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Orlando Holiday Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Orlando holiday rentals

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, (18 reviews)
"Great stay.. Clean and super comfy beds! "
United States
Edward H.
The price is HK$699
HK$1,181 total
includes taxes & fees
6 Jul - 7 Jul
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 HK$699
HK$1,182 total
includes taxes & fees
25 Jun - 26 Jun
Orange Acres a Private 2 Bedroom 2 Bath Pet Friendly with a fenced back yard.
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$706
HK$1,248 total
includes taxes & fees
25 Jun - 26 Jun
The Orange Door Boarding House
Interior

Legacy Run: Guthries Historic Haven Near Shops

Legacy Run: Guthries Historic Haven Near Shops
3.0 star property
Guthrie
10.0 out of 10, Exceptional, (1 review)
"We loved it and are definitely rebooking for next year!! very cozy very comfortable!!"
United States
AMANDA
The price is HK$1,003
HK$2,805 total
includes taxes & fees
6 Jul - 7 Jul
Legacy Run: Guthries Historic Haven Near Shops
Interior

Nestled Victorian Historic Area

Nestled Victorian Historic Area
Guthrie
9.2 out of 10, Wonderful, (14 reviews)
"We enjoyed the stay. It was like a step back in time. Awesome place. "
United States
Marvin W.
The price is HK$502
HK$1,776 total
includes taxes & fees
6 Jul - 7 Jul
Nestled Victorian Historic Area
Fridge, microwave, oven, stovetop

Boho 405 - DI Home Rentals

Boho 405 - DI Home Rentals
Stillwater
10.0 out of 10, Exceptional, (72 reviews)
"Wonderful hosts and impeccable properties."
United States
TE T.
Boho 405 - DI Home Rentals
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, (8 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 HK$635
HK$2,078 total
includes taxes & fees
27 Jun - 28 Jun
Charming 3-bedroom cottage with WiFi and AC in delightful downtown Guthrie
Interior

2 King Bed OSU Rental House

2 King Bed OSU Rental House
Stillwater
10.0 out of 10, Exceptional, (18 reviews)
"Great place. Comfy bedding. Very nice overall. "
United States
Sam B.
2 King Bed OSU Rental House
1 bedroom, free WiFi

Downtown Apt. Wi-FI. Pets OK!

Downtown Apt. Wi-FI. Pets OK!
Guthrie
8.4 out of 10, Very good, (10 reviews)
"Would highly recommend!"
United States
Kimberley B.
The price is HK$400
HK$1,326 total
includes taxes & fees
28 Jun - 29 Jun
Downtown Apt. Wi-FI. Pets OK!
Iron/ironing board, WiFi, bed sheets

Cowboy Luxe - Chic Studio Apartment

Cowboy Luxe - Chic Studio Apartment
Stillwater
10.0 out of 10, Exceptional, (7 reviews)
"This is a great place to stay! It was quiet, convenient, and parking was easy. Our host was super communicative and check-in/check-out was a breeze. I highly recommend."
United States
Carol Ann C.
The price is HK$784
HK$1,533 total
includes taxes & fees
28 Jun - 29 Jun
Cowboy Luxe - Chic Studio Apartment
Terrace/patio

Private cabin on acres, mins to OSU, Tumbleweeds, Lake McMurty & pets welcome.

Private cabin on acres, mins to OSU, Tumbleweeds, Lake McMurty & pets welcome.
Stillwater
The price is HK$1,176
HK$1,650 total
includes taxes & fees
2 Jul - 3 Jul
Private cabin on acres, mins to OSU, Tumbleweeds, Lake McMurty & pets welcome.
Fridge, microwave, stovetop, coffee/tea maker

Modern Boxabl Casita | Stillwater OK | Pasadera 11

Modern Boxabl Casita | Stillwater OK | Pasadera 11
Stillwater
The price is HK$729
HK$1,896 total
includes taxes & fees
1 Jul - 2 Jul
Modern Boxabl Casita | Stillwater OK | Pasadera 11
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, (65 reviews)
"Very welcoming host with a super clean house. "
United States
Jill A.
The price is HK$1,002
HK$2,319 total
includes taxes & fees
25 Jun - 26 Jun
Home away from Home with amenities & private fenced yard. Walking distant to OSU
Internet, bed sheets

Downtown Historic Apt. Sleeps 4. Wi-fi. Pets OK!

Downtown Historic Apt. Sleeps 4. Wi-fi. Pets OK!
Guthrie
10.0 out of 10, Exceptional, (2 reviews)
"This was a perfect spot for us to stop along our roadtrip. Very comfy, clean, safe, and convenient. It is located in the cutest town with lots of nearby restaurants and shops all within walking distance. This spot will be my new go-to when passing through OK."
United States
mathew k.
The price is HK$494
HK$1,179 total
includes taxes & fees
30 Jun - 1 Jul
Downtown Historic Apt. Sleeps 4. Wi-fi. Pets OK!
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, (38 reviews)
"Quiet country living, best Oklahoma rural experience. Family friendly, clean, safe, comfortable, relaxing. Gorgeous night skies. "
United States
Donna
The price is HK$953
HK$2,031 total
includes taxes & fees
27 Jun - 28 Jun
Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!
Living area

Vintage 405 • New Construction

Vintage 405 • New Construction
Stillwater
10.0 out of 10, Exceptional, (3 reviews)
"The property was absolutely immaculate and could not have been better appointed. The hosts were extremely responsive, helpful, kind, and have thought of everything. We will very happily rent this property again!"
United States
Christian L.
Vintage 405 • New Construction
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$1,090
HK$2,089 total
includes taxes & fees
6 Jul - 7 Jul
HUGE Gameroom-Style Barndo in the countryside, minutes to Lake McMurtry & OSU!
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$651
HK$1,858 total
includes taxes & fees
30 Jun - 1 Jul
Crescent Clean and Ready! Wi-fi. Sleeps 7. Pets OK!
Exterior detail

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

Enjoy game days or a fun weekend in this charming 3 bedroom house in Stillwater!
Stillwater
10.0 out of 10, Exceptional, (8 reviews)
"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. "
United States
Diana A.
Enjoy game days or a fun weekend in this charming 3 bedroom house in Stillwater!
1 bedroom, WiFi, bed sheets

Cozy, artsy chalet in Stillwater with WiFi and AC and set in a scenic landscape.

Cozy, artsy chalet in Stillwater with WiFi and AC and set in a scenic landscape.
Stillwater
9.6 out of 10, Exceptional, (5 reviews)
"Great location! Great hosts and very clean-bed was extremely comfortable!!"
United States
Michelle B.
The price is HK$1,411
HK$2,097 total
includes taxes & fees
27 Jun - 28 Jun
Cozy, artsy chalet in Stillwater with WiFi and AC and set in a scenic landscape.
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

Territorial Inn - Guthrie

Territorial Inn - Guthrie

10/10 Excellent
"The hotel was nice, clean and quiet. We had a good rest after a long day of travel."
Jay 1-night trip
Posted 1 day ago
Territorial Inn - Guthrie

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
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  • 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?

Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard: This holiday home rental outside of Orlando is located in a rural location, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.