Title: Kissimmee Vacation Home Rentals from CA $245: Search Top Private Vacation Homes for Rent | Expedia.ca [Kissimmee Travel Guide](https://expedia.ca/Kissimmee.dx7927)[Hotels in Kissimmee](https://expedia.ca/Kissimmee-Hotels.d7927.Travel-Guide-Hotels)[Vacation Rentals in Kissimmee](https://expedia.ca/Kissimmee-Vacation-Rentals.d7927.Travel-Guide-VacationRentals)[Flights to Kissimmee](https://expedia.ca/Cheap-Flights-To-Kissimmee.d7927.Travel-Guide-Flights)[Things to do in Kissimmee](https://expedia.ca/Things-To-Do-In-Kissimmee.d7927.Travel-Guide-Activities)[Kissimmee Car Rentals](https://expedia.ca/Car-Rentals-In-Kissimmee.d7927.Car-Rental-Guide)[Kissimmee Vacation Packages](https://expedia.ca/Kissimmee.d7927.Destination-Travel-Guides) ![Moment Open](https://images.trvl-media.com/place/7927/b63b8a82-d8e7-4936-9033-5b5daf0dfa65.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Kissimmee 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 [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7927&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 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=7927&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) In three months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Kissimmee Vacation Homes ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101839/c3f89f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101839/5b67092e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101839/8c9fe9f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101839/7ad0b879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee CA $92 CA $483 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Orlando-Hotels-Super-Liked-4BD-3-5b-6-Miles-To-Disney-Springs.h120101839.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/c7c5e131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 4 Bedrooms (2 King, 1 Queen, & 2 Trundle Bed) | Balcony view](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/c3a6b674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/cb9347c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/93c8e502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee 9.6/10 Exceptional (1994) "Recommended amazing stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elf CA $213 CA $255 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information) ![Design House, 6 Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/1a940d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design House, 6 Bedrooms, Private Pool](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/2c257e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design House, 6 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/7da91279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design House, 6 Bedrooms, Private Pool | Terrace/patio](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/70a8166d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee CA $154 CA $511 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Orlando-Hotels-FL-1844-GOBI-DR.h115464733.Hotel-Information) ![Townhome, 4 Bedrooms | Pool](https://images.trvl-media.com/lodging/118000000/117040000/117038400/117038326/4c4e044e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 4 Bedrooms | Exterior](https://images.trvl-media.com/lodging/118000000/117040000/117038400/117038326/b6b20443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 4 Bedrooms | Bar (on property)](https://images.trvl-media.com/lodging/118000000/117040000/117038400/117038326/a272840a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 4 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/118000000/117040000/117038400/117038326/4830ad80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee CA $122 CA $826 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Orlando-Hotels-Sunny-Paradise-Retreat-At-Paradise-Palms-By-Shine-Villas-4-Bedroom-Townhouse.h117038326.Hotel-Information) ![House, 2 Bedrooms, Lake View, Lakeside | Private kitchen](https://images.trvl-media.com/lodging/116000000/115050000/115049600/115049536/a907b667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Bedrooms, Lake View, Lakeside | Living room](https://images.trvl-media.com/lodging/116000000/115050000/115049600/115049536/78e971d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115050000/115049600/115049536/88a0ce50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Bedrooms, Lake View, Lakeside](https://images.trvl-media.com/lodging/116000000/115050000/115049600/115049536/c6e8953b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Historic Downtown Kissimmee CA $126 CA $338 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Orlando-Hotels-SUPER-BOHO-At-LAKE-TOHOS-WATER.h115049536.Hotel-Information) ![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/82a52d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/710e29ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/56c99991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/d173a796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee CA $180 CA $624 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Orlando-Hotels-FL-1904-Nice-Ct.h115464773.Hotel-Information) ![TV, foosball, table tennis](https://images.trvl-media.com/lodging/41000000/40910000/40903200/40903120/2c3b2dcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/41000000/40910000/40903200/40903120/ce2f2e14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/41000000/40910000/40903200/40903120/6cfeeee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/41000000/40910000/40903200/40903120/48a4871d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee 9.2/10 Wonderful (43) "This property was close to everything and was so convenient and felt safe...we definitely loved our stay there" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vithra CA $77 CA $245 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Orlando-Hotels-Enchanting-Newly-Renovated-15miles-To-Disney-And-Near-Tons-Of-Restaurants-760.h40903120.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33560000/33556700/33556679/141a4666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/34000000/33560000/33556700/33556679/91bbe4ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33560000/33556700/33556679/0b4cd444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33560000/33556700/33556679/f3f02475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee 9.4/10 Exceptional (70) "Unit was just right for one adult and two teens." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy G. CA $82 CA $316 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Orlando-Hotels-Incredible-Fantasy-World-Newly-Renovated-Near-Disney-With-Amazing-Amenities.h33556679.Hotel-Information) ![8 outdoor pools](https://images.trvl-media.com/lodging/122000000/121840000/121839300/121839234/2e7bd023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/122000000/121840000/121839300/121839234/a6263b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Condo, Garden View | Private kitchen](https://images.trvl-media.com/lodging/122000000/121840000/121839300/121839234/0b49b896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 outdoor pools](https://images.trvl-media.com/lodging/122000000/121840000/121839300/121839234/4dce80d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Reunion CA $299 CA $556 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Orlando-Hotels-Heaven-On-Earth-Private-Home.h121839234.Hotel-Information) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101847/b564cae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101847/0736f22d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101847/665c82cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101847/9b8d7f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee CA $86 CA $493 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Orlando-Hotels-Super-Cool-Sleeps-17-Newly-Built-Near-Parks.h120101847.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, 4 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/f89a4e36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Townhome, 5 Bedrooms, Private Pool](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/74efd052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Vacation Home in Kissimmee 9.4/10 Exceptional (193) "Excellent place and it’s so comfortable and well set up with everything a large family needs. Each room is well equipped. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Deepak CA $213 CA $688 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Orlando-Hotels-Formosa-Valley-Resort-By-UNE-Homes.h75962058.Hotel-Information) ![House | Living area](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975867/25f7be07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Living area](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975867/dc8e3533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Resort view](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975867/bea832c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Private kitchen](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975867/28f0cfa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee CA $493 CA $1,080 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Orlando-Hotels-5Br-Kissimmee-Home-W-Pool-Game-Room-Fun.h118975867.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33560000/33560000/33559961/34c83f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33560000/33560000/33559961/eb684f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/34000000/33560000/33560000/33559961/ae177280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, table tennis, music library](https://images.trvl-media.com/lodging/34000000/33560000/33560000/33559961/00b70dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee 9.8/10 Exceptional (112) "Great for a quick stay in the area to hit up the parks. Very clean and like the location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer L. CA $77 CA $278 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Orlando-Hotels-Superb-Townhouse-Newly-Renovated-15-Miles-To-Disney.h33559961.Hotel-Information) ![Townhome, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/120000000/119960000/119958800/119958706/388fc231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 3 Bedrooms | Outdoor dining](https://images.trvl-media.com/lodging/120000000/119960000/119958800/119958706/fc6fc784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 3 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/120000000/119960000/119958800/119958706/0f672041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 3 Bedrooms | Pool](https://images.trvl-media.com/lodging/120000000/119960000/119958800/119958706/499f053a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee CA $204 CA $698 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Orlando-Hotels-Terra-Verde-Resort-Townhome-W-Hottub-Near-Disney-3-Bedroom-Townhouse.h119958706.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120570000/120561000/120560901/19ef2802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120570000/120561000/120560901/bca57ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120570000/120561000/120560901/6ec18a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/121000000/120570000/120561000/120560901/d4711ad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Buena Ventura Lakes 8.8/10 Excellent (3) "Good location and communication. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas C. CA $129 CA $423 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Orlando-Hotels-Fully-Renovated-3-Bedroom-Townhome-Kissimmee-Close-To-Theme-Parks-And-Airport.h120560901.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/21000000/20520000/20515600/20515549/8a4e2f33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, foosball](https://images.trvl-media.com/lodging/21000000/20520000/20515600/20515549/7ed07440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, foosball](https://images.trvl-media.com/lodging/21000000/20520000/20515600/20515549/48f22d7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20520000/20515600/20515549/abcf2fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee 10/10 Exceptional (200) "Very nice and clean property. The host responded in a timely manner. Would definitely stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan J. CA $145 CA $518 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-JUST-RENOVATEDSpaciousCleanPrivate-True-South-PoolSpa5-Miles-To-Disney.h20515549.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/76000000/75190000/75185600/75185582/20c2cac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75190000/75185600/75185582/4c288183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/76000000/75190000/75185600/75185582/w905h682x60y1-083bfbfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75190000/75185600/75185582/546b8f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee 9.8/10 Exceptional (15) "The property was very clean and the host was extremely responsive to any needs. Would definitely reccomend to anyone looking for a place close to Disney and other attractions " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelly N. CA $145 CA $541 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Orlando-Hotels-GEORGIOUS-HOUSE-WITH-PRIVATE-HEATED-POOL.h75185582.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/45000000/44320000/44316800/44316760/97e3089b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/45000000/44320000/44316800/44316760/425671ea_edited_3722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44320000/44316800/44316760/c935954c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44320000/44316800/44316760/f8cdeb57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee 9.4/10 Exceptional (22) "House was big and roomy very clean and had everything we needed. Pool was a huge plus to jump in and take a swim after day at Disney Other amenities such as the pools and playgrounds was great with little ones Bed comfortable loved it will stay again soon I hope" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Becky F. CA $147 CA $639 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Orlando-Hotels-5-Bedrooms-4-Bathrooms-Champions-Gate.h44316760.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/103000000/102190000/102187900/102187898/2feb96e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102190000/102187900/102187898/75804cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102190000/102187900/102187898/b02cc0a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102190000/102187900/102187898/f67f2ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee 9.8/10 Exceptional (7) "Our stay was great , lose to everything we wanted to do." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nadine B. CA $101 CA $674 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Orlando-Hotels-Oasis-WHeated-PoolMarvel-Nemo-RoomsNear-Disney.h102187898.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73660000/73656500/73656416/950176f1_edited_61fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73660000/73656500/73656416/0893e89c_edited_ab3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/74000000/73660000/73656500/73656416/w1114h634x0y30-91267fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73660000/73656500/73656416/0c1ca630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee 10/10 Exceptional (5) "Had a wedding to attend and this accommodation was very appropriate for our stay! The host was kind, patient and very accommodating!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacey J. CA $133 CA $385 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Orlando-Hotels-HAPPY-PLACE-3.h73656416.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=2025-12-17&endDate=2025-12-18®ionId=7927&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_7927) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America®ionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America®ionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America®ionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America®ionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=CONDO) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America®ionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America®ionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America®ionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=CABIN) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America®ionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&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%2FKissimmee-Private-Vacation-Homes.d7927-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKissimmee-Private-Vacation-Homes.d7927-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Kissimmee Hotel Reviews ![Hilton Vacation Club Mystic Dunes Orlando](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "Great!" [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/ac7826b3_y.jpg) ### Holiday Inn Club Vacations at Orange Lake Resort by IHG 10/10 Excellent "very nice." [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Legacy Vacation Resorts - Kissimmee/Orlando](https://images.trvl-media.com/lodging/1000000/10000/5200/5106/70928791_y.jpg) ### Legacy Vacation Resorts - Kissimmee/Orlando 10/10 Excellent "The staff is super courteous and the place was clean. " [](https://expedia.ca/Orlando-Hotels-Legacy-Vacation-Resorts-Orlando.h5106.Hotel-Information) ![Margaritaville Resort Orlando](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg) ### Margaritaville Resort Orlando 10/10 Excellent "Super clean and just amazing. Will stay again." [](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Ramada by Wyndham Kissimmee Gateway](https://images.trvl-media.com/lodging/1000000/50000/40600/40513/b94616ba_y.jpg) ### Ramada by Wyndham Kissimmee Gateway 10/10 Excellent "Friendly staff, lots of fun things to do at the hotel " [](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Kissimmee-Gateway.h40513.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 "I have been going here for 4 years, great service and friendly staff. " [](https://expedia.ca/Orlando-Hotels-Comfort-Inn-Maingate.h430452.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 "We always stay at this resort when in the Orlando. It is kid centered and very comfy beds. They even have a free Disney shuttle service. You should definitely stay here. Starbucks in the property as well. " [](https://expedia.ca/Orlando-Hotels-Magic-Moment-Resort-And-Kids-Club.h13313558.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 "I had a good experience. Great place for families " [](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 "Best stay in orlando so far, very clean and modern hotel/resort" [](https://expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ## Price trends for Vacation Homes in Kissimmee | Less expensive | More expensive | This month | Next month | | --- | --- | --- | --- | | October | February | CA $203 | CA $185 | | Month | Price | | --- | --- | | January | CA $185 | | February | CA $211 | | March | CA $197 | | April | CA $193 | | May | CA $167 | | June | CA $197 | | July | CA $211 | | August | CA $167 | | September | CA $166 | | October | CA $151 | | November | CA $172 | | December | CA $203 | 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 Kissimmee. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Find out more about Kissimmee ## Kissimmee Vacation Homes information | Number of reviews | 2,640 | | --- | --- | | Accommodation | 16623 Vacation Homes | | Lowest Price | CA $245 | | Highest Price | CA $1,093 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - 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) - [Farmstay in Celebration](https://www.expedia.ca/Celebration-Agritourism.d602896-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Celebration](https://www.expedia.ca/Celebration-Apart-Hotels.d602896-aaApartHotels.Travel-Guide-Accommodation) - 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[Aparthotels in Osceola County](https://www.expedia.ca/Osceola-County-Apart-Hotels.d553248635083898062-aaApartHotels.Travel-Guide-Accommodation) - [Resorts in Osceola County](https://www.expedia.ca/Osceola-County-Resort-Hotels.d553248635083898062-aaResortHotels.Travel-Guide-Accommodation) - [Aparthotels in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Apart-Hotels.d9113-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Bed-And-Breakfast.d9113-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Guest-Houses.d9113-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Holiday-Parks.d9113-aaHolidayParks.Travel-Guide-Accommodation) - [Inns in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Inns.d9113-aaInns.Travel-Guide-Accommodation) - [Lodges in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Lodges.d9113-aaLodges.Travel-Guide-Accommodation) - [Motels in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Motels.d9113-aaMotels.Travel-Guide-Accommodation) - [Rv Parks in Pinellas Park](https://www.expedia.ca/Pinellas-Park-RV-Parks.d9113-aaRVParks.Travel-Guide-Accommodation) - [Riads in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Riads.d9113-aaRiads.Travel-Guide-Accommodation) - [Lodges in Polk City](https://www.expedia.ca/Polk-City-Lodges.d6154853-aaLodges.Travel-Guide-Accommodation) - [Riads in Polk City](https://www.expedia.ca/Polk-City-Riads.d6154853-aaRiads.Travel-Guide-Accommodation) - [B&B in Saint Cloud](https://www.expedia.ca/Saint-Cloud-Bed-And-Breakfast.d3000345124-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Saint Cloud](https://www.expedia.ca/Saint-Cloud-Guest-Houses.d3000345124-aaGuestHouses.Travel-Guide-Accommodation) - [Motels in Saint Cloud](https://www.expedia.ca/Saint-Cloud-Motels.d3000345124-aaMotels.Travel-Guide-Accommodation) - [Hotels near Walt Disney World® Resort](https://www.expedia.ca/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels) - [Flights to Orlando](https://www.expedia.ca/Cheap-Flights-To-Orlando.d178294.Travel-Guide-Flights) - [Flights from Buffalo (BUF) to Orlando (MCO)](https://www.expedia.ca/lp/flights/buf/mco/buffalo-to-orlando) - [Flights from Toronto (YYZ) to Orlando (MCO)](https://www.expedia.ca/lp/flights/yyz/mco/toronto-to-orlando) - [Visit Historic Downtown Kissimmee](https://www.expedia.ca/Orlando-Historic-Downtown-Kissimmee.dx800089) - [Walt Disney World® Resort](https://www.expedia.ca/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction) - [Rental cars Orlando Intl. airport](https://www.expedia.ca/Car-Rentals-In-Orlando-Intl.d5194573.Car-Rental-Guide) - [Thrifty Car Rental Rental Cars in Historic Downtown Kissimmee](https://www.expedia.ca/Thrifty-Car-Rental-Car-Rentals-In-Historic-Downtown-Kissimmee.d800089-c45.Car-Rental-Guide-Suppliers) - [Book Vacation Homes in Kissimmee on Expedia.com](https://www.expedia.com/Kissimmee-Private-Vacation-Homes.d7927-aaPrivateVacationHomes.Travel-Guide-Accommodation)