Title: Kissimmee Vacation Home Rentals from CA $188: Search Top Private Vacation Homes for Rent | 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) # Kissimmee Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Kissimmee Vacation Homes ## Our top choices for Kissimmee vacation homes ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/c7c5e131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/93c8e502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/4a4db2cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/cb9347c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Berkley, Orlando Kissimmee 9.6/10 Exceptional (1916) "Great stay!" CA $153 CA $188 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information) ![Private pool](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/9a3d3e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Townhome, 5 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/85d76152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Townhome, 4 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/f89a4e36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Townhome, 5 Bedrooms, Private Pool](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/74efd052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Formosa Valley Resort by UNE Homes Kissimmee 9.4/10 Exceptional (170) "Great stay" CA $140 CA $598 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Orlando-Hotels-Formosa-Valley-Resort-By-UNE-Homes.h75962058.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/97000000/96850000/96846600/96846539/ed26f895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96850000/96846600/96846539/ba791b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96850000/96846600/96846539/3ff7ade1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96850000/96846600/96846539/1517861e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super Sale - Themed 9BR New Home@Disney, Home Theater, Private Pool/SPA, Game Rm Kissimmee 9.8/10 Exceptional (58) "Very nice accommodations " [](https://www.expedia.ca/Orlando-Hotels-Summer-Discount-Brand-New-Themed-9BR-Home-Disney.h96846539.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38120000/38119300/38119228/ea4bc0d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38120000/38119300/38119228/47b39149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/39000000/38120000/38119300/38119228/5624ce72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38120000/38119300/38119228/ee3dee77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### (CO4817) Storey Lake Home 4/3 Private Pool & Free Waterpark Kissimmee 9.0/10 Wonderful (91) "Great location and plenty of room for our family. We had everything we needed and enjoyed both the private plunge pool as well as the community pool and lazy river. Would definitely stay here again!" [](https://www.expedia.ca/Orlando-Hotels-Sanitizedhome-43-Private-Pool-Free-Waterpark.h38119228.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) ![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 | Living area](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/aa804402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Terrace/patio](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/71fb362d.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) ![Pool](https://images.trvl-media.com/lodging/19000000/18770000/18765600/18765595/445b849c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18770000/18765600/18765595/e391dde6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/19000000/18770000/18765600/18765595/75c33ad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video-game console, DVD player, foosball](https://images.trvl-media.com/lodging/19000000/18770000/18765600/18765595/06741e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ Windsor Hills 9.4/10 Exceptional (241) "We were there for my brother's surprise 60th birthday " CA $317 CA $582 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Orlando-Hotels-64-Home-PoolSpa-Close-To-Disney.h18765595.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899154/e147dd86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899154/b4e8a73e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899154/0e04a310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899154/855e7c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay Lakefront Home w Pool, Game Room and BBQ Kissimmee 9.2/10 Wonderful (19) "Ultimately a good stay, accommodations were accurate and being pet friendly was a plus. There are some areas of carpet and curtains that were stained from prior pet stays but to be expected as a pet friendly home. Overall we would stay again." [](https://www.expedia.ca/Orlando-Hotels-Luxury-6BR-Pool.h100899154.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/65000000/64660000/64654100/64654088/5f326ffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64660000/64654100/64654088/b9785171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/65000000/64660000/64654100/64654088/61942c91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64660000/64654100/64654088/3d3d9f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private fenced in Pool - Free wifi - Indian creek 3 miles to Disney Kissimmee 9.8/10 Exceptional (98) "We loved this vacation rental and would absolutely stay again! " [](https://www.expedia.ca/Orlando-Hotels-Private-Fenced-In-Pool-Free-Wifi-Indian-Creek-3-Miles-To-Disney.h64654088.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/58000000/57330000/57324900/57324868/80631d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57330000/57324900/57324868/5e037b3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57330000/57324900/57324868/98561c63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57330000/57324900/57324868/73a9f51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New listing : Sunset Retreat Getaway Sunset Lakes 9.8/10 Exceptional (122) "The host was very flexible and overall a great time!" [](https://www.expedia.ca/Orlando-Hotels-New-Listing-Sunset-Retreat-Getaway.h57324868.Hotel-Information) ![Smart TV, video games, DVD player, foosball](https://images.trvl-media.com/lodging/79000000/78070000/78066000/78065931/24057f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/79000000/78070000/78066000/78065931/d5c75b87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78070000/78066000/78065931/3262685a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78070000/78066000/78065931/44bd2da2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Theaters+Game Room+Themed BRs+Pool/Spa w/View Kissimmee 9.8/10 Exceptional (53) "This house has everything you need for a great week/weekend getaway. " [](https://www.expedia.ca/Orlando-Hotels-NEW-AMAZING-2-Theaters.h78065931.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566218/1a951dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566218/af8e151e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, foosball](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566218/2a464dd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566218/31bd60f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 4Bed/3 bath House- 3miles Disney large pool/spa on XL deck, Free WiFi Kissimmee 9.6/10 Exceptional (183) "The location and stay was great, the area was clean and In a good location " [](https://www.expedia.ca/Orlando-Hotels-Beautiful-4Bed3-Bath-House-3miles-Disney-Large-Poolspa-On-XL-Deck.h33566218.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/112000000/111140000/111131200/111131139/af9448f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/112000000/111140000/111131200/111131139/w2879h1920x1y0-584b9fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111140000/111131200/111131139/w2878h1919x1y1-c40645b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111140000/111131200/111131139/w2878h1918x1y1-055ed9e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your dream holiday home in Champions Gate Davenport 8.6/10 Excellent (11) "We had a wonderful stay! The house was beautiful, spotless, and exactly as described in the listing. Close enough to the parks and a beautiful area. We really appreciated the modern design, and the kids especially loved all the LED lights throughout the home — such a fun touch!We did read a few reviews mentioning limited kitchenware, so we brought our own pots and pans just in case, but there were a couple provided as well. The pool was a perfect way to unwind after long days at the parks, and... [](https://www.expedia.ca/Orlando-Hotels-Your-Dream-Holiday-Home-In-Champions-Gate.h111131139.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/23000000/22250000/22247100/22247019/792c5bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Encore Resort 11 Bedroom Vacation Home with Pool (2117) | Living room](https://images.trvl-media.com/lodging/23000000/22250000/22247100/22247019/9a30b30e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe House](https://images.trvl-media.com/lodging/23000000/22250000/22247100/22247019/b086d4e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Encore Resort 10 bd Home with Pool(2302) | Living room](https://images.trvl-media.com/lodging/23000000/22250000/22247100/22247019/848640fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Encore Resort Kissimmee 6.4/10 (117) "Great place " [](https://www.expedia.ca/Orlando-Hotels-Encore-Resort.h22247019.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/90000000/89450000/89448400/89448392/w1847h1034x0y3-b8782515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89450000/89448400/89448392/w1847h1030x0y4-0a37af39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/90000000/89450000/89448400/89448392/bd36ba68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89450000/89448400/89448392/92f6a5d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magical 5 BD/4 BATH with Poolside Cinema and Free Resort! Sleeps 14 Kissimmee 10/10 Exceptional (40) "Nice property, easy to get to parks, good onsite amenities would recommend. " CA $162 CA $614 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Orlando-Hotels-Mickeys-Clubhouse-5BD4BH-Close-To-Disney-Resort.h89448392.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/91000000/90240000/90239100/90239032/5eb9a21e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90240000/90239100/90239032/a6ee914b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90240000/90239100/90239032/75638e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, books](https://images.trvl-media.com/lodging/91000000/90240000/90239100/90239032/bb7519ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 4 bedroom, Close to Disney, Pool, Game Room, Sleeps 11 Kissimmee 10/10 Exceptional (38) "Very nice property with good space and all you need for a holiday home " [](https://www.expedia.ca/Orlando-Hotels-Modern-4-Bedroom.h90239032.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/20000000/19760000/19760000/19759984/6100eb55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, individually decorated, individually furnished](https://images.trvl-media.com/lodging/20000000/19760000/19760000/19759984/8bc5cb4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/20000000/19760000/19760000/19759984/30e68a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/20000000/19760000/19760000/19759984/482d9aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kissimmee Maingate Area Pool Homes by SVV Kissimmee 8.6/10 Excellent (355) "We loved our stay !" [](https://www.expedia.ca/Orlando-Hotels-Kissimmee-Maingate-Area-Pool-Homes-By-SVV.h19759984.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/84000000/83450000/83444200/83444189/68ec2468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/84000000/83450000/83444200/83444189/3306752e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/84000000/83450000/83444200/83444189/9b3c268d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, foosball, video library](https://images.trvl-media.com/lodging/84000000/83450000/83444200/83444189/09f2b828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW 9Bdrm Themed w Arcade near Disney & Universal Kissimmee 10/10 Exceptional (36) "They had plenty at the house and the clubhouses to entertain our crew of 6 kids aged 1-8. Thank you for your hospitality and for a great weekend stay!" CA $735 CA $1,750 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Orlando-Hotels-NEW-9Bdrm-Themed-W-Arcade-Near-Disney-Universal.h83444189.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66970000/66966000/66965928/1484ee9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/67000000/66970000/66966000/66965928/2f90ba73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/67000000/66970000/66966000/66965928/d3e80e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66970000/66966000/66965928/7aef99f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Extended Stay Retreat – Private Pool, Spa & Space for Everyone Kissimmee 9.8/10 Exceptional (60) "Loved the home host responded quick with every message I sent will book again " [](https://www.expedia.ca/Orlando-Hotels-Luxury-7-Bed.h66965928.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992274/bb817d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992274/165d8a5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992274/886b69ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992274/d0d59522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NO CARPETS - ONE LEVEL Newly Renovated Pool/Theater Home In Windsor Hills Windsor Hills 9.8/10 Exceptional (139) "We had an amazing time. We’ve stayed at many different rentals in Florida and this has been by far our favorite. Very clean, wide open space, and awesome pool area! The public pool area was so nice for the family to enjoy together. Very happy with entire trip…way too short " [](https://www.expedia.ca/Orlando-Hotels-NO-CARPETS-ONE-LEVELNewly-Renovated-PoolTheater-Home-In-Windsor-Hills.h18992274.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/48000000/47050000/47043500/47043480/072bae38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/48000000/47050000/47043500/47043480/a1837fa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/48000000/47050000/47043500/47043480/e2e5f8e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/48000000/47050000/47043500/47043480/c62f1780.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 Bedrooms / 3 Bathrooms / Lucaya Village (23-101) Kissimmee 10/10 Exceptional (4) "Spacious, clean, great property to stay for family. Convenient access to Disney, Universal and other attractions. " CA $101 CA $544 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Orlando-Hotels-4-Bedrooms-3-Bathrooms-Lucaya-Village.h47043480.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=2025-10-08&endDate=2025-10-09®ionId=7927&adults=2&lodging=VACATION_HOME&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-Private-Vacation-Homes.d7927-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKissimmee-Private-Vacation-Homes.d7927-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Kissimmee Hotel Reviews ![Parkway International Resort](//images.trvl-media.com/lodging/1000000/700000/692700/692651/fd297cb8_y.jpg) ### Parkway International Resort 10/10 Excellent "My home away from home 💕💕" [](https://expedia.ca/Orlando-Hotels-Parkway-International-Resort.h692651.Hotel-Information) ![Ramada by Wyndham Hotel & Water Park](//images.trvl-media.com/lodging/1000000/10000/3900/3858/18b2638a_y.jpg) ### Ramada by Wyndham Hotel & Water Park 10/10 Excellent "Water Park" [](https://expedia.ca/Orlando-Hotels-Flamingo-Waterpark-Resort.h3858.Hotel-Information) ![Staybridge Suites Orlando Royale Parc Suites by IHG](//images.trvl-media.com/lodging/1000000/10000/7100/7008/a5ca763f_y.jpg) ### Staybridge Suites Orlando Royale Parc Suites by IHG 10/10 Excellent "everything was good" [](https://expedia.ca/Orlando-Hotels-Staybridge-Suites-Orlando-Royale-Parc-Suites.h7008.Hotel-Information) ![Delta Hotels by Marriott Orlando Celebration](//images.trvl-media.com/lodging/1000000/10000/300/256/w4000h2663x0y0-bece67c9_y.jpg) ### Delta Hotels by Marriott Orlando Celebration 10/10 Excellent "It is a very good hotel. We will be back." [](https://expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information) ![voco Kissimmee Orlando by IHG](//images.trvl-media.com/lodging/1000000/50000/41100/41083/b3397abc_y.jpg) ### voco Kissimmee Orlando by IHG 10/10 Excellent "Everything OK " [](https://expedia.ca/Orlando-Hotels-Voco-Kissimmee-Orlando-By-IHG.h41083.Hotel-Information) ![Hilton Vacation Club Mystic Dunes Orlando](//images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "do" [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Margaritaville Resort Orlando with H2O Waterpark](//images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg) ### Margaritaville Resort Orlando with H2O Waterpark 10/10 Excellent "Live music was great. Friendly staff and the resort smelled amazing " [](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Gaylord Palms Resort & Convention Center](//images.trvl-media.com/lodging/1000000/810000/807800/807800/25f2d8a1_y.jpg) ### Gaylord Palms Resort & Convention Center 10/10 Excellent "We had a great experience at the hotel. We loved everything and would stay again." [](https://expedia.ca/Orlando-Hotels-Gaylord-Palms-Resort-Convention-Center.h807800.Hotel-Information) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](//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 "I frequent this property yearly with my family , and we’re never disappointed. River island has the lazy river and volleyball. We love that pool the most. We’ve stay in river island and East in the villas(not the ones that look like houses) and they are very nice and up to date. " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ## Price trends for Vacation Homes in Kissimmee | Less expensive | More expensive | Next month | | --- | --- | --- | | September | December | CA $153 | | Month | Price | | --- | --- | | January | CA $184 | | February | CA $203 | | March | CA $200 | | April | CA $186 | | May | CA $151 | | June | CA $200 | | July | CA $217 | | August | CA $161 | | September | CA $123 | | October | CA $153 | | November | CA $164 | | December | CA $223 | Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Vacation Homes in Kissimmee. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Find out more about Kissimmee ## Kissimmee Vacation Homes information | Number of reviews | 3,695 | | --- | --- | | Accommodation | 16323 Vacation Homes | | Lowest Price | CA $188 | | Highest Price | CA $1,750 | ## 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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