Title: 5BD Windsor Westside Private Pool (WW 9023) - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # 5BD Windsor Westside Private Pool (WW 9023) Resort in Kissimmee ![A heated pool](https://images.trvl-media.com/lodging/101000000/100920000/100919700/100919605/b94876b6.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Microwave, dishwasher, highchair](https://images.trvl-media.com/lodging/101000000/100920000/100919700/100919605/b70088b7.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/101000000/100920000/100919700/100919605/b0e12bbf.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Microwave, dishwasher, highchair](https://images.trvl-media.com/lodging/101000000/100920000/100919700/100919605/c8152b6c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/101000000/100920000/100919700/100919605/89252514.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Located in Kissimmee, just 8 miles from Disney park complex, this beautiful 5-bedroom townhome at Windsor at Westside Resort offers a perfect blend of relaxation and fun. With its private swimming pool and lanai, you'll feel like you're in your own oasis. Enjoy the resort's luxurious club amenities, including a state-of-the-art fitness center and resort-style pool with lazy river. 10 Exceptional ## Popular amenities - Parking available - Laundry - Air conditioning - Pool - Kitchen ## Room options ### Check availability for these dates Tonight [Nov. 23 - Nov. 24](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=100919605&PinnedHotelID=100919605&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=100919605&PinnedHotelID=100919605&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Nov. 24 - Nov. 25](https://www.expedia.ca/Hotel-Search?startDate=2025-11-24&endDate=2025-11-25&selected=100919605&PinnedHotelID=100919605&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-24&endDate=2025-11-25&selected=100919605&PinnedHotelID=100919605&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Nov. 28 - Nov. 30](https://www.expedia.ca/Hotel-Search?startDate=2025-11-28&endDate=2025-11-30&selected=100919605&PinnedHotelID=100919605&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-28&endDate=2025-11-30&selected=100919605&PinnedHotelID=100919605&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Dec. 5 - Dec. 7](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-07&selected=100919605&PinnedHotelID=100919605&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-07&selected=100919605&PinnedHotelID=100919605&HadPinnedHotel=true®ionId=-1&adults=2) ## You may also like Ad ![View from property](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/64000000/63990000/63988600/63988543/a6aef4cd_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Walt Disney World Swan Reserve Bay Lake - On private beach - Pool - Hot tub - Spa 9.2 Wonderful 879 reviews CA $481 CA $611 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Orlando-Hotels-Walt-Disney-World-Swan-Reserve.h63988543.Hotel-Information?chkin=2025-11-30&chkout=2025-12-1&rm1=a2®ionId=178294&destination=Orlando (and vicinity)&destType=MARKET&latLong=28.54129,-81.37904&searchId=3f7c4913-3824-4046-b406-086f8dfc442e&top_cur=CAD) Ad ![6 outdoor pools, free cabanas, pool umbrellas](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/30000/23200/23110/ade3b60d_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando Orlando - Pool - Hot tub - Kids pool - Waterslide 9.2 Wonderful 3,976 reviews CA $140 CA $157 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information?chkin=2025-12-15&chkout=2025-12-16&rm1=a2®ionId=178294&destination=Orlando (and vicinity)&destType=MARKET&latLong=28.54129,-81.37904&searchId=3f7c4913-3824-4046-b406-086f8dfc442e&top_cur=CAD) Ad ![Outdoor pool, sun loungers, lifeguards on site](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/54000000/53720000/53713100/53713017/f96f8e39_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Spectrum Resort Villas Orlando and Waterparks Reunion - Pool - Spa - Pet-friendly - Parking included 9.2 Wonderful 807 reviews CA $246 CA $602 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Orlando-Hotels-Spectrum-Resort-Orlando.h53713017.Hotel-Information?chkin=2025-11-24&chkout=2025-11-25&rm1=a2®ionId=178294&destination=Orlando (and vicinity)&destType=MARKET&latLong=28.54129,-81.37904&searchId=3f7c4913-3824-4046-b406-086f8dfc442e&top_cur=CAD) Ad ![Presidential Suite, 1 King Bed, Non Smoking | View from room](https://images.trvl-media.com/lodging/1000000/480000/471300/471273/33932792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Embassy Suites by Hilton Orlando Downtown Downtown Orlando - Pool - Breakfast included - Pet-friendly - Free WiFi 9.0 Wonderful 1,011 reviews CA $187 CA $210 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-Orlando-Downtown.h471273.Hotel-Information?chkin=2025-11-25&chkout=2025-11-26&rm1=a2®ionId=178294&destination=Orlando (and vicinity)&destType=MARKET&latLong=28.54129,-81.37904&searchId=3f7c4913-3824-4046-b406-086f8dfc442e&top_cur=CAD) Ad ![5 outdoor pools, free cabanas, pool umbrellas](https://a.travel-assets.com/media/meso_cm/PAPI/Images/hotels/1000000/540000/539500/539487/1b1c7050_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando International Drive District - Pool - Hot tub - Kids pool - Waterslide 9.2 Wonderful 2,647 reviews CA $135 CA $152 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information?chkin=2025-12-14&chkout=2025-12-15&rm1=a2®ionId=178294&destination=Orlando (and vicinity)&destType=MARKET&latLong=28.54129,-81.37904&searchId=3f7c4913-3824-4046-b406-086f8dfc442e&top_cur=CAD) Ad ![Interior](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/28000000/27550000/27548600/27548551/eb33deda_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Margaritaville Cottages Orlando by Rentyl Kissimmee - Pool - Hot tub - Kitchen - Washer 8.8 Excellent 1,720 reviews CA $253 CA $569 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando-Cottages-By-Rentyl.h27548551.Hotel-Information?chkin=2025-12-14&chkout=2025-12-15&rm1=a2®ionId=178294&destination=Orlando (and vicinity)&destType=MARKET&latLong=28.54129,-81.37904&searchId=3f7c4913-3824-4046-b406-086f8dfc442e&top_cur=CAD) Ad ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/91000000/90610000/90603800/90603710/3b8ad970_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Conrad Orlando at Evermore Orlando - On private beach - Pool - Spa - Kids pool 9.6 Exceptional 324 reviews CA $635 CA $784 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-Conrad-Orlando.h90603710.Hotel-Information?chkin=2025-12-14&chkout=2025-12-15&rm1=a2®ionId=178294&destination=Orlando (and vicinity)&destType=MARKET&latLong=28.54129,-81.37904&searchId=3f7c4913-3824-4046-b406-086f8dfc442e&top_cur=CAD) Ad ![Exterior](https://images.trvl-media.com/lodging/6000000/5240000/5233000/5232907/537c55c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Hampton Inn & Suites Orlando Airport @ Gateway Village Airport North - Pool - Breakfast included - Free airport shuttle - Pet-friendly 9.4 Exceptional 2,414 reviews CA $126 CA $142 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Orlando-Hotels-Hampton-Inn-Suites-Orlando-Airport-Gateway-Village.h5232907.Hotel-Information?chkin=2025-11-25&chkout=2025-11-26&rm1=a2®ionId=178294&destination=Orlando (and vicinity)&destType=MARKET&latLong=28.54129,-81.37904&searchId=3f7c4913-3824-4046-b406-086f8dfc442e&top_cur=CAD) Ad ![Exterior](https://images.trvl-media.com/lodging/31000000/30720000/30718500/30718457/4effba5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Home2 Suites by Hilton Orlando Near Universal International Drive District - Pool - Breakfast included - Pet-friendly - Parking included 9.4 Exceptional 1,005 reviews CA $157 CA $176 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Near-Universal.h30718457.Hotel-Information?chkin=2025-11-30&chkout=2025-12-1&rm1=a2®ionId=178294&destination=Orlando (and vicinity)&destType=MARKET&latLong=28.54129,-81.37904&searchId=3f7c4913-3824-4046-b406-086f8dfc442e&top_cur=CAD) ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. More rewards for more adventures! [Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOrlando-Hotels-5BD-Windsor-Westside-Private-Pool.h100919605.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FOrlando-Hotels-5BD-Windsor-Westside-Private-Pool.h100919605.Hotel-Information) ## About the area ![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%7C28.31197%2C-81.64764&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=eo7SFrro6seGzI2OjrMycU8HSIk=) Kissimmee, FL #### What's nearby - Northeast Regional Park - 3 min drive - 2.1 km - Lake Davenport - 3 min drive - 2.1 km - Walt Disney World® Resort - 11 min drive - 9.7 km - Disney's Animal Kingdom® Theme Park - 15 min drive - 11.7 km - Disney Springs™ - 20 min drive - 21.3 km #### Getting around - Kissimmee Station - 31 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) - 35 min drive #### Restaurants - ‪Dutch Bros Coffee - ‬6 min drive - ‪McDonald's - ‬5 min drive - ‪7-Eleven - ‬15 min walk - ‪Twistee Treat Berry Town - ‬5 min drive - ‪Circle K - ‬6 min drive ## About this property ### 5BD Windsor Westside Private Pool (WW 9023) Resort near Mystic Dunes Golf Club 5BD Windsor Westside Private Pool (WW 9023) provides laundry facilities and more. Stay connected with in-room WiFi. You'll also find perks like: - Heated pool - Tennis courts, barbecue grills, and smoke-free premises Room features All guestrooms at 5BD Windsor Westside Private Pool (WW 9023) offer thoughtful touches such as private pools and air conditioning, in addition to amenities like WiFi. Other amenities include: - Highchairs and travel cribs - 4.5 bathrooms with tubs or showers - Kitchens, dishwashers, and microwaves ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/113000000/112370000/112360500/112360481/c85b89bb.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxurious 6-Bedroom Villa in Charming Davenport with Private Pool and Amenities Solterra Resort - Pool - Free WiFi - Air conditioning - Gym 10 Exceptional 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=112360481&PinnedHotelID=112360481&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/107000000/106360000/106358300/106358204/fa576de3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury home at Windsor Resort - Kissimme Kissimmee - Pool - Air conditioning - Gym - Tennis court 8.4 Very good 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=106358204&PinnedHotelID=106358204&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/37000000/36620000/36618700/36618630/eb4676e3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 8 miles from Disney! Gated Resort & Spa, lazy river/slide,3 heated pools, golf Davenport - Pool - Hot tub - Free WiFi - Air conditioning 9.4 Exceptional 36 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=36618630&PinnedHotelID=36618630&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/111000000/110290000/110281300/110281234/w5464h3638x0y2-85ae3ff7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Go!#25 - WINDSOR - Six Bedroom Resort, Sleeps 14 Kissimmee - Pool - Hot tub - Air conditioning - Gym 9.0 Wonderful 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=110281234&PinnedHotelID=110281234&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/112000000/111840000/111831700/111831640/3194bc53.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Magical Resort Escape with Private Pool! Davenport - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=111831640&PinnedHotelID=111831640&HadPinnedHotel=true®ionId=-1&adults=2) ![Microwave, dishwasher, highchair](https://images.trvl-media.com/lodging/101000000/100920000/100919700/100919609/fc653277.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5BD Windsor Island Private Pool (WI 1900) Davenport - Pool - Air conditioning - Game room - Parking available [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=100919609&PinnedHotelID=100919609&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/105000000/104110000/104109200/104109122/6a2d7b18.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury Resort Villa S Kissimmee - Pool - Hot tub - Kitchen - Washer 4.8 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=104109122&PinnedHotelID=104109122&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/100000000/99360000/99354800/99354795/c3c4c60a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Brand new Home with 8Bed, 6Bath, Heated Private pool, SPA near Disney! Davenport - Pool - Hot tub - Free WiFi - Air conditioning 9.4 Exceptional 34 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=99354795&PinnedHotelID=99354795&HadPinnedHotel=true®ionId=-1&adults=2) ![2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1360000/1350900/1350864/16b6b8e7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Lake Buena Vista Resort Village & Spa Orlando - Pool - Hot tub - Kitchen - Washer 8.4 Very good 9,294 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=1350864&PinnedHotelID=1350864&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool, sun loungers](https://images.trvl-media.com/lodging/91000000/90550000/90541100/90541072/35e7a61d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Expansive Luxury home minutes to Disney, close to all parks! Solterra Resort - Pool - Hot tub - Free WiFi - Air conditioning 10 Exceptional 18 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=90541072&PinnedHotelID=90541072&HadPinnedHotel=true®ionId=-1&adults=2) ## Property amenities ### Internet - Available in all rooms: WiFi ### Things to do - Communal pool - Heated pool - Tennis ### Conveniences - Laundry facilities ### Outdoors - Barbecue grill ### More - Smoking not allowed ## Room amenities ### Bedroom - Bedsheets provided ### Bathroom - 4.5 bathrooms - Bathtub or shower - Towels provided ### Entertainment - Private pool - TV ### Food and drink - Dishwasher - Kitchen - Microwave ### More - Air conditioning - Dryer - Heating - Living room ## 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 ### 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 Safety features at this property include a carbon monoxide detector and a smoke detector 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 3046161 ## Frequently asked questions ### Does 5BD Windsor Westside Private Pool (WW 9023) have a pool? > Yes, this property has a pool. Pool types include heated pools. ### Is 5BD Windsor Westside Private Pool (WW 9023) pet-friendly? > No, pets are not allowed at this property. ### How much is parking? > Onsite parking is available at the property. ### What time is check-in at 5BD Windsor Westside Private Pool (WW 9023)? > Check-in begins at 4:00 PM. ### What time is check-out at 5BD Windsor Westside Private Pool (WW 9023)? > Check-out is at 10:00 AM. ### Where is 5BD Windsor Westside Private Pool (WW 9023) located? > Situated in Kissimmee, this resort is 2.3 mi (3.7 km) from Lake Davenport and 3 mi (4.8 km) from Four Corners FC. Northeast Regional Park and Highland Reserve Golf Club 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 ## 5BD Windsor Westside Private Pool (WW 9023) Reviews 10 ### Exceptional 66 external reviews