Title: Kissimmee Guest Houses from CA $176 | 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) # Search Guest Houses in Kissimmee from CA $176 - ![](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 [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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) ## Our top choices for Kissimmee guest houses ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94910000/94902800/94902727/w507h683x260y0-f7900d0c.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/w506h683x259y0-e6e87591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/95000000/94910000/94902800/94902727/w528h683x248y0-4a684230.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 $112 CA $290 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Orlando-Hotels-Cozy-1BR-Apt-PoolTennisGymNear-Attractions.h94902727.Hotel-Information) ![Single Room, Non Smoking | Property grounds](https://images.trvl-media.com/lodging/124000000/123220000/123216500/123216466/5aa401a6.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) ![Single Room, 1 Queen Bed, Non Smoking, Microwave | Private kitchen](https://images.trvl-media.com/lodging/124000000/123220000/123216500/123216466/d14b55e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, 1 Queen Bed, Non Smoking, Microwave](https://images.trvl-media.com/lodging/124000000/123220000/123216500/123216466/9a551b42.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 CA $114 CA $208 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/St-Cloud-Hotels-St-Cloud-Stay.h123216466.Hotel-Information) ![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) ![Food and drink](https://images.trvl-media.com/lodging/123000000/122440000/122434000/122433979/73c3d6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122440000/122434000/122433979/0279dcb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer](https://images.trvl-media.com/lodging/123000000/122440000/122434000/122433979/b5607fa0.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 $65 CA $176 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Orlando-Hotels-Love-Nest-Studio-Nearby-Highways-And-Airport.h122433979.Hotel-Information) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/3e54cee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/584ec526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/e1d9f003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/191009dc.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 (35) "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 $81 CA $196 total includes taxes & fees Dec 21 - Dec 22 [](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/36000000/35740000/35738700/35738680/4a5ba30d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/43726a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/3a229cea.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 (49) "Super charming " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lucas CA $197 CA $476 total includes taxes & fees Dec 17 - Dec 18 [](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/88000000/87810000/87802200/87802118/69b416fd.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/e316b85a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87810000/87802200/87802118/a753674b.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 (9) "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 $112 CA $369 total includes taxes & fees Dec 17 - Dec 18 [](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=2025-12-25&endDate=2025-12-26®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 ![Magic Moment Resort & Kids Club, Dazzler Select by Wyndham](https://images.trvl-media.com/lodging/14000000/13320000/13313600/13313558/8a4be397_y.jpg) ### Magic Moment Resort & Kids Club, Dazzler Select by Wyndham 10/10 Excellent "Beautiful, clean, nice, wonderfull." [](https://expedia.ca/Orlando-Hotels-Magic-Moment-Resort-And-Kids-Club.h13313558.Hotel-Information) ![Red Lion Hotel Orlando Lake Buena Vista South](https://images.trvl-media.com/lodging/1000000/10000/7700/7622/41854f3a_y.jpg) ### Red Lion Hotel Orlando Lake Buena Vista South 10/10 Excellent "The check in was very easy. We made a reservation through Expedia so it was all there when we arrived. The women at the front desk was nice and efficient. Our room was clean but a bit dated. Had a view to the pool, very nice, but it was too cold to swim. Breakfast was as not exciting. It was free, for us, but would not be worth the 15.00 they want to charge, per person, as other hotels have better free breakfast. " [](https://expedia.ca/Orlando-Hotels-Red-Lion-Hotel-Orlando-Lake-Buena-Vista-South.h7622.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 10/10 Excellent "Yes " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information) ![Kompose Boutique Resort at Theme Parks](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/3cf09a4a_y.jpg) ### Kompose Boutique Resort at Theme Parks 10/10 Excellent "Very impressed with the hotel and the room" [](https://expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.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 "Room was clean. Only negative is sleeper- sofa. Mattress not thick and can feel the springs. Had to use couch itself." [](https://expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) ![Seasons Florida Resort](https://images.trvl-media.com/lodging/2000000/1820000/1813900/1813900/1492ecfb_y.jpg) ### Seasons Florida Resort 10/10 Excellent "Third time staying here. Close by to Disney parks. Rooms have always been very clean upon arrival and cleaned well during stay. Nice, quiet area which is great when returning to room after an all day park visit. Will continue to stay here during future visits." [](https://expedia.ca/Orlando-Hotels-Seasons-Florida-Resort.h1813900.Hotel-Information) ![Holiday Inn & Suites Orlando SW - Celebration Area by IHG](https://images.trvl-media.com/lodging/1000000/10000/7900/7855/e4318c5d_y.jpg) ### Holiday Inn & Suites Orlando SW - Celebration Area by IHG 10/10 Excellent "Food was fresh and staff is always pleasant " [](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 10/10 Excellent "Isabella at the check in counter was awesome.Thanks for " [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Palazzo Lakeside Hotel](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/de0795f9_y.jpg) ### Palazzo Lakeside Hotel 10/10 Excellent "It was wonderful. Everything " [](https://expedia.ca/Orlando-Hotels-Palazzo-Lakeside.h14701.Hotel-Information) ## Find out more about Kissimmee ## Kissimmee Guest Houses information | Number of reviews | 91 | | ----------------- | --------------- | | Accommodation | 11 Guest Houses | | Lowest Price | CA $176 | | Highest Price | CA $476 | ## 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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