Holiday rentals near West Orange Trail
We found 25,463 holiday rentals — enter your dates for availability
Take a look at private holiday rentals within easy reach of West Orange Trail that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the amenities that you need and want for your stay, such as air conditioning and Wi-Fi. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - West Orange Trail
Showing deals for:19 Sept - 26 Sept
Image gallery for Big Pool&Spa/Themed rooms/Private yard/ CLOSE TO EVERYTHING, Lakeview,Playground
1010 out of 10 rating
Exceptional
(151 reviews)
Big Pool&Spa/Themed rooms/Private yard/ CLOSE TO EVERYTHING, Lakeview,Playground
Kissimmee, FL
7% off
Price is AU$4,094
AU$4,094
AU$585 per night
includes taxes & fees
Image gallery for Free Pool Heat and BBQ! No Rear Neighbors! South Facing Pool!-AC Game Room!
9.89.8 out of 10 rating
Exceptional
(92 reviews)
Free Pool Heat and BBQ! No Rear Neighbors! South Facing Pool!-AC Game Room!
Kissimmee, FL
9% off
Price is AU$3,050
AU$3,050
AU$436 per night
includes taxes & fees
Image gallery for Upscale WINDSOR HILLS Private Villa ♥ Pool/Spa, GAME ROOM ♥ 4 mi to DISNEY WORLD
1010 out of 10 rating
Exceptional
(44 reviews)
Upscale WINDSOR HILLS Private Villa ♥ Pool/Spa, GAME ROOM ♥ 4 mi to DISNEY WORLD
Kissimmee, FL
7% off
Price is AU$3,225
AU$3,225
AU$461 per night
includes taxes & fees
Image gallery for Unforgettable Escape: Private Pool, Smart TV, Dreamy Resort, Moments from Disney
1010 out of 10 rating
Exceptional
(32 reviews)
Unforgettable Escape: Private Pool, Smart TV, Dreamy Resort, Moments from Disney
Kissimmee, FL
13% off
Price is AU$2,256
AU$2,256
AU$322 per night
includes taxes & fees
Image gallery for Sun filled south facing pool & spa with no rear neighbors! Game room!
1010 out of 10 rating
Exceptional
(60 reviews)
Sun filled south facing pool & spa with no rear neighbors! Game room!
Kissimmee, FL
7% off
Price is AU$3,527
AU$3,527
AU$504 per night
includes taxes & fees
Image gallery for 3BR/2B condo with views of Disney FIREWORKS!!!!
9.69.6 out of 10 rating
Exceptional
(33 reviews)
3BR/2B condo with views of Disney FIREWORKS!!!!
Kissimmee, FL
8% off
Price is AU$1,337
AU$1,337
AU$191 per night
includes taxes & fees
Image gallery for Regal Palms Resort Dream Vacation-8 miles to Disney
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Regal Palms Resort Dream Vacation-8 miles to Disney
Davenport, FL
6% off
Price is AU$2,053
AU$2,053
AU$293 per night
includes taxes & fees
Image gallery for Villa with a pool/spa - close to Disney!
9.69.6 out of 10 rating
Exceptional
(95 reviews)
Villa with a pool/spa - close to Disney!
Davenport, FL
10% off
Price is AU$3,280
AU$3,280
AU$469 per night
includes taxes & fees
Image gallery for Large Two Story Home with TWO Master Bedrooms with attached full baths.
1010 out of 10 rating
Exceptional
(55 reviews)
Large Two Story Home with TWO Master Bedrooms with attached full baths.
Kissimmee, FL
7% off
Price is AU$3,716
AU$3,716
AU$531 per night
includes taxes & fees
Image gallery for MEMORIAL DAY SALE! Hogwarts Haven! Windsor Hills 3BR, NEXT TO POOL, near Disney!
1010 out of 10 rating
Exceptional
(45 reviews)
MEMORIAL DAY SALE! Hogwarts Haven! Windsor Hills 3BR, NEXT TO POOL, near Disney!
Kissimmee, FL
7% off
Price is AU$1,950
AU$1,950
AU$279 per night
includes taxes & fees
Image gallery for Steps from clubhouse. "Be Our Guest" in Windsor Hills-Pool Heat
1010 out of 10 rating
Exceptional
(102 reviews)
Steps from clubhouse. "Be Our Guest" in Windsor Hills-Pool Heat
Kissimmee, FL
7% off
Price is AU$1,933
AU$1,933
AU$276 per night
includes taxes & fees
Image gallery for Contemporary Villa with Private Heated Pool/Spa!
9.89.8 out of 10 rating
Exceptional
(81 reviews)
Contemporary Villa with Private Heated Pool/Spa!
Clermont, FL
7% off
Price is AU$2,298
AU$2,298
AU$328 per night
includes taxes & fees
Image gallery for SUNSHINE 🌞 and SMILES😎 - 5 mi to Disney, 4 bdrm / 3 bath, Private Pool
9.69.6 out of 10 rating
Exceptional
(96 reviews)
SUNSHINE 🌞 and SMILES😎 - 5 mi to Disney, 4 bdrm / 3 bath, Private Pool
Kissimmee, FL
7% off
Price is AU$2,347
AU$2,347
AU$335 per night
includes taxes & fees
Image gallery for Amazing 4BR Close to Disney @ Regal Palms Resort
9.49.4 out of 10 rating
Exceptional
(37 reviews)
Amazing 4BR Close to Disney @ Regal Palms Resort
Davenport, FL
7% off
Price is AU$2,359
AU$2,359
AU$337 per night
includes taxes & fees
Image gallery for Relaxing Lake Front House near the Mouse
9.69.6 out of 10 rating
Exceptional
(105 reviews)
Relaxing Lake Front House near the Mouse
Kissimmee, FL
6% off
Price is AU$2,455
AU$2,455
AU$351 per night
includes taxes & fees
Image gallery for Getaway with Private Pool, Clubhouse, Lazy River - Family Home!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Getaway with Private Pool, Clubhouse, Lazy River - Family Home!
Davenport, FL
14% off
Price is AU$2,356
AU$2,356
AU$337 per night
includes taxes & fees
Image gallery for Quiet, Clean, Disney-3.5 miles, Well kept home! Free Pool/spa Heat!
1010 out of 10 rating
Exceptional
(255 reviews)
Quiet, Clean, Disney-3.5 miles, Well kept home! Free Pool/spa Heat!
Kissimmee, FL
7% off
Price is AU$2,714
AU$2,714
AU$388 per night
includes taxes & fees
Image gallery for Sleeps 26! Resort Home w/ On-Site Waterpark, Pool | Flamingo Grove by AvantStay
1010 out of 10 rating
Exceptional
(13 reviews)
Sleeps 26! Resort Home w/ On-Site Waterpark, Pool | Flamingo Grove by AvantStay
Davenport, Florida
6% off
Price is AU$4,931
AU$4,931
AU$704 per night
includes taxes & fees
Image gallery for Top floor on Disney's doorstep - Great location
9.89.8 out of 10 rating
Exceptional
(183 reviews)
Top floor on Disney's doorstep - Great location
Kissimmee, FL
7% off
Price is AU$2,022
AU$2,022
AU$289 per night
includes taxes & fees
Image gallery for Ultimate 10 Bed Luxury Retreat with Epic Playroom
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Ultimate 10 Bed Luxury Retreat with Epic Playroom
Clermont, Florida
7% off
Price is AU$5,844
AU$5,844
AU$835 per night
includes taxes & fees
Image gallery for ☀️Waterfront Villa on Quiet Cul-De-Sac–Beautiful, Spacious & Private, Games Rm🐠
9.89.8 out of 10 rating
Exceptional
(217 reviews)
☀️Waterfront Villa on Quiet Cul-De-Sac–Beautiful, Spacious & Private, Games Rm🐠
Clermont, FL
8% off
Price is AU$2,911
AU$2,911
AU$416 per night
includes taxes & fees
Image gallery for Family Friendly Vacation Home - Private Pool - Minutes to Disney and Universal
9.89.8 out of 10 rating
Exceptional
(156 reviews)
Family Friendly Vacation Home - Private Pool - Minutes to Disney and Universal
Kissimmee, FL
14% off
Price is AU$2,033
AU$2,033
AU$290 per night
includes taxes & fees
Image gallery for A Blissful Stay near Disney World
1010 out of 10 rating
Exceptional
(9 reviews)
A Blissful Stay near Disney World
Kissimmee, FL
7% off
Price is AU$3,126
AU$3,126
AU$447 per night
includes taxes & fees
Image gallery for Magical 5BR Home w/ Private Pool – 200m to Clubhouse!
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Magical 5BR Home w/ Private Pool – 200m to Clubhouse!
Davenport, FL
13% off
Price is AU$2,266
AU$2,266
AU$324 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - West Orange Trail
Showing deals for: 16 Sept - 19 Sept
Fire Pit & Yard: Updated Winter Garden Home!
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
7 reviews(7 reviews)
The current price is AU$1,429
AU$1,429
for 3 nights, 1 home
AU$476 per night
includes taxes & fees
Large Studio Apartment Downtown
Sleeps 3 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
The current price is AU$706
AU$706
for 3 nights, 1 apartment
AU$235 per night
includes taxes & fees
FLASH SALE! Lovely Condo Just 1 Mile From Disney w/ Resort Pool, WiFi & More
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
634 reviews(634 reviews)
The current price is AU$720
AU$720
for 3 nights, 1 apartment
AU$240 per night
includes taxes & fees
Warm&Sunny 3/2 condo 10 min to Disney, Amazing Pool, Long Term Welcome
Sleeps 6 · 3 bedrooms · 2 bathrooms
The current price is AU$1,020
AU$1,020
for 3 nights, 1 home
AU$340 per night
includes taxes & fees
Beautiful 4 Bedroom Pool Home Near Disney
Sleeps 10 · 4 bedrooms · 3 bathrooms
The current price is AU$1,339
AU$1,339
for 3 nights, 1 home
AU$446 per night
includes taxes & fees
Spacious half 1/1 duplex in amazing location!
Sleeps 4 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
The current price is AU$573
AU$573
for 3 nights, 1 home
AU$191 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value