Vacation rentals in Kissimmee, United States

Carefully selected & verified rentals in Kissimmee, United States
Check-in
27Jun2025Select date
Check-out
28Jun2025Select date
Rooms and Guests2 Guests, 1 Room
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301-320 out of 929
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
2 Bedrooms - 2 Bathrooms - Secret Lake 3176-204 Kissimmee
Map14.0 mi from City Centre
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Landing At Halston Citrus Ridge - 3 Bedrooms In Downtown Four Corners Kissimmee
Map13.8 mi from City Centre1200 yd from
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9 Min To Disney Entrance-Peaceful Single Family House
Map6.5 mi from City Centre800 yd from Falcon's Fire Golf Course
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Amazing 03 Bedrooms 03 Baths Sleeps 08
Map14.8 mi from City Centre
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Bahama Bay Resort 11316
Map15.7 mi from City Centre
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Bahama Bay Resort 14103
Map15.6 mi from City Centre
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Family Apt Very Close To Disney
Map4.8 mi from City Centre1.2 mi from Medieval Times
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Tuscan Dreams
Map12.5 mi from City Centre
FromUS$ 186 /nightSelect
Disney Theme House Near All Orlando Attractions 15 Min From Disney
Map2.8 mi from City Centre
FromUS$ 115 /nightSelect
Superior 3Br Condo Apartment Near Disney Attractions
Map4.8 mi from City Centre1.2 mi from Medieval Times
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Disney Superior 3Br Condo Near Theme Parks
Map5.9 mi from City Centre1700 yd from Falcon's Fire Golf Course
FromUS$ 123 /nightSelect
Resort Superior 3Br Townhouse Near Disney Attractions
Map13.3 mi from City Centre
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Grand Paradise 3Br Condo Resort Near Disney Attractions
Map12.5 mi from City Centre
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Dream Superior 3Br Condo Near Disney Parks
Map4.9 mi from City Centre
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Near Disney Deluxe Room A
Map14.9 mi from City Centre
FromUS$ 47 /nightSelect
Golden Hour Balcony Reunion Escape For 4
Map11.3 mi from City Centre
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Near Disney Deluxe Room B
Map14.9 mi from City Centre
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Near Disney Deluxe Room C
Map14.9 mi from City Centre
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2 Bedroom Condo Minutes From Disney 325
Map5.2 mi from City Centre
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Cozy And Brand New 2Bd Condo 291
Map14.9 mi from City Centre
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Flexible Price Range for Vacation Homes in Kissimmee

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 1 031
⬇️ The lowest price
US$ 35
đź’¸ Average price for
3-star hotels
US$ 168
Apartments
US$ 175

Top vacation homes in Kissimmee

Based on guest reviews from the past 12 months

Tropical Paradise Retreat:
Bahama Bay Resort
Family Fun Hub:
Fantasyworld Resort
Serene Getaway:
Caribe Cove Resort
Home Away From Home:
Cozykey Vacation Rentals

How to get to Kissimmee

Explore local transportation options with ease

Airports
Orlando International (MCO)
Orlando Executive (ORL)
Train
Kissimmee Station
Racin' Station

Vacation Rentals Overview in Kissimmee

This guide provides insights into vacation rentals in Kissimmee, evaluating 3 properties to help travelers select suitable accommodations near attractions like Walt Disney World.

Typical nightly prices range from $100 to $300.

Approximately 3,000 vacation rentals are available.

Peak seasons include summer and winter holidays.

Local tax rates are around 13.5%.

Most rentals are within 10 miles of key attractions.

Check-in
27Jun2025Select date
Check-out
28Jun2025Select date
Rooms and Guests2 Guests, 1 Room