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

Holiday Rentals in Osceola County
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Osceola County Accommodation: Most Popular Cities to Stay

Poinciana

Our top choices for Osceola County holiday rentals

Aparthotel in Kissimmee

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

4.0 star property

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

Condo in Kissimmee

Vacation Village Orlando, Celebration

3.0 star property

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

2 restaurants, lunch, dinner served; American cuisine

Condo resort in Kissimmee

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property

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

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

Full-sized fridge, microwave, stovetop, dishwasher

Aparthotel in Kissimmee

Barefoot Suites

3.0 star property

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

Aparthotel in Kissimmee

voco Kissimmee Orlando by IHG

4.0 star property

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

Aparthotel in Kissimmee

Barefoot'n Resort Kissimmee Orlando

2.5 star property

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 | Living area | 55-inch Smart TV with digital channels, streaming services

Holiday Home in Lake Berkley

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

4.5 star property

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

Holiday Home in Kissimmee

Maple Leaf Inn & Suites

2.5 star property

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

Holiday Home in Kissimmee

Formosa Valley Resort by UNE Homes

4.0 star property

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

Cottage in Kissimmee

Encore Swanky

3.0 star property

The price is 5.441.845 ₫

5.441.845 ₫

16.773.521 ₫ total

includes taxes & fees

1 Feb - 2 Feb

Encore Swanky

Villa in Kissimmee

Modern 3 Bed Villa, Newly Renovated, Prime Location

3.0 star property

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

Aparthotel in Kissimmee

Oasis Private Ensuite Room Shared Home

3.5 star property

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

Family Apartment | Individually decorated, individually furnished, laptop workspace

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

Apartment in Kissimmee

Storey Lake condos by UNE Homes

3.5 star property

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

Holiday Home in Kissimmee

Super Calm- Sleeps 17 W Designs Close TO Parks

2.0 star property

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

Holiday Home in Kissimmee

FL- 1844 GOBI DR

3.0 star property

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 | Private kitchen | High chair

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

Holiday Home in Kissimmee

FL- 1904 Nice Ct

3.0 star property

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

Holiday Home in Seasons

Jasmine 4 Bedrooms

5.0 star property

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

Condo in Kissimmee

Lifetime of Vacations Resort

3.0 star property

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 | Living area | Smart TV

Condo in Kissimmee

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

3.0 star property

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

Aparthotel in Kissimmee

Grand Lake Resort

3.0 star property

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

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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

Aparthotel in Kissimmee

Condo in Kissimmee

Condo resort in Kissimmee

Aparthotel in Kissimmee

Aparthotel in Kissimmee

Aparthotel in Kissimmee

Holiday Home in Lake Berkley

Holiday Home in Kissimmee

Holiday Home in Kissimmee

Cottage in Kissimmee

Villa in Kissimmee

Aparthotel in Kissimmee

Apartment in Kissimmee

Holiday Home in Kissimmee

Holiday Home in Kissimmee

Holiday Home in Kissimmee

Holiday Home in Seasons

Condo in Kissimmee

Condo in Kissimmee

Aparthotel in Kissimmee

Find holiday rentals that suit your style

Top Osceola County Hotel Reviews

Parkway International Resort

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