Orlando Holiday Rentals

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Holiday Rentals in Orlando

Our top choices for Orlando holiday rentals

Breathtaking Mountain View in Wild and Wonderful WV! Hot tub! Breathtaking views

9.8 out of 10, Exceptional, (132)
"Great stay, very relaxing!"
Breathtaking Mountain View in Wild and Wonderful WV! Hot tub! Breathtaking views

Glenville’s Sunset View

2.0 star property
9.6 out of 10, Exceptional, (13)
"Very quaint and cozy tiny home to stay at overnight."
The price is NZ$197
includes taxes & fees
24 Sept - 25 Sept
Glenville’s Sunset View

Log Cabin Stonewall Jackson Retreat

9.6 out of 10, Exceptional, (159)
"Beautiful place, very comfortable beds Would definitely stay there again"
Log Cabin Stonewall Jackson Retreat

Cozy one-bedroom cabin nestled in the woods beside Stonewall Jackson Resort.

10.0 out of 10, Exceptional, (4)
"Everything was clean and nice. We loved the amenities. It was perfect. This is definitely a return trip."
Cozy one-bedroom cabin nestled in the woods beside Stonewall Jackson Resort.

The "Hang-over" Winery Treehouse

9.6 out of 10, Exceptional, (9)
"Super cute place to stay! Not a whole lot of close areas to visit besides the winery and The Assylum but well worth the visit! The host is a super nice guy!"
The "Hang-over" Winery Treehouse

Just minutes from Stonewall Jackson Lake Resort. Boat ramp 1/4 mile away

8.8 out of 10, Excellent, (41)
"I was overall very pleased and happy with my stay and would very much stay again."
Just minutes from Stonewall Jackson Lake Resort. Boat ramp 1/4 mile away

Secluded Lodge Stay: Day Trip to Audra State Park!

3.0 star property
Secluded Lodge Stay: Day Trip to Audra State Park!

Glenville's Rustic Charm

10.0 out of 10, Exceptional, (2)
"Very clean, short drive from town, beautiful handicap accessible ramp, many small details were well thought out. "
The price is NZ$270
includes taxes & fees
24 Sept - 25 Sept
Glenville's Rustic Charm

The Red Barn

The Red Barn

Spacious family friendly 4-BR property with AC, Fireplace and WiFi in Sutton, WV

9.8 out of 10, Exceptional, (18)
"Stayed here for a month. High recommend for a stay. All new appliances and plenty of space. Beautiful scenery. "
The price is NZ$522
includes taxes & fees
29 Sept - 30 Sept
Spacious family friendly 4-BR property with AC, Fireplace and WiFi in Sutton, WV

Cabernet Getaway

9.2 out of 10, Wonderful, (29)
"Love the location on Lambert winery grounds. Very clean and spacious. Bathroom nice and big and included necessities. Good wi fi. Winery is beautiful and staff and owner were so friendly. Bed was comfy overall but mattress was a little saggy in the middle. Grill needs some TLC. Definitely recommend the cabin. "
The price is NZ$363
includes taxes & fees
28 Sept - 29 Sept
Cabernet Getaway

Hot Tub + Pet Friendly: Quiet French Creek Getaway

3.0 star property
Hot Tub + Pet Friendly: Quiet French Creek Getaway

New 1 bedroom apt

New 1 bedroom apt

New Loft apartment

New Loft apartment

Beautiful Views of the Elk River in the Walnut Glamping Dome!

Beautiful Views of the Elk River in the Walnut Glamping Dome!

2 queen Bed and Full Bath Glamping Dome on the River!

2 queen Bed and Full Bath Glamping Dome on the River!

Welcome to The 6 Bedroom Elk Lodge on the Elk River in Sutton, West Virginia!

Welcome to The 6 Bedroom Elk Lodge on the Elk River in Sutton, West Virginia!

Studio # 2

Studio # 2
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Orlando Hotel Reviews

Find out more about Orlando

Find out more about Orlando

Everything you need to know about Orlando holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Orlando holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orlando holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Orlando holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orlando. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orlando holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orlando holiday rentals we have selected for you start as low as NZ$197 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Orlando rentals

At Expedia, we put the best Orlando holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Orlando rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orlando holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orlando. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Orlando?

Yes, there are holiday rentals close to the most popular sights in Orlando, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Orlando has to offer?

The Red Barn: This holiday home rental outside of Orlando has laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Orlando?

While exploring the area, visit family-friendly sights like Bulltown Historic Area, or get outside and enjoy nature at Stonewall Jackson Lake. Stonewall Resort State Park and Flatwoods Outlet Mall are a couple of places you'll find in the wider area.

What are holiday rentals like in Orlando?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orlando. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.