
Holiday rentals near Osceola Heritage Park
We found 8,245 holiday rentals — enter your dates for availability
If you are looking to stay near Osceola Heritage Park, scroll through and discover holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll find the amenities that you need and want, which might include Wi-Fi and a washer and dryer. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Osceola Heritage Park
Showing deals for:7 Nov - 14 Nov
Image gallery for Escape to Paradise!Luxury Waterfront Heated Pool House in Tranquil Neighborhood.

9.89.8 out of 10 rating
Exceptional
(19 reviews)
Escape to Paradise!Luxury Waterfront Heated Pool House in Tranquil Neighborhood.
Kissimmee, FL
12% off
Price is S$2,341
S$2,341
S$334 per night
includes taxes & fees
Image gallery for True South-facing private pool/spa, interior games room, Wifi, monitored alarm

9.89.8 out of 10 rating
Exceptional
(129 reviews)
True South-facing private pool/spa, interior games room, Wifi, monitored alarm
Kissimmee, FL
7% off
Price is S$3,583
S$3,583
S$512 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
6% off
Price is S$2,917
S$2,917
S$417 per night
includes taxes & fees
Image gallery for Upstay - Patio Paradise w Pool Spa Games & TikiBar

8.88.8 out of 10 rating
Excellent
(8 reviews)
Upstay - Patio Paradise w Pool Spa Games & TikiBar
Kissimmee, FL
7% off
Price is S$11,517
S$11,517
S$1,645 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$1,840
S$1,840
S$263 per night
includes taxes & fees
Image gallery for SPACIOUS 1 BEDROOM LOFT GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT

9.49.4 out of 10 rating
Exceptional
(25 reviews)
SPACIOUS 1 BEDROOM LOFT GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
Kissimmee, FL
13% off
Price is S$1,097
S$1,097
S$157 per night
includes taxes & fees
Image gallery for Your Home Away From Home, Close to Disney, Safe and Professionally Managed

9.49.4 out of 10 rating
Exceptional
(168 reviews)
Your Home Away From Home, Close to Disney, Safe and Professionally Managed
Kissimmee, FL
13% off
Price is S$1,710
S$1,710
S$244 per night
includes taxes & fees
Image gallery for Spacious Family Retreat w Pool, BBQ & Ping Pong

8.68.6 out of 10 rating
Excellent
(7 reviews)
Spacious Family Retreat w Pool, BBQ & Ping Pong
Kissimmee, FL
7% off
Price is S$3,064
S$3,064
S$438 per night
includes taxes & fees
Image gallery for Vacation in Paradise

8.88.8 out of 10 rating
Excellent
(45 reviews)
Vacation in Paradise
Kissimmee, FL
7% off
Price is S$2,045
S$2,045
S$292 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$2,811
S$2,811
S$402 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$1,302
S$1,302
S$186 per night
includes taxes & fees
Image gallery for Spacious 2-Bedroom House + Golf Cart 5 Star Near Disney Mill Creek Resort 2748

9.89.8 out of 10 rating
Exceptional
(9 reviews)
Spacious 2-Bedroom House + Golf Cart 5 Star Near Disney Mill Creek Resort 2748
Kissimmee, FL
13% off
Price is S$1,007
S$1,007
S$144 per night
includes taxes & fees
Image gallery for Stylish and Cozy Pool Home near Disney in a Gated Community

9.69.6 out of 10 rating
Exceptional
(14 reviews)
Stylish and Cozy Pool Home near Disney in a Gated Community
Kissimmee, FL
7% off
Price is S$2,641
S$2,641
S$377 per night
includes taxes & fees
Image gallery for Disney Themed Single Family Home, Private Pool, 15 Mins From Disney & Sleeps 10

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Disney Themed Single Family Home, Private Pool, 15 Mins From Disney & Sleeps 10
Kissimmee, FL
18% off
Price is S$2,472
S$2,472
S$353 per night
includes taxes & fees
Image gallery for Our Retro Mod Pod-Disney & Old Town Minutes Away!

9.49.4 out of 10 rating
Exceptional
(8 reviews)
Our Retro Mod Pod-Disney & Old Town Minutes Away!
Kissimmee, FL
10% off
Price is S$1,026
S$1,026
S$147 per night
includes taxes & fees
Image gallery for "VACATION FOR LESS" Welcome to NewHaven Palms and Resorts on Cumbrian Lakes

9.49.4 out of 10 rating
Exceptional
(63 reviews)
"VACATION FOR LESS" Welcome to NewHaven Palms and Resorts on Cumbrian Lakes
Kissimmee, FL
11% off
Price is S$2,172
S$2,172
S$310 per night
includes taxes & fees
Image gallery for Premier Host-Beautiful 4BR/2BA Pool HEAT Home SAFE QUIET Lot - Disney 15 Minutes

8.88.8 out of 10 rating
Excellent
(110 reviews)
Premier Host-Beautiful 4BR/2BA Pool HEAT Home SAFE QUIET Lot - Disney 15 Minutes
Kissimmee, FL
10% off
Price is S$1,711
S$1,711
S$244 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
(19 reviews)
TOP RATED Resort Villa ♥ Disney-Themed with ARCADE Game Room, Private Pool & Spa
Kissimmee, FL
7% off
Price is S$2,821
S$2,821
S$403 per night
includes taxes & fees
Image gallery for OASIS PALM HAVEN – 20 minutes to the Disney/Universal theme Parks

9.69.6 out of 10 rating
Exceptional
(79 reviews)
OASIS PALM HAVEN – 20 minutes to the Disney/Universal theme Parks
Kissimmee, FL
7% off
Price is S$1,729
S$1,729
S$247 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$4,851
S$4,851
S$693 per night
includes taxes & fees
Image gallery for Ultimate Lakeview Villa with Everything!

9.89.8 out of 10 rating
Exceptional
(370 reviews)
Ultimate Lakeview Villa with Everything!
Kissimmee, FL
7% off
Price is S$5,364
S$5,364
S$766 per night
includes taxes & fees
Image gallery for Spacious and Beautiful, South Facing Pool Spa, 3 miles to Disney, Key Less Entry

9.29.2 out of 10 rating
Wonderful
(80 reviews)
Spacious and Beautiful, South Facing Pool Spa, 3 miles to Disney, Key Less Entry
Orlando, FL
23% off
Price is S$2,202
S$2,202
S$315 per night
includes taxes & fees
Image gallery for 5 BR/4 BA/2-Floors/Keyless Entry/Contactless Check-In/1-Day Between Rentals/WiFi

9.69.6 out of 10 rating
Exceptional
(232 reviews)
5 BR/4 BA/2-Floors/Keyless Entry/Contactless Check-In/1-Day Between Rentals/WiFi
Kissimmee, FL
7% off
Price is S$2,038
S$2,038
S$291 per night
includes taxes & fees
Image gallery for Minutes from Disney! Lake Buena Vista Resort 3 bed 2 bath. full kitchen/laundry

9.49.4 out of 10 rating
Exceptional
(100 reviews)
Minutes from Disney! Lake Buena Vista Resort 3 bed 2 bath. full kitchen/laundry
Orlando, FL
8% off
Price is S$1,922
S$1,922
S$275 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Osceola Heritage Park
Luxe King Suite Bliss Getaway Condo Near Disney
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Private house with pool Kissimmee/Orlando
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
39 reviews(39 reviews)
Early checkin available upon request, subject to availability with an extra fee.
Sleeps 8 · 3 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
79 reviews(79 reviews)
RELAXING VIEW AND PEACEFUL SURROUNDINGS - SOUTH FACING POOL
Sleeps 6 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Bella Vida Pool House with Games - Near Disney!
Sleeps 12 · 6 bedrooms · 5+ bathrooms
6.06.0 out of 10
4 reviews(4 reviews)
Caribbean Villa
Sleeps 5 · 2 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
26 reviews(26 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