Title: Windermere Vacation Home Rentals from CA $159: Search Top Private Vacation Homes for Rent | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/533000/533443-tibet-butler-preserve.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Windermere Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windermere Vacation Homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114970000/114965600/114965595/c2e7ef3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114970000/114965600/114965595/a9ba819b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114970000/114965600/114965595/5448b393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/115000000/114970000/114965600/114965595/de0caf23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Last Minute Disney Getaway! Luxury Villa with Private Pool. Book Now! #115911 Orlando CA $242 CA $875 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Windermere-Hotels-Private-Windermere-Retreat-Book-Now-115911.h114965595.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114970000/114962000/114961987/58db06ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114970000/114962000/114961987/51075281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114970000/114962000/114961987/09cf9c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114970000/114962000/114961987/90f23f50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #115909 Orlando CA $241 CA $809 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Windermere-Hotels-Last-Minute-Disney-Getaway-Private-Pool.h114961987.Hotel-Information) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101835/08622a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101835/33bf7500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101835/0d30a66a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101835/3573eec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super Lush- Foam Beds W Pool Games Cumbrian Lakes CA $122 CA $549 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Kissimmee-Hotels-Super-Lush-Foam-Beds-W-Pool-Games.h120101835.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/100000000/99750000/99745600/99745525/w2500h1668x0y1-80d8e0be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/100000000/99750000/99745600/99745525/67b89553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99750000/99745600/99745525/a1cae537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/100000000/99750000/99745600/99745525/w2497h1666x0y0-bacc5a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Spacious Room in Home, with Pool-The Oasis Room Clermont 9.6/10 Exceptional (19) "Wonderful, Quite and Comfortable ! Easy check in and out ! Wonderful Host !" CA $84 CA $159 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Clermont-Hotels-Private-Spacious-Room-In-Home.h99745525.Hotel-Information) ![Waterslide](https://images.trvl-media.com/lodging/108000000/107090000/107081700/107081604/12609f15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/108000000/107090000/107081700/107081604/795aa087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107090000/107081700/107081604/ab4447e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/108000000/107090000/107081700/107081604/0c90be1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Champions Gate Resort Home w BBQ Pool Champions Gate 8.8/10 Excellent (5) "Excelentes instalaciones " CA $107 CA $420 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Orlando-Hotels-Champions-Gate-Resort-Home-W-BBQ-Pool.h107081604.Hotel-Information) ![House, 6 Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/116000000/115020000/115013500/115013446/981bbb3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 6 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/116000000/115020000/115013500/115013446/510bea27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115020000/115013500/115013446/086eae41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 6 Bedrooms, Private Pool](https://images.trvl-media.com/lodging/116000000/115020000/115013500/115013446/e1d113e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super Trend Kissimmee 8.0/10 Very good (1) "Had some inconveniences getting in since the property didn’t respond on time" CA $170 CA $542 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-Super-Trend.h115013446.Hotel-Information) ![Spa](https://images.trvl-media.com/lodging/108000000/107030000/107023600/107023505/53946c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107030000/107023600/107023505/2f7086b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/108000000/107030000/107023600/107023505/c77b0cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107030000/107023600/107023505/aee1535f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 6-bedroom 3bath "Clue" Themed home near parks Orlando 9.0/10 Wonderful (9) "Close to where we need to work." CA $211 CA $570 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-6-Bedroom-3bath-Clue-Themed-Home-Near-Parks.h107023505.Hotel-Information) ![Computer monitors, printers](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953970/bdc6b1d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Computer monitors, printers](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953970/df84e04b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953970/25a72c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953970/f538a7e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Fun & Convenient Marbella 10/10 Exceptional (2) "Nice and clean property " CA $221 CA $480 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Davenport-Hotels-Spacious-Fun-Convenient.h105953970.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/107000000/106760000/106756400/106756385/a26e8914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106760000/106756400/106756385/a3183fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106760000/106756400/106756385/1a3c2acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/107000000/106760000/106756400/106756385/52875a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bird House Spa Winter Park Maitland 10/10 Exceptional (9) "The house has been remodeled and is amazing. From the sauna and jacuzzi to the pool table, foosball and air hockey and all the other great features this house offers, we had a great time with so much to do. Our family really enjoyed our stay, highly recommend this property! " CA $261 CA $489 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Maitland-Hotels-The-Bird-House-Spa-Winter-Park.h106756385.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/107000000/106390000/106383300/106383207/e05d0e2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/107000000/106390000/106383300/106383207/c0dec329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106390000/106383300/106383207/b3dd5c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/107000000/106390000/106383300/106383207/6b43b9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay: Family Resort Home w Pool, BBQ & Game Room Solana 9.0/10 Wonderful (12) "We will be back" CA $126 CA $495 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Orlando-Hotels-Upstay-Resort-Home-With-Pool-BBQ-Games-Room.h106383207.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/58000000/57710000/57709100/57709079/1cc7ae4d_edited_312c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/58000000/57710000/57709100/57709079/aaf54c23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57710000/57709100/57709079/w1125h1500x0y468-ee24fb30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57710000/57709100/57709079/8031a0d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool Orlando 8.8/10 Excellent (95) "This home was right where we needed, clean, spacious and the pool was lovely. " CA $137 CA $656 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Orlando-Hotels-Mi-Casa-Es-Su-Casa-4-Bdrm-Home-With-Pool.h57709079.Hotel-Information) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101847/b564cae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101847/9b8d7f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101847/0736f22d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101847/cfaac518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super Cool- Sleeps 17 Newly Built Near Parks Kissimmee CA $117 CA $526 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Orlando-Hotels-Super-Cool-Sleeps-17-Newly-Built-Near-Parks.h120101847.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/108000000/107970000/107960200/107960102/fedf8dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107970000/107960200/107960102/61863437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107970000/107960200/107960102/eece2233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/108000000/107970000/107960200/107960102/3f13422c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4BR Family Resort Near Disney & Universal – Spacious & Fun for Everyone! Regal Palms 10/10 Exceptional (12) "Great location on the endUpstairs and downstairs areas for children, and adults to be separate and together" CA $126 CA $465 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Orlando-Hotels-4-Bedroom-Townhome-In-Wonderful-Davenport-Close-To-Theme-Parks.h107960102.Hotel-Information) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120102300/120102222/cdb713fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120102300/120102222/05881e59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120102300/120102222/w3000h1843x0y0-7fafd064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120102300/120102222/f6fa0312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Pool Oasis With King Bed Kissimmee CA $158 CA $445 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Orlando-Hotels-Private-Pool-Oasis-With-King-Bed.h120102222.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106820000/106814100/106814054/636208f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106820000/106814100/106814054/c334a1a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/107000000/106820000/106814100/106814054/1eb107cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106820000/106814100/106814054/e6b47261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4BR Villa w Pool • Grill • Disney Nearby • Encanto Indian Point 10/10 Exceptional (8) "House was very nice" CA $150 CA $549 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-4BR-Villa-W-Pool-Grill-Disney-Nearby-Encanto.h106814054.Hotel-Information) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101828/d23d8546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101828/caf4f1be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101828/4cdfb54e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101828/41c6a489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super Close- Disney s Parks w Theme Rooms Pool Bay Lake CA $183 CA $613 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-Super-Close-Disney-S-Parks-W-Theme-Rooms-Pool.h120101828.Hotel-Information) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83640000/83639200/83639104/f049b178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83640000/83639200/83639104/c6e99f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83640000/83639200/83639104/f6d36493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/84000000/83640000/83639200/83639104/c68172c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cozy Crash Pad: Tiny House Experience Orlando 9.2/10 Wonderful (20) "It was incredible! The tiny home feels incredibly cozy and was super easy to find. We had a wonderful visit." CA $89 CA $207 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-Tiny-Living-At-Large.h83639104.Hotel-Information) ![House, Accessible](https://images.trvl-media.com/lodging/121000000/120220000/120219500/120219432/f68d17fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible](https://images.trvl-media.com/lodging/121000000/120220000/120219500/120219432/aaad6593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible](https://images.trvl-media.com/lodging/121000000/120220000/120219500/120219432/199e7b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible](https://images.trvl-media.com/lodging/121000000/120220000/120219500/120219432/b2d1e37d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Pool Vacation Villa Clermont CA $237 CA $710 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-Siesta-Pool-Vacation-Villa.h120219432.Hotel-Information) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120102400/120102367/21c4c9be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120102400/120102367/6f019823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120102400/120102367/19dff3d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120102400/120102367/w3000h2184x0y0-3106f703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1018 Wonderful House Swimming Pool and Billiards West Haven CA $213 CA $696 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Orlando-Hotels-1018-Wonderful-House-Swimming-Pool-And-Billiards.h120102367.Hotel-Information) ![House, Accessible](https://images.trvl-media.com/lodging/121000000/120220000/120219500/120219415/w3000h2253x0y3-dec415fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible](https://images.trvl-media.com/lodging/121000000/120220000/120219500/120219415/cdb89586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible](https://images.trvl-media.com/lodging/121000000/120220000/120219500/120219415/33574fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible](https://images.trvl-media.com/lodging/121000000/120220000/120219500/120219415/75916830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Villa w Pool Gameroom-low September Rates Clermont CA $248 CA $783 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Orlando-Hotels-Family-Villa-W-Pool-Gameroom-Low-September-Rates.h120219415.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=2025-10-22&endDate=2025-10-23®ionId=6085091&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](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-Private-Vacation-Homes.d6085091-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindermere-Private-Vacation-Homes.d6085091-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Windermere Hotel Reviews ![Home2 Suites by Hilton Orlando at Flamingo Crossings](//images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9a8a6f4d_y.jpg) ### Home2 Suites by Hilton Orlando at Flamingo Crossings 10/10 Excellent "Good" [](https://expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) ![Wyndham I-Drive Avanti Resort & Conference Center](//images.trvl-media.com/lodging/1000000/10000/4000/3916/55b45a9e_y.jpg) ### Wyndham I-Drive Avanti Resort & Conference Center 10/10 Excellent "It’s really good, I really recommend it. For sure coming back! " [](https://expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) ![Tru By Hilton Orlando Convention Center Area, FL](//images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/a264c3e2_y.jpg) ### Tru By Hilton Orlando Convention Center Area, FL 10/10 Excellent "The service was amazing, the staff, especially Sky, were very accommodating. " [](https://expedia.ca/Orlando-Hotels-Tru-By-Hilton-Orlando-Convention-Center-Area.h47041344.Hotel-Information) ![DoubleTree by Hilton Orlando Airport](//images.trvl-media.com/lodging/1000000/20000/12300/12270/5d85f82f_y.jpg) ### DoubleTree by Hilton Orlando Airport 10/10 Excellent "Great" [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.Hotel-Information) ![Rosen Inn at Pointe Orlando](//images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 10/10 Excellent "The room was perfect for me because at the time I really needed a mini vacation from the world and this place was quiet and peaceful way more than I expected. I feel like I’m able to conquer the world again after my mini vacay. The room was clean as well. I’ll be back most definitely thank you " [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![DoubleTree by Hilton Hotel Orlando at SeaWorld](//images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10/10 Excellent "Good place to stay." [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ![Walt Disney World Swan](//images.trvl-media.com/lodging/1000000/10000/9800/9711/a789d7e5_y.jpg) ### Walt Disney World Swan 10/10 Excellent "The Swan is always a gorgeous place to stay!" [](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Swan.h9711.Hotel-Information) ![Hyatt Regency Orlando International Airport](//images.trvl-media.com/lodging/1000000/10000/2800/2754/acaa1e8b_y.jpg) ### Hyatt Regency Orlando International Airport 10/10 Excellent "Staff very helpful and friendly. They help get you to your cruise pick up and do it with a smile. Had a great stay. Very convenient and clean. Comfortable bed." [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.Hotel-Information) ![DoubleTree by Hilton at the Entrance to Universal Orlando](//images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg) ### DoubleTree by Hilton at the Entrance to Universal Orlando 10/10 Excellent "Staff and location excellent " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ## Find out more about Windermere ## Windermere Vacation Homes information | Number of reviews | 191 | | --- | --- | | Accommodation | 30110 Vacation Homes | | Lowest Price | CA $159 | | Highest Price | CA $875 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [3 Star Hotels in Metro West](https://www.expedia.ca/3Star-Metro-West-Orlando-Hotels.s30-n553248635976007228-0.Travel-Guide-Filter-Hotels) - [Hotels near Arnold Palmer's Bay Hill Golf Club](https://www.expedia.ca/Arnold-Palmers-Bay-Hill-Golf-Club-Hotels.0-l6069329-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Bay Hill](https://www.expedia.ca/Bay-Hill-Orlando-Hotels-All-Inclusive-Hotel.0-n553248635975849893-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Bay Hill](https://www.expedia.ca/Bay-Hill-Orlando-Hotels-Beach-Hotel.0-n553248635975849893-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bay Hill](https://www.expedia.ca/Bay-Hill-Orlando-Hotels-Cheap-Hotels.0-n553248635975849893-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Bay Hill](https://www.expedia.ca/Bay-Hill-Orlando-Hotels-Golf-Hotel.0-n553248635975849893-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Bay Hill Hotels](https://www.expedia.ca/Bay-Hill-Orlando-Hotels.0-n553248635975849893-0.Travel-Guide-Filter-Hotels) - [Hotels near Bill Frederick Park](https://www.expedia.ca/Bill-Frederick-Park-Hotels.0-l6069331-0.Travel-Guide-Filter-Hotels) - [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) - [Pensions in Florida](https://www.expedia.ca/Florida-Pensions.d211-aaPensions.Travel-Guide-Accommodation) - [Pousadas in Florida](https://www.expedia.ca/Florida-Pousadas.d211-aaPousadas.Travel-Guide-Accommodation) - [Cheap Hotels in Gotha](https://www.expedia.ca/Gotha-Hotels-Cheap-Hotels.0-0-d109623-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Gotha](https://www.expedia.ca/Gotha-Hotels-Luxury-Hotel.0-0-d109623-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Gotha](https://www.expedia.ca/Gotha-Hotels-Waterpark-Hotels.0-0-d109623-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Gotha Hotels](https://www.expedia.ca/Gotha-Hotels.d109623.Travel-Guide-Hotels) - [Resorts in Gotha](https://www.expedia.ca/Gotha-Resort-Hotels.d109623-aaResortHotels.Travel-Guide-Accommodation) - [Aparthotels in International Drive](https://www.expedia.ca/International-Drive-Apart-Hotels.d6034244-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in International Drive](https://www.expedia.ca/International-Drive-Apartments.d6034244-aaApartments.Travel-Guide-Accommodation) - [Condo Resorts](https://www.expedia.ca/International-Drive-Condominium-Resort.d6034244-aaCondominiumResort.Travel-Guide-Accommodation) - [Condo Rentals in International Drive](https://www.expedia.ca/International-Drive-Condos.d6034244-aaCondos.Travel-Guide-Accommodation) - [Motels in International Drive](https://www.expedia.ca/International-Drive-Motels.d6034244-aaMotels.Travel-Guide-Accommodation) - [Vacation Homes](https://www.expedia.ca/International-Drive-Private-Vacation-Homes.d6034244-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts](https://www.expedia.ca/International-Drive-Resort-Hotels.d6034244-aaResortHotels.Travel-Guide-Accommodation) - [Villas](https://www.expedia.ca/International-Drive-Villas.d6034244-aaVillas.Travel-Guide-Accommodation) - [Hotels near Isleworth Golf and Country Club](https://www.expedia.ca/Isleworth-Golf-And-Country-Club-Hotels.0-l6091123-0.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Lake Buena Vista North](https://www.expedia.ca/Lake-Buena-Vista-North-Cabins.d553248625403845610-aaCabins.Travel-Guide-Accommodation) - [Guest Houses in Lake Buena Vista North](https://www.expedia.ca/Lake-Buena-Vista-North-Guest-Houses.d553248625403845610-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Lake Buena Vista North](https://www.expedia.ca/Lake-Buena-Vista-North-Holiday-Parks.d553248625403845610-aaHolidayParks.Travel-Guide-Accommodation) - [Rv Parks in Lake Buena Vista North](https://www.expedia.ca/Lake-Buena-Vista-North-RV-Parks.d553248625403845610-aaRVParks.Travel-Guide-Accommodation) - [Resorts in Lake Buena Vista North](https://www.expedia.ca/Lake-Buena-Vista-North-Resort-Hotels.d553248625403845610-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Lake Buena Vista North](https://www.expedia.ca/Lake-Buena-Vista-North-Townhomes.d553248625403845610-aaTownhomes.Travel-Guide-Accommodation) - [Hotels near Lake Butler](https://www.expedia.ca/Lake-Butler-Hotels.0-l6361045-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Metro West](https://www.expedia.ca/Metro-West-Orlando-Hotels-Cheap-Hotels.0-n553248635976007228-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Diamond Resorts in Metro West](https://www.expedia.ca/Metro-West-Orlando-Hotels-Diamond-Resorts.0-n553248635976007228-0--bDiamondResorts.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Metro West](https://www.expedia.ca/Metro-West-Orlando-Hotels-Waterpark-Hotels.0-n553248635976007228-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Wyndham Hotels in Metro West](https://www.expedia.ca/Metro-West-Orlando-Hotels-Wyndham-Hotels.0-n553248635976007228-0--bWyndhamHotels.Travel-Guide-Filter-Hotels) - [Metro West Hotels](https://www.expedia.ca/Metro-West-Orlando-Hotels.0-n553248635976007228-0.Travel-Guide-Filter-Hotels) - [Hotels near MetroWest Golf Club](https://www.expedia.ca/MetroWest-Golf-Club-Hotels.0-l6151765-0.Travel-Guide-Filter-Hotels) - [Motels in Ocoee](https://www.expedia.ca/Ocoee-Motels.d9239-aaMotels.Travel-Guide-Accommodation) - [Resorts in Ocoee](https://www.expedia.ca/Ocoee-Resort-Hotels.d9239-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Orange County Convention Center](https://www.expedia.ca/Orange-County-Convention-Center-Hotels.0-l6034972-0.Travel-Guide-Filter-Hotels) - [Hotels near Orange Tree Golf Club](https://www.expedia.ca/Orange-Tree-Golf-Club-Hotels.0-l6239691-0.Travel-Guide-Filter-Hotels) - [Walt Disney World Resort in Orlando](https://www.expedia.ca/Orlando-Hotels-Walt-Disney-World-Resort.0-0-d178294--bWaltDisneyWorldResort.Travel-Guide-Filter-Hotels) - [Orlando Hotels](https://www.expedia.ca/Orlando-Hotels.d178294.Travel-Guide-Hotels) - [Aparthotels in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Apart-Hotels.d9113-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Bed-And-Breakfast.d9113-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Guest-Houses.d9113-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Holiday-Parks.d9113-aaHolidayParks.Travel-Guide-Accommodation) - [Inns in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Inns.d9113-aaInns.Travel-Guide-Accommodation) - [Lodges in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Lodges.d9113-aaLodges.Travel-Guide-Accommodation) - [Motels in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Motels.d9113-aaMotels.Travel-Guide-Accommodation) - [Rv Parks in Pinellas Park](https://www.expedia.ca/Pinellas-Park-RV-Parks.d9113-aaRVParks.Travel-Guide-Accommodation) - [Riads in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Riads.d9113-aaRiads.Travel-Guide-Accommodation) - [Lodges in Polk City](https://www.expedia.ca/Polk-City-Lodges.d6154853-aaLodges.Travel-Guide-Accommodation) - [Riads in Polk City](https://www.expedia.ca/Polk-City-Riads.d6154853-aaRiads.Travel-Guide-Accommodation) - [Farmstay in Southwest Orlando](https://www.expedia.ca/Southwest-Orlando-Agritourism.d553248635976470816-aaAgritourism.Travel-Guide-Accommodation) - [Guest Houses in Southwest Orlando](https://www.expedia.ca/Southwest-Orlando-Guest-Houses.d553248635976470816-aaGuestHouses.Travel-Guide-Accommodation) - [Motels in Southwest Orlando](https://www.expedia.ca/Southwest-Orlando-Motels.d553248635976470816-aaMotels.Travel-Guide-Accommodation) - [Resorts in Southwest Orlando](https://www.expedia.ca/Southwest-Orlando-Resort-Hotels.d553248635976470816-aaResortHotels.Travel-Guide-Accommodation) - [Villas in Southwest Orlando](https://www.expedia.ca/Southwest-Orlando-Villas.d553248635976470816-aaVillas.Travel-Guide-Accommodation) - [Hotels near The Wizarding World of Harry PotterTM](https://www.expedia.ca/The-Wizarding-World-Of-Harry-PotterTM-Hotels.0-l6277909-0.Travel-Guide-Filter-Hotels) - [Hotels near Tibet Butler Preserve](https://www.expedia.ca/Tibet-Butler-Preserve-Hotels.0-l6239675-0.Travel-Guide-Filter-Hotels) - [Hotels near Universal Studios Florida](https://www.expedia.ca/Universal-Studios-Florida-Hotels.0-l6049239-0.Travel-Guide-Filter-Hotels) - [Hotels near Walt Disney World® Resort](https://www.expedia.ca/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels) - [Farmstay in Winter Garden](https://www.expedia.ca/Winter-Garden-Agritourism.d7898-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Winter Garden](https://www.expedia.ca/Winter-Garden-Apart-Hotels.d7898-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Winter Garden](https://www.expedia.ca/Winter-Garden-Bed-And-Breakfast.d7898-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Winter Garden](https://www.expedia.ca/Winter-Garden-Chalets.d7898-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Winter Garden](https://www.expedia.ca/Winter-Garden-Guest-Houses.d7898-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Winter Garden](https://www.expedia.ca/Winter-Garden-Holiday-Parks.d7898-aaHolidayParks.Travel-Guide-Accommodation) - [Inns in Winter Garden](https://www.expedia.ca/Winter-Garden-Inns.d7898-aaInns.Travel-Guide-Accommodation) - [Lodges in Winter Garden](https://www.expedia.ca/Winter-Garden-Lodges.d7898-aaLodges.Travel-Guide-Accommodation) - [Motels in Winter Garden](https://www.expedia.ca/Winter-Garden-Motels.d7898-aaMotels.Travel-Guide-Accommodation) - [Rv Parks in Winter Garden](https://www.expedia.ca/Winter-Garden-RV-Parks.d7898-aaRVParks.Travel-Guide-Accommodation) - [Resorts in Winter Garden](https://www.expedia.ca/Winter-Garden-Resort-Hotels.d7898-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Winter Garden](https://www.expedia.ca/Winter-Garden-Townhomes.d7898-aaTownhomes.Travel-Guide-Accommodation) - [Flights to Gotha](https://www.expedia.ca/Cheap-Flights-To-Gotha.d109623.Travel-Guide-Flights) - [Flights to Orlando](https://www.expedia.ca/Cheap-Flights-To-Orlando.d178294.Travel-Guide-Flights) - [Flights from Buffalo (BUF) to Orlando (MCO)](https://www.expedia.ca/lp/flights/buf/mco/buffalo-to-orlando) - [Flights from Montreal (YUL) to Orlando (MCO)](https://www.expedia.ca/lp/flights/yul/mco/montreal-to-orlando) - [Flights from Toronto (YYZ) to Orlando (MCO)](https://www.expedia.ca/lp/flights/yyz/mco/toronto-to-orlando) - [Isleworth Golf and Country Club](https://www.expedia.ca/Isleworth-Golf-And-Country-Club-Orlando.d6091123.Vacation-Attraction) - [Lake Butler](https://www.expedia.ca/Lake-Butler-Florida.d6361045.Vacation-Attraction) - [Metrowest Golf Club](https://www.expedia.ca/MetroWest-Golf-Club-Metro-West.d6151765.Vacation-Attraction) - [Orlando Vacations](https://www.expedia.ca/Orlando.d178294.Destination-Travel-Guides) - [The Wizarding World of Harry PotterTM](https://www.expedia.ca/The-Wizarding-World-Of-Harry-PotterTM-Florida-Center.d6277909.Vacation-Attraction) - [Universal Orlando Resort](https://www.expedia.ca/Universal-Orlando-Resort-Florida-Center.d6347698.Vacation-Attraction) - [Universal Studios Florida](https://www.expedia.ca/Universal-Studios-Florida-Florida-Center.d6049239.Vacation-Attraction) - [Universal’s Islands of Adventure](https://www.expedia.ca/Universals-Islands-Of-Adventure-Florida-Center.d6068693.Vacation-Attraction) - [Universal’s Volcano Bay](https://www.expedia.ca/Universals-Volcano-Bay-Florida-Center.d553248633507645899.Vacation-Attraction) - [Walt Disney World® Resort](https://www.expedia.ca/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction) - [Rental cars Orlando Intl. airport](https://www.expedia.ca/Car-Rentals-In-Orlando-Intl.d5194573.Car-Rental-Guide) - [Car rentals near Orlando](https://www.expedia.ca/Car-Rentals-In-Orlando.d178294.Car-Rental-Guide) - [Car rentals near Universal Studios Florida](https://www.expedia.ca/Car-Rentals-In-Universal-Studios-Florida.d6049239.Car-Rental-Guide) - [Things to do in Orlando](https://www.expedia.ca/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities) - [Book Vacation Homes in Windermere on Expedia.com](https://www.expedia.com/Windermere-Private-Vacation-Homes.d6085091-aaPrivateVacationHomes.Travel-Guide-Accommodation)