Title: Winter Garden Condo Rentals from CA $330 | Expedia.ca [Winter Garden Travel Guide](https://expedia.ca/Winter-Garden.dx7898)[Hotels in Winter Garden](https://expedia.ca/Winter-Garden-Hotels.d7898.Travel-Guide-Hotels)[Vacation Rentals in Winter Garden](https://expedia.ca/Winter-Garden-Vacation-Rentals.d7898.Travel-Guide-VacationRentals)[Flights to Winter Garden](https://expedia.ca/Cheap-Flights-To-Winter-Garden.d7898.Travel-Guide-Flights)[Things to do in Winter Garden](https://expedia.ca/Things-To-Do-In-Winter-Garden.d7898.Travel-Guide-Activities)[Winter Garden Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Garden.d7898.Car-Rental-Guide)[Winter Garden Vacation Packages](https://expedia.ca/Winter-Garden.d7898.Destination-Travel-Guides) ![All the best shops in one place! Barnes & Noble, Old Navy, Target, Victoria's Secret, and more! ](https://images.trvl-media.com/place/7898/555ca497-497a-4734-a484-d5ffbe417f67.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by JoyFilledWander ![](https://images.trvl-media.com/place/7898/555ca497-497a-4734-a484-d5ffbe417f67.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Garden condo rentals ![Exterior](https://images.trvl-media.com/lodging/77000000/76840000/76831200/76831174/2db85ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76840000/76831200/76831174/4eac2a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/77000000/76840000/76831200/76831174/3a3f7a97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76840000/76831200/76831174/b29e5374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Fun Condo: Pool, Sauna—near Disney [](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-With-Shared-Pool-Hot-Tub.h76831174.Hotel-Information) Winter Garden CA $110 CA $368 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-With-Shared-Pool-Hot-Tub.h76831174.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867841/703f29a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867841/d1fdeb13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867841/451a2f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867841/dab5e8b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay - Large Condo Near Disney w Pool and Gym [](https://www.expedia.ca/Orlando-Hotels-Upstay-Large-Condo-Near-Disney-W-Pool-And-Gym.h113867841.Hotel-Information) Winter Garden CA $82 CA $366 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Orlando-Hotels-Upstay-Large-Condo-Near-Disney-W-Pool-And-Gym.h113867841.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/96000000/95350000/95341000/95340954/afd7468c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/96000000/95350000/95341000/95340954/2582bb36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95350000/95341000/95340954/b965b790.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/96000000/95350000/95341000/95340954/cb5e411d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-Friendly Condo with Pool & Sauna [](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-Pool.h95340954.Hotel-Information) Winter Garden CA $87 CA $338 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-Pool.h95340954.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/00fd23fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/c59d9f4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/7412e887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/b1fa24ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay: 3BR Condo w Pool, Sauna—Near Disney [](https://www.expedia.ca/Orlando-Hotels-3BR-Luxury-Apartment-Family-Resort-Pool-And-Hot-Tub.h64156233.Hotel-Information) Winter Garden CA $99 CA $390 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Orlando-Hotels-3BR-Luxury-Apartment-Family-Resort-Pool-And-Hot-Tub.h64156233.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/98000000/97590000/97586400/97586390/021495e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/98000000/97590000/97586400/97586390/65395d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97590000/97586400/97586390/339434ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/98000000/97590000/97586400/97586390/df776eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-friendly Condo Pool, Sauna—Near Disney [](https://www.expedia.ca/3BR-Condo-Pool.h97586390.Hotel-Information) Winter Garden CA $103 CA $395 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/3BR-Condo-Pool.h97586390.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/109000000/108430000/108428500/108428411/04f77ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/109000000/108430000/108428500/108428411/18b1c2af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108430000/108428500/108428411/85bf3b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108430000/108428500/108428411/13f5eff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 3BR Resort Condo with Pool near Disney [](https://www.expedia.ca/Orlando-Hotels-Condo-Near-Disney-W-Outdoor-Pool-And-Hot-Tub.h108428411.Hotel-Information) Winter Garden CA $83 CA $367 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Orlando-Hotels-Condo-Near-Disney-W-Outdoor-Pool-And-Hot-Tub.h108428411.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/102000000/101780000/101778500/101778408/79296f4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101780000/101778500/101778408/cea8f1ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101780000/101778500/101778408/557ff96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/102000000/101780000/101778500/101778408/3fa62e6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay Modern 2BR Condo Near Disney [](https://www.expedia.ca/Orlando-Hotels-Modern-2BR-Condo-Hot-Tub-And-Pool-Near-Disney.h101778408.Hotel-Information) Winter Garden CA $89 CA $337 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Orlando-Hotels-Modern-2BR-Condo-Hot-Tub-And-Pool-Near-Disney.h101778408.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108150000/108145400/108145314/6c44379f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108150000/108145400/108145314/0eba39db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/109000000/108150000/108145400/108145314/3613cba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108150000/108145400/108145314/23e539f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay: 3BR Family Condo w Pool & Sauna [](https://www.expedia.ca/Orlando-Hotels-Upstay-Pet-Friendly-Condo-W-Pool-And-Hot-Tub.h108145314.Hotel-Information) Winter Garden CA $82 CA $366 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Orlando-Hotels-Upstay-Pet-Friendly-Condo-W-Pool-And-Hot-Tub.h108145314.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93150000/93149900/93149894/047a4c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93150000/93149900/93149894/8304bb3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/94000000/93150000/93149900/93149894/d875fed0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93150000/93149900/93149894/3cc3cfbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay Bright 3BR Condo w Pool & Patio—near Disney [](https://www.expedia.ca/Orlando-Hotels-3BR-Condo-Balcony.h93149894.Hotel-Information) Winter Garden CA $99 CA $387 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Orlando-Hotels-3BR-Condo-Balcony.h93149894.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/93000000/92200000/92194200/92194166/e4e34f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/93000000/92200000/92194200/92194166/5723b23d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92200000/92194200/92194166/51627e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/93000000/92200000/92194200/92194166/d7792606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay Condo with Pool near Disney & Pet Friendly [](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-Near-Disney-With-Pool-And-Hot-Tub.h92194166.Hotel-Information) Winter Garden CA $130 CA $389 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-Near-Disney-With-Pool-And-Hot-Tub.h92194166.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402632/c0dbf7d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402632/f4d2aca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402632/178bbc87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402632/w2047h1365x0y0-39275a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-Friendly Condo with Pool & Sauna [](https://www.expedia.ca/Orlando-Hotels-Spacious-2BR-Condo-W-Pool-Hot-Tub.h72402632.Hotel-Information) Winter Garden CA $84 CA $332 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Orlando-Hotels-Spacious-2BR-Condo-W-Pool-Hot-Tub.h72402632.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899132/c0495eb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899132/68d7da2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899132/27b0b43a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899132/ffb9a8c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay 3BR Suite w Pool, Sauna & Games—Near Disney [](https://www.expedia.ca/Orlando-Hotels-Near-Disney-3BR-Condo-Pool.h100899132.Hotel-Information) Winter Garden CA $79 CA $362 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Orlando-Hotels-Near-Disney-3BR-Condo-Pool.h100899132.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/92000000/91550000/91546100/91546033/182c5e3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91550000/91546100/91546033/8add918c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91550000/91546100/91546033/19dff1e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91550000/91546100/91546033/b26f8a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay - Pet-Friendly Condo - Sauna, Pool [](https://www.expedia.ca/Orlando-Hotels-Pet-Friendly-Condo-Hot-Tub.h91546033.Hotel-Information) Winter Garden CA $83 CA $330 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Orlando-Hotels-Pet-Friendly-Condo-Hot-Tub.h91546033.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/78000000/77160000/77157800/77157719/53eea707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77160000/77157800/77157719/4c9ddb65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/78000000/77160000/77157800/77157719/873a330d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77160000/77157800/77157719/4c4080c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay: Tropical Style Family Condo w Pool [](https://www.expedia.ca/Orlando-Hotels-Bright-3BR-Condo-With-Pool-And-Hot-Tub.h77157719.Hotel-Information) Winter Garden CA $117 CA $415 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Orlando-Hotels-Bright-3BR-Condo-With-Pool-And-Hot-Tub.h77157719.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/77000000/76490000/76481600/76481527/382b0d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76490000/76481600/76481527/65d99e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/77000000/76490000/76481600/76481527/dbe4cccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76490000/76481600/76481527/432a3aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay - Condo Near Disney w Pool-Spa-Sauna-Games [](https://www.expedia.ca/Orlando-Hotels-Bright-Condo.h76481527.Hotel-Information) Winter Garden CA $109 CA $367 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Orlando-Hotels-Bright-Condo.h76481527.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/78000000/77140000/77137000/77136911/1282d218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77140000/77137000/77136911/1c7300f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/78000000/77140000/77137000/77136911/4fe1451d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/78000000/77140000/77137000/77136911/3ace0203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-Friendly Condo with Pool & Sauna [](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-With-Hot-Tub-And-Pool-Near-Disney.h77136911.Hotel-Information) Winter Garden 10/10 Exceptional (1 review) "we had a wonderful stay at Palisades resort on 4th floor (top floor) . Condo was very spacious/clean and close to Disney amd rte 192\. 2 very large bedrooms (with own bathrooms ) kitchen/living room/dining area in between, great for privacy. huge screened in patio, with views of nightly disney fireworks exterior of bldg could have been kept up better. trash/garbage visible as you pull into parking garage, and very messy/scattered around. other than that, property was great and would stay there... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristi F. CA $110 CA $366 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-With-Hot-Tub-And-Pool-Near-Disney.h77136911.Hotel-Information) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76510000/76506600/76506549/fad2d47d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76510000/76506600/76506549/733f2346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76510000/76506600/76506549/7825479e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/77000000/76510000/76506600/76506549/db5585d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay Large Family Condo w Pool, Sauna [](https://www.expedia.ca/Orlando-Hotels-Relaxing-3BR-Near-Disney-Pool-And-Hot-Tub.h76506549.Hotel-Information) Winter Garden CA $83 CA $367 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Orlando-Hotels-Relaxing-3BR-Near-Disney-Pool-And-Hot-Tub.h76506549.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156244/e067f600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156244/5da5c5af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156244/5c41c1af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156244/c05096b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay - Pet-Friendly Family Condo near Disney [](https://www.expedia.ca/Orlando-Hotels-3BR-Luxury-Condo-Family-Resort-Pool-And-Hot-Tub.h64156244.Hotel-Information) Winter Garden CA $114 CA $406 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Orlando-Hotels-3BR-Luxury-Condo-Family-Resort-Pool-And-Hot-Tub.h64156244.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/98000000/97050000/97044100/97044065/8f4df037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97050000/97044100/97044065/cc4720ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/98000000/97050000/97044100/97044065/79e37202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/98000000/97050000/97044100/97044065/d2adbe6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay Pet Friendly Condo 6 Minutes from Disney [](https://www.expedia.ca/Orlando-Hotels-Cozy-2BR-Condo-Private-Balcony-Near-Disney.h97044065.Hotel-Information) Winter Garden CA $112 CA $370 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Orlando-Hotels-Cozy-2BR-Condo-Private-Balcony-Near-Disney.h97044065.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83310000/83306800/83306736/869a2700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83310000/83306800/83306736/ea9196d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83310000/83306800/83306736/w2047h1365x0y0-0a84e407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83310000/83306800/83306736/0b9221bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-Friendly Condo with Pool & Sauna [](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-With-Pool-And-Hot-Tub.h83306736.Hotel-Information) Winter Garden 10/10 Exceptional (1 review) "This 2 bedroom apartment was perfect for us. Clean and well kept. Very spacious rooms with comfortable beds. I would recommend this place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samuel L. CA $110 CA $366 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-With-Pool-And-Hot-Tub.h83306736.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=2026-02-07&endDate=2026-02-08®ionId=7898&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=COTTAGE) Residences [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=RESIDENCE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=CABIN) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=CHALET) ![](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-Garden-Condos.d7898-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Garden-Condos.d7898-aaCondos.Travel-Guide-Accommodation) ## Top Winter Garden Hotel Reviews ![Universal's Cabana Bay Beach Resort](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/63940f45_y.jpg) ### Universal's Cabana Bay Beach Resort 10/10 Excellent "Everything was great" [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg) ### The Grove Resort & Water Park Orlando 10/10 Excellent "Room was spotless and the staff was very helpful the resort felt safe and the drinks at the bar was grreat" [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Orlando International Drive North Hotel](https://images.trvl-media.com/lodging/1000000/50000/41500/41493/d062739a_y.jpg) ### Orlando International Drive North Hotel 10/10 Excellent "The room was amazing!" [](https://expedia.ca/Orlando-Hotels-Orlando-International-Drive-North-Hotel.h41493.Hotel-Information) ![Hyatt Regency Orlando International Airport](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/acaa1e8b_y.jpg) ### Hyatt Regency Orlando International Airport 10/10 Excellent "We did not have breakfast as we left too early. Balcony was awesome although it was being pressure washed when we 1st got to our room so not available 1st 2 hrs. Dining up on floor 9 was great food and great staff, but very costly. " [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.Hotel-Information) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 10/10 Excellent "Very clean! Good sized room. Awesome resort with lots of pools!" [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Hilton Vacation Club Aqua Sol Orlando West](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c_y.jpg) ### Hilton Vacation Club Aqua Sol Orlando West 10/10 Excellent "Just loved the hotel in general! " [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ![Walt Disney World Swan](https://images.trvl-media.com/lodging/1000000/10000/9800/9711/a789d7e5_y.jpg) ### Walt Disney World Swan 10/10 Excellent "Frinedly Staff , Clean Room , Great Location For Acess to Epcot and Disney Transport " [](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Swan.h9711.Hotel-Information) ![DoubleTree by Hilton at the Entrance to Universal Orlando](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg) ### DoubleTree by Hilton at the Entrance to Universal Orlando 10/10 Excellent "It was good " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07_y.jpg) ### Westgate Lakes Resort & Spa Universal Studios Area 10/10 Excellent "Great staff, great room and bathroom, very clean" [](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) ## Price trends for Condo Rentals in Winter Garden | Less expensive | More expensive | Next month | | -------------- | -------------- | ---------- | | October | March | CA $154 | | Month | Price | | --------- | ------- | | January | CA $131 | | February | CA $154 | | March | CA $165 | | April | CA $140 | | May | CA $130 | | June | CA $131 | | July | CA $145 | | August | CA $139 | | September | CA $135 | | October | CA $125 | | November | CA $137 | | December | CA $138 | Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Condo Rentals in Winter Garden. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Find out more about Winter Garden ## Winter Garden Condo Rentals information | Number of reviews | 1 | | ----------------- | ------------------ | | Accommodation | 5869 Condo Rentals | | Lowest Price | CA $330 | | Highest Price | CA $415 | ## Frequently asked questions ### Why book your condo in Winter Garden with Expedia? ### How can I find cheap condos in Winter Garden? ### What is there to do in Winter Garden near my condo? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Inns in Cape Canaveral ](https://www.expedia.ca/Cape-Canaveral-Inns.d6484-aaInns.Travel-Guide-Accommodation) - [Lodges in Cape Canaveral ](https://www.expedia.ca/Cape-Canaveral-Lodges.d6484-aaLodges.Travel-Guide-Accommodation) - [Ranches in Cape Canaveral ](https://www.expedia.ca/Cape-Canaveral-Ranches.d6484-aaRanches.Travel-Guide-Accommodation) - [Hotels near Central Florida Railroad Museum ](https://www.expedia.ca/Central-Florida-Railroad-Museum-Hotels.0-l553248621561885339-0.Travel-Guide-Filter-Hotels) - 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