Orlando Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Orlando holiday rentals

An outdoor patio area with a fire pit, string lights, and potted plants.

1. The Setlist Cabin at The Boone Docks

The Setlist Cabin at The Boone Docks
Stillwater
10.0 out of 10, Exceptional, (1 review)
"The cabin was adorable and clean. The owners were excellent hosts!"
United States
Bernadette M.
The price is AU$276
includes taxes & fees
9 Nov - 10 Nov
The Setlist Cabin at The Boone Docks
A wooden cabin with a porch, a welcome sign, a swing chair, and a lantern.

2. The 1890 House @ Boone Docks- Log Cabin Getaway

The 1890 House @ Boone Docks- Log Cabin Getaway
Stillwater
10.0 out of 10, Exceptional, (7 reviews)
"Lovely place very calming!"
United States
Yvette N.
The price is AU$290
includes taxes & fees
9 Nov - 10 Nov
The 1890 House @ Boone Docks- Log Cabin Getaway
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

3. Boho 405 - DI Home Rentals

Boho 405 - DI Home Rentals
Stillwater
10.0 out of 10, Exceptional, (75 reviews)
"Wonderful hosts and impeccable properties."
United States
TE T.
The price is AU$302
includes taxes & fees
9 Nov - 10 Nov
Boho 405 - DI Home Rentals
A kitchen with wooden cabinets, a white refrigerator, a microwave, and a stove.

4. The Stillwater Haven

The Stillwater Haven
Stillwater
The price is AU$373
includes taxes & fees
9 Nov - 10 Nov
The Stillwater Haven
A living room with a sofa, coffee table, and a view of the outdoors.

5. Quiet Remodeled Retreat • Near OSU

Quiet Remodeled Retreat • Near OSU
Stillwater
The price is AU$384
includes taxes & fees
9 Nov - 10 Nov
Quiet Remodeled Retreat • Near OSU
A covered porch with two rocking chairs, a star decoration, and American flags.

6. 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
10.0 out of 10, Exceptional, (2 reviews)
"Our visit was awesome, very peaceful and calm. Robert and Michelle were very helpful and responded quickly to any questions. Enjoyed our time and plan to return"
United States
Debora D.
The price is AU$348
includes taxes & fees
9 Nov - 10 Nov
Private cabin on acres, mins to OSU, Tumbleweeds, Lake McMurty & pets welcome.
A modern bathroom with a shower, a toilet, and a sink.

7. 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, (6 reviews)
"This was absolutely the cutest cleanest place we really enjoyed it if we come back to watch the Acura next year to watch our girls at the lazy we will be back"
United States
Keitha
The price is AU$209
includes taxes & fees
10 Nov - 11 Nov
Downtown Historic Apt. Sleeps 4. Wi-fi. Pets OK!
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with bar stools.

8. Close to Campus I Fire Pit I Sleeps 8

Close to Campus I Fire Pit I Sleeps 8
Stillwater
10.0 out of 10, Exceptional, (1 review)
"Very nice property and neighborhood. Having the third bathroom was very nice! The host, Cari was quick to respond and helped out when needed. Very close to The Range wedding venue and all eating and entertainment in Stillwater. Highly recommend!"
United States
Nikki G.
The price is AU$591
includes taxes & fees
11 Nov - 12 Nov
Close to Campus I Fire Pit I Sleeps 8
Interior

9. Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard

Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard
Stillwater
9.6 out of 10, Exceptional, (45 reviews)
"Safe, close to OK state, comforatbale"
United States
James
The price is AU$242
includes taxes & fees
9 Nov - 10 Nov
Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard
A bedroom with a bed, a bookshelf, and a view of the outdoors.

10. 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
9.8 out of 10, Exceptional, (8 reviews)
"Great location! Great hosts and very clean-bed was extremely comfortable!!"
United States
Michelle B.
The price is AU$371
includes taxes & fees
9 Nov - 10 Nov
Cozy, artsy chalet in Stillwater with WiFi and AC and set in a scenic landscape.
A spacious living area with a dining table, chairs, a sofa, a piano, and a ceiling fan.

11. Nestled Victorian Historic Area

Nestled Victorian Historic Area
Guthrie
9.2 out of 10, Wonderful, (16 reviews)
"An awesome property would highly recommend "
United States
Raymond
The price is AU$342
includes taxes & fees
11 Nov - 12 Nov
Nestled Victorian Historic Area
A modern kitchen with white cabinetry, a stainless steel stove, and a microwave. There are wooden shelves above the counter and a window with a view of trees.

12. Yellow Door Cozy Cottage

Yellow Door Cozy Cottage
Guthrie
10.0 out of 10, Exceptional, (1 review)
The price is AU$328
includes taxes & fees
12 Nov - 13 Nov
Yellow Door Cozy Cottage
Living room with open concept dining.

13. 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, (24 reviews)
"Great accommodations for my purposes. Good location, quiet but not far from amenities."
United States
April
The price is AU$254
includes taxes & fees
19 Nov - 20 Nov
Orange Acres a Private 2 Bedroom 2 Bath Pet Friendly with a fenced back yard.
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a round table and chairs.

14. Modern Boxabl Casita | Stillwater OK | Pasadera 3

Modern Boxabl Casita | Stillwater OK | Pasadera 3
Stillwater
9.4 out of 10, Exceptional, (3 reviews)
"First time staying in a tiny home and I loved it!"
United States
Desi I.
Modern Boxabl Casita | Stillwater OK | Pasadera 3
A modern apartment with a kitchen, dining area, and living room.

15. Modern Boxabl Casita | Stillwater OK | Pasadera 5

Modern Boxabl Casita | Stillwater OK | Pasadera 5
Stillwater
10.0 out of 10, Exceptional, (2 reviews)
"New clean quiet close to Boone picken stadium"
United States
julie m.
The price is AU$368
includes taxes & fees
9 Nov - 10 Nov
Modern Boxabl Casita | Stillwater OK | Pasadera 5
A modern living room with a gray sofa, patterned cushions, a wooden coffee table, and a dining area with white chairs.

16. 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
9.8 out of 10, Exceptional, (70 reviews)
"It was conferrable and clean for why we was staying there"
United States
Anonymous traveller
The price is AU$430
includes taxes & fees
9 Nov - 10 Nov
Home away from Home with amenities & private fenced yard. Walking distant to OSU
A modern apartment with a dining area, a living room with a sofa and TV, a bedroom with a bed and artwork, and a kitchen with appliances.

17. Cowboy Luxe - Chic Studio Apartment

Cowboy Luxe - Chic Studio Apartment
Stillwater
10.0 out of 10, Exceptional, (10 reviews)
"This was a beautifully decorated studio apartment and worked great for our weekend stay. The host communicated weather updates which was much appreciated."
United States
Sarah J.
The price is AU$293
includes taxes & fees
22 Nov - 23 Nov
Cowboy Luxe - Chic Studio Apartment
A modern kitchen with a wooden barn door, a sink, cabinets, and a countertop.

18. Studio Apt. Pets Welcome. Wi-Fi. Historic Downtown

Studio Apt. Pets Welcome. Wi-Fi. Historic Downtown
Guthrie
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay. From the moment we walked in it felt cozy, just like home. It was very clean, and equipped with everything one needs during their stay. It’s located within walking distance of the downtown shops and restaurants. We’ll definitely book another stay when we come to Guthrie! The Padden’s"
United States
Ethel P.
The price is AU$237
includes taxes & fees
15 Nov - 16 Nov
Studio Apt. Pets Welcome. Wi-Fi. Historic Downtown
A modern bedroom with a bed, bedside tables, a TV, a wooden bench, and a kitchen area with cabinets and appliances.

19. Studio 402 - Chic Studio Apartment

Studio 402 - Chic Studio Apartment
Stillwater
10.0 out of 10, Exceptional, (4 reviews)
"Super cute place to stay! Check in and parking were easy. We just needed a place to stay for a quick overnight stopover and this place was perfect and close to OSU campus."
United States
Jennifer B.
The price is AU$293
includes taxes & fees
11 Nov - 12 Nov
Studio 402 - Chic Studio Apartment
A living room with a white sofa, two side tables with lamps, and two framed mirrors on the wall.

20. The Orange Door Boarding House

The Orange Door Boarding House
Guthrie
9.4 out of 10, Exceptional, (6 reviews)
"Close to all we needed and really cute historic town. "
United States
Tamara V.
The price is AU$222
includes taxes & fees
9 Nov - 10 Nov
The Orange Door Boarding House
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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Find out more about Orlando

Everything you need to know about Orlando holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Orlando holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orlando holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Orlando holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orlando. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orlando holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orlando holiday rentals we have selected for you start as low as AU$491 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Orlando rentals

At Expedia, we put the best Orlando holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Orlando rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orlando holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orlando. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Newly Renovated Hidden Gem: This holiday home rental outside of Orlando offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

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.