Orlando Holiday Rentals

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Holiday Rentals in Orlando

Our top choices for Orlando holiday rentals

Wellsprings

4.0 star property
Wellsprings

Oklahoma State University Boone Pickens stadium1.3 miles away.

10.0 out of 10, Exceptional, (35)
"A perfect place to stay for my father and I while working in town. "
The price is AU$319
includes taxes & fees
14 Sept - 15 Sept
Oklahoma State University Boone Pickens stadium1.3 miles away.

Stillwater Cottage

10.0 out of 10, Exceptional, (1)
"Host was very helpfully and kind! Cute comfy house."
The price is AU$491
includes taxes & fees
15 Sept - 16 Sept
Stillwater Cottage

Spacious 8 Bedroom w/ Swimming Pool & Indoor Basketball Court. Close to BPS

2.0 star property
The price is AU$6,074
includes taxes & fees
13 Sept - 14 Sept
Spacious 8 Bedroom w/ Swimming Pool & Indoor Basketball Court. Close to BPS

Newly Remodel - 1 Mile to Stadium-Sleeps 8

9.6 out of 10, Exceptional, (32)
"We enjoyed our stay and the house was very clean"
The price is AU$411
includes taxes & fees
14 Sept - 15 Sept
Newly Remodel - 1 Mile to Stadium-Sleeps 8

Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!

9.6 out of 10, Exceptional, (32)
"Great place! "
The price is AU$317
includes taxes & fees
15 Sept - 16 Sept
Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!

HUGE Gameroom-Style Barndo in the countryside, minutes to Lake McMurtry & OSU!

10.0 out of 10, Exceptional, (4)
"Quiet surroundings. Cute barndo with lots of games. Lots of deer outside to watch. "
The price is AU$425
includes taxes & fees
14 Sept - 15 Sept
HUGE Gameroom-Style Barndo in the countryside, minutes to Lake McMurtry & OSU!

The Water House-Sleeps 10-1 Mile to Boone Pickens

9.4 out of 10, Exceptional, (65)
"Great location! Perfect for our stay for parents weekend. Very clean!"
The Water House-Sleeps 10-1 Mile to Boone Pickens

Luxury Cottage Getaway

10.0 out of 10, Exceptional, (11)
"Very nice and private cottage. Will definitely look them up again when back in Stillwater. "
The price is AU$316
includes taxes & fees
15 Sept - 16 Sept
Luxury Cottage Getaway

Your Home Base for Game Days & Getaways!!

The price is AU$639
includes taxes & fees
15 Sept - 16 Sept
Your Home Base for Game Days & Getaways!!

4 bed 2 bath unit on Campus Corner with rooftop deck - sleeps 12

9.2 out of 10, Wonderful, (9)
"Great rental."
4 bed 2 bath unit on Campus Corner with rooftop deck - sleeps 12

The Ranch Near Boomer Lake

10.0 out of 10, Exceptional, (37)
"Always a very nice place to stay "
The price is AU$632
includes taxes & fees
23 Sept - 24 Sept
The Ranch Near Boomer Lake

Entire home in Stillwater, Oklahoma - Walking distance to downtown!

8.6 out of 10, Excellent, (4)
"Such a great experience! Would definitely stay here agaiain!"
Entire home in Stillwater, Oklahoma - Walking distance to downtown!

Newly Renovated Hidden Gem

10.0 out of 10, Exceptional, (84)
"Easy location to get to, and a great place to stay. Clean and fully stocked. "
Newly Renovated Hidden Gem

3-bedroom home in Stillwater / Walking distance to a park, 2 miles from OSU.

2.0 star property
The price is AU$690
includes taxes & fees
18 Sept - 19 Sept
3-bedroom home in Stillwater / Walking distance to a park, 2 miles from OSU.

Brand-new 3-bedroom house within walking distance to downtown Stillwater!

10.0 out of 10, Exceptional, (3)
"This was a great place to stay! Can’t beat the location. House was remodeled beautifully. We had a very comfortable stay there. Would stay again. "
Brand-new 3-bedroom house within walking distance to downtown Stillwater!

Quiet Country Home 3mins to Fairgrounds and 8 min to town - 1 acre 4 bedroom

9.6 out of 10, Exceptional, (19)
"Very clean, nice neighborhood!!! "
The price is AU$408
includes taxes & fees
14 Sept - 15 Sept
Quiet Country Home 3mins to Fairgrounds and 8 min to town - 1 acre 4 bedroom

Mid-Century Modern on University Ave – Take a walk to OSU!!!

Mid-Century Modern on University Ave – Take a walk to OSU!!!

Nestled Victorian Historic Area

8.8 out of 10, Excellent, (10)
"Enjoyed our stay. Loved the older house feel. Close to all activities and close to my daughter’s house. "
The price is AU$382
includes taxes & fees
14 Sept - 15 Sept
Nestled Victorian Historic Area

Boho 405 - DI Home Rentals

10.0 out of 10, Exceptional, (61)
"Perfect quaint place for our short stay in Stillwater!"
The price is AU$262
includes taxes & fees
15 Sept - 16 Sept
Boho 405 - DI Home Rentals
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 favourite 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 depend 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 AU$262 per night. Entering your travel dates in the search wizard might find you 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

Are there holiday rentals 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?

Oklahoma State University Boone Pickens stadium1.3 miles away. : This holiday home rental outside of Orlando has air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Orlando?

While exploring the area, visit family-friendly sights like National Wrestling Hall of Fame, or get outside and enjoy nature at Perry Lake Park. Karsten Creek Golf Club and 7 Clans Casino are a couple of places you'll find in the wider area.

What’s a holiday rental in Orlando like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Orlando. Holiday rentals offer extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the enjoyment 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 an attractive choice for family trips.