Holiday rentals near Pioneer Village at Shingle Creek
We found 17,438 holiday rentals — enter your dates for availability
Take a look at holiday rentals close to Pioneer Village at Shingle Creek that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes 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 be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Pioneer Village at Shingle Creek
Showing deals for:19 Sept - 26 Sept
Image gallery for Disney theme rooms,Splashpad, Movie Theater, Private Pool
1010 out of 10 rating
Exceptional
(219 reviews)
Disney theme rooms,Splashpad, Movie Theater, Private Pool
Kissimmee, FL
7% off
Price is AU$5,804
AU$5,804
AU$829 per night
includes taxes & fees
Image gallery for RATED#1 BEST HOME Near Disney! LUXURY 5BEDROOM 5Bath VILLA ,GATED RESORT ,POOL
9.49.4 out of 10 rating
Exceptional
(116 reviews)
RATED#1 BEST HOME Near Disney! LUXURY 5BEDROOM 5Bath VILLA ,GATED RESORT ,POOL
Kissimmee, FL
7% off
Price is AU$3,199
AU$3,199
AU$457 per night
includes taxes & fees
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$4,083
AU$4,083
AU$583 per night
includes taxes & fees
Image gallery for Really Fun House with tons of room, huge pool plenty to do and a terrific view
1010 out of 10 rating
Exceptional
(5 reviews)
Really Fun House with tons of room, huge pool plenty to do and a terrific view
Kissimmee, FL
23% off
Price is AU$20,029
AU$20,029
AU$2,861 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$3,041
AU$3,041
AU$434 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$3,276
AU$3,276
AU$468 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$3,637
AU$3,637
AU$520 per night
includes taxes & fees
Image gallery for Resort Style Living 2 miles from Disney World
9.29.2 out of 10 rating
Wonderful
(93 reviews)
Resort Style Living 2 miles from Disney World
Kissimmee, FL
8% off
Price is AU$1,757
AU$1,757
AU$251 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$3,705
AU$3,705
AU$529 per night
includes taxes & fees
Image gallery for Luxury resort mansion with swim up bar,pool slide,restaurants, golf, and Disney!
9.49.4 out of 10 rating
Exceptional
(34 reviews)
Luxury resort mansion with swim up bar,pool slide,restaurants, golf, and Disney!
Kissimmee, FL
8% off
Price is AU$15,233
AU$15,233
AU$2,176 per night
includes taxes & fees
Image gallery for Villa 7748 - Arcade Rm Updated Mar 2025! 3 mi from Disney, Pool Heat, BBQ & PS5
1010 out of 10 rating
Exceptional
(65 reviews)
Villa 7748 - Arcade Rm Updated Mar 2025! 3 mi from Disney, Pool Heat, BBQ & PS5
Kissimmee, FL
7% off
Price is AU$4,089
AU$4,089
AU$584 per night
includes taxes & fees
Image gallery for Reunion Resort -Free pool and spa heat - Designer home - - WHOLE HOUSE DVR -
9.49.4 out of 10 rating
Exceptional
(172 reviews)
Reunion Resort -Free pool and spa heat - Designer home - - WHOLE HOUSE DVR -
Kissimmee, FL
7% off
Price is AU$3,393
AU$3,393
AU$485 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$1,929
AU$1,929
AU$276 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$1,945
AU$1,945
AU$278 per night
includes taxes & fees
Image gallery for 5 Miles to Disney/Gorgeous Home/Wi-Fi/Parking/BBQ Grill/Family Friendly
9.69.6 out of 10 rating
Exceptional
(109 reviews)
5 Miles to Disney/Gorgeous Home/Wi-Fi/Parking/BBQ Grill/Family Friendly
Kissimmee, FL
13% off
Price is AU$2,955
AU$2,955
AU$422 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$2,706
AU$2,706
AU$387 per night
includes taxes & fees
Image gallery for Windsor Hills Condo - Closest to the pool! - 10 minutes from Disney
9.89.8 out of 10 rating
Exceptional
(74 reviews)
Windsor Hills Condo - Closest to the pool! - 10 minutes from Disney
Kissimmee, FL
7% off
Price is AU$1,778
AU$1,778
AU$254 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$2,016
AU$2,016
AU$288 per night
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
(65 reviews)
😎RELAX at Windsor Hills🌴, minutes to Disney - 5 bed / 5 bath, Private Pool🌞
Kissimmee, FL
7% off
Price is AU$3,344
AU$3,344
AU$478 per night
includes taxes & fees
Image gallery for C5 Dream Disney Family Vacation 2 miles to Disney
8.68.6 out of 10 rating
Excellent
(26 reviews)
C5 Dream Disney Family Vacation 2 miles to Disney
Kissimmee, FL
7% off
Price is AU$1,442
AU$1,442
AU$206 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$2,027
AU$2,027
AU$290 per night
includes taxes & fees
Image gallery for Welcome to Star Wars Villa, 3 miles from Disney World, private pool/spa, wifi
9.29.2 out of 10 rating
Wonderful
(26 reviews)
Welcome to Star Wars Villa, 3 miles from Disney World, private pool/spa, wifi
Kissimmee, FL
9% off
Price is AU$2,250
AU$2,250
AU$321 per night
includes taxes & fees
Image gallery for Mustang Pool Table, Arcade, Huge Treehouse Bedroom, Luxury Backyard: The Oasis
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Mustang Pool Table, Arcade, Huge Treehouse Bedroom, Luxury Backyard: The Oasis
Kissimmee, Florida
7% off
Price is AU$6,622
AU$6,622
AU$946 per night
includes taxes & fees
Image gallery for Arcades, Mustang Pool Table, As Seen on TV, Massage Chair: The Adventurer
9.89.8 out of 10 rating
Exceptional
(47 reviews)
Arcades, Mustang Pool Table, As Seen on TV, Massage Chair: The Adventurer
Kissimmee, FL
6% off
Price is AU$5,756
AU$5,756
AU$822 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Pioneer Village at Shingle Creek
Seven Dwarfs Resort -Close to Disney
Sleeps 6 · 3 bedrooms
8.08.0 out of 10
Very goodvery good
1 review(1 review)
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)
Disney Area Villa, 5 BDRM in Gated Aviana Resort with Pool, Spa, Wi-Fi
Sleeps 10 · 5 bedrooms · 4+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
120 reviews(120 reviews)
Your Magical Hideaway | 9-Bedroom Luxury Villa
Sleeps 18 · 9 bedrooms · 5 bathrooms
9.69.6 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Home 9 Bed Themed Rooms, Pool, Storey Lake
Sleeps 26 · 9 bedrooms · 5 bathrooms
6.06.0 out of 10
1 review(1 review)
3-bedroom townhome in enchanting Kissimmee with WiFi, AC, fitness room
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 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