Title: Top Windermere Cabin Rentals | 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) ![Aerial Overlooking Lakeside Homes in Central Florida](https://images.trvl-media.com/place/6085091/7090f298-653b-4ae8-a3d7-158982a4a6fe.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6085091/7090f298-653b-4ae8-a3d7-158982a4a6fe.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 [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windermere cabin rentals ![Exterior](https://images.trvl-media.com/lodging/127000000/126950000/126947000/126946989/caccdbf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/127000000/126950000/126947000/126946989/b7c9a953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/127000000/126950000/126947000/126946989/da689db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/127000000/126950000/126947000/126946989/4442a997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winnie the Pooh Cabin [](https://www.expedia.ca/Orlando-Hotels-Winnie-The-Pooh-Cabin.h126946989.Hotel-Information) Kissimmee CA $174 CA $225 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Orlando-Hotels-Winnie-The-Pooh-Cabin.h126946989.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/122000000/121860000/121853000/121852947/w1597h1062x3y4-30faa2f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121860000/121853000/121852947/w1600h1062x0y4-a7f7bf61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121860000/121853000/121852947/w1600h1062x0y4-2fc7b901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121860000/121853000/121852947/w1597h1062x3y4-c1a98b00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-bedroom cabin in gorgeous Clermont with AC [](https://www.expedia.ca/Clermont-Hotels-3-Bedroom-Cabin-In-Gorgeous-Clermont-With-AC.h121852947.Hotel-Information) Vacation Village 6.0/10 (3 reviews) "Host double booked the property. We arrived at the VRBO to find it occupied. The current occupant and myself both contacted the host who told me "Oops, I messed up and didn't update the system when it was rented on another platform." Host asked me to cancel the reservation and when I stated I couldn't, she told me that she would alter the reservation so she could cancel it. No repercussions for her, but I was left without lodging and had to alter my families planned vacation by finding a... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael T. CA $183 CA $451 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Clermont-Hotels-3-Bedroom-Cabin-In-Gorgeous-Clermont-With-AC.h121852947.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=2026-03-24&endDate=2026-03-25®ionId=6085091&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_6085091) ## Find vacation rentals that suit your style 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=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=APART_HOTEL) 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=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=APARTMENT) 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=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=VILLA) 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=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=VACATION_HOME) 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=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&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=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=COTTAGE) 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=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=HOUSE_BOAT) 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=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=CABIN) 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=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&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=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&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-Cabins.d6085091-aaCabins.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindermere-Cabins.d6085091-aaCabins.Travel-Guide-Accommodation) ## Top Windermere Hotel Reviews ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](https://images.trvl-media.com/lodging/1000000/540000/539500/539487/4ca8f177_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent " The overall layout is very confusing not muhch signs to indicate entrance . The map is good but the signs in parking lot are confusing. That is my inly complaint evedything else was beautiful. Beds were very comfy like clouds. The room was spotless and clean. No smells but clean laundry the bathtub huge clean and had jets . The couch folded out to a bed and even that wss comfy. Loved it and plan to stay here again and utilize all the amentities . The gym wss beautiful. Thebpools are heatdd and very clean and because multiple pools they wrre not overly crowded. Would def recommmend " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ![Kompose Boutique Resort at Theme Parks](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/81e6b4c7_y.jpg) ### Kompose Boutique Resort at Theme Parks 8/10 Good "I did the pre check in and paid $25 for early check in. When I arrived at the property, the staff at the desk told me to check in that early it would be $75 not $25\. It felt like a bait and switch as I provided my credit card and the transaction was approved on their site. The hotel seems unfinished. There is a lot of good things but a lot that needs improvement. For example, they need a grounds keeper. Many dead plants. Also, cups and cans that need to be cleaned up around the lazy river. The hotel is non smoking but there were guests smoking at the pool as there was no staff to enforce. Also would be nice if they played music at the pools. The room is nice but no table of any kind so difficult if you want to eat in your room. Also lighting is poor. The bed is comfortable! The housekeeping staff is very nice. They only provide housekeeping on the third day so you have to ask for towels and other essentials when you see them in the hallway. They only give one small trash can in the bathroom so you have to put your own garbage out. Also no recycling bin. The mini golf and pickleball are great amenities. They don’t tell you beforehand that you have to provide an id at to get them at the desk. I don’t think a lot of people keep their id on them when relaxing at the pool, which is what we were doing when we decided to do mini golf. The other improvements that would be nice are to put seating at the front entrance outside for people waiting for rideshare service and microwaves." [](https://expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/ffaf091a_y.jpg) ### Westgate Lakes Resort & Spa Universal Studios Area 10/10 Excellent "Beautiful property. Friendly staff and lots of activities on the resort. 10 out of 10\. " [](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/91c45539_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 8/10 Good "Huge resort, can get lost easily. Suites are bright & roomy. Rooms that are not on ground floor can be difficult to get luggage upstairs (no elevator). Overall nice resort. " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.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 "Amazing property " [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Walt Disney World Swan](https://images.trvl-media.com/lodging/1000000/10000/9800/9711/1913ff15_y.jpg) ### Walt Disney World Swan 8/10 Good "The only two things I had an issue with were the parking and the pillows. Valet parking was $53 and self-parking was $42, which felt pretty steep. Also, the pillows in our room weren’t very comfortable." [](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Swan.h9711.Hotel-Information) ![Universal's Cabana Bay Beach Resort](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/4c48bd3d_y.jpg) ### Universal's Cabana Bay Beach Resort 10/10 Excellent "It is always so lovely! Family friendly , they meet characters in the lobby and they have a whole water section for kids. The rooms are amazing! I booked a view of volcano bay and it did not disappoint if you were just staying at the hotel there is much to do, " [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/4259dc2e_y.jpg) ### Holiday Inn Club Vacations at Orange Lake Resort by IHG 10/10 Excellent "Good" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Marriott's Grande Vista](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/w4000h2662x0y0-7b7256af_y.jpg) ### Marriott's Grande Vista 8/10 Good "Loved the pools and activities for the kids. Good food and drinks. Hotel room was very nice. " [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ## Find out more about Windermere ## Windermere Cabin Rentals information | Number of reviews | | | ----------------- | ---------------- | | Accommodation | 10 Cabin Rentals | | Lowest Price | CA $225 | | Highest Price | CA $451 | ## Frequently asked questions ### What are the best cabins near Windermere? ### Are there cheap cabins in Windermere? ### What are the best family cabins near Windermere? ### What are the best river cabins near Windermere? ### What are the best cabins with pools near Windermere? ### What are some great Windermere cabins? ### What are the best weekend cabin rentals in Windermere? ### What are the best cabin prices in Windermere? ### Can I find log cabins in Windermere? ### What are the highest-rated cabins in Windermere? ### What are the top things to see and do in Windermere? ### Why should I book a cabin in Windermere? ### What are the top nature cabins in Windermere? ### What are some of the best cabins near Universal Studios Florida in Windermere? ## Explore a world of travel with Expedia - 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