Title: Winter Garden Vacation Home Rentals from CA $207: 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 In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7898&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=7898&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=7898&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=7898&startDate=2026-01-02&endDate=2026-01-04&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/84000000/83800000/83792600/83792527/183eb42c.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83800000/83792600/83792527/dbb2cad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WATERFRONTWntrGdnHSE VIEWS Dock Wildlife 13mi Disn Winter Garden 10/10 Exceptional (27) "property was extremely clean, beautiful view and convenient to an active downtown area!" CA $359 CA $661 total includes taxes & fees Oct 14 - Oct 15 [](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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/93c8e502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/4a4db2cd.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) ### The Berkley, Orlando Kissimmee 9.6/10 Exceptional (1940) "Great stay!" CA $177 CA $215 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.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/121000000/120110000/120101900/120101835/3573eec5.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/121000000/120110000/120101900/120101835/1b89eb53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super Lush- Foam Beds W Pool Games Cumbrian Lakes CA $122 CA $551 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Kissimmee-Hotels-Super-Lush-Foam-Beds-W-Pool-Games.h120101835.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) ![Exterior](https://images.trvl-media.com/lodging/122000000/121010000/121001400/121001349/16fa2214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121010000/121001400/121001349/w1277h852x3y0-fec15c82.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 CA $88 CA $143 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Apopka-Hotels-Charming-1-Bedroom-Mother-In-Law-Suite-W-Full-Kitchen-In-Delightful-Apopka.h121001349.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) ![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/37572760.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) ![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 " CA $312 CA $351 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Orlando-Hotels-Marriotts-Sabal-Palms.h57584.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](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/74efd052.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, 5 Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/6699c829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Formosa Valley Resort by UNE Homes Kissimmee 9.4/10 Exceptional (171) "Great stay" CA $162 CA $629 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-Formosa-Valley-Resort-By-UNE-Homes.h75962058.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) ![Interior](https://images.trvl-media.com/lodging/116000000/115760000/115756400/115756335/72a324b9.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) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115760000/115756400/115756335/963e48a3.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 (5) "It was quiet, clean and had snacks and drinks for us." CA $145 CA $207 total includes taxes & fees Oct 15 - Oct 16 [](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) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70480000/70477100/70477069/36a358f6.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 (152) "Hosts were wondeful. Nice quiet neighborhood. Our favorite part was definitely the pool. " CA $113 CA $266 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Orlando-Hotels-Quiet-Oasis-In-Lovely-Neighborhood.h70477069.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) ![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) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71400000/71390500/71390454/07442a18.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) ### Florida Vacation with pool fun for families Casselberry 9.4/10 Exceptional (35) "The place is perfectly located and clean. Loved it " CA $170 CA $481 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Casselberry-Hotels-Florida-Vacation-With-Pool-Fun-For-Families.h71390454.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71730000/71725000/71724933/9b9db93f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/72000000/71730000/71725000/71724933/89444331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71730000/71725000/71724933/e82049d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71730000/71725000/71724933/d783c6a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to Paradise!Luxury Waterfront Heated Pool House in Tranquil Neighborhood! Buena Ventura Lakes 10/10 Exceptional (21) "Was a great property for our Disney vacation ! Very clean, nice beds . " CA $213 CA $486 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-Escape-To-ParadiseLuxury-Waterfront-Heated-Pool-House-In-Tranquil-Neighborhood.h71724933.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) ![Pool](https://images.trvl-media.com/lodging/58000000/57710000/57709100/57709079/5507269f.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) ![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 $126 CA $645 total includes taxes & fees Oct 13 - Oct 14 [](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/121000000/120110000/120102400/120102325/f10cda10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120102400/120102325/e5568216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120102400/120102325/cd66a795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120102400/120102325/c2c00570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 227 Country House of Vacation big Yard Cozy Eustis CA $241 CA $609 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Eustis-Hotels-227-Country-House-Of-Vacation-Big-Yard-Cozy.h120102325.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/78000000/77130000/77120300/77120276/56d4261f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77130000/77120300/77120276/834891b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77130000/77120300/77120276/696eda62.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/78000000/77130000/77120300/77120276/1263019f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Refreshing Oasis with Massage Chair, Game Garage, Large Fenced Yard +Retro games Longwood 9.2/10 Wonderful (12) "Very fun for the whole family lots to do,we have been coming to florida for 2years now and cant wait to come back,see you then,and THANK YOU" CA $175 CA $466 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Longwood-Hotels-Refreshing-Oasis-Massage-Chair.h77120276.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93110000/93109900/93109859/09c95fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93110000/93109900/93109859/15dec8ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/94000000/93110000/93109900/93109859/eb6ac38c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93110000/93109900/93109859/a80679fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Mount Dora Haven: Stylish 3BR Retreat Mount Dora 8.8/10 Excellent (8) "Plenty of room, very comfortable, clean and close to everything you need. Great extras and fenced in! We were pleasantly surprised!" CA $139 CA $372 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Mount-Dora-Hotels-Gorgeous-Mount-Dora-Haven-Stylish-3BR-Retreat.h93109859.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/b2d1e37d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible](https://images.trvl-media.com/lodging/121000000/120220000/120219500/120219432/c4b9f6a7.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) ### Siesta Pool Vacation Villa Clermont CA $221 CA $694 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-Siesta-Pool-Vacation-Villa.h120219432.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) ![Property grounds](https://images.trvl-media.com/lodging/50000000/49260000/49256800/49256791/eb562748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/50000000/49260000/49256800/49256791/8efd3b27.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) "The perfect 2 night getaway. So relaxing and nice. Felt like a mini resort all to ourselves. Would love to come back! " CA $188 CA $402 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-Cute-One-Bedroom-On-Small-Lake.h49256791.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/121000000/120220000/120219500/120219415/1758a1ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Villa w Pool Gameroom-low September Rates Clermont CA $249 CA $787 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) ![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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45480000/45475800/45475725/4430650b_edited_f86c.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!" CA $161 CA $439 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/La-Habra-Hotels-Vrbo-Property.h45475725.Hotel-Information) ![3 outdoor pools, a heated pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/9000000/8700000/8696500/8696432/13770dc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fountain](https://images.trvl-media.com/lodging/9000000/8700000/8696500/8696432/c0d0603b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Condo, 3 Bedrooms, 2 Bathrooms, Lake View | Private kitchen](https://images.trvl-media.com/lodging/9000000/8700000/8696500/8696432/cc1fed63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/9000000/8700000/8696500/8696432/ec87b3a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vista Cay Resort by Casiola Vacation Homes Orlando 8.8/10 Excellent (182) "Nice place, comfortable. " CA $203 CA $562 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-Vista-Cay-Resort-By-Casiola-Vacation-Homes.h8696432.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) ![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) ![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) ### 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 $262 CA $492 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Maitland-Hotels-The-Bird-House-Spa-Winter-Park.h106756385.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=2025-10-25&endDate=2025-10-26®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 ![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 "This is an ideal location to Disney Parks (15 minutes or less to all of them) and has enough dining options for when you’re done with the parks. We appreciated the covered parking and walkability to the Flamingo Crossing plaza. Target is in the plaza for anyone who may have forgotten anything. The hotel was clean and free breakfast was an added bonus. The staff was very hospitable. " [](https://expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) ![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 "Everything was perfect " [](https://expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.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 "Very friendly staff and clean facilities. " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.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 "It was nice I saw kids enjoying the lazy river on one pool and the slide had kids playing with no problem. I have 7 kids and I think they would really enjoy this resort." [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![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 "Our room was clean and well maintained. The staff was very friendly and helpful. We requested a pack n play, which was provided and delivered to our room. And the texting system was easy to make requests throughout our stay. The resort layout is a little difficult to navigate compared to others we have stayed at, but overall it was a great stay. " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![The Grove Resort & Water Park Orlando](//images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg) ### The Grove Resort & Water Park Orlando 10/10 Excellent "Our stay was great!" [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.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 "Absoluteky enjoyed my week there, can not wait to come back. Perfect for families and solo travelers :) " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.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 "Very nice property for couples or families." [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Westgate Lakes Resort & Spa Universal Studios Area](//images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07_y.jpg) ### Westgate Lakes Resort & Spa Universal Studios Area 10/10 Excellent "I loved the property. Although I wasn’t at the hotel resort for most of my stay cause I was visiting the theme parks. I definitely would like to spend a day doing the activities. The resort has to offer. The amenities in the rooms are amazing. Felt very comfortable and homelike. I definitely plan on staying here again for my next Orlando visit." [](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) ## Price trends for Vacation Homes in Winter Garden | Less expensive | More expensive | This month | Next month | | --- | --- | --- | --- | | October | September | CA $163 | CA $170 | | Month | Price | | --- | --- | | January | CA $204 | | February | CA $237 | | March | CA $241 | | April | CA $175 | | May | CA $187 | | June | CA $209 | | July | CA $193 | | August | CA $179 | | September | CA $245 | | October | CA $163 | | November | CA $170 | | December | CA $201 | 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 | 2,929 | | --- | --- | | Accommodation | 31182 Vacation Homes | | Lowest Price | CA $207 | | Highest Price | CA $787 | ## 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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