
Holiday rentals near Pioneer Village at Shingle Creek
We found 17,580 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:14 Nov - 21 Nov
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 S$10,428
S$10,428
S$1,490 per night
includes taxes & fees
Image gallery for Spacious Vacation Home 20 min from Theme Parks!

9.29.2 out of 10 rating
Wonderful
(56 reviews)
Spacious Vacation Home 20 min from Theme Parks!
Kissimmee, FL
7% off
Price is S$2,139
S$2,139
S$306 per night
includes taxes & fees
Image gallery for Upstay Luxury Mansion w Pool, Hot tub and BBQ area

9.69.6 out of 10 rating
Exceptional
(8 reviews)
Upstay Luxury Mansion w Pool, Hot tub and BBQ area
Kissimmee, FL
8% off
Price is S$12,286
S$12,286
S$1,755 per night
includes taxes & fees
Image gallery for NEW Home 3 Bedrooms Water View DISNEY UNIVERSAL

1010 out of 10 rating
Exceptional
(14 reviews)
NEW Home 3 Bedrooms Water View DISNEY UNIVERSAL
Kissimmee, FL
7% off
Price is S$1,837
S$1,837
S$262 per night
includes taxes & fees
Image gallery for Arcades, Bocce, Haunted Mansion Theater, Cabana, Enchanted Forest: Great Escape

1010 out of 10 rating
Exceptional
(6 reviews)
Arcades, Bocce, Haunted Mansion Theater, Cabana, Enchanted Forest: Great Escape
Kissimmee, FL
7% off
Price is S$6,717
S$6,717
S$960 per night
includes taxes & fees
Image gallery for Near Disney and USTA tennis campus - Pool Villa on the Lake - Stunning Views!

9.89.8 out of 10 rating
Exceptional
(62 reviews)
Near Disney and USTA tennis campus - Pool Villa on the Lake - Stunning Views!
Kissimmee, FL
8% off
Price is S$3,108
S$3,108
S$444 per night
includes taxes & fees
Image gallery for Disney Family Villa - spacious home 15 mins to Disney

1010 out of 10 rating
Exceptional
(30 reviews)
Disney Family Villa - spacious home 15 mins to Disney
Kissimmee, FL
7% off
Price is S$3,009
S$3,009
S$430 per night
includes taxes & fees
Image gallery for Disney Themed Single Family Home, Private Pool, 15 Mins From Disney & Sleeps 10

9.69.6 out of 10 rating
Exceptional
(8 reviews)
Disney Themed Single Family Home, Private Pool, 15 Mins From Disney & Sleeps 10
Kissimmee, FL
18% off
Price is S$2,467
S$2,467
S$352 per night
includes taxes & fees
Image gallery for JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A

9.69.6 out of 10 rating
Exceptional
(120 reviews)
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A
Kissimmee, FL
7% off
Price is S$1,300
S$1,300
S$186 per night
includes taxes & fees
Image gallery for Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748

9.89.8 out of 10 rating
Exceptional
(9 reviews)
Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748
Kissimmee, FL
13% off
Price is S$996
S$996
S$142 per night
includes taxes & fees
Image gallery for 10 Minutes from Parks in Orlando Kissimmee Area Gated Community Private Pool

9.89.8 out of 10 rating
Exceptional
(112 reviews)
10 Minutes from Parks in Orlando Kissimmee Area Gated Community Private Pool
Kissimmee, FL
7% off
Price is S$2,041
S$2,041
S$292 per night
includes taxes & fees
Image gallery for TOP RATED Resort Villa ♥ Disney-Themed with ARCADE Game Room, Private Pool & Spa

9.89.8 out of 10 rating
Exceptional
(20 reviews)
TOP RATED Resort Villa ♥ Disney-Themed with ARCADE Game Room, Private Pool & Spa
Kissimmee, FL
7% off
Price is S$2,809
S$2,809
S$401 per night
includes taxes & fees
Image gallery for Once Upon A Time@Storey Lake-9 Bedroom Disney Haven w/ Game Room & Private Pool!

1010 out of 10 rating
Exceptional
(64 reviews)
Once Upon A Time@Storey Lake-9 Bedroom Disney Haven w/ Game Room & Private Pool!
Kissimmee, FL
7% off
Price is S$4,757
S$4,757
S$680 per night
includes taxes & fees
Image gallery for Magic Sunset

9.29.2 out of 10 rating
Wonderful
(39 reviews)
Magic Sunset
Kissimmee, FL
8% off
Price is S$1,981
S$1,981
S$283 per night
includes taxes & fees
Image gallery for Ultimate Lakeview Villa with Everything!

9.89.8 out of 10 rating
Exceptional
(372 reviews)
Ultimate Lakeview Villa with Everything!
Kissimmee, FL
7% off
Price is S$4,003
S$4,003
S$572 per night
includes taxes & fees
Image gallery for The Adventure Villa - South Facing Pool with Jets - Min. to Disney - Game Room

9.89.8 out of 10 rating
Exceptional
(224 reviews)
The Adventure Villa - South Facing Pool with Jets - Min. to Disney - Game Room
Kissimmee, FL
13% off
Price is S$2,067
S$2,067
S$295 per night
includes taxes & fees
Image gallery for Super Fun House with Amazing Views

1010 out of 10 rating
Exceptional
(42 reviews)
Super Fun House with Amazing Views
Kissimmee, FL
15% off
Price is S$24,648
S$24,648
S$3,521 per night
includes taxes & fees
Image gallery for Storey Lake Resort home with Mini-Golf & Lazy River | Private Pool | Sleeps 10

9.49.4 out of 10 rating
Exceptional
(92 reviews)
Storey Lake Resort home with Mini-Golf & Lazy River | Private Pool | Sleeps 10
Kissimmee, FL
15% off
Price is S$2,179
S$2,179
S$311 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
(160 reviews)
Family Friendly Vacation Home - Private Pool - Minutes to Disney and Universal
Kissimmee, FL
7% off
Price is S$2,200
S$2,200
S$314 per night
includes taxes & fees
Image gallery for Lakeview Luxury Villa with Everything!

9.69.6 out of 10 rating
Exceptional
(91 reviews)
Lakeview Luxury Villa with Everything!
Kissimmee, FL
7% off
Price is S$3,935
S$3,935
S$562 per night
includes taxes & fees
Image gallery for Location! Lakefront, Pool/Spa, Arcade, Themed KidsRooms, Porch, Grill, LazyRiver

1010 out of 10 rating
Exceptional
(61 reviews)
Location! Lakefront, Pool/Spa, Arcade, Themed KidsRooms, Porch, Grill, LazyRiver
Kissimmee, FL
7% off
Price is S$6,739
S$6,739
S$963 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
(9 reviews)
Really Fun House with tons of room, huge pool plenty to do and a terrific view
Kissimmee, FL
22% off
Price is S$17,943
S$17,943
S$2,563 per night
includes taxes & fees
Image gallery for Modern 4 bedroom, Close to Disney, Pool, Game Room, Sleeps 11

1010 out of 10 rating
Exceptional
(38 reviews)
Modern 4 bedroom, Close to Disney, Pool, Game Room, Sleeps 11
Kissimmee, FL
7% off
Price is S$1,494
S$1,494
S$213 per night
includes taxes & fees
Image gallery for 3min Walk To Water Park, Game Rm, Fun For All Ages, Traveling Around the World

1010 out of 10 rating
Exceptional
(48 reviews)
3min Walk To Water Park, Game Rm, Fun For All Ages, Traveling Around the World
Kissimmee, FL
10% off
Price is S$5,555
S$5,555
S$794 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
Ultimate Lakeview Villa with Everything!
Sleeps 19 · 8 bedrooms · 5 bathrooms
9.49.4 out of 10
Exceptionalexceptional
134 reviews(134 reviews)
Seven Dwarfs Resort -Close to Disney
Sleeps 6 · 3 bedrooms
6.86.8 out of 10
5 reviews(5 reviews)
Cozy Single Home with BBQ, Private Pool & Hot Tub
Sleeps 10 · 5 bedrooms · 4 bathrooms
9.09.0 out of 10
Wonderfulwonderful
26 reviews(26 reviews)
Disney area 5* Villa with private pool, spa, Wi-Fi & Games in gated Aviana community
Sleeps 10 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
215 reviews(215 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
129 reviews(129 reviews)
Group Reception/Two Villas/24BR 24BA/60 ppl/pool/pool table/near by Disney
Sleeps 60 · 24 bedrooms · 22+ bathrooms
- 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