Holiday Rentals in Orlando

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Check prices for these dates

Holiday Rentals in Orlando

Wonderful Windsor escape

10.0 out of 10, Exceptional, (32)
"Our stay here was very nice,comfortable and clean. Me and my crew appreciate your hospitality very much!! "
Wonderful Windsor escape

Hilltop Stargazing House=OSU Stilly casino Golf sunsets & No dirt rds+ Big yard!

9.6 out of 10, Exceptional, (17)
"My son and I and some of our close friends came up to go tour OSU for the day on a Saturday. We came up the night before to make it easier.We arrived a little later than planned, along with an extra kid. Kessie was very welcoming and added him for us.The house was very cute and was very homey.The bed in the front bedroom was AMAZING and I slept soooo good. The boys really enjoyed the bunk beds!!!( they are all 18 years old)We loved the tankless hot water heater because the water was nice and...
The price is €176
includes taxes & fees
20 Apr - 21 Apr
Hilltop Stargazing House=OSU Stilly casino Golf sunsets & No dirt rds+ Big yard!

Newly Renovated Hidden Gem

10.0 out of 10, Exceptional, (79)
"We were family members visiting OSU and Pawhuska Pioneer Woman Mercantile. The house was very clean and comfortable with everything we needed. 5 stars for sure on everything about the house itself! Not the best neighborhood in town, but all was well. "
Newly Renovated Hidden Gem

Minutes to campus 2mi to Boone Pickens or 3 to the Fairground

9.6 out of 10, Exceptional, (10)
"This house worked so well for our family. Lots of room to spread out, very nice beds, bedding and towels, good location and great kitchen."
The price is €584
includes taxes & fees
15 Apr - 16 Apr
Minutes to campus 2mi to Boone Pickens or 3 to the Fairground

Boho 405 - DI Home Rentals

10.0 out of 10, Exceptional, (51)
"We usually stay in a hotel but decided to try a VRBO this time - so glad we did! This is the perfect place. It’s cozy and clean and has everything you need. It’s a good location - just a quick drive to anywhere you’d want to go while in Stillwater. Communication was quick and easy and check-in/check-out process was simple. The attention to detail is just perfection. We’ll stay here anytime we are back! "
The price is €155
includes taxes & fees
14 Apr - 15 Apr
Boho 405 - DI Home Rentals

4 Mi to Dtwn Guthrie: Family Home w/ Fire Pit!

10.0 out of 10, Exceptional, (72)
"Great house, close to town, would stay again."
4 Mi to Dtwn Guthrie: Family Home w/ Fire Pit!

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

2.0 star property
The price is €3,602
includes taxes & fees
14 Apr - 15 Apr
Spacious 8 Bedroom w/ Swimming Pool & Indoor Basketball Court. Close to BPS

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

9.8 out of 10, Exceptional, (14)
"When coming up to see our OSU Cowboy (granddaughter) in the Varsity Revue 2025, we throughly enjoyed our night at your place! It was close in to town, spotlessly clean and so nicely decorated. The pictures online don’t do it justice! Since we will still be making trips to Stillwater from Texas for a few more years, we’ll more than likely be seeing you again. Thank you!"
The price is €243
includes taxes & fees
14 Apr - 15 Apr
Quiet Country Home 3mins to Fairgrounds and 8 min to town - 1 acre 4 bedroom

"Country Charm & Game Room Fun, Pool Table, Screens, & Xbox, Close to Stilly!"

10.0 out of 10, Exceptional, (2)
"We were very comfortable and the place was very well outfitted. They had coffee, creamer, full laundry with detergent. My construction crew and i enjoyed the flat top grill. We all enjoyed the stay."
"Country Charm & Game Room Fun, Pool Table, Screens, & Xbox, Close to Stilly!"

Cozy home...Perfect walking location for all OSU events and activities

10.0 out of 10, Exceptional, (1)
"Excellent from arrival to departure. Extremely easy checkin process. Allowed us to arrive 2 hours early. David was very quick to respond and was available throughout our stay. Booklet gave us excellent recommendations for dinner and check out procedures were simple. Gift basket waiting for us on the kitchen counter was a nice surprise. Would highly recommend this property for anyone looking to stay in a clean updated property close to OSU campus. "
Cozy home...Perfect walking location for all OSU events and activities

Cozy & Updated home half mile from OSU!

9.6 out of 10, Exceptional, (45)
"Both the property and host were amazing! The house was so clean, neighbors were friendly & just a perfect place for our visit to OSU. It’s walking distance or a 3-block drive to everything! Truly a gem all around and we will be back for sure in the future."
Cozy & Updated home half mile from OSU!

Remodeled OSU Condo By Stadium

9.6 out of 10, Exceptional, (4)
"We came in for parent’s weekend for a football game at OSU. This studio is in a perfect location for college games. Entire unit is newly remodeled. Keurig coffee maker with K cups was a nice surprise. We parked on the 4th floor in the parking deck and walked right to our room. Safe and very clean. Full kitchen, washer and dryer and large tv. We will be back for more game weekends. "
The price is €186
includes taxes & fees
14 Apr - 15 Apr
Remodeled OSU Condo By Stadium

Newly Remodel - 1 Mile to Stadium-Sleeps 8

9.8 out of 10, Exceptional, (23)
"Property was nice and spacious. It fit our needs for our visit. Outside could use some TLC. Overall, we would stay here again. "
Newly Remodel - 1 Mile to Stadium-Sleeps 8

Western 405 (new build)

10.0 out of 10, Exceptional, (25)
"This was a perfect property to stay at. CLEAN!! Loved the layout. Property owners also provided a few toiletries and phone charges which I thought was a nice extra touch to the stay. Neighbors were quiet. We will be staying here again! "
The price is €259
includes taxes & fees
14 Apr - 15 Apr
Western 405 (new build)

Luxe OSU Studio W/ King Bed

10.0 out of 10, Exceptional, (3)
"Location was close to campus and had everything I needed! "
The price is €186
includes taxes & fees
14 Apr - 15 Apr
Luxe OSU Studio W/ King Bed

Charming Studio Steps from Downtown Stillwater’s Breweries, Restaurants, & Shops

The price is €235
includes taxes & fees
15 Apr - 16 Apr
Charming Studio Steps from Downtown Stillwater’s Breweries, Restaurants, & Shops

The Field House- Sleeps 10

9.6 out of 10, Exceptional, (55)
"My friends and I were in town for new years and this place was very close to the strip. neighborhood was safe and quiet and right next to campus. will recommend this place to people. "
The price is €294
includes taxes & fees
14 Apr - 15 Apr
The Field House- Sleeps 10

Oklahoma State University Boone Pickens stadium1.3 miles away.

9.8 out of 10, Exceptional, (17)
"We thoroughly enjoyed our VRBO stay! The house was comfortable, clean and felt inviting! Definitely would stay again on our next visit!"
Oklahoma State University Boone Pickens stadium1.3 miles away.

Enjoy game days or a fun weekend in this charming 3 bedroom house in Stillwater!

10.0 out of 10, Exceptional, (2)
"We loved staying here. It was clean, cute, great location and very cozy. If we come to Stillwater again we will definitely stay there if it’s available. "
The price is €281
includes taxes & fees
16 Apr - 17 Apr
Enjoy game days or a fun weekend in this charming 3 bedroom house in Stillwater!

Nestled Victorian Historic Area

9.2 out of 10, Wonderful, (5)
" We needed somewhere to spend 1 night in Guthrie and didn't want a hotel room. We found a quiet street and very nice home just like Grandma's -( if you grew up in the 60's or 70's.) The house is well supplied and had everything we needed. Scott & Brenda - Plano Texas."
The price is €225
includes taxes & fees
15 Apr - 16 Apr
Nestled Victorian Historic Area
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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Other types of properties in Orlando you may be interested in

La Quinta Inn & Suites by Wyndham Stillwater-University Area

3.0 star property
8.6 out of 10, Excellent, (1005)
"Nice quiet stay, very clean and comfortable."
The price is €90
includes taxes & fees
21 Apr - 22 Apr
La Quinta Inn & Suites by Wyndham Stillwater-University Area

Wyndham Garden Stillwater

2.5 star property
7.2 out of 10, Good, (1003)
"The hotel was a little older than we expected but it was comfortable and the staff were friendly. We had no issues during our visit."
Wyndham Garden Stillwater

Holiday Inn Stillwater - University West by IHG

3.0 star property
8.6 out of 10, Excellent, (206)
"1st room smelt like an animal had stayed in there, so we changed rooms!! The carpet are out dated and needs to be replaced. "
The price is €110
includes taxes & fees
21 Apr - 22 Apr
Holiday Inn Stillwater - University West by IHG
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.

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?

Hilltop Stargazing House=OSU Stilly casino Golf sunsets & No dirt rds+ Big yard!: This holiday home rental outside of Orlando is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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.