Title: Private Poolside Guest House In Winter Park/Orlando - 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) # Private Poolside Guest House In Winter Park/Orlando Guesthouse in Winter Park ![A heated pool](https://images.trvl-media.com/lodging/23000000/22480000/22477600/22477588/84eb4639.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Children's area](https://images.trvl-media.com/lodging/23000000/22480000/22477600/22477588/2d4e994e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/23000000/22480000/22477600/22477588/b1b6e1ee.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV](https://images.trvl-media.com/lodging/23000000/22480000/22477600/22477588/4360ba64.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining](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. 8.0 Very good ## Popular amenities - Parking available - Laundry - Kitchen - Pool - Air conditioning - Pet-friendly ## Room options ### Check availability for these dates Tonight [Nov. 4 - Nov. 5](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=22477588&PinnedHotelID=22477588&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=22477588&PinnedHotelID=22477588&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Nov. 5 - Nov. 6](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=22477588&PinnedHotelID=22477588&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=22477588&PinnedHotelID=22477588&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Nov. 7 - Nov. 9](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-09&selected=22477588&PinnedHotelID=22477588&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-09&selected=22477588&PinnedHotelID=22477588&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Nov. 14 - Nov. 16](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-16&selected=22477588&PinnedHotelID=22477588&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-16&selected=22477588&PinnedHotelID=22477588&HadPinnedHotel=true®ionId=-1&adults=2) ## You may also like Ad ![2 outdoor pools, a heated pool, cabanas (surcharge), pool umbrellas](https://a.travel-assets.com/media/meso_cm/PAPI/Images/hotels/6000000/5970000/5963300/5963292/051d54dd_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Universal's Cabana Bay Beach Resort Florida Center - Pool - Hot tub - Waterslide - Free WiFi 9.0 Wonderful 5,572 reviews CA $187 CA $210 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information?chkin=2025-11-5&chkout=2025-11-6&rm1=a2®ionId=178294&destination=Orlando (and vicinity)&destType=MARKET&latLong=28.54129,-81.37904&searchId=40d0226f-4b54-431b-8c52-153e97dd7328&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 - 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[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 ![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 - AdventHealth Orlando - 15 min walk - 1.3 km - Orlando Science Center - 18 min walk - 1.6 km - Orlando Museum of Art - 20 min walk - 1.7 km - Rollins College - 4 min drive - 2.7 km - Kia Center - 5 min drive - 6.4 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 - ‪Florida Hospital Welch Cafeteria - ‬16 min walk - ‪Circle K - ‬6 min walk - ‪Krispy Kreme - ‬10 min walk - ‪Agave Azul - ‬11 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 ![Exterior detail](https://images.trvl-media.com/lodging/67000000/66890000/66883900/66883900/e4311826.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Winter Park Oasis Winter Park - Kitchen - Free WiFi - Air conditioning - Outdoor space 9.6 Exceptional 27 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&selected=66883900&PinnedHotelID=66883900&HadPinnedHotel=true®ionId=-1&adults=2) ![Living area](https://images.trvl-media.com/lodging/108000000/107960000/107954000/107953996/w1105h1455x0y12-3c5703f9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### College quater charming Winter Park Historic Dist Rollins College quarters College Quarter - Washer - Dryer - Air conditioning 9.0 Wonderful 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&selected=107953996&PinnedHotelID=107953996&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96800000/96796200/96796108/a8e94ab4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Charming 2BR/2BA Winter Park Cottage, steps from Park Ave Winter Park - Washer - Dryer - Air conditioning 2.0 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&selected=96796108&PinnedHotelID=96796108&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19100000/19092500/19092419/f08ad776.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Winter Park charm. Close to Park Ave Winter Park - Washer - Dryer - Free WiFi - Air conditioning 9.8 Exceptional 46 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&selected=19092419&PinnedHotelID=19092419&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/6f069335.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Winter Park Gem, 2BR Near Parks, 3MI to Downtown College Park - Kitchen - Washer - Dryer - Pet-friendly CA $134 CA $383 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=118778200&PinnedHotelID=118778200&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91320000/91310200/91310185/754796ce.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Modern, fabulous two-bedroom with parking in Winter Park Winter Park - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&selected=91310185&PinnedHotelID=91310185&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118720000/118714900/118714853/ffaf24d4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Eola’s Zen Lake Eola Heights - Pool - Washer - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&selected=118714853&PinnedHotelID=118714853&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83230000/83224500/83224477/a88bca89.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### LOCATION! COZY COMFORT 2 BLOCKS FROM PARK AVE W POOL, HOT TUB AND GRILL STATION! 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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? > Yes, this property has a pool. Pool types include heated pools. ### Is Private Poolside Guest House In Winter Park/Orlando pet-friendly? > Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet. ### What time is check-in at Private Poolside Guest House In Winter Park/Orlando? > Check-in begins at 3:00 PM. ### What time is check-out at Private Poolside Guest House In Winter Park/Orlando? > Check-out is at 11:00 AM. ### Where is Private Poolside Guest House In Winter Park/Orlando located? > Situated in Winter Park, this guesthouse is within 1 mi (2 km) of Mead Garden and AdventHealth Orlando. Lee Road Shopping Center and Orlando Museum of Art are also within 1 mi (2 km). AdventHealth Station is 19 minutes by foot. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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