Title: Kissimmee Vacation Home Rentals from CA $83: 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)

![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)

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Kissimmee vacation homes

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/fac106b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/941276a2.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)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/e3602b78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information)

9.6/10

Exceptional

(2,049 reviews)

"Facility and staff were excellent "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Travis

CA $163

CA $199 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information)

![House](https://images.trvl-media.com/lodging/122000000/121400000/121391200/121391171/b1cd33aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121400000/121391200/121391171/w2998h1688x2y0-dda56b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121400000/121391200/121391171/b69307a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121400000/121391200/121391171/w2998h1688x2y0-794e169d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Chatham Park

[](https://www.expedia.ca/Orlando-Hotels-Upstay-3BR-Family-Friendly-Stylish-Retreat-W-Patio.h121391171.Hotel-Information)

CA $92

CA $352 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Orlando-Hotels-Upstay-3BR-Family-Friendly-Stylish-Retreat-W-Patio.h121391171.Hotel-Information)

![Indoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/124000000/123140000/123130400/123130365/95884a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123140000/123130400/123130365/2d3fd047.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 5 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/124000000/123140000/123130400/123130365/6405b9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123140000/123130400/123130365/202ece2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lindfields

[](https://www.expedia.ca/Orlando-Hotels-Bright-Cozy-Home-Near-Disney.h123130365.Hotel-Information)

CA $124

CA $398 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Orlando-Hotels-Bright-Cozy-Home-Near-Disney.h123130365.Hotel-Information)

![Design House, 6 Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/4e2c3202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design House, 6 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/cd29a526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/961cc4df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design House, 6 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/d679ca79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-FL-1844-GOBI-DR.h115464733.Hotel-Information)

CA $167

CA $523 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Orlando-Hotels-FL-1844-GOBI-DR.h115464733.Hotel-Information)

![Townhome, 4 Bedrooms | Pool](https://images.trvl-media.com/lodging/118000000/117040000/117038400/117038326/4c4e044e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 4 Bedrooms | Bar (on property)](https://images.trvl-media.com/lodging/118000000/117040000/117038400/117038326/a272840a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 4 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/118000000/117040000/117038400/117038326/4830ad80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 4 Bedrooms | Dining](https://images.trvl-media.com/lodging/118000000/117040000/117038400/117038326/6588fc37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Sunny-Paradise-Retreat-At-Paradise-Palms-By-Shine-Villas-4-Bedroom-Townhouse.h117038326.Hotel-Information)

CA $138

CA $897 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Orlando-Hotels-Sunny-Paradise-Retreat-At-Paradise-Palms-By-Shine-Villas-4-Bedroom-Townhouse.h117038326.Hotel-Information)

![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | In-room dining](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/423e29e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/0ebbcd62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/d173a796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | Private kitchen](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/ed6e5ee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-FL-1904-Nice-Ct.h115464773.Hotel-Information)

CA $175

CA $616 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Orlando-Hotels-FL-1904-Nice-Ct.h115464773.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975876/21627c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Living area](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975876/7073d42f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975876/b40f4c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975876/0f45317c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lake Berkley

[](https://www.expedia.ca/Orlando-Hotels-Lakeview-6Br-W-Pool.h118975876.Hotel-Information)

CA $371

CA $980 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Orlando-Hotels-Lakeview-6Br-W-Pool.h118975876.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/12000000/11290000/11287200/11287159/baf6ec6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/12000000/11290000/11287200/11287159/8e66f138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/12000000/11290000/11287200/11287159/d80fe6a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11290000/11287200/11287159/dfd0fb85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Maple-Leaf-Inn-Suites.h11287159.Hotel-Information)

6.8/10

(69 reviews)

"The room was clean and the staff was okay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shaneka

CA $74

CA $83 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Orlando-Hotels-Maple-Leaf-Inn-Suites.h11287159.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 | In-room dining](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/148b51cc.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/76000000/75970000/75962100/75962058/6871676d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Townhome, 5 Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/25f449f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Formosa-Valley-Resort-By-UNE-Homes.h75962058.Hotel-Information)

9.4/10

Exceptional

(200 reviews)

"Loved our stay here. Would highly recommend "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Walter

CA $240

CA $717 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Orlando-Hotels-Formosa-Valley-Resort-By-UNE-Homes.h75962058.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/106000000/105950000/105946700/105946644/w1284h716x0y3-6b6c5b1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105950000/105946700/105946644/w1272h987x0y2-62706bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/106000000/105950000/105946700/105946644/w1284h719x0y3-54117014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105950000/105946700/105946644/ce360234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lake Berkley

[](https://www.expedia.ca/Orlando-Hotels-Disney-Themed-Single-Family-Home.h105946644.Hotel-Information)

9.6/10

Exceptional

(14 reviews)

"Perfect little weekend getaway. Clean home, nice pool, fun game room!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marisol O.

CA $148

CA $590 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Orlando-Hotels-Disney-Themed-Single-Family-Home.h105946644.Hotel-Information)

![House](https://images.trvl-media.com/lodging/123000000/122880000/122877400/122877364/7e011414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/123000000/122880000/122877400/122877364/09e5a117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/123000000/122880000/122877400/122877364/6c37ba5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/123000000/122880000/122877400/122877364/8ba02de5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Super-Calm-Sleeps-17-W-Designs-Close-TO-Parks.h122877364.Hotel-Information)

CA $156

CA $610 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Orlando-Hotels-Super-Calm-Sleeps-17-W-Designs-Close-TO-Parks.h122877364.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/34000000/33560000/33550500/33550485/3b8c2243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33560000/33550500/33550485/0897124c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/34000000/33560000/33550500/33550485/73c42aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33550500/33550485/079f52b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Breathtaking-Fantasy-World-Newly-Renovated-Near-Disney-22-5-Star-Unit.h33550485.Hotel-Information)

9.0/10

Wonderful

(115 reviews)

"Nice and relaxing. Great pool very within walking distance. Lots to do. Close to entertainment and shopping."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Beth R.

CA $96

CA $336 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Orlando-Hotels-Breathtaking-Fantasy-World-Newly-Renovated-Near-Disney-22-5-Star-Unit.h33550485.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106820000/106814100/106814054/e6b47261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/107000000/106820000/106814100/106814054/c2aef28d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106820000/106814100/106814054/c334a1a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106820000/106814100/106814054/4b68fa23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Indian Point

[](https://www.expedia.ca/Orlando-Hotels-4BR-Villa-W-Pool-Grill-Disney-Nearby-Encanto.h106814054.Hotel-Information)

10/10

Exceptional

(9 reviews)

"Rented the property for 3 days and had an amazing time.Jacuzzi gets warm really quick! The host stayed in contact the whole time and made sure I got the most out of my stay. Will be booking again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Clin'Tavia M.

CA $161

CA $562 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Orlando-Hotels-4BR-Villa-W-Pool-Grill-Disney-Nearby-Encanto.h106814054.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/77000000/76150000/76144900/76144854/62c93a93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76150000/76144900/76144854/dcb9b616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/77000000/76150000/76144900/76144854/8a77ba7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Private kitchen](https://images.trvl-media.com/lodging/77000000/76150000/76144900/76144854/49be7bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bellavida

[](https://www.expedia.ca/Orlando-Hotels-Florida-Breeze.h76144854.Hotel-Information)

CA $460

CA $1,084 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Orlando-Hotels-Florida-Breeze.h76144854.Hotel-Information)

![Townhome, 4 Bedrooms | Pool](https://images.trvl-media.com/lodging/120000000/119870000/119865700/119865656/5d19f631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 4 Bedrooms | Living area](https://images.trvl-media.com/lodging/120000000/119870000/119865700/119865656/2bed9303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 4 Bedrooms | Living area](https://images.trvl-media.com/lodging/120000000/119870000/119865700/119865656/5b84c8d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 4 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/120000000/119870000/119865700/119865656/ef0cdcf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-4br-Townhome-Near-Disney-W-Resort-Amenities-4-Bedroom-Townhouse.h119865656.Hotel-Information)

CA $223

CA $864 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Orlando-Hotels-4br-Townhome-Near-Disney-W-Resort-Amenities-4-Bedroom-Townhouse.h119865656.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/99000000/98500000/98496500/98496457/dfb9f1ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | In-room dining](https://images.trvl-media.com/lodging/99000000/98500000/98496500/98496457/77244c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/99000000/98500000/98496500/98496457/533197dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/99000000/98500000/98496500/98496457/390187c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Crescent Lakes

[](https://www.expedia.ca/Kissimmee-Hotels-Willow-Bend.h98496457.Hotel-Information)

10/10

Exceptional

(2 reviews)

"this house abuts woods and a slow river that made the property peaceful "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John

CA $232

CA $814 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Kissimmee-Hotels-Willow-Bend.h98496457.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975859/5c175bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Living area](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975859/b8a5edc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975859/d39c9c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Living area](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975859/ccaaf638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Crescent Lakes

[](https://www.expedia.ca/Kissimmee-Hotels-South-Facing-W-Private-Pool-Spa.h118975859.Hotel-Information)

CA $204

CA $859 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Kissimmee-Hotels-South-Facing-W-Private-Pool-Spa.h118975859.Hotel-Information)

![Deluxe Condo, Garden View](https://images.trvl-media.com/lodging/122000000/121840000/121839300/121839234/c7f2d5b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121840000/121839300/121839234/66194718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![8 outdoor pools](https://images.trvl-media.com/lodging/122000000/121840000/121839300/121839234/7a9f7fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Condo, Garden View](https://images.trvl-media.com/lodging/122000000/121840000/121839300/121839234/92b41c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Reunion

[](https://www.expedia.ca/Orlando-Hotels-Heaven-On-Earth-Private-Home.h121839234.Hotel-Information)

CA $297

CA $553 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Orlando-Hotels-Heaven-On-Earth-Private-Home.h121839234.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99720000/99711400/99711337/d5efbbd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99720000/99711400/99711337/d00d4147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99720000/99711400/99711337/d5c0d8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/100000000/99720000/99711400/99711337/cbcaf15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-DISNEY-AREA-RESORT-2-BEDROOM-VACATION-RENTAL-AWARD-WINNING-MILL-CREEK-RESORT.h99711337.Hotel-Information)

9.8/10

Exceptional

(14 reviews)

"The place was in a great community. We felt very safe and right at home. Very well maintained with so many things to do on property. Great communication from the property owner. You can’t go wrong booking a stay here! We will definitely be back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emily D.

CA $124

CA $319 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Orlando-Hotels-DISNEY-AREA-RESORT-2-BEDROOM-VACATION-RENTAL-AWARD-WINNING-MILL-CREEK-RESORT.h99711337.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70110000/70109600/70109525/c21c80a6_edited_b86e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/71000000/70110000/70109600/70109525/4fda1ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70110000/70109600/70109525/51b5bc2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/71000000/70110000/70109600/70109525/b12c57cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-FALL-PREMIER-SPECIAL.h70109525.Hotel-Information)

9.8/10

Exceptional

(38 reviews)

"Stay was good "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shauna W.

CA $113

CA $762 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Orlando-Hotels-FALL-PREMIER-SPECIAL.h70109525.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=2026-01-31&endDate=2026-02-01&regionId=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&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=VACATION_HOME)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CONDO)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CABIN)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=RESIDENCE)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CHALET)

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## Top Kissimmee Hotel Reviews

![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

"Yes, it was cool."

[](https://expedia.ca/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.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

"Amazingly clean hotel and room. Very nice front desk agent. Excellent breakfast! Definitely plan on returning."

[](https://expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information)

![Palazzo Lakeside Hotel](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/de0795f9_y.jpg)

### Palazzo Lakeside Hotel

10/10 Excellent

"Our family loves staying here. It is always clean and comfortable. Its close to the parks and the breakfast is excellent. "

[](https://expedia.ca/Orlando-Hotels-Palazzo-Lakeside.h14701.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 and everyone were great"

[](https://expedia.ca/Orlando-Hotels-Gaylord-Palms-Resort-Convention-Center.h807800.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

"A++++"

[](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

"Dylan was wonderful at check in. Offered free drink coupons and complimentary cabana to celebrate my husbands birthday. Room was very clean, pool was very nice and food very good. Close to restaurants and shopping. Would recommend to the traveler who does not need to be right at the theme parks."

[](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.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

"So much bang for your buck for being more of a budget-friendly hotel! So close to Disney"

[](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.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

"This was an absolute wonderful stay. Staff, room, pool and food was great!"

[](https://expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.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

"Clean room. Very spacious. Nice staff "

[](https://expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information)

## Price trends for Vacation Homes in Kissimmee

| Less expensive | More expensive | Next month |
| -------------- | -------------- | ---------- |
| November       | March          | CA $210    |

| Month     | Price   |
| --------- | ------- |
| January   | CA $181 |
| February  | CA $210 |
| March     | CA $233 |
| April     | CA $221 |
| May       | CA $195 |
| June      | CA $207 |
| July      | CA $210 |
| August    | CA $190 |
| September | CA $185 |
| October   | CA $174 |
| November  | CA $170 |
| December  | CA $182 |

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 | 2,499                |
| ----------------- | -------------------- |
| Accommodation     | 16373 Vacation Homes |
| Lowest Price      | CA $83               |
| Highest Price     | CA $1,084            |

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