Title: Winter Garden Guest Houses | Expedia.ca [Winter Garden Travel Guide](https://expedia.ca/Winter-Garden.dx7898)[Hotels in Winter Garden](https://expedia.ca/Winter-Garden-Hotels.d7898.Travel-Guide-Hotels)[Vacation Rentals in Winter Garden](https://expedia.ca/Winter-Garden-Vacation-Rentals.d7898.Travel-Guide-VacationRentals)[Flights to Winter Garden](https://expedia.ca/Cheap-Flights-To-Winter-Garden.d7898.Travel-Guide-Flights)[Things to do in Winter Garden](https://expedia.ca/Things-To-Do-In-Winter-Garden.d7898.Travel-Guide-Activities)[Winter Garden Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Garden.d7898.Car-Rental-Guide)[Winter Garden Vacation Packages](https://expedia.ca/Winter-Garden.d7898.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/37b5977531ce6620ae360dd863ce8f7c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Winter Garden ![](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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winter Garden Guest Houses ![Front of property](https://images.trvl-media.com/lodging/16000000/15550000/15544700/15544681/6d64162b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, Non Smoking, Kitchen (Opal) | Private kitchen](https://images.trvl-media.com/lodging/16000000/15550000/15544700/15544681/2656da13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, individually decorated, individually furnished](https://images.trvl-media.com/lodging/16000000/15550000/15544700/15544681/a5285a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Non Smoking, Kitchen (Diamond) | Private kitchen](https://images.trvl-media.com/lodging/16000000/15550000/15544700/15544681/4d5b7463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Heirloom Inn Mount Dora 8.8/10 Excellent (219) "Our second time staying at this property and we will be back again next year!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karey CA $132 CA $231 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Leesburg-Hotels-The-Heirloom-Inn.h15544681.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/7000000/6090000/6088900/6088891/efe32808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker, cookware/dishes/utensils, paper towels](https://images.trvl-media.com/lodging/7000000/6090000/6088900/6088891/392995ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio, Private Bathroom (The Willow) | Terrace/patio](https://images.trvl-media.com/lodging/7000000/6090000/6088900/6088891/84cd778d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6090000/6088900/6088891/e278c550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Estate at Mount Dora Mount Dora 9.2/10 Wonderful (385) "The owners are very kind and responsive " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $153 CA $207 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Leesburg-Hotels-Farnsworth-House-Bed-Breakfast.h6088891.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/88000000/87810000/87802200/87802118/69b416fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/88000000/87810000/87802200/87802118/04807f02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87810000/87802200/87802118/7e7bbbb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/88000000/87810000/87802200/87802118/e316b85a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic lakefront guesthouse Orlando 10/10 Exceptional (8) "Had ana amazing time! The owner is very responsive and the place was a total vibe " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan O. CA $136 CA $402 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-Beautiful-Villa-With-Lake-Views.h87802118.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/95000000/94910000/94902800/94902727/w905h683x59y0-81b7810c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/95000000/94910000/94902800/94902727/399556b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, streaming services, music library](https://images.trvl-media.com/lodging/95000000/94910000/94902800/94902727/w506h683x259y0-e6e87591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/95000000/94910000/94902800/94902727/w528h683x248y0-4a684230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1BR apt-Pool/Tennis/Gym/Near attractions Buena Ventura Lakes CA $114 CA $296 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Orlando-Hotels-Cozy-1BR-Apt-PoolTennisGymNear-Attractions.h94902727.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/4a5ba30d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/3a229cea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/eb10fab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/43726a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mills Cottage by the Little Lake Lake Weldona 10/10 Exceptional (48) "Super charming " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lucas CA $189 CA $468 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Orlando-Hotels-Mills-Cottage-On-Small-Lake.h35738680.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/88091df7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/84f97ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/9d3aafbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/w1440h945x0y6-0571883c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Lake Eola Historic House 1 OR 2 BED Downtown Orlando 8.8/10 Excellent (31) "Good stay everything that we wanted was in walking distance and it was comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas E. CA $107 CA $228 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Orlando-Hotels-1-2-Bedroom-Cottage-Apartment-Across-From-Lake-Eola-Downtown.h23708648.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=2025-11-01&endDate=2025-11-02®ionId=7898&adults=2&lodging=GUEST_HOUSE&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%2FWinter-Garden-Guest-Houses.d7898-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Garden-Guest-Houses.d7898-aaGuestHouses.Travel-Guide-Accommodation) ## Top Winter Garden Hotel Reviews ## Find out more about Winter Garden ## Winter Garden Guest Houses information | Number of reviews | | | --- | --- | | Accommodation | Guest Houses | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Inns in Cape Canaveral](https://www.expedia.ca/Cape-Canaveral-Inns.d6484-aaInns.Travel-Guide-Accommodation) - 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