Holiday rentals near Osceola County Stadium
We found 33,550 holiday rentals — enter your dates for availability
Select the perfect holiday rental within close proximity to Osceola County Stadium. Holiday rentals offer the best amenities for your family, friends or furry companion, such as a hot tub and garden. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Osceola County Stadium
Showing deals for:8 Aug - 15 Aug
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 NZ$4,705
NZ$4,705
NZ$672 per night
includes taxes & fees
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$2,437
NZ$2,437
NZ$348 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$5,501
NZ$5,501
NZ$786 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 NZ$2,968
NZ$2,968
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
(28 reviews)
Great Sun, Pool and HOT Spa- close to Parks, Disney -Stores,-Clean, quiet, NICE!
Kissimmee, FL
7% off
Price is NZ$2,907
NZ$2,907
NZ$415 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$6,916
NZ$6,916
NZ$988 per night
includes taxes & fees
Image gallery for 8 bdrms! Theatre! Game Room-4 Xboxes! Harry Potter, Toy Story, & Up Bedrooms!
1010 out of 10 rating
Exceptional
(20 reviews)
8 bdrms! Theatre! Game Room-4 Xboxes! Harry Potter, Toy Story, & Up Bedrooms!
Davenport, FL
7% off
Price is NZ$4,632
NZ$4,632
NZ$662 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$5,110
NZ$5,110
NZ$730 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$3,174
NZ$3,174
NZ$453 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$2,801
NZ$2,801
NZ$400 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$3,281
NZ$3,281
NZ$469 per night
includes taxes & fees
Image gallery for Luxury Home in Champions' Gate with Private Pool & Game Room!
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Luxury Home in Champions' Gate with Private Pool & Game Room!
Davenport, FL
7% off
Price is NZ$2,964
NZ$2,964
NZ$423 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 NZ$3,965
NZ$3,965
NZ$566 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 NZ$16,727
NZ$16,727
NZ$2,390 per night
includes taxes & fees
Image gallery for 3 br Disney area condo with a view & FREE resort!
1010 out of 10 rating
Exceptional
(7 reviews)
3 br Disney area condo with a view & FREE resort!
Kissimmee, FL
7% off
Price is NZ$1,880
NZ$1,880
NZ$269 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
(64 reviews)
😎RELAX at Windsor Hills🌴, minutes to Disney - 5 bed / 5 bath, Private Pool🌞
Kissimmee, FL
8% off
Price is NZ$4,096
NZ$4,096
NZ$585 per night
includes taxes & fees
Image gallery for Curated HIGH TECH Home Close to Disney 5 bedrooms, 4.5 bathrooms
9.09.0 out of 10 rating
Wonderful
(32 reviews)
Curated HIGH TECH Home Close to Disney 5 bedrooms, 4.5 bathrooms
Davenport, FL
6% off
Price is NZ$4,425
NZ$4,425
NZ$632 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$2,754
NZ$2,754
NZ$393 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$2,153
NZ$2,153
NZ$308 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
7% off
Price is NZ$3,253
NZ$3,253
NZ$465 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$2,394
NZ$2,394
NZ$342 per night
includes taxes & fees
Image gallery for Executive 5 Bed 4 Bath Villa - South Facing Pool & Spa only 15 mins from Disney
9.69.6 out of 10 rating
Exceptional
(149 reviews)
Executive 5 Bed 4 Bath Villa - South Facing Pool & Spa only 15 mins from Disney
Davenport, FL
8% off
Price is NZ$3,558
NZ$3,558
NZ$508 per night
includes taxes & fees
Image gallery for 7 Bed, 5 Bath. 15 Mins From Closest Disney Attractions
8.88.8 out of 10 rating
Excellent
(30 reviews)
7 Bed, 5 Bath. 15 Mins From Closest Disney Attractions
Davenport, FL
7% off
Price is NZ$2,661
NZ$2,661
NZ$380 per night
includes taxes & fees
Image gallery for SOLO! Tiny house cozy retreat
1010 out of 10 rating
Exceptional
(45 reviews)
SOLO! Tiny house cozy retreat
Kissimmee, FL
5% off
Price is NZ$1,095
NZ$1,095
NZ$156 per night
includes taxes & fees
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Find the best place to stay - Osceola County Stadium
Villa 7748 - Arcade Rm Updated Mar 2025! 3 mi from Disney, Pool Heat, BBQ & PS5
Sleeps 12 · 5 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
Welcome to Paradise | Windsor at Westside Resort
Sleeps 12 · 5 bedrooms · 4+ bathrooms
3-Bd. Dlx at Wyndham Bonnet Creek: Perfect for Families with Pools & Lazy River
Sleeps 10 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Wyndham Bonnet Creek -Lazy River, Mini Golf, Pools– Steps from Disney Magic-2 Bd
Sleeps 8 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
1,011 reviews(1,011 reviews)
Disney area/Tropical/3 Bdrm Bahama Bay Resort w/pools+splash pad+7 ngt discount
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
126 reviews(126 reviews)
Spacious & Bright 5 Bedroom Home! Family Resort with a Ton of Amenities!! Close to Clubhouse, Free Wifi!
Sleeps 12 · 5 bedrooms · 5 bathrooms
8.68.6 out of 10
Excellentexcellent
77 reviews(77 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