructed sky views, indulge in al fresco dining under the open sky or relax in one of five tranquil bedrooms. ### Entire home 5 bedrooms6 bathroomsSleeps 102626 sq ft ## Popular amenities - Pool - Kitchen - Washer - Dryer - Free WiFi - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### BRAND NEW - Simply stunning - Private Pool- Contemporary Welcome to Skyline Retreat, nestled in the serene enclave of Windsor Island. This exquisite home offers a seamless blend of elegance and simplicity, providing the perfect backdrop for a tranquil escape. Featuring five bedrooms, five bathrooms, and an additional toilet, Skyline Retreat is designed to accommodate your every need. As you step inside, you'll be greeted by an atmosphere of sophistication and relaxation. The open living room boasts elegant furnishings, providing a welcoming space for gatherings with family and friends. Adjacent is the dining area, comfortably seating six people, ideal for enjoying meals together. The kitchen is a masterpiece of modern design, with wooden finishes and a spacious layout. Equipped with a breakfast island seating four, it invites you to indulge in culinary delights while enjoying casual conversations. Ascend the spacious stairs to discover the tranquil bedrooms, each adorned with simple yet tasteful decor, creating an ambiance of serenity and calmness. Every bedroom features an en suite bathroom, ensuring privacy and convenience for all guests. Step outside to the beautiful outdoor pool area, where a glass lanai awaits, offering unobstructed views of the sky above. Relax in the north facing pool feeling a sense of tranquility wash over you. With outdoor dining facilities, you can savor al fresco meals under the open sky, creating unforgettable moments with your loved ones. Skyline Retreat is more than just a home—it's a sanctuary where you can escape the hustle and bustle of everyday life and immerse yourself in a world of peace and relaxation. Experience the calm and serenity of Windsor Island at Skyline Retreat. Pets - not allowed Smoking - not allowed ## Property amenities ### Pool/Spa - Communal pool - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Microwave - Oven - Paper towels - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 5.5 bathrooms - Hair dryer - Shampoo - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Living room - Separate dining area ### Entertainment - Smart TV with cable/satellite channels ### Outdoor areas - Garden - Porch/lanai ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Things to do - Gym ### 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) - First aid kit - Fire extinguisher ### General - Garden - Unit size: 2,626 square feet ## Similar properties ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/112000000/111940000/111932700/111932657/40b332f5_edited_18aa.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### HOME IN KISSIMMEE 16 MIN FROM DISNEY WINDSOR AT WESTSIDE RESORT Kissimmee - Pool - Kitchen - Washer - Dryer 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=111932657&PinnedHotelID=111932657&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/120000000/119130000/119129800/119129748/w1800h1199x0y1-dd0442a6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Private Pool& Hot Tub/Games Room/Themed Rooms/XBox/Free Resort Facilities/Wifi Davenport - Pool - Kitchen - Washer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=119129748&PinnedHotelID=119129748&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/124000000/123090000/123083500/123083411/e77295d6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Doppio Westside 69 - Five Bedroom House, Sleeps 12 Orlando - Pool - Kitchen - Washer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=123083411&PinnedHotelID=123083411&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/124000000/123090000/123083200/123083200/56d00179.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Doppio Westside 57 - Five Bedroom House, Sleeps 12 Orlando - Pool - Kitchen - Washer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=123083200&PinnedHotelID=123083200&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/125000000/124340000/124338400/124338322/74f3f67d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Doppio Westside 67 - Five Bedroom House, Sleeps 12 Orlando - Pool - Kitchen - Washer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=124338322&PinnedHotelID=124338322&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/124000000/123090000/123083300/123083221/1efaf52e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Doppio Westside 60 - Four Bedroom House, Sleeps 10 Orlando - Pool - Kitchen - Washer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=123083221&PinnedHotelID=123083221&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/125000000/124340000/124338400/124338328/8d32b14e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Doppio Westside 72 - Four Bedroom House, Sleeps 10 Orlando - Pool - Kitchen - Washer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=124338328&PinnedHotelID=124338328&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/124000000/123090000/123083200/123083195/cfda5e02.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Doppio Westside 59 - Five Bedroom House, Sleeps 12 Orlando - Pool - Kitchen - Washer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=123083195&PinnedHotelID=123083195&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/124000000/123090000/123083300/123083209/107c7583.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Doppio Westside 58 - Five Bedroom House, Sleeps 12 Orlando - Pool - Kitchen - Washer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=123083209&PinnedHotelID=123083209&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/125000000/124340000/124338400/124338326/3a2bd4b3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Doppio Westside 71 - Four Bedroom House, Sleeps 10 Orlando - Pool - Kitchen - Washer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=124338326&PinnedHotelID=124338326&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=103708343&PinnedHotelID=103708343&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=103708343,111932657,119129748,123083411,123083200) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 18 ### 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 not 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 and a first aid kit 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 ### Property is also known as 3802352 ## About the area Kissimmee is home to this vacation home. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Flamingo Crossings Town Center and Old Town. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Walt Disney World® Resort, a top attraction not to be missed. [Visit our Kissimmee travel guide](https://www.expedia.ca/Kissimmee.dx7927) [View more Vacation homes in Orlando](https://www.expedia.ca/Orlando-Private-Vacation-Homes.d178294-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C28.31747%2C-81.64981&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=bGRM-2VfEhd4-FN15xXu5G4lpNo=) Kissimmee, FL ### What's nearby - ![www.alamy.com](https://images.trvl-media.com/place/6034120/72f0831e-8a1f-4532-9296-e96104eeb131.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Walt Disney World® Resort 8 min drive \- 9.1 km - ![Disney Springs® showing a river or creek, a bridge and a sunset](https://images.trvl-media.com/place/502131/67928671-2a47-49aa-9f5b-bb7b815d8ef4.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Disney Springs™ 20 min drive \- 22.3 km - Lake Davenport 18 min walk \- 1.6 km - Northeast Regional Park 20 min walk \- 1.7 km - Four Corners FC 4 min drive \- 4.0 km ### Getting around - Kissimmee Station 29 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) 36 min drive ### Restaurants - Wawa 4 min drive - Dutch Bros Coffee 4 min drive - McDonald's 4 min drive - 7-Eleven 4 min walk - Circle K 4 min drive ## Frequently asked questions ### Does BRAND NEW - Simply stunning - Private Pool- Contemporary have a pool? ### Is BRAND NEW - Simply stunning - Private Pool- Contemporary pet-friendly? ### How much is parking? ### What time is check-in at BRAND NEW - Simply stunning - Private Pool- Contemporary ? ### What time is check-out at BRAND NEW - Simply stunning - Private Pool- Contemporary ? ### Where is BRAND NEW - Simply stunning - Private Pool- Contemporary located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## BRAND NEW - Simply stunning - Private Pool- Contemporary Reviews ## Expedia's Latest Trends ### Hotels > [Quality Inn Weeki Wachee - Spring Hill](https://www.expedia.ca/Port-Richey-Hotels-Quality-Inn-Weeki-Wachee.h22550.Hotel-Information) > > [Beautiful lake views in this 3BR/2Bath Condo in gated community in North Naples.](https://www.expedia.ca/Naples-Hotels-Beautiful-Lake-Views-In-This-3BR2Bath-Condo-In-Gated-Community-In-North-Naples.h99244457.Hotel-Information) > > [Solana Shores by Southern Vacation Rentals](https://www.expedia.ca/Pensacola-Hotels-Solana-Shores.h83420014.Hotel-Information) > > [Beach Time Cottage ](https://www.expedia.ca/Port-St-Joe-Hotels-Beach-Time-Cottage.h91218074.Hotel-Information) > > [On-site Beach Bar: Sunny Perdido Key Cottage!](https://www.expedia.ca/Pensacola-Hotels-Sunny-Perdido-Key-Cottage-W-On-Site-Tiki-Bar.h93536844.Hotel-Information) > > [Pirate's Cove Resort & Marina](https://www.expedia.ca/Vero-Beach-Hotels-Pirates-Cove-Resort-Marina.h7774590.Hotel-Information) > > [Gulf Front\~Balcony\~Fitness Room\~2BR Tropic Winds 1104](https://www.expedia.ca/Panama-City-Beach-Hotels-Gulf-FrontBalconyFitness-Room2BR-Tropic-Winds-1104.h21710363.Hotel-Information) > > [🏖✈️ Hangar #13 ✈️🏖Pool! Pet Friendly Cottage in Mexico Beach 🐾 🐾 ](https://www.expedia.ca/Panama-City-Hotels-Hangar-13-Pool-Pet-Friendly-Cottage-In-Mexico-Beach.h23364629.Hotel-Information) > > [Cozy Cottage Old Florida Style on the Indian River Lagoon](https://www.expedia.ca/Vero-Beach-Hotels-Cozy-Cottage-Old-Florida-Style-On-The-Indian-River-Lagoon.h31721702.Hotel-Information) > > [Blue Horizon](https://www.expedia.ca/Panama-City-Hotels-Blue-Horizon.h16340699.Hotel-Information) > > [Emerald Isle 1605 - Front row beach chair service included!](https://www.expedia.ca/Panama-City-Beach-Hotels-New-Updates-Amazing-Beachfront-Views-Affordable-Rates-Must-Inquire.h70919270.Hotel-Information) > > [308 George C Wallace Blvd](https://www.expedia.ca/Panama-City-Beach-Hotels-308-George-C-Wallace-Blvd.h76514662.Hotel-Information) > > [The Ritz-Carlton Naples, Tiburón](https://www.expedia.ca/Naples-Hotels-The-Ritz-Carlton-Naples.h788295.Hotel-Information) > > [Weeki Mermaid Retreat- Kayaks, SUPs, Hammock, Dock](https://www.expedia.ca/Spring-Hill-Hotels-Weeki-Mermaid-Retreat-Kayaks.h87835369.Hotel-Information) > > [Naples Beach condo. First floor easy access- Walk to Vanderbilt Beach](https://www.expedia.ca/Naples-Hotels-Naples-Beach-Condo-First-Floor-Easy-Access-Walk-To-Vanderbilt-Beach.h92325746.Hotel-Information) > > [Lost Key Villas Golf & Beach Club \~Barefoot Bungalow - NO HASSLE CHECK OUT](https://www.expedia.ca/Pensacola-Hotels-Lost-Key-Villas-At-Lost-Key-Golf-And-Beach-Club.h89591900.Hotel-Information) > > [Crescent Lakes Villa](https://www.expedia.ca/Kissimmee-Hotels-Crescent-Lakes-Villa.h108386735.Hotel-Information) > > [Bella Villa 4972TV](https://www.expedia.ca/Kissimmee-Hotels-Bella-Villa-4972TV.h97110130.Hotel-Information) > > [Spacious 2 king bedroom with pool & hot tub— beach access across the street](https://www.expedia.ca/Panama-City-Beach-Hotels-Modern-Home-With-Heated-Pool.h76733011.Hotel-Information) > > [Brodie House](https://www.expedia.ca/Port-St-Joe-Hotels-Brodie-House-By-Pristine-Properties.h78630054.Hotel-Information) > > [MARBELLA ISLES - Lakefront Luxury Villa Home in North Naples](https://www.expedia.ca/Naples-Hotels-MARBELLA-ISLES-Lakefront-Luxury-Villa-Home-In-North-Naples.h90691805.Hotel-Information) > > [Modern PCB Home w/ Private Yard & Pool Access](https://www.expedia.ca/Panama-City-Beach-Hotels-Modern-PCB-Home-W-Private-Yard-Pool-Access.h94953385.Hotel-Information) > > [Cozy Cabin by the Lake - Salt Springs Resort](https://www.expedia.ca/Ocala-Hotels-New-Cozy-Cabin-By-The-Lake-Salt-Springs-Resort.h67320201.Hotel-Information) > > [Portside I5](https://www.expedia.ca/Panama-City-Beach-Hotels-Portside-I5.h102394761.Hotel-Information) > > [Sea Shell](https://www.expedia.ca/Port-St-Joe-Hotels-Sea-Shell.h102308296.Hotel-Information) > > [Palmetto Beachfront Hotel, a By the Sea Resort](https://www.expedia.ca/Panama-City-Hotels-Palmetto-Inn-Suites.h9591782.Hotel-Information) > > [PCB Condo Rental w/ Pool Access, Steps to Beach!](https://www.expedia.ca/Panama-City-Beach-Hotels-NEW-PCB-Condo-With-Pool-Access.h72535404.Hotel-Information)