Title: 15 Best Cabins in Windermere, FL - Cabins for Rent from $166 | Expedia.com [Windermere Travel Guide](https://expedia.com/Windermere.dx6085091)[Hotels in Windermere](https://expedia.com/Windermere-Hotels.d6085091.Travel-Guide-Hotels)[Vacation Rentals in Windermere](https://expedia.com/Windermere-Vacation-Rentals.d6085091.Travel-Guide-VacationRentals)[Flights to Windermere](https://expedia.com/Cheap-Flights-To-Windermere.d6085091.Travel-Guide-Flights)[Things to do in Windermere](https://expedia.com/Things-To-Do-In-Windermere.d6085091.Travel-Guide-Activities)[Car Rentals in Windermere](https://expedia.com/Car-Rentals-In-Windermere.d6085091.Car-Rental-Guide)[Windermere Vacation Packages](https://expedia.com/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) ## Check prices for these dates In two weeks [Mar 27 - Mar 29](https://www.expedia.com/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.com/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.com/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.com/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) ![Terrace/patio](https://images.trvl-media.com/lodging/127000000/126950000/126947000/126946989/68064ede.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) ![Smart TV](https://images.trvl-media.com/lodging/127000000/126950000/126947000/126946989/b7c9a953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winnie the Pooh Cabin [](https://www.expedia.com/Orlando-Hotels-Winnie-The-Pooh-Cabin.h126946989.Hotel-Information) Kissimmee $148 nightly $166 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/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.com/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. $293 nightly $322 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/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.com/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.com/deals?rfrr=AA_SPRING_PROMO_6085091) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.com/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) Villas [](https://www.expedia.com/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) Apartments [](https://www.expedia.com/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) Private vacation homes [](https://www.expedia.com/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.com/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.com/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.com/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.com/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) Chalets [](https://www.expedia.com/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) Residences [](https://www.expedia.com/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) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindermere-Cabins.d6085091-aaCabins.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindermere-Cabins.d6085091-aaCabins.Travel-Guide-Accommodation) ## Top Windermere Hotel Reviews ![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 8/10 Good "yes and not too over crowded" [](https://expedia.com/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.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 8/10 Good "The water park is $25pp, not included in your stay. The property is not a walking distance to anywhere. To get to any restaurant, aside that one on property, one must take an Uber, unless you rent a car." [](https://expedia.com/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.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 10/10 Excellent "Clean rooms" [](https://expedia.com/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ![B&B Hotel Orlando International Drive Near Universal - Newly Renovated!](https://images.trvl-media.com/lodging/1000000/30000/26800/26703/caff738c_y.jpg) ### B&B Hotel Orlando International Drive Near Universal - Newly Renovated! 10/10 Excellent "Room was súper clean and nicely renovated. Only downside was that there is no elevator so keep in mind when packing." [](https://expedia.com/Orlando-Hotels-Floridian-Express-Extended-Stay-Hotel.h26703.Hotel-Information) ![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 "Pool clean and hot. Lots of activities. Large pool. AC was good. " [](https://expedia.com/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.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.com/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.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.com/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.com/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.com/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ## Find out more about Windermere ## Windermere Cabin Rentals information | Number of reviews | | | ----------------- | ---------------- | | Accommodation | 10 Cabin Rentals | | Lowest Price | $166 | | Highest Price | $322 | ## 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? ### 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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