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Luxury rentals in Osceola County

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Top-rated luxury vacation rentals in Osceola County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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The exterior of the modern mansion displays a sleek facade with large windows and a stone accent wall. A covered entryway leads to the front door, and the landscaped yard features neat shrubbery. A driveway is visible, complemented by the nearby road.

Villa in Reunion

4.56 out of 5 average rating, 9 reviews

Reunion Pandora

ArwaRating, 5 stars25 months ago

Great place for a large group. Very modern looking, kitchen is well supplied. The hosts are responsive. The resort amenities are great—we wish we had more time to use everything! The pool/spa were great to have. The only thing that caused a little hassle was the sliding door alarm was very sensitive and would go off even if the doors were locked but 1-2millimeters off.

The outdoor area features a sparkling pool surrounded by lounge chairs, perfect for relaxation. A hot tub is positioned adjacent to the pool, with a modern patio that includes a dining area. The setting is enhanced by a vibrant sunset sky in the background.

Villa in Kissimmee

4.84 out of 5 average rating, 31 reviews

Magical Mansion

SaraRating, 5 stars2 weeks ago

I rented this home for a company meeting. It was absolutely perfect! It had high-end furniture; it had so much seating for large groups. The home was beautifully decorated. The pool and hot tub were perfect! My very favorite part though was at the end, Amanda said “don’t worry about cleaning up. We do all that for you!” I was like wow!!!! That is amazing. I mean it’s a huge house. It would have taken us many hours of our vacation time to do dishes, empty the fridge, take the garbage out etc. The fact that it had 8 bedrooms and 8.5 baths; a laundry room with two washers and two dryers; pool towels; a game room; a balcony and it was easy access to Disney was just the cherry on top. We stayed 6/27-6/30/2025. I’d rent an even bigger one or two or three of these and bring my whole company for an Annual meeting next time!

A modern home with multiple levels is surrounded by patio space and features a spacious pool. Lounge chairs are arranged around the pool, and large sliding doors connect to an open dining area. The exterior is complemented by warm exterior lighting and a clear evening sky.

Villa in Kissimmee

4.3 out of 5 average rating, 10 reviews

The Palm

KinaRating, 5 stars23 months ago

My family and I had an awesome 😎 time at this location. When I say," everything the pictures depicted was 🎯🎯on point, 🎇🎇they were dead on. The home was very beautiful and spacious.💒💒 We enjoyed every amenity, the pool, theater, game room, hot tub, and most of all, the pleasant view.🌴🌴🏝️🏝️🌅🌅 Communication was punctual and informative. I want to give the hosts and owners a 🗣️🗣️BIG, BIG SHOUT OUT!!!🗣️🗣️ The home was lovely and you all are awesome!!!!🥰🥰👌👌🥳🥳

A modern two-story exterior features a mix of light and dark siding with stone accents. Large windows illuminate the facade, while the covered front entrance offers easy access. A spacious driveway leads to a three-car garage, with well-kept landscaping surrounding the property.

Villa in Davenport

4.5 out of 5 average rating, 4 reviews

Villatel 062

HydeiaRating, 5 stars23 months ago

Accommodations at Villatel 062 was GREAT. We did encounter some minor issue but someone was sent out to remedy those. Please be aware there is a vehicle limit at this house, so for big families this could be an issue as it was for my family. The recommended option for the extra cars didn't seem so reliable so we opted to park at target. Pretty awesome home otherwise!

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Popular amenities for Osceola County luxury vacation rentals

Free parking on premises

Air conditioning

Other great luxury vacation rentals in Osceola County

The modern two-story mansion features a sleek exterior with large windows, allowing natural light to illuminate the interior. The driveway leads to a spacious garage, and a well-maintained yard with lush greenery is visible on either side of the entrance.

Villa in Davenport

Villatel 050

ClaudeRating, 5 stars18 months ago

Just a coffee machine with capsule would have been appreciated

The modern villa showcases a two-story façade with large windows and a neatly landscaped front yard. Warm exterior lighting highlights the entryway and enhances the contemporary design, while a paved driveway leads to a spacious garage. Lush landscaping complements the home's exterior.

Villa in Davenport

5 out of 5 average rating, 4 reviews

Villatel 081

KalidRating, 5 stars18 months ago

We needed a place last minute and they got back to us very quickly! Amazing place will always request to stay with them when I come to Florida with my family! 10/10!!!

The exterior of the modern mansion displays a sleek facade with large windows and a stone accent wall. A covered entryway leads to the front door, and the landscaped yard features neat shrubbery. A driveway is visible, complemented by the nearby road.

Villa in Reunion

4.56 out of 5 average rating, 9 reviews

Reunion Pandora

ArwaRating, 5 stars25 months ago

Great place for a large group. Very modern looking, kitchen is well supplied. The hosts are responsive. The resort amenities are great—we wish we had more time to use everything! The pool/spa were great to have. The only thing that caused a little hassle was the sliding door alarm was very sensitive and would go off even if the doors were locked but 1-2millimeters off.

A modern home with multiple levels is surrounded by patio space and features a spacious pool. Lounge chairs are arranged around the pool, and large sliding doors connect to an open dining area. The exterior is complemented by warm exterior lighting and a clear evening sky.

Villa in Kissimmee

4.3 out of 5 average rating, 10 reviews

The Palm

KinaRating, 5 stars23 months ago

My family and I had an awesome 😎 time at this location. When I say," everything the pictures depicted was 🎯🎯on point, 🎇🎇they were dead on. The home was very beautiful and spacious.💒💒 We enjoyed every amenity, the pool, theater, game room, hot tub, and most of all, the pleasant view.🌴🌴🏝️🏝️🌅🌅 Communication was punctual and informative. I want to give the hosts and owners a 🗣️🗣️BIG, BIG SHOUT OUT!!!🗣️🗣️ The home was lovely and you all are awesome!!!!🥰🥰👌👌🥳🥳

An enclosed swimming pool area features a spacious pool with clear water, surrounded by lounge chairs with blue cushions. Screens protect from the elements while ample natural light brightens the space. A billiard table is positioned nearby, adding to the leisure options.

Villa in Davenport

5 out of 5 average rating, 4 reviews

Villatel 065

KristenRating, 5 stars1 month ago

I was a little leery initially to book this because there were very few reviews, but the house exceeded all my expectations and was quite fabulous. It was very clean and well appointed and a relaxing getaway for me and my family. I will be back.

Home in Reunion

5 out of 5 average rating, 9 reviews

Mansion Near Disney w/ Arcade, Theater & Huge Pool

ZackRating, 5 stars4 weeks ago

We had a great time at this location and compared to some of the other places we’ve stayed, we had the space to really spread out and relax! Highly recommend for bigger groups! The pool/outdoor space is by far the best we’ve had thus far

A modern two-story exterior features a mix of light and dark siding with stone accents. Large windows illuminate the facade, while the covered front entrance offers easy access. A spacious driveway leads to a three-car garage, with well-kept landscaping surrounding the property.

Villa in Davenport

4.5 out of 5 average rating, 4 reviews

Villatel 062

HydeiaRating, 5 stars23 months ago

Accommodations at Villatel 062 was GREAT. We did encounter some minor issue but someone was sent out to remedy those. Please be aware there is a vehicle limit at this house, so for big families this could be an issue as it was for my family. The recommended option for the extra cars didn't seem so reliable so we opted to park at target. Pretty awesome home otherwise!

An outdoor pool area is framed by lush landscaping and overlooks a serene waterway. Sun loungers are arranged around the turquoise pool, which features a shallow entry. Soft clouds drift in a bright blue sky, enhancing the inviting atmosphere of the space.

Home in Four Corners

4.7 out of 5 average rating, 10 reviews

Sager Reunion

CamalaRating, 5 stars1 month ago

Stacy was excellent to work with and the home was beautiful. We were in an emergency situation and she was very responsive and helpful to get us settled. I would highly recommend her properties.

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