Holiday Rentals Osceola County from 2.279.262 ₫: Find Short-Term Rentals & Holiday Accommodations

Osceola County Accommodation: Most Popular Cities to Stay

A dense cluster of red flowers with green foliage.

Our top choices for Osceola County holiday rentals

An outdoor patio area with wicker furniture, a fire pit, and a view of a pool and greenery.

1. Parkway International Resort by Coolvacay

Kissimmee

Eusebio

A pool area with lounge chairs and umbrellas, surrounded by a fence and buildings.

2. Villas at Fortune Place

Kissimmee

Joseph

2.517.124 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

3. Vacation Village Orlando, Celebration

Kissimmee

Joseph

2.647.029 ₫ total

includes taxes & fees

10 Sept - 11 Sept

A living room with a sofa, two armchairs, a coffee table, a TV stand, a ceiling fan, and a large window with a view of greenery.

4. Alhambra Villas by Coolvacay

Solivita

Tanya

An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

5. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

Victor

13.034.711 ₫ total

includes taxes & fees

17 Sept - 18 Sept

A two-story house with a porch, surrounded by palm trees and greenery.

6. Barefoot'n Resort Kissimmee Orlando

Kissimmee

Carlos

3.918.554 ₫ total

includes taxes & fees

30 Sept - 1 Oct

An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.

7. Reunion Resort & Golf Club

Reunion

RYAN

8.053.257 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A modern hotel room with a large flat-screen TV, a grey sofa, a wooden cabinet, and a balcony with a pool view.

8. Orbit One Vacation Villas by Coolvacay

Kissimmee

Natalie

An aerial view of a resort with two large swimming pools, a tennis court, and a small playground.

9. Barefoot Suites

Kissimmee

Martin

3.341.034 ₫ total

includes taxes & fees

30 Sept - 1 Oct

A decorative stone fountain with a twisted base, surrounded by vibrant red flowers and tropical foliage, set against a backdrop of a pool and palm trees.

10. Maple Leaf Inn & Suites

Kissimmee

Shaneka

1.746.578 ₫ total

includes taxes & fees

6 Sept - 7 Sept

A building with a sign reading "High Point World Resort Welcome Center."

11. High Point World Resort

Kissimmee

Dylan

4.129.312 ₫ total

includes taxes & fees

6 Sept - 7 Sept

A modern living room with a glass dining table, leather sofas, and a flat-screen TV.

12. Grand Lake Resort

Kissimmee

Scott

2.344.070 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

13. Lifetime of Vacations Resort

Kissimmee

porsha

2.641.219 ₫ total

includes taxes & fees

16 Sept - 17 Sept

A modern kitchen with dark cabinetry, stainless steel appliances, and a granite countertop.

14. LOVELY LUXURY APARTMENT CLOSE DISNEY

Kissimmee

Martyn

7.799.516 ₫ total

includes taxes & fees

13 Sept - 14 Sept

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Top Osceola County Hotel Reviews

Palazzo Lakeside Hotel

10/10 Excellent

"This hotel is amazing great location, Staff and Front desk are top of it class, I feel like Royal when at this property lots to do . Nice rooms, Beautiful views from the pool to the cabanas . Gym, laundry, meeting room for conferences, computer to use. You hav hammocks as well to relax. Breakfest included with your stay. I call it my 2nd home here. Thank for treating me like family. I will continue to stay here when I need a getaway fom home."

Kompose Boutique Resort at Theme Parks

8/10 Good

"I liked everything EXCEPT the bathroom was too small, including the sink and shower, which made it pretty uncomfortable. Also, we lost power in our room in the middle of the night, around 1 a.m. 👀 However, we noticed that the hallway still had power. The electricity came back after about 10 minutes. Other than that, the staff was friendly, the hotel was clean, the pool was great, and although the lazy river was small, we really enjoyed it. Free breakfast was included (average, but not bad), as well as free parking. The hotel is close to Walmart, has a modern design, comfortable beds, and plenty of space in the room. I would definitely come back!"

Seasons Florida Resort

10/10 Excellent

"I had a wonderful stay at this hotel in Florida! Everything was clean, comfortable, and well maintained. The staff was friendly and welcoming, and the overall experience was great. I really enjoyed my stay and would definitely consider staying here again on my next trip to Florida. Highly recommended! ❤️"

Quality Inn & Suites By the Parks

8/10 Good

"Breakfast was like a typical hotel breakfast, it was good. The room itself was clean and ac worked. The ‘Renos’ were a little underwhelming just painting over the tub again and again but for us not spending much time in our room it was fine. Water pressure and shower were the lowest rating item in the room to me but got the job done."

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

10/10 Excellent

"Clean and beautiful property, geared toward families with younger children, but absolutely delightful. I didn't have a chance to use the pool, but it was very nice, with almost elegant furniture that made a relaxing retreat. The room was wonderful, nicely decorated and very comfortable-- and slightly larger than a comparable room at the Disney Value Resorts. The staff are delightful, friendly, and welcoming. Breakfast is an elevated experience involving a maitre'd, real dishes and flatware, and, yes, Mickey waffles. It also involves a visit from Mickey and Minnie, loud music, and a kids' dance party-- which isn't a complaint, it was kind of charming, just a little sensory overloading for me and my adult son. But we came for Disney, after all, and we're not opposed to kids. A little warning might have helped... Overall, we had a lovely experience. While this resort is best suited for families with small ones, anyone who enjoys a very comfortable room and a lot of positivity will appreciate Magic Moment."

Galleria Palms Hotel

8/10 Good

"The living area was very nice. The bed was very comfortable. I really liked the liquid hand soap. Bergamot is one of my favorite scents. My only complaint/problem is with the curved shower rod. In the middle where the shower curtain is rather far away the floor and bath mat get VERY wet. A longer shower curtain would be helpful."

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Osceola County Accommodation: Most Popular Cities to Stay

Poinciana

Our top choices for Osceola County holiday rentals

1. Parkway International Resort by Coolvacay

2. Villas at Fortune Place

3. Vacation Village Orlando, Celebration

4. Alhambra Villas by Coolvacay

5. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

6. Barefoot'n Resort Kissimmee Orlando

7. Reunion Resort & Golf Club

8. Orbit One Vacation Villas by Coolvacay

9. Barefoot Suites

10. Maple Leaf Inn & Suites

11. High Point World Resort

12. Grand Lake Resort

13. Lifetime of Vacations Resort

14. LOVELY LUXURY APARTMENT CLOSE DISNEY

Find holiday rentals that suit your style

Top Osceola County Hotel Reviews

Palazzo Lakeside Hotel

Kompose Boutique Resort at Theme Parks

Seasons Florida Resort

Quality Inn & Suites By the Parks

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Galleria Palms Hotel

Embassy Suites By Hilton Orlando Sunset Walk

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Meliá Orlando Celebration

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

1. Parkway International Resort by Coolvacay

2. Villas at Fortune Place

3. Vacation Village Orlando, Celebration

4. Alhambra Villas by Coolvacay

5. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

6. Barefoot'n Resort Kissimmee Orlando

7. Reunion Resort & Golf Club

8. Orbit One Vacation Villas by Coolvacay

9. Barefoot Suites

10. Maple Leaf Inn & Suites

11. High Point World Resort

12. Grand Lake Resort

13. Lifetime of Vacations Resort

14. LOVELY LUXURY APARTMENT CLOSE DISNEY

Find holiday rentals that suit your style

Top Osceola County Hotel Reviews

Palazzo Lakeside Hotel