Title: Kissimmee Guest Houses from CA $174 | 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) ![A04HPM Gift shops Kissimmee Florida](https://images.trvl-media.com/place/7927/b1300df8-649e-491d-97ed-caa24c764d6e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/7927/b1300df8-649e-491d-97ed-caa24c764d6e.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 [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) 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&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=GUEST_HOUSE&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&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 $291 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Orlando-Hotels-Cozy-1BR-Apt-PoolTennisGymNear-Attractions.h94902727.Hotel-Information) ![White Room 1 - Bed and Breakfast St. Cloud | Private kitchen](https://images.trvl-media.com/lodging/124000000/123220000/123216500/123216466/d14b55e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123220000/123216500/123216466/4902f939.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) ![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) ### St. Cloud Stay [](https://www.expedia.ca/St-Cloud-Hotels-St-Cloud-Stay.h123216466.Hotel-Information) St. Cloud 10/10 Exceptional (4 reviews) "Very clean, Owner was gracious and a wonderful host I would recommend to everyone it’s a wonderful price the room was clean extremely comfortable and no issues whatsoever" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $72 CA $235 total includes taxes & fees Feb 25 - Feb 26 [](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 9.0/10 Wonderful (40 reviews) "We had a fantastic stay! It is very close to local eateries and entertainment. And the hosts were lovely. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexandra CA $85 CA $200 total includes taxes & fees Feb 2 - Feb 3 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/e093ed20.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 (51 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 $190 CA $465 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Orlando-Hotels-Mills-Cottage-On-Small-Lake.h35738680.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122440000/122434000/122433979/f5c7cc43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/123000000/122440000/122434000/122433979/32b6dd9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/123000000/122440000/122434000/122433979/f00f3645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/123000000/122440000/122434000/122433979/fb67ec1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Love Nest Studio nearby highways and Airport [](https://www.expedia.ca/Orlando-Hotels-Love-Nest-Studio-Nearby-Highways-And-Airport.h122433979.Hotel-Information) Orlando CA $64 CA $174 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Orlando-Hotels-Love-Nest-Studio-Nearby-Highways-And-Airport.h122433979.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) ![Dining](https://images.trvl-media.com/lodging/88000000/87810000/87802200/87802118/3d4c012e.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) "Had ana amazing time! The owner is very responsive and the place was a total vibe " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan O. CA $143 CA $408 total includes taxes & fees Jan 31 - Feb 1 [](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=2026-02-09&endDate=2026-02-10®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 ![Hilton Vacation Club Mystic Dunes Orlando](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "Large spacious clean rooms. Beautiful amenities. Highly recommend " [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Margaritaville Resort Orlando](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg) ### Margaritaville Resort Orlando 10/10 Excellent "Room was spacious/clean, the staff were friendly, easy access to Disney and Sunset walk was literally down the street. The resort is incredibly large with a lot to do" [](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Seasons Florida Resort](https://images.trvl-media.com/lodging/2000000/1820000/1813900/1813900/1492ecfb_y.jpg) ### Seasons Florida Resort 10/10 Excellent "Very clean room, and loved that they came and refreshed our sheets and towels every 2 days. Nothing fancy but a perfect place to call home base for a week while you enjoy your adventures in Orlando. Only complaint from my husband was one coffee given for two people. " [](https://expedia.ca/Orlando-Hotels-Seasons-Florida-Resort.h1813900.Hotel-Information) ![Ramada by Wyndham Kissimmee Gateway](https://images.trvl-media.com/lodging/1000000/50000/40600/40513/b94616ba_y.jpg) ### Ramada by Wyndham Kissimmee Gateway 10/10 Excellent "The entire stay was amazing! From the very start to the end. Next time we will for sure be staying longer here." [](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Kissimmee-Gateway.h40513.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 "Spotless rooms and friendly people" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Legacy Vacation Resorts - Kissimmee/Orlando](https://images.trvl-media.com/lodging/1000000/10000/5200/5106/70928791_y.jpg) ### Legacy Vacation Resorts - Kissimmee/Orlando 10/10 Excellent "Very nice and clean stuff very friendly and rooms were just perfect " [](https://expedia.ca/Orlando-Hotels-Legacy-Vacation-Resorts-Orlando.h5106.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 "Good" [](https://expedia.ca/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.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 "We love it" [](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 "The room was nice and clean. " [](https://expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information) ## Find out more about Kissimmee ## Kissimmee Guest Houses information | Number of reviews | 96 | | ----------------- | --------------- | | Accommodation | 11 Guest Houses | | Lowest Price | CA $174 | | Highest Price | CA $465 | ## 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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