Title: Top Residences in Osceola County in 2026 | 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) ![Exciting airboat ride through the lush wetlands of Kissimmee, Florida with a diverse group enjoying the adventure](https://images.trvl-media.com/place/7927/e9183e2b-5a9b-406b-a80c-c328c081866b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Visit Orlando # Residences in Osceola County ## 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 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635083898062&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635083898062&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 one month [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 two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635083898062&startDate=2026-01-30&endDate=2026-02-01&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-Residences.d7061-aaResidences.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/81a905ce6091c8f5f56ae94cfc61a816.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Kenansville [](https://expedia.ca/Kenansville-Residences.d6352528-aaResidences.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/50408c885ceee7c32e83824bad2c2bdb.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Poinciana [](https://expedia.ca/Poinciana-Residences.d6060122-aaResidences.Travel-Guide-Accommodation) ## Featured Residences in Osceola County ![Coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114540000/114537600/114537512/4728ef8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114540000/114537600/114537512/6461333d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114540000/114537600/114537512/6f495128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114540000/114537600/114537512/f36e4f5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Compass Bay - Big Vacation Homes Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Big-Vacation-Homes.h114537512.Hotel-Information) ![House, Multiple Bedrooms, Non Smoking, Private Pool | Terrace/patio](https://images.trvl-media.com/lodging/116000000/115470000/115464700/115464657/0334d674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Bedrooms, Non Smoking, Private Pool](https://images.trvl-media.com/lodging/116000000/115470000/115464700/115464657/6b9b5cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Bedrooms, Non Smoking, Private Pool | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464700/115464657/58cc1504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Bedrooms, Non Smoking, Private Pool | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464700/115464657/219407e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super Boho 90 Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Super-Boho-90.h115464657.Hotel-Information) ![Comfort Apartment, 2 Bedrooms, Partial Lake View | Living area](https://images.trvl-media.com/lodging/116000000/115060000/115050700/115050636/3666c683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Apartment, 2 Bedrooms, Partial Lake View | Private kitchen](https://images.trvl-media.com/lodging/116000000/115060000/115050700/115050636/e1acc0bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115060000/115050700/115050636/a14619c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Apartment, 2 Bedrooms, Partial Lake View](https://images.trvl-media.com/lodging/116000000/115060000/115050700/115050636/w1192h800x0y0-5538f65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 304 Lakeshore - Unit 1 and 2 Historic Downtown Kissimmee [](https://www.expedia.ca/Orlando-Hotels-304-Lakeshore-Unit-1-And-2.h115050636.Hotel-Information) ![House | Private kitchen](https://images.trvl-media.com/lodging/107000000/106470000/106468400/106468318/0727f099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/107000000/106470000/106468400/106468318/9b71b4e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Living area](https://images.trvl-media.com/lodging/107000000/106470000/106468400/106468318/3cc324cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Interior](https://images.trvl-media.com/lodging/107000000/106470000/106468400/106468318/be84f65d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castle Pines Court Retreat Reunion 10/10 Exceptional (1) "Absolutely amazing we loved staying here, was great for all our kids " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica [](https://www.expedia.ca/Orlando-Hotels-Castle-Pines-Court-Retreat.h106468318.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/85000000/84400000/84394700/84394652/082f5679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Private Pool, Pool View | View from room](https://images.trvl-media.com/lodging/85000000/84400000/84394700/84394652/f952d0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/85000000/84400000/84394700/84394652/a04d27c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Private Pool, Pool View | Private kitchen](https://images.trvl-media.com/lodging/85000000/84400000/84394700/84394652/be704e05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Legendary Times at Story Lake Kissimmee 7.4/10 Good (3) [](https://www.expedia.ca/Orlando-Hotels-Legendary-Times-At-Story-Lake.h84394652.Hotel-Information) ![House | Private kitchen](https://images.trvl-media.com/lodging/108000000/107180000/107175500/107175405/3199a24d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107180000/107175500/107175405/6d2ce2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107180000/107175500/107175405/744cd56d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Children's area](https://images.trvl-media.com/lodging/108000000/107180000/107175500/107175405/7b9b922d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Villa Near Disney Golf Universal Shop Dine Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Remarkable-3-Bed-House-In-Kissimmee.h107175405.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108450000/108449800/108449710/2b0b2a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108450000/108449800/108449710/b01c9b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108450000/108449800/108449710/41f0cf9e.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/109000000/108450000/108449800/108449710/8a63de77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Kissimmee Retreat Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Cozy-Kissimmee-Retreat.h108449710.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=2025-12-20&endDate=2025-12-21®ionId=553248635083898062&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America®ionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=APART_HOTEL) Villas [](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America®ionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America®ionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America®ionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America®ionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America®ionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=COTTAGE) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America®ionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=HOUSE_BOAT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America®ionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=CABIN) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America®ionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=CHALET) ![](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-Residences.d553248635083898062-aaResidences.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOsceola-County-Residences.d553248635083898062-aaResidences.Travel-Guide-Accommodation) ## Top Osceola County Hotel Reviews ![Margaritaville Resort Orlando](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg) ### Margaritaville Resort Orlando 10/10 Excellent "Great location, close to Disney, heated pool it was a big plus, Nice breakfast and service! " [](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Gaylord Palms Resort & Convention Center](https://images.trvl-media.com/lodging/1000000/810000/807800/807800/25f2d8a1_y.jpg) ### Gaylord Palms Resort & Convention Center 10/10 Excellent "The hotel is excellent place to stay with family and friends, the service the food the staff are amazing we really enjoy so much . Thank you 🙏" [](https://expedia.ca/Orlando-Hotels-Gaylord-Palms-Resort-Convention-Center.h807800.Hotel-Information) ![Comfort Inn & Suites Kissimmee by the Parks](https://images.trvl-media.com/lodging/1000000/440000/430500/430452/578ae569_y.jpg) ### Comfort Inn & Suites Kissimmee by the Parks 10/10 Excellent "Very nice" [](https://expedia.ca/Orlando-Hotels-Comfort-Inn-Maingate.h430452.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 "Nice location " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information) ![Red Lion Hotel Orlando Lake Buena Vista South](https://images.trvl-media.com/lodging/1000000/10000/7700/7622/41854f3a_y.jpg) ### Red Lion Hotel Orlando Lake Buena Vista South 10/10 Excellent "The property was equipped with restaurants and a convenience store and offered a good breakfast." [](https://expedia.ca/Orlando-Hotels-Red-Lion-Hotel-Orlando-Lake-Buena-Vista-South.h7622.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 "Room was nice and clean. Real close by the Theme parks. Enjoyed the stay." [](https://expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ![Parkway International Resort](https://images.trvl-media.com/lodging/1000000/700000/692700/692651/fd297cb8_y.jpg) ### Parkway International Resort 10/10 Excellent "Room was great, staff friendly." [](https://expedia.ca/Orlando-Hotels-Parkway-International-Resort.h692651.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 "Great breakfast. Nice and quiet despite families." [](https://expedia.ca/Orlando-Hotels-Staybridge-Suites-Orlando-Royale-Parc-Suites.h7008.Hotel-Information) ![Holiday Inn & Suites Orlando SW - Celebration Area by IHG](https://images.trvl-media.com/lodging/1000000/10000/7900/7855/e4318c5d_y.jpg) ### Holiday Inn & Suites Orlando SW - Celebration Area by IHG 10/10 Excellent "Great staff" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Orlando-SW-Celebration-Area.h7855.Hotel-Information) ## Find out more about Osceola County ## Osceola County Residences information | Number of reviews | | | ----------------- | ------------ | | Accommodation | 7 Residences | | Lowest Price | | | Highest Price | | ## 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) - 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