Known for housing over a dozen of the globe’s top theme parks including the world-famous Walt Disney World and SeaWorld, as well as being one of the biggest metropolitan areas in the Florida state, Orlando has loads to offer those who visit.

In fact, it has so much to offer that many tourists never truly get to experience much of the city’s wonders with most visitors arriving and jetting straight off to the theme parks. While these parks attract a magnitude of annual visitors, those willing to dig a bit deeper will quickly find the hip urban culture, thriving restaurant scene, and sociable nightlife environment the city has to offer.

Vacation rentals in Orlando come in every shape and size. Whether you’re embarking on a family trip to enjoy the water and theme parks, or are joining a friend’s getaway weekend in the big city, you’ll be spoilt for choice in this Orange County Floridian City.

Quick Answer: These are the Top 5 Vacation Rentals in Orlando

Overall Best Value Vacation Rental in Orlando
Sunny and Spacious 2 Bed Loft
Overall Best Value Vacation Rental in Orlando

Sunny and Spacious 2 Bed Loft

  • > $$
  • > 3 Guests
  • > Open-plan modern style loft
  • > Located in downtown Orlando
Best Budget Vacation Rental in Orlando
Funky Themed 2 Sleeper Camper
Best Budget Vacation Rental in Orlando

Funky Themed 2 Sleeper Camper

  • > $
  • > 2 Guests
  • > Tiny campervan and private camping area
  • > 15 minutes from Universal Studios
Best Vacation Rental for Couples in Orlando
Cozy Private 2 Bed Home
Best Vacation Rental for Couples in Orlando

Cozy Private 2 Bed Home

  • > $$
  • > 4 Guests
  • > Warm and welcoming home
  • > Nestled between the lakes
Best Vacation Rental for Families in Orlando
Peaceful Private 2 Bed Cottage
Best Vacation Rental for Families in Orlando

Peaceful Private 2 Bed Cottage

  • > $$$
  • > 4 Guests
  • > Newly renovated wooden beach-style house
  • > Located in the Margaritaville Resort
Over-the-Top Luxury Vacation Rental in Orlando
Contemporary and Homey 1 Bed Loft
Over-the-Top Luxury Vacation Rental in Orlando

Contemporary and Homey 1 Bed Loft

  • > $$$
  • > 3 Guests
  • > Modern open-plan loft
  • > Located between Coytown and Colonialtown South

Looking for other types of accommodation? Check out our guide to Where to Stay in Orlando.

Types of Accommodation in Orlando

Orlando Florida

Apartments

Within the central districts of downtown Orlando, you’ll find most of the accommodation consists of high-rise apartments, lofts, and penthouses. While some of these apartments might be a bit dark and outdated in style, the bulk of them have been beautifully refurbished.

You’ll find sunny balconies with panoramic city views, floor-to-ceiling glass windows, and modern fitted interiors decorated with different eclectic styles.

What’s even better, is that many of these apartments allow access to a range of shared building amenities. Ideal for young couples, groups of friends, and even solo travelers, apartments offer the benefits of a private space combined with the social advantages of public amenities.

Lake Houses

Orlando is dotted with pristine lakes in and amongst the city’s hustle and bustle. Nestled in the trees and surrounded by lush lawns lie the suburban areas of the inner city.

Many residential vacation rentals in Orlando are designed in a typical American style offering a front porch, back yard, and perhaps a gazebo fitted with a fire pit or barbecue. Ideal for small families or traveling couples, you’ll be able to listen to the waves lap against the lakeshore and enjoy views of the calm water from the comfort of your private home.

A lake house offers the peace and quiet of a private home whilst remaining in close proximity to the inner-city hub and its bustling restaurants and bars as well as easy access to theme parks.

Orlando Florida

Homes in Gated Resorts

Undoubtedly one of the most popular types of vacation rentals for families visiting Orlando’s theme parks, gated resorts are a safe option for those traveling with young children or in large groups. Resorts offer access to shared water parks, pools, restaurants, clubhouses, and shops, as well as private security ensuring your family’s safety within the confines of the resort. These resorts are a great option for parents with young children to socialize and enjoy age-appropriate activities without venturing too far from one another.

From one-bedroom suites to four-bedroom private holiday homes in Orlando, gated resorts are designed for convenience and located in areas with easy access to the city’s finest attractions.

Orlando, Florida
Travel with peace of mind. Travel WITH a security belt.
Active Roots Security Belt

Custom-designed BY the Broke Backpacker FOR broke backpacking, the Active Roots Security Belt will keep your valuables safe no matter where you go.

It looks exactly like a normal belt except for a SECRET interior pocket perfectly designed to hide a wad of cash or a passport copy. Never get caught with your pants down again! (Unless you want to.)

Check on Amazon

Top 20 Vacation Rentals in Orlando

Now, here are our top picks for the best vacation homes in Orlando for every type of traveler. From cosy apartments to opulent lake houses, Orlando has it all!

Best Overall Vacation Rental in Orlando | Sunny and Spacious 2 Bed Loft

Sunny and Spacious 2 Bed Loft
  • $$
  • Open-plan modern style loft
  • 3 Guests
  • Located in downtown Orlando

Fitted with floor-to-ceiling windows boasting near panoramic views of downtown Orlando, this loft space offers the ideal balance between peaceful privacy and inner-city fun. The loft is open-plan and features a common living and sleeping space ideal for up to three people.

With full access to a shared outdoor pool, gym, and barbeque facilities, you’ll have plenty of opportunities to experience the social side of Orlando whilst maintaining your very own safe and private space to retreat to.

This newly renovated loft with modern furnishings and finishes is located in the center of downtown Orlando, within walking distance from some of the city’s hottest restaurants, bars, and clubs.

Best Budget Vacation Rental in Orlando | Funky Themed 2 Sleeper Camper

Funky Themed 2 Sleeper Camper
  • $
  • Tiny campervan and private camping area
  • 2 Guests
  • 15 minutes from Universal Studios, 30 minutes from Disney World and 12 minutes to Downtown Orlando

Enjoy a unique campervan experience in the heart of Orlando for a fraction of the cost you might expect to pay. This cozy van is comfortably fitted for two, featuring a queen-sized bed space and a kitted-out kitchenette with a gas hob, kettle, and coffee maker. Designed in a retro-style following a summer theme, the campervan includes a private bathroom and outdoor yard area.

Donned with fairy lights and tiki torches, and located just 15 minutes from Universal Studios and 12 minutes from downtown Orlando, this cheap accommodation gives you the feeling of an outdoor adventure within a bustling city. Perfect for budget travelers!

Budget Tip: Dorms in Orlando start from $10USD per bed. They’re the cheapest accommodation in the city. Search for hostels in the area!

Most Beautiful Vacation Rental in Orlando | Luxurious 1 Bed Lake Cabana

Luxurious 1 Bed Lake Cabana
  • $$$$
  • Open-plan with beautiful lake views
  • 3 Guests
  • Located north of Orlando city center on Lake Shannon

Located in one of Orlando’s most well-positioned neighborhoods, this luxurious lake-front cabana boasts impeccable views. Finished with high wooden ceilings and fitted with modern cabinetry, stone countertops, and an abundance of glass windows, this rental serves as the ideal peaceful spot to retreat to after a day at the theme parks.

While the cabana can host up to three guests in a shared loft space, a large lawn, fire pit, barbeque, and adequate seating areas make this the ideal spot to host your friends for a day by the lake. The home also has its own private jetty with a small paddling boat and offers guests over the age of 21 access to two bicycles.

Most Luxurious Vacation Rental in Orlando | Contemporary and Homey 1 Bed Loft

Contemporary and Homey 1 Bed Loft
  • $$$
  • Modern open-plan loft with a sleeper couch option
  • 3 Guests
  • Located between Coytown and Colonialtown South

Conveniently located nearby the foodie-friendly Milk District and downtown Orlando, this open-plan loft space is one of the most luxurious spots to rent in the city. Overflowing with natural light and complimented by warm tones of natural wood, this contemporary apartment is kitted with everything you might need from a self-catering vacation rental in Orlando.

The queen-sized bed, large walk-in shower, and access to Hulu and Netflix might make it difficult to leave this gorgeous loft. If you have the curiosity to explore, you’ll find tons of trendy restaurants, boutique shops, and markets within walking distance from your private loft entrance.

Best Vacation Rental in Orlando for Families | Peaceful Private 2 Bed Cottage

Peaceful Private 2 Bed Cottage
  • $$$
  • Newly renovated wooden beach-style house with private pool
  • 4 Guests
  • Located in the Margaritaville Resort near Disney World

Located within the safety of the Margaritaville Resort, you’ll find a range of pastel-colored Caribbean beach-style houses. This two-bedroom holiday home features an open-plan living area with two spacious en-suite king-sized bedrooms hidden away upstairs.

Enjoy the comfort of your vacation rental in Orlando with access to a private swimming pool as well as the shared facilities of the resort. You can almost hear the cheers coming from Disney World which is located less than five miles away. The home is perfectly situated close by to all the best things to do in Orlando.

Best Vacation Rental for a Weekendin Orlando | Central Charming 2 Bed House

Central Charming 2 Bed House
  • $$$
  • Newly refurbished private home with stylish decor
  • 4 Guests
  • Located in the trendy Sodo District

Your best option for a quick weekend visit to Orlando is to find a clean, spacious, and conveniently located lock-up-and-go home in the city. This newly renovated private holiday home offers exactly that and more. With two spacious bedrooms and a fully equipped kitchen, this is one of the best self-catering vacation rentals in Orlando.

The home is located in the well-known Sodo District within walking distance of a variety of dining and entertainment options and a short drive from the city’s famous theme parks and major tourist attractions.

With a private parking spot offered alongside the house, this is the ideal spot for a family or friend’s weekend road trip.

Best Rental in Orlando with a Pool and Jacuzzi | Fully-Kitted Modern 5 Bed House

Fully-Kitted Modern 5 Bed House
  • $$
  • Comfortable and spacious modern home
  • 10 Guests
  • Located in the gated Encore Resort close to Disney World

Hidden between the trees in the gated Encore Resort, this huge private holiday home in Orlando boasts five large double-bedrooms that can comfortably sleep up to 10 guests. Access to a large private pool, spacious green lawn as well as full air-conditioning across the house makes this the perfect rental for a summer vacation.

As one of the best holiday rentals in Orlando, this home is clean and comfortable and is kitted out with everything you might need in a kitchen including a washing machine and dryer for long-stay visitors.

Super Accessible Vacation Rental in Orlando | Private 1 Bed Resort Home

Private 1 Bed Resort Home
  • $$$
  • Cosy beach style home with access to shared amenities
  • 3 Guests
  • Located in Margaritaville Resort within walking distance to shops and restaurants

If you’re looking for easily accessible luxury vacation rentals in Orlando, this island-inspired resort is a top option. With a spacious private double bedroom and the availability to pull out a sleeper couch in the living room, you’ll be spoilt with space in this wooden beach house.

Located in a private resort overflowing with swimming pools and waterpark facilities, this private one-bedroom holiday rental has something to offer all age groups.

Margaritaville Resort houses a huge shopping and dining district known as Sunset Walk offering access to over a dozen dining options and even a farmers’ market. You’ll also have access to a shared gym, theatre, and a kids club to keep children busy.

As one of the most accessible vacation rentals in Kissimmee, in the quiet neighborhood of Margaritaville, this property is only five miles from Disney World and a short 30-minute drive from Orlando International Airport.

Most Central Vacation Rental in Orlando | Luxurious and Trendy 1 Bed Loft

Luxurious and Trendy 1 Bed Loft
  • $$$$
  • Newly refurbished loft with panoramic city views
  • 3 Guests
  • Located in downtown Orlando, within walking distance to shops and restaurants

This stylish loft space sits in the center of downtown Orlando, conveniently located adjacent to an abundance of restaurants, bars, nightclubs, public transport lines, and shopping districts. It’s so well positioned that you can walk just about anywhere, whether it’s the Amway Center, the Soccer City Stadium, or Lake Eola.

The common living space in this luxury Orlando vacation rental is decorated tastefully with modern fittings. Funky lighting, eclectic furniture, and interesting art give this loft an aesthetic edge.

Take advantage of the shared amenities, including a large pool, gym, rooftop deck, and barbeque facilities, and invite your friends over for a day in the sun.

Best Rental for a Large Family in Orlando | Family Friendly 6 Bed Home

Family Friendly 6 Bed Home
  • $$
  • Newly refurbished house with pool, Jacuzzi, games room, and themed children’s rooms
  • 15 Guests
  • Located South of Orlando in the Encore Resort near Disney World

Finding the best vacation rentals in Orlando for a large family can be pricey. This affordable 6-bedroom house with a private pool and ‘garage turned games room’ is so well kitted it’s sure to exceed expectations.

Set a convenient eight miles from the gates of Disney World within the private Encore Resort, this large and spacious home offers a home away from home for families who enjoy spending time together.

Fitted with two themed kids’ rooms and a large games room (with a foosball and pool table), your family will be kept busy between theme park visits. With three extra-large double bedrooms, this rental is also suitable for two smaller families vacationing together.

Best Rental in Orlando for a Friends Getaway | Bright and Spacious 3 Bed Condo

Bright and Spacious 3 Bed Condo
  • $$$
  • Large modern loft with sunny windows
  • 7 Guests
  • Located in the heart of downtown Orlando

With over 2,000 square feet of space, this large three-bedroom condo located in the center of downtown Orlando offers adequate privacy for either three couples or a group of close friends. Recently remodeled and decorated with trendy upscale furniture and appliances, the condo boasts a large common living area suitable for up to seven adults to share.

Adequate closet space, large bathrooms, and an extendable dining table make this already large condo feel even more spacious. Enjoy this luxury holiday rental in Orlando with a shared rooftop patio and grill area which has panoramic city views!

Most Unique Vacation Rental in Orlando | Tiny 2 Bed Lake Cabin

Tiny 2 Bed Lake Cabin
  • $$
  • Tiny wooden home built on the shores of a pristine lake
  • 3 Guests
  • Located north of central Orlando on Lake Fairview

Perched on the banks of the pristine Lake Fairview surrounded by like-minded vacationers and local residents, this tiny wooden lake cabin will provide you with everything you need and more during a summer vacation in Orlando.

The cabin has been newly renovated in a warm wooden style and furnished with comfortable seating and two spacious bed areas (one queen, one single). Cleverly hidden storage compartments will make the home seem bigger than it is.

Take advantage of the shared outdoor gym equipment, garden games, fishing equipment, and canoes offered to all guests in the area.

Best Vacation Rental for Honeymooners in Orlando | Quaint Floating Houseboat Home for 2

Quaint Floating Houseboat Home for 2
  • $$$
  • Fully equipped, homey houseboat with beautiful lake views
  • 2 Guests
  • Located north of central Orlando in Historic Downtown Sanford

A honeymoon calls for privacy, beautiful views, and homey comfort in a luxury vacation rental in Orlando. As you step inside this tiny floating home in the historic district of Sanford, you’ll be greeted with warm furnishings and unrivaled privacy.

The lovely double-story houseboat boasts a quaint river-facing patio and a comfortable loft stacked with cushions. With a fully fitted kitchen including a double door fridge and a separate wine cooler to store your celebratory champagne, you’ll have the choice to cook home-cooked meals or venture into town for a classy meal.

Best Vacation Rental for Nightlifein Orlando | Modern and Spacious Downtown Loft

Modern and Spacious Downtown Loft
  • $$
  • Open-plan loft with city views
  • 3 Guests
  • Located between the Milk District and Downtown Orlando

Orlando has a buzzing party scene and is a great location for those seeking an exciting and diverse nightlife. This newly renovated loft fitted with mid-century furnishings and a fully-kitted kitchen is perfectly positioned amongst some of the best areas to spend an evening in Orlando.

Ideal for two guests but capable of fitting up to four (with two on a sofa bed), LED lighting easily puts one in the mood for a night out on the town. You’ll find some of Orlando’s hottest nightclubs and trendiest bars within walking distance of your front entrance.

Best Vacation Rental in Orlando with a View | Contemporary 2 Bed Penthouse

Contemporary 2 Bed Penthouse
  • $$$
  • Spacious penthouse with games room and large balcony overlooking downtown Orlando
  • 4 Guests
  • Located in the centre of Downtown Orlando

If you’re on the hunt for city views, this penthouse won’t disappoint. The two-bedroom apartment boasts a billiard room, comfortable furniture, and a kitchen equipped with top-of-the-range appliances.

The showstopper of this penthouse is its large balcony with near panoramic views of downtown Orlando. Towering over the bustling city center, enjoy easy access to a variety of restaurants, pubs, and local parks (including the well-known Lake Eola Park).

Most Romantic Vacation Rental for Couplesin Orlando | Cozy Private 2 Bed Home

Cozy Private 2 Bed Home
  • $$
  • Warm and welcoming home fully equipped for a peaceful stay
  • 4 Guests
  • Nestled between the lakes, just north of Downtown Orlando

Enter, suburbia – this beautiful suburban paradise can be found tucked away in the popular College Park district in Orlando. Renovated to be a spacious two-bedroom, one-bathroom holiday rental, this duplex is completed with a modern and bright kitchen, front porch, and a large backyard patio shaded by tall oak trees.

Located no more than a few blocks from local eateries, grocery stores, and Princeton Park, your biggest decision during your stay at this luxury vacation rental in Orlando will be whether to explore the local neighborhoods or lounge around in your quiet and private oasis under the trees.

Best Cottage Rental in Orlando | Stylish 2 Bed Home with Garden

Stylish 2 Bed Home with Garden
  • $$
  • Homey family cottage decorated in an eclectic style
  • 4 Guests
  • Located in Winter Garden, 10 miles from both Downtown Orlando and Disney World

This cottage is 870 square feet of suburban paradise. Located in the well-known Winter Garden, this two-bedroom one-bathroom cottage is the ideal spot for those looking to balance relaxation and exploration in one vacation.

Complimented with a large backyard garden, a traditional front porch with two rocking chairs, and an eclectically decorated interior, you’ll feel right at home as soon as you step through the door.

Best Lakeside Vacation Rental in Orlando | Modern 4 Sleeper Lakeside Cottage

Modern 4 Sleeper Lakeside Cottage
  • $$
  • Open-plan home with high ceilings and modern fittings
  • 4 Guests
  • Located on the banks of Lake Fairview, north of Downtown Orlando

Step into your own private tiny lake house. Located on the banks of Lake Fairview, this modern-style tiny holiday rental offers everything you need and more for a self-catering holiday.

As one of the best vacation rentals in Orlando, high ceilings and an open-plan space fitted with full-sized kitchen equipment optimize every inch of this small space, making it seem much larger than you might expect.

An added convenience – bring along your pet to stay in this tiny house for a small additional fee!

Best Treehouse Rental in Orlando | Magical Treehouse in Quiet Area

Magical Treehouse in Quiet Area
  • $$
  • Treehouse inspired and private feeling loft with large yard
  • 2 Guests
  • Nestled in the trees between downtown Orlando and Spring Lake

Hidden away beneath the foliage of seasonal trees, this one-bedroom treehouse serves as your quiet hideaway from the busy city of Orlando. Surrounded by indoor plants and wooden finishes, this rustic treehouse and its extensive back yard with a fire pit are centrally located within the Orlando Country Club.

Best Pet Friendly Rental in Orlando | Sunny 2 Bed Home with Yard

Sunny 2 Bed Home with Yard
  • $$$
  • Bright and modern with large private backyard and patio ideal for pets
  • 6 Guests
  • Hidden in the residential Lake Davis area, minutes from downtown Orlando

Finding a rental spot suitable for pets can be tricky. This large Orlando home is the ideal spot to bring your entire family (pets included) on vacation.

Located in the quiet Lake Davis neighborhood in downtown Orlando, this spacious two-bedroom home sits between the calm lakes and the hustle and bustle of the city center. With large glass windows opening out onto surrounding trees, you could call it an urban oasis.

Newly renovated with granite countertops and vinyl flooring, the kitchen will make it a pleasure to cook while on vacation. The large outdoor yard and quick walking access to Lake Davis are ideal for walking your dog.

Final Thoughts

From sky-high modern lofts and penthouses to historical floating homes to lakeside tiny homes, Orlando and its surrounding neighborhoods offer a range of exciting and strategically located accommodation options for visitors.

Whether you choose to stay in a gated resort or in a private family-style home, you’ll likely be located within walking distance of a lush park or lake as well as some trendy bars and dining options in this central city.

Functioning highways and public transportation make it quick and easy to travel across town and into the surrounding areas of the city, which play host to some of the globe’s most exciting and popular theme parks.

And don’t forget to take out Travel Insurance for your trip! I have been using World Nomads for some time now and made a few claims over the years. They’re easy to use, professional and relatively affordable. They may also let you buy or extend a policy once you’ve started your trip and are already abroad which is super handy.

If there’s one insurance company I trust, it’s World Nomads. To find out why I use World Nomads, check out my World Nomads Insurance review.

Getting an estimate from World Nomads is simple—just click the button or image below, fill out the necessary info, and you’re on your way!

world nomads insurance banner

Find out how YOU can support the site.

We’re a big site with a big team and this job isn’t always easy. But we do it because we love it – we love providing epic and free content. We love the knowledge that our content keeps you adventuring. We don’t ask for money, but if you’d like to find out how you can help the site in more organic ways, click the button below.
Thank you for your support 🙂

And for transparency’s sake, please know that some of the links in our content are affiliate links. That means that if you book your accommodation, buy your gear, or sort your insurance through our link, we earn a small commission (at no extra cost to you). That said, we only link to the gear we trust and never recommend services we don’t believe are up to scratch. Again, thank you!