Title: Winter Garden Cottages from CA $203 | 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 Winter Garden Cottage Rentals from CA $203 - ![](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 [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winter Garden Cottages ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391558/03923d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391558/ffe96de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391558/2454db94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391558/5f81d62e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fire Pit & Yard: Updated Winter Garden Home! Winter Garden CA $285 CA $667 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Winter-Garden-Hotels-Updated-Winter-Garden-Home-W-Yard-Fire-Pit.h99391558.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95920000/95910800/95910740/ea89a698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95920000/95910800/95910740/5a4de37e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95920000/95910800/95910740/b445b6c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95920000/95910800/95910740/1c5167fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage Retreat – Queen Bed, Fire Pit & Private Lanai Lake Mary 10/10 Exceptional (16) "Great place and exactly as described. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kanzeda C. CA $133 CA $338 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Lake-Mary-Hotels-Cozy-Cottage-With-Queen-Bed-Private-Lanai-Lake-Mary.h95910740.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91651500/91651407/38175f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91660000/91651500/91651407/2ff95c3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91660000/91651500/91651407/30e4a547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91660000/91651500/91651407/87788130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Guesthouse Retreat – Private Pool & King Suite Lake Mary 9.8/10 Exceptional (43) "Absolutely incredible house, felt like home away from home" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah R. [](https://www.expedia.ca/Lake-Mary-Hotels-Orlando-Springs-Break-Cottage-With-Pool.h91651407.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/89000000/88630000/88627200/88627180/95ab5ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/89000000/88630000/88627200/88627180/0ba4a661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88630000/88627200/88627180/cedf5946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88630000/88627200/88627180/8480e17f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny Hidden Cottage Longwood 9.2/10 Wonderful (56) "Check in process and house were both great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marc H. CA $100 CA $203 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Orlando-Hotels-Tiny-Cottage.h88627180.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/38000000/37150000/37148700/37148655/w2408h1170x62y0-7347922c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37150000/37148700/37148655/5d9eae4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/38000000/37150000/37148700/37148655/474cbed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37150000/37148700/37148655/d041bfdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Incredible Private Lakefront Cottage Retreat Altamonte Springs 10/10 Exceptional (27) "One of our best stays. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) matthew m. CA $163 CA $463 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Orlando-Hotels-Private-Lakefront-Cottage.h37148655.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109610000/109609300/109609293/b23accde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109610000/109609300/109609293/c3c3c844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109610000/109609300/109609293/4c3f9ffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109610000/109609300/109609293/c443f6f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches, Altamonte Springs 8.6/10 Excellent (17) "Lots of room to spend time with family and friends. Great location, easy to move around Orlando from here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachael C. CA $192 CA $449 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Orlando-Hotels-Hidden-Garden-Cottage-Sleeps-6.h109609293.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96030000/96021500/96021481/cd9f46f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/97000000/96030000/96021500/96021481/f9892743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/97000000/96030000/96021500/96021481/0a16e2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96030000/96021500/96021481/fc7ee462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway! College Park 10/10 Exceptional (29) "Absolutely beautiful place, fully equipped and close to everything. We very much enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara R. CA $284 CA $525 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Orlando-Hotels-The-Coach-House-Entire-Home-2-Bedroom3-Bath-Orlando-Getaway.h96021481.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350020/e9645af4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350020/a3db4ca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350020/a3845f2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350020/622633e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Terra Verde Swanky Kissimmee CA $142 CA $445 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Orlando-Hotels-161-4-Bed-Gem-At-Terraverde-Resort.h119350020.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72360000/72359200/72359158/8f02e263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72360000/72359200/72359158/8224d871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/73000000/72360000/72359200/72359158/99d15874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/73000000/72360000/72359200/72359158/bf0d1cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hidden Lake View Cottage 5 miles from Disney! Kissimmee 9.0/10 Wonderful (2) "Awesome" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bulmaro S. CA $112 CA $307 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Orlando-Hotels-Hidden-Lake-View-Cottage-5-Miles-From-Disney.h72359158.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/108000000/107730000/107721700/107721689/5a590007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107730000/107721700/107721689/3e4c71af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/108000000/107730000/107721700/107721689/139634ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107730000/107721700/107721689/59e8ff36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom cottage in Kissimmee Kissimmee 10/10 Exceptional (1) "Kudos to the hosts. A seamless experience. My first ever vacation rental and I was very impressed. The cottage was super clean and was equipped with everything and then some. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gail E. CA $95 CA $292 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Orlando-Hotels-Charming-2-Bedroom-Cottage-In-Kissimmee.h107721689.Hotel-Information) ![Microwave, stovetop](https://images.trvl-media.com/lodging/122000000/121010000/121006800/121006717/f5f31efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/122000000/121010000/121006800/121006717/c1a2c56f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/122000000/121010000/121006800/121006717/fade59e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/122000000/121010000/121006800/121006717/f8c94a4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny house close to Disney KISSIMMEE Kissimmee 8.0/10 Very good (1) "The location was great. We really just needed somewhere to sleep because we spent the day at the Disney Parks. The place had enough beds and was a great price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine M. CA $98 CA $243 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Orlando-Hotels-Tiny-House-Close-To-Disney-KISSIMMEE.h121006717.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/118000000/117630000/117622300/117622247/dcad85d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/118000000/117630000/117622300/117622247/25aafbc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117630000/117622300/117622247/3ed7040c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117630000/117622300/117622247/948252d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-Friendly Cottage Near Orlando’s Top Attractions Kissimmee CA $126 CA $286 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Orlando-Hotels-Family-Friendly-Cottage-Near-Orlandos-Top-Attractions.h117622247.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117850000/117841100/117841053/w1124h861x1y0-e56aebb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117850000/117841100/117841053/df48ecb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/118000000/117850000/117841100/117841053/d9043965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/118000000/117850000/117841100/117841053/35cf1402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC Kissimmee CA $124 CA $301 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Orlando-Hotels-Mickeys-Hideaway-Cottage-4-Miles-From-Disney-In-Kissimmee-With-WiFi-And-AC.h117841053.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70290000/70286400/70286316/638cd47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70290000/70286400/70286316/994d0a0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/71000000/70290000/70286400/70286316/6cc6586b_edited_e804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70290000/70286400/70286316/fe821527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect Place for a Perfect Vacation Kissimmee 10/10 Exceptional (1) CA $114 CA $270 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Orlando-Hotels-Perfect-Place-For-A-Perfect-Vacation.h70286316.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/46000000/45690000/45682800/45682757/7fe0c743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45690000/45682800/45682757/0928c447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45690000/45682800/45682757/9b26402a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45690000/45682800/45682757/59e757da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney, Universal and Legoland Getaway Kissimmee 9.2/10 Wonderful (9) "I love the place ! It was beautiful! Enough room for everyone " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony M. CA $139 CA $337 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Orlando-Hotels-Vrbo-Property.h45682757.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96070000/96065900/96065823/64c66b03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/97000000/96070000/96065900/96065823/8d527c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/97000000/96070000/96065900/96065823/a02f84ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/97000000/96070000/96065900/96065823/de1ecbd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fully-Stocked Cozy Tropical Cottage-4 mi to Disney Kissimmee CA $170 CA $365 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Orlando-Hotels-Fully-Stocked-Cozy-Tropical-Cottage-4-Mi-To-Disney.h96065823.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107620000/107619900/107619849/b73e0a20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107620000/107619900/107619849/945e14a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107620000/107619900/107619849/7b1c1f66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/108000000/107620000/107619900/107619849/0eda7c58_edited_1bbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee Kissimmee 10/10 Exceptional (2) "We stayed and visited universal snd drove to Jacksonville it was a cute cottage" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer b. CA $140 CA $397 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Orlando-Hotels-Beautiful-Cottage-Your-Home-Away-From-Home-4-Miles-From-Disney.h107619849.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350012/c8a0798f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350012/w1200h795x0y4-d3973fed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350012/w1197h795x3y4-cd5339aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350012/77b93516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Solterra Swanky Solterra Resort CA $140 CA $554 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Orlando-Hotels-5180-Spectacular-5bd4ba-Private-Poolspa.h119350012.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107720000/107716100/107716064/b5c4778e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/108000000/107720000/107716100/107716064/ca4aab9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107720000/107716100/107716064/d91b1f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107720000/107716100/107716064/98e77b92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom cottage in Kissimmee Kissimmee CA $88 CA $287 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Orlando-Hotels-Charming-1-Bedroom-Cottage-In-Kissimmee.h107716064.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96060000/96050800/96050707/7fd1f046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/97000000/96060000/96050800/96050707/b13b204d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/97000000/96060000/96050800/96050707/8e558232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96060000/96050800/96050707/e90548cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Tropical Cottage - 4 mi to Disney Kissimmee CA $187 CA $391 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Orlando-Hotels-Cozy-Tropical-Cottage-4-Mi-To-Disney.h96050707.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=2025-12-01&endDate=2025-12-02®ionId=7898&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Cottages.d7898-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Garden-Cottages.d7898-aaCottages.Travel-Guide-Accommodation) ## Top Winter Garden Hotel Reviews ![Residence Inn by Marriott Orlando Lake Buena Vista](//images.trvl-media.com/lodging/1000000/610000/602900/602872/cb4bb51d_y.jpg) ### Residence Inn by Marriott Orlando Lake Buena Vista 10/10 Excellent "Great experience. Friendly staff!" [](https://expedia.ca/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Lake-Buena-Vista.h602872.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 "Friendly staff, and very comfortable rooms, 10 out 10 " [](https://expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information) ### DoubleTree by Hilton at the Entrance to Universal Orlando 10/10 Excellent "No microwave in room " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ### Universal's Cabana Bay Beach Resort 10/10 Excellent "Great family vacation hotel" [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.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 "Amenities were great for vacation the water park" [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Kompose Boutique Resort at Theme Parks](//images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/d84c06b0_y.jpg) ### Kompose Boutique Resort at Theme Parks 10/10 Excellent "Yes.everything was perfect.thank you " [](https://expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.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 "It was a good place to stay. I will definitely stay again there" [](https://expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) ### Wyndham I-Drive Avanti Resort & Conference Center 10/10 Excellent "Great staff and great facilities " [](https://expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.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 "Nice clean room, staff was great! Couch could use replaced, little broken down. " [](https://expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) ## Find out more about Winter Garden ## Winter Garden Cottages information | Number of reviews | 198 | | --- | --- | | Accommodation | 1992 Cottages | | Lowest Price | CA $203 | | Highest Price | CA $667 | ## Frequently asked questions ### How much do cottages in Winter Garden cost? > Cottages in Winter Garden range between CA $203 and CA $667 per night. These stays offer a chance to get reacquainted with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### Why book your cottage in Winter Garden with Expedia? > Expedia has some great cottages in Winter Garden, so get ready for a memorable vacation on nature's doorstep. If you're sticking to a budget, select how much you'd like to spend and the preferred star rating of your property. Or, use our filters to search for cottages with free WiFi or a kitchen. We'll help you find the right fit whatever your bank balance or plans. ### How can I find cheap cottages in Winter Garden? > With Expedia's convenient filter tool, scoring cheap cottages in Winter Garden has never been simpler. To discover accommodations that'll make your wallet happy, fine-tune your search results by budget, star rating and amenities. ### What is there to do in Winter Garden near my cottage? > Whatever you're into, Winter Garden has plenty of things to keep you on the go. [Orange County National Golf Club](https://www.expedia.ca/Orange-County-National-Golf-Club-Winter-Garden.d6239843.Vacation-Attraction), [Resurrection Catholic Church](https://www.expedia.ca/Resurrection-Catholic-Church-Winter-Garden.d553248621561885334.Vacation-Attraction) and [West Orange Trail](https://www.expedia.ca/West-Orange-Trail-Winter-Garden.d553248621532653939.Vacation-Attraction) are on many travelers' agendas. Don't forget to explore [Winter Garden Art Association](https://www.expedia.ca/Winter-Garden-Art-Association-Winter-Garden.d553248621561885336.Vacation-Attraction), [Winter Garden Heritage Museum](https://www.expedia.ca/Winter-Garden-Heritage-Museum-Winter-Garden.d553248621532653938.Vacation-Attraction) and [Oakland Nature Preserve](https://www.expedia.ca/Oakland-Nature-Preserve-Killarney.d553248621532653932.Vacation-Attraction) either. 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