Title: Kissimmee Villas from CA $348 | 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 Kissimmee Villa Rentals from CA $348 - ![](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 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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kissimmee villas ![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/ab1a165e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/6854138a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (3 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/952d6ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/01cfbca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Modern-3-Bed-Villa.h123109264.Hotel-Information) CA $135 CA $374 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Orlando-Hotels-Modern-3-Bed-Villa.h123109264.Hotel-Information) ![Villa, 3 Bedrooms | Aerial view](https://images.trvl-media.com/lodging/97000000/96770000/96769800/96769713/27e81a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/97000000/96770000/96769800/96769713/e65fd964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 3 Bedrooms | Interior](https://images.trvl-media.com/lodging/97000000/96770000/96769800/96769713/67ad5351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 3 Bedrooms | Living area](https://images.trvl-media.com/lodging/97000000/96770000/96769800/96769713/f865e097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Surfstyle-At-Margaritaville-By-Shine-Villas-022-3-Bedroom-Villa.h96769713.Hotel-Information) CA $133 CA $696 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-Surfstyle-At-Margaritaville-By-Shine-Villas-022-3-Bedroom-Villa.h96769713.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121230000/121222100/121222004/509ba56b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games](https://images.trvl-media.com/lodging/122000000/121230000/121222100/121222004/35177fba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121230000/121222100/121222004/f858bc06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/122000000/121230000/121222100/121222004/048eebbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Near-Disney-Premium-Location-Coral-Cay-Resort.h121222004.Hotel-Information) CA $92 CA $534 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Orlando-Hotels-Near-Disney-Premium-Location-Coral-Cay-Resort.h121222004.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394100/122394095/7f9a214c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394100/122394095/6bdce49e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394100/122394095/eecce13a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394100/122394095/b4d3320a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Upstay-Modern-Solara-Retreat-W-Pool-Games-Room.h122394095.Hotel-Information) CA $183 CA $503 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Orlando-Hotels-Upstay-Modern-Solara-Retreat-W-Pool-Games-Room.h122394095.Hotel-Information) ![Villa](https://images.trvl-media.com/lodging/100000000/99300000/99292500/99292463/455fb76f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/100000000/99300000/99292500/99292463/8604a3f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/100000000/99300000/99292500/99292463/4456abad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/100000000/99300000/99292500/99292463/322abb74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Luxury-Modern-Decor-Best-Location-Private-Pool.h99292463.Hotel-Information) CA $269 CA $720 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Orlando-Hotels-Luxury-Modern-Decor-Best-Location-Private-Pool.h99292463.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38800000/38795100/38795016/efb7abe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38800000/38795100/38795016/1ea0b4ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, Netflix, streaming services](https://images.trvl-media.com/lodging/39000000/38800000/38795100/38795016/2746bc55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, cookware/dishes/utensils, ice maker](https://images.trvl-media.com/lodging/39000000/38800000/38795100/38795016/0c1183a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Royal Palm Bay [](https://www.expedia.ca/Orlando-Hotels-2019completely-Renovated-32-Close-To-Disney-Parks.h38795016.Hotel-Information) 10/10 Exceptional (21) "A perfect accommodation experience. I would like to come again if possible." ![China](https://a.travel-assets.com/egds/marks/flags/cn.svg) ?? CA $117 CA $348 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Orlando-Hotels-2019completely-Renovated-32-Close-To-Disney-Parks.h38795016.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123090000/123081000/123080988/1b0e274d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball](https://images.trvl-media.com/lodging/124000000/123090000/123081000/123080988/4e97ff43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123090000/123081000/123080988/0a873522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball](https://images.trvl-media.com/lodging/124000000/123090000/123081000/123080988/b27ebded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Family-5BR-W-Pool-Grill-Near-Disney-Magic.h123080988.Hotel-Information) CA $174 CA $723 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Orlando-Hotels-Family-5BR-W-Pool-Grill-Near-Disney-Magic.h123080988.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106470000/106468000/106467927/598e918b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106470000/106468000/106467927/da4c8bcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/107000000/106470000/106468000/106467927/db9b68a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/107000000/106470000/106468000/106467927/327f7098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Orlando [](https://www.expedia.ca/Orlando-Hotels-Paradise-Palms-Resort-380.h106467927.Hotel-Information) CA $1,056 CA $1,813 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Orlando-Hotels-Paradise-Palms-Resort-380.h106467927.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114950000/114946600/114946529/46d44ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, foosball, books](https://images.trvl-media.com/lodging/115000000/114950000/114946600/114946529/8b736bf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114950000/114946600/114946529/736bd058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/115000000/114950000/114946600/114946529/5a5a2697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Galactic-7-Bedroom-Villa-3-Miles-To-Disney-Star-Wars-Galaxy-Edge.h114946529.Hotel-Information) 10/10 Exceptional (1) "It was amazingly themed and the host kept up the theme in her communication. We only stayed one night and it was a great time. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alyssa J. CA $113 CA $662 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Orlando-Hotels-Galactic-7-Bedroom-Villa-3-Miles-To-Disney-Star-Wars-Galaxy-Edge.h114946529.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73670000/73665900/73665833/3785e4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73670000/73665900/73665833/7ef330aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/74000000/73670000/73665900/73665833/5e14ece2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73670000/73665900/73665833/019fc51e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Windsor Hills [](https://www.expedia.ca/Orlando-Hotels-A-Pool-HomeThemed-Rooms3-Miles-To-DisneyWindsor-Hills-ResortWater-ParkA5.h73665833.Hotel-Information) 10/10 Exceptional (22) "Loved this place clean and welcoming" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marlene K. CA $134 CA $653 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Orlando-Hotels-A-Pool-HomeThemed-Rooms3-Miles-To-DisneyWindsor-Hills-ResortWater-ParkA5.h73665833.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106080000/106077200/106077164/8488aa81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106080000/106077200/106077164/ac99228c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106080000/106077200/106077164/5cce027c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106080000/106077200/106077164/a89569e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Orlando [](https://www.expedia.ca/Orlando-Hotels-Magic-Village-Views-11.h106077164.Hotel-Information) CA $1,056 CA $1,770 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Orlando-Hotels-Magic-Village-Views-11.h106077164.Hotel-Information) ![Villa, Multiple Bedrooms | Exterior](https://images.trvl-media.com/lodging/111000000/110270000/110268600/110268504/67b6b334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Multiple Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/111000000/110270000/110268600/110268504/b7edd587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Multiple Bedrooms | Pool](https://images.trvl-media.com/lodging/111000000/110270000/110268600/110268504/b86b42a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Multiple Bedrooms | Interior](https://images.trvl-media.com/lodging/111000000/110270000/110268600/110268504/ebb4968b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Rear-Views.h110268504.Hotel-Information) CA $203 CA $1,220 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-Rear-Views.h110268504.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113700000/113696500/113696453/f5610b85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113700000/113696500/113696453/618501ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113700000/113696500/113696453/w1179h2096x0y230-7606b470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/114000000/113700000/113696500/113696453/d6b5053f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Shake-It-Up-In-Margaritaville.h113696453.Hotel-Information) 10/10 Exceptional (4) "Perfect place to stay very clean had everything we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marlo S. CA $143 CA $491 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-Shake-It-Up-In-Margaritaville.h113696453.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123490000/123482100/123482041/2d08aefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123490000/123482100/123482041/e9841ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123490000/123482100/123482041/w1607h1080x13y0-6e6123b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/124000000/123490000/123482100/123482041/08ee6449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Heated-Pool-Hot-Tub-8BR-Villa.h123482041.Hotel-Information) CA $492 CA $1,378 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Orlando-Hotels-Heated-Pool-Hot-Tub-8BR-Villa.h123482041.Hotel-Information) ![Villa](https://images.trvl-media.com/lodging/97000000/96600000/96597300/96597269/d05205f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/97000000/96600000/96597300/96597269/5453b9ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/97000000/96600000/96597300/96597269/86e187c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/97000000/96600000/96597300/96597269/0585f11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Spacious-Modern-New-Home-With-Private-Pool.h96597269.Hotel-Information) CA $248 CA $639 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Orlando-Hotels-Spacious-Modern-New-Home-With-Private-Pool.h96597269.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114970000/114962800/114962769/w1024h765x0y3-3a8fff70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, table tennis](https://images.trvl-media.com/lodging/115000000/114970000/114962800/114962769/79ef36cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, table tennis](https://images.trvl-media.com/lodging/115000000/114970000/114962800/114962769/w1021h767x3y0-c777cff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114970000/114962800/114962769/92bda854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Orlando [](https://www.expedia.ca/Orlando-Hotels-Encore-Resort-954-Five-Bedroom-Villa.h114962769.Hotel-Information) CA $1,056 CA $1,901 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Orlando-Hotels-Encore-Resort-954-Five-Bedroom-Villa.h114962769.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99380000/99373200/99373143/fb311bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/100000000/99380000/99373200/99373143/w1024h765x0y3-17f0483d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99380000/99373200/99373143/89888e05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/100000000/99380000/99373200/99373143/fbfa4a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Trafalgar Village [](https://www.expedia.ca/Kissimmee-Hotels-Sunkissed-Paradise-25-Mins-To-Theme-Parks.h99373143.Hotel-Information) 9.0/10 Wonderful (2) "Overall the villa was lovely, beautifully clean inside with nice touches like mini toiletries, large tub of ground coffee, sugar, creamer, plenty of toilet rolls salt and pepper, olive oil, coffee filters oh and a kettle bonus for us Brits.The Lounge, dining and bedrooms were beautifully furnished and had everything we needed. Plenty of bath towels, although could have done with a few more pool towels so we didn’t have to put them in the dryer after each use, but a minor detail.Frank was an... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah B. CA $191 CA $624 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Kissimmee-Hotels-Sunkissed-Paradise-25-Mins-To-Theme-Parks.h99373143.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121740000/121736900/121736828/2a4bc255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121740000/121736900/121736828/60ee680f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, stereo](https://images.trvl-media.com/lodging/122000000/121740000/121736900/121736828/ea0753d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121740000/121736900/121736828/e2b62970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Luxury-8BR-Lakeview-Villa-W-Pool.h121736828.Hotel-Information) CA $1,026 CA $1,830 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Orlando-Hotels-Luxury-8BR-Lakeview-Villa-W-Pool.h121736828.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/114000000/113250000/113243600/113243563/5b03ed09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113250000/113243600/113243563/w1821h1366x116y0-006805e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113250000/113243600/113243563/w1017h1366x516y0-9768f7e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113250000/113243600/113243563/f759506b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Indian Wells [](https://www.expedia.ca/Orlando-Hotels-Beauty-4-Miles-To-Disney-3Br-2Ba-Pool-Home.h113243563.Hotel-Information) 10/10 Exceptional (1) "Excellent host, went above and beyond." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $183 CA $445 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Orlando-Hotels-Beauty-4-Miles-To-Disney-3Br-2Ba-Pool-Home.h113243563.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89720000/89714500/89714463/d4788a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89720000/89714500/89714463/e22cec59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/90000000/89720000/89714500/89714463/cdeacf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89720000/89714500/89714463/1948f09c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Four Corners [](https://www.expedia.ca/Orlando-Hotels-Amazing-Pool-Home-With-Awesome-Amenities-At-Windsor-Westside.h89714463.Hotel-Information) 10/10 Exceptional (1) "Nice, just far from the main clubhouse with the lazy river." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy K. CA $163 CA $773 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-Amazing-Pool-Home-With-Awesome-Amenities-At-Windsor-Westside.h89714463.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=2025-12-27&endDate=2025-12-28®ionId=7927&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America®ionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America®ionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=APART_HOTEL) Villas [](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America®ionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America®ionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=CONDO) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America®ionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America®ionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America®ionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=CABIN) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America®ionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=CHALET) ![](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-Villas.d7927-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKissimmee-Villas.d7927-aaVillas.Travel-Guide-Accommodation) ## Top Kissimmee Hotel Reviews ![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 "Very friendly staff" [](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 "The checkin process was smooth, quick with courteous, friendly service. The rooms were excellent, clean and well equipped. Customer service checked in via text daily to ensure we were satisfied and had what we needed. The checkout process is seamless. Loved this stay !" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Comfort Inn & Suites Kissimmee by the Parks](https://images.trvl-media.com/lodging/1000000/440000/430500/430452/578ae569_y.jpg) ### Comfort Inn & Suites Kissimmee by the Parks 10/10 Excellent "Front desk staff was amazing!!!" [](https://expedia.ca/Orlando-Hotels-Comfort-Inn-Maingate.h430452.Hotel-Information) ![Margaritaville Resort Orlando](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg) ### Margaritaville Resort Orlando 10/10 Excellent "Beautiful location " [](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.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 "Very Clean the staff was excellent very polite. feel Safe Parking very safe to park to car :)" [](https://expedia.ca/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.Hotel-Information) ![Gaylord Palms Resort & Convention Center](https://images.trvl-media.com/lodging/1000000/810000/807800/807800/25f2d8a1_y.jpg) ### Gaylord Palms Resort & Convention Center 10/10 Excellent "Everything was to our liking " [](https://expedia.ca/Orlando-Hotels-Gaylord-Palms-Resort-Convention-Center.h807800.Hotel-Information) ![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) ## Find out more about Kissimmee ## Kissimmee Villas information | Number of reviews | 50 | | ----------------- | ----------- | | Accommodation | 5770 Villas | | Lowest Price | CA $348 | | Highest Price | CA $1,901 | ## Frequently asked questions ### How much do villas in Kissimmee cost? ### What are the best villas in Kissimmee? ### How many villas are there in Kissimmee? ### What are the best cheap villas in Kissimmee? ### Are there any family-friendly villas in Kissimmee? ### Are there any 5-star villas in Kissimmee? ### Why book your villa in Kissimmee with Expedia? ### How can I find cheap villas in Kissimmee? ### What is there to do near my villa in Kissimmee? ## Explore a world of travel with Expedia - 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