Title: Kissimmee Guest Houses from CA $230 | 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 Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-05-15&endDate=2026-05-17&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kissimmee guest houses ![Dining](https://images.trvl-media.com/lodging/95000000/94910000/94902800/94902727/w905h683x60y0-3200436c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/95000000/94910000/94902800/94902727/w905h683x59y0-81b7810c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/95000000/94910000/94902800/94902727/399556b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, streaming services, music library](https://images.trvl-media.com/lodging/95000000/94910000/94902800/94902727/w526h683x258y0-abf042c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1BR apt-Pool/Tennis/Gym/Near attractions [](https://www.expedia.ca/Orlando-Hotels-Cozy-1BR-Apt-PoolTennisGymNear-Attractions.h94902727.Hotel-Information) Buena Ventura Lakes CA $111 CA $288 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Orlando-Hotels-Cozy-1BR-Apt-PoolTennisGymNear-Attractions.h94902727.Hotel-Information) ![55-inch Smart TV with digital channels, fireplace, smart speakers](https://images.trvl-media.com/lodging/124000000/123220000/123216500/123216466/85619902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Silver Room 2 - Bed and Breakfast St. Cloud | Property grounds](https://images.trvl-media.com/lodging/124000000/123220000/123216500/123216466/5aa401a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123220000/123216500/123216466/a32f13fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![White Room 1 - Bed and Breakfast St. Cloud](https://images.trvl-media.com/lodging/124000000/123220000/123216500/123216466/8146e919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St. Cloud Stay [](https://www.expedia.ca/St-Cloud-Hotels-St-Cloud-Stay.h123216466.Hotel-Information) St. Cloud 9.0/10 Wonderful (10 reviews) "The place was spotless, filled with supplies, the bedroom was amazing and the general living room was great! Would highly recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $85 CA $249 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/St-Cloud-Hotels-St-Cloud-Stay.h123216466.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/584ec526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/de13f777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/6c56e8fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/cc6a87d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Lake Eola Historic House 1 OR 2 BED [](https://www.expedia.ca/Orlando-Hotels-1-2-Bedroom-Cottage-Apartment-Across-From-Lake-Eola-Downtown.h23708648.Hotel-Information) Downtown Orlando 9.2/10 Wonderful (45 reviews) "Property was as described, it was nice and right in the middle of downtown." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen M. CA $98 CA $230 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Orlando-Hotels-1-2-Bedroom-Cottage-Apartment-Across-From-Lake-Eola-Downtown.h23708648.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/c76ba063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/w1599h1066x1y1-e6f5932e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/cc517c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/eb10fab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mills Cottage by the Little Lake [](https://www.expedia.ca/Orlando-Hotels-Mills-Cottage-On-Small-Lake.h35738680.Hotel-Information) Lake Weldona 10/10 Exceptional (56 reviews) "Great place to stay and explore other no-theme park areas of Orlando. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karla CA $224 CA $510 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Orlando-Hotels-Mills-Cottage-On-Small-Lake.h35738680.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/88000000/87810000/87802200/87802118/b9f25f09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/88000000/87810000/87802200/87802118/04807f02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/88000000/87810000/87802200/87802118/fa5189eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/88000000/87810000/87802200/87802118/c9740efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic lakefront guesthouse [](https://www.expedia.ca/Orlando-Hotels-Beautiful-Villa-With-Lake-Views.h87802118.Hotel-Information) Orlando 10/10 Exceptional (10 reviews) "Beautiful and well kept property. Worth the visit!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason B. CA $144 CA $409 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Orlando-Hotels-Beautiful-Villa-With-Lake-Views.h87802118.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=2026-03-31&endDate=2026-04-01®ionId=7927&adults=2&lodging=GUEST_HOUSE&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-Guest-Houses.d7927-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKissimmee-Guest-Houses.d7927-aaGuestHouses.Travel-Guide-Accommodation) ## Top Kissimmee Hotel Reviews ![Kompose Boutique Resort at Theme Parks](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/81e6b4c7_y.jpg) ### Kompose Boutique Resort at Theme Parks 10/10 Excellent "I love this place. There's so many different places within this hotel to take pretty pictures. It's a great place to bring family to make memories or even a weekend getaway with your significant other. " [](https://expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ![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 6/10 Okay "Was very outdated & not the cleanest.. I was expecting a much nicer experience from what was on shown on pictures. The pool area water was very yellow the kids really didn’t want to get in. It just felt uncomfortable 😣 " [](https://expedia.ca/Orlando-Hotels-Flamingo-Waterpark-Resort.h3858.Hotel-Information) ![Holiday Inn Resort Kissimmee by the Parks by IHG](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/48f5f27b_y.jpg) ### Holiday Inn Resort Kissimmee by the Parks by IHG 8/10 Good "pool was great" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information) ![Legacy Vacation Resorts - Kissimmee/Orlando](https://images.trvl-media.com/lodging/1000000/10000/5200/5106/ab8d49f6_y.jpg) ### Legacy Vacation Resorts - Kissimmee/Orlando 2/10 Terrible "Check in was at 4pm checked in at 3:30 pm.didn’t get a room until 5:15 pm. walk in room German roaches running across the counter and cabinets. Take photos and videos to show front desk. She tried to tell me she couldn’t put me in another room. I told her I refuse to be in a room with roaches. Put me in a room with a walk in shower. Was suppose to be I a room with a jacuzzi tub. Front desk staff was rude and not much help. This place looks nothing like the pictures. Overall bad experience " [](https://expedia.ca/Orlando-Hotels-Legacy-Vacation-Resorts-Orlando.h5106.Hotel-Information) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/4259dc2e_y.jpg) ### Holiday Inn Club Vacations at Orange Lake Resort by IHG 10/10 Excellent "Stayed in a 2bed room villa Nice property and staff " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Margaritaville Cottages Orlando by Rentyl with H2O Waterpark](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/95b891a2_y.jpg) ### Margaritaville Cottages Orlando by Rentyl with H2O Waterpark 10/10 Excellent "Great location, pool was beautiful, sand was clean, staff was great, cottage was clean and enjoyed the shuttle service. " [](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando-Cottages-By-Rentyl.h27548551.Hotel-Information) ![Vacation Village Orlando, Celebration](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/1ef981b1_y.jpg) ### Vacation Village Orlando, Celebration 10/10 Excellent "I was only there 8hrs. But I’ve stayed there MANY time. It is a TOP NOTCH resort. " [](https://expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) ![Holiday Inn & Suites Orlando SW - Celebration Area by IHG](https://images.trvl-media.com/lodging/1000000/10000/7900/7855/c67467aa_y.jpg) ### Holiday Inn & Suites Orlando SW - Celebration Area by IHG 8/10 Good "Outdated " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Orlando-SW-Celebration-Area.h7855.Hotel-Information) ![Hilton Vacation Club Mystic Dunes Orlando](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 6/10 Okay "Na" [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ## Find out more about Kissimmee ## Kissimmee Guest Houses information | Number of reviews | 76 | | ----------------- | --------------- | | Accommodation | 11 Guest Houses | | Lowest Price | CA $230 | | Highest Price | CA $510 | ## Explore a world of travel with Expedia - Lodging - 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