Kissimmee Vacation Rentals - HolidayHomes base64Hash Kissimmee Vacation Rentals - HolidayHomes

Kissimmee Vacation Rentals

Browse 20,974 available vacation homes and compared across 109 trusted partners

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Top-Rated Vacation rentals in Kissimmee

Book the highest-rated Kissimmee vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Kissimmee
Children-friendly vacation home with terrace, private pool & sauna | Nature view
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Villa Kissimmee
Executive Private Disney Villa, 30 ft Pool, Spa, King, 4K UHD TV, Netflix, Wifi
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House Kissimmee
Vacation home with terrace, barbecue & private pool
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House Kissimmee
Fully equipped beautiful vacation home with terrace, private pool & garden
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Villa Kissimmee
Villa with private pool, hot tub & patio | Nature view | Perfect for remote work
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House Kissimmee
House with barbecue, terrace & private pool
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Villa Kissimmee
Villa with hot tub, garden & private pool | Lake view | Good for workation
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Villa Kissimmee
Villa with barbeque, terrace & private pool | Nature view | Suitable for remote work
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House Kissimmee
Luxury 5 BR at Disney Universal free heated pool high chair stroller playpen
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House Kissimmee
Family-oriented vacation home with private pool, yard & jacuzzi | Nature view | Pets allowed
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Villa Kissimmee
The Formosa Grand Mansion! Lakefront! Infinity Pool & Spa! Cinema! Pure Luxury!
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House Kissimmee
House with barbecue, pool & jacuzzi | Nature view
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House Kissimmee
Magical Lakeview (4 Master Suites) Pool Hot Tub BBQ Home Theater 2 Miles Disney
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Villa Kissimmee
SALT WATER POOLEXPANSIVE POOL DECK LED POOL FOUNTAIN JETS
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Apartment Kissimmee
Holiday apartment with private pool, patio & jacuzzi
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Top 15 most Recommended Vacation Rentals in Kissimmee

Discover your ideal Kissimmee vacation rental with real-time comparisons of 20,974 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Kissimmee
14 guests ∙ 7 bedrooms

House

Kissimmee, Osceola County, Florida, United States
This house rental in Kissimmee accommodates 14 guests and features a private pool for a relaxing stay.
from $242
per night
(63)
View deal
House Kissimmee
6 guests ∙ 3 bedrooms

House

Kissimmee, Osceola County, Florida, United States
This house rental in Kissimmee accommodates 6 guests and features a private pool for relaxation and enjoyment.
from $95
per night
(29)
View deal
House Kissimmee
House ∙ 8 guests ∙ 4 bedrooms

280 m² House

Kissimmee, Osceola County, Florida, United States
This house rental in Kissimmee accommodates 8 guests and features a pool for relaxation and enjoyment.
from $108
per night
(27)
View deal
House Kissimmee
8 guests ∙ 4 bedrooms

House

Kissimmee, Osceola County, Florida, United States
This house rental in Kissimmee accommodates 8 guests and features a private pool for a relaxing getaway.
from $163
per night
(20)
View deal
House Kissimmee
10 guests ∙ 4 bedrooms

House

Kissimmee, Osceola County, Florida, United States
Spacious house rental in Kissimmee accommodates 10 guests and welcomes pets for a comfortable stay.
from $138
per night
(23)
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House Kissimmee
House ∙ 8 guests ∙ 4 bedrooms

167 m² House

Kissimmee, Osceola County, Florida, United States
This house rental in Kissimmee accommodates 8 guests and features a private pool for relaxation and fun.
from $150
per night
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Villa Kissimmee
Villa ∙ 14 guests ∙ 7 bedrooms

326 m² Villa

Kissimmee, Osceola County, Florida, United States
This spacious 14-person villa in Kissimmee features a private pool for ultimate relaxation and enjoyment.
from $260
per night
(47)
View deal
House Kissimmee
House ∙ 16 guests ∙ 8 bedrooms

399 m² House

Kissimmee, Osceola County, Florida, United States
This spacious house rental in Kissimmee accommodates 16 guests and features a private pool for relaxation and fun.
from $333
per night
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Villa Kissimmee
8 guests ∙ 4 bedrooms

Villa

Kissimmee, Osceola County, Florida, United States
This spacious villa in Kissimmee accommodates 8 guests and features a private heated pool for relaxation and enjoyment.
from $165
per night
(6)
View deal

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