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Orlando Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Orlando holiday rentals

A log cabin with a wooden exterior, a welcome sign, a door with a wreath, a chair, and a planter with flowers.

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

The 1890 House @ Boone Docks- Log Cabin Getaway
Stillwater
10.0 out of 10, Exceptional, (6 reviews)
"Lovely place very calming!"
United States
Yvette N.
The price is HK$981
HK$1,621 total
includes taxes & fees
15 Oct - 16 Oct
The 1890 House @ Boone Docks- Log Cabin Getaway
A living room with a fireplace, a television, and a coffee table with magazines.

2. 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 HK$918
HK$2,213 total
includes taxes & fees
15 Oct - 16 Oct
The Setlist Cabin at The Boone Docks
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 HK$706
HK$1,671 total
includes taxes & fees
10 Nov - 11 Nov
Boho 405 - DI Home Rentals
Living room with open concept dining.

4. 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, (21 reviews)
"Great accommodations for my purposes. Good location, quiet but not far from amenities."
United States
April
The price is HK$735
HK$1,220 total
includes taxes & fees
20 Oct - 21 Oct
Orange Acres a Private 2 Bedroom 2 Bath Pet Friendly with a fenced back yard.
A covered porch with two rocking chairs, a star decoration, and American flags.

5. 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 HK$1,452
HK$1,974 total
includes taxes & fees
15 Oct - 16 Oct
Private cabin on acres, mins to OSU, Tumbleweeds, Lake McMurty & pets welcome.
A bedroom with a bed, a ceiling fan, a door, and a chair.

6. The Stillwater Haven

The Stillwater Haven
Stillwater
The price is HK$884
HK$2,234 total
includes taxes & fees
28 Oct - 29 Oct
The Stillwater Haven
Interior

7. 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, (39 reviews)
"Safe, close to OK state, comforatbale"
United States
James
The price is HK$770
HK$1,257 total
includes taxes & fees
27 Oct - 28 Oct
Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard
A spacious living area with a dining table, chairs, a sofa, a piano, and a ceiling fan.

8. Nestled Victorian Historic Area

Nestled Victorian Historic Area
Guthrie
9.2 out of 10, Wonderful, (16 reviews)
"We enjoyed the stay. It was like a step back in time. Awesome place. "
United States
Marvin W.
The price is HK$494
HK$1,800 total
includes taxes & fees
25 Oct - 26 Oct
Nestled Victorian Historic Area
A neatly made bed with white linens and a headboard, a bedside lamp on a wooden nightstand, and a framed sign on the wall.

9. Close to Campus I Fire Pit I Sleeps 8

Close to Campus I Fire Pit I Sleeps 8
Stillwater
Close to Campus I Fire Pit I Sleeps 8
A bedroom with a bed, a desk, a chair, a TV, and a door leading to another room.

10. 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$1,327 total
includes taxes & fees
18 Oct - 19 Oct
Downtown Apt. Wi-FI. Pets OK!
A living room with a dark-colored sofa, a wooden coffee table with decorative items, a patterned rug, and a view of a dining area through a window with dark curtains.

11. Quiet Remodeled Retreat • Near OSU

Quiet Remodeled Retreat • Near OSU
Stillwater
The price is HK$810
HK$2,269 total
includes taxes & fees
18 Oct - 19 Oct
Quiet Remodeled Retreat • Near OSU
A modern bathroom with a shower, a toilet, and a sink.

12. 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 HK$487
HK$1,172 total
includes taxes & fees
21 Oct - 22 Oct
Downtown Historic Apt. Sleeps 4. Wi-fi. Pets OK!
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.

13. Cowboy Luxe - Chic Studio Apartment

Cowboy Luxe - Chic Studio Apartment
Stillwater
10.0 out of 10, Exceptional, (9 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 HK$785
HK$1,625 total
includes taxes & fees
19 Oct - 20 Oct
Cowboy Luxe - Chic Studio Apartment
A modern bedroom with a bed, bedside tables, a TV, a wooden bench, and a kitchen area with cabinets and appliances.

14. 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 HK$785
HK$1,633 total
includes taxes & fees
20 Oct - 21 Oct
Studio 402 - Chic Studio Apartment
A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, and a dishwasher.

15. 2 King Bed OSU Rental House

2 King Bed OSU Rental House
Stillwater
10.0 out of 10, Exceptional, (23 reviews)
"Great location and great house!"
United States
Katherine E.
The price is HK$845
HK$2,180 total
includes taxes & fees
9 Nov - 10 Nov
2 King Bed OSU Rental House
A living room with a white sofa, two side tables with lamps, and two framed mirrors on the wall.

16. The Orange Door Boarding House

The Orange Door Boarding House
Guthrie
9.6 out of 10, Exceptional, (4 reviews)
"Close to all we needed and really cute historic town. "
United States
Tamara V.
The price is HK$706
HK$1,249 total
includes taxes & fees
19 Oct - 20 Oct
The Orange Door Boarding House
A bedroom with a bed, a bookshelf, and a view of the outdoors.

17. 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)
"Perfect distance to town yet still out of the way enough to be quiet and calm"
United States
Brandon E.
The price is HK$1,413
HK$2,083 total
includes taxes & fees
9 Nov - 10 Nov
Cozy, artsy chalet in Stillwater with WiFi and AC and set in a scenic landscape.
A modern kitchen with white cabinets, a black countertop, a stainless steel dishwasher, and a window with blinds.

18. Modern Boxabl Casita | Stillwater OK | Pasadera 8

Modern Boxabl Casita | Stillwater OK | Pasadera 8
Stillwater
10.0 out of 10, Exceptional, (1 review)
"Will stay here again"
United States
Justin M.
The price is HK$589
HK$1,846 total
includes taxes & fees
20 Oct - 21 Oct
Modern Boxabl Casita | Stillwater OK | Pasadera 8
A kitchen with dark cabinets, a white dishwasher, and a tiled backsplash.

19. 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
9.8 out of 10, Exceptional, (10 reviews)
"The host was very helpful during our stay! Nice property for a weekend stay."
United States
Nancy H.
The price is HK$636
HK$2,103 total
includes taxes & fees
15 Oct - 16 Oct
Charming 3-bedroom cottage with WiFi and AC in delightful downtown Guthrie
A kitchen with a bar area, wooden cabinets, a microwave, and a refrigerator.

20. 2,000 sqft Game Retreat 🏓 on 9 Acres 🏡 Near OSU 🏈 & minutes from Lake 🛶

2,000 sqft Game Retreat 🏓 on 9 Acres 🏡 Near OSU 🏈 & minutes from Lake 🛶
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$1,703
HK$2,850 total
includes taxes & fees
25 Oct - 26 Oct
2,000 sqft Game Retreat 🏓 on 9 Acres 🏡 Near OSU 🏈 & minutes from Lake 🛶
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

Microtel Inn & Suites By Wyndham Perry

Microtel Inn & Suites By Wyndham Perry

10/10 Excellent
"This is a place I would stay at again. It was great, the staff was friendly and helpful, the bed was very comfortable and everything was clean."
Glenna 1-night trip
Posted 1 hour ago
Microtel Inn & Suites By Wyndham Perry

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 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.