Tuesday, August 11, 2020 Edition: U.S. & World | Regional

Most Expensive Airbnb Rentals in Orlando

Orlando is an incredibly popular family vacation destination. And why not? It has some of America’s best theme parks and most engaging attractions. Of course, if you are planning to vacation in Orlando, you will have to expect to spend top dollar on accommodations. Fortunately, your money will be well spent, because Orlando also has some of the most fun and creative places to stay! If you want the ultimate fun and luxurious family vacation, go with one of these ultra-expensive Airbnb rentals.

1    Disney World’s Backyard for $10,000

Location, location, location. The owner of this expensive Airbnb rental knows that the area of a house is one of your top priorities when you rent a vacation home, and he is asking top dollar for the prime location of his listing. This is the most expensive Airbnb rental in Orlando, and it certainly isn’t a massive mansion like the other listings in this post. However, it does have one thing that the others don’t: a location in Disney World’s backyard. You can have access to all the major resorts without spending a single moment fighting traffic on Orlando’s infamous freeways.

This ten-thousand-a-night rental home is just a two bedroom, two bath villa, but it’s beautiful. It is filled with appealing colors and patterns that will put you in the mood for Disney World fun! Inside, you’ll find complementary internet, a lovely kitchen, and two bedrooms. Outside, you can enjoy a lovely pool, complete with comfy outdoor furniture and a covered patio. You can nap in the hammock after a long morning on the go at Orlando’s resorts!

One huge plus about this Airbnb rental is that it is dog friendly. You can bring not only a family of six to stay here, but bring your family pup as well.

Disney World’s Backyard
2    Mansion with Lazy River for $3500

This massive house is basically a private hotel—it is as large as a small resort, and it has everything you could ask for! Of course, you’ll get much better than the usual hotel coffee and bedspreads here. This place can be your uber-expensive home away from home, with all the comforts and luxuries you will ever desire.

Staying in a fancy house in one thing, but having your own on-site water park is quite another! While you won’t find tall slides and crazy rides here – leave those to the nearby theme parks – you will find an awesome lazy river in the backyard. There’s also a small slide, as well as a fountain and a swimming area.
Mansion With Lazy River
If that’s not cool enough, there is also a rooftop pool! But the fun doesn’t stop there. Inside the house, spend time on your favorite video game in the arcade. Or, try your hand at bowling and ping-pong! Basketball fans will have a blast on the awesome indoor court, while the colorful retro bar will keep loungers happy all day as they play poker or billiards. There’s even a golf simulator!

Of course, a vacation rental of this caliber wouldn’t be complete without a fully-equipped workout room and a relaxing spa. And did we mention the massage room? Of course, the sleeping and dining quarters of the house are outfitted with the highest-quality décor and appliances, just as you would expect. The house is huge, and it can fit up to 30 people!

This incredibly fantastic mansion definitely deserves its place as one of the most expensive Airbnb rentals in Orlando.

Mansion With Lazy River
4    Luxury Mansion on Reunion Resort for $3029

Whether you’re in Orlando for the resorts, the golfing, or just relaxation, you’ll love this luxurious house. The sprawling house is just minutes from Orlando’s biggest attractions, and it overlooks the Nicklaus PGA golf course.

Live the luxe life here—complete with sleek room design, a cinema room, a bowling alley, and an arcade! The sauna and spa will delight your sensations after a rousing game of racquetball or a workout in the gym.

Up to 16 people can stay here, and there is more than enough room for everyone to relax and enjoy their time in Orlando. For three grand a night, you can live like a celebrity in every way!

Luxury Mansion
5    Fairway Hall for $2649

This stunning mansion would be a dream for any celebrity. The home is simply beautiful in every way, from the regal pillars on the porch to the winding staircase in the open-concept living area. It is meticulously decorated in the latest of classy and lavish décor, and the yard is impeccably landscaped.

Each room has a different theme. For example, the Jackson Hole room has an antler lamp and snowshoes on the wall, and the Cape Canaveral room has a space-age look. This house has everything you could need and more!

You’ll never get bored with the movie room’s impressive 16-foot-wide projection screen and the golf course just steps from the door. Enjoy the sunshine in the pool, play billiards, or grill out in your free time. If you are looking for luxury, this is it.

Fairway Hall
6    Villa with Bowling Alley for $2516

This incredible 12-bedroom house is perfectly designed for a fun family vacation in Orlando! After spending the day at Orlando’s theme parks, head back to this Airbnb rental for some serious playtime with your kids.

The house includes a bowling alley and an arcade for kids, plus a spa, steam room and sauna for the parents. You’re going to need some pampering and relaxing after running around Disney World all day, after all. This house is great for large groups, since it can fit almost 30 guests. Have a blast from the moment you wake up to the moment you go to sleep when you stay here!

Villa With Bowling Alley
7    Twelve Bedroom Mansion $2,175

This magnificent custom designed home is beautifully appointed with a host of amenities and features to ensure your vacation is the ultimate experience. The outside elevation is so impressive with its architectural features, grand pillars, and circular drive way. On entering, your gaze will be drawn to the view of the pool and outdoor living space through the wall of glass before you take time to notice the beautiful chandeliers, formal seating and dining areas. The fully equipped kitchen with granite tops and an over-sized island, energy saving built in stainless steel appliances, butlers pantry. Casual dining is provided on the long breakfast bar, kitchen island or from the dining nook which enjoys a picturesque view of the pool area and conservation beyond.

Adjacent to the kitchen is the family seating area, boasting ample seating with a large wall mounted TV and opening onto the pool deck. There is also a purpose built bar, perfect for entertaining and a fully equipped laundry room. On the ground floor are five bedrooms, all ensuite, with the first grand master suite at the rear overlooking the outdoor living area, the bathroom has twin vanities, corner tub and walk in shower. Three further king bedrooms with one being located next to a bedroom with two full size beds for those traveling with young children, all bathrooms having a walk in shower. At the front of the home is an fitness area and game room with commercial standard gym equipment, an air-hockey table, foosball, table tennis and wall mounted TV.

12 Bedroom Mansion ,175

8    Villa near Disney for $1,665

Picture you and your family enjoying this amazing private vacation rental with pool, spa, secret teenage den, play room, movie theatre and more, located on one of Orlando’s most prestigious resort, Reunion Resort, only 6 miles from Disney. With beautiful finishings, stylish layout and incredibly well thought out detailing, this privately owned custom home ensures that you and your family have the perfect place to enjoy a dream Orlando vacation. This villa’s unique and intriguing pool deck provides the ultimate outdoor living space for those essential moments of relaxation and fun.

Villa Near Disney For ,665
9    Twelve Bedroom Villa for $1,487

This beautiful Villa has 12 Bedrooms and 12 Bathrooms, sleeping up to 28 guests. Located in the beautiful Reunion Resort community, this home is only 6 miles away from the world famous Walt Disney World Theme Park. If you are looking for more fun and excitement from Universal Studios and Islands of Adventure, it is just 15 miles away. The home is professionally managed and fully equipped to ensure you will have a comfortable and hassle free stay. The unit will be cleaned and prepped prior to your arrival, so you can relax and unwind as soon as you arrive.
10    Reunion Mansion for $1267

Reunion Mansion, a 9 bed 11 bath luxury villa boasts 10,000 sq. ft. This exquisite villa can occupy up to 18 guests and is one of the largest homes in Reunion Resort. Pull up to the circular drive way and be greeted into the large foyer. No expense was spared in this villa featuring one of the largest screened in pools within the resort, themed bedrooms, two game rooms, an in home gym, sauna and a private home theater with 18 seats and large projection screen.

The secluded screened in pool is a key feature of this amazing home. The pool has plenty to offer including extra protection from bugs and leaves, a sun shelf with ledge loungers and 10 sun loungers to soak up the Florida sun, fountains and an oversized hot tub. The lanai itself has comfortable conversation seating for 10 perfect for to gather around the outdoor fireplace, and a summer kitchen with two outdoor dining tables one with seating for 10 and the other table with seating for 6.

Reunion Mansion For 67
This list of expensive Airbnb rentals is quite impressive! Not only are Orlando’s priciest Airbnb listings unbelievably expensive, they are also incredibly amazing. There aren’t a lot of cities that offer multiple rental home with bowling alleys, arcades, and spas, but you can find that in Orlando.


  1. October 28, 2017 - 3:28 am

    Sarah, great work you have done. If I ever visit Orlando, I’d definitely want to rent Disney World’s Backyard. My kids love everything Disney. We go to a Disney place once every 3 months. This person who owns the property understand that he will never have to market his property aggressively. Looking forward to it…

  2. Cait
    October 29, 2017 - 9:57 pm

    I’m utterly unsurprised that some of the most expensive airbnb rentals had to include at least something tangentially related to Disney. Renting the entire back yard, though, is a little above my pay grade. The idea of staying in a villa with a bowling alley sounds amazing, though! I think the reunion mansion has to be my favorite, though! Look at the swimming pool! It has its own amazing theater and nerdy star wars stuff. How could I resist?


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