Title: Private Poolside Guest House In Winter Park/Orlando (Guesthouse) - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=7902&destination=Winter+Park%2C+Florida%2C+United+States+of+America&selected=22477588&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Private Poolside Guest House In Winter Park/Orlando Winter Park's two-story guest house provides a peaceful retreat with a private entrance and resort-style heated pool for relaxing evenings outdoors ## Photo gallery for Private Poolside Guest House In Winter Park/Orlando ![Exterior - Private Poolside Guest House In Winter Park/Orlando (Winter Park)](https://images.trvl-media.com/lodging/23000000/22480000/22477600/22477588/b1b6e1ee.jpg?impolicy=resizecrop&rw=598&ra=fit) ![A heated pool - Private Poolside Guest House In Winter Park/Orlando (Winter Park)](https://images.trvl-media.com/lodging/23000000/22480000/22477600/22477588/55a22d16.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV - Private Poolside Guest House In Winter Park/Orlando (Winter Park)](https://images.trvl-media.com/lodging/23000000/22480000/22477600/22477588/6266ef91.jpg?impolicy=resizecrop&rw=297&ra=fit) ![1 bedroom, iron/ironing board, WiFi, bed sheets - Private Poolside Guest House In Winter Park/Orlando (Winter Park)](https://images.trvl-media.com/lodging/23000000/22480000/22477600/22477588/cc9244f8.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - Private Poolside Guest House In Winter Park/Orlando (Winter Park)](https://images.trvl-media.com/lodging/23000000/22480000/22477600/22477588/8c39eb4e.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Travelers find comfort and convenience in this Winter Park guest house. The private entrance leads to an efficiency kitchen with essential cookware and dishes. After exploring, guests can dip in the heated pool or use the grill for meals. ## Reviews 8.0 Very good ## Popular amenities - Pool - Pet friendly - Air conditioning - Parking available - Laundry - Kitchen ## Check prices for these days [Tonight ](https://www.expedia.ca/Hotel-Search?startDate=2026-04-08&endDate=2026-04-09&selected=22477588&PinnedHotelID=22477588&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-08&endDate=2026-04-09&selected=22477588&PinnedHotelID=22477588&HadPinnedHotel=true®ionId=-1&adults=2) [Tomorrow ](https://www.expedia.ca/Hotel-Search?startDate=2026-04-09&endDate=2026-04-10&selected=22477588&PinnedHotelID=22477588&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-09&endDate=2026-04-10&selected=22477588&PinnedHotelID=22477588&HadPinnedHotel=true®ionId=-1&adults=2) [This weekend ](https://www.expedia.ca/Hotel-Search?startDate=2026-04-10&endDate=2026-04-12&selected=22477588&PinnedHotelID=22477588&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-10&endDate=2026-04-12&selected=22477588&PinnedHotelID=22477588&HadPinnedHotel=true®ionId=-1&adults=2) [Next weekend ](https://www.expedia.ca/Hotel-Search?startDate=2026-04-17&endDate=2026-04-19&selected=22477588&PinnedHotelID=22477588&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-17&endDate=2026-04-19&selected=22477588&PinnedHotelID=22477588&HadPinnedHotel=true®ionId=-1&adults=2) ## Room options ## You may also like Ad ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/9600/9577/588f352f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Hilton Orlando/Altamonte Springs Altamonte Springs - 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More rewards for more adventures! [Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOrlando-Hotels-Private-Poolside-Guest-House-In-Winter-ParkOrlando.h22477588.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FOrlando-Hotels-Private-Poolside-Guest-House-In-Winter-ParkOrlando.h22477588.Hotel-Information) ## About the area Winter Park is home to this guesthouse. Mall at Millenia and Florida Mall are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Central Florida Fairgrounds and Universal Orlando Resort. Check out an event or a game at Kia Center, and consider making time for Universal Studios Florida, a top attraction not to be missed. [Visit our Winter Park travel guide](https://www.expedia.ca/Winter-Park.dx7902) [View more Guest houses in Orlando](https://www.expedia.ca/Orlando-Guest-Houses.d178294-aaGuestHouses.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=28.58448,-81.37089&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:cxnmD%60wsoN%40Q%3FQ%3FQ%40Q%3FQ%40Q%40Q%40O%40Q%40SBO%40QBOBQBQBOBQDOBQDOBODQDODQFODODOFOFMFQFMFOFMFMHOFMHOHKHMHMHMHMHMJKHKJMJKHKJIJKJKJKLIJKJILGJKLGJILILGLGLILELGLGLGNELELGNCLENELCNELCNCNCLCNCNALANANANANAN%3FLAN%3FN%3FN%3FN%3FL%40N%3FN%40N%40N%40N%40L%40N%40NBLBNBNBLBNDLBNDLDNBLFLDNDLFLFLFLDLHLFLFLHJHLFJJLFJHJJLHJJJJJJJHJJHJJLHJJJHLHLHLHLHLHJHNFLHNFLFLFNFNFNFLFNDNDNFNDPDNDPBNDNBPDNBPBNBPBPBP%40NBN%40R%40P%40N%40P%40P%3FP%40P%3FP%3FP%40PAP%3FN%3FPAR%3FNAPAPAPAPAPCNAPCPCNCPCPCNEPCNENCPENEPENGNENENGNGNGLGPGLGLGNILGLINILILILIJILILKJIJKLIJKJKJKJKHKJMJKHKHMHKHMHKFMHMHMDMHMFMFMDMFODMDMFOBMDOFMBOBMBODO%40MDO%40OBM%3FOBO%40O%3FO%40O%40M%40O%3FO%3FO%3FO%3FMAOAOAO%3FOAOCM%3FOCOAMEOAOEMCOCMCOGMEOCMGMEOEMGMEMGMGMIMEMIMIKGMIKIMIKIKIMKKKKIKKKKIKKKKMIKKKIMIMIKIMIMIMIOGMIMGOGMGMGOGOGOGOEOEOGOEOEQEOCQEOCOEQCOCQCQCOCOASCOAQAQAQAQAQ%3FOAS%3FQ%3FOAQ&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=g_nShc4g8Eqk92hlnGm8o59GpDo=) Winter Park, FL ### What's nearby - ![Mead Garden](https://images.trvl-media.com/place/6239861/b20206fd-9a44-4537-93bd-4066b6111ed9.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Mead Garden 12 min walk \- 1.0 km - ![Orlando Museum of Art](https://images.trvl-media.com/place/6068699/5c4981c0-566c-402f-a7b8-ecf0adf3f2ce.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Orlando Museum of Art 18 min walk \- 1.6 km - ![Orlando Science Center](https://images.trvl-media.com/place/6069353/178ab849-7c1a-41ed-b66f-5eec9c7c3687.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Orlando Science Center 18 min walk \- 1.6 km - AdventHealth Orlando 15 min walk \- 1.3 km - Lee Road Shopping Center 17 min walk \- 1.5 km ### Getting around - Winter Park Station 6 min drive - AdventHealth Station 19 min walk - Orlando Intl. Airport (MCO) 33 min drive ### Restaurants - Chick-fil-A 15 min walk - McDonald's 18 min walk - Circle K 6 min walk - Florida Hospital Welch Cafeteria 16 min walk - Krispy Kreme 10 min walk ## About this property ### Private Poolside Guest House In Winter Park/Orlando Guesthouse near Kia Center Private Poolside Guest House In Winter Park/Orlando provides laundry facilities and more. Guests can connect to in-room WiFi. You'll also enjoy the following perks during your stay: - Heated pool - Barbecue grills and smoke-free premises Room features All guestrooms at Private Poolside Guest House In Winter Park/Orlando have perks such as private pools and air conditioning, in addition to amenities like dining tables and internet access. Other amenities include: - Bathrooms with jetted tubs and showers - Decks/patios, kitchens, and refrigerators ## Similar properties ![Cafe](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/15232d3a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Rosen Inn at Pointe Orlando International Drive District - Pool - Pet friendly - Free WiFi - Restaurant 8.6 Excellent 6,248 reviews CA $133 CA $150 total includes taxes & fees Apr 27 - Apr 28 [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-27&endDate=2026-04-28&selected=8892&PinnedHotelID=8892&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/280900/280817/136616ea.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Comfort Suites Downtown Ivanhoe Village - Pool - Hot tub - Breakfast included - Parking included 8.8 Excellent 1,001 reviews CA $175 CA $197 total includes taxes & fees May 3 - May 4 [](https://www.expedia.ca/Hotel-Search?startDate=2026-05-03&endDate=2026-05-04&selected=280817&PinnedHotelID=280817&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby](https://images.trvl-media.com/lodging/12000000/11050000/11046900/11046858/82a1a8a2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Residence Inn by Marriott Orlando Downtown Downtown Orlando - 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Pool - Hot tub - Kitchen - Washer 10 Exceptional 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-22&endDate=2026-04-23&selected=95546666&PinnedHotelID=95546666&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-04-22&endDate=2026-04-23&selected=22477588&PinnedHotelID=22477588&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=22477588,8892,280817,11046858,87833498) ## Property amenities ### Internet - Available in all rooms: WiFi - Available in some public areas: Internet access ### Parking and transportation - Onsite parking options include a garage ### Things to do - Communal pool - Heated pool ### Conveniences - Laundry facilities ### Outdoors - Barbecue grill ### More - Smoking not allowed ## Room amenities ### Bedroom - Bedsheets provided ### Bathroom - Bathtub or shower - Hair dryer - Jetted bathtub - Shower - Towels provided ### Entertainment - Private pool - TV ### Food and drink - Coffee/tea maker - Cookware, dishware, and utensils - Dining table - Kitchen - Microwave - Refrigerator - Stovetop ### More - Air conditioning - Dryer - Heating - Iron/ironing board - Living room ## Policies ### Check-in Check-in time starts at 3:00 PM Contactless check-in available Minimum check-in age: 21 ### Check-out Check-out before 11:00 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 allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 1 total (up to 50 lbs per pet) ### 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, a fire extinguisher, a smoke detector, 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 side Guest House Park/orlando side Guest House Winter Park/orlando side Guest House Park/orlando Guesthouse side Guest House Winter Park/orlando Guesthouse Private Poolside Guest House In Winter Park/orlando Guesthouse Private Poolside Guest House In Winter Park/orlando Winter Park ## Frequently asked questions ### Does Private Poolside Guest House In Winter Park/Orlando have a pool? ### Is Private Poolside Guest House In Winter Park/Orlando pet-friendly? ### How much is parking? ### What time is check-in at Private Poolside Guest House In Winter Park/Orlando? ### What time is check-out at Private Poolside Guest House In Winter Park/Orlando? ### Where is Private Poolside Guest House In Winter Park/Orlando located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Reviews ## Private Poolside Guest House In Winter Park/Orlando Reviews 8.0 ### Very good All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 10 Cleanliness ### 10 Location 10 - Excellent 1 8 - Good 0 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ## Reviews Verified ### 10/10 Excellent #### Kelly H. Apr 4, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fabulous! The property, the location and host are all top notch. ##### Kelly H. Stayed 28 nights in Mar 2024 Verified ### 6/10 Okay #### Saqib F. Apr 3, 2018 #### great little place in Winter Park Well maintained. Nice and clean. Coffee machine with capsules (a big plus!). Served my purpose very well. ##### Saqib F. 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