Title: Osceola County Vacation Rentals from CA $149: Short-Term Rentals for 2026 | Expedia.ca

[Osceola County Hotels](https://expedia.ca/Destinations-In-Osceola-County.d553248635083898062.Hotel-Destinations)[Osceola County Car Rentals](https://expedia.ca/Destinations-In-Osceola-County.d553248635083898062.Car-Rental-Destinations)[Osceola County Vacations](https://expedia.ca/Osceola-County.d553248635083898062.Destination-Travel-Guides)

![Exciting airboat ride through the lush wetlands of Kissimmee, Florida with a diverse group enjoying the adventure](https://images.trvl-media.com/place/7927/e9183e2b-5a9b-406b-a80c-c328c081866b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Visit Orlando

![](https://images.trvl-media.com/place/7927/e9183e2b-5a9b-406b-a80c-c328c081866b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Top Cities in Osceola County

![](https://mediaim.expedia.com/destination/2/20a28c25fed4c2f0b5d084a27e47af2f.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### St. Cloud

[](https://expedia.ca/St-Cloud-Vacation-Rentals.d7061.Travel-Guide-VacationRentals)

![](https://mediaim.expedia.com/destination/2/81a905ce6091c8f5f56ae94cfc61a816.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Kenansville

[](https://expedia.ca/Kenansville-Vacation-Rentals.d6352528.Travel-Guide-VacationRentals)

![](https://mediaim.expedia.com/destination/2/50408c885ceee7c32e83824bad2c2bdb.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Poinciana

[](https://expedia.ca/Poinciana-Vacation-Rentals.d6060122.Travel-Guide-VacationRentals)

## Our top choices for Osceola County vacation rentals

![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)

![Living area](https://images.trvl-media.com/lodging/125000000/124770000/124761900/124761860/8fbc5ad1.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)

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

### Oasis Private Ensuite Room Shared Home

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

Kissimmee

CA $80

CA $192 total

includes taxes & fees

Feb 21 - Feb 22

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

![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/f4bb77d2.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)

![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)

### Vacation Village Orlando, Celebration

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

Kissimmee

8.6/10

Excellent

(3,332 reviews)

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

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

Alicia

CA $113

CA $162 total

includes taxes & fees

Mar 7 - Mar 8

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

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

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

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

![House](https://images.trvl-media.com/lodging/126000000/125650000/125650000/125649989/ccf40117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Super Boho Waterfront Retreat w Fishing Views

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

Historic Downtown Kissimmee

CA $92

CA $353 total

includes taxes & fees

Feb 16 - Feb 17

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

![Family Apartment | Private kitchen](https://images.trvl-media.com/lodging/83000000/82240000/82233800/82233798/6e57a416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment | In-room dining](https://images.trvl-media.com/lodging/83000000/82240000/82233800/82233798/1efeddb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment](https://images.trvl-media.com/lodging/83000000/82240000/82233800/82233798/c0aaf958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/83000000/82240000/82233800/82233798/8e43bd59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LOVELY LUXURY APARTMENT CLOSE DISNEY

[](https://www.expedia.ca/Orlando-Hotels-LOVELY-LUXURY-APARTMENT-CLOSE-DISNEY.h82233798.Hotel-Information)

Kissimmee

8.4/10

Very good

(7 reviews)

"We liked the friendliness of the folks around us. Once we got used to the the streets and how they changed names we were able to navigate around without trouble. At first though we got lost quite often. There weren't enough towels and wash cloths and the kitchen faucet had a broken faucet nut which we had to fix ourselves a couple of times. Other than that it was a most comfortable abode and we are glad that we rented it. "

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

Edward

[](https://www.expedia.ca/Orlando-Hotels-LOVELY-LUXURY-APARTMENT-CLOSE-DISNEY.h82233798.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)

![32-inch flat-screen TV with cable channels](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/55eb0ce2.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)

### Barefoot'n Resort Kissimmee Orlando

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

Kissimmee

9.0/10

Wonderful

(202 reviews)

"Great place. Great location. "

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

Andrew

CA $148

CA $185 total

includes taxes & fees

Mar 4 - Mar 5

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

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112210000/112207400/112207325/ff1085e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/113000000/112210000/112207400/112207325/10db9886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112210000/112207400/112207325/d2a7d5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112210000/112207400/112207325/6cb90b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New cottage retreat in St. Cloud with WiFi, AC.

[](https://www.expedia.ca/St-Cloud-Hotels-Cozy-New-Studio-In-Fantastic-St-Cloud-With-WiFi.h112207325.Hotel-Information)

St. Cloud

10/10

Exceptional

(24 reviews)

"It was a great stay for my honeymoon! Very caring host and cosy home!"

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

Bethany F.

CA $102

CA $181 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/St-Cloud-Hotels-Cozy-New-Studio-In-Fantastic-St-Cloud-With-WiFi.h112207325.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)

![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/0135c99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/96d3eece.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)

### voco Kissimmee Orlando by IHG

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

Kissimmee

7.6/10

Good

(1,001 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

CA $101

CA $145 total

includes taxes & fees

Feb 23 - Feb 24

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

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110110000/110104400/110104381/32102963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110110000/110104400/110104381/505b36c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110110000/110104400/110104381/82e09392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/111000000/110110000/110104400/110104381/w1550h1016x0y0-2e2d574e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunset Bliss Retreat Condo - Near Disney

[](https://www.expedia.ca/Orlando-Hotels-Sunset-Bliss-Retreat-Condo-Near-Disney.h110104381.Hotel-Information)

Kissimmee

9.4/10

Exceptional

(32 reviews)

"Our experience at this condo was excellent. The room was spotless and comfortable, and the space felt very safe and quiet. Parking was easy, and grocery stores and dining options were close by which made our trip convenient. The balcony view was a nice touch for morning coffee, and the AC kept the unit perfectly cool during our stay. Overall, a great location especially for Disney travelers. Highly recommend!"

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

Kristy

CA $75

CA $185 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Orlando-Hotels-Sunset-Bliss-Retreat-Condo-Near-Disney.h110104381.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)

![Fitness facility](https://images.trvl-media.com/lodging/117000000/116300000/116293300/116293250/9d77bb22.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)

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

### The Irlo

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

Kissimmee

6.8/10

(3 reviews)

"The staff was nice. the room was clean and neat when I arrived."

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

Yasmin

CA $80

CA $282 total

includes taxes & fees

Mar 2 - Mar 3

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

![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 | Private kitchen](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/0ec6868a.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)

### FL- 1844 GOBI DR

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

Kissimmee

CA $222

CA $579 total

includes taxes & fees

Feb 25 - Feb 26

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

![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/1dad3a2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/93e82dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/aefe71a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/332ddedd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Encore Swanky

[](https://www.expedia.ca/Orlando-Hotels-411-Wanderlust-Heaven-5bedpool.h119350018.Hotel-Information)

Kissimmee

CA $276

CA $862 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Orlando-Hotels-411-Wanderlust-Heaven-5bedpool.h119350018.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)

![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)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113650000/113649300/113649278/bd014ebf.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)

### Cloud Nine • 1BR 15 MIN from Kissimmee Main Street

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

Kissimmee

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.

CA $114

CA $280 total

includes taxes & fees

Feb 23 - Feb 24

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

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

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

![House](https://images.trvl-media.com/lodging/126000000/125650000/125648800/125648736/4680bba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Boho Lake Fishing Civic Center More

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

Historic Downtown Kissimmee

CA $99

CA $361 total

includes taxes & fees

Mar 9 - Mar 10

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

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

![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/ec893e47.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)

### Barefoot Suites

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

Kissimmee

9.0/10

Wonderful

(1,824 reviews)

"Great place. To stay "

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

THOMAS

CA $115

CA $149 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Orlando-Hotels-Barefoot-Suites.h5287768.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/f3c73455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/942354d5.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)

### Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

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

Kissimmee

8.8/10

Excellent

(1,799 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

CA $284

CA $595 total

includes taxes & fees

Feb 24 - Feb 25

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

![Hallway](https://images.trvl-media.com/lodging/120000000/119160000/119157700/119157665/f18d1fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119160000/119157700/119157665/7eb7106d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119160000/119157700/119157665/fd696ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119160000/119157700/119157665/9b4b4592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Enchanted Fantasy

[](https://www.expedia.ca/Orlando-Hotels-Enchanted-Fantasy.h119157665.Hotel-Information)

Kissimmee

6.0/10

(2 reviews)

"That’s very good"

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

Shamsuddin

CA $74

CA $177 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Orlando-Hotels-Enchanted-Fantasy.h119157665.Hotel-Information)

![50-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/119000000/118330000/118327500/118327483/23c87423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118330000/118327500/118327483/e95c7746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/119000000/118330000/118327500/118327483/b1aa69f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/119000000/118330000/118327500/118327483/02b1d5c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Enchanted Dreams

[](https://www.expedia.ca/Orlando-Hotels-Enchanted-Dreams.h118327483.Hotel-Information)

Kissimmee

5.6/10

(12 reviews)

"Very relaxing space. Clean environment. Coming back very soon "

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

Tanish

CA $78

CA $182 total

includes taxes & fees

Feb 21 - Feb 22

[](https://www.expedia.ca/Orlando-Hotels-Enchanted-Dreams.h118327483.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)

![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)

![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)

![House | Private kitchen](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975876/6f11d9fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakeview 6Br W/ Pool, Hot Tub & Near Theme Parks

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

Lake Berkley

CA $473

CA $1,158 total

includes taxes & fees

Feb 17 - Feb 18

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

![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48210000/48209200/48209200/1083cbea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/49000000/48210000/48209200/48209200/032bbd99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, toys, books](https://images.trvl-media.com/lodging/49000000/48210000/48209200/48209200/edc940a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/49000000/48210000/48209200/48209200/f2269175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private home and entrance, stocked kitchen, fenced yard, Pets, boats ok,Parking 

[](https://www.expedia.ca/St-Cloud-Hotels-Private-Home-And-Entrance.h48209200.Hotel-Information)

St. Cloud

9.4/10

Exceptional

(49 reviews)

"We enjoyed our stay and Karen is an excellent property manager. We will continue to keep this as a favorite on our list of places! "

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

Ed B.

CA $173

CA $438 total

includes taxes & fees

Feb 28 - Mar 1

[](https://www.expedia.ca/St-Cloud-Hotels-Private-Home-And-Entrance.h48209200.Hotel-Information)

![Living room](https://images.trvl-media.com/lodging/114000000/113250000/113245600/113245577/268ce36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/114000000/113250000/113245600/113245577/fa2f74f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/114000000/113250000/113245600/113245577/d49626d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/114000000/113250000/113245600/113245577/99ef87a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Doppio Westside

[](https://www.expedia.ca/Orlando-Hotels-Doppio-Westside.h113245577.Hotel-Information)

Davenport

9.6/10

Exceptional

(33 reviews)

"The house as beautiful and very clean! The staff were very helpful. "

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

Myrialisse

CA $270

CA $631 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Orlando-Hotels-Doppio-Westside.h113245577.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=2026-02-27&endDate=2026-02-28&regionId=553248635083898062&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America&regionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America&regionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America&regionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=VACATION_HOME)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America&regionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America&regionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=VILLA)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America&regionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=COTTAGE)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America&regionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=RESIDENCE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America&regionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=CABIN)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America&regionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=CHALET)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Osceola+County%2C+Florida%2C+United+States+of+America&regionId=553248635083898062&latLong=28.2919%2C-81.407584&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=HOUSE_BOAT)

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## Top Osceola County Hotel Reviews

![Ramada by Wyndham Hotel & Water Park](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/18b2638a_y.jpg)

### Ramada by Wyndham Hotel & Water Park

10/10 Excellent

"excellent place ,excellent atention"

[](https://expedia.ca/Orlando-Hotels-Flamingo-Waterpark-Resort.h3858.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

"This hotel "

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

![Margaritaville Resort Orlando](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg)

### Margaritaville Resort Orlando

10/10 Excellent

"Yes everything was wonderful,friendly and very very clean. "

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

![Westgate Towers Resort](https://images.trvl-media.com/lodging/1000000/180000/170900/170878/bd08ea58_y.jpg)

### Westgate Towers Resort

10/10 Excellent

"Very clean, everyone was friendly "

[](https://expedia.ca/Orlando-Hotels-Westgate-Towers-Resort.h170878.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

"Very family friendly "

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

"Room was very clean and staff very helpful. We would like to recognize Constanza, Anaika, Heidymar, Viviana and Daniela for their extra efforts and above and beyond service."

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

![Silver Lake Resort](https://images.trvl-media.com/lodging/1000000/20000/14600/14518/f53cedc1_y.jpg)

### Silver Lake Resort

10/10 Excellent

"Room was very spacious and clean. Quiet area and close to everything. Will definitely stay again! "

[](https://expedia.ca/Orlando-Hotels-Silver-Lake-Resort.h14518.Hotel-Information)

![Holiday Inn & Suites Orlando SW - Celebration Area by IHG](https://images.trvl-media.com/lodging/1000000/10000/7900/7855/e4318c5d_y.jpg)

### Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent

"Clean room. Very pleasant staff. All the necessary amenties to facilitate remote work. Great Breakfast Buffett! and very convenient location."

[](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Orlando-SW-Celebration-Area.h7855.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

"Very nice room, excellent breakfast "

[](https://expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Sunset-Walk.h90603708.Hotel-Information)

## Find out more about Osceola County

**Everything you need to know about** **Osceola County** **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 Osceola County vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... 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 Osceola County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Osceola County vacation rentals: An excellent choice for every season**

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osceola County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. The selection of Osceola County vacation rentals we have selected for you start as low as CA $149 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Osceola County rentals**

At Expedia, we put the best Osceola County 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 Osceola County 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 Osceola County 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 Osceola County. 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

- Popular Osceola County Cities
- All accommodation types in Osceola County

- [Kissimmee Vacation Rentals ](https://expedia.ca/Kissimmee-Vacation-Rentals.d7927.Travel-Guide-VacationRentals)
- [Celebration Vacation Rentals ](https://expedia.ca/Celebration-Vacation-Rentals.d602896.Travel-Guide-VacationRentals)
- [St. Cloud Vacation Rentals ](https://expedia.ca/St-Cloud-Vacation-Rentals.d7061.Travel-Guide-VacationRentals)
- [Poinciana Vacation Rentals ](https://expedia.ca/Poinciana-Vacation-Rentals.d6060122.Travel-Guide-VacationRentals)
- [Kenansville Vacation Rentals ](https://expedia.ca/Kenansville-Vacation-Rentals.d6352528.Travel-Guide-VacationRentals)

- [Vacation Homes in Osceola County ](https://expedia.ca/Osceola-County-Private-Vacation-Homes.d553248635083898062-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Villas in Osceola County ](https://expedia.ca/Osceola-County-Villas.d553248635083898062-aaVillas.Travel-Guide-Accommodation)
- [Condo Rentals in Osceola County ](https://expedia.ca/Osceola-County-Condos.d553248635083898062-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Osceola County ](https://expedia.ca/Osceola-County-Apartments.d553248635083898062-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Osceola County ](https://expedia.ca/Osceola-County-Cottages.d553248635083898062-aaCottages.Travel-Guide-Accommodation)
- [Resorts in Osceola County ](https://expedia.ca/Osceola-County-Resort-Hotels.d553248635083898062-aaResortHotels.Travel-Guide-Accommodation)
- [Townhomes in Osceola County ](https://expedia.ca/Osceola-County-Townhomes.d553248635083898062-aaTownhomes.Travel-Guide-Accommodation)
- [Aparthotels in Osceola County ](https://expedia.ca/Osceola-County-Apart-Hotels.d553248635083898062-aaApartHotels.Travel-Guide-Accommodation)
- [Chalets in Osceola County ](https://expedia.ca/Osceola-County-Chalets.d553248635083898062-aaChalets.Travel-Guide-Accommodation)
- [Guest Houses in Osceola County ](https://expedia.ca/Osceola-County-Guest-Houses.d553248635083898062-aaGuestHouses.Travel-Guide-Accommodation)
- [Motels in Osceola County ](https://expedia.ca/Osceola-County-Motels.d553248635083898062-aaMotels.Travel-Guide-Accommodation)
- [Residences in Osceola County ](https://expedia.ca/Osceola-County-Residences.d553248635083898062-aaResidences.Travel-Guide-Accommodation)
- [B&B in Osceola County ](https://expedia.ca/Osceola-County-Bed-And-Breakfast.d553248635083898062-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Osceola County ](https://expedia.ca/Osceola-County-Cabins.d553248635083898062-aaCabins.Travel-Guide-Accommodation)
- [Condo Resorts in Osceola County ](https://expedia.ca/Osceola-County-Condominium-Resort.d553248635083898062-aaCondominiumResort.Travel-Guide-Accommodation)
- [Farmstay in Osceola County ](https://expedia.ca/Osceola-County-Agritourism.d553248635083898062-aaAgritourism.Travel-Guide-Accommodation)
- [RV Parks in Osceola County ](https://expedia.ca/Osceola-County-RV-Parks.d553248635083898062-aaRVParks.Travel-Guide-Accommodation)
- [Lodges in Osceola County ](https://expedia.ca/Osceola-County-Lodges.d553248635083898062-aaLodges.Travel-Guide-Accommodation)
- [Houseboats in Osceola County ](https://expedia.ca/Osceola-County-Houseboats.d553248635083898062-aaHouseboats.Travel-Guide-Accommodation)
- [Riads in Osceola County ](https://expedia.ca/Osceola-County-Riads.d553248635083898062-aaRiads.Travel-Guide-Accommodation)