Title: Windermere B&B: Find the Best Bed and Breakfast from CA $159 | 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 Next weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windermere bed & breakfast ![TV, offices](https://images.trvl-media.com/lodging/106000000/105790000/105787800/105787774/0f7f988f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105790000/105787800/105787774/2cd093a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/106000000/105790000/105787800/105787774/2a69cf33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105790000/105787800/105787774/f8be9769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Banana Leaf Villa-Vintage Vibes Premium Room [](https://www.expedia.ca/Orlando-Hotels-Banana-Leaf-Villa-Vintage-Vibes-Premium-Room.h105787774.Hotel-Information) Orlovista 8.0/10 Very good (4 reviews) "This is the perfect getaway spot! Very accessible, quiet area. I will definitely be booking again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keisha CA $133 CA $176 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Orlando-Hotels-Banana-Leaf-Villa-Vintage-Vibes-Premium-Room.h105787774.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/20000000/19540000/19536400/19536372/e1d103de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/20000000/19540000/19536400/19536372/ed578d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19540000/19536400/19536372/f1b84b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's activities](https://images.trvl-media.com/lodging/20000000/19540000/19536400/19536372/e855ac5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kapp and Kappy B&B [](https://www.expedia.ca/Orlando-Hotels-Kapp-And-Kappy-BB.h19536372.Hotel-Information) Historic Downtown Kissimmee 9.8/10 Exceptional (133 reviews) "Wonderful host! We really enjoyed our stay and would most definitely return." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie Lynne [](https://www.expedia.ca/Orlando-Hotels-Kapp-And-Kappy-BB.h19536372.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/110000000/109950000/109943300/109943268/6016af14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Single Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/110000000/109950000/109943300/109943268/f34f86ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared kitchen facilities](https://images.trvl-media.com/lodging/110000000/109950000/109943300/109943268/c550e596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared kitchen facilities](https://images.trvl-media.com/lodging/110000000/109950000/109943300/109943268/aebc4dee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Styled Bedrooms in a Villa [](https://www.expedia.ca/Orlando-Hotels-Hotel-Styled-Bedrooms-In-A-Villa.h109943268.Hotel-Information) Kissimmee 6.4/10 (7 reviews) "I didn’t know it was a house being shared by like 6 other tenants and parking was a pain" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronica CA $60 CA $162 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Orlando-Hotels-Hotel-Styled-Bedrooms-In-A-Villa.h109943268.Hotel-Information) ![Design Room | Living area](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/747b8634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/e4da4ca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/8addfbd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Room | Living area](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/12771d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tiny Cottage in The Springs [](https://www.expedia.ca/Orlando-Hotels-The-Tiny-Cottage-In-The-Springs.h90211686.Hotel-Information) Altamonte Springs 9.8/10 Exceptional (26 reviews) "I really like this place, this is the second time I have booked here. I do consider it whenever I travel to the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anastasia CA $169 CA $873 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Orlando-Hotels-The-Tiny-Cottage-In-The-Springs.h90211686.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/106000000/105790000/105787800/105787792/23851fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105790000/105787800/105787792/ffd86078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105790000/105787800/105787792/2c430b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/106000000/105790000/105787800/105787792/b04034b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Banana Leaf Villa-Marley Suite with Living Room [](https://www.expedia.ca/Orlando-Hotels-Banana-Leaf-Villa-Marley-Suite-With-Living-Room.h105787792.Hotel-Information) Orlovista CA $119 CA $160 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Orlando-Hotels-Banana-Leaf-Villa-Marley-Suite-With-Living-Room.h105787792.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/125000000/124970000/124968400/124968309/f178e504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124970000/124968400/124968309/99f11aa7.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/125000000/124970000/124968400/124968309/3814e131_edited_81f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124970000/124968400/124968309/w1179h865x0y2-9d36fd5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-Bedroom House with Fire Pit, Volleyball & Tree nature’s for family and friends [](https://www.expedia.ca/Clermont-Hotels-Nestled-Mossy-Oaks.h124968309.Hotel-Information) Clermont 10/10 Exceptional (1 review) "Sych a cute, comfy and cozy place to stay. The host was very nice and accommodating, and answered all of my questions in a timely manner. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tera S. CA $196 CA $407 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Clermont-Hotels-Nestled-Mossy-Oaks.h124968309.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/121000000/120090000/120080400/120080386/4952149d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared kitchen](https://images.trvl-media.com/lodging/121000000/120090000/120080400/120080386/47d1bfd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/121000000/120090000/120080400/120080386/0f6bd9e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/121000000/120090000/120080400/120080386/0a40ad07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gathering Place [](https://www.expedia.ca/Orlando-Hotels-The-Gathering-Place.h120080386.Hotel-Information) Kissimmee 2.0/10 (1 review) "Not to clean or to friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tier CA $74 CA $177 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Orlando-Hotels-The-Gathering-Place.h120080386.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119260000/119256700/119256613/a1988ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, 1 King Bed, Non Smoking | Bathroom](https://images.trvl-media.com/lodging/120000000/119260000/119256700/119256613/7742cbde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119260000/119256700/119256613/2f5417cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/120000000/119260000/119256700/119256613/4da38cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Styled Bedrooms in a Resort [](https://www.expedia.ca/Orlando-Hotels-Styled-Bedrooms-In-A-Resort.h119256613.Hotel-Information) Solterra Resort 2.8/10 (3 reviews) "Uncleanliness " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina CA $74 CA $159 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Orlando-Hotels-Styled-Bedrooms-In-A-Resort.h119256613.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=2026-03-18&endDate=2026-03-19®ionId=6085091&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&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) ![](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-Bed-And-Breakfast.d6085091-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindermere-Bed-And-Breakfast.d6085091-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Windermere Hotel Reviews ![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 "This hotel was wonderful! If you’re looking to stay somewhere close to Disney, this is the place to be. The villas were very spacious and it is affordable. Staff were very friendly! There are lots of dining and shopping options around the area as well. I highly recommend coming here!!" [](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 "I love everything " [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Caribe Royale Orlando](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/075cd42b_y.jpg) ### Caribe Royale Orlando 10/10 Excellent "Absolutely amazing facility would book here over and over again! " [](https://expedia.ca/Orlando-Hotels-Caribe-Royale-Orlando.h40865.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 8/10 Good "Had a wonderful stay at Cabana Bay! The facilities are impressive, the pool is amazing and there are many conveniences and pros to staying here. The food offerings at the diner were pretty good for the price and although not anything remotely close to “fine dining” it gets the job done well for a theme park hotel. Staff were friendly enough but no one stood out, service was appropriate but not noteworthy. My only feedback is that the room bathroom could use a little “freshening up” as fixtures and caulking have seen better days. They could also offer a little more in terms of toiletries since they pretty much only had shampoo and body wash, would’ve liked to have some lotion provided but that’s not a deal breaker by any means. Overall we would be very happy to stay here again! " [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 8/10 Good "Not a bad hotel, good room, but everything is old" [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ![Sonesta Essential Orlando Airport](https://images.trvl-media.com/lodging/1000000/460000/455400/455359/fb8c35c6_y.jpg) ### Sonesta Essential Orlando Airport 8/10 Good "Clean, very comfortable, with many noticeable updates. " [](https://expedia.ca/Orlando-Hotels-Sonesta-Essential-Orlando.h455359.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 6/10 Okay "There was no natural light in our room and the facilities are quite outdated" [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.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 6/10 Okay "It was great for traveling on a budget, but I like my rooms to be a bit cleaner; they need to mop a bit more thoroughly, but the bed was very clean. " [](https://expedia.ca/Orlando-Hotels-Orlando-International-Drive-North-Hotel.h41493.Hotel-Information) ![Vacation Village Orlando, Celebration](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5_y.jpg) ### Vacation Village Orlando, Celebration 10/10 Excellent "Great resort to take your family very clean check in was a little long, but they got you in and out" [](https://expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) ## Find out more about Windermere ## Windermere B&B information | Number of reviews | 168 | | ----------------- | ------- | | Accommodation | 27 B&B | | Lowest Price | CA $159 | | Highest Price | CA $873 | ## Frequently asked questions ### Searching for B&Bs in Windermere? ### Are you thinking about a B&B for your stay? ### What are the best B&Bs in Windermere? ### What's the best time of year to stay at a B&B in Windermere? ### What is there to do in Windermere? ### How can I get to and around Windermere? ## Explore a world of travel with Expedia - 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