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Orlando Holiday Rentals

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Our top choices for Orlando holiday rentals

1. Secluded Cabin/ Firepit/ Amazing Outdoor Space

Secluded Cabin/ Firepit/ Amazing Outdoor Space
McKee
The price is NZ$265
includes taxes & fees
16 Aug - 17 Aug
Secluded Cabin/ Firepit/ Amazing Outdoor Space

2. Small house with lake view 5 minutes to I-75 and Renfro Valley.

Small house with lake view 5 minutes to I-75 and Renfro Valley.
Mount Vernon
9.8 out of 10, Exceptional, (129 reviews)
"Extremely clean and great location. Would absolutely stay again!"
United States
Christy
The price is NZ$270
includes taxes & fees
17 Aug - 18 Aug
Small house with lake view 5 minutes to I-75 and Renfro Valley.

3. Cozy 2-bedroom cottage in beautiful Mount Vernon

Cozy 2-bedroom cottage in beautiful Mount Vernon
Mount Vernon
10.0 out of 10, Exceptional, (1 review)
"We had a great experience staying here, the host is super friendly and was willing to accommodate us in any way we needed. We came down with our family and the experience was great. Pet friendly, family friendly. 10/10, highly recommended. We would stay here again and again."
United States
The River F.
The price is NZ$399
includes taxes & fees
14 Aug - 15 Aug
Cozy 2-bedroom cottage in beautiful Mount Vernon

4. Small cabin in the woods Peaceful retreat

Small cabin in the woods Peaceful retreat
East Bernstadt
9.2 out of 10, Wonderful, (35 reviews)
"The place was very clean and the boast is a very nice lady. I would stay there again"
United States
Joyce M.
The price is NZ$204
includes taxes & fees
14 Aug - 15 Aug
Small cabin in the woods Peaceful retreat

5. Cabin on Working Highland Cattle Farm in Kentucky

Cabin on Working Highland Cattle Farm in Kentucky
3.0 star property
Annville
9.6 out of 10, Exceptional, (4 reviews)
"Cabin is fantastic, we saw deer every day and cows all over Host was awesome and getting to feed the Highland cows was unforgettable With limited internet and cell service it was a great few days to unplug."
United States
Robert
The price is NZ$453
includes taxes & fees
15 Aug - 16 Aug
Cabin on Working Highland Cattle Farm in Kentucky

6. Cabin on Working Highland Cattle Farm in Kentucky

Cabin on Working Highland Cattle Farm in Kentucky
Annville
9.8 out of 10, Exceptional, (24 reviews)
"We only stayed two nights, but we wish it could have been longer! Cabin was clean and comfortable. Our host came down and had a long visit with us, and that was delightful. We loved seeing the cows and horses. They were fun to watch and we even got to pet a few of them! "
United States
Sherrie F.
The price is NZ$462
includes taxes & fees
14 Aug - 15 Aug
Cabin on Working Highland Cattle Farm in Kentucky

7. Relaxing 2 bedroom apartment

Relaxing 2 bedroom apartment
McKee
9.4 out of 10, Exceptional, (10 reviews)
"Great stay close to Daniel Boone park access"
United States
Debra C.
The price is NZ$204
includes taxes & fees
20 Aug - 21 Aug
Relaxing 2 bedroom apartment

8. Charming 2-bedroom cottage in Brodhead with WiFi and AC

Charming 2-bedroom cottage in Brodhead with WiFi and AC
Brodhead
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful cottage! Absolutely loved the countertops in the kitchen"
United States
Chrissie
The price is NZ$352
includes taxes & fees
7 Sept - 8 Sept
Charming 2-bedroom cottage in Brodhead with WiFi and AC

9. Cozy 2-bedroom cabin minutes from London, Ky and I75. Sleeps 6 with Koi pond.

Cozy 2-bedroom cabin minutes from London, Ky and I75. Sleeps 6 with Koi pond.
Annville
10.0 out of 10, Exceptional, (7 reviews)
"We loved the cabin and the surrounding area, quiet and peaceful,cabin was very comfortable and clean. The owners seem very down to earth and cared about us enjoying our stay,very accomidating ..So much to enjoy in this beautiful area of KY"
United States
Tommy A.
The price is NZ$488
includes taxes & fees
16 Aug - 17 Aug
Cozy 2-bedroom cabin minutes from London, Ky and I75. Sleeps 6 with Koi pond.

10. "Morning View 3” Cozy Modern Stay - College/Hiking

"Morning View 3” Cozy Modern Stay - College/Hiking
Berea
9.6 out of 10, Exceptional, (8 reviews)
"Yes, the property was pet friendly"
United States
Casey S.
The price is NZ$323
includes taxes & fees
17 Aug - 18 Aug
"Morning View 3” Cozy Modern Stay - College/Hiking

11. Craft Cottage – Cozy Stay in the Heart of Berea

Craft Cottage – Cozy Stay in the Heart of Berea
Berea
10.0 out of 10, Exceptional, (3 reviews)
"We really enjoyed our stay. The property was in the perfect location for our needs."
United States
Thomas H.
The price is NZ$273
includes taxes & fees
3 Sept - 4 Sept
Craft Cottage – Cozy Stay in the Heart of Berea

12. The Mountain Laurel Cottage Near Wildcat ATV Park.

The Mountain Laurel Cottage Near Wildcat ATV Park.
East Bernstadt
10.0 out of 10, Exceptional, (2 reviews)
"Great little home. Host has gone above normal to make sure you have everything.Her thoughtfulness was greatly appreciated and and the little extra touches made you feel like you were in a friends home!Will definitely try and go back when I get a chance."
United States
glenda k.
The price is NZ$427
includes taxes & fees
31 Aug - 1 Sept
The Mountain Laurel Cottage Near Wildcat ATV Park.

13. The Wildrock Cottage

The Wildrock Cottage
London
9.8 out of 10, Exceptional, (50 reviews)
"Our stay was amazing! Wildrock Cottage was beautiful, clean, cozy, perfect! The front porch was the best!! In the evenings with perfect weather and a perfect breeze!! The shower was amazing!! Looking into one of those shower heads for my master bathroom now! Loved the decor and color scheme and ceilings…just everything!! "
United States
Amanda M.
The price is NZ$560
includes taxes & fees
19 Aug - 20 Aug
The Wildrock Cottage

14. Charming studio in fabulous Berea near Pinnacles, Berea College, Hospital & I-75

Charming studio in fabulous Berea near Pinnacles, Berea College, Hospital & I-75
Berea
10.0 out of 10, Exceptional, (4 reviews)
"So convient to where we wanted to visit. James and his family were friendly and helpful in seeing to any needs we had."
United States
Shelia B.
The price is NZ$315
includes taxes & fees
16 Aug - 17 Aug
Charming studio in fabulous Berea near Pinnacles, Berea College, Hospital & I-75

15. Book with us now for a get-away experience great for all ages!

Book with us now for a get-away experience great for all ages!
Beattyville
10.0 out of 10, Exceptional, (2 reviews)
"We loved the property "
United States
Robert K.
The price is NZ$291
includes taxes & fees
24 Aug - 25 Aug
Book with us now for a get-away experience great for all ages!

16. Brand new Cozy 2-bedroom condo in beautiful Berea

Brand new Cozy 2-bedroom condo in beautiful Berea
Berea
10.0 out of 10, Exceptional, (8 reviews)
"We had a wonderful stay. The condo was exactly as described. New, clean, comfy. 2 lg bedrooms, 2 bathrooms, washer/drier, full kitchen Host was friendly, responsive, made check-in very easy. Soooo much better than a hotel!Great place to stay! And Close to the highway"
United States
Robin F.
The price is NZ$293
includes taxes & fees
19 Aug - 20 Aug
Brand new Cozy 2-bedroom condo in beautiful Berea

17. The Gilliam House

The Gilliam House
london
10.0 out of 10, Exceptional, (7 reviews)
"Super clean house with an awesome host always responsive. The house is out of the way of everything but close to town also "
United States
richard p.
The price is NZ$341
includes taxes & fees
17 Aug - 18 Aug
The Gilliam House

18. Cozy 3-bedroom 2-bath house with AC in Berea

Cozy 3-bedroom 2-bath house with AC in Berea
Berea
The price is NZ$542
includes taxes & fees
16 Aug - 17 Aug
Cozy 3-bedroom 2-bath house with AC in Berea

19. Book with us now for a get-away experience great for all ages!

Book with us now for a get-away experience great for all ages!
Beattyville
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay out in the countrt beautiful pave and very peaceful"
United States
Brandon W.
The price is NZ$291
includes taxes & fees
24 Aug - 25 Aug
Book with us now for a get-away experience great for all ages!
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Orlando holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Orlando. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Orlando. Seeing all the best attractions is bound to make you fall in love with Orlando. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Orlando short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental 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?

Ranch home American Spa hot tub for 6, sleep number bed , pool table, smart tvs!: This holiday home rental outside of Orlando offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Orlando?

Explore the area and family-friendly sights such as Kentucky Music Hall of Fame and Museum, or get out into nature at a spot like Lake Linville Park. Camp Wildcat Battlefield and Wood Creek Lake 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 feature amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a small group gathering.