Holiday Rentals Osceola County from 3.142.277 ₫: Find Short-Term Rentals & Holiday Accommodations

Holiday Rentals in Osceola County
Florida
United States of America
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Osceola County Accommodation: Most Popular Cities to Stay

Poinciana

Our top choices for Osceola County holiday rentals

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

4.0 star property

Kissimmee

8.8 out of 10, Excellent, (1,782 reviews)

8.8/10

Excellent

(1,782 reviews)

"Cottage was very clean and easy check in close to all dining and shopping "

Fernando

The price is 5.357.856 ₫

5.357.856 ₫

11.338.095 ₫ total

includes taxes & fees

25 Jan - 26 Jan

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

32-inch TV with cable channels, DVD player

7 outdoor pools, pool umbrellas, pool loungers

Vacation Village Orlando, Celebration

3.0 star property

Kissimmee

8.6 out of 10, Excellent, (3,215 reviews)

8.6/10

Excellent

(3,215 reviews)

"Nice place to stay"

dianne

The price is 2.190.024 ₫

2.190.024 ₫

3.142.277 ₫ total

includes taxes & fees

3 Feb - 4 Feb

Vacation Village Orlando, Celebration

50-inch LCD TV with cable channels, TV, DVD player

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property

Kissimmee

8.4 out of 10, Very good, (3,052 reviews)

8.4/10

Very good

(3,052 reviews)

"The rooms were very clean and fully stocked. It was very spacious as well. "

Sharlett

Regal Oaks Resort Vacation Townhomes by IDILIQ

Outdoor pool, pool umbrellas, pool loungers

Full-sized fridge, microwave, stovetop, dishwasher

Standard Suite, 2 Bedrooms, Non Smoking, Kitchen | Private kitchen | Full-sized fridge, microwave, stovetop, dishwasher

Barefoot Suites

3.0 star property

Kissimmee

9.0 out of 10, Wonderful, (1,809 reviews)

9.0/10

Wonderful

(1,809 reviews)

"Great clean safe and good location "

italo

Barefoot Suites

Standard Room, 2 Queen Beds | Desk, blackout curtains, iron/ironing board, free cots/infant beds

voco Kissimmee Orlando by IHG

4.0 star property

Kissimmee

7.6 out of 10, Good, (1,009 reviews)

7.6/10

Good

(1,009 reviews)

"Will definitely stay again!!"

Jessica

The price is 1.654.632 ₫

1.654.632 ₫

2.474.200 ₫ total

includes taxes & fees

25 Jan - 26 Jan

voco Kissimmee Orlando by IHG

32-inch flat-screen TV with cable channels

Barefoot'n Resort Kissimmee Orlando

2.5 star property

Kissimmee

9.0 out of 10, Wonderful, (195 reviews)

9.0/10

Wonderful

(195 reviews)

"Comfortable and clean room, good location."

Karina

The price is 2.920.143 ₫

2.920.143 ₫

3.642.280 ₫ total

includes taxes & fees

22 Jan - 23 Jan

Barefoot'n Resort Kissimmee Orlando

House | Private kitchen | Full-sized fridge, microwave, oven, stovetop

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

4.5 star property

Lake Berkley

The price is 7.010.128 ₫

7.010.128 ₫

18.489.983 ₫ total

includes taxes & fees

17 Feb - 18 Feb

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

Individually decorated, individually furnished, iron/ironing board

Maple Leaf Inn & Suites

2.5 star property

Kissimmee

6.8 out of 10, (69 reviews)

6.8/10

(69 reviews)

"The room was clean and the staff was okay "

Shaneka

The price is 1.549.576 ₫

1.549.576 ₫

1.758.900 ₫ total

includes taxes & fees

25 Jan - 26 Jan

Maple Leaf Inn & Suites

Deluxe Townhome, 5 Bedrooms, Private Pool | Living area | 40-inch Smart TV with cable channels, TV

Deluxe Townhome, 5 Bedrooms, Private Pool | In-room dining

Deluxe Townhome, 5 Bedrooms, Private Pool | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Formosa Valley Resort by UNE Homes

4.0 star property

Kissimmee

9.4 out of 10, Exceptional, (200 reviews)

9.4/10

Exceptional

(200 reviews)

"Loved our stay here. Would highly recommend "

Walter

The price is 4.727.700 ₫

4.727.700 ₫

13.775.730 ₫ total

includes taxes & fees

27 Jan - 28 Jan

Formosa Valley Resort by UNE Homes

Encore Swanky

3.0 star property

Kissimmee

The price is 5.441.845 ₫

5.441.845 ₫

16.773.521 ₫ total

includes taxes & fees

1 Feb - 2 Feb

Encore Swanky

Modern 3 Bed Villa, Newly Renovated, Prime Location

3.0 star property

Kissimmee

The price is 3.046.624 ₫

3.046.624 ₫

7.660.158 ₫ total

includes taxes & fees

27 Jan - 28 Jan

Modern 3 Bed Villa, Newly Renovated, Prime Location

Deluxe Double Room | Bathroom | Hair dryer, towels, soap, shampoo

Oasis Private Ensuite Room Shared Home

3.5 star property

Kissimmee

The price is 1.485.229 ₫

1.485.229 ₫

3.623.361 ₫ total

includes taxes & fees

22 Jan - 23 Jan

Oasis Private Ensuite Room Shared Home

Comfort Apartment | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Family Apartment | Living room | 42-inch Smart TV with cable channels

Storey Lake condos by UNE Homes

3.5 star property

Kissimmee

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Clean and beautiful condo. "

Michel Andre

The price is 3.624.432 ₫

3.624.432 ₫

8.883.273 ₫ total

includes taxes & fees

22 Jan - 23 Jan

Storey Lake condos by UNE Homes

Super Calm- Sleeps 17 W Designs Close TO Parks

2.0 star property

Kissimmee

The price is 2.953.311 ₫

2.953.311 ₫

11.507.924 ₫ total

includes taxes & fees

26 Jan - 27 Jan

Super Calm- Sleeps 17 W Designs Close TO Parks

Design House, 6 Bedrooms, Private Pool | Private kitchen | High chair

Design House, 6 Bedrooms, Private Pool | Living area

FL- 1844 GOBI DR

3.0 star property

Kissimmee

The price is 4.753.965 ₫

4.753.965 ₫

11.699.482 ₫ total

includes taxes & fees

5 Feb - 6 Feb

FL- 1844 GOBI DR

Comfort House, Multiple Bedrooms, Private Pool, Lakeside | In-room dining

Comfort House, Multiple Bedrooms, Private Pool, Lakeside | Living area

FL- 1904 Nice Ct

3.0 star property

Kissimmee

The price is 4.018.545 ₫

4.018.545 ₫

12.440.680 ₫ total

includes taxes & fees

27 Jan - 28 Jan

FL- 1904 Nice Ct

55-inch Smart TV with digital channels, table football

4 bedrooms, in-room safe, individually decorated, individually furnished

Jasmine 4 Bedrooms

5.0 star property

Seasons

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"The property was amazing. Quiet, convenient and it was very inviting. "

Jose Antonio

The price is 6.624.319 ₫

6.624.319 ₫

17.880.761 ₫ total

includes taxes & fees

11 Feb - 12 Feb

Jasmine 4 Bedrooms

Lifetime of Vacations Resort

3.0 star property

Kissimmee

9.4 out of 10, Exceptional, (157 reviews)

9.4/10

Exceptional

(157 reviews)

"Excellent"

Saurabh

The price is 3.250.359 ₫

3.250.359 ₫

4.135.645 ₫ total

includes taxes & fees

22 Jan - 23 Jan

Lifetime of Vacations Resort

Condo, 4 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Condo, 4 Bedrooms | Living area | Smart TV

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

3.0 star property

Kissimmee

The price is 2.988.581 ₫

2.988.581 ₫

15.008.815 ₫ total

includes taxes & fees

25 Jan - 26 Jan

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

Grand Lake Resort

3.0 star property

Kissimmee

9.2 out of 10, Wonderful, (156 reviews)

9.2/10

Wonderful

(156 reviews)

"Amber was great we had a ball definitely coming back resort was beautiful "

TAIYLAR

The price is 4.136.580 ₫

4.136.580 ₫

4.931.329 ₫ total

includes taxes & fees

22 Jan - 23 Jan

Grand Lake Resort

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.

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Top Osceola County Hotel Reviews

Parkway International Resort

10/10 Excellent

"Great stay with kids"

Jessica 2-night trip

Posted 1 day ago

Parkway International Resort

Ramada by Wyndham Kissimmee Gateway

10/10 Excellent

"Hotel is nice, clean, and definitely worthy of a low cost hotel for a Disney trip. Great location, easy going staff. We stayed in the Tower, and that was great. Definitely feel better after staying here! Some of the reviews were worrisome, but we had a great stay! "

Michael 3-night trip

Posted 1 day ago

Ramada by Wyndham Kissimmee Gateway

Margaritaville Resort Orlando

10/10 Excellent

"the rooms are spotless."

Juan Manuel 1-night trip

Posted 1 day ago

Margaritaville Resort Orlando

Kompose Boutique Resort at Theme Parks

10/10 Excellent

"Modern facility. Spacious, modern rooms. Tasteful decor. Great location. Safe. "

Glenn 1-night trip

Posted 1 day ago

Kompose Boutique Resort at Theme Parks

Silver Lake Resort

10/10 Excellent

"Very spacious and comfortable room. the room had everything we need to have lunch and dinner inside and not have to waste money on junk food during our trip. the staff was nice and accommodating. will definitely be back. thank you ! "

Cora 2-night trip

Posted 2 days ago

Silver Lake Resort

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent

"Very clean. Staff were very friendly. Really like how there’s an area where you can order food plus the bar. There was a buffet section for breakfast in AM till 10 and dinner at 6 PM. "

Mayelin 2-night trip

Posted 2 days ago

Holiday Inn Resort Kissimmee by the Parks by IHG

Destiny Palms Hotel Maingate West

10/10 Excellent

"Spotless room, staff was incredible. This was a terrific find and value for a perfect Disney World location."

Stephen 6-night trip

Posted 3 days ago

Destiny Palms Hotel Maingate West

Vacation Village Orlando, Celebration

10/10 Excellent

"Very nice property to stay at"

chris 2-night trip

Posted 3 days ago

Vacation Village Orlando, Celebration

Seasons Florida Resort

10/10 Excellent

"Stayed because it is not far to the airport "

Gail 1-night trip

Posted 3 days ago

Seasons Florida Resort

Explore a world of travel with Expedia

Popular Osceola County Cities

Kissimmee Holiday Rentals
Poinciana Holiday Rentals
Yeehaw Junction Holiday Rentals

Search Holiday Rentals in Osceola County

Change your mind

Treat yourself

Be picky

Osceola County Accommodation: Most Popular Cities to Stay

Poinciana

Our top choices for Osceola County holiday rentals

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Vacation Village Orlando, Celebration

Regal Oaks Resort Vacation Townhomes by IDILIQ

Barefoot Suites

voco Kissimmee Orlando by IHG

Barefoot'n Resort Kissimmee Orlando

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

Maple Leaf Inn & Suites

Formosa Valley Resort by UNE Homes

Encore Swanky

Modern 3 Bed Villa, Newly Renovated, Prime Location

Oasis Private Ensuite Room Shared Home

Storey Lake condos by UNE Homes

Super Calm- Sleeps 17 W Designs Close TO Parks

FL- 1844 GOBI DR

FL- 1904 Nice Ct

Jasmine 4 Bedrooms

Lifetime of Vacations Resort

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

Grand Lake Resort

Find holiday rentals that suit your style

Top Osceola County Hotel Reviews

Parkway International Resort

Explore a world of travel with Expedia