Orlando Holiday Rentals

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Orlando holiday rentals

2 bedrooms, WiFi, bed sheets

Luxury Cottage Getaway

Luxury Cottage Getaway
Stillwater
10.0 out of 10, Exceptional, (21 reviews)
"Great property! We had an excellent stay and would definitely recommend this place. So clean and such a cute bungalow!"
United States
Amy H.
The price is HK$1,621
HK$2,148 total
includes taxes & fees
11 May - 12 May
Luxury Cottage Getaway
Interior

Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard

Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard
Stillwater
9.8 out of 10, Exceptional, (12 reviews)
"Very clean, exactly how the property was described. Would stay again. "
United States
Amanda P.
The price is HK$698
HK$1,180 total
includes taxes & fees
11 May - 12 May
Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard
Interior

Newly Remodel - 1 Mile to Stadium-Sleeps 8

Newly Remodel - 1 Mile to Stadium-Sleeps 8
Stillwater
9.8 out of 10, Exceptional, (55 reviews)
"The house is so nice and very comfortable! We had a great stay."
United States
Cathy J.
The price is HK$1,233
HK$2,635 total
includes taxes & fees
11 May - 12 May
Newly Remodel - 1 Mile to Stadium-Sleeps 8
Living area

The Orange Door Boarding House

The Orange Door Boarding House
Guthrie
10.0 out of 10, Exceptional, (2 reviews)
"Close to all we needed and really cute historic town. "
United States
Tamara V.
The price is HK$705
HK$1,246 total
includes taxes & fees
11 May - 12 May
The Orange Door Boarding House
1 bedroom, free WiFi, bed sheets, wheelchair access

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

HUGE Gameroom-Style Barndo in the countryside, minutes to Lake McMurtry & OSU!
Stillwater
10.0 out of 10, Exceptional, (10 reviews)
"Amazing house! So fun for the family for holidays! Great location peaceful safe, best host we’ve ever had at a rental home. Very clean! "
United States
Brittany S.
The price is HK$1,323
HK$2,398 total
includes taxes & fees
12 May - 13 May
HUGE Gameroom-Style Barndo in the countryside, minutes to Lake McMurtry & OSU!
Microwave, stovetop, dishwasher

Your Home Base for Game Days & Getaways!!

Your Home Base for Game Days & Getaways!!
Stillwater
10.0 out of 10, Exceptional, (6 reviews)
"Great place to stay!!! Extremely clean nice area, we will be back!!!"
United States
Keith P.
The price is HK$1,466
HK$3,180 total
includes taxes & fees
18 May - 19 May
Your Home Base for Game Days & Getaways!!
Terrace/patio

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

Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!
Perkins
9.6 out of 10, Exceptional, (35 reviews)
"It was a great place to stay at and the host replied to everything I asked in a timely manner "
United States
Corey R.
The price is HK$684
HK$1,699 total
includes taxes & fees
18 May - 19 May
Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!
Property grounds

Oklahoma State University Boone Pickens stadium1.3 miles away.

Oklahoma State University Boone Pickens stadium1.3 miles away.
Stillwater
10.0 out of 10, Exceptional, (63 reviews)
"Very clean and cozy house. Perfect for our family get together. Communication with the host was excellent and check in/out was very easy. We will definitely stay here again. "
United States
Michael
The price is HK$1,253
HK$1,659 total
includes taxes & fees
8 Jun - 9 Jun
Oklahoma State University Boone Pickens stadium1.3 miles away.
Dining

Bonnie’s Walk-up

Bonnie’s Walk-up
Stillwater
9.8 out of 10, Exceptional, (16 reviews)
"Great place!!"
United States
Leslie
The price is HK$1,762
HK$2,901 total
includes taxes & fees
18 May - 19 May
Bonnie’s Walk-up
Private kitchen

Silver Leaf

Silver Leaf
Stillwater
10.0 out of 10, Exceptional, (3 reviews)
"Great house and nice quiet area. Fantastic people to work with. Would definitely recommend staying here! "
United States
Marie H.
The price is HK$979
HK$2,292 total
includes taxes & fees
17 May - 18 May
Silver Leaf
Living area

Vintage 405 • New Construction

Vintage 405 • New Construction
Stillwater
10.0 out of 10, Exceptional, (3 reviews)
"Had an amazing day! Everything was so clean and very intentionally decorated. The host is amazing and very accommodating. The linens were incredibly soft. And the kitchen has everything you could need to make you and your friends or your family a delicious dinner. She even went as far as to leave extra toiletries in the bathroom in case you forgot something. Amazing stay 10 out of 10 would stay there every time we were in Stillwater!"
United States
Kinley S.
The price is HK$940
HK$2,246 total
includes taxes & fees
17 May - 18 May
Vintage 405 • New Construction
TV

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

3-bedroom home in Stillwater / Walking distance to a park, 2 miles from OSU.
Stillwater
10.0 out of 10, Exceptional, (4 reviews)
"Very friendly host and close to OSU if you are traveling to Stillwater for something at the college"
United States
Jeff D.
The price is HK$2,349
HK$3,579 total
includes taxes & fees
16 May - 17 May
3-bedroom home in Stillwater / Walking distance to a park, 2 miles from OSU.
3 bedrooms, desk, iron/ironing board, WiFi

Quiet, Comfortable, Spacious Home Near OSU!

Quiet, Comfortable, Spacious Home Near OSU!
Stillwater
10.0 out of 10, Exceptional, (5 reviews)
"The host was amazing and great at communication from the day we booked. The house was awesome and felt just like home and the hosts were very nice, thoughtful, and welcoming for our stay to watch our daughter graduate college. We would definitely book here again and would recommend anyone looking to stay in that area to book with them. "
United States
Craig Y.
The price is HK$1,227
HK$2,730 total
includes taxes & fees
18 May - 19 May
Quiet, Comfortable, Spacious Home Near OSU!
Smart TV

Orange Acres a Private 2 Bedroom 2 Bath Pet Friendly with a fenced back yard.

Orange Acres a Private 2 Bedroom 2 Bath Pet Friendly with a fenced back yard.
Stillwater
9.6 out of 10, Exceptional, (8 reviews)
"Host communicated very timely and responds quickly. Unit was very clean and a nice quiet neighborhood."
United States
Wade K.
The price is HK$698
HK$1,180 total
includes taxes & fees
12 May - 13 May
Orange Acres a Private 2 Bedroom 2 Bath Pet Friendly with a fenced back yard.
Fridge, microwave, oven, stovetop

The Stillwater Cottage

The Stillwater Cottage
Stillwater
9.8 out of 10, Exceptional, (22 reviews)
"The property was clean and well equipped! Our host made check-in/checkout process very easy! Thanks for giving us a nice home base while in town for the holidays!"
United States
Roslynn c.
The price is HK$2,310
HK$3,353 total
includes taxes & fees
18 May - 19 May
The Stillwater Cottage
Smart TV, books

The Ranch Near Boomer Lake

The Ranch Near Boomer Lake
Stillwater
10.0 out of 10, Exceptional, (44 reviews)
"Always a very nice place to stay "
United States
Josh H.
The price is HK$1,245
HK$2,937 total
includes taxes & fees
1 Jun - 2 Jun
The Ranch Near Boomer Lake
Fridge, microwave, oven, stovetop

Historic 3-bedroom house close to downtown Guthrie.

Historic 3-bedroom house close to downtown Guthrie.
Guthrie
10.0 out of 10, Exceptional, (2 reviews)
"Nice spacious home, clean, great communication."
United States
Ryan R.
The price is HK$1,135
HK$2,476 total
includes taxes & fees
11 May - 12 May
Historic 3-bedroom house close to downtown Guthrie.
Fridge, microwave, oven, stovetop

Crescent Clean and Ready! Wi-fi. Sleeps 7. Pets OK!

Crescent Clean and Ready! Wi-fi. Sleeps 7. Pets OK!
Crescent
10.0 out of 10, Exceptional, (1 review)
"Was in town for family and found this place to stay for a good rate. This was a short trip for us but this house would work very well for a longer stay. Not far from Oklahoma City but far enough out that it is very relaxing. Also the owner stopped in as we got there just to check on an issue they were having with the drainage, no issues for us to stay but he also let us know that there would be someone out to work on it the next morning. Never even knew they were there working until we went to...
United States
Anonymous traveller
The price is HK$634
HK$1,824 total
includes taxes & fees
13 May - 14 May
Crescent Clean and Ready! Wi-fi. Sleeps 7. Pets OK!
Fridge, microwave, oven, stovetop

Western 405 (new build)

Western 405 (new build)
Stillwater
10.0 out of 10, Exceptional, (45 reviews)
"The house is decorated so nice and makes you feel right at home as soon as you walk in. Definitely will be staying again "
United States
Pamela P.
The price is HK$1,018
HK$2,345 total
includes taxes & fees
18 May - 19 May
Western 405 (new build)
TV, fireplace

Cozy and quaint 3-bedroom Cottage with Views and Near campus

Cozy and quaint 3-bedroom Cottage with Views and Near campus
Stillwater
The price is HK$1,152
HK$3,142 total
includes taxes & fees
12 May - 13 May
Cozy and quaint 3-bedroom Cottage with Views and Near campus
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

Comfort Inn Stillwater Near University Area

Comfort Inn Stillwater Near University Area

10/10 Excellent
"The room was clean and the breakfast was great. Bed was comfortable and it was quiet."
janie 1-night trip
Posted 2 hours ago
Comfort Inn Stillwater Near University Area

Find out more about Orlando

Search for holiday rentals in Orlando on Expedia! You can easily find your home rentals, villas, holiday apartments in Orlando using one of the methods below:

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Look no further and take a look at our great range of rental properties in Orlando!

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 is equipped with a patio, air conditioning and WiFi to help you feel comfortable during your stay. 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. Lake McMurtry West Recreation Area and Karsten Creek Golf Club 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.