Villa Rentals in Osceola Heritage Park, FL: Compare 10+ Sites & Save

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  6.  Osceola Heritage Park

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650 Best Villa Rentals in Osceola Heritage Park (Starting from $90)

The Hearth Home - 4 Suites
The Hearth Home - 4 Suites
Villa
Kissimmee, FL, USA
3.5k from Osceola Heritage Park center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$246
Average price / night
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Walk to Silver Spurs Rodeo and Heritage Park
Walk to Silver Spurs Rodeo and Heritage Park
Villa
Kissimmee, FL, 34744, United States
0.8k from Osceola Heritage Park center

AC, Dryer, Heater, Internet, Laundry, No Smoking

4 Bedrooms8 Guests
New to Booking
$298
Average price / night
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Gilded Parasol By Shine Villas Remington Golf 420
Gilded Parasol By Shine Villas Remington Golf 420
Villa
Kissimmee, FL, USA
3.6k from Osceola Heritage Park center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay

4 Bedrooms10 Guests
New to Booking
$225
Average price / night
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Luxury Themed Room Villa w/Private Pool & Playground! Gameroom.  🛏🥂pool table
Luxury Themed Room Villa w/Private Pool & Playground! Gameroom. 🛏🥂pool table
Villa
Kissimmee, FL, 34744, United States
0.8k from Osceola Heritage Park center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
9.2

Superb

54 reviews

$245
Average price / night
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Gilded Parasol by Shine Villas Remington Golf #410 home
Gilded Parasol by Shine Villas Remington Golf #410 home
Villa
Kissimmee, FL, USA
3.6k from Osceola Heritage Park center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms10 Guests
New to Booking
$104
Average price / night
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Disney Orlando Lake 4 Bed Luxury Pool Villa
Disney Orlando Lake 4 Bed Luxury Pool Villa
Villa
Kissimmee, FL, 34743, United States
2.5k from Osceola Heritage Park center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms8 Guests
9.8

Exceptional

53 reviews

$192
Average price / night
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Debany Staycation near Disney
Debany Staycation near Disney
Villa
Kissimmee, FL, USA
3.8k from Osceola Heritage Park center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms7 Guests
9.3

Superb

4 reviews

$250
Average price / night
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Beautiful Tropical Home with Private Heated and Chilled Pool
Beautiful Tropical Home with Private Heated and Chilled Pool
Villa
Kissimmee, FL, USA
5.2k from Osceola Heritage Park center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$256
Average price / night
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Beautiful lake view villa with own pool.
Beautiful lake view villa with own pool.
Villa
Kissimmee, FL, 34743, United States
2.9k from Osceola Heritage Park center

AC, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
9.2

Superb

87 reviews

$153
Average price / night
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Gorgeous Fully Furnished 2-Bedroom Luxury Villa
Gorgeous Fully Furnished 2-Bedroom Luxury Villa
Villa
Kissimmee, FL, USA
6.1k from Osceola Heritage Park center

Luxury, Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

2 Bedrooms6 Guests
8.2

Very Good

18 reviews

$147
Average price / night
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Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
Villa
Kissimmee, FL, FL 34744, United States
3.0k from Osceola Heritage Park center

AC, Arcade, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
9.2

Superb

256 reviews

$289
Average price / night
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Beautiful Fully Furnished 2-Bedroom Luxury Home
Beautiful Fully Furnished 2-Bedroom Luxury Home
Villa
Kissimmee, FL, USA
6.1k from Osceola Heritage Park center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms5 Guests
5.3

Review score

9 reviews

$122
Average price / night
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The Royal Palm, Rooftop Jacuzzi | Mini Golf | 2 story games and play room
The Royal Palm, Rooftop Jacuzzi | Mini Golf | 2 story games and play room
Villa
Kissimmee, FL, 34747, United States
3.5k from Osceola Heritage Park center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking

10 Bedrooms26 Guests
New to Booking
$3329
Average price / night
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The Ultimate Mansion on Solara Resort Orlando Mansion 5304
The Ultimate Mansion on Solara Resort Orlando Mansion 5304
Villa
Kissimmee, FL, USA
6.4k from Osceola Heritage Park center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

8 Bedrooms16 Guests
New to Booking
$508
Average price / night
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Wookiee's Hideout in Cumbrian Lakes
Wookiee's Hideout in Cumbrian Lakes
Villa
Kissimmee, FL, 34746, United States
3.5k from Osceola Heritage Park center

AC, Arcade, Dryer, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
9.2

Superb

7 reviews

$194
Average price / night
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3 Bed 2.5 Bath Villa with Lakeside Pool
3 Bed 2.5 Bath Villa with Lakeside Pool
Villa
Kissimmee, FL, USA
6.7k from Osceola Heritage Park center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom6 Guests
8.3

Very Good

3 reviews

$123
Average price / night
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Ref 9902PF. Family villa near Disney. Pet friendly
Ref 9902PF. Family villa near Disney. Pet friendly
Villa
Kissimmee, FL, 34746, United States
3.5k from Osceola Heritage Park center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
New to Booking
$177
Average price / night
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Orlando House
Orlando House
Villa
Kissimmee, FL, USA
7.6k from Osceola Heritage Park center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms5 Guests
8.5

Very Good

68 reviews

$90
Average price / night
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Orlando Resort Two-Bedroom Villa Near Disney Sleeps 6
Orlando Resort Two-Bedroom Villa Near Disney Sleeps 6
Villa
Kissimmee, FL, 34744, United States
3.5k from Osceola Heritage Park center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Laundry

2 Bedrooms6 Guests
New to Booking
$227
Average price / night
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NEW Newly Remodeled 3BR Townhome w Community Amenities just Mins from Disney
NEW Newly Remodeled 3BR Townhome w Community Amenities just Mins from Disney
Villa
Osceola Heritage Park, Kissimmee, Florida, USA
7.7k from Osceola Heritage Park center

Internet, Air Conditioner, Pool, Parking, Child Friendly

3 Bedrooms8 Guests
8.0

Good

1 reviews

$112
Average price / night
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Marvelous Villa, 4 beds 4 bath, pool and lake front
Marvelous Villa, 4 beds 4 bath, pool and lake front
Villa
Kissimmee, FL, 34744, United States
3.5k from Osceola Heritage Park center

AC, Dryer, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave

4 Bedrooms10 Guests
7.2

Good

17 reviews

$195
Average price / night
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The Disney GAAP - Private pool with Games Room - (Over 97% Five star reviews)
The Disney GAAP - Private pool with Games Room - (Over 97% Five star reviews)
Villa
Kissimmee, FL, 34744, United States
3.6k from Osceola Heritage Park center

AC, Arcade, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
9.4

Superb

138 reviews

$202
Average price / night
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Private Pool, Gated Golf Community
Private Pool, Gated Golf Community
Villa
Kissimmee, FL, 34744, United States
3.6k from Osceola Heritage Park center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
6.6

Good

7 reviews

$480
Average price / night
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Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home
Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home
Villa
2705 Prestwick Lane, Kissimmee, FL, 34744, United States
3.6k from Osceola Heritage Park center

Dryer, Fitness Equipment, Heater, Internet, No Smoking, Pool, Washer

New to Booking
$639
Average price / night
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Luxury 4 Bedroom Villa on the gated Bellavida Resort close to the Theme parks
Luxury 4 Bedroom Villa on the gated Bellavida Resort close to the Theme parks
Villa
Kissimmee, FL, 34746, United States
3.9k from Osceola Heritage Park center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms10 Guests
9.6

Exceptional

189 reviews

$229
Average price / night
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Single Storey 5 Bed 3 Bath Villa with Pool, HD-TV , private beach + WiFi
Single Storey 5 Bed 3 Bath Villa with Pool, HD-TV , private beach + WiFi
Villa
Kissimmee, FL, 34746, United States
3.9k from Osceola Heritage Park center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
8.2

Very Good

74 reviews

$193
Average price / night
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Homely Private 3-bed villa and pool close to Disney
Homely Private 3-bed villa and pool close to Disney
Villa
Kissimmee, FL, 34744, United States
4.8k from Osceola Heritage Park center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
9.4

Superb

11 reviews

$204
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Villa Rentals in Osceola Heritage Park.

Where to stay in Osceola Heritage Park? Best neighborhoods & areas

Osceola Heritage Park Villa Rentals on the Map

Frequently Asked Questions

You can currently explore 650 verified villa rentals in Osceola Heritage Park. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Osceola Heritage Park vary depending on the season, location, and amenities. Rates typically start from around $90 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Osceola Heritage Park are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Osceola Heritage Park.

Yes, Osceola Heritage Park offers a wide range of villas ideal for group stays. Many properties include 5 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Osceola Heritage Park villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Osceola Heritage Park often include highly sought-after amenities such as Pool, Fireplace/Heating, and Wellness Facilities. These features enhance comfort and convenience, making them especially popular among travelers visiting Osceola Heritage Park.

To discover top-rated villas in Osceola Heritage Park, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.