Title: Winter Garden Vacation Home Rentals from CA $143: Search Top Private Vacation Homes for Rent | 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) # Winter Garden Vacation Rentals ![](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 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winter Garden Vacation Homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83800000/83792600/83792527/6ff995d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/84000000/83800000/83792600/83792527/17af9998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83800000/83792600/83792527/7c6ac613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/84000000/83800000/83792600/83792527/183eb42c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WATERFRONTWntrGdnHSE VIEWS Dock Wildlife 13mi Disn Winter Garden 10/10 Exceptional (28) "property was extremely clean, beautiful view and convenient to an active downtown area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorenzo T. CA $366 CA $671 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Winter-Garden-Hotels-WATERFRONTWntrGdnHSE-VIEWS-Dock-Wildlife-13mi-Disn.h83792527.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/c7c5e131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 4 Bedrooms (2 King, 1 Queen, & 2 Trundle Bed) | Balcony view](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/c3a6b674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/93c8e502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/cb9347c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Berkley, Orlando Kissimmee 9.6/10 Exceptional (1958) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $177 CA $215 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/122000000/121150000/121146200/121146198/10ea23b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121150000/121146200/121146198/d731dfd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121150000/121146200/121146198/bdad171c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121150000/121146200/121146198/ac24187d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Villa Haines City CA $168 CA $258 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Haines-City-Hotels-Modern-Villa.h121146198.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/122000000/121010000/121001400/121001349/d41a55b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/122000000/121010000/121001400/121001349/734c9daa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121010000/121001400/121001349/w1277h849x3y3-64e818b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121010000/121001400/121001349/aa47cdf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka Apopka 10/10 Exceptional (1) CA $88 CA $143 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Apopka-Hotels-Charming-1-Bedroom-Mother-In-Law-Suite-W-Full-Kitchen-In-Delightful-Apopka.h121001349.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/115760000/115756400/115756335/7ca78ee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/116000000/115760000/115756400/115756335/34b5e0e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/116000000/115760000/115756400/115756335/d96864b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115760000/115756400/115756335/72a324b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom apartment in house with AC, WiFi included Apopka 10/10 Exceptional (6) "It was quiet, clean and had snacks and drinks for us." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori CA $145 CA $207 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Apopka-Hotels-Charming-2-Bedroom-Apartment-In-House-With-AC.h115756335.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/71000000/70480000/70477100/70477069/e9fcefaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70480000/70477100/70477069/w1024h588x0y48-5ec96e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70480000/70477100/70477069/w1024h576x0y54-0e70389a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70480000/70477100/70477069/e77d2cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet Oasis in Lovely Neighborhood Southern Oaks 9.8/10 Exceptional (153) "Great place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alice H. CA $113 CA $266 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Orlando-Hotels-Quiet-Oasis-In-Lovely-Neighborhood.h70477069.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/122000000/121270000/121267900/121267845/191d736b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121270000/121267900/121267845/1c7373d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/122000000/121270000/121267900/121267845/7a78fd2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121270000/121267900/121267845/c1842d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 4BR/2BA with pool in gated community Kissimmee CA $124 CA $407 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Orlando-Hotels-Modern-4BR2BA-With-Pool-In-Gated-Community.h121267845.Hotel-Information) ![Private pool](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/9a3d3e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Townhome, 5 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/85d76152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Townhome, 4 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/f89a4e36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Townhome, 5 Bedrooms, Private Pool](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/74efd052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Formosa Valley Resort by UNE Homes Kissimmee 9.4/10 Exceptional (179) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Johnny CA $210 CA $685 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Orlando-Hotels-Formosa-Valley-Resort-By-UNE-Homes.h75962058.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) ![Interior detail](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953970/f538a7e3.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) ![Computer monitors, printers](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953970/00a3cf9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Fun & Convenient Marbella 10/10 Exceptional (2) "Nice and clean property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) omar CA $221 CA $481 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Davenport-Hotels-Spacious-Fun-Convenient.h105953970.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/50000000/49260000/49256800/49256791/81d01ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/50000000/49260000/49256800/49256791/4e79313f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/50000000/49260000/49256800/49256791/c8e87344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/50000000/49260000/49256800/49256791/eb562748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large, beautiful, very comfortable one bedroom on small lake Lake Weldona 10/10 Exceptional (57) "Our 2 night stay was wonderful! A beautiful place to enjoy and relax. We will definitely being staying here again when we are in Orlando." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jolyn W. CA $195 CA $412 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Orlando-Hotels-Cute-One-Bedroom-On-Small-Lake.h49256791.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103820000/103819600/103819510/w904h683x60y0-9636f792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/104000000/103820000/103819600/103819510/w508h683x258y0-ce694b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103820000/103819600/103819510/w905h683x60y0-e381f721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103820000/103819600/103819510/891d3ead.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Peaceful Luxury Walk to Mall Park Publix Altamonte Springs 9.4/10 Exceptional (12) "Beautiful place. Great customer service." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn N. CA $120 CA $265 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Orlando-Hotels-Renovated-Peaceful-Luxury-Walk-To-Mall-Park-Publix.h103819510.Hotel-Information) ![Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/708057f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/40240882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/5839679e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/54516d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Sabal Palms Orlando 9.6/10 Exceptional (202) "Easy check in, pool was awesome " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $319 CA $359 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Orlando-Hotels-Marriotts-Sabal-Palms.h57584.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) ![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) ![Pool](https://images.trvl-media.com/lodging/58000000/57710000/57709100/57709079/5507269f.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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justine B. CA $137 CA $657 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-Mi-Casa-Es-Su-Casa-4-Bdrm-Home-With-Pool.h57709079.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) ![4 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106760000/106756400/106756385/8641c6da.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) ![Dining](https://images.trvl-media.com/lodging/107000000/106760000/106756400/106756385/1a3c2acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bird House Spa Winter Park Maitland 10/10 Exceptional (9) "Very clean property, full of amenities and up to date alliances." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathaniel M. CA $262 CA $487 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Maitland-Hotels-The-Bird-House-Spa-Winter-Park.h106756385.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/72000000/71400000/71390500/71390454/317f5611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/72000000/71400000/71390500/71390454/645a876a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71400000/71390500/71390454/56123f7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71400000/71390500/71390454/fd5382a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Florida Vacation with pool fun for families Casselberry 9.6/10 Exceptional (37) "The place is perfectly located and clean. Loved it " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad C. CA $179 CA $489 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Casselberry-Hotels-Florida-Vacation-With-Pool-Fun-For-Families.h71390454.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/108000000/107790000/107787600/107787528/8bb9e3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107790000/107787600/107787528/71daf16f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107790000/107787600/107787528/5481c96c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107790000/107787600/107787528/133141a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🌟💎Modern Disney Retreat: 5BR Magic Home West Haven 10/10 Exceptional (2) "A lovely home conveniently close to Disney World. The house was clean and well-maintained, with comfortable beds and stylish decor. It was spacious, offering plenty of room to relax. The location was fantastic, with quiet and peaceful neighbors. Overall, it was a great experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ling H. CA $137 CA $507 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Orlando-Hotels-Modern-Disney-Retreat-5BR-Magic-Home.h107787528.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/46000000/45480000/45475800/45475725/w1273h963x0y450-7d668ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/46000000/45480000/45475800/45475725/5e933c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45480000/45475800/45475725/cad75006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/46000000/45480000/45475800/45475725/7343bc07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### It’s only 15 minutes drive to Disney World and the amazing outlets in Orlando Kissimmee 9.6/10 Exceptional (25) "Very nice place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vasiliy D. CA $159 CA $436 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/La-Habra-Hotels-Vrbo-Property.h45475725.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100310000/100300600/100300563/e297f5ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/101000000/100310000/100300600/100300563/a4102379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100310000/100300600/100300563/9a228fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/101000000/100310000/100300600/100300563/6603a62f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing 3Bedrooms/Near to Disney/Themed rooms Kissimmee CA $175 CA $545 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Orlando-Hotels-Amazing-3BD-And-2.h100300563.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/80000000/79110000/79101400/79101352/003018d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/80000000/79110000/79101400/79101352/3171b88c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/80000000/79110000/79101400/79101352/22daceba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/80000000/79110000/79101400/79101352/3a33ce30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private house with pool Kissimmee/Orlando Buena Ventura Lakes 9.8/10 Exceptional (48) "Everything was just as described. Definitely recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) candace g. CA $266 CA $570 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-Casa-Con-Piscina-Privada-A-20-Minutos-De-Disney-Kissimmeeorlando.h79101352.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/92000000/91080000/91074600/91074532/0346a199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91080000/91074600/91074532/6b40dd5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91080000/91074600/91074532/25f258ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, foosball, computer monitors](https://images.trvl-media.com/lodging/92000000/91080000/91074600/91074532/44310a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ⭐️New listing 5 mi from Disney/Free Arcades, HeatedPool & Water park🌊 Kissimmee 9.8/10 Exceptional (15) "A must stay. Check in was easy and host was very nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alicia C. CA $150 CA $654 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Orlando-Hotels-Private-Arcade.h91074532.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=2025-11-07&endDate=2025-11-08®ionId=7898&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%2FWinter-Garden-Private-Vacation-Homes.d7898-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Garden-Private-Vacation-Homes.d7898-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Winter Garden Hotel Reviews ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](//images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 10/10 Excellent "Always a great property to stay at. Been going since i was a toddler and back at 44 for another amazing stay. " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Marriott's Grande Vista](//images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg) ### Marriott's Grande Vista 10/10 Excellent "Overall the stay was great, the resort was secluded so no traffic noise, nights by the pool were beautiful and the staff was very accommodating! Room was very clean and we had everything we would need for our stay!" [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](//images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent "Very nice place for families. " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ![Homewood Suites by Hilton Orlando at Flamingo Crossings](//images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/40f09a6f_y.jpg) ### Homewood Suites by Hilton Orlando at Flamingo Crossings 10/10 Excellent "very good " [](https://expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.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 "The staff were amazing! " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.Hotel-Information) ![Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center](//images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/2b752fc1_y.jpg) ### Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center 10/10 Excellent "Everything was great." [](https://expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) ![Universal's Endless Summer Resort - Dockside Inn and Suites](//images.trvl-media.com/lodging/34000000/33780000/33770400/33770341/c8859517_y.jpg) ### Universal's Endless Summer Resort - Dockside Inn and Suites 10/10 Excellent "El cuarto lo limpiaban, pero es algo como por encima para salir del paso." [](https://expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) ![Universal's Cabana Bay Beach Resort](//images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/63940f45_y.jpg) ### Universal's Cabana Bay Beach Resort 10/10 Excellent "I had a beautiful view volcano bay from my hotel room and there was beautiful pool with a little restaurant by the pool" [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.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 "Good hotel." [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ## Price trends for Vacation Homes in Winter Garden | Less expensive | More expensive | Next month | | --- | --- | --- | | October | December | CA $192 | | Month | Price | | --- | --- | | January | CA $216 | | February | CA $213 | | March | CA $212 | | April | CA $188 | | May | CA $168 | | June | CA $215 | | July | CA $189 | | August | CA $180 | | September | CA $206 | | October | CA $147 | | November | CA $192 | | December | CA $233 | Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Vacation Homes in Winter Garden. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Find out more about Winter Garden ## Winter Garden Vacation Homes information | Number of reviews | 2,819 | | --- | --- | | Accommodation | 31173 Vacation Homes | | Lowest Price | CA $143 | | Highest Price | CA $685 | ## 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) - [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) - [Hotels near Central Florida Railroad Museum](https://www.expedia.ca/Central-Florida-Railroad-Museum-Hotels.0-l553248621561885339-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Ferndale](https://www.expedia.ca/Ferndale-Apart-Hotels.d6360401-aaApartHotels.Travel-Guide-Accommodation) - 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