Orlando Vacation Rentals

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Our top choices for Orlando vacation rentals

Copper Ridge Retreat/Private 2 Bedroom 1.5 Baths Pet Friendly w/fenced back yard

Copper Ridge Retreat/Private 2 Bedroom 1.5 Baths Pet Friendly w/fenced back yard
2.0 star property
Stillwater
9.6 out of 10, Exceptional, (5)
"Clean and cutely furnished. Tammy is a great communicator and very accommodating! I would stay here again. "
United States
Tina
The price is ¥11,851
¥21,348 total
includes taxes & fees
Dec 29 - Dec 30
Copper Ridge Retreat/Private 2 Bedroom 1.5 Baths Pet Friendly w/fenced back yard

Stillwater Cottage

Stillwater Cottage
Stillwater
10.0 out of 10, Exceptional, (2)
"It was well appointed with everything we neededWe enjoyed the large family room and dining area "
United States
Laura U.
The price is ¥15,594
¥45,645 total
includes taxes & fees
Dec 29 - Dec 30
Stillwater Cottage

Benham Bunkhouse, Close to OSU & Downtown

Benham Bunkhouse, Close to OSU & Downtown
2.0 star property
Stillwater
10.0 out of 10, Exceptional, (2)
"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 ¥16,898
¥45,903 total
includes taxes & fees
Dec 29 - Dec 30
Benham Bunkhouse, Close to OSU & Downtown

The Gibby | Stilly Retreat with NEW Game Room!

The Gibby | Stilly Retreat with NEW Game Room!
Stillwater
10.0 out of 10, Exceptional, (26)
"Great place to stay… we will be back!! Very clean and great communication with the property owner. "
United States
Keith P.
The price is ¥25,418
¥59,193 total
includes taxes & fees
Dec 28 - Dec 29
The Gibby | Stilly Retreat with NEW Game Room!

Cowboy Bungalow - Walking Distance to Campus

Cowboy Bungalow - Walking Distance to Campus
2.0 star property
Stillwater
10.0 out of 10, Exceptional, (1)
"We stayed last minute to visit our daughter at OSU. It was the perfect location, walking distance to the campus and game. Communication with the host was quick and easy. House was clean and so cute! "
United States
Traci Z.
The price is ¥18,737
¥44,639 total
includes taxes & fees
Dec 28 - Dec 29
Cowboy Bungalow - Walking Distance to Campus

The Field House- Sleeps 10

The Field House- Sleeps 10
Stillwater
9.6 out of 10, Exceptional, (60)
"Perfect spot to stay"
United States
Michael W.
The price is ¥24,561
¥47,161 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The Field House- Sleeps 10

Luxury Cottage Getaway

Luxury Cottage Getaway
Stillwater
10.0 out of 10, Exceptional, (16)
"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 ¥22,454
¥31,494 total
includes taxes & fees
Dec 29 - Dec 30
Luxury Cottage Getaway

Boho 405 - DI Home Rentals

Boho 405 - DI Home Rentals
Stillwater
10.0 out of 10, Exceptional, (65)
"Perfect quaint place for our short stay in Stillwater!"
United States
Ashley E.
The price is ¥15,594
¥30,326 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Boho 405 - DI Home Rentals

Downtown Apt. Wi-FI. Pets OK!

Downtown Apt. Wi-FI. Pets OK!
Guthrie
8.4 out of 10, Very Good, (8)
"Would highly recommend!"
United States
Kimberley B.
The price is ¥8,577
¥27,047 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Downtown Apt. Wi-FI. Pets OK!

Charming 3-bedroom cottage with WiFi and AC in delightful downtown Guthrie

Charming 3-bedroom cottage with WiFi and AC in delightful downtown Guthrie
Guthrie
10.0 out of 10, Exceptional, (2)
"We had a wonderdul stay. This house was clean, comfortable and amazingly well stocked. Plus Guthrie is a cute historic town. All three if us that stayes in the the Pink Housewould recommend it!"
United States
Lynn B.
The price is ¥12,631
¥41,475 total
includes taxes & fees
Dec 29 - Dec 30
Charming 3-bedroom cottage with WiFi and AC in delightful downtown Guthrie

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

Crescent Clean and Ready! Wi-fi. Sleeps 7. Pets OK!
2.0 star property
Crescent
10.0 out of 10, Exceptional, (1)
"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 traveler
Crescent Clean and Ready! Wi-fi. Sleeps 7. Pets OK!

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, (33)
"This was in a great location and easy to get to. Perfect for an over night stay. "
United States
Jerica B.
The price is ¥13,614
¥33,836 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!

Nestled Victorian Historic Area

Nestled Victorian Historic Area
Guthrie
9.0 out of 10, Wonderful, (12)
"An awesome property would highly recommend "
United States
Raymond
The price is ¥9,824
¥35,303 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Nestled Victorian Historic Area

2 King Bed OSU Rental House

2 King Bed OSU Rental House
Stillwater
10.0 out of 10, Exceptional, (6)
"House is amazing and its in a great location "
United States
Alexie & Malik C.
The price is ¥14,053
¥36,593 total
includes taxes & fees
Dec 28 - Dec 29
2 King Bed OSU Rental House

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, (6)
"The Barndo was so nice! It was perfect for our family and the kids really enjoyed the games! The owners were very nice and accommodating. It was quiet and peaceful out in the country, yet still close enough to town to be convenient. We were very pleased with our visit and would recommend this place."
United States
Jeannie
The price is ¥24,561
¥44,919 total
includes taxes & fees
Jan 8 - Jan 9, 2026
HUGE Gameroom-Style Barndo in the countryside, minutes to Lake McMurtry & OSU!

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, (47)
"A perfect place to stay for my father and I while working in town. "
United States
Randell
The price is ¥23,391
¥31,233 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Oklahoma State University Boone Pickens stadium1.3 miles away.

The Ranch Near Boomer Lake

The Ranch Near Boomer Lake
Stillwater
10.0 out of 10, Exceptional, (41)
"We loved it and it was perfect for our family. Very clean. Excellent communication with the owners. Thank you!! We will stay again!"
United States
Tina M.
The price is ¥31,032
¥66,223 total
includes taxes & fees
Dec 28 - Dec 29
The Ranch Near Boomer Lake

Charming 2-bedroom house in Mulhall, near I-35 and OSU

Charming 2-bedroom house in Mulhall, near I-35 and OSU
Mulhall
10.0 out of 10, Exceptional, (2)
"Had a great stay at the Cranes Nest in Mulhall during family weekend at OSU. Super convenient to get to and from campus. Had a little snag with VRBO getting us the entry code, but property owner picked up on first call and got us into immediately. Cozy place, nice set up for my family. Will definitely be back for future stays. Thank you, Donna! "
United States
Aaron J.
The price is ¥20,116
¥33,634 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Charming 2-bedroom house in Mulhall, near I-35 and OSU

New OSU Studio w/King Bed

New OSU Studio w/King Bed
Stillwater
10.0 out of 10, Exceptional, (1)
"Our experience was cozy, clean, and safe. We did have trouble with parking at first because it didn’t specifically say where to park but that was our only trouble. We enjoyed our stay and would stay there again. "
United States
Rianna G.
The price is ¥15,089
¥31,463 total
includes taxes & fees
Jan 19 - Jan 20, 2026
New OSU Studio w/King Bed

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

Charming Studio Steps from Downtown Stillwater’s Breweries, Restaurants, & Shops
Stillwater
10.0 out of 10, Exceptional, (1)
"Such a cute cottage, very clean, great hosts would absolutely stay again!! "
United States
Kaitlyn C.
The price is ¥13,879
¥36,753 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Charming Studio Steps from Downtown Stillwater’s Breweries, Restaurants, & Shops
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

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Frequently asked questions

Are there vacation rentals in Orlando?

Yes, you can find vacation rentals near popular sights in Orlando, or you can go with a more secluded option if you're looking for relaxation.

What's the top vacation rental that Orlando has to offer?

Newly Remodel - 1 Mile to Stadium-Sleeps 8: This vacation home rental outside of Orlando offers a fireplace, a patio, and air-conditioning 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 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 larger area.

What’s a vacation rental in Orlando like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Orlando. Vacation rentals offer extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.