Orlando Holiday Rentals

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Check prices for these dates

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sept - 7 Sept

Holiday Rentals in Orlando

Our top choices for Orlando holiday rentals

Wellsprings
Private kitchen

Wellsprings

4.0 star property
Wellsprings
Oklahoma State University Boone Pickens stadium1.3 miles away.
Exterior detail

Oklahoma State University Boone Pickens stadium1.3 miles away.

10.0 out of 10, Exceptional, (31)
"Thank you!"
The price is HK$1,052
HK$1,425 total
includes taxes & fees
1 Sept - 2 Sept
Oklahoma State University Boone Pickens stadium1.3 miles away.
Newly Remodel - 1 Mile to Stadium-Sleeps 8
Interior

Newly Remodel - 1 Mile to Stadium-Sleeps 8

9.6 out of 10, Exceptional, (31)
"We enjoyed our stay and the house was very clean"
The price is HK$877
HK$2,153 total
includes taxes & fees
3 Sept - 4 Sept
Newly Remodel - 1 Mile to Stadium-Sleeps 8
Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!
Terrace/patio

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

9.6 out of 10, Exceptional, (31)
"Great place! "
The price is HK$680
HK$1,666 total
includes taxes & fees
8 Sept - 9 Sept
Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!
Entire home in Stillwater, Oklahoma - Walking distance to downtown!
Fridge, microwave, oven, stovetop

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

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

2.0 star property
The price is HK$22,971
HK$31,297 total
includes taxes & fees
5 Sept - 6 Sept
Spacious 8 Bedroom w/ Swimming Pool & Indoor Basketball Court. Close to BPS
The Ranch Near Boomer Lake
Terrace/patio

The Ranch Near Boomer Lake

10.0 out of 10, Exceptional, (37)
"Always a very nice place to stay "
The price is HK$1,550
HK$3,229 total
includes taxes & fees
1 Sept - 2 Sept
The Ranch Near Boomer Lake
4 bed 2 bath unit on Campus Corner with rooftop deck - sleeps 12
Property grounds

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 Water House-Sleeps 10-1 Mile to Boone Pickens
Outdoor dining

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
Brand-new 3-bedroom house within walking distance to downtown Stillwater!
Fridge, microwave, oven, stovetop

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. "
The price is HK$2,728
HK$4,305 total
includes taxes & fees
18 Sept - 19 Sept
Brand-new 3-bedroom house within walking distance to downtown Stillwater!
Newly Renovated Hidden Gem
Fridge, microwave, oven, stovetop

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
Quiet Country Home 3mins to Fairgrounds and 8 min to town - 1 acre 4 bedroom
Fridge, microwave, oven, stovetop

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 HK$1,745
HK$2,079 total
includes taxes & fees
1 Sept - 2 Sept
Quiet Country Home 3mins to Fairgrounds and 8 min to town - 1 acre 4 bedroom
HUGE Gameroom-Style Barndo in the countryside, minutes to Lake McMurtry & OSU!
1 bedroom, free WiFi, bed sheets

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 HK$1,226
HK$2,243 total
includes taxes & fees
1 Sept - 2 Sept
HUGE Gameroom-Style Barndo in the countryside, minutes to Lake McMurtry & OSU!
PeteRetreat -Two blocks from OSU, newly remodeled home
Outdoor dining

PeteRetreat -Two blocks from OSU, newly remodeled home

10.0 out of 10, Exceptional, (46)
"Enjoyed our stay. Cute house and great location!"
PeteRetreat -Two blocks from OSU, newly remodeled home
Luxury Cottage Getaway
Interior

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 HK$1,333
HK$1,567 total
includes taxes & fees
12 Sept - 13 Sept
Luxury Cottage Getaway
The Field House- Sleeps 10
Outdoor dining

The Field House- Sleeps 10

9.6 out of 10, Exceptional, (57)
"This place was perfect and will definitely be renting again. "
The price is HK$1,228
HK$2,357 total
includes taxes & fees
30 Aug - 31 Aug
The Field House- Sleeps 10
Boho 405 - DI Home Rentals
Fridge, microwave, oven, stovetop

Boho 405 - DI Home Rentals

10.0 out of 10, Exceptional, (61)
"Very nice place to stay. The house was clean and comfortable. The owners are very hospitable and make sure you have a great stay."
The price is HK$623
HK$1,333 total
includes taxes & fees
1 Sept - 2 Sept
Boho 405 - DI Home Rentals
3 bed, 2 bath house, with off street parking within walking distance to OSU!
Fridge, microwave, oven, stovetop

3 bed, 2 bath house, with off street parking within walking distance to OSU!

3 bed, 2 bath house, with off street parking within walking distance to OSU!
Cowboy Country Comfort
Fridge, microwave, oven, stovetop

Cowboy Country Comfort

10.0 out of 10, Exceptional, (1)
"Great place to stay with great communication !!!"
The price is HK$1,216
HK$2,888 total
includes taxes & fees
10 Sept - 11 Sept
Cowboy Country Comfort
Remodeled OSU Studio By Stadium
Fridge, microwave, oven, stovetop

Remodeled OSU Studio By Stadium

9.8 out of 10, Exceptional, (7)
"This place was a wonderful little landing spot for me and my dogs. It was fully stocked for our needs, comfortable and a great location. I really appreciated the covered parking too."
The price is HK$736
HK$1,554 total
includes taxes & fees
1 Sept - 2 Sept
Remodeled OSU Studio By Stadium
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

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:

  • View our selection of featured holiday rentals in Orlando
  • Use the map to find apartments and other holiday homes in the Orlando neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Orlando while they last

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 has air conditioning and 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.