Title: Osceola County Cottages from CA $254 | Expedia.ca [Osceola County Hotels](https://expedia.ca/Destinations-In-Osceola-County.d553248635083898062.Hotel-Destinations)[Vacation Rentals in Osceola County](https://expedia.ca/Destinations-In-Osceola-County.d553248635083898062.Vacation-Rental-Destinations)[Osceola County Car Rentals](https://expedia.ca/Destinations-In-Osceola-County.d553248635083898062.Car-Rental-Destinations)[Osceola County Vacations](https://expedia.ca/Osceola-County.d553248635083898062.Destination-Travel-Guides) ![Old Timer Car.](https://images.trvl-media.com/place/602896/60b1aad6-2dc4-49e8-9258-66d057e8fd5c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Paul Devall # Search Osceola County Cottage Rentals from CA $254 ## Compare and save - ![](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 [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635083898062&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635083898062&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635083898062&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) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635083898062&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Osceola County ![](https://mediaim.expedia.com/destination/2/20a28c25fed4c2f0b5d084a27e47af2f.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### St. Cloud [](https://expedia.ca/St-Cloud-Cottages.d7061-aaCottages.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/81a905ce6091c8f5f56ae94cfc61a816.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Kenansville [](https://expedia.ca/Kenansville-Cottages.d6352528-aaCottages.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/50408c885ceee7c32e83824bad2c2bdb.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Poinciana [](https://expedia.ca/Poinciana-Cottages.d6060122-aaCottages.Travel-Guide-Accommodation) ## Our top choices for Osceola County cottages ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/332ddedd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/fff14553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/aefe71a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/93e82dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-411-Wanderlust-Heaven-5bedpool.h119350018.Hotel-Information) CA $605 CA $1,253 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Orlando-Hotels-411-Wanderlust-Heaven-5bedpool.h119350018.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83240000/83238800/83238777/w1170h776x0y3-a73681c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83240000/83238800/83238777/e07ce774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83240000/83238800/83238777/5b0f5d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/84000000/83240000/83238800/83238777/73e25ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Enchanted-Cottage-With-Pool-And-Mini-Golf-Near-Disney.h83238777.Hotel-Information) 9.4/10 Exceptional (27) "I’ve stayed here twice and love the area. It’s so safe, and quiet, and the house is clean also. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jillian S. [](https://www.expedia.ca/Orlando-Hotels-Enchanted-Cottage-With-Pool-And-Mini-Golf-Near-Disney.h83238777.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24130000/24123600/24123531/8566dbb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/25000000/24130000/24123600/24123531/0e5f5697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24130000/24123600/24123531/0f1bf45b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24130000/24123600/24123531/47134d41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Private-Cottage-10-Minutes-To-Disney-And-15-To-Universal-Resort-With-Laundry.h24123531.Hotel-Information) 9.2/10 Wonderful (138) "The place was nice and clean and perfect for a couple to relax and be close to Disney and old town" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erik A. [](https://www.expedia.ca/Orlando-Hotels-Private-Cottage-10-Minutes-To-Disney-And-15-To-Universal-Resort-With-Laundry.h24123531.Hotel-Information) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/47000000/46970000/46967100/46967029/fe93edcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/47000000/46970000/46967100/46967029/23106ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/47000000/46970000/46967100/46967029/3d8feda6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/47000000/46970000/46967100/46967029/0089f13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-4893-Romeo-Circle.h46967029.Hotel-Information) 9.0/10 Wonderful (15) "As described, excellent facilities, location and price" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Anonymous traveller [](https://www.expedia.ca/Orlando-Hotels-4893-Romeo-Circle.h46967029.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105770000/105766800/105766711/52d587b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/106000000/105770000/105766800/105766711/da1c3a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/106000000/105770000/105766800/105766711/aa2d5b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105770000/105766800/105766711/342cb2d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Our-Retro-Mod-Pod-Disney-Old-Town-Minutes-Away.h105766711.Hotel-Information) 9.4/10 Exceptional (8) "Super cute and cozy place close to all the parks. Has a nice pool and hot tub and lots to do around the property. Would definitely stay there again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaitlynn J. [](https://www.expedia.ca/Orlando-Hotels-Our-Retro-Mod-Pod-Disney-Old-Town-Minutes-Away.h105766711.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/109000000/108960000/108955300/108955246/f3cdd95f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/109000000/108960000/108955300/108955246/54ea7b1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/109000000/108960000/108955300/108955246/bb795ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/109000000/108960000/108955300/108955246/e6f4417d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-5003-Windermere-Avenue.h108955246.Hotel-Information) 10/10 Exceptional (3) "Great location, convenient to all shopping needs. Close to Disney World. Good amenities. Great for families traveling together." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary [](https://www.expedia.ca/Orlando-Hotels-5003-Windermere-Avenue.h108955246.Hotel-Information) ![Microwave, stovetop](https://images.trvl-media.com/lodging/122000000/121010000/121006800/121006717/5a99d51c.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/122000000/121010000/121006800/121006717/71673f90.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) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/122000000/121010000/121006800/121006717/82c0666a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Tiny-House-Close-To-Disney-KISSIMMEE.h121006717.Hotel-Information) 9.0/10 Wonderful (2) "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 $110 CA $254 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Orlando-Hotels-Tiny-House-Close-To-Disney-KISSIMMEE.h121006717.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75190000/75184700/75184618/51c13afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/76000000/75190000/75184700/75184618/225fd45e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/76000000/75190000/75184700/75184618/f1dde9d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/76000000/75190000/75184700/75184618/486f0b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Amazing-Game-Room.h75184618.Hotel-Information) [](https://www.expedia.ca/Orlando-Hotels-Amazing-Game-Room.h75184618.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90070000/90066400/90066397/f46f6309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/91000000/90070000/90066400/90066397/f6c51485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/91000000/90070000/90066400/90066397/0e86177c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90070000/90066400/90066397/677917e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Stunning-Villa-With-Themed-Rooms-And-Game-Room.h90066397.Hotel-Information) [](https://www.expedia.ca/Orlando-Hotels-Stunning-Villa-With-Themed-Rooms-And-Game-Room.h90066397.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90010000/90007600/90007565/dabd82fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Patio, Garden View (It’s A Wonderful Life)](https://images.trvl-media.com/lodging/91000000/90010000/90007600/90007565/c8b98654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Patio, Garden View (It’s A Wonderful Life) | Living area](https://images.trvl-media.com/lodging/91000000/90010000/90007600/90007565/3344b021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/90010000/90007600/90007565/4b07f329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Its-A-Wonderful-Life.h90007565.Hotel-Information) 10/10 Exceptional (2) "We appreciate the space and the items provided that minimized the amount of shopping" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valarie [](https://www.expedia.ca/Orlando-Hotels-Its-A-Wonderful-Life.h90007565.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/101000000/100200000/100199500/100199433/55c929cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/101000000/100200000/100199500/100199433/74346ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/101000000/100200000/100199500/100199433/86de56b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/101000000/100200000/100199500/100199433/e9eb3038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-8960-Cat-Palm-Road.h100199433.Hotel-Information) 10/10 Exceptional (1) "Nice place to stay. Clean, quiet, secure." ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Mariano [](https://www.expedia.ca/Orlando-Hotels-8960-Cat-Palm-Road.h100199433.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/92000000/91620000/91616400/91616313/ae3f85e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91620000/91616400/91616313/cda3927e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/92000000/91620000/91616400/91616313/13c4b52a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/92000000/91620000/91616400/91616313/99dde46f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-3000-Latitude-Lane.h91616313.Hotel-Information) 9.6/10 Exceptional (4) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) osiris [](https://www.expedia.ca/Orlando-Hotels-3000-Latitude-Lane.h91616313.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90930000/90929700/90929683/97c67b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, Multiple Beds, Patio, Garden View (Caribbean Dreamin)](https://images.trvl-media.com/lodging/91000000/90930000/90929700/90929683/0538bd24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, Multiple Beds, Patio, Garden View (Caribbean Dreamin) | Private kitchen](https://images.trvl-media.com/lodging/91000000/90930000/90929700/90929683/e41456e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, Multiple Beds, Patio, Garden View (Caribbean Dreamin) | Dining](https://images.trvl-media.com/lodging/91000000/90930000/90929700/90929683/0bcb040a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Caribbean-Dreamin.h90929683.Hotel-Information) 10/10 Exceptional (2) "All around great environment " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaynelle [](https://www.expedia.ca/Orlando-Hotels-Caribbean-Dreamin.h90929683.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88320000/88312100/88312013/688241c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/89000000/88320000/88312100/88312013/f41e835c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88320000/88312100/88312013/bd2a2777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/89000000/88320000/88312100/88312013/1ec7441e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Luxury-Villa.h88312013.Hotel-Information) [](https://www.expedia.ca/Orlando-Hotels-Luxury-Villa.h88312013.Hotel-Information) ![House (4 Bedrooms) | Floor plan](https://images.trvl-media.com/lodging/115000000/114360000/114355700/114355641/e12b77ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Floor plan](https://images.trvl-media.com/lodging/115000000/114360000/114355700/114355641/453a5d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Floor plan](https://images.trvl-media.com/lodging/115000000/114360000/114355700/114355641/7125e5a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Floor plan](https://images.trvl-media.com/lodging/115000000/114360000/114355700/114355641/8b2be269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Indian Point [](https://www.expedia.ca/Orlando-Hotels-4BR-Heated-Pool-Home-Close-To-Disney-And-Lakes.h114355641.Hotel-Information) [](https://www.expedia.ca/Orlando-Hotels-4BR-Heated-Pool-Home-Close-To-Disney-And-Lakes.h114355641.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/109000000/108960000/108955300/108955238/8758ffc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/109000000/108960000/108955300/108955238/9fd054fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/109000000/108960000/108955300/108955238/072d4d6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/109000000/108960000/108955300/108955238/75593058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-8462-Secret-Key-Cove.h108955238.Hotel-Information) 8.0/10 Very good (1) [](https://www.expedia.ca/Orlando-Hotels-8462-Secret-Key-Cove.h108955238.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/97000000/96060000/96050800/96050707/01b16e7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/97000000/96060000/96050800/96050707/10fde567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/97000000/96060000/96050800/96050707/9c50ec99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Cozy-Tropical-Cottage-4-Mi-To-Disney.h96050707.Hotel-Information) CA $183 CA $389 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Orlando-Hotels-Cozy-Tropical-Cottage-4-Mi-To-Disney.h96050707.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108960000/108955300/108955272/8174ed2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/109000000/108960000/108955300/108955272/cc255528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108960000/108955300/108955272/9d39b2ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108960000/108955300/108955272/46fb5fba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-3148-Caribbean-Soul-Drive.h108955272.Hotel-Information) [](https://www.expedia.ca/Orlando-Hotels-3148-Caribbean-Soul-Drive.h108955272.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99440000/99436400/99436350/8d2e3bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99440000/99436400/99436350/d1c7f000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/100000000/99440000/99436400/99436350/bd15c8da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99440000/99436400/99436350/ba3d802b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Cottage-Near-Disney-Sunset-Walk.h99436350.Hotel-Information) [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Cottage-Near-Disney-Sunset-Walk.h99436350.Hotel-Information) ![House (6 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/111000000/110550000/110541600/110541548/03129861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (6 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/111000000/110550000/110541600/110541548/a68ffc3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (6 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/111000000/110550000/110541600/110541548/abe00574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (6 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/111000000/110550000/110541600/110541548/c7139540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-4718-Sleepy-Hollow-Drive.h110541548.Hotel-Information) 2.0/10 (1) "I was highly disappointed after our stay. Our air conditioner never worked and it was inconvenient for our jam packed days to wait for someone to fix this. Really ruined our evenings." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura [](https://www.expedia.ca/Orlando-Hotels-4718-Sleepy-Hollow-Drive.h110541548.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=2026-01-01&endDate=2026-01-02®ionId=553248635083898062&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%2FOsceola-County-Cottages.d553248635083898062-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOsceola-County-Cottages.d553248635083898062-aaCottages.Travel-Guide-Accommodation) ## Top Osceola County Hotel Reviews ![Destiny Palms Hotel Maingate West](https://images.trvl-media.com/lodging/1000000/430000/427400/427337/d056f561_y.jpg) ### Destiny Palms Hotel Maingate West 10/10 Excellent "Parking was ample. AC worked like a champ. They do a great job of keeping things clean and neat. Almost felt like I was staying at home! Right outside the main drag it's about a 45 second ride to tons of food and fun. We stayed to go to the theme parks, which were no more than 8 to 10 minutes away. I even had the pleasure to speak with the owner like he was a friend of mine for years." [](https://expedia.ca/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.Hotel-Information) ![Delta Hotels by Marriott Orlando Celebration](https://images.trvl-media.com/lodging/1000000/10000/300/256/w4000h2663x0y0-bece67c9_y.jpg) ### Delta Hotels by Marriott Orlando Celebration 10/10 Excellent "Yes" [](https://expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information) ![Holiday Inn Resort Kissimmee by the Parks by IHG](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/48f5f27b_y.jpg) ### Holiday Inn Resort Kissimmee by the Parks by IHG 10/10 Excellent "Great hotel" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information) ![Kompose Boutique Resort at Theme Parks](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/3cf09a4a_y.jpg) ### Kompose Boutique Resort at Theme Parks 10/10 Excellent "I did not eat breakfast here " [](https://expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ![Vacation Village Orlando, Celebration](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5_y.jpg) ### Vacation Village Orlando, Celebration 10/10 Excellent "The balcony is good size and room are very spacious " [](https://expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) ![Staybridge Suites Orlando Royale Parc Suites by IHG](https://images.trvl-media.com/lodging/1000000/10000/7100/7008/a5ca763f_y.jpg) ### Staybridge Suites Orlando Royale Parc Suites by IHG 10/10 Excellent "Except staff! I had an amazing time. Loved the bar " [](https://expedia.ca/Orlando-Hotels-Staybridge-Suites-Orlando-Royale-Parc-Suites.h7008.Hotel-Information) ![Seasons Florida Resort](https://images.trvl-media.com/lodging/2000000/1820000/1813900/1813900/1492ecfb_y.jpg) ### Seasons Florida Resort 10/10 Excellent "We were there for 1 night. We have stayed at this same hotel for a couple of years now. It is always clean and we have had no issues. Everything from check in, area is all excellent. Thank you " [](https://expedia.ca/Orlando-Hotels-Seasons-Florida-Resort.h1813900.Hotel-Information) ![Magic Moment Resort & Kids Club, Dazzler Select by Wyndham](https://images.trvl-media.com/lodging/14000000/13320000/13313600/13313558/8a4be397_y.jpg) ### Magic Moment Resort & Kids Club, Dazzler Select by Wyndham 10/10 Excellent "The room wasn’t to much but clean and good for sleeping. The main attraction was all things available to the kiddos. It was so relaxing for the parents to sit and watch the kids have a blast! " [](https://expedia.ca/Orlando-Hotels-Magic-Moment-Resort-And-Kids-Club.h13313558.Hotel-Information) ![Palazzo Lakeside Hotel](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/de0795f9_y.jpg) ### Palazzo Lakeside Hotel 10/10 Excellent "Beautiful place to stay." [](https://expedia.ca/Orlando-Hotels-Palazzo-Lakeside.h14701.Hotel-Information) ## Find out more about Osceola County ## Osceola County Cottages information | Number of reviews | 201 | | ----------------- | ------------- | | Accommodation | 1196 Cottages | | Lowest Price | CA $254 | | Highest Price | CA $1,253 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - 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) - [Pensions in Florida ](https://www.expedia.ca/Florida-Pensions.d211-aaPensions.Travel-Guide-Accommodation) - [Pousadas in Florida ](https://www.expedia.ca/Florida-Pousadas.d211-aaPousadas.Travel-Guide-Accommodation) - 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