Title: Windermere Condo Rentals from CA $154 | Expedia.ca [Hotels in Windermere](https://expedia.ca/Windermere-Hotels.d6085091.Travel-Guide-Hotels)[Vacation Rentals in Windermere](https://expedia.ca/Windermere-Vacation-Rentals.d6085091.Travel-Guide-VacationRentals)[Flights to Windermere](https://expedia.ca/Cheap-Flights-To-Windermere.d6085091.Travel-Guide-Flights)[Things to do in Windermere](https://expedia.ca/Things-To-Do-In-Windermere.d6085091.Travel-Guide-Activities)[Windermere Car Rentals](https://expedia.ca/Car-Rentals-In-Windermere.d6085091.Car-Rental-Guide)[Windermere Vacation Packages](https://expedia.ca/Windermere.d6085091.Destination-Travel-Guides) ![A hidden gem among all the typical Disney schmultz, this nature preserve is a perfect, peaceful getaway. There are several miles of trail, some are closed because of flood conditions, and a couple sections of boardwalk planks. There is a great variety of terrain from sawgrass marshes to pine flatwoods, bay swamp and oak hammock. The Fallen Log Crossing and Osprey Overlook trails are the must see parts of the preserve. You might luck out and see an osprey or eagle, or even a gopher tortoise. It's just a magical slice of heaven here in Central Florida that makes you forget you are just a few miles from the craziness of Disney and Universal. #LocalSecrets #KidsFun #NatureWalk](https://images.trvl-media.com/place/6239675/6a14bbb3-f7f4-4bb8-be3e-bf641f0ccede.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Mick Haupt ![](https://images.trvl-media.com/place/6239675/6a14bbb3-f7f4-4bb8-be3e-bf641f0ccede.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=6085091&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=6085091&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=6085091&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=6085091&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 Windermere condo rentals ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/1ef981b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch TV with cable channels, DVD player](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/f4bb77d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hiking](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/9e1fc450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch TV with cable channels, DVD player](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/4ec89cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) 8.6/10 Excellent (3,213 reviews) "Nice place to stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) dianne CA $105 CA $154 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/117000000/116770000/116763200/116763178/1c99091b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/117000000/116770000/116763200/116763178/80323b67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116770000/116763200/116763178/601d44a7.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/117000000/116770000/116763200/116763178/ac1418b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Vacation Village [](https://www.expedia.ca/Clermont-Hotels-2-BR2-Bath-Clermont-Cottage-W-Heated-Olympic-Poolbasketballlake-Access.h116763178.Hotel-Information) 10/10 Exceptional (5 reviews) "Excellent host, very clean, coffee bar, and access to great facilities. Would highly recommend this place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jodi CA $167 CA $382 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Clermont-Hotels-2-BR2-Bath-Clermont-Cottage-W-Heated-Olympic-Poolbasketballlake-Access.h116763178.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/62000000/61350000/61346100/61346057/171f1158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/62000000/61350000/61346100/61346057/8cc31a6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/62000000/61350000/61346100/61346057/73458164.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/62000000/61350000/61346100/61346057/53dff3e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Winter Garden [](https://www.expedia.ca/Orlando-Hotels-Brand-NEW-Modern-3BR-Near-Disney.h61346057.Hotel-Information) 9.0/10 Wonderful (22 reviews) "Great place! Convenient, cozy and clean!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SHARLA B. CA $83 CA $369 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Orlando-Hotels-Brand-NEW-Modern-3BR-Near-Disney.h61346057.Hotel-Information) ![Condo, 4 Bedrooms | Lobby](https://images.trvl-media.com/lodging/119000000/118710000/118702700/118702672/485c8409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 4 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/119000000/118710000/118702700/118702672/f0f4a341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 4 Bedrooms | Interior](https://images.trvl-media.com/lodging/119000000/118710000/118702700/118702672/95ccc4d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 4 Bedrooms | Pool](https://images.trvl-media.com/lodging/119000000/118710000/118702700/118702672/eeca615e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Paradise-Breeze-Cottage-By-Shine-Villas-Margaritaville-Resort-Orlando-4-Bedroom-Condo.h118702672.Hotel-Information) CA $152 CA $786 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Orlando-Hotels-Paradise-Breeze-Cottage-By-Shine-Villas-Margaritaville-Resort-Orlando-4-Bedroom-Condo.h118702672.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/75000000/74280000/74276400/74276370/877f535d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74280000/74276400/74276370/d229343f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74280000/74276400/74276370/bbe80173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74280000/74276400/74276370/4083ce6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Orlando [](https://www.expedia.ca/Orlando-Hotels-Luxurious-2BR-Condo-Resort-Spa-And-Pirate-Pool.h74276370.Hotel-Information) 9.2/10 Wonderful (5 reviews) "Great place to stay. Close to all the major theme parks" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) marci m. CA $94 CA $346 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Orlando-Hotels-Luxurious-2BR-Condo-Resort-Spa-And-Pirate-Pool.h74276370.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33560000/33558600/33558562/f3f46329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33558600/33558562/4ae06b18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33560000/33558600/33558562/4521afca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33558600/33558562/235fbbb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Dazzling-Newly-Renovated-Condo-15-Miles-To-Disney.h33558562.Hotel-Information) 9.4/10 Exceptional (89 reviews) "This place was awesome! Incredibly clean floors. I even called my sister just to show her how clean the floors were. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth P L. CA $76 CA $244 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Orlando-Hotels-Dazzling-Newly-Renovated-Condo-15-Miles-To-Disney.h33558562.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/56000000/55200000/55198700/55198626/fc027b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/56000000/55200000/55198700/55198626/155a16d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/56000000/55200000/55198700/55198626/2bddfaa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/56000000/55200000/55198700/55198626/25e118d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Breathtaking-View-3-Bd2-Bath-Resort-Condo-191.h55198626.Hotel-Information) 9.0/10 Wonderful (21 reviews) "So cozy and clean and the view was beautiful! Will definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karina R. CA $92 CA $572 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Orlando-Hotels-Breathtaking-View-3-Bd2-Bath-Resort-Condo-191.h55198626.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/65000000/64570000/64565700/64565635/da848deb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64570000/64565700/64565635/27a2a040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/64570000/64565700/64565635/318dc013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64570000/64565700/64565635/75f44f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Orlando [](https://www.expedia.ca/Orlando-Hotels-Upscale-2BR-Suite-Family-Resort-Pool-And-Hot-Tub.h64565635.Hotel-Information) 8.6/10 Excellent (14 reviews) "Condo was as advertised clean and close to everything. Would highly recommend this property for any Disney vacation." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Derek M. CA $96 CA $351 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Orlando-Hotels-Upscale-2BR-Suite-Family-Resort-Pool-And-Hot-Tub.h64565635.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111940000/111935600/111935588/32bcdd96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111940000/111935600/111935588/6db57e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111940000/111935600/111935588/d89eaf3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111940000/111935600/111935588/f1a8043d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in South Eola [](https://www.expedia.ca/Orlando-Hotels-Renovated-Condo-Lake-Eola-View-Great-Location.h111935588.Hotel-Information) 10/10 Exceptional (10 reviews) "It was a great stay in a great area with an amazing view! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie CA $119 CA $239 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Orlando-Hotels-Renovated-Condo-Lake-Eola-View-Great-Location.h111935588.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95220000/95214400/95214303/339ffeab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95220000/95214400/95214303/037620a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95220000/95214400/95214303/a74aa553.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) ### Condo in South Eola [](https://www.expedia.ca/Orlando-Hotels-Lake-Eola-View-1-Bedroom-Thornton-Park.h95214303.Hotel-Information) 9.8/10 Exceptional (10 reviews) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judy G. CA $105 CA $224 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Orlando-Hotels-Lake-Eola-View-1-Bedroom-Thornton-Park.h95214303.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33566500/33566437/261106f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33566500/33566437/046de051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33566500/33566437/3b5dff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/34000000/33570000/33566500/33566437/7873c46b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Orlando [](https://www.expedia.ca/Orlando-Hotels-Sensational-Water-View-1-Mile-To-Disney-Newly-Renovated-Superb-Location.h33566437.Hotel-Information) 9.8/10 Exceptional (204 reviews) "We have been stayed for 3days (2 adults 2 teens) for our Disney. This is a great place to stay especially with 1 king bed and two bunk beds, 2 full bathrooms, everyone has been relaxing. Additionally, the room is very clean and with lots of amenities. We really enjoyed it. Highly recommended!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jianing Wang CA $82 CA $287 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Orlando-Hotels-Sensational-Water-View-1-Mile-To-Disney-Newly-Renovated-Superb-Location.h33566437.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/125000000/124420000/124419900/124419860/d837e63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124420000/124419900/124419860/b3e6c70a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/125000000/124420000/124419900/124419860/5c5932b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/125000000/124420000/124419900/124419860/3effa136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Bright-Ground-Floor-Condo-Minutes-To-Parks.h124419860.Hotel-Information) CA $137 CA $446 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Orlando-Hotels-Bright-Ground-Floor-Condo-Minutes-To-Parks.h124419860.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/102000000/101750000/101748700/101748679/e7277167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101750000/101748700/101748679/a688a8db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101750000/101748700/101748679/03cbac8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/102000000/101750000/101748700/101748679/667edb25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Windsor Hills [](https://www.expedia.ca/Orlando-Hotels-Create-Magic-Moments-Steps-Away-From-Waterpark-Pool-On-Disneys-Doorstep.h101748679.Hotel-Information) 10/10 Exceptional (16 reviews) "We had an amazing stay here with our 3 kids. The condo is spacious and clean and in a great location - super close to the pool and the porch faces the lake which was perfect. Gino and Bobbie were great hosts, very responsive to messages and super helpful. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jennifer B. CA $128 CA $429 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Orlando-Hotels-Create-Magic-Moments-Steps-Away-From-Waterpark-Pool-On-Disneys-Doorstep.h101748679.Hotel-Information) ![Condo, 2 Bedrooms | Exterior](https://images.trvl-media.com/lodging/91000000/90320000/90313400/90313361/bb141071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/91000000/90320000/90313400/90313361/e4513d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/91000000/90320000/90313400/90313361/c8c730f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Dining](https://images.trvl-media.com/lodging/91000000/90320000/90313400/90313361/e893ce67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Vacation-Meadows-Storey-Lake-By-Shine-Villas-710-2-Bedroom-Apts.h90313361.Hotel-Information) 10/10 Exceptional (1 review) "Great communication and close to Disney and Universal. Very roomy unit " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gilbert CA $144 CA $706 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Orlando-Hotels-Vacation-Meadows-Storey-Lake-By-Shine-Villas-710-2-Bedroom-Apts.h90313361.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/b0b2ea4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/358da4b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, table tennis](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/ce218c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/52e7efcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Orlando [](https://www.expedia.ca/Orlando-Hotels-AUG-9-12-18-2189n25-Bdrs-2bth1200sf-25ft-Balcony-Lake-Firework-View.h30397575.Hotel-Information) 9.6/10 Exceptional (181 reviews) "The location is very close to the Disney parks and in walking distance to food and COFFEE!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) janice b. CA $166 CA $450 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Orlando-Hotels-AUG-9-12-18-2189n25-Bdrs-2bth1200sf-25ft-Balcony-Lake-Firework-View.h30397575.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/47000000/46550000/46548100/46548006/433f4047.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/47000000/46550000/46548100/46548006/b10d7802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/47000000/46550000/46548100/46548006/80fb43f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46550000/46548100/46548006/c562db17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Warm-And-Cozy-1-Bed1-Bath-Condo-Just-7-Miles-From-Disney.h46548006.Hotel-Information) 9.4/10 Exceptional (82 reviews) "Condo was perfect. Would stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori S. CA $106 CA $322 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Orlando-Hotels-Warm-And-Cozy-1-Bed1-Bath-Condo-Just-7-Miles-From-Disney.h46548006.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33570000/33565500/33565424/bbd691bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/34000000/33570000/33565500/33565424/f0600fa0.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/34000000/33570000/33565500/33565424/b19139ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33570000/33565500/33565424/720275a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Champions Gate [](https://www.expedia.ca/Orlando-Hotels-Magnificent-Award-Winning-Newly-Renovated-Condo-Near-Disney-22-Great-Amenities.h33565424.Hotel-Information) 9.4/10 Exceptional (155 reviews) "Amazing location and host and property manager were very attentive before and during the stay. Only recommendation is to have the cleaning company do a more detailed job and to have more supplies even if trial size for dish soap and trash bags and salt and pepper, etc. Would definitely stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresaa B. CA $69 CA $264 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Orlando-Hotels-Magnificent-Award-Winning-Newly-Renovated-Condo-Near-Disney-22-Great-Amenities.h33565424.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86660000/86650800/86650785/fd6ae11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, offices](https://images.trvl-media.com/lodging/87000000/86660000/86650800/86650785/697313a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/87000000/86660000/86650800/86650785/ff9fde3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/87000000/86660000/86650800/86650785/1fa8c156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Orlando [](https://www.expedia.ca/Orlando-Hotels-Free-Theme-Park-Shuttle-Transfer.h86650785.Hotel-Information) 10/10 Exceptional (1 review) "We were very happy with our stay. It was so nice and clean and perfect! We didn't even need the shuttle because it was walking distance to Seaworld! Would definitely stay here again. No question." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eljae CA $183 CA $233 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Orlando-Hotels-Free-Theme-Park-Shuttle-Transfer.h86650785.Hotel-Information) ![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/96000000/95040000/95031200/95031190/807c8fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, foosball, computer monitors](https://images.trvl-media.com/lodging/96000000/95040000/95031200/95031190/f41a6efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95040000/95031200/95031190/16836968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95040000/95031200/95031190/171d03e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Orlando [](https://www.expedia.ca/Orlando-Hotels-Close-To-Disney-And-Universal-Family-Sized-Condo-With-Pool.h95031190.Hotel-Information) 9.2/10 Wonderful (7 reviews) "We loved staying here and the amenities plus location was just a no brainer! Thank you for hosting us! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teah S. CA $139 CA $570 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Orlando-Hotels-Close-To-Disney-And-Universal-Family-Sized-Condo-With-Pool.h95031190.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/84000000/83370000/83363800/83363787/e4687b6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83370000/83363800/83363787/b7dfc259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/84000000/83370000/83363800/83363787/w828h547x0y0-778ca43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/84000000/83370000/83363800/83363787/766fe2e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Orlando [](https://www.expedia.ca/Orlando-Hotels-Amazing-In-Best-Location-Heated-Pool-Universal.h83363787.Hotel-Information) 10/10 Exceptional (8 reviews) "Great location for convention." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim O. CA $261 CA $593 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Orlando-Hotels-Amazing-In-Best-Location-Heated-Pool-Universal.h83363787.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=2026-02-03&endDate=2026-02-04®ionId=6085091&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=APART_HOTEL) Villas [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=VILLA) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=CABIN) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=HOUSE_BOAT) Residences [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=RESIDENCE) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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%2FWindermere-Condos.d6085091-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindermere-Condos.d6085091-aaCondos.Travel-Guide-Accommodation) ## Top Windermere Hotel Reviews ![Universal's Endless Summer Resort - Dockside Inn and Suites](https://images.trvl-media.com/lodging/34000000/33780000/33770400/33770341/c8859517_y.jpg) ### Universal's Endless Summer Resort - Dockside Inn and Suites 10/10 Excellent "Everything was great " [](https://expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.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 ! " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Marriott's Grande Vista](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg) ### Marriott's Grande Vista 10/10 Excellent "Yes " [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Rosen Inn Lake Buena Vista](https://images.trvl-media.com/lodging/1000000/10000/1300/1264/2a9be677_y.jpg) ### Rosen Inn Lake Buena Vista 10/10 Excellent "Everything was fine, except it was too cold in the room." [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-Lake-Buena-Vista.h1264.Hotel-Information) ![Hyatt Regency Orlando](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg) ### Hyatt Regency Orlando 10/10 Excellent "The woman at the check in counter was super friendly. The room was super clean. I stayed in tower Two and had one of my best nights of sleep I have ever had in a hotel. The bed was amazing and the bathroom was large and spacious. The lady that cleaned the room on my floor was so nice and kind and wished me a good morning. I was so impressed with everything " [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) ![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 "All good " [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![Wyndham I-Drive Avanti Resort & Conference Center](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/55b45a9e_y.jpg) ### Wyndham I-Drive Avanti Resort & Conference Center 10/10 Excellent "Kimberly at the front desk was the best !!" [](https://expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) ![Rosen Inn at Pointe Orlando](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 10/10 Excellent "Excellent staff, room was spacious and very clean, great amenities, convenient and well lit parking." [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](https://images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent "Great Experience " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ## Find out more about Windermere ## Windermere Condo Rentals information | Number of reviews | 3,959 | | ----------------- | ------------------ | | Accommodation | 5831 Condo Rentals | | Lowest Price | CA $154 | | Highest Price | CA $786 | ## Frequently asked questions ### How much do condos in Windermere cost? ### What are the best condos in Windermere? ### How many condos are there in Windermere? ### What are the best cheap condos in Windermere? ### Are there any family-friendly condos in Windermere? ### Are there any 5-star condos in Windermere? ### Why book your condo in Windermere with Expedia? ### How can I find cheap condos in Windermere? ### What is there to do in Windermere near my condo? ## Explore a world of travel with Expedia - 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