Holiday Rentals Osceola County from ₹8,641: Find Short-Term Rentals & Holiday Accommodations

Our top choices for Osceola County holiday rentals

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

1. Vacation Village Orlando, Celebration

Kissimmee

Desiree

₹9,828 total

includes taxes & fees

29 Nov - 30 Nov

A modern bathroom with a white sink, a large mirror, a wooden shelf with a coffee maker, and a microwave.

2. Hotel-Style Room Pool, Disney Shuttle

Kissimmee

₹10,923 total

includes taxes & fees

9 Nov - 10 Nov

A swimming pool with a curved design, surrounded by a paved deck and a fence.

3. Lyrios Vacation Rentals - The Palms

Kissimmee

₹17,786 total

includes taxes & fees

5 Nov - 6 Nov

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

4. Villas at Fortune Place

Kissimmee

iris

₹9,742 total

includes taxes & fees

3 Dec - 4 Dec

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

Ashley

₹44,963 total

includes taxes & fees

4 Nov - 5 Nov

A resort with a large central pool, multiple guest villas, and a scenic view of the surrounding landscape.

6. Regal Oaks Resort Vacation Townhomes by IDILIQ

Kissimmee

Tina

₹25,955 total

includes taxes & fees

4 Nov - 5 Nov

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

7. Barefoot'n Resort Kissimmee Orlando

Kissimmee

James

₹12,410 total

includes taxes & fees

10 Nov - 11 Nov

A wooden dock leading to a calm lake with a 'NO SWIMMING' sign, surrounded by trees and a clear sky.

8. Grand Lake Resort

Kissimmee

LaShonda

₹8,641 total

includes taxes & fees

17 Nov - 18 Nov

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

9. LOVELY LUXURY APARTMENT CLOSE DISNEY

Kissimmee

Yandra

₹28,904 total

includes taxes & fees

4 Nov - 5 Nov

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

10. Barefoot Suites

Kissimmee

Mary

₹10,635 total

includes taxes & fees

10 Nov - 11 Nov

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.

11. Maple Leaf Inn & Suites

Kissimmee

Alex

₹6,355 total

includes taxes & fees

4 Nov - 5 Nov

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

12. Lifetime of Vacations Resort

Kissimmee

Alena

₹10,189 total

includes taxes & fees

29 Nov - 30 Nov

A spacious lobby with modern furniture, large windows, and a high ceiling.

13. Vacation Townhomes by IDILIQ at Encantada Resort

Kissimmee

Pamela

₹25,285 total

includes taxes & fees

4 Nov - 5 Nov

A swimming pool with a water slide, surrounded by palm trees and a sunset.

14. The Grand Retreat at CG with pool

Champions Gate

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Top Osceola County Hotel Reviews

Kompose Boutique Resort at Theme Parks

10/10 Excellent

"Our Family’s Favorite Hotel – Kompose Boutique Hotel Kissimmee! Kompose Boutique Hotel in Kissimmee has been our family’s go-to hotel for four visits, and every stay has been a wonderful experience! The hotel offers amazing amenities that make our stays enjoyable and worthwhile. The complimentary breakfast has something for everyone, even those with the biggest appetites! The hotel is always clean, comfortable, and provides a safe and welcoming environment for our family. The pool, sauna, jacuzzi, and lazy river offer the perfect opportunity for everyone to unwind, relax, and enjoy their time away. What truly makes this hotel special, though, is the staff. They are always friendly, pleasant, welcoming, and accommodating, making us feel right at home every time we visit. We genuinely enjoy every stay and look forward to coming back. I highly recommend Kompose Boutique Hotel Kissimmee to families and anyone looking for a clean, relaxing, and enjoyable hotel experience. You won’t be disappointed!"

Embassy Suites by Hilton Orlando Lake Buena Vista South

8/10 Good

"We stayed at the Embassy Suites by Hilton and had a mostly pleasant experience. The suite was spacious, which was great for the extra room, and the free made-to-order breakfast was a nice perk. The staff was friendly and helpful at check-in. That said, a few things kept this from being a better stay. The room showed some signs of wear and could use updating, and the noise level at times was higher than expected. Breakfast was also quite crowded in the morning, with long waits for the omelet station. Overall, it's a solid option for the price and location, but there's room for improvement in maintenance and service consistency. I'd consider staying again, but I'd hope for a few upgrades."

Find out more about Osceola County

Holiday Apartments in Osceola County

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Change your mind

Treat yourself

Be picky

Our top choices for Osceola County holiday rentals

1. Vacation Village Orlando, Celebration

2. Hotel-Style Room Pool, Disney Shuttle

3. Lyrios Vacation Rentals - The Palms

4. Villas at Fortune Place

5. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

6. Regal Oaks Resort Vacation Townhomes by IDILIQ

7. Barefoot'n Resort Kissimmee Orlando

8. Grand Lake Resort

9. LOVELY LUXURY APARTMENT CLOSE DISNEY

10. Barefoot Suites

11. Maple Leaf Inn & Suites

12. Lifetime of Vacations Resort

13. Vacation Townhomes by IDILIQ at Encantada Resort

14. The Grand Retreat at CG with pool

Find holiday rentals that suit your style

Top Osceola County Hotel Reviews

Kompose Boutique Resort at Theme Parks

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Quality Inn & Suites By the Parks

Seasons Florida Resort

Margaritaville Resort Orlando with H2O Waterpark

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites by Hilton Orlando Lake Buena Vista South

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Delta Hotels by Marriott Orlando Celebration

Find out more about Osceola County

Holiday Apartments in Osceola County

Search Holiday Rentals in Osceola County

Change your mind

Treat yourself

Be picky

Our top choices for Osceola County holiday rentals

1. Vacation Village Orlando, Celebration

2. Hotel-Style Room Pool, Disney Shuttle

3. Lyrios Vacation Rentals - The Palms

4. Villas at Fortune Place

5. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

6. Regal Oaks Resort Vacation Townhomes by IDILIQ

7. Barefoot'n Resort Kissimmee Orlando

8. Grand Lake Resort

9. LOVELY LUXURY APARTMENT CLOSE DISNEY

10. Barefoot Suites

11. Maple Leaf Inn & Suites

12. Lifetime of Vacations Resort

13. Vacation Townhomes by IDILIQ at Encantada Resort

14. The Grand Retreat at CG with pool

Find holiday rentals that suit your style

Top Osceola County Hotel Reviews

Kompose Boutique Resort at Theme Parks

Find out more about Osceola County

Holiday Apartments in Osceola County