Holiday rentals near West Orange Trail
We found 24,959 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:8 Aug - 15 Aug
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 NZ$2,458
NZ$2,458
NZ$351 per night
includes taxes & fees
Image gallery for Luxury Villa!! 8Br/6Ba Resort-Villa-Pool-Near Disney, 10% weekly discount!!
9.89.8 out of 10 rating
Exceptional
(49 reviews)
Luxury Villa!! 8Br/6Ba Resort-Villa-Pool-Near Disney, 10% weekly discount!!
Kissimmee, FL
7% off
Price is NZ$5,329
NZ$5,329
NZ$761 per night
includes taxes & fees
Image gallery for Windsor Luxury 9Bd Villa South-facing Pool/Spa BBQ Game Room/3min Walk to club
9.49.4 out of 10 rating
Exceptional
(72 reviews)
Windsor Luxury 9Bd Villa South-facing Pool/Spa BBQ Game Room/3min Walk to club
Kissimmee, FL
7% off
Price is NZ$5,549
NZ$5,549
NZ$793 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
(101 reviews)
Steps from clubhouse. "Be Our Guest" in Windsor Hills-Pool Heat
Kissimmee, FL
7% off
Price is NZ$2,967
NZ$2,967
NZ$424 per night
includes taxes & fees
Image gallery for Great Sun, Pool and HOT Spa- close to Parks, Disney -Stores,-Clean, quiet, NICE!
9.89.8 out of 10 rating
Exceptional
(27 reviews)
Great Sun, Pool and HOT Spa- close to Parks, Disney -Stores,-Clean, quiet, NICE!
Kissimmee, FL
7% off
Price is NZ$2,933
NZ$2,933
NZ$419 per night
includes taxes & fees
Image gallery for Spring Break Dates Still Available!
1010 out of 10 rating
Exceptional
(23 reviews)
Spring Break Dates Still Available!
Kissimmee, FL
7% off
Price is NZ$5,161
NZ$5,161
NZ$737 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
(12 reviews)
Sleeps 26! Resort Home w/ On-Site Waterpark, Pool | Flamingo Grove by AvantStay
Davenport, Florida
6% off
Price is NZ$7,112
NZ$7,112
NZ$1,016 per night
includes taxes & fees
Image gallery for Amazing 6-bedroom Villa with Private Pool Minutes from Disney! 5 Star Theming!
1010 out of 10 rating
Exceptional
(37 reviews)
Amazing 6-bedroom Villa with Private Pool Minutes from Disney! 5 Star Theming!
Kissimmee, FL
8% off
Price is NZ$5,138
NZ$5,138
NZ$734 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
7% off
Price is NZ$3,212
NZ$3,212
NZ$459 per night
includes taxes & fees
Image gallery for Family Friendly 4 Bd w Game Room Near Disney 5103
9.49.4 out of 10 rating
Exceptional
(20 reviews)
Family Friendly 4 Bd w Game Room Near Disney 5103
Kissimmee, Florida
8% off
Price is NZ$2,294
NZ$2,294
NZ$328 per night
includes taxes & fees
Image gallery for Stylish home, Themed Room with Private Pool
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Stylish home, Themed Room with Private Pool
Davenport, FL
6% off
Price is NZ$3,329
NZ$3,329
NZ$476 per night
includes taxes & fees
Image gallery for Orlando Disney World Inspired Five Bedroom Villa
1010 out of 10 rating
Exceptional
(39 reviews)
Orlando Disney World Inspired Five Bedroom Villa
Kissimmee, FL
7% off
Price is NZ$2,826
NZ$2,826
NZ$404 per night
includes taxes & fees
Image gallery for Prestige 2: Stunning Windsor at Westside, South Facing Pool/Spa, Game Rm
1010 out of 10 rating
Exceptional
(53 reviews)
Prestige 2: Stunning Windsor at Westside, South Facing Pool/Spa, Game Rm
Kissimmee, FL
5% off
Price is NZ$6,049
NZ$6,049
NZ$864 per night
includes taxes & fees
Image gallery for Contemporary Villa with Private Heated Pool/Spa!
9.89.8 out of 10 rating
Exceptional
(79 reviews)
Contemporary Villa with Private Heated Pool/Spa!
Clermont, FL
8% off
Price is NZ$3,055
NZ$3,055
NZ$436 per night
includes taxes & fees
Image gallery for Dream Vacation Getaway next to Disney with Private Pool --10BD/5BA
9.89.8 out of 10 rating
Exceptional
(56 reviews)
Dream Vacation Getaway next to Disney with Private Pool --10BD/5BA
Kissimmee, FL
7% off
Price is NZ$6,101
NZ$6,101
NZ$872 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
(95 reviews)
SUNSHINE 🌞 and SMILES😎 - 5 mi to Disney, 4 bdrm / 3 bath, Private Pool
Kissimmee, FL
7% off
Price is NZ$2,779
NZ$2,779
NZ$397 per night
includes taxes & fees
Image gallery for Lake View and Top floor on Disney's doorstep - Great location
9.89.8 out of 10 rating
Exceptional
(47 reviews)
Lake View and Top floor on Disney's doorstep - Great location
Kissimmee, FL
7% off
Price is NZ$2,172
NZ$2,172
NZ$310 per night
includes taxes & fees
Image gallery for Beautiful Villa, Private Pool facing SW, Spa, Games Room, 20 min from Parks.
9.29.2 out of 10 rating
Wonderful
(48 reviews)
Beautiful Villa, Private Pool facing SW, Spa, Games Room, 20 min from Parks.
Davenport, FL
5% off
Price is NZ$2,934
NZ$2,934
NZ$419 per night
includes taxes & fees
Image gallery for Spacious 5-Bed Retreat with Private Pool in Storey Lake Resort! Near Disney!
9.29.2 out of 10 rating
Wonderful
(15 reviews)
Spacious 5-Bed Retreat with Private Pool in Storey Lake Resort! Near Disney!
Kissimmee, FL
6% off
Price is NZ$3,681
NZ$3,681
NZ$526 per night
includes taxes & fees
Image gallery for Relaxing Villa with Private Pool
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Relaxing Villa with Private Pool
Davenport, FL
7% off
Price is NZ$2,415
NZ$2,415
NZ$345 per night
includes taxes & fees
Image gallery for Luxury, Lakeview away from it all...
9.89.8 out of 10 rating
Exceptional
(100 reviews)
Luxury, Lakeview away from it all...
Orlando, FL
8% off
Price is NZ$1,695
NZ$1,695
NZ$242 per night
includes taxes & fees
Image gallery for Tucked Away Villa - Your Home Away from Home - Pool Heat incl.
9.89.8 out of 10 rating
Exceptional
(147 reviews)
Tucked Away Villa - Your Home Away from Home - Pool Heat incl.
Clermont, FL
7% off
Price is NZ$2,856
NZ$2,856
NZ$408 per night
includes taxes & fees
Image gallery for Our Retro Mod Pod-Disney & Old Town Minutes Away!
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Our Retro Mod Pod-Disney & Old Town Minutes Away!
Kissimmee, FL
10% off
Price is NZ$1,355
NZ$1,355
NZ$194 per night
includes taxes & fees
Image gallery for Harry Poter - 4BD Sleep 10 Pool + Spa + e-BBQ! Solara Resort
1010 out of 10 rating
Exceptional
(7 reviews)
Harry Poter - 4BD Sleep 10 Pool + Spa + e-BBQ! Solara Resort
Kissimmee, FL
6% off
Price is NZ$4,021
NZ$4,021
NZ$574 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - West Orange Trail
Fire Pit & Yard: Updated Winter Garden Home!
Sleeps 4 · 2 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
5 reviews(5 reviews)
Large Studio Apartment Downtown
Sleeps 3 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Spacious half 1/1 duplex in amazing location!
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Charming Studio Apartment Near Downtown and Disney
Sleeps 3 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Adorable 1-bedroom right on the bike trail
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Newly Renovated Private 1 Bedroom Close to Disney
Sleeps 2 · 1 bedroom · 1 bathroom
6.06.0 out of 10
24 reviews(24 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