[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Stay Right Next Door to Disney at Windsor at Westside! Vacation home in Kissimmee with private pool and kitchen ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107130000/107123700/107123688/ad2c79ac.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107130000/107123700/107123688/886a0002.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining](https://images.trvl-media.com/lodging/108000000/107130000/107123700/107123688/b817ee98.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/108000000/107130000/107123700/107123688/0a67bcc9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107130000/107123700/107123688/6927090f.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location At Calloway Cove, indulge in luxurious living for the entire family with this exquisite town home. Located within 15 minutes of Disney World and Universal Studios, you'll appreciate the private pool and screened-in furnished patio perfect for breezy evenings. With high-speed internet, smart TVs with cable, a fully equipped kitchen with high-end appliances, central air conditioning to keep you cool as a cucumber. ### Entire home 5 bedrooms5 bathroomsSleeps 15 ## Popular amenities - Parking available - Outdoor space - Dryer - Air conditioning - Washer - Pool ## 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. ### Stay Right Next Door to Disney at Windsor at Westside! Luxury Awaits at Calloway Cove – Your Ultimate Orlando Escape! For your next getaway to Orlando, elevate your experience by staying at Calloway Cove, an exquisite 5-bedroom, 4.5-bathroom townhouse designed for families and groups seeking spacious luxury, modern comfort, and prime location—all just 15 minutes from Disney World, Universal Studios, SeaWorld, and Orlando’s top attractions. 🏌️ Perfect Location for Every Adventure! ✔ Disney World – 15 minutes away ✔ Universal Studios – 25 minutes away ✔ SeaWorld & Aquatica – 20 minutes away ✔ Shopping & Dining – Minutes away ✔ Championship Golf Courses – Walking distance ✔ Beaches – Just an hour away ✨ A Home That Redefines Luxury & Comfort ✨ With 2,050 sq. ft. of beautifully designed living space, Calloway Cove accommodates up to 13 guests, making it perfect for large families or groups traveling together. 🏡 Gourmet Kitchen & Stylish Dining 🍽 Fully equipped chef’s kitchen – High-end stainless steel appliances, granite countertops, and all essentials for home-cooked meals. 🍽 Dining table – Seats up to 8 guests. 🍽 Kitchen island bar – Additional seating for 4. 📺 Entertainment & Modern Conveniences ✔ Smart TVs with cable in every room. ✔ High-speed Wi-Fi to stay connected. ✔ Central air conditioning for year-round comfort. ✔ In-home laundry machines – Perfect for extended stays. 🏊 Private Pool & Outdoor Bliss 🌞 Private screened-in pool – The perfect spot to cool off (safety fence available). 🌞 Furnished patio & lanai – Outdoor dining area for 6 + sun loungers. 🌞 BBQ grill – For memorable cookouts under the Florida sun. 🏡 Bedroom Configuration – Sleep in Style Bedroom 1 – King bed with en-suite bathroom. Bedroom 2 – Double bed. Bedroom 3 – Queen bed. Bedroom 4 – 4 single beds (2 bunk beds). Bedroom 5 – Full bed & single bed (Star Wars-themed bunk bed). All bedrooms feature Smart TVs and premium bedding for a restful night’s sleep. 🌟 Resort Amenities – VIP Access Included! 🌟 Calloway Cove offers complimentary access to Windsor at Westside’s world-class resort amenities, featuring: 🏰 10,000 sq. ft. Clubhouse – Exclusive access to entertainment & relaxation. 🏖 Resort-Style Pool & Zero-Entry Kids' Corner – Ideal for family fun. 🌊 Lazy River & Waterslide – A vacation must! 🍹 Tiki Bar & Lounge – Sip cocktails by the poolside. 🔥 Outdoor Jacuzzi Hot Tub – Unwind under the stars. 🎮 Video Arcade & Game Room – Endless entertainment. 🏋️ Fitness Center – Stay active while on vacation. 🏐 Volleyball & Multi-Purpose Sports Courts – Game on! 🛍 Sundry Shop – For all your last-minute essentials. 🚗 BONUS: Free On-Site Parking! Important Details to Know Before Booking 🔹 Self-Catering Home: A small welcome kit is provided to get you started. Guests are encouraged to purchase additional items as needed. 🔹 No Smoking: 100% smoke-free property (penalties apply). 🔹 No Pets: To ensure a clean and allergy-free space for all guests. 🔹 Parking: Free private parking available. No commercial vehicles, RVs, trailers, buses, golf carts, or boats allowed. 🔹 Trash Disposal: Please place trash in the designated bin daily to maintain a clean and fresh space. 🔹 Housekeeping: The home is professionally cleaned before check-in. Mid-stay cleaning services can be arranged for an additional fee. 🔹 BBQ Grill Rental: Available upon request (please inquire in advance). 🔹 Pool Heating: Available upon request (recommended Oct–March). Additional fee applies. 🏡 Your Perfect Vacation Home Awaits! Whether you’re making magical memories at Disney, shopping in Orlando’s premium outlets, or simply relaxing poolside, Calloway Cove delivers the perfect mix of luxury, convenience, and fun. 🌟 Book your unforgettable stay today and experience Orlando in style! 🌟 ## Property amenities ### Pool/Spa - Communal pool - Heated pool - Massage - Outdoor pool - Private pool ### Internet - Available in the house: WiFi ### Parking and transportation - Onsite parking options include a garage ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Ice maker - Kitchen island - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - Toaster ### Dining - Chef service - Dining table ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 4.5 bathrooms - Bathtub or shower - 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 - Outdoor furniture - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Concierge services - Housekeeping (on request) - Iron/ironing board ### Things to do - Golf - Heated pool ### 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 - 100% renewable energy - At least 80% lighting from LEDs - Energy-saving switches in guestrooms - Garden - Housekeeping (on request) ## Similar properties ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115670000/115666400/115666317/16ffcba0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### South-Facing Pool w/ Free Pool Heat | Close to Disney | Resort Amenities Kissimmee - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=115666317&PinnedHotelID=115666317&HadPinnedHotel=true®ionId=-1&adults=2) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/114000000/113500000/113498600/113498538/w1192h796x0y0-8b8d9354.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Welcome to Paradise | Windsor at Westside Resort Kissimmee - Pool - Hot tub - Kitchen - Washer 4.0 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=113498538&PinnedHotelID=113498538&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/114000000/113240000/113236500/113236468/34db77d8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gorgeous 5Bd w Private Pool Windsor Westside 8893 Kissimmee - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=113236468&PinnedHotelID=113236468&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/110000000/109070000/109066000/109065942/w772h500x279y0-f9f8ebe7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury 5BR Pool Home Near Disney 358 KISSIMMEE - Pool - Kitchen - Washer - Dryer 8.0 Very good 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=109065942&PinnedHotelID=109065942&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/104000000/103270000/103269700/103269675/74a3c8ca.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5 Bedrooms/ 4.5 Bathrooms/ Windsor Westside (2413 DS) Kissimmee - Pool - Kitchen - Washer - Dryer CA $95 CA $577 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=103269675&PinnedHotelID=103269675&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/89000000/88620000/88612900/88612842/c7e06a6d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury 5bd townhome | Gated Resort Community Kissimmee - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=88612842&PinnedHotelID=88612842&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83550000/83541700/83541662/9b10dd04.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Poolside Movies and Brand New Awesome Game Room Kissimmee - Pool - Hot tub - Kitchen - Washer 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=83541662&PinnedHotelID=83541662&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/75000000/74700000/74698300/74698296/3b0e6cdc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5 Bedroom / 4.5 Bathroom Windsor at Westside (2444 DS) Kissimmee - Pool - Kitchen - Washer - Dryer CA $133 CA $626 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-22&endDate=2025-10-23&selected=74698296&PinnedHotelID=74698296&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/46000000/45420000/45414000/45413972/889cab8d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### PROMO Elegant 5 BR Villa, Resort - by Blue Sky Villas Kissimmee - Pool - Hot tub - Kitchen - Washer 9.6 Exceptional 30 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=45413972&PinnedHotelID=45413972&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/40000000/39410000/39406100/39406085/01fd5b2a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Family Paradise Near Disney - Private Pool, Game Room, Themed Suites Kissimmee - Pool - Hot tub - Kitchen - Washer 8.0 Very good 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=39406085&PinnedHotelID=39406085&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM Contactless check-out available ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Rules A hold will be placed in the credit card as a damage security deposit within 48 hours before your arrival and release after your departure. A contract must be signed fee before arrival. Guests have to provide a photo ID and credit card pre-check-in. Fail to check-in or if you cancel or change this reservation after check-in, you may incur penalty charges up to 100% of the booking value. ### 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 deadbolt lock 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 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=28.314285,-81.64793&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:k_zkDpziqN%3FS%3FO%40Q%3FQ%40Q%3FQ%40Q%40O%40SBO%40QBOBS%40OBODQBQBODQBODQDODODODOFODOFODOFOFOFMFOHMFMHMHOFMHMHKHMJMHKHMJKHKJKJMJKJKJIJIJMJGLKJILGJKLGLILGLGJGLINGLELELGLENELENELENCLCNELCNCNCNALCNANANCL%3FNAN%3FNAN%3FN%3FL%3FN%3FN%40N%3FN%40L%3FNBN%40N%40NBL%40NBNBLBNDLBNBLDNDLDNDLDLFLDLDNFLHJFNFJFLHLFJJLFJHLJJHJJJHJHJJJJJLJJHJJJHLHJJLHLHJHLFLHNHLFLHNFLFLFNFNDNFNDNFNDNDNDNDNDPBNDPBNDPBPBN%40NBRBN%40PBN%40R%40N%40P%3FP%40P%40P%3FP%3FN%3FR%3FP%3FN%3FPAPAP%3FPAPAPAPCNAPCPCPANCPCNEPCPENCNEPENENENENGNEPGLENGNGNGLGLINGNIJINGLILILILKJIJILKJILKJKJKJKJKHKJKHKHMJKHMHKHMHMFKFOFKFMHOFMDMFMDMDODMFODMBOBMBODMBOBOBM%40OBO%40O%40OBM%3FO%40O%3FO%40O%3FM%3FO%3FO%3FOAO%3FOAM%3FOCOAOAMCOAOCOCMCOEMCOCMCOEMGOEMEMEMGMEOGMIKGMGMGMGMIKIMIKIMKKGKKKKKIKKKKKKKKIMKKIMIKKKIMIMIMGMIOIKGOIMGOGMGOGOEOGMEQGOEOEOEOEOEQCOEOCQCQEOCQAOCQCQAQCOAQAQAQ%3FQAQ%3FQAQ%3FO%3FQ&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=wKOZi3zqRXGq4D-FERzScjHQRQA=) Kissimmee, FL #### What's nearby - Northeast Regional Park - 3 min drive - 2.1 km - Highland Reserve Golf Club - 7 min drive - 5.4 km - Mystic Dunes Golf Club - 11 min drive - 9.8 km - ChampionsGate Golf Club - 12 min drive - 9.8 km - Disney's Animal Kingdom® Theme Park - 15 min drive - 13.1 km #### Getting around - Kissimmee Station - 34 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) - 31 min drive #### Restaurants - ‪Dutch Bros Coffee - ‬6 min drive - ‪McDonald's - ‬5 min drive - ‪Twistee Treat Berry Town - ‬5 min drive - ‪7-Eleven - ‬15 min walk - ‪Circle K - ‬6 min drive ## Frequently asked questions ### Does Stay Right Next Door to Disney at Windsor at Westside! have a pool? > Yes, this property has an outdoor pool. Pool types include heated pools. ### Is Stay Right Next Door to Disney at Windsor at Westside! pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Stay Right Next Door to Disney at Windsor at Westside!? > Check-in begins at 4:00 PM. ### What time is check-out at Stay Right Next Door to Disney at Windsor at Westside!? > Check-out is at 10:00 AM. ### Where is Stay Right Next Door to Disney at Windsor at Westside! located? > Situated in Kissimmee, this vacation home is 2.3 mi (3.6 km) from Lake Davenport and 2.9 mi (4.7 km) from Four Corners FC. Northeast Regional Park and Surfari Water Park are also within 6 mi (10 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Expedia's Latest Trends ### Hotels > [Hotels in Williams Lake](https://www.expedia.ca/Williams-Lake-Hotels.d4112.Travel-Guide-Hotels) > > [Playa Largo Resort & Spa, Autograph Collection](https://www.expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) > > [Hotels in Sechelt](https://www.expedia.ca/Sechelt-Hotels.d3968.Travel-Guide-Hotels) > > [Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort](https://www.expedia.ca/St-Augustine-Hotels-Embassy-Suites-By-Hilton-St-Augustine-Beach-Oceanfront-Resor.h1047488.Hotel-Information) > > [Fairfield Inn & Suites by Marriott West Kelowna](https://www.expedia.ca/West-Kelowna-Hotels-Fairfield-Inn-Suites-By-Marriott-West-Kelowna.h2479570.Hotel-Information) > > [Hotels in Lindsay](https://www.expedia.ca/Lindsay-Hotels.d8627.Travel-Guide-Hotels) > > [Azura Beach Resort - All Inclusive - Adults Only](https://www.expedia.ca/Samara-Hotels-Azura-Beach-Resort-All-Inclusive-Adults-Only.h20586535.Hotel-Information) > > [Hilton San Diego Bayfront](https://www.expedia.ca/San-Diego-Hotels-Hilton-San-Diego-Bayfront.h1871645.Hotel-Information) > > [Palmetto Beachfront Hotel, a By the Sea Resort](https://www.expedia.ca/Panama-City-Hotels-Palmetto-Inn-Suites.h9591782.Hotel-Information) > > [Embassy Suites by Hilton Niagara Falls Fallsview](https://www.expedia.ca/Niagara-Falls-Hotels-Embassy-Suites-By-Hilton-Niagara-Falls-Fallsview.h918001.Hotel-Information) > > [All Inclusive Resorts and Hotels in Mediterranean Coast](https://www.expedia.ca/Mediterranean-Coast-Hotels-All-Inclusive-Hotel.0-0-d6054860-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) > > [Alhambra Villas](https://www.expedia.ca/Kissimmee-Hotels-Alhambra-Villas.h1784933.Hotel-Information) > > [The Ritz-Carlton, Amelia Island](https://www.expedia.ca/Jacksonville-Hotels-The-Ritz-Carlton.h27136.Hotel-Information) > > [The Ritz-Carlton Naples, Tiburón](https://www.expedia.ca/Naples-Hotels-The-Ritz-Carlton-Naples.h788295.Hotel-Information) > > [Holiday Inn Miami West - Airport Area by IHG](https://www.expedia.ca/Miami-Hotels-Holiday-Inn-Miami-West-Airport-Area.h3672.Hotel-Information) > > [Seminole Hard Rock Hotel & Casino Tampa](https://www.expedia.ca/Tampa-Hotels-Seminole-Hard-Rock-Hotel-Casino-Tampa.h1044188.Hotel-Information) > > [All Inclusive Resorts and Hotels in Cabo San Lucas](https://www.expedia.ca/Cabo-San-Lucas-Hotels-All-Inclusive-Hotel.0-0-d180032-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) > > [Hotels in Ottawa](https://www.expedia.ca/Ottawa-Hotels.d178296.Travel-Guide-Hotels) ### Flights > [Flights from Ottawa (YOW) to New York (LGA)](https://www.expedia.ca/lp/flights/yow/lga/ottawa-to-new-york) > > [Flights from Toronto (YYZ) to Miami (MIA)](https://www.expedia.ca/lp/flights/yyz/mia/toronto-to-miami) > > [Flights from Sidney (YYJ) to London (LHR)](https://www.expedia.ca/lp/flights/yyj/lhr/victoria-to-london) > > [Flights from Saskatoon](https://www.expedia.ca/lp/flights/4117/flights-from-saskatoon) > > [flights from norman rogers airport](https://www.expedia.ca/lp/airports/ygk/flights-from-norman-rogers-airport) > > [Flights from Buffalo (BUF) to Richmond (RIC)](https://www.expedia.ca/lp/flights/buf/ric/buffalo-to-richmond) > > [Flights from Vancouver (YVR) to Windsor (YQG)](https://www.expedia.ca/lp/flights/yvr/yqg/vancouver-to-windsor) ### Cars > [Budget Car Rentals In Stanfield Intl](https://www.expedia.ca/Budget-Car-Rentals-In-Stanfield-Intl.d5916761-c39.Car-Rental-Guide-Suppliers) ### Packages > [all inclusive vacations](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations)