Orlando Holiday Rentals

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Holiday Rentals in Orlando

Wellsprings

4.0 star property
Stillwater
10.0 out of 10, Exceptional, (2)
"Clean and quiet. Close to anything you would want. "
United States
Angela
Wellsprings

Oklahoma State University Boone Pickens stadium1.3 miles away.

Stillwater
10.0 out of 10, Exceptional, (41)
"Thank you!"
United States
Lisa S.
The price is NZ$359
includes taxes & fees
1 Dec - 2 Dec
Oklahoma State University Boone Pickens stadium1.3 miles away.

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

2.0 star property
Stillwater
The price is NZ$7,168
includes taxes & fees
20 Nov - 21 Nov
Spacious 8 Bedroom w/ Swimming Pool & Indoor Basketball Court. Close to BPS

Your Home Base for Game Days & Getaways!!

Stillwater
"Great place to stay!!! Extremely clean nice area, we will be back!!!"
United States
Keith P.
The price is NZ$701
includes taxes & fees
17 Nov - 18 Nov
Your Home Base for Game Days & Getaways!!

Boho 405 - DI Home Rentals

Stillwater
10.0 out of 10, Exceptional, (65)
"Great Hospitality and very comfortable stay!!"
United States
Casey B.
The price is NZ$333
includes taxes & fees
7 Dec - 8 Dec
Boho 405 - DI Home Rentals

Newly Remodel - 1 Mile to Stadium-Sleeps 8

Stillwater
9.6 out of 10, Exceptional, (41)
"Great location!!! And the neighborhood was so quite."
United States
Cynthia C.
The price is NZ$483
includes taxes & fees
17 Nov - 18 Nov
Newly Remodel - 1 Mile to Stadium-Sleeps 8

Luxury Cottage Getaway

Stillwater
10.0 out of 10, Exceptional, (15)
"Such a cute cottage exactly as listed with more! Heated towel rack, Bluetooth speaker outside and coffee, little kitchen so perfect and clean! Will definitely stay again!"
United States
Rose H.
The price is NZ$355
includes taxes & fees
16 Nov - 17 Nov
Luxury Cottage Getaway

The Field House- Sleeps 10

Stillwater
9.6 out of 10, Exceptional, (59)
"Nice place. It was actually bigger than the pictures show. Great experience!"
United States
JILL H.
The price is NZ$536
includes taxes & fees
20 Nov - 21 Nov
The Field House- Sleeps 10

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

Stillwater
10.0 out of 10, Exceptional, (5)
"I loved my stay here! The owner really set up the place nicely with all the things you could need. Great kitchen tools and cookware. A little cooler and ice packs were there. (Just a nice touch) The games in the game room were the real deal! Ping pong, foosball, and so much more. The wifi was super high bandwidth. Easily did work there with video calls, while streaming in 4k! The AC was excellent. The bed was super comfortable. If I had a couple of kids with me or just a couple of...
United States
Matthew R.
The price is NZ$512
includes taxes & fees
17 Nov - 18 Nov
HUGE Gameroom-Style Barndo in the countryside, minutes to Lake McMurtry & OSU!

Newly Renovated Hidden Gem

Stillwater
10.0 out of 10, Exceptional, (86)
"Great Stay, host was very communicative. "
United States
Blake F.
Newly Renovated Hidden Gem

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

Perkins
9.6 out of 10, Exceptional, (32)
"This was in a great location and easy to get to. Perfect for an over night stay. "
United States
Jerica B.
The price is NZ$403
includes taxes & fees
30 Nov - 1 Dec
Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!

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

Stillwater
10.0 out of 10, Exceptional, (9)
"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. "
United States
Kimberly A.
Brand-new 3-bedroom house within walking distance to downtown Stillwater!

Downtown Stillwater Studio Apartment located upstairs

Stillwater
10.0 out of 10, Exceptional, (30)
"Stayed here before and will always check to see if this is available first! Wonderful place to stay!"
United States
Seane V.
Downtown Stillwater Studio Apartment located upstairs

The Stillwater Spot – close to OSU, Family Friendly, FirePit & Patio!

Stillwater
The Stillwater Spot – close to OSU, Family Friendly, FirePit & Patio!

Cozy, artsy chalet in Stillwater with WiFi and AC and set in a scenic landscape.

Stillwater
8.0 out of 10, Very good, (1)
"Great location! Great hosts and very clean-bed was extremely comfortable!!"
United States
Michelle B.
The price is NZ$472
includes taxes & fees
19 Nov - 20 Nov
Cozy, artsy chalet in Stillwater with WiFi and AC and set in a scenic landscape.

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

Stillwater
9.6 out of 10, Exceptional, (20)
"Beautiful, comfortable, great location, we will try to be back next year!"
United States
Laura D.
The price is NZ$499
includes taxes & fees
6 Dec - 7 Dec
Quiet Country Home 3mins to Fairgrounds and 8 min to town - 1 acre 4 bedroom

The Greenwood Bungalow

Stillwater
9.8 out of 10, Exceptional, (8)
"loved the decor and felt right at home!! great communication with the owner. no problems and would stay again"
United States
Jeanie S.
The Greenwood Bungalow

Cowboy Comfort House-Gameday Ready! 4 bed/3 bath/sleeps 9

Stillwater
10.0 out of 10, Exceptional, (3)
"Cute house! Very clean. The owner was very responsive to questions. We enjoyed our stay! "
United States
Katherine E.
The price is NZ$680
includes taxes & fees
17 Nov - 18 Nov
Cowboy Comfort House-Gameday Ready! 4 bed/3 bath/sleeps 9

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

Stillwater
10.0 out of 10, Exceptional, (2)
"Loved our stay! It was so convenient and made it easy to experience all the OSU Homecoming Activities! "
United States
Bonnie S.
Mid-Century Modern on University Ave – Take a walk to OSU!!!

The Ranch Near Boomer Lake

Stillwater
10.0 out of 10, Exceptional, (41)
"Great stay and very comfortable "
United States
Jimmy C.
The price is NZ$750
includes taxes & fees
16 Nov - 17 Nov
The Ranch Near Boomer Lake
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

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$333 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

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.