Title: Kissimmee Vacation Home Rentals from CA $91: 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) ![](https://images.trvl-media.com/place/7927/b63b8a82-d8e7-4936-9033-5b5daf0dfa65.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=7927&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) In two 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) In three months [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kissimmee vacation homes ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/fac106b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/c86d33c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/4a4db2cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/e3602b78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Berkley, Orlando [](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information) Kissimmee 9.6/10 Exceptional (2,075 reviews) "Always enjoy our stay here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $206 CA $247 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information) ![House](https://images.trvl-media.com/lodging/122000000/121400000/121391200/121391171/b1cd33aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/122000000/121400000/121391200/121391171/w2998h1688x2y0-373a2f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/122000000/121400000/121391200/121391171/w2998h1688x2y0-dda56b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/122000000/121400000/121391200/121391171/b69307a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay 3BR Family-friendly Stylish Retreat w Patio [](https://www.expedia.ca/Orlando-Hotels-Upstay-3BR-Family-Friendly-Stylish-Retreat-W-Patio.h121391171.Hotel-Information) Chatham Park CA $98 CA $353 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Orlando-Hotels-Upstay-3BR-Family-Friendly-Stylish-Retreat-W-Patio.h121391171.Hotel-Information) ![Indoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/124000000/123140000/123130400/123130365/95884a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123140000/123130400/123130365/2d3fd047.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/124000000/123140000/123130400/123130365/a8a626cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/124000000/123140000/123130400/123130365/202ece2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis [](https://www.expedia.ca/Orlando-Hotels-Bright-Cozy-Home-Near-Disney.h123130365.Hotel-Information) Lindfields CA $184 CA $460 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Orlando-Hotels-Bright-Cozy-Home-Near-Disney.h123130365.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 | Private kitchen](https://images.trvl-media.com/lodging/118000000/117040000/117038400/117038326/4830ad80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 4 Bedrooms](https://images.trvl-media.com/lodging/118000000/117040000/117038400/117038326/f37ddedd.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) ### Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse [](https://www.expedia.ca/Orlando-Hotels-Sunny-Paradise-Retreat-At-Paradise-Palms-By-Shine-Villas-4-Bedroom-Townhouse.h117038326.Hotel-Information) Kissimmee CA $127 CA $866 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Orlando-Hotels-Sunny-Paradise-Retreat-At-Paradise-Palms-By-Shine-Villas-4-Bedroom-Townhouse.h117038326.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975876/21627c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975876/0f45317c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975876/b40f4c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Private kitchen](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975876/6f11d9fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeview 6Br W/ Pool, Hot Tub & Near Theme Parks [](https://www.expedia.ca/Orlando-Hotels-Lakeview-6Br-W-Pool.h118975876.Hotel-Information) Lake Berkley CA $363 CA $1,028 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Orlando-Hotels-Lakeview-6Br-W-Pool.h118975876.Hotel-Information) ![Design House, 6 Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/4e2c3202.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/d679ca79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/961cc4df.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/cd29a526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FL- 1844 GOBI DR [](https://www.expedia.ca/Orlando-Hotels-FL-1844-GOBI-DR.h115464733.Hotel-Information) Kissimmee CA $196 CA $549 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Orlando-Hotels-FL-1844-GOBI-DR.h115464733.Hotel-Information) ![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | In-room dining](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/423e29e2.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/116000000/115470000/115464800/115464773/0ebbcd62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | Private kitchen](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/ed6e5ee2.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/116000000/115470000/115464800/115464773/86a84730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FL- 1904 Nice Ct [](https://www.expedia.ca/Orlando-Hotels-FL-1904-Nice-Ct.h115464773.Hotel-Information) Kissimmee CA $260 CA $704 total includes taxes & fees Feb 23 - Feb 24 [](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) ![TV, foosball, table tennis](https://images.trvl-media.com/lodging/41000000/40910000/40903200/40903120/5204c334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/41000000/40910000/40903200/40903120/6d12ea53.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) ### Enchanting Newly Renovated 1.5miles to Disney and Near Tons of Restaurants 760 [](https://www.expedia.ca/Orlando-Hotels-Enchanting-Newly-Renovated-15miles-To-Disney-And-Near-Tons-Of-Restaurants-760.h40903120.Hotel-Information) Kissimmee 9.0/10 Wonderful (46 reviews) "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 $82 CA $248 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Orlando-Hotels-Enchanting-Newly-Renovated-15miles-To-Disney-And-Near-Tons-Of-Restaurants-760.h40903120.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/12000000/11290000/11287200/11287159/baf6ec6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/12000000/11290000/11287200/11287159/8e66f138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/12000000/11290000/11287200/11287159/edce80c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11290000/11287200/11287159/dfd0fb85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maple Leaf Inn & Suites [](https://www.expedia.ca/Orlando-Hotels-Maple-Leaf-Inn-Suites.h11287159.Hotel-Information) Kissimmee 6.8/10 (69 reviews) "The room was clean and the staff was okay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shaneka CA $80 CA $91 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Orlando-Hotels-Maple-Leaf-Inn-Suites.h11287159.Hotel-Information) ![Private pool](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/9a3d3e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Townhome, 5 Bedrooms, Private Pool | In-room dining](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/148b51cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Townhome, 5 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/6871676d.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/76000000/75970000/75962100/75962058/25f449f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Formosa Valley Resort by UNE Homes [](https://www.expedia.ca/Orlando-Hotels-Formosa-Valley-Resort-By-UNE-Homes.h75962058.Hotel-Information) Kissimmee 9.4/10 Exceptional (203 reviews) "The house was beautiful! I loved that there is a bathroom in every room. The environment was clean and quiet. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kennysha CA $254 CA $724 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Orlando-Hotels-Formosa-Valley-Resort-By-UNE-Homes.h75962058.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33560000/33556700/33556679/62add1a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/34000000/33560000/33556700/33556679/0a1d0370.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) ![Bar (on property)](https://images.trvl-media.com/lodging/34000000/33560000/33556700/33556679/4fd696cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Incredible Fantasy World! Newly Renovated Near Disney with Amazing Amenities [](https://www.expedia.ca/Orlando-Hotels-Incredible-Fantasy-World-Newly-Renovated-Near-Disney-With-Amazing-Amenities.h33556679.Hotel-Information) Kissimmee 9.6/10 Exceptional (72 reviews) "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 $121 CA $364 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Orlando-Hotels-Incredible-Fantasy-World-Newly-Renovated-Near-Disney-With-Amazing-Amenities.h33556679.Hotel-Information) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101826/d1cb0625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101826/854c8edc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101826/9465c14c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101826/w2975h2251x25y0-68a42b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super Blue- Sleeps 24 w Pool Movie Loft [](https://www.expedia.ca/Orlando-Hotels-Super-Blue-Sleeps-24-W-Pool-Movie-Loft.h120101826.Hotel-Information) Kissimmee CA $206 CA $816 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Orlando-Hotels-Super-Blue-Sleeps-24-W-Pool-Movie-Loft.h120101826.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/77000000/76260000/76257800/76257777/1453d579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/77000000/76260000/76257800/76257777/44f8bd72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Private kitchen](https://images.trvl-media.com/lodging/77000000/76260000/76257800/76257777/c34537a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | In-room dining](https://images.trvl-media.com/lodging/77000000/76260000/76257800/76257777/1a184135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Murano Mews [](https://www.expedia.ca/Orlando-Hotels-Murano-Mews.h76257777.Hotel-Information) Kissimmee CA $358 CA $952 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Orlando-Hotels-Murano-Mews.h76257777.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106820000/106814100/106814054/e6b47261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106820000/106814100/106814054/b64f02d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106820000/106814100/106814054/c334a1a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106820000/106814100/106814054/4b68fa23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4BR Villa with Free Heated Pool & Grill • Near Disney [](https://www.expedia.ca/Orlando-Hotels-4BR-Villa-W-Pool-Grill-Disney-Nearby-Encanto.h106814054.Hotel-Information) Indian Point 10/10 Exceptional (9 reviews) "Rented the property for 3 days and had an amazing time.Jacuzzi gets warm really quick! The host stayed in contact the whole time and made sure I got the most out of my stay. Will be booking again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clin'Tavia M. CA $183 CA $582 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Orlando-Hotels-4BR-Villa-W-Pool-Grill-Disney-Nearby-Encanto.h106814054.Hotel-Information) ![House | Living area](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975854/bf990da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975854/fa0a2b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975854/4a9f5fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Living area](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975854/5ee59e64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunny Private Pool & Spa & Fenced Yard. Nr Parks [](https://www.expedia.ca/Orlando-Hotels-Sunny-Private-Pool-Spa-Fenced-Yard-Nr-Parks.h118975854.Hotel-Information) Indian Point CA $300 CA $852 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Orlando-Hotels-Sunny-Private-Pool-Spa-Fenced-Yard-Nr-Parks.h118975854.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) ![Smart TV](https://images.trvl-media.com/lodging/103000000/102190000/102187900/102187898/36755ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102190000/102187900/102187898/e6e0673b.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) ### BBQ\~Oasis w/Heated Pool\~Marvel &Nemo rooms\~Near Disney [](https://www.expedia.ca/Orlando-Hotels-Oasis-WHeated-PoolMarvel-Nemo-RoomsNear-Disney.h102187898.Hotel-Information) Kissimmee 9.8/10 Exceptional (7 reviews) "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 $93 CA $652 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Orlando-Hotels-Oasis-WHeated-PoolMarvel-Nemo-RoomsNear-Disney.h102187898.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/83000000/82690000/82686900/82686858/38b8e4a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Pool Access, Pool View (Zay & Zac's Shake Shack)](https://images.trvl-media.com/lodging/83000000/82690000/82686900/82686858/81f898ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/83000000/82690000/82686900/82686858/3ee44f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/83000000/82690000/82686900/82686858/aa859bc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shake Shack Heated Pool & Hot Tub [](https://www.expedia.ca/Orlando-Hotels-Zay-Zacs-Shake-Shack.h82686858.Hotel-Information) Kissimmee 10/10 Exceptional (1 review) "We had a great time. The location was amazing and the convenience of a home is unmeasurable. Cheers! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith [](https://www.expedia.ca/Orlando-Hotels-Zay-Zacs-Shake-Shack.h82686858.Hotel-Information) ![Deluxe Condo, Garden View](https://images.trvl-media.com/lodging/122000000/121840000/121839300/121839234/c7f2d5b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121840000/121839300/121839234/3f752ff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Condo, Garden View](https://images.trvl-media.com/lodging/122000000/121840000/121839300/121839234/92b41c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 outdoor pools](https://images.trvl-media.com/lodging/122000000/121840000/121839300/121839234/7a9f7fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heaven On Earth Private Home [](https://www.expedia.ca/Orlando-Hotels-Heaven-On-Earth-Private-Home.h121839234.Hotel-Information) Reunion CA $291 CA $542 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Orlando-Hotels-Heaven-On-Earth-Private-Home.h121839234.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/77000000/76150000/76144900/76144854/62c93a93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Living area](https://images.trvl-media.com/lodging/77000000/76150000/76144900/76144854/b47830da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/77000000/76150000/76144900/76144854/8a77ba7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76150000/76144900/76144854/dcb9b616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Florida Breeze [](https://www.expedia.ca/Orlando-Hotels-Florida-Breeze.h76144854.Hotel-Information) Bellavida CA $363 CA $927 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Orlando-Hotels-Florida-Breeze.h76144854.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105950000/105946700/105946644/w1284h716x0y3-6b6c5b1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105950000/105946700/105946644/43c15574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/106000000/105950000/105946700/105946644/w1284h719x0y3-54117014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105950000/105946700/105946644/ce360234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney Themed Single Family Home, Private Pool, 15 Mins From Disney & Sleeps 10 [](https://www.expedia.ca/Orlando-Hotels-Disney-Themed-Single-Family-Home.h105946644.Hotel-Information) Lake Berkley 9.6/10 Exceptional (14 reviews) "Perfect little weekend getaway. Clean home, nice pool, fun game room!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marisol O. CA $145 CA $577 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Orlando-Hotels-Disney-Themed-Single-Family-Home.h105946644.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=2026-02-15&endDate=2026-02-16®ionId=7927&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style 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=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&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=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&lodging=VILLA) 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=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&lodging=APART_HOTEL) 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=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&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=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&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=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&lodging=COTTAGE) Residences [](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=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&lodging=RESIDENCE) 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=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&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=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&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 ![Ramada by Wyndham Hotel & Water Park](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/18b2638a_y.jpg) ### Ramada by Wyndham Hotel & Water Park 10/10 Excellent "Yes,pleasant " [](https://expedia.ca/Orlando-Hotels-Flamingo-Waterpark-Resort.h3858.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 "Clean room, liked the balcony. Breakfast was 10/10 lots of options. My family and I also enjoyed the amenities. Overall great stay. There’s a resort fee at the hotel so be mindful about that when checking in." [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Orlando-SW-Celebration-Area.h7855.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 "It was excelent for my one night stay in Orlando. Everything was clean. The staff is professional and friendly. Worth the price. " [](https://expedia.ca/Orlando-Hotels-Magic-Moment-Resort-And-Kids-Club.h13313558.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 "Always clean and updated - great amenities and ataff" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![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 "Rooms needs updates" [](https://expedia.ca/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.Hotel-Information) ![Margaritaville Resort Orlando](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg) ### Margaritaville Resort Orlando 10/10 Excellent "Thr room was spotless and the staff were amazing " [](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.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 room was spacious and clean. The cleaning staff were courteous and friendly." [](https://expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.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 "Checking with fast and easy, room was clean and spacious. " [](https://expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information) ![Silver Lake Resort](https://images.trvl-media.com/lodging/1000000/20000/14600/14518/f53cedc1_y.jpg) ### Silver Lake Resort 10/10 Excellent "Staff was friendly, rooms were clean and spacious. Good location." [](https://expedia.ca/Orlando-Hotels-Silver-Lake-Resort.h14518.Hotel-Information) ## Price trends for Vacation Homes in Kissimmee | Less expensive | More expensive | This month | Next month | | -------------- | -------------- | ---------- | ---------- | | October | July | CA $214 | CA $203 | | Month | Price | | --------- | ------- | | January | CA $171 | | February | CA $214 | | March | CA $203 | | April | CA $181 | | May | CA $170 | | June | CA $203 | | July | CA $217 | | August | CA $179 | | September | CA $171 | | October | CA $152 | | November | CA $171 | | December | CA $200 | 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 | 2,482 | | ----------------- | -------------------- | | Accommodation | 16373 Vacation Homes | | Lowest Price | CA $91 | | Highest Price | CA $1,028 | ## 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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