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Vacation homes in Orlando

We have 270+ vacation rentals in Orlando — enter your dates for availability

Why you should book Orlando vacation homes directly with Casiola

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Enjoy in our amazing vacation homes in Orlando

Orlando – the theme park capital of the world!

Choosing the perfect vacation destination isn’t easy, but Orlando has it all: world-famous attractions, sunshine almost year-round, and endless entertainment. Here’s why Orlando is one of the best choices for your next getaway.

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Close to Disney & Universal

Whether you’re coming for the magic of Walt Disney World or the thrills of Universal Studios, most of our vacation homes are just minutes from the parks.

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Sunny weather year-round

Orlando enjoys warm, sunny weather nearly every day of the year. Perfect for family park adventures, day trips to Florida’s beaches, or simply relaxing by your private pool.

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Easy access with direct flights

Orlando International Airport (MCO) offers hundreds of direct flights daily from major cities across the U.S., Canada, Latin America, and Europe—making travel simple and convenient.

Theme parks & family fun

Orlando is known worldwide as the theme park capital of the world, and staying in a vacation home puts you right in the middle of the action. Walt Disney World is the obvious highlight with four theme parks and two water parks, but you’re also minutes away from Universal Orlando Resort with its famous Wizarding World of Harry Potter. Families also love SeaWorld Orlando and LEGOLAND Florida, both great for younger kids.

Beyond the parks

There’s much more to Orlando than roller coasters. Head to International Drive (I-Drive) for attractions like ICON Park, Madame Tussauds, and the Orlando Eye. Take a short drive north to Winter Park, where tree-lined streets are filled with boutique shops, art galleries, and boat tours through historic canals. If you love the outdoors, Wekiwa Springs State Park is only 30 minutes from downtown — a perfect spot to kayak, swim, or hike.

Dining & nightlife

Orlando has become a serious foodie city. You’ll find everything from casual diners near the parks to upscale restaurants led by celebrity chefs. Neighborhoods like Mills 50 and Thornton Park are full of international flavors and trendy eateries. For a lively evening, enjoy dinner shows like Medieval Times or catch live music at venues across downtown Orlando.

Shopping hotspots

If shopping is part of your vacation plan, Orlando won’t disappoint. Explore The Mall at Millenia for designer labels, Florida Mall for big-brand bargains, and Orlando International Premium Outlets for deals on everything from fashion to electronics. For something more local, the Sunday farmers’ market at Lake Eola is a favorite with residents.

2-bedroom orlando vacation homes

2-Bedroom rentals in Orlando

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Pet-friendly rentals in Orlando

orlando vacation rentals with pool

Orlando rentals with private pool

Day trips & natural escapes

One of the perks of staying in a vacation home in Orlando is how easy it is to explore more of Florida. Drive less than an hour east and you’ll reach Kennedy Space Center or the beaches of Cocoa and Daytona. Head west and discover the Gulf Coast’s calmer waters. Nature lovers can also take an airboat tour in the Everglades to see alligators in their natural habitat.

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Guests love their stay with Casiola

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The villa was beautiful. It had everything we needed. It was spacious. The pool was cleaned regularly which was great because of the rain prior to our arrival. One of the best villas I have stayed at in Aruba. The location couldn’t have been better. The windows and front door pad lock were super. Couldn’t have been happier.
Sandra

“Your home was incredibly inviting, comfortable, and the perfect spot for our family’s Disney trip. We spent two of our days resting at your home and soaking in the amenities (pool, lazy river, slides, happy hour). Your property management company was stellar and was the cherry on top of the experience! I was worried as our plane didn’t land till 11:30 p.m. and had an early morning at Disney the…
Rich
We had an exceptional experiencing renting, now our 4th time, with Casiola rentals in Orlando, Florida! Customer service was extremely responsive to each of our requests, including assistance getting us into the rental property early and sending maintenance out in a timely manner for a minor issue which was promptly rectified. The unit was exactly as described and quite spacious. Amenities were exceptional and location superb!
Kevin A.
Amazing villa so spacious. Ideal location only a short easy drive to Disney attractions. Staff helpful us Brits not used to posh plastic box next to front door, to put in rubbish thought it was a seat! Washer and drier were easy to use and very useful. Property clean and good air conditioning. Pool well looked after, clear water a bit cool for the adults, even with great weather over…
Gale V.
Huge space with everything you need. Felt safe. Plenty of parking. Bed was great. Master bath was huge.
Victoria G.
Great place. The PS5 CONSOLE was very useful for entertaining the kids. Great place!! The PS5 CONSOLE was very useful for entertaining the kids. The furniture of the living room was recently replaced for armchairs and legitimate leather SOFA.
Erico L.

Orlando Resorts – Stay Close to the Magic

Orlando is home to some of the most popular vacation resort communities in Florida, designed with families and groups in mind. Resorts like Champions Gate, Reunion, Solterra, Windsor Hills, and Storey Lake offer more than just a place to stay – they’re full destinations with pools, water parks, golf courses, fitness centers, and kids’ activities. When you book a vacation home inside one of these Orlando resorts, you enjoy the privacy of your own space plus the fun of resort-style amenities, all just minutes from Disney, Universal, and SeaWorld.

champions gate resort in orlando

Champions Gate

The perfect place to make treasured memories with the whole family

Windsor Palms Resort Rentals

Windsor Hills

The perfect place to make treasured memories with the whole family

solara resort in orlando

Solara Resort

The perfect place to make treasured memories with the whole family

storey lake resort in orlando

Storey Lake

The perfect place to make treasured memories with the whole family

Things to do in Orlando

Staying in a vacation home in Orlando puts you right in the heart of the action. Of course, the city is famous for Walt Disney World and Universal Orlando Resort, but there’s so much more beyond the theme parks. Explore vibrant neighborhoods, enjoy world-class shopping and dining, or take a day trip to Florida’s natural springs and beaches. Whether you’re planning a family vacation, a group getaway, or a romantic escape, Orlando offers endless experiences to make your stay unforgettable.

What’s going on in Orlando?

Read up on all the latest news and events in Orlando

Looking for the latest updates? Head over to our “What’s happening in Orlando” blog for all the news!

Orlando vacation homes FAQs

The most popular areas are around Walt Disney World in Kissimmee and Lake Buena Vista, plus resort communities like Champions Gate, Reunion, and Windsor Hills. These neighborhoods put you close to the theme parks while offering spacious homes with private pools and family-friendly amenities.

Yes, especially for families and groups. A vacation home often costs less per person than multiple hotel rooms and gives you extras like a full kitchen, private pool, and plenty of space to relax. You’ll also save on meals and enjoy more privacy than in a hotel.

Most vacation homes are located within a 10–20 minute drive of Walt Disney World and about 25–30 minutes from Universal Orlando Resort. Many communities also offer shuttle services to the parks.

Yes, the majority of vacation rentals in Orlando come with a private pool, and many also feature game rooms, theaters, or themed bedrooms – perfect for kids and large families.

Orlando is a year-round destination with warm weather almost every day. The busiest times are spring break, summer, and the winter holidays. For smaller crowds and lower prices, consider visiting in September, October, or early May.

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