Title: Kissimmee Vacation Rentals from CA $140: Short-Term Rentals for 2025 | Expedia.ca [Kissimmee Travel Guide](https://expedia.ca/Kissimmee.dx7927)[Hotels in Kissimmee](https://expedia.ca/Kissimmee-Hotels.d7927.Travel-Guide-Hotels)[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) ![](https://mediaim.expedia.com/destination/9/24863415f3d3a03c9b4b44b7b1e8706e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Kissimmee Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Kissimmee ![Aerial view](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/63e7fb0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hiking](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/9e1fc450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/259ef4b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Village at Parkway Kissimmee 8.6/10 Excellent (2941) "Really relaxing customer service was extremely nice room was really nice " CA $134 CA $176 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/23050871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/f3c73455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/8bc597c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Cottage, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/09444671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaritaville Cottages Orlando with H2O Waterpark by Rentyl Kissimmee 8.8/10 Excellent (1645) "Great place to stay." [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando-Cottages-By-Rentyl.h27548551.Hotel-Information) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/460000/456400/456398/d804678d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/456400/456398/385d2d1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/456400/456398/11b825bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry](https://images.trvl-media.com/lodging/1000000/460000/456400/456398/c43e187f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Cypress Palms Kissimmee 9.0/10 Wonderful (1816) "Nice place to stay" [](https://www.expedia.ca/Orlando-Hotels-Club-Wyndham-Cypress-Palms.h456398.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/93c8e502.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) ![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) ### The Berkley, Orlando Kissimmee 9.6/10 Exceptional (1932) "Great stay!" CA $158 CA $194 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/45af642e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/cbe2f6c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/0666884a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![ONE BEDROOM GRANDE SUITE | Private kitchen](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/e96914e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reunion Resort & Golf Club Reunion 8.8/10 Excellent (1409) "amazing place for families" [](https://www.expedia.ca/Orlando-Hotels-Reunion-Resort-Golf-Club.h992499.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/1c94ee7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/cab10b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/71d234b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/c7aa84cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Regal Oaks Resort Vacation Townhomes by IDILIQ Kissimmee 8.4/10 Very good (2984) "Loved the location of the property and that the property was gated" CA $131 CA $424 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Orlando-Hotels-CLC-Regal-Oaks-Resort-Vacation-Townhomes.h1838783.Hotel-Information) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/2fcd2016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/8a7bab70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/b0f8f739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Townhome, 4 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/623713dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Encantada Resort Vacation Townhomes by IDILIQ Kissimmee 8.6/10 Excellent (1385) "The unit was great for our large group of people. The only issue was some cheaply made furniture that seemed very wobbly. " CA $118 CA $409 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Orlando-Hotels-CLC-Encantada-Resort-Vacation-Townhomes.h4651255.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/a02b501f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/ac8705f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/03a0f746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Quadruple Room, 2 Double Beds, Non Smoking, Private Bathroom](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/dfa94e76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magical Dreams Kissimmee 10/10 Exceptional (1) "estaba algo caliente pero nos contactamos con los encargados y nos solucionaron el problema " CA $95 CA $203 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Orlando-Hotels-Magical-Dreams.h118679692.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/a1409b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/45eee6a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/5681a60b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/79f73889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barefoot'n Resort Kissimmee Orlando Kissimmee 9.0/10 Wonderful (146) "Loved being able to walk across the street to Old Town. Large space and a great price. " CA $127 CA $162 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Orlando-Hotels-Barefootn-Resort.h111401427.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/10000000/9050000/9046300/9046290/8e0b9435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/10000000/9050000/9046300/9046290/02d9bf29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Villa, 3 Bedrooms, Non Smoking, Pool View (2 Floors)](https://images.trvl-media.com/lodging/10000000/9050000/9046300/9046290/aac68c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/10000000/9050000/9046300/9046290/6aa77251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magic Village Yards, Trademark Collection by Wyndham Kissimmee 9.2/10 Wonderful (1146) "Spacious accommodations near Disney, with some amenities. " [](https://www.expedia.ca/Orlando-Hotels-Magic-Village-Yards.h9046290.Hotel-Information) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/e16e48fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, aromatherapy, hot stone massages, body wraps](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/a7550847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/18e7f569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Condo, 1 Bedroom](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/d7b74bef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Star Island Kissimmee 8.2/10 Very good (438) "The rooms were very clean & equipped with every little item we were going to need in the kitchen/bedrooms/bedrooms. We also had washer/dryer to leave with clean clothes from our stay. I will definitely recommend this place for a family/friend getaway. " [](https://www.expedia.ca/Orlando-Hotels-Club-Wyndham-Star-Island.h15835606.Hotel-Information) ![Dock](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/6af08a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/aead982c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/15a7f110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/8b42a824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Lake Resort Kissimmee 9.2/10 Wonderful (141) "Amber was great we had a ball definitely coming back resort was beautiful " [](https://www.expedia.ca/Orlando-Hotels-The-Grand-Lake-Resort.h37613141.Hotel-Information) ![Dock](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/f1fc2176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/4a5f5c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/04ace0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/ec893e47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barefoot Suites Kissimmee 9.0/10 Wonderful (1772) "Much better than the last stay there!" CA $107 CA $140 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Orlando-Hotels-Barefoot-Suites.h5287768.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119160000/119157700/119157665/2f31bffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![36-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/120000000/119160000/119157700/119157665/dcf506fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/120000000/119160000/119157700/119157665/f18d1fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119160000/119157700/119157665/f9db5691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enchanted Fantasy Kissimmee CA $82 CA $189 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Orlando-Hotels-Enchanted-Fantasy.h119157665.Hotel-Information) ![Lake view](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/cacc5dfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/1f6424a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/7e68d8eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/68ec9286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lifetime of Vacations Resort Kissimmee 9.4/10 Exceptional (147) "Quiet place " [](https://www.expedia.ca/Orlando-Hotels-Lifetime-Of-Vacations-Resort.h1068972.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 | Living area](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/85d76152.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, 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) ### Formosa Valley Resort by UNE Homes Kissimmee 9.4/10 Exceptional (170) "Great stay" CA $190 CA $661 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Orlando-Hotels-Formosa-Valley-Resort-By-UNE-Homes.h75962058.Hotel-Information) ![TV, foosball, stereo](https://images.trvl-media.com/lodging/27000000/26650000/26649700/26649687/ff6c8277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/27000000/26650000/26649700/26649687/9d5cd858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/27000000/26650000/26649700/26649687/d4bd7f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26650000/26649700/26649687/12a5b5f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Luxury Villa with Everything Kissimmee 9.8/10 Exceptional (439) "It was a great stay. The house was clean and close to everything." [](https://www.expedia.ca/Orlando-Hotels-Modern-Luxury-Villa-With-Everything-In-Storey-Lake.h26649687.Hotel-Information) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118330000/118327500/118327483/e4cafe3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/119000000/118330000/118327500/118327483/b1aa69f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118330000/118327500/118327483/e95c7746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/119000000/118330000/118327500/118327483/02b1d5c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enchanted Dreams Kissimmee 8.0/10 Very good (4) "Clean, comfortable home. Everything was excellent from the security to amenities. I will book again, share with friends and family. " CA $95 CA $203 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Orlando-Hotels-Enchanted-Dreams.h118327483.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/94000000/93560000/93555400/93555371/f9d0a9e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93560000/93555400/93555371/e8162f7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/94000000/93560000/93555400/93555371/14c3b546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93560000/93555400/93555371/a40a4618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Bowling Villa, Lake Views, 14 Bdr/14bath, close to Disney, Sleeps 38 Kissimmee 10/10 Exceptional (27) "This house is spectacular! Parmi is a wonderful host. Will definitely stay here again. My family really enjoyed the house and all the amenities. It was relaxing and the house was clean! Everyone was comfortable. " [](https://www.expedia.ca/Orlando-Hotels-Spacious-Bowling-Villa.h93555371.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/42000000/41900000/41898100/41898043/59585f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41900000/41898100/41898043/4655c996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, foosball, stereo](https://images.trvl-media.com/lodging/42000000/41900000/41898100/41898043/2724dcb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/42000000/41900000/41898100/41898043/2de67906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glam Villa Near the Parks w Gamer & Princess BRs, Huge Theater, Arcade, Spa Pool Kissimmee 9.6/10 Exceptional (48) "The home was perfect for our family trip to Disney! Its conveniently located near all of the FUN!! Great place to stay! I would definitely stay here again!" [](https://www.expedia.ca/Orlando-Hotels-Glam-Villa-Near-The-Parks-W-Gamer-Princess-BRs.h41898043.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=2025-10-20&endDate=2025-10-21®ionId=7927&adults=2&sort=RECOMMENDED&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%2FKissimmee-Vacation-Rentals.d7927.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKissimmee-Vacation-Rentals.d7927.Travel-Guide-VacationRentals) ## Top Kissimmee Hotel Reviews ![Parkway International Resort](//images.trvl-media.com/lodging/1000000/700000/692700/692651/fd297cb8_y.jpg) ### Parkway International Resort 10/10 Excellent "Friendly staff Confort stay Great location" [](https://expedia.ca/Orlando-Hotels-Parkway-International-Resort.h692651.Hotel-Information) ![Margaritaville Resort Orlando with H2O Waterpark](//images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg) ### Margaritaville Resort Orlando with H2O Waterpark 10/10 Excellent "Always a pleasure to stay on this property " [](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Galleria Palms Hotel](//images.trvl-media.com/lodging/1000000/90000/84700/84682/47b4a2b7_y.jpg) ### Galleria Palms Hotel 10/10 Excellent "Very nice and professional staff. We arrived in the late afternoon and were offered cookies while checking in. The lobby and outside area were clean and our 2 qn room was spacious and clean. Housekeeping came by to offer us towels on the second day since they do not do daily cleaning. We would stay here again. " [](https://expedia.ca/Orlando-Hotels-Galleria-Palms-Hotel.h84682.Hotel-Information) ![Delta Hotels by Marriott Orlando Celebration](//images.trvl-media.com/lodging/1000000/10000/300/256/w4000h2663x0y0-bece67c9_y.jpg) ### Delta Hotels by Marriott Orlando Celebration 10/10 Excellent "We had a wonderful stay! Was very pleasant, with fabulous facilities and excellent service. Everything was clean, comfortable, and beautifully designed. Highly recommended!" [](https://expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](//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 "Amazing property has many different activities and areas to enjoy. The room was great and staff checked up on you would definitely go back !" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Hilton Vacation Club Mystic Dunes Orlando](//images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "Family friendly " [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Gaylord Palms Resort & Convention Center](//images.trvl-media.com/lodging/1000000/810000/807800/807800/25f2d8a1_y.jpg) ### Gaylord Palms Resort & Convention Center 10/10 Excellent "Nice weekend getaway with the family. Enjoyed the day at the pool and walked around the resort. Only complaint was that the surfing attraction and kiddie playground were under renovation during the time of our visit. Definitely recommend to couples wanting a weekend getaway with or without the kids!" [](https://expedia.ca/Orlando-Hotels-Gaylord-Palms-Resort-Convention-Center.h807800.Hotel-Information) ![Magic Moment Resort and Kids Club](//images.trvl-media.com/lodging/14000000/13320000/13313600/13313558/8a4be397_y.jpg) ### Magic Moment Resort and Kids Club 10/10 Excellent "My grandson enjoyed the facility very much! My kudos to the staff! Every single one that I interacted with were absolutely friendly and enjoyable! And must say: Housekeeping staff go above and beyond! Thank you all! Definitely visiting again." [](https://expedia.ca/Orlando-Hotels-Magic-Moment-Resort-And-Kids-Club.h13313558.Hotel-Information) ![Comfort Suites Maingate East](//images.trvl-media.com/lodging/1000000/470000/460500/460421/98d8f1fc_y.jpg) ### Comfort Suites Maingate East 10/10 Excellent "Old town right next hotel, disney 10min drive perfect for what we needed. Outside pool and bar great. Slight smell but nothing that bothered us more due to damp heat in the air. Breakfast basic " [](https://expedia.ca/Orlando-Hotels-Comfort-Suites-Maingate-East.h460421.Hotel-Information) ## Price trends for vacation rentals in Kissimmee | Less expensive | More expensive | This month | Next month | | --- | --- | --- | --- | | September | February | CA $151 | CA $153 | | Month | Price | | --- | --- | | January | CA $172 | | February | CA $200 | | March | CA $194 | | April | CA $165 | | May | CA $159 | | June | CA $160 | | July | CA $164 | | August | CA $162 | | September | CA $141 | | October | CA $151 | | November | CA $153 | | December | CA $195 | 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 rentals in Kissimmee. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Find out more about Kissimmee **Everything you need to know about** **Kissimmee** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kissimmee vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kissimmee vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Kissimmee vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Kissimmee. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kissimmee vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kissimmee vacation rentals we have selected for you start as low as CA $140 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Kissimmee rentals** At Expedia, we put the best Kissimmee vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Kissimmee rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kissimmee vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kissimmee. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Kissimmee ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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[Vacation Homes in Kissimmee](https://expedia.ca/Kissimmee-Private-Vacation-Homes.d7927-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Villas in Kissimmee](https://expedia.ca/Kissimmee-Villas.d7927-aaVillas.Travel-Guide-Accommodation) - [Condo Rentals in Kissimmee](https://expedia.ca/Kissimmee-Condos.d7927-aaCondos.Travel-Guide-Accommodation) - [Apartments in Kissimmee](https://expedia.ca/Kissimmee-Apartments.d7927-aaApartments.Travel-Guide-Accommodation) - [Cottages in Kissimmee](https://expedia.ca/Kissimmee-Cottages.d7927-aaCottages.Travel-Guide-Accommodation) - [Resorts in Kissimmee](https://expedia.ca/Kissimmee-Resort-Hotels.d7927-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Kissimmee](https://expedia.ca/Kissimmee-Townhomes.d7927-aaTownhomes.Travel-Guide-Accommodation) - [Aparthotels in Kissimmee](https://expedia.ca/Kissimmee-Apart-Hotels.d7927-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Kissimmee](https://expedia.ca/Kissimmee-Guest-Houses.d7927-aaGuestHouses.Travel-Guide-Accommodation) - [Motels in Kissimmee](https://expedia.ca/Kissimmee-Motels.d7927-aaMotels.Travel-Guide-Accommodation) - [Residences in Kissimmee](https://expedia.ca/Kissimmee-Residences.d7927-aaResidences.Travel-Guide-Accommodation) - [B&B in Kissimmee](https://expedia.ca/Kissimmee-Bed-And-Breakfast.d7927-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Resorts in Kissimmee](https://expedia.ca/Kissimmee-Condominium-Resort.d7927-aaCondominiumResort.Travel-Guide-Accommodation) - [Farmstay in Kissimmee](https://expedia.ca/Kissimmee-Agritourism.d7927-aaAgritourism.Travel-Guide-Accommodation) - [Chalets in Kissimmee](https://expedia.ca/Kissimmee-Chalets.d7927-aaChalets.Travel-Guide-Accommodation) - [Cabin Rentals in Kissimmee](https://expedia.ca/Kissimmee-Cabins.d7927-aaCabins.Travel-Guide-Accommodation) - [RV Parks in Kissimmee](https://expedia.ca/Kissimmee-RV-Parks.d7927-aaRVParks.Travel-Guide-Accommodation) - [Castles in Kissimmee](https://expedia.ca/Kissimmee-Castles.d7927-aaCastles.Travel-Guide-Accommodation) - [Houseboats in Kissimmee](https://expedia.ca/Kissimmee-Houseboats.d7927-aaHouseboats.Travel-Guide-Accommodation) - [Lodges in Kissimmee](https://expedia.ca/Kissimmee-Lodges.d7927-aaLodges.Travel-Guide-Accommodation) - [Riads in Kissimmee](https://expedia.ca/Kissimmee-Riads.d7927-aaRiads.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find vacation rentals in Kissimmee? > Yes, we have vacation rentals in Kissimmee close to Disney's Animal Kingdom® Theme Park, or you can select a secluded option if you'd like a relaxing place to stay. Tourists who visit Kissimmee like the fun-filled theme parks and lively festivals. The array of shops and renowned opera are some other things you might want to check out while you're here. ### What's the top vacation rental that Kissimmee has to offer? > [The Berkley, Orlando](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information): This Kissimmee vacation home rental offers a furnished patio, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave, and a coffee maker. You can relax into your vacation with an arcade game room and a hot tub. Other favorite homes for rent in Kissimmee are [Formosa Valley Resort by UNE Homes](https://www.expedia.ca/Orlando-Hotels-Formosa-Valley-Resort-By-UNE-Homes.h75962058.Hotel-Information) and [Glam Villa Near the Parks w Gamer & Princess BRs, Huge Theater, Arcade, Spa Pool](https://www.expedia.ca/Orlando-Hotels-Glam-Villa-Near-The-Parks-W-Gamer-Princess-BRs.h41898043.Hotel-Information). ### How many vacation rentals are there in Kissimmee? > Choose from 15208 Expedia vacation rentals in Kissimmee for a memorable vacation. ### What can I see and do in Kissimmee? > Disney's Animal Kingdom® Theme Park and Walt Disney World® Resort are a couple of family-friendly sights, whereas cultural attractions include Medieval Times and Osceola County Welcome Center and History Museum. Other popular places to visit in the area include Old Town and Disney Springs™. ### What are vacation rentals like in Kissimmee? > Vacation rentals are privately owned properties you can book for several days or more in Kissimmee. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip. ### Expedia's Latest Trends Hotels - [Hotels in Clearwater](https://expedia.ca/Clearwater-Hotels.d6033.Travel-Guide-Hotels) - [Hotels in Miami Beach](https://expedia.ca/Miami-Beach-Hotels.d8833.Travel-Guide-Hotels) - [Hotels in Clearwater Beach](https://expedia.ca/Clearwater-Beach-Hotels.d10759.Travel-Guide-Hotels) - [Hollywood Oceanfront Hotels](https://expedia.ca/Hollywood-Hotels-Oceanfront-Hotels.0-0-d6076-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Hotels in Lake Buena Vista](https://expedia.ca/Lake-Buena-Vista-Hotels.d10870.Travel-Guide-Hotels) - [Hotels in Celebration](https://expedia.ca/Celebration-Hotels.d602896.Travel-Guide-Hotels) - [Hotels in Winter Park](https://expedia.ca/Winter-Park-Hotels.d7902.Travel-Guide-Hotels) - [Hotels in Dunedin](https://expedia.ca/Dunedin-Hotels.d7932.Travel-Guide-Hotels) - [Hotels in Sunny Isles Beach](https://expedia.ca/Sunny-Isles-Beach-Hotels.d10405.Travel-Guide-Hotels) - [Pompano Beach Oceanfront Hotels](https://expedia.ca/Pompano-Beach-Hotels-Oceanfront-Hotels.0-0-d9459-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Hotels in St. Pete Beach](https://expedia.ca/St-Pete-Beach-Hotels.d9802.Travel-Guide-Hotels) - [Hotels in Treasure Island](https://expedia.ca/Treasure-Island-Hotels.d7329.Travel-Guide-Hotels) - [Hotels in Lauderdale-by-the-Sea](https://expedia.ca/Lauderdale-By-The-Sea-Hotels.d10652.Travel-Guide-Hotels) - [Hotels in Hollywood](https://expedia.ca/Hollywood-Hotels.d6076.Travel-Guide-Hotels) Flights - [Flights to Sunrise](https://expedia.ca/Cheap-Flights-To-Sunrise.d10772.Travel-Guide-Flights) - [Flights to Dunedin](https://expedia.ca/Cheap-Flights-To-Dunedin.d7932.Travel-Guide-Flights) - [Flights to Clearwater Beach](https://expedia.ca/Cheap-Flights-To-Clearwater-Beach.d10759.Travel-Guide-Flights) Cars - [Car rentals in Lake Buena Vista](https://expedia.ca/Car-Rentals-In-Lake-Buena-Vista.d10870.Car-Rental-Guide) Activities - [Things to do in Celebration](https://expedia.ca/Things-To-Do-In-Celebration.d602896.Travel-Guide-Activities) - [Things to do in Lake Buena Vista](https://expedia.ca/Things-To-Do-In-Lake-Buena-Vista.d10870.Travel-Guide-Activities) - [Things to do in Miami Beach](https://expedia.ca/Things-To-Do-In-Miami-Beach.d8833.Travel-Guide-Activities) - [Things to do in Clearwater](https://expedia.ca/Things-To-Do-In-Clearwater.d6033.Travel-Guide-Activities) Packages - [Aventura Vacations](https://expedia.ca/Aventura.d7176.Destination-Travel-Guides) - [Miami Beach Vacations](https://expedia.ca/Miami-Beach.d8833.Destination-Travel-Guides) - [Clearwater Beach Vacations](https://expedia.ca/Clearwater-Beach.d10759.Destination-Travel-Guides) - [Lake Buena Vista Vacations](https://expedia.ca/Lake-Buena-Vista.d10870.Destination-Travel-Guides) Vacation Rentals - [Lake Buena Vista Rentals](https://expedia.ca/Lake-Buena-Vista-Vacation-Rentals.d10870.Travel-Guide-VacationRentals) - [Clearwater Beach Rentals](https://expedia.ca/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals) General - [Visit Altamonte Springs](https://expedia.ca/Altamonte-Springs.dx5965) - [Visit Celebration](https://expedia.ca/Celebration.dx602896) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)