Title: Kissimmee Vacation Rentals from $101: Search Short-Term Rentals | Expedia.com

[Kissimmee Travel Guide](https://expedia.com/Kissimmee.dx7927)[Hotels in Kissimmee](https://expedia.com/Kissimmee-Hotels.d7927.Travel-Guide-Hotels)[Flights to Kissimmee](https://expedia.com/Cheap-Flights-To-Kissimmee.d7927.Travel-Guide-Flights)[Things to do in Kissimmee](https://expedia.com/Things-To-Do-In-Kissimmee.d7927.Travel-Guide-Activities)[Car Rentals in Kissimmee](https://expedia.com/Car-Rentals-In-Kissimmee.d7927.Car-Rental-Guide)[Kissimmee Vacation Packages](https://expedia.com/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

[Mar 13 - Mar 15](https://www.expedia.com/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 two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=7927&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=7927&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=7927&startDate=2026-06-19&endDate=2026-06-21&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 rentals

![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/1ef981b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch TV with cable channels, DVD player](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/4ec89cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch TV with cable channels, DVD player](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/f4bb77d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/733b02fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Kissimmee

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

8.6/10

Excellent

(3,461 reviews)

"Yes .. very clean rooms and hotel chef was great"

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

Alicia

$102 nightly

$116 total

Mar 25 - Mar 26

Total with taxes and fees

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

![2 outdoor pools](https://images.trvl-media.com/lodging/125000000/124770000/124761900/124761860/667ea04b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, dishwasher, cookware/dishes/utensils](https://images.trvl-media.com/lodging/125000000/124770000/124761900/124761860/w1536h1021x0y3-30788c22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124770000/124761900/124761860/2e34010f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Quadruple Room | Free WiFi](https://images.trvl-media.com/lodging/125000000/124770000/124761900/124761860/bec7c734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Kissimmee

[](https://www.expedia.com/Orlando-Hotels-Oasis-Private-Ensuite-Room-Shared-Home.h124761860.Hotel-Information)

4.0/10

(1 review)

"I was switch to a different location the day before arriving. The new location had roaches! And it should be noted before booking about the $60 a day fee to heat the pool. Ruined my whole trip not being able to swim! There was mention of a clubhouse to swim but it wasn’t in walking distance."

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

Latisha

$123 nightly

$140 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Oasis-Private-Ensuite-Room-Shared-Home.h124761860.Hotel-Information)

![House | 2 bedrooms](https://images.trvl-media.com/lodging/126000000/125650000/125648800/125648736/826747cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 2 bedrooms](https://images.trvl-media.com/lodging/126000000/125650000/125648800/125648736/83e18041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 2 bedrooms](https://images.trvl-media.com/lodging/126000000/125650000/125648800/125648736/83f4d278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 2 bedrooms](https://images.trvl-media.com/lodging/126000000/125650000/125648800/125648736/0d271d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Historic Downtown Kissimmee

[](https://www.expedia.com/Orlando-Hotels-Boho-Lake-Fishing-Civic-Center-More.h125648736.Hotel-Information)

$234 nightly

$266 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Boho-Lake-Fishing-Civic-Center-More.h125648736.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/b503fcf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/8d914db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds | Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/0135c99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/b3397abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Kissimmee

[](https://www.expedia.com/Orlando-Hotels-Voco-Kissimmee-Orlando-By-IHG.h41083.Hotel-Information)

7.6/10

Good

(1,024 reviews)

"Staff was very helpful, location was what we needed and rooms and pool were outstanding "

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

Chester Joseph

$83 nightly

$94 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Voco-Kissimmee-Orlando-By-IHG.h41083.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/117000000/116300000/116293300/116293250/5461142a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116300000/116293300/116293250/60b44662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio Suite, 1 King Bed with Sofa bed, Non Smoking, Kitchen | Blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/117000000/116300000/116293300/116293250/4c20b7b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Studio Suite, 1 King Bed with Sofa bed, Kitchen | Living area](https://images.trvl-media.com/lodging/117000000/116300000/116293300/116293250/w1103h736x0y2-6c1b92e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Kissimmee

[](https://www.expedia.com/Orlando-Hotels-The-Irlo.h116293250.Hotel-Information)

7.4/10

Good

(6 reviews)

"My stay started as a cautious one, and quickly changed to a great one . Room was alot more then I anticipated, and staff- from manager Shawn down to the clerk's went well above and beyond for levels of service. Seen postings negative to site but believe me I've been here almost a month and found nothing bad. Florida is known for bugs of many sorts and glad to report had no issues, and they take extra precautions to keep everyone safe. I now snow bird and will be back again without a second...

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

Jeffrey

$184 nightly

$209 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-The-Irlo.h116293250.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/126000000/125660000/125659200/125659106/48f430eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 King Bed with Sofa bed, Non Smoking, Kitchen | Park view](https://images.trvl-media.com/lodging/126000000/125660000/125659200/125659106/66076b40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/126000000/125660000/125659200/125659106/12daec1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 King Bed with Sofa bed, Non Smoking, Kitchen | Living area | 45-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/126000000/125660000/125659200/125659106/47465eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Kissimmee

[](https://www.expedia.com/Orlando-Hotels-Adeline-Apartments-15m-To-Parks.h125659106.Hotel-Information)

$189 nightly

$212 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Adeline-Apartments-15m-To-Parks.h125659106.Hotel-Information)

![Design House, 6 Bedrooms, Private Pool | Private kitchen | Highchair](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)

![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)

![Design House, 6 Bedrooms, Private Pool | Private kitchen | Highchair](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/0ec6868a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

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

$313 nightly

$356 total

Feb 25 - Feb 26

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/63085fac.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)

![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/e262066b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/8e4b032a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Kissimmee

[](https://www.expedia.com/Orlando-Hotels-Modern-3-Bed-Villa.h123109264.Hotel-Information)

$290 nightly

$307 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Modern-3-Bed-Villa.h123109264.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/6251c0df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/8b6a5a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/4a5f5c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Suite, 2 Bedrooms, Non Smoking, Kitchen | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/04d42f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Kissimmee

[](https://www.expedia.com/Orlando-Hotels-Barefoot-Suites.h5287768.Hotel-Information)

9.0/10

Wonderful

(1,831 reviews)

"Great place. To stay "

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

THOMAS

$89 nightly

$101 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Barefoot-Suites.h5287768.Hotel-Information)

![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)

![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)

![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)

### Vacation Home in Kissimmee

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

9.6/10

Exceptional

(2,111 reviews)

"Always enjoy our stay here!"

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

David

$213 nightly

$240 total

Mar 15 - Mar 16

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/a1409b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch flat-screen TV with cable channels](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/cad1a986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lake](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/45eee6a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/5681a60b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Kissimmee

[](https://www.expedia.com/Orlando-Hotels-Barefootn-Resort.h111401427.Hotel-Information)

9.0/10

Wonderful

(210 reviews)

"Great place. Great location. "

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

Andrew

$117 nightly

$133 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Barefootn-Resort.h111401427.Hotel-Information)

![Condo, 2 Bedrooms | Exterior](https://images.trvl-media.com/lodging/91000000/90320000/90313400/90313361/bb141071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Private kitchen | Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/91000000/90320000/90313400/90313361/c492c26f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/91000000/90320000/90313400/90313361/c8c730f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Dining](https://images.trvl-media.com/lodging/91000000/90320000/90313400/90313361/e893ce67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Kissimmee

[](https://www.expedia.com/Orlando-Hotels-Vacation-Meadows-Storey-Lake-By-Shine-Villas-710-2-Bedroom-Apts.h90313361.Hotel-Information)

10/10

Exceptional

(1 review)

"Great communication and close to Disney and Universal. Very roomy unit "

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

Gilbert

$506 nightly

$574 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Vacation-Meadows-Storey-Lake-By-Shine-Villas-710-2-Bedroom-Apts.h90313361.Hotel-Information)

![House | 2 bedrooms](https://images.trvl-media.com/lodging/126000000/125650000/125650000/125649989/a2b47af5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 2 bedrooms](https://images.trvl-media.com/lodging/126000000/125650000/125650000/125649989/609a8984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 2 bedrooms](https://images.trvl-media.com/lodging/126000000/125650000/125650000/125649989/2b654705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 2 bedrooms](https://images.trvl-media.com/lodging/126000000/125650000/125650000/125649989/89830750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Historic Downtown Kissimmee

[](https://www.expedia.com/Orlando-Hotels-Super-Boho-Waterfront-Retreat-W-Fishing-Views.h125649989.Hotel-Information)

$228 nightly

$259 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Super-Boho-Waterfront-Retreat-W-Fishing-Views.h125649989.Hotel-Information)

![House | Living area | 55-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975854/bf990da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975854/fa0a2b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975854/06eff1fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Living area | 55-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975854/5ee59e64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Indian Point

[](https://www.expedia.com/Orlando-Hotels-Sunny-Private-Pool-Spa-Fenced-Yard-Nr-Parks.h118975854.Hotel-Information)

$563 nightly

$639 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Sunny-Private-Pool-Spa-Fenced-Yard-Nr-Parks.h118975854.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/114000000/113650000/113649300/113649278/dad55ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113650000/113649300/113649278/c9dc8a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/114000000/113650000/113649300/113649278/f321e1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113650000/113649300/113649278/371a59be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Kissimmee

[](https://www.expedia.com/Orlando-Hotels-Charming-1-Bedroom-Apartment-With-AC.h113649278.Hotel-Information)

10/10

Exceptional

(4 reviews)

"Everything was great. Good location and nice cozy place for 2."

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

Joshua T.

$181 nightly

$203 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Charming-1-Bedroom-Apartment-With-AC.h113649278.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33560000/33559971/09305881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/34000000/33560000/33560000/33559971/645e5e17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33560000/33560000/33559971/a72d9e11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/34000000/33560000/33560000/33559971/10ab1dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Kissimmee

[](https://www.expedia.com/Orlando-Hotels-Modern-Award-Winning-Newly-Renovated.h33559971.Hotel-Information)

9.2/10

Wonderful

(155 reviews)

"Excellent accommodations."

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

Raychelle

$200 nightly

$224 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Modern-Award-Winning-Newly-Renovated.h33559971.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)

![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/12000000/11290000/11287200/11287159/edce80c7.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.com/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

$59 nightly

$67 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Maple-Leaf-Inn-Suites.h11287159.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 | Full-size fridge, microwave, oven, stovetop](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.com/Orlando-Hotels-Florida-Breeze.h76144854.Hotel-Information)

$685 nightly

$777 total

Mar 18 - Mar 19

Total with taxes and fees

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

![Smart TV, DVD player, foosball, books](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/1726442e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/3cdad71b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/22c12933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, foosball, books](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/cb82f442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Kissimmee

[](https://www.expedia.com/Orlando-Hotels-Tinkerbells-Castle-1-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33648289.Hotel-Information)

9.6/10

Exceptional

(140 reviews)

"The pool was great for the whole family, and everything worked and matched the listing "

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

Robert S.

$369 nightly

$413 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Tinkerbells-Castle-1-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33648289.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/95b891a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/2a870455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/f3c73455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/e09ba96c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Kissimmee

[](https://www.expedia.com/Orlando-Hotels-Margaritaville-Resort-Orlando-Cottages-By-Rentyl.h27548551.Hotel-Information)

8.8/10

Excellent

(1,822 reviews)

"We loved the resort. The cottages were comfortable and clean, the pool was amazing and we loved that there was a shuttle to the pool. The best part was the Margaritaville blender in the kitchen! We would totally stay there again."

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

Michelle

$373 nightly

$424 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Margaritaville-Resort-Orlando-Cottages-By-Rentyl.h27548551.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.com/Hotel-Search?startDate=2026-03-10&endDate=2026-03-11&regionId=7927&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_7927)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=VACATION_HOME)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=VILLA)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=CONDO)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=COTTAGE)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=CABIN)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=RESIDENCE)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=HOUSE_BOAT)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Kissimmee%2C+Florida%2C+United+States+of+America&regionId=7927&latLong=28.291956%2C-81.407571&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=CHALET)

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## Top Kissimmee Hotel Reviews

![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

"Room was great with two king beds. Property is new and well run. Great concept."

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

![Ramada by Wyndham Kissimmee Gateway](https://images.trvl-media.com/lodging/1000000/50000/40600/40513/b94616ba_y.jpg)

### Ramada by Wyndham Kissimmee Gateway

10/10 Excellent

"Yes"

[](https://expedia.com/Orlando-Hotels-Ramada-By-Wyndham-Kissimmee-Gateway.h40513.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

"This hotel is an amazing place to stay for anyone- clean rooms, friendly and professional staff, a hotel bar and restaurant, pools and hot tub. As a parent of two young children, I loved that there was an arcade and indoor play gym. Will definitely recommend this to friends and family!"

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

"Perfect"

[](https://expedia.com/Orlando-Hotels-Gaylord-Palms-Resort-Convention-Center.h807800.Hotel-Information)

![Embassy Suites By Hilton Orlando Sunset Walk](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603708/68d1bc67_y.jpg)

### Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent

"Clean room and facility. Nice grounds and pool. Friendly staff. Great Customer service. 🙂"

[](https://expedia.com/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Sunset-Walk.h90603708.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, friendly staff, "

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

![Margaritaville Cottages Orlando by Rentyl](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/23050871_y.jpg)

### Margaritaville Cottages Orlando by Rentyl

10/10 Excellent

"The cottage was beautiful and clean. It had everything we needed for the week."

[](https://expedia.com/Orlando-Hotels-Margaritaville-Resort-Orlando-Cottages-By-Rentyl.h27548551.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

"The desk staff is very friendly and there to help people enjoy their stay. "

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

"Everything from the room and amenities, to the staff and other happy guests was amazing. So amazing we ended up buying a timeshare! So we will definitely be going back again and again and more!"

[](https://expedia.com/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information)

## Price trends for vacation rentals in Kissimmee

| Less expensive | More expensive | Next month |
| -------------- | -------------- | ---------- |
| January        | February       | $262       |

| Month     | Price |
| --------- | ----- |
| January   | $194  |
| February  | $283  |
| March     | $262  |
| April     | $236  |
| May       | $228  |
| June      | $236  |
| July      | $248  |
| August    | $241  |
| September | $235  |
| October   | $237  |
| November  | $216  |
| December  | $237  |

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 rentals in Kissimmee. Select dates and complete search for nightly totals inclusive of taxes and fees.

## Find out more about Kissimmee

**Everything you need to know about Kissimmee vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kissimmee vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kissimmee vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Kissimmee vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Kissimmee. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Kissimmee in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $101 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Kissimmee rentals**

At Expedia, we put the best Kissimmee vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kissimmee rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kissimmee vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kissimmee. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Vacation Homes in Kissimmee ](https://expedia.com/Kissimmee-Private-Vacation-Homes.d7927-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Villas in Kissimmee ](https://expedia.com/Kissimmee-Villas.d7927-aaVillas.Travel-Guide-Accommodation)
- [Condo Rentals in Kissimmee ](https://expedia.com/Kissimmee-Condos.d7927-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Kissimmee ](https://expedia.com/Kissimmee-Apartments.d7927-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Kissimmee ](https://expedia.com/Kissimmee-Cottages.d7927-aaCottages.Travel-Guide-Accommodation)
- [Resorts in Kissimmee ](https://expedia.com/Kissimmee-Resorts.d7927-aaResorts.Travel-Guide-Accommodation)
- [Town Houses in Kissimmee ](https://expedia.com/Kissimmee-Town-Houses.d7927-aaTownHouses.Travel-Guide-Accommodation)
- [Aparthotels in Kissimmee ](https://expedia.com/Kissimmee-Apart-Hotels.d7927-aaApartHotels.Travel-Guide-Accommodation)
- [Chalets in Kissimmee ](https://expedia.com/Kissimmee-Chalets.d7927-aaChalets.Travel-Guide-Accommodation)
- [Guest Houses in Kissimmee ](https://expedia.com/Kissimmee-Guest-Houses.d7927-aaGuestHouses.Travel-Guide-Accommodation)
- [Motels in Kissimmee ](https://expedia.com/Kissimmee-Motels.d7927-aaMotels.Travel-Guide-Accommodation)
- [Residences in Kissimmee ](https://expedia.com/Kissimmee-Residences.d7927-aaResidences.Travel-Guide-Accommodation)
- [B&B in Kissimmee ](https://expedia.com/Kissimmee-Bed-And-Breakfast.d7927-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Condo Resorts in Kissimmee ](https://expedia.com/Kissimmee-Condominium-Resort.d7927-aaCondominiumResort.Travel-Guide-Accommodation)
- [Cabin Rentals in Kissimmee ](https://expedia.com/Kissimmee-Cabins.d7927-aaCabins.Travel-Guide-Accommodation)
- [RV Parks in Kissimmee ](https://expedia.com/Kissimmee-RV-Parks.d7927-aaRVParks.Travel-Guide-Accommodation)
- [Farmstay in Kissimmee ](https://expedia.com/Kissimmee-Agritourism.d7927-aaAgritourism.Travel-Guide-Accommodation)
- [Lodges in Kissimmee ](https://expedia.com/Kissimmee-Lodges.d7927-aaLodges.Travel-Guide-Accommodation)
- [Houseboats in Kissimmee ](https://expedia.com/Kissimmee-Houseboats.d7927-aaHouseboats.Travel-Guide-Accommodation)
- [Riads in Kissimmee ](https://expedia.com/Kissimmee-Riads.d7927-aaRiads.Travel-Guide-Accommodation)
- [Castles in Kissimmee ](https://expedia.com/Kissimmee-Castles.d7927-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Kissimmee?

### What's the top vacation rental that Kissimmee has to offer?

### How many vacation rentals are there in Kissimmee?

### What can I see and do in Kissimmee?

### What are vacation rentals like in Kissimmee?

### Expedia's Latest Trends

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- [Marriott Hotels & Resorts Hotels in Winter Park](https://expedia.com/Winter-Park-Hotels-Marriott-Hotels-Resorts.0-0-d7902--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels)
- [Hotel Rooms in Altamonte Springs](https://expedia.com/Altamonte-Springs-Hotels.d5965.Travel-Guide-Hotels)
- [Altamonte Springs Cheap Hotels](https://expedia.com/Altamonte-Springs-Hotels-Cheap-Hotels.0-0-d5965-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotel Rooms in Celebration](https://expedia.com/Celebration-Hotels.d602896.Travel-Guide-Hotels)
- [Lake Buena Vista Cheap Hotels](https://expedia.com/Lake-Buena-Vista-Hotels-Cheap-Hotels.0-0-d10870-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotel Rooms in Maitland](https://expedia.com/Maitland-Hotels.d8442.Travel-Guide-Hotels)
- [Lake Buena Vista Hotels with Free Airport Shuttle](https://expedia.com/Lake-Buena-Vista-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d10870-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels)
- [Hotel Rooms in Windermere](https://expedia.com/Windermere-Hotels.d6085091.Travel-Guide-Hotels)
- [Lake Buena Vista Hotels with Free Breakfast](https://expedia.com/Lake-Buena-Vista-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d10870-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels)
- [Hotel Rooms in Lake Buena Vista](https://expedia.com/Lake-Buena-Vista-Hotels.d10870.Travel-Guide-Hotels)
- [Hotel Rooms in Winter Park](https://expedia.com/Winter-Park-Hotels.d7902.Travel-Guide-Hotels)

Flights

- [Flights to ORL](https://expedia.com/Cheap-Flights-To-Lake-Buena-Vista.d10870.Travel-Guide-Flights)

Cars

- [Car rentals in Lake Buena Vista](https://expedia.com/Car-Rentals-In-Lake-Buena-Vista.d10870.Car-Rental-Guide)
- [Car rentals in Maitland](https://expedia.com/Car-Rentals-In-Maitland.d8442.Car-Rental-Guide)
- [Car rentals in Winter Park](https://expedia.com/Car-Rentals-In-Winter-Park.d7902.Car-Rental-Guide)
- [Car rentals in Altamonte Springs](https://expedia.com/Car-Rentals-In-Altamonte-Springs.d5965.Car-Rental-Guide)
- [Car rentals in Celebration](https://expedia.com/Car-Rentals-In-Celebration.d602896.Car-Rental-Guide)

Activities

- [Things to do in Lake Buena Vista](https://expedia.com/Things-To-Do-In-Lake-Buena-Vista.d10870.Travel-Guide-Activities)
- [Things to do in Winter Park](https://expedia.com/Things-To-Do-In-Winter-Park.d7902.Travel-Guide-Activities)
- [Things to do in Altamonte Springs](https://expedia.com/Things-To-Do-In-Altamonte-Springs.d5965.Travel-Guide-Activities)
- [Things to do in Fern Park](https://expedia.com/Things-To-Do-In-Fern-Park.d7377.Travel-Guide-Activities)
- [Things to do in Maitland](https://expedia.com/Things-To-Do-In-Maitland.d8442.Travel-Guide-Activities)
- [Things to do in Celebration](https://expedia.com/Things-To-Do-In-Celebration.d602896.Travel-Guide-Activities)
- [Things to do in Windermere](https://expedia.com/Things-To-Do-In-Windermere.d6085091.Travel-Guide-Activities)

Packages

- [Holiday in Celebration](https://expedia.com/Celebration.d602896.Destination-Travel-Guides)

Vacation Rentals

- [Lake Buena Vista Vacation Rental](https://expedia.com/Lake-Buena-Vista-Vacation-Rentals.d10870.Travel-Guide-VacationRentals)
- [Winter Park Vacation Rental](https://expedia.com/Winter-Park-Vacation-Rentals.d7902.Travel-Guide-VacationRentals)

General

- [Visit Winter Park](https://expedia.com/Winter-Park.dx7902)
- [Visit Celebration](https://expedia.com/Celebration.dx602896)
- [Visit Altamonte Springs](https://expedia.com/Altamonte-Springs.dx5965)

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