Title: 5 Stars Hotels in Kissimmee, Orlando from CA $216 - Find Cheap Kissimmee Hotels With 5 Stars | 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) ![](https://mediaim.expedia.com/destination/9/24863415f3d3a03c9b4b44b7b1e8706e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Kissimmee, Orlando from CA $216 ### Change your mind Book hotels with free cancellation ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ### Be picky Search almost a million properties worldwide ## Check availability on Kissimmee 5 Star Hotels Tonight [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-10-06&endDate=2025-10-07&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-10-07&endDate=2025-10-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kissimmee 5 Star Hotels ![Outdoor pool, open 9:00 AM to 6:00 PM, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/71000000/70110000/70100300/70100240/b0dc020b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/71000000/70110000/70100300/70100240/7affaeb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70110000/70100300/70100240/3ab1a639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch flat-screen TV with digital channels, TV, iPod dock](https://images.trvl-media.com/lodging/71000000/70110000/70100300/70100240/cecf19cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ette hotel Kissimmee 9.8/10 Exceptional (344) "Marcus was a wonderful hotel host, as were all of the restaurant staff." CA $339 CA $385 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-Ette-Hotel.h70100240.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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/0666884a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/d90205e4.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) ![Outdoor pool, a heated pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/97f0e69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/03516956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, 5 Bedrooms, Private Pool (Westside)](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/dd0febbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite House, 6 Bedrooms, Private Pool (Westside) | Living area](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/27999263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Encore Resort and Water Park at Reunion by Rentyl Kissimmee 8.4/10 Very good (1002) "Great stay!" CA $254 CA $891 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Orlando-Hotels-Encore-Resort-At-Reunion.h15190527.Hotel-Information) ![2 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/3c13b724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Living area](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/aa804402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/a1b00489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Private kitchen](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/e1bdf2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131 Kissimmee 10/10 Exceptional (4) "It was a clean and nice " [](https://www.expedia.ca/Orlando-Hotels-204-3131-Storey-Lake-Resort-2Bd-7G-106454.h84149201.Hotel-Information) ![Townhome, 4 Bedrooms | Private pool](https://images.trvl-media.com/lodging/51000000/50700000/50699000/50698993/940c608b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 4 Bedrooms | In-room dining](https://images.trvl-media.com/lodging/51000000/50700000/50699000/50698993/e0fdae0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 4 Bedrooms](https://images.trvl-media.com/lodging/51000000/50700000/50699000/50698993/59583b09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 4 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/51000000/50700000/50699000/50698993/e5237c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 4 Bedroom w/ Pool Close to Disney 4836 Kissimmee 9.4/10 Exceptional (12) "Super clean and confortable. " [](https://www.expedia.ca/Orlando-Hotels-4836-Storey-Lake-Resort-77279-77290.h50698993.Hotel-Information) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852267/2638343b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852267/91e5421d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852267/bca7e09e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852267/f3771ce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing 4Bd Screened Pool Close to Disney 4572 Bellavida 9.6/10 Exceptional (4) "The dryer didnt work and No Highchair , also never received my tickets to Water park with Lazy pool ticket. Other than that My Family enjoyed Everything. Pool is a Plus " [](https://www.expedia.ca/Orlando-Hotels-Amazing-4Bd-Screened-Pool-Close-To-Disney-4572.h95852267.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/114000000/113970000/113960600/113960528/2611208e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-golf](https://images.trvl-media.com/lodging/114000000/113970000/113960600/113960528/7341dc11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Townhome | Private kitchen](https://images.trvl-media.com/lodging/114000000/113970000/113960600/113960528/ede32100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Townhome | Living area](https://images.trvl-media.com/lodging/114000000/113970000/113960600/113960528/62676bea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 4Bd With Pool At Storey Lake Resort 4821 Kissimmee 7.4/10 Good (3) "They ripp you off with the cleaning and ma" [](https://www.expedia.ca/Orlando-Hotels-Stunning-4Bd-With-Pool-At-Storey-Lake-Resort-4821.h113960528.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852306/84c22bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![60-inch Smart TV with cable channels, Netflix, Hulu](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852306/85eb79c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852306/2e78c009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852306/f85318e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 5 Bd w/ Pool Close to Disney @ Windsor Westside 2015 Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Stunning-5-Bd-W-Pool-Close-To-Disney-Windsor-Westside-2015.h95852306.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472210/e02d0034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472210/e2cd0612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, 2 Bedrooms, Pool Access | Living area](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472210/1558e3a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, 2 Bedrooms, Pool Access | Private kitchen](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472210/e863b9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms Kissimmee 8.0/10 Very good (16) "Great stay" [](https://www.expedia.ca/Orlando-Hotels-Free-Water-Park-Luxury-2BR-10-Minutes-To-Disney.h44472210.Hotel-Information) ![Luxury Villa, Multiple Bedrooms, Private Pool | Courtyard view](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472202/7afe3edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, Multiple Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472202/b27e11d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, Multiple Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472202/66519d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, Multiple Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472202/27e9c593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7 Bedroom Villa, Private Pool, Resort Amenities Kissimmee 9.0/10 Wonderful (15) "Beautiful and the family loved it 😍! Close to Disney, excellent for large families" [](https://www.expedia.ca/Orlando-Hotels-Themed-Luxury-Villa-DISNEY-WORLD.h44472202.Hotel-Information) ![Exclusive House | Private pool](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/85d652c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House | Private kitchen](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/df671427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/9cabd925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/ee59332d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629 Kissimmee 8.8/10 Excellent (3) "Nice " [](https://www.expedia.ca/Orlando-Hotels-Marvelous-5Bd-W-Pool-Close-To-Disney-Storey-Lake-2629.h95852295.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964065/b1594aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964065/66a57a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![60-inch Smart TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964065/9aecbe78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964065/6d435308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 2 Bedroom Apartment Close to Disney 305 3191 Kissimmee 9.0/10 Wonderful (6) "Great location, beautiful spacious apartment, comfortable beds/space. It was well appointed with kitchen items, bathroom, and laundry. The apartment floors were a little dirty and there really needed to be a fan in the 2nd bedroom. It was pretty stuffy in there with the thermometer limited to 72 at night. The AC unit was a little loud but cooled well. Unfortunately, the pool was too packed to enjoy, and the gym that didn't open until 9am was also packed. The gym was well appointed, and there... [](https://www.expedia.ca/Orlando-Hotels-305-3191-Apt-Storey-Lake-2Bd-7G-126402.h77964065.Hotel-Information) ![10 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/10000000/9450000/9447900/9447816/95da7aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9450000/9447900/9447816/facef78f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms, Private Pool (Exclusive Resort Access Included) | Private kitchen](https://images.trvl-media.com/lodging/10000000/9450000/9447900/9447816/1d03973f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/10000000/9450000/9447900/9447816/232bbcd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reunion Resort & Golf Club Reunion 8.8/10 Excellent (12) "Enjoy the accommodations view was wonderful and close to everything" [](https://www.expedia.ca/Orlando-Hotels-Reunion-Resort-Official-Vacation-Homes.h9447816.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472214/796d3cf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, 2 Bedrooms, Pool Access | In-room dining](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472214/9efc05b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472214/bce4e843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, 2 Bedrooms, Pool Access | Private kitchen](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472214/18d49336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Vacation Home, Water Park+Endless Amenities Kissimmee 8.0/10 Very good (22) "Property is very well kept and close to attractions. Nick, the property manager is very attentive and responds immediately" [](https://www.expedia.ca/Orlando-Hotels-Free-Waterpark-10-Min-To-Disney-Luxury-Townhome.h44472214.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852302/581433e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852302/f01fa26a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852302/21cca843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House | Private kitchen](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852302/6a2fb4eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 4 Bd Close to Disney @ Storey Lake 2569 Kissimmee 10/10 Exceptional (2) [](https://www.expedia.ca/Orlando-Hotels-Stunning-4-Bd-Close-To-Disney-Storey-Lake-2569.h95852302.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852276/e33dddca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852276/02bd46a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852276/ce3b54d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852276/64e3290b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887 Kissimmee 9.4/10 Exceptional (3) "House was really good..but thermostat wasn't working at all..some part carpet was wet all time" [](https://www.expedia.ca/Orlando-Hotels-Fantastic-Eight-Bedrooms-SF-W-Screened-Pool-At-Storey-Lake-Resort-2887.h95852276.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698715/501d2e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698715/e31e29cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698715/efebbeb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698715/aebced6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort Kissimmee 8.4/10 Very good (10) "The complex was nice and very nice clean rooms, the water park was nice and huge. Definitely would visit again " [](https://www.expedia.ca/Orlando-Hotels-306-Storey-Lake-Resort.h50698715.Hotel-Information) ![Indoor pool, outdoor pool, sun loungers, lifeguards on site](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698689/3b952e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698689/61171a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Living room](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698689/ea264f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698689/ebc12056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759 Kissimmee 10/10 Exceptional (2) "Me encantó la propiedad, la comunicación que tuvieron conmigo en todo momento y el precio! Super recomendada!!! " [](https://www.expedia.ca/Orlando-Hotels-4759-Storey-Lake-Resort-53594-53726.h50698689.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852277/5137ee9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852277/982258fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-golf](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852277/1d63b36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Apartment | Private kitchen](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852277/eb0d33b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191 Kissimmee 10/10 Exceptional (1) [](https://www.expedia.ca/Orlando-Hotels-Gorgeous-2Bd-Apto-Close-To-Disney-Storey-Lake-404-3191.h95852277.Hotel-Information) ![House | Living room](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149253/b59120c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149253/1c768330.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Living room](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149253/92eea07c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149253/d64bdc58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432 Kissimmee 8.8/10 Excellent (3) "There were lots of restaurants and fast food places to choose from just down the street. The beds were comfortable and the AC worked great. " [](https://www.expedia.ca/Orlando-Hotels-7432-Encore-Resort-5Bd-10G-95031.h84149253.Hotel-Information) ![](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%2F5Star-Kissimmee-Hotels.s50-0-d7927.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Kissimmee-Hotels.s50-0-d7927.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Kissimmee. ![Margaritaville Resort Orlando with H2O Waterpark](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Margaritaville Resort Orlando with H2O Waterpark 8000 Fins Up Circle, Kissimmee, FL CA $167 CA $259 total Oct 7 - Oct 8 includes taxes & fees 8.8/10 Excellent! (3,614 reviews) [](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Hilton Vacation Club Mystic Dunes Orlando](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton Vacation Club Mystic Dunes Orlando 7600 Mystic Dunes Lane, Kissimmee, FL CA $148 CA $216 total Oct 13 - Oct 14 includes taxes & fees 9/10 Wonderful! (4,339 reviews) [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Gaylord Palms Resort & Convention Center](https://images.trvl-media.com/lodging/1000000/810000/807800/807800/25f2d8a1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Gaylord Palms Resort & Convention Center 6000 West Osceola Parkway, Kissimmee, FL CA $417 CA $550 total Oct 23 - Oct 24 includes taxes & fees 9/10 Wonderful! (1,269 reviews) [](https://expedia.ca/Orlando-Hotels-Gaylord-Palms-Resort-Convention-Center.h807800.Hotel-Information) Still don't see what you're looking for? [See all properties in Kissimmee.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F10%2F2025&endDate=08%2F10%2F2025®ionId=7927&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F10%2F2025&endDate=08%2F10%2F2025®ionId=7927&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F10%2F2025&endDate=08%2F10%2F2025®ionId=7927&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F10%2F2025&endDate=08%2F10%2F2025®ionId=7927&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F10%2F2025&endDate=08%2F10%2F2025®ionId=7927&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F10%2F2025&endDate=08%2F10%2F2025®ionId=7927&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Kissimmee Visit an exciting city in Central Florida that’s known for its family attractions, natural surroundings, outdoor adventures and classic car shows. [See all hotels in Kissimmee](https://www.expedia.ca/Hotel-Search?startDate=2025-10-20&endDate=2025-10-21&adults=2®ionId=7927) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/553000/553963-kissimmee.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Kissimmee Hotel Reviews ## Find out more about Kissimmee ## Five Star Hotels in Kissimmee There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Kissimmee so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Kissimmee and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Kissimmee Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Kissimmee The results are in, and Kissimmee 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Kissimmee! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Kissimmee today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### What are the best 5-star hotels in Kissimmee? > Get set for 5-star fabulousness at [The Ritz-Carlton Residences Orlando, Grande Lakes](https://www.expedia.ca/Orlando-Hotels-The-Ritz-Carlton-Residences-Orlando-South.h75034433.Hotel-Information), [The Ritz-Carlton Orlando, Grande Lakes](https://www.expedia.ca/Orlando-Hotels-The-Ritz-Carlton-Orlando.h914146.Hotel-Information) or [Waldorf Astoria Orlando - An Official Walt Disney World® Hotel](https://www.expedia.ca/Orlando-Hotels-Waldorf-Astoria-Orlando.h2432727.Hotel-Information). These are among the best accommodations in Kissimmee according to Expedia customer reviews. Book one and get a taste of the good life! ### How much does it cost to stay in a 5-star hotel in Kissimmee? > How much you pay for a 5-star hotel in Kissimmee depends on things like when you plan to travel and the length of your vacation. An insider tip for landing the best deal? Use our pricing filters to compare the available accommodations for your preferred dates. > > > > - Search for the lowest price per night from CA $216 ### What makes a hotel 5 stars in Kissimmee? > From high-end dining venues and all-day fitness centres to swimming pools and premium bedding, the 5-star experience in Kissimmee is all about comfort and luxury. But it takes more than just top-notch perks to get a 5-star rating. 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Marie (CIU) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/ciu/ism/sault-ste-marie-to-kissimmee) - [Flights from Detroit (DTW) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/dtw/ism/detroit-to-kissimmee) - [Flights from Detroit (DTW) to Orlando (MCO)](https://www.expedia.ca/lp/flights/dtw/mco/detroit-to-orlando) - [Flights from London (LGW) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/lgw/ism/london-to-kissimmee) - [Flights from Oakland (OAK) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/oak/ism/oakland-to-kissimmee) - [Flights from Plattsburgh (PBG) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/pbg/ism/plattsburgh-to-kissimmee) - [Flights from Fort Myers (RSW) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/rsw/ism/fort-myers-to-kissimmee) - [Flights from Fredericton (YFC) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/yfc/ism/fredericton-to-kissimmee) - [Flights from Hamilton (YHM) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/yhm/ism/hamilton-to-kissimmee) - [Flights from Halifax (YHZ) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/yhz/ism/halifax-to-kissimmee) - [Flights from Montreal (YMQ) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/ymq/ism/montreal-to-kissimmee) - [Flights from Ottawa (YOW) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/yow/ism/ottawa-to-kissimmee) - [Flights from Ottawa (YOW) to Orlando (MCO)](https://www.expedia.ca/lp/flights/yow/mco/ottawa-to-orlando) - [Flights from Regina (YQR) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/yqr/ism/regina-to-kissimmee) - [Flights from Toronto (YTO) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/yto/ism/toronto-to-kissimmee) - [Flights from Montreal (YUL) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/yul/ism/montreal-to-kissimmee) - [Flights from Montreal (YUL) to Orlando (MCO)](https://www.expedia.ca/lp/flights/yul/mco/montreal-to-orlando) - [Flights from Vancouver (YVR) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/yvr/ism/vancouver-to-kissimmee) - [Flights from Winnipeg (YWG) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/ywg/ism/winnipeg-to-kissimmee) - [Flights from Calgary (YYC) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/yyc/ism/calgary-to-kissimmee) - [Flights from Toronto (YYZ) to Kissimmee (ISM)](https://www.expedia.ca/lp/flights/yyz/ism/toronto-to-kissimmee) - [Flights from Toronto (YYZ) to Orlando (MCO)](https://www.expedia.ca/lp/flights/yyz/mco/toronto-to-orlando) - [First United Methodist Church](https://www.expedia.ca/First-United-Methodist-Church-Historic-Downtown-Kissimmee.d553248621532654171.Vacation-Attraction) - [Kissimmee Lakefront Park](https://www.expedia.ca/Kissimmee-Lakefront-Park-Historic-Downtown-Kissimmee.d6177922.Vacation-Attraction) - [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 Kissimmee Gateway airport](https://www.expedia.ca/Car-Rentals-In-Kissimmee-Gateway.d6028687.Car-Rental-Guide) - [Rental cars Orlando Intl. airport](https://www.expedia.ca/Car-Rentals-In-Orlando-Intl.d5194573.Car-Rental-Guide) - [Car rentals near Osceola County Clerk of the Court](https://www.expedia.ca/Car-Rentals-In-Osceola-County-Clerk-Of-The-Court.d553248633935411108.Car-Rental-Guide) - [Enterprise Rental Cars in Kissimmee Gateway](https://www.expedia.ca/Enterprise-Car-Rentals-In-Kissimmee-Gateway.d6028687-c15.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in Kissimmee Gateway](https://www.expedia.ca/Sixt-Car-Rentals-In-Kissimmee-Gateway.d6028687-c35.Car-Rental-Guide-Suppliers) - [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 5 Star Hotels in Kissimmee on Expedia.com](https://www.expedia.com/5Star-Kissimmee-Hotels.s50-0-d7927.Travel-Guide-Filter-Hotels)