Holiday rentals near West Orange Trail
We found 25,505 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:14 Nov - 21 Nov
Image gallery for 10 min to Disney, private pool home on luxury resort, brand new hardwood floors.
9.49.4 out of 10 rating
Exceptional
(48 reviews)
10 min to Disney, private pool home on luxury resort, brand new hardwood floors.
Kissimmee, FL
11% off
Price is AU$7,157
AU$7,157
AU$1,022 nightly
Includes taxes & fees
Image gallery for 14 Bedroom mansion that sleeps 40 people. Host your wedding reception here
9.89.8 out of 10 rating
Exceptional
(27 reviews)
14 Bedroom mansion that sleeps 40 people. Host your wedding reception here
Kissimmee, FL
7% off
Price is AU$11,982
AU$11,982
AU$1,712 nightly
Includes taxes & fees
Image gallery for 5 Star - 5BR/4 Bath Villa - Family home with Private pool /SPA, Close to Disney
9.49.4 out of 10 rating
Exceptional
(115 reviews)
5 Star - 5BR/4 Bath Villa - Family home with Private pool /SPA, Close to Disney
Clermont, FL
7% off
Price is AU$2,253
AU$2,253
AU$322 nightly
Includes taxes & fees
Image gallery for Ultimate 10 Bed Luxury Retreat with Epic Playroom
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Ultimate 10 Bed Luxury Retreat with Epic Playroom
Clermont, FL
8% off
Price is AU$8,121
AU$8,121
AU$1,160 nightly
Includes taxes & fees
Image gallery for Unforgettable Escape: Private Pool, Smart TV, Dreamy Resort, Moments from Disney
1010 out of 10 rating
Exceptional
(37 reviews)
Unforgettable Escape: Private Pool, Smart TV, Dreamy Resort, Moments from Disney
Kissimmee, FL
7% off
Price is AU$2,697
AU$2,697
AU$385 nightly
Includes taxes & fees
Image gallery for Disney Dreams Villa Spacious 5 Bed 3 Bath Highland Reserve Near Disney Parks
1010 out of 10 rating
Exceptional
(21 reviews)
Disney Dreams Villa Spacious 5 Bed 3 Bath Highland Reserve Near Disney Parks
Davenport, FL
7% off
Price is AU$2,625
AU$2,625
AU$375 nightly
Includes taxes & fees
Image gallery for Lake Vibes Only ~ Intimate Lake Cottage in Mount Dora
1010 out of 10 rating
Exceptional
(67 reviews)
Lake Vibes Only ~ Intimate Lake Cottage in Mount Dora
Mount Dora, FL
8% off
Price is AU$2,482
AU$2,482
AU$355 nightly
Includes taxes & fees
Image gallery for Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins
9.69.6 out of 10 rating
Exceptional
(38 reviews)
Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins
Davenport, FL
7% off
Price is AU$1,833
AU$1,833
AU$262 nightly
Includes taxes & fees
Image gallery for Emerald Island Resort Community,Gated 4 bedrooms 3 baths Heated Pool and Spa
9.49.4 out of 10 rating
Exceptional
(118 reviews)
Emerald Island Resort Community,Gated 4 bedrooms 3 baths Heated Pool and Spa
Kissimmee, FL
7% off
Price is AU$2,285
AU$2,285
AU$326 nightly
Includes taxes & fees
Image gallery for 10min To Disney, Private Pool, Security Gated, Luxury stay in Kissimmee Orlando
9.49.4 out of 10 rating
Exceptional
(94 reviews)
10min To Disney, Private Pool, Security Gated, Luxury stay in Kissimmee Orlando
Kissimmee, FL
7% off
Price is AU$2,858
AU$2,858
AU$408 nightly
Includes taxes & fees
Image gallery for Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool
9.89.8 out of 10 rating
Exceptional
(126 reviews)
Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool
Kissimmee, FL
8% off
Price is AU$3,605
AU$3,605
AU$515 nightly
Includes taxes & fees
Image gallery for Luxury 8 Bedroom Villa, Good for 18 to 20, Pool/Spa
8.68.6 out of 10 rating
Excellent
(154 reviews)
Luxury 8 Bedroom Villa, Good for 18 to 20, Pool/Spa
Kissimmee, FL
7% off
Price is AU$3,140
AU$3,140
AU$449 nightly
Includes taxes & fees
Image gallery for Gus & Gan's Orlando Vacation Villa - Family Friendly 20 Mins From Disney Parks
9.69.6 out of 10 rating
Exceptional
(208 reviews)
Gus & Gan's Orlando Vacation Villa - Family Friendly 20 Mins From Disney Parks
Clermont, FL
8% off
Price is AU$2,242
AU$2,242
AU$320 nightly
Includes taxes & fees
Image gallery for Arcades, Bocce, Haunted Mansion Theater, Cabana, Enchanted Forest: Great Escape
1010 out of 10 rating
Exceptional
(7 reviews)
Arcades, Bocce, Haunted Mansion Theater, Cabana, Enchanted Forest: Great Escape
Kissimmee, FL
7% off
Price is AU$8,205
AU$8,205
AU$1,172 nightly
Includes taxes & fees
Image gallery for 4BR Paradise Townhome | Private Pool | Resort Amenities | Discounts for 5+ Night Stays
9.69.6 out of 10 rating
Exceptional
(87 reviews)
4BR Paradise Townhome | Private Pool | Resort Amenities | Discounts for 5+ Night Stays
Kissimmee, FL
12% off
Price is AU$2,594
AU$2,594
AU$371 nightly
Includes taxes & fees
Image gallery for NEW OPENING! 5b4b Disney Themed Vacation Home w/Pool & BBQ ~12 min from Disney~
8.88.8 out of 10 rating
Excellent
(12 reviews)
NEW OPENING! 5b4b Disney Themed Vacation Home w/Pool & BBQ ~12 min from Disney~
Kissimmee, FL
7% off
Price is AU$2,744
AU$2,744
AU$392 nightly
Includes taxes & fees
Image gallery for Shuffleboard, Arcades, Bubble Hockey, Pool Table, 15 Mins to Disney: Vacation Station
9.49.4 out of 10 rating
Exceptional
(34 reviews)
Shuffleboard, Arcades, Bubble Hockey, Pool Table, 15 Mins to Disney: Vacation Station
Kissimmee, FL
7% off
Price is AU$6,655
AU$6,655
AU$951 nightly
Includes taxes & fees
Image gallery for Pet-Friendly 5BR Single Level Home with Private Pool & Lake View | Near Disney | Game Room & Spa
8.68.6 out of 10 rating
Excellent
(53 reviews)
Pet-Friendly 5BR Single Level Home with Private Pool & Lake View | Near Disney | Game Room & Spa
Clermont, FL
12% off
Price is AU$2,707
AU$2,707
AU$387 nightly
Includes taxes & fees
Image gallery for 7BRThemed - Poolside BBQ - Pool Heat - Near Disney
9.89.8 out of 10 rating
Exceptional
(6 reviews)
7BRThemed - Poolside BBQ - Pool Heat - Near Disney
Kissimmee, FL
7% off
Price is AU$4,151
AU$4,151
AU$593 nightly
Includes taxes & fees
Image gallery for King size🛏Ste, Fireplace, Pool, Lazy River, Kid-Friendly, close to Disney
9.29.2 out of 10 rating
Wonderful
(47 reviews)
King size🛏Ste, Fireplace, Pool, Lazy River, Kid-Friendly, close to Disney
Davenport, FL
14% off
Price is AU$1,943
AU$1,943
AU$278 nightly
Includes taxes & fees
Image gallery for Welcome home—Exceptional 5Bed 4Bath house 3 miles from Disney!
9.49.4 out of 10 rating
Exceptional
(120 reviews)
Welcome home—Exceptional 5Bed 4Bath house 3 miles from Disney!
Kissimmee, FL
7% off
Price is AU$3,062
AU$3,062
AU$437 nightly
Includes taxes & fees
Image gallery for 😎RELAX at Windsor Hills🌴, minutes to Disney - 5 bed / 5 bath, Private Pool🌞
9.89.8 out of 10 rating
Exceptional
(69 reviews)
😎RELAX at Windsor Hills🌴, minutes to Disney - 5 bed / 5 bath, Private Pool🌞
Kissimmee, FL
7% off
Price is AU$3,219
AU$3,219
AU$460 nightly
Includes taxes & fees
Image gallery for Steps from clubhouse. "Be Our Guest" in Windsor Hills-Pool Heat
1010 out of 10 rating
Exceptional
(103 reviews)
Steps from clubhouse. "Be Our Guest" in Windsor Hills-Pool Heat
Kissimmee, FL
7% off
Price is AU$2,323
AU$2,323
AU$332 nightly
Includes taxes & fees
Image gallery for Private Lake Luxury Getaway
9.09.0 out of 10 rating
Wonderful
(14 reviews)
Private Lake Luxury Getaway
Davenport, FL
6% off
Price is AU$3,258
AU$3,258
AU$465 nightly
Includes taxes & fees
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Find the best place to stay - West Orange Trail
Lake Front Suite -Close to all Attractions
Sleeps 4 · 1 bedroom · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
79 reviews(79 reviews)
TR17406SB - New 3BR Villa w/ Pool | 17min Disney
Sleeps 8 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
Beautiful 4 Bedroom Pool Home Near Disney
Sleeps 10 · 4 bedrooms · 3 bathrooms
2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
FunTropicalTinyHomeGolfCartLake
Sleeps 5 · 7 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
StylishAptWtrGrdnOppLake&Prk&Yrd
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
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