Title: Winter Park Condo Rentals from CA $232 | Expedia.ca [Hotels in Winter Park](https://expedia.ca/Winter-Park-Hotels.d7902.Travel-Guide-Hotels)[Vacation Rentals in Winter Park](https://expedia.ca/Winter-Park-Vacation-Rentals.d7902.Travel-Guide-VacationRentals)[Flights to Winter Park](https://expedia.ca/Cheap-Flights-To-Winter-Park.d7902.Travel-Guide-Flights)[Winter Park Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Park.d7902.Car-Rental-Guide)[Winter Park Vacation Packages](https://expedia.ca/Winter-Park.d7902.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/338000/338515-Lake-Virginia-Winter-Park.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Condos Rentals in Winter Park from CA $232 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winter Park Condo Rentals ![Outdoor pool](https://images.trvl-media.com/lodging/43000000/42790000/42789400/42789374/f797cbef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42790000/42789400/42789374/ad8df51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/43000000/42790000/42789400/42789374/242aaffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/43000000/42790000/42789400/42789374/f1b74744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 3bd/2ba Home With Balcony - Close to Universal and Convention Center! 3vc305 Orlando CA $233 CA $597 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Orlando-Hotels-Spacious-3bd2ba-Home-With-Balcony-Close-To-Universal-And-Convention-Center-3vc305.h42789374.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26740000/26733900/26733802/1139641b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/27000000/26740000/26733900/26733802/68bbce6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26740000/26733900/26733802/01e03b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/27000000/26740000/26733900/26733802/33bff868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gated community luxury new designer remodeled condo minutes from parks Florida Center 9.0/10 Wonderful (171) "Place was clean and comfortable. Host is easy to get ahold of and responds in a timely manner. " CA $140 CA $356 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Orlando-Hotels-Gated-Community-Luxury-New-Designer-Remodeled-Condo-Minutes-From-Parks.h26733802.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/65000000/64570000/64565700/64565635/284e591c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64570000/64565700/64565635/65aeaf48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64570000/64565700/64565635/e6ec8ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/64570000/64565700/64565635/6bf46a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay - Spacious Suite at Kid-Friendly Resort Orlando 9.2/10 Wonderful (13) "Great host, shops nearby. " CA $121 CA $385 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Orlando-Hotels-Upscale-2BR-Suite-Family-Resort-Pool-And-Hot-Tub.h64565635.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/72000000/71700000/71699300/71699273/1d957971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71700000/71699300/71699273/2680a142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71700000/71699300/71699273/71454cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71700000/71699300/71699273/2c1975a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### C4731-203-Storey Lake Resort/Near Disney/Universal Kissimmee 9.4/10 Exceptional (11) "Our whole volleyball team stayed at Storey Lake for the AAU Nationals. Our condo was beautifully decorated and perfect for our family. Easy walk to the pool and water park. Great area with easy access to restaurants, grocery stores, and gas stations.Beautiful property and great location. " CA $104 CA $557 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Orlando-Hotels-Luxurious-Storey-Lake-Resort-With-Lazy-River-Pools-Near-DisneyUniversal-Studios.h71699273.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/54000000/53180000/53173200/53173166/aa07339d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/54000000/53180000/53173200/53173166/e3647caf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/54000000/53180000/53173200/53173166/1c1a60ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/54000000/53180000/53173200/53173166/08e8195e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Retreat / Waterpark / Near Disney Kissimmee 10/10 Exceptional (5) "Perfect size and location for family of 4, bouncing between LEGOLAND and Universal! Extra bonus is the amazing clubhouse pool/mini golf/waterslides for the kiddos on property! We will be back again next year!" CA $102 CA $395 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Orlando-Hotels-Luxury-Thematic-2BR-WWaterpark.h53173166.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/54000000/53920000/53910100/53910075/dde1bf02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/54000000/53920000/53910100/53910075/edb476b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/54000000/53920000/53910100/53910075/1d33fc86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/54000000/53920000/53910100/53910075/e816d217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Themed Stay/Lakeview/2 Clubhouses Access Kissimmee 10/10 Exceptional (7) "Storey Lake is a great resort The host was very prompt with replies The condo was great. Great location Kitchen needs a little attention with more pots, pans, bowls and cutlery. which I have mentioned to the Host. Great stay and would recommend." CA $97 CA $388 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Orlando-Hotels-Lovely-Thematic-Lakeview-2BR-W2-Clubhouses.h53910075.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/92000000/91830000/91822500/91822403/593fb1a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/92000000/91830000/91822500/91822403/272b88fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91830000/91822500/91822403/8143c2e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/92000000/91830000/91822500/91822403/3ffa9248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Remodeled! Condo in Center of all the Action! Florida Center 8.8/10 Excellent (13) "It wS straight to the ponit introduction were very clear the stay was easy and unbelievable wonderful very homie we organized put together i would definitely go back again " CA $133 CA $327 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Orlando-Hotels-Newly-Remodeled-Condo-In-Center-Of-All-The-Action.h91822403.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/77000000/76420000/76417500/76417437/8f0105bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/77000000/76420000/76417500/76417437/9475ad09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76420000/76417500/76417437/1d7188d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76420000/76417500/76417437/6b79d7b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Lakeview / Clubhouses / Themed Stay Kissimmee 9.0/10 Wonderful (6) "Was a great place to stay! Definitely recommend. The place was very clean and owner was easy to communicate with. " CA $112 CA $407 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Orlando-Hotels-Fabulous-2BR-Lakeview-Condo-W2-Clubhouses.h76417437.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/118000000/117580000/117577500/117577459/5532dd5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/118000000/117580000/117577500/117577459/2f269124_edited_6fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117580000/117577500/117577459/w892h683x66y0-33c29e23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dishwasher, paper towels](https://images.trvl-media.com/lodging/118000000/117580000/117577500/117577459/d0f6e784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### London House | Orlando Airport Private Condo South Semoran CA $107 CA $372 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Orlando-Hotels-London-House-Orlando-Airport-Private-Condo.h117577459.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/20000000/19940000/19938600/19938534/6e739c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19940000/19938600/19938534/6ec94f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19940000/19938600/19938534/w1678h1066x121y14-5b7da038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19940000/19938600/19938534/46649cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious 5\*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning Orlando 9.6/10 Exceptional (44) "Too short of a stay but enjoyed every moment. The rental was emaculant. The best by far since staying at Vista Cay. The owner was great. She kept in touch and up to date with each detail of our stay including our welcoming text as well as thanking us for staying at her location. " CA $194 CA $788 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Orlando-Hotels-Luxurious-5Executive-3Br-Villa-Vista-CayPool-Enhanced-Cleaning.h19938534.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/120000000/119330000/119328400/119328381/c5db35ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119330000/119328400/119328381/2447a962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119330000/119328400/119328381/b4c14d20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119330000/119328400/119328381/7fc074be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcoming Cozy 2BR/2BA Condo Near Downtown Orlando & Attractions with Pool Lake Frederica CA $176 CA $435 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Orlando-Hotels-Welcoming-Cozy-2BR2BA-Condo-Near-Downtown-Orlando-Attractions.h119328381.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/54000000/53180000/53173200/53173181/eb8d49f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/54000000/53180000/53173200/53173181/34f6b0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53180000/53173200/53173181/375e1681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/54000000/53180000/53173200/53173181/21eb82e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfy Mickey Room/Access to 2 Clubhouses Kissimmee 10/10 Exceptional (2) "Great property! Host is so kind, responsive, considerate. " CA $112 CA $407 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Orlando-Hotels-Incredible-Mickey-Thematic-2BR-Spot-W-2-Waterparks.h53173181.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/33000000/32510000/32501700/32501632/282c9e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32510000/32501700/32501632/7265c753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32510000/32501700/32501632/8cfca54b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32510000/32501700/32501632/5ffd726a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing stay/Waterpark/Near Disney Kissimmee 7.2/10 Good (5) "Great" CA $128 CA $429 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Orlando-Hotels-Relaxing-2BR-Condo-W-2-Clubhouses-Waterpark.h32501632.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110280000/110278700/110278651/e902a9eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/111000000/110280000/110278700/110278651/64ddb68c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110280000/110278700/110278651/31a6a8af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110280000/110278700/110278651/6e5fbd33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wonderful 2 BR close to Disney • Storey Lake Kissimmee 10/10 Exceptional (7) "Stay was great , very clean, Beautiful and accommodating. My daughter loved it. Everything was wonderful " [](https://www.expedia.ca/Orlando-Hotels-Wonderful-2-BR-Close-To-Disney-Storey-Lake.h110278651.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/75000000/74280000/74276400/74276370/1e47b358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74280000/74276400/74276370/8daf2dca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74280000/74276400/74276370/416e5234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74280000/74276400/74276370/d85e2f16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay: Family-friendly 2BR Condo with Spa & Pool Orlando 9.2/10 Wonderful (5) "Great place to stay. Close to all the major theme parks" CA $91 CA $343 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Orlando-Hotels-Luxurious-2BR-Condo-Resort-Spa-And-Pirate-Pool.h74276370.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95220000/95214400/95214303/w1498h1500x2y0-2ebee015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95220000/95214400/95214303/4e91ee6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95220000/95214400/95214303/f1384372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/96000000/95220000/95214400/95214303/b3c23da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Eola view 1 bedroom Thornton Park South Eola 9.8/10 Exceptional (7) "The location is exactly what I wanted without breaking the bank. The host was very informative and quick to respond. I will stay here again. " CA $112 CA $232 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Orlando-Hotels-Lake-Eola-View-1-Bedroom-Thornton-Park.h95214303.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109010000/109009200/109009109/4b3ac84f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109010000/109009200/109009109/9540d997_edited_eaf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109010000/109009200/109009109/907914df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109010000/109009200/109009109/70e0f344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A cozy rustic NYC inspired Loft located in the oasis of Orlando prime loaction Florida Center 10/10 Exceptional (1) "Excellent. Average 12 uber from location to theme parks. Awesome loft for families. Wouldn't recommend party goers, community is quiet and reserved. Very clean. Only mention... queen size was largest bed... and mattresses, while new... weren't the most comfortable " CA $181 CA $370 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Orlando-Hotels-A-Cozy-Rustic-NYC-Inspired-Loft-Located-In-The-Oasis-Of-Orlando-Prime-Loaction.h109009109.Hotel-Information) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120420000/120416400/120416319/05b95ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120420000/120416400/120416319/2a52e7fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120420000/120416400/120416319/04700c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120420000/120416400/120416319/398ff5be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1-bedroom Condo in Luxury Gated Community Ventura CA $139 CA $316 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Orlando-Hotels-Cozy-1-Bedroom-Condo-In-Luxury-Gated-Community.h120416319.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95040000/95031200/95031190/171d03e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95040000/95031200/95031190/ac0bfe4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95040000/95031200/95031190/02517759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/96000000/95040000/95031200/95031190/d32257a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Close to Disney and Universal! Family-sized condo with pool, balcony & game room Orlando 9.0/10 Wonderful (6) "If you love Star Wars and even if you don’t :) this place does not disappoint!!! Very clean and comfortable and plenty of room for the 5 of us. The Star Wars theme was a huge hit with my guys and the outlets directly next store that my daughter and I could walk to and shop all day was amazing! Communication was quick and when our key cards would not open the gym door, we had new ones within 30 minutes brought directly to us so we could get our work outs in. Loved the huge pool and deck side... CA $140 CA $569 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-Close-To-Disney-And-Universal-Family-Sized-Condo-With-Pool.h95031190.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/43000000/42500000/42496900/42496809/46a913c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42500000/42496900/42496809/09733f54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/43000000/42500000/42496900/42496809/7ecf9840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/43000000/42500000/42496900/42496809/a286ee74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3Bd|Resort|3 miles to Disney Orlando 8.0/10 Very good (31) "Great stay at the property, super short drive to Disney. Property manager was very responsive to any needs." CA $92 CA $507 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Orlando-Hotels-3BdResort3-Miles-To-Disney.h42496809.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24®ionId=7902&adults=2&lodging=CONDO&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Park-Condos.d7902-aaCondos.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Park-Condos.d7902-aaCondos.Travel-Guide-Accommodation) ## Top Winter Park Hotel Reviews ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](//images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 10/10 Excellent "Our room was clean and well maintained. The staff was very friendly and helpful. We requested a pack n play, which was provided and delivered to our room. And the texting system was easy to make requests throughout our stay. The resort layout is a little difficult to navigate compared to others we have stayed at, but overall it was a great stay. " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Universal's Endless Summer Resort - Dockside Inn and Suites](//images.trvl-media.com/lodging/34000000/33780000/33770400/33770341/c8859517_y.jpg) ### Universal's Endless Summer Resort - Dockside Inn and Suites 10/10 Excellent "Nice place" [](https://expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) ![Marriott's Grande Vista](//images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg) ### Marriott's Grande Vista 10/10 Excellent "Very nice property for couples or families." [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Westgate Lakes Resort & Spa Universal Studios Area](//images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07_y.jpg) ### Westgate Lakes Resort & Spa Universal Studios Area 10/10 Excellent "I loved the property. Although I wasn’t at the hotel resort for most of my stay cause I was visiting the theme parks. I definitely would like to spend a day doing the activities. The resort has to offer. The amenities in the rooms are amazing. Felt very comfortable and homelike. I definitely plan on staying here again for my next Orlando visit." [](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) ![Wyndham I-Drive Avanti Resort & Conference Center](//images.trvl-media.com/lodging/1000000/10000/4000/3916/55b45a9e_y.jpg) ### Wyndham I-Drive Avanti Resort & Conference Center 10/10 Excellent "It’s really good, I really recommend it. For sure coming back! " [](https://expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) ![Tru By Hilton Orlando Convention Center Area, FL](//images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/a264c3e2_y.jpg) ### Tru By Hilton Orlando Convention Center Area, FL 10/10 Excellent "The service was amazing, the staff, especially Sky, were very accommodating. " [](https://expedia.ca/Orlando-Hotels-Tru-By-Hilton-Orlando-Convention-Center-Area.h47041344.Hotel-Information) ![DoubleTree by Hilton Orlando Airport](//images.trvl-media.com/lodging/1000000/20000/12300/12270/5d85f82f_y.jpg) ### DoubleTree by Hilton Orlando Airport 10/10 Excellent "Great" [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.Hotel-Information) ![Rosen Inn at Pointe Orlando](//images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 10/10 Excellent "The room was perfect for me because at the time I really needed a mini vacation from the world and this place was quiet and peaceful way more than I expected. I feel like I’m able to conquer the world again after my mini vacay. The room was clean as well. I’ll be back most definitely thank you " [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![DoubleTree by Hilton Hotel Orlando at SeaWorld](//images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10/10 Excellent "Good place to stay." [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ## Find out more about Winter Park ## Winter Park Condo Rentals information | Number of reviews | 288 | | --- | --- | | Accommodation | 2408 Condo Rentals | | Lowest Price | CA $232 | | Highest Price | CA $788 | ## Frequently asked questions ### How much do condos in Winter Park cost? > You'll pay from CA $232 to CA $788 per night for condos in Winter Park. No matter your budget, an ideal stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### What are the best condos in Winter Park? > A favourite is [55 W #2901](https://www.expedia.ca/Orlando-Hotels-55-W-2901.h33731237.Hotel-Information). Get comfortable at this 3.5-star stay which offers a swimming pool and fitness facilities. [55 W #3006](https://www.expedia.ca/Orlando-Hotels-55-W-3006.h33731249.Hotel-Information) is another highly rated condo worth considering. Spend your break at this popular 3.5-star option and make the most of amenities like a swimming pool and a lake view. You'll have your pick of multiple condos in Winter Park with a total average guest review rating of 9.1. ### How many condos are there in Winter Park? > Winter Park has 2408 condos. To help you find the perfect stay, use our filters to search for the must-have hotel conveniences. ### Are there any family-friendly condos in Winter Park? > Many travellers seeking family-friendly condos in Winter Park book [55 W #2901](https://www.expedia.ca/Orlando-Hotels-55-W-2901.h33731237.Hotel-Information). With a 3.5-star rating and amenities such as a swimming pool and fitness facilities, you'll feel right at home here. Alternatively, have a look at 3.5-star [55 W #3006](https://www.expedia.ca/Orlando-Hotels-55-W-3006.h33731249.Hotel-Information). A lake view and a deck help make it a comfy base for your Winter Park trip. Winter Park has tons of family-friendly attractions to visit when the kids are getting restless. [Orlando Science Centre](https://www.expedia.ca/Orlando-Science-Center-Ivanhoe-Village.d6069353.Vacation-Attraction) and [Orlando Museum of Art](https://www.expedia.ca/Orlando-Museum-Of-Art-Lake-Formosa.d6068699.Vacation-Attraction) promise a fun day out for both young and old. ### Why book your condo in Winter Park with Expedia? > Reserving a condo in Winter Park is as easy as clicking on your travel dates and selecting an option that has what you need. On the search for something affordable or upmarket, or a stay that also comes with a pool and free WiFi? Use Expedia's search filters to narrow your results even further and find your dream fit. ### How can I find cheap condos in Winter Park? > The easiest way to compare cheap condos in Winter Park is with Expedia's easy-to-use filter tool. Refine your search results by amenities, budget and star rating to nab unbeatable bargains in just a few clicks. ### What is there to do in Winter Park near my condo? > You'll find loads of terrific things that'll fill up your itinerary in Winter Park. Head for big attractions like [Winter Park Country Club](https://www.expedia.ca/Winter-Park-Country-Club-Orlando.d6239878.Vacation-Attraction), [Crealde School of Art](https://www.expedia.ca/Crealde-School-Of-Art-Orlando.d6239848.Vacation-Attraction) and [Winter Park Village](https://www.expedia.ca/Winter-Park-Village-Orlando.d6239900.Vacation-Attraction). 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Leu Gardens](https://www.expedia.ca/Harry-P-Leu-Gardens-Orlando.d6068689.Vacation-Attraction) - [Kraft Azalea Gardens](https://www.expedia.ca/Kraft-Azalea-Gardens-Orlando.d553248621532654339.Vacation-Attraction) - [Lake Virginia](https://www.expedia.ca/Lake-Virginia-Orlando.d553248621532654331.Vacation-Attraction) - [Mead Garden](https://www.expedia.ca/Mead-Garden-Orlando.d6239861.Vacation-Attraction) - [Visit Aloma](https://www.expedia.ca/Orlando-Aloma.dx553248635975863638) - [Visit Orwin Manor](https://www.expedia.ca/Orlando-Orwin-Manor.dx553248635976471367) - [Orlando Vacations](https://www.expedia.ca/Orlando.d178294.Destination-Travel-Guides) - [Rollins Museum of Art](https://www.expedia.ca/Rollins-Museum-Of-Art-Orlando.d6154782.Vacation-Attraction) - [Village Plaza Shopping Center](https://www.expedia.ca/Village-Plaza-Shopping-Center-Orlando.d553248621558036314.Vacation-Attraction) - [Walt Disney World® Resort](https://www.expedia.ca/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction) - [Winter Pines Golf Club](https://www.expedia.ca/Winter-Pines-Golf-Club-Orlando.d6239892.Vacation-Attraction) - [Car rental Maitland](https://www.expedia.ca/Car-Rentals-In-Maitland.d8442.Car-Rental-Guide) - [Rental cars Orlando Intl. airport](https://www.expedia.ca/Car-Rentals-In-Orlando-Intl.d5194573.Car-Rental-Guide) - [Car rentals near Orlando](https://www.expedia.ca/Car-Rentals-In-Orlando.d178294.Car-Rental-Guide) - [Maitland Vacation Rentals](https://www.expedia.ca/Maitland-Vacation-Rentals.d8442.Travel-Guide-VacationRentals) - [Orlando Vacation Rentals](https://www.expedia.ca/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals) - [Things to do in Orlando](https://www.expedia.ca/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities) - [Book Condo Rentals in Winter Park on Expedia.com](https://www.expedia.com/Winter-Park-Condos.d7902-aaCondos.Travel-Guide-Accommodation)