9 Best Luxury Rentals In Orlando, Florida - Updated 2024

Ninna
Ninna 
Updated
| 5 min read

Orlando is one of the most visited cities in the US, with its lovely year-round weather and theme parks attracting families from all over the world. Here, you will find some of the world’s finest amusement parks, such as SeaWorld Orlando, Universal Studios Florida, and Walt Disney World Resort. Moreover, the city has an undeniably vibrant arts and culture scene. You can catch a show at the state-of-the-art Dr. Phillips Center for the Performing Arts or tour the Orlando Museum of Art (OMA). While here, treat yourself to a worry-free vacation by checking into the best luxury rentals in Orlando, Florida, below.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.

1. Falling Moss Villa (from USD 322)

Peacefully tucked in Lake Davis, this sophisticated three-bedroom house provides quick access to the city’s finest dining and nightlife destinations. It is only 2 minutes away from The Milk District, 3 minutes away from Lake Eola Park, and 20 minutes away from Walt Disney World Resort. Sleeping up to six guests, this rental offers a master bedroom with a king-size bed. The other bedrooms feature a queen-size bed and two twin beds.

Here, a maximum of 2 cats or dogs weighing no more than 22.7 kg (50 lbs) are allowed to stay. They’ll especially enjoy the spacious outdoor areas where they can roam freely.

Stayed at this property?
Orlando, Florida, United States
PRIVATE VACATION HOME 6 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
they thought of the little touches such as dish soap laundry detergent hand soap/lotion and shampoo/conditioner
Cleanliness:
excellent for cleanliness and neatness
this place was very clean and had everything we needed
nice clean place in a good neighborhood
the house was very clean and was supplied with the basics for cooking
the home was exactly as described clean with high quality fixtures and furniture
Host:
we will happily return to this property or another by the same host
as a nurse who works in the operating room i appreciate the cleanliness very kind an pleasant hosts
Location:
location is fantastic for night life and restaurants
check in was easy location was great nice interior
this is a really nice place in a beautiful location
we had a great stay at this lovely location no complaints
just down the street within easy walking distance is a restaurant open for breakfast lunch and dinner
Read more reviews
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2. Three-bedroom apartment with tasteful decorations (from USD 315)

This property guarantees you a home away from home, featuring modern amenities, state-of-the-art entertainment systems, and tasteful decorations. Ideally positioned in downtown Orlando, it is only about 1.6 km (1 mi) away from many points of interest such as Amway Center, Camping World Stadium, and Dr. Phillips Center for the Performing Arts.

It also accommodates a maximum of seven people, thanks to over 185.8 sqm (2,000 sq. ft.) of living space. There’ll be no arguing over the master bedroom as there are two king beds available, plus a bunk bed which the young ones are sure to enjoy.

Stayed at this property?
7 reviews   Wifi Available
Apartment 7 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 7
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

3. Modern house with a speakeasy (from USD 390)

Centrally positioned in front of a private lake in Orlando, this modern three-bedroom house is only a few minutes away from Amway Center, Orlando International Airport, and Winter Park. It offers many recreational facilities to ensure you a fun and hassle-free stay, including fishing poles and paddleboards that you can use on the lake. This rental also has a charming speakeasy and private tropical backyard. After a long day, you can soak and destress in the hot tub.

Stayed at this property?
Orlando, Florida, United States
125 reviews   Superhost Wifi Available
ENTIRE HOME 8 Beds 14 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 14

Top guest reviews
Amenities & Room:
the living room has a nice tv and the large bean bags were everyone’s favorite seats
nice three bedroom space with an amazing backyard great kitchen and living room
Cleanliness:
communication was great and everything was clean
Host:
the hosts are great
super nice host
host is very responsive and accommodating
this host is very accommodating and responsive to every message
the hosts are very responsive and easy to communicate with
Location:
it was also close to downtown definitely recommend
our team stayed here recently and it was a great location for socially distanced visits
love the place super cute and lots of things to do
great affordable place for a family with kids
for a party of twenty-somethings this place would be perfect
Read more reviews

4. The Par House

This 4-bedroom house is located in a desirable corner lot in College Park, only 5 minutes away from downtown Orlando, 20 minutes from Universal Studios Florida, and 30 minutes away from Walt Disney World Resort. With 297.3 sqm (3,200 sq. ft.) of living space, it is perfect for big families and groups of up to 13 people.

Out of the four bedrooms, two are furnished with one king-size bed each, the other is furnished with one queen and one double bed, and the last is furnished with two double beds. While here, make sure to take advantage of the glimmering pool and indoor fireplace.

Stayed at this property?
31 reviews   Wifi Available
ENTIRE HOME 6 Beds 13 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 13

Top guest reviews
Amenities & Room:
very beautiful modern design plenty of room for you and your family
Cleanliness:
excellent house very clean and exactly like the photos
Host:
hung was an amazing host
hung was a wonderful host very responsive and attentive to our needs
Read more reviews

Nearby luxury rentals

5. Isolé Villas, Reunion

Offering an outstanding 2,322.6 sqm (25,000 sq. ft.) of living space, this upscale 15-bedroom villa sleeps up to 30 guests. Providing world-class accommodations, this rental features a commercial elevator used to deliver your luggage to your rooms. There is also a grand dining room that can accommodate up to 40 people where you may host intimate functions anytime. For more, there is a great room with a grand piano suitable for a fun cocktail party.

Many recreational facilities are also available, such as a private theater, sports lounge, and multi-level swimming pools.

Stayed at this property?
2 reviews   Wifi Available
villa 30 Guests 15 Bedrooms 17 Bathrooms

Accommodates: 30
Minimum Nights: 0
Refund Policy :

Oops, this listing is currently inactive. Check out these alternative properties in the same location.
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

6. 10-bedroom house with a laser tag room, Reunion (from USD 1843)

This 10-bedroom house is perfect for big family holiday vacations, accommodating a maximum of 36 people in 1,024.4 sqm (11,027 sq. ft.) of living space. The 1st floor features a seating area with a wet bar overlooking the pool deck, a fully equipped kitchen with a 5-seater breakfast bar and island, a dining area with a 16-seater dining table, and a laser tag room. On the second floor, you will find a gym and a laser maze to pass time. The 3rd floor houses a games area, a home theater with 13 leather recliners, and a private deck with a bar area.

This property is set in Reunion, only about 30 minutes away from Orlando.

Stayed at this property?
12 reviews   Wifi Available
House 36 Guests 10 Bedrooms 11 Bathrooms

Accommodates: 36
Minimum Nights: 0
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

7. Five-bedroom house with a wine cellar, Kissimmee (from USD 329)

This 5-bedroom house is located on Muirfield Loop within Legends Corner in Reunion, only a 28-minute drive from Orlando. Custom built to make you feel at home in its luxury, it features grand pillars, high ceilings, and natural stones. This property also has a seating area with a fireplace, a well-equipped kitchen with a breakfast bar, a casual dining nook, and a wine cellar.

An infinity pool and private sun terrace are accessible from a spiral staircase off the games room, making for multiple entertainment options.

Stayed at this property?
Kissimmee, Florida, United States
21 reviews   Wifi Available
ENTIRE HOME 5 Beds 10 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 10

Top guest reviews
Cleanliness:
i stayed on the property for 5 nights it was great super clean nice
house was very clean and had all the comforts of home
Location:
amazing house and great location for the theme parks
Read more reviews

8. Contemporary house with an outdoor kitchen, Four Corners (from USD 762)

Set in Reunion, this contemporary nine-bedroom house is only 9.7 km (6 mi) away from Walt Disney World Resort and about 43.5 km (27 mi) away from the heart of Orlando. It has many high-end details, including 3.7-m (12-ft) high ceilings, gleaming chandeliers, and glossy marble floors. A grand foyer leads to a spacious indoor living area surrounded by vibrant art pieces and decors. For more, this rental has floor-to-ceiling sliding doors leading out to a patio with a private swimming pool and a spillover spa.

The outdoor living space also has a deck with sun loungers, a large patio table, and an outdoor kitchen with a barbecue grill.

Stayed at this property?
Four Corners, Florida, United States
32 reviews   Superhost Wifi Available
ENTIRE HOME 16 Beds 16 Guests 9 Bedrooms 9 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
the kids loved the playroom arcade and pool and the adults loved the space kitchen amenities etc
excellent home beautiful pool beware of the outdoor grill not ventilating properly
stunning pool beautiful interior and great touch with the game rooms
the pool looks bigger in the pictures although it is a nice space
game room theater was amazing
Host:
very responsive to our requests during our stay
it’s a nice house and the management company is very responsive
i would highly recommend this house and host
amazing home we had the best time and the host was very responsive at all times
Location:
great place to stay for large groups
Read more reviews

9. Four-bedroom house with a screened deck, Apopka (from USD 490)

This four-bedroom house sits on the beach of Bear Lake in Apopka, only 9.7 km (6 mi) away from Wekiwa Springs State Park. It has all the amenities you need to enjoy the lakeside location, including a boat dock with a swing and a screened rear deck with a hammock. Conveniently, a canoe and paddleboards are also available for guests’ use at no extra cost.

Additionally, you can enjoy cookouts at this property with a barbecue grill and an outdoor dining area.

Stayed at this property?
Apopka, Florida, United States
79 reviews   Superhost Wifi Available
ENTIRE HOME 6 Beds 12 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
the house was amazing the rooms were comfortable the amenities were perfect and the lake was perfect
everyone was comfortable and loved the view of bear lake
the house is well equipped with every want and desire as well as comfortable beds and furnishings
Cleanliness:
the place is clean and has a charming touch
the house was immaculately clean
the house was very clean and it had everything that we needed
this house is truly special totally stocked sparkling clean and well maintained
ofir's home is clean spacious and stylish
Host:
ofir and kevin were amazing host
ofir was a great host
ofir was very accommodating and understanding—awesome host thank you
ofir is an excellent host and answered all our questions really fast
he is a wonderful host
Location:
the location was perfect (very close to orlando airport)
i highly recommend this location
feeling more like a european upscale resort villa than a central florida lakeside home this place is incredible
the host at this location is very responsive and helpful
Read more reviews

Enjoy upscale living in Orlando

Orlando offers many fun things to do for the whole family. Why not amp up your vacation and experience upscale living in the city? Do not forget to check out these best luxury rentals in Orlando, Florida, where you can stay.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Ninna, a writer and traveler, encourages everyone to explore the world one city at a time, unveiling its myriad surprises.

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