The 9 Best Orlando Vacation Rentals of 2019

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The Rundown

Best Overall: Book Classy Studio in Downtown Orlando at Airbnb "Stands out for its ideal location in Downtown Orlando."

Runner-Up, Best Overall: Book Upscale Loft Space at Airbnb "With floor-length windows, wood-paneled floors, and elegant furnishings, it exudes loft-like style."

Best Near Disney: Book Adventure Awaits Townhouse at Airbnb "It’s an eight-minute drive from the park and has space for the whole family."

Best Near Airport: Book Comfy Orlando Studio at Airbnb "Ideal for singles or couples with an Orlando layover."

Best Luxury: Book Contemporary Home in Winter Park at Airbnb "This contemporary home is owned by an interior designer – and it shows."

Best Value: Book Hourglass District Bungalow Studio at Airbnb "Provides a slew of amenities for less than the cost of a budget hotel room."

Best for Large Groups: Book Encore Resort Villa at Airbnb "Ideal for large families or friends who are heading to Walt Disney World Resort."

Best for Romance: Book Lakefront Studio Apartment at Airbnb "Boasting a romantic lakefront setting complete with a scenic dock and canoe."

Most Unique: Book Class A Motorhome in Downtown Orlando at Airbnb "It’s parked on a large property in the Hourglass District, close to top Orlando attractions."

Our Top Picks

01 of 09

Best Overall: Classy Studio in Downtown Orlando

orlando airbnb

Courtesy of Airbnb 

Bedrooms (Studio)

  • 3 guests

  • 1 Queen bed

  • 1 Sofa bed

Amenities

  • Kitchen

  • Wi-Fi

  • Air-conditioning

  • Free parking

With excellent reviews and a Superhost owner, this property stands out for its ideal location in Downtown Orlando. You can explore the city’s top attractions on foot or make use of the rental bikes located directly outside. The studio is compact but stylishly decorated. In the kitchen, you’ll find a microwave, cooktop, full-size fridge, and a granite-topped breakfast bar. Couples will love the queen-size bed, while a third guest can sleep on the sofa bed. The apartment is equipped with iPhone and Android charging stations, Wi-Fi, and an HDTV with Chromecast. After a busy day, unwind with a piping hot rain shower followed by a drink on the front porch.

02 of 09

Runner-Up, Best Overall: Upscale Loft Space

Orlando Airbnb

Airbnb 

Bedrooms (Studio)

  • 4 guests

  • 1 Queen bed

  • 1 Sofa bed

Amenities

  • Kitchen

  • TV with Hulu & Netflix

  • Washer/dryer

  • Free parking

This beautiful studio apartment is an excellent alternative for those wanting to stay in between Downtown and the foodie-favorite Milk District. With floor-length windows, wood-paneled floors, and elegant furnishings, it exudes loft-like style. There’s a kitchen outfitted with high-end appliances, a spacious dining area, and a four-poster queen-size bed. Kick back on the comfy couch to watch Hulu and Netflix in between sightseeing sessions, then pull it out for additional sleeping space. Other useful amenities include high-speed Wi-Fi, laundry facilities, and free on-site parking. Reviewers praise the Superhost owner for his excellent response times. 

03 of 09

Best Near Disney: Adventure Awaits Townhouse

Orlando Airbnb

Airbnb

Bedrooms (4)

  • 8 guests

  • 2 King beds

  • 4 Twin beds

Amenities

  • Kitchen

  • Wi-Fi

  • Pool

  • Gym

If you’re planning a trip to Walt Disney World Resort, consider booking this Airbnb Plus, contemporary townhouse with chic white interiors. It’s an eight-minute drive from the parks and has space for the whole family with four bedrooms. Two have king-size beds and en-suite bathrooms, while the other two have two twin beds each. Families with babies will appreciate that the house comes with stair gates and a Pack ’n Play. When you’re not meeting Mickey or riding the roller coasters, unwind in the open-plan living room and dining area. There’s a full kitchen, as well as access to the clubhouse with its pool, hot tub, kids’ room, and the gym.

Walt Disney World isn't the only top attraction in the city. See some of the other best things to do in Orlando.

04 of 09

Best Near Airport: Comfy Orlando Studio

Orlando Comfy Studio

Airbnb

Bedrooms (Studio)

  • 2 guests

  • 1 Queen bed

Amenities

  • Kitchen

  • Wi-Fi

  • Free parking

  • Self check-in

This studio is only a six-minute drive away from Orlando International Airport, making it ideal for singles or couples with an Orlando layover. It’s simple, affordable, and equipped with everything you need for a comfortable stay. Catch up on sleep in the queen-size bed, whip up a meal in the kitchen, or use the Wi-Fi to check-in on your flight. Other amenities include a TV, an iron, and free parking on the premises. Reviewers state that the apartment is kept scrupulously clean by its Superhost owner, who lives on-site, while the self check-in system is especially convenient for late arrivals. 

Continue to 5 of 9 below.
05 of 09

Best Luxury: Contemporary Home in Winter Park

Orlando Airbnb

Airbnb

Bedrooms (4)

  • 8 guests

  • 2 King beds

  • 2 Queen beds

Amenities

  • Kitchen

  • Pool

  • Wine room

  • Piano

Located north of Orlando in upmarket Winter Park, this contemporary home is owned by an interior designer – and it shows. Every room is decorated with exquisite taste, from the four en-suite bedrooms to the open-plan living space on the ground floor. The latter has floor-to-ceiling glass walls overlooking the pool and includes a state-of-the-art kitchen, a vast dining table, and a living room with an entertainment center and piano. There’s also a beautiful wine room, complete with racks of rare bottles and an oak bar table. For many guests, the highlight is the private garden, with its palm-fringed pool and built-in hot tub. There’s even an outdoor kitchen and grill. 

06 of 09

Best Value: Hourglass District Bungalow Studio

Hourglass District Bungalow (Downtown)

Courtesy of Airbnb

Bedrooms (Studio)

  • 2 guests

  • 1 Twin bed

  • 1 Sofa bed

Amenities

  • Kitchen

  • Wi-Fi

  • Free parking

  • Free bicycles

This studio apartment stands out for its amazing value, providing a slew of amenities for less than the cost of a budget hotel room. It’s located behind the Superhost’s own house in the trendy Hourglass District, which is known for its independent cafés, breweries, and restaurants. A twin Murphy bed and futon provide sleeping space for two, making the studio ideal for singles or friends traveling together. You’ll be able to save money by self-catering in the full kitchen, which has a stove, microwave, fridge, and dishwasher. During the day, use the complimentary bicycles to explore the neighborhood. There's also Wi-Fi and a TV for entertainment.

07 of 09

Best for Large Groups: Encore Resort Villa

Orlando Airbnb

Airbnb

Bedrooms (5)

  • 14 guests

  • 3 King beds

  • 2 Double beds

  • 4 Twin beds

Amenities

  • Kitchen

  • Pool

  • Resort activities

  • Disney shuttle

Although it’s technically in Kissimmee, this house is ideal for large families or friends who are heading to Walt Disney World Resort. It’s located within Encore Resort, a five-minute drive from the park’s main gate. You’ll also have access to a daily shuttle that can take you to Disney, Universal Studios, SeaWorld, and more. There are five bedrooms, two of which are perfect for kids with its Frozen- and Star Wars-themed decor. Children and adults alike will love the movie room, the arcade games, and the air hockey table — not to mention the private pool and hot tub. Expansive entertainment and living spaces combine with a full kitchen to provide plenty of space for all.

08 of 09

Best for Romance: Lakefront Studio Apartment

Orlando Airbnb

Airbnb

Bedrooms (1)

  • 2 guests

  • 1 King bed

Amenities

  • Pool

  • Wet bar

  • Outdoor shower

  • Dock with canoe

Located in a historic neighborhood just south of Downtown Orlando, this guest suite includes the entire lower lever of the Superhost owners' home. It's the perfect choice for couples, boasting a romantic lakefront setting complete with a scenic dock and canoe. There’s also a beautiful swimming pool with a built-in hot tub. Make a drink at the wet bar, then settle in for a long soak beneath the stars. Inside, you’ll find a king-size bed with a high-quality pillow top mattress, a 65-inch smart TV, and an indoor bathroom to complement the atmospheric outdoor shower. Note that there is no kitchen, but there's a microwave, coffee maker, and mini-fridge for basic self-catering.

Continue to 9 of 9 below.
09 of 09

Most Unique: Class A Motorhome in Downtown Orlando

Class A Motorhome in Downtown Orlando

Courtesy of Airbnb

Bedrooms (1)

  • 2 guests

  • 1 Queen bed

Amenities

  • Kitchen

  • Wi-Fi

  • TV

  • Self check-in

Those in search of novelty accommodation that’s still comfortable should look no further than this Class A motorhome. It’s parked on a large property in the Hourglass District, close to top Orlando attractions and within easy reach of the expressway. You’ll have your own private entrance and a furnished patio that’s entirely fenced off from the owner’s home and garden. Plus, dogs are welcome. The motorhome is equipped with every modern comfort, from a queen-size bed and full bathroom facilities to a generous living area complete with a 32-inch Apple TV. The kitchen is compact but efficient, with a microwave, stove, fridge, and coffee maker. 

Need more help planning your vacation? Check out our travel guide to Orlando.

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