Orlando Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Orlando vacation rentals

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, (36 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 ￥14,967
￥35,409 total
includes taxes & fees
May 19 - May 20
Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!
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, (14 reviews)
"Very clean, exactly how the property was described. Would stay again. "
United States
Amanda P.
The price is ￥14,112
￥23,867 total
includes taxes & fees
May 17 - May 18
Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard
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, (10 reviews)
"Great accommodations for my purposes. Good location, quiet but not far from amenities."
United States
April
The price is ￥14,112
￥23,867 total
includes taxes & fees
May 17 - May 18
Orange Acres a Private 2 Bedroom 2 Bath Pet Friendly with a fenced back yard.
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)
"Sabrina is a wonderful host, responds quickly, and adds lots of thoughtful touches to the home. The home is clean and we enjoyed our stay. We would stay here again. "
United States
Kacie B.
The price is ￥20,271
￥50,363 total
includes taxes & fees
May 17 - May 18
Quiet, Comfortable, Spacious Home Near OSU!
Interior

Perfect 1-bedroom townhome in a peaceful, country setting, yet so close to town.

Perfect 1-bedroom townhome in a peaceful, country setting, yet so close to town.
Stillwater
10.0 out of 10, Exceptional, (5 reviews)
"Home away from home, hosts are friendly and quick to respond. Definitely will be back!"
United States
Farrah
The price is ￥17,580
￥30,022 total
includes taxes & fees
May 27 - May 28
Perfect 1-bedroom townhome in a peaceful, country setting, yet so close to town.
Interior

Newly Remodel - 1 Mile to Stadium-Sleeps 8

Newly Remodel - 1 Mile to Stadium-Sleeps 8
Stillwater
9.8 out of 10, Exceptional, (56 reviews)
"The house is so nice and very comfortable! We had a great stay."
United States
Cathy J.
The price is ￥24,945
￥53,297 total
includes taxes & fees
May 17 - May 18
Newly Remodel - 1 Mile to Stadium-Sleeps 8
TV

2 King Bed OSU Rental House

2 King Bed OSU Rental House
Stillwater
10.0 out of 10, Exceptional, (14 reviews)
"Cute, very comfortable house that has everything you need for a stay. Great location walking distance to the strip."
United States
Jamie T.
The price is ￥14,254
￥36,643 total
includes taxes & fees
May 17 - May 18
2 King Bed OSU Rental House
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 ￥20,636
￥45,799 total
includes taxes & fees
May 17 - May 18
Western 405 (new build)
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 ￥32,783
￥43,605 total
includes taxes & fees
May 20 - May 21
Luxury Cottage Getaway
Fridge, microwave, oven, stovetop

Boho 405 - DI Home Rentals

Boho 405 - DI Home Rentals
Stillwater
10.0 out of 10, Exceptional, (71 reviews)
"Wonderful hosts and impeccable properties."
United States
TE T.
The price is ￥15,838
￥30,800 total
includes taxes & fees
Jun 10 - Jun 11
Boho 405 - DI Home Rentals
TV, fireplace

Game Day Getaway 1 | Walk to OSU | Prime Location

Game Day Getaway 1 | Walk to OSU | Prime Location
STILLWATER
10.0 out of 10, Exceptional, (1 review)
"Enough room for my entire family"
United States
Michelle G.
Game Day Getaway 1 | Walk to OSU | Prime Location
Smart TV, DVD player, books

Home away from Home with amenities & private fenced yard. Walking distant to OSU

Home away from Home with amenities & private fenced yard. Walking distant to OSU
Stillwater
9.6 out of 10, Exceptional, (60 reviews)
"Host was welcoming, helpful and easy to work with. House was clean, nice and in a great location. Will definitely stay here again if in the area!"
United States
Jason R.
The price is ￥20,669
￥46,873 total
includes taxes & fees
May 17 - May 18
Home away from Home with amenities & private fenced yard. Walking distant to OSU
Fridge, oven, stovetop, dishwasher

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, (6 reviews)
"This was a perfect place for me to stay on my visit to Guthrie. The house was clean, comfortable, and in a great location. Would definitely stay again!"
United States
Luann H.
The price is ￥12,858
￥42,061 total
includes taxes & fees
May 20 - May 21
Charming 3-bedroom cottage with WiFi and AC in delightful downtown Guthrie
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 ￥23,017
￥43,621 total
includes taxes & fees
Jun 16 - Jun 17
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 ￥30,076
￥65,137 total
includes taxes & fees
May 18 - May 19
Your Home Base for Game Days & Getaways!!
Interior

Nestled Victorian Historic Area

Nestled Victorian Historic Area
Guthrie
9.2 out of 10, Wonderful, (13 reviews)
"We enjoyed the stay. It was like a step back in time. Awesome place. "
United States
Marvin W.
The price is ￥9,978
￥36,331 total
includes taxes & fees
May 24 - May 25
Nestled Victorian Historic Area
Iron/ironing board, WiFi, bed sheets

Cowboy Luxe - Chic Studio Apartment

Cowboy Luxe - Chic Studio Apartment
Stillwater
10.0 out of 10, Exceptional, (5 reviews)
"Great location in Stillwater! Host very responsive and easy check in and out. Clean and updated space. Enjoyed our stay!"
United States
Jeri B.
The price is ￥15,838
￥30,800 total
includes taxes & fees
May 17 - May 18
Cowboy Luxe - Chic Studio Apartment
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 ￥14,254
￥25,214 total
includes taxes & fees
May 18 - May 19
The Orange Door Boarding House
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 ￥25,341
￥59,442 total
includes taxes & fees
Jun 14 - Jun 15
The Ranch Near Boomer Lake
Fridge, microwave, oven, stovetop

The Stillwater Cottage

The Stillwater Cottage
Stillwater
9.8 out of 10, Exceptional, (23 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 ￥74,914
￥101,726 total
includes taxes & fees
May 29 - May 30
The Stillwater Cottage
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Orlando Hotel Reviews

Best Western Plus Cimarron Hotel & Suites

Best Western Plus Cimarron Hotel & Suites

10/10 Excellent
"This was my second stay with this location. The ice machine on our floor wasn’t working, but service desk helped us get some ice at the lobby. I made sure to get the same room as my last stay, I enjoy the quietness from hallway. Definitely plan to come back during the Special Olympics visit again. This location is the best from the campus activities."
Monica 2-night trip
Posted 2 hours ago
Best Western Plus Cimarron Hotel & Suites

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 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?

Oklahoma State University Boone Pickens stadium1.3 miles away. : This vacation 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 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 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.