Vacation rentals in Kissimmee, United States

Carefully selected & verified rentals in Kissimmee, United States
Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room
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301-320 out of 689
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Chic Studio Near Disney World Kissimmee
Map6.8 mi from City Centre900 yd from Fun Spot America Kissimmee
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The Palms 1St Floor By Pool, Fully Stocked 5 Stars Apartment Kissimmee
Map4.8 mi from City Centre1500 yd from Kissimmee Go-Karts
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Bahama Bay Resort 23109
Map15.6 mi from City Centre
FromUS$ 187 /nightSelect
Cozy 2Br Condo | 10 Min To Disney | Pool & Lazy River!
Map5.3 mi from City Centre
FromUS$ 247 /nightSelect
4741#303 Modern 2Br Condo Near Disney W/ Resort Amenities
Map5.3 mi from City Centre
FromUS$ 345 /nightSelect
Golden Hour Balcony Reunion Escape For 4
Map11.3 mi from City Centre
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Rr788Drc - Upscale Vacation Rental - 7 Guests
Map12.1 mi from City Centre
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Charming Villa Near Disney
Map6.8 mi from City Centre900 yd from Fun Spot America Kissimmee
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Luxury Studio Gem 10Min To Disney Pool And Amenities
Map6.8 mi from City Centre900 yd from Fun Spot America Kissimmee
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Sleek And Luxury Studio Near Parks With Free Parking
Map6.8 mi from City Centre900 yd from Fun Spot America Kissimmee
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Modern 1Bed 1Ba Gem In Great Location Free Parking
Map6.8 mi from City Centre900 yd from Fun Spot America Kissimmee
FromUS$ 240 /nightSelect
3 Bedrooms 2 Bathrooms Storey Lake 3141-306
Map5.2 mi from City Centre
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High End Apartment In Luxurious Storey Lake Community Next To Disney!
5 adults
2 bedrooms
3 beds
MapAdjacent to Disney attractions11km
  • Private pool available for guests
  • Fully equipped kitchen provided
  • Fitness center on site
  • Private pool
  • Fitness center
  • Fully equipped kitchen
Premium resort experience near Disney attractions
FromUS$ 256 /nightSelect
2 Bedrooms Apartment In Storey Lake
Map5.4 mi from City Centre
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Balcony And Beach Access Bahama Bay Resort Condo!
Map15.5 mi from City Centre
FromUS$ 157 /nightSelect
3 Bdrm Luxury Townhouse Near Celebration
Map6.4 mi from City Centre1100 yd from Fun Spot USA
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Elegant Family Retreat Minutes From Disney Parks
Map6.4 mi from City Centre1100 yd from Fun Spot USA
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Disney Vacation Home 3Br W Jacuzzi & Patio
Map6.4 mi from City Centre1200 yd from Fun Spot USA
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Contemporary 4-Bedroom Luxury House With Spa
Map6.5 mi from City Centre1000 yd from Fun Spot USA
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Luxury Family Townhouse Near Disney & Dining
Map6.5 mi from City Centre1100 yd from Fun Spot USA
FromUS$ 240 /nightSelect

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$ 661
⬇️ The lowest price
US$ 35
đź’¸ Average price for
3-star hotels
US$ 164
Apartments
US$ 171

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

FAQs about Kissimmee rentals

Get answers to common questions and plan your adventure smoothly

What are some of the top-rated vacation rentals in Kissimmee based on guest reviews?
Some top-rated properties include 'Ultimate Vacation Villa Near Disney Townhouse' and 'Dream Vacation Home!' both renowned for their cleanliness and family-friendly services. Ensure to check reviews on platforms for detailed guest feedback before booking.

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
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room