Vacation rentals in Kissimmee, United States

Carefully selected & verified rentals in Kissimmee, United States
Check-in
26Jun2025Select date
Check-out
27Jun2025Select date
Rooms and Guests2 Guests, 1 Room
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141-160 out of 934
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Amazing 3-2 Condo, Gated Community At Club Cortile!! Kissimmee
Map4.2 mi from City Centre800 yd from
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3150-208Oh Storey Lake, Condo 3/2 Pool View Kissimmee
Map5.2 mi from City Centre1300 yd from Port O'call RV Resort
FromUS$ 174 /nightSelect
9.0
Perfect
Beautiful Vista Cay Condo, Near Disney
8 adults
1 bedroom
3 beds
Map9.6 mi from City Centre400 yd from
FromUS$ 255 /nightSelect
Disney Kissimmee Condo
Map4.2 mi from City Centre700 yd from
FromUS$ 102 /nightSelect
1169 Cd - Game Room Condo: Pool Disney Nearby
Map14.9 mi from City Centre1.6 mi from
Select
Grand Family Premium 3Br Apartment Near Disney Parks
6 adults
3 bedrooms
3 beds
Map4.9 mi from City Centre1300 yd from Siesta Lago Mobile Home Vlg
FromUS$ 126 /nightSelect
Resort Condo Pool Access, 6 Mi To Magic Kingdom!
4 adults
1 bedroom
2 beds
Map14.9 mi from City Centre1.1 mi from
FromUS$ 105 /nightSelect
Dream Condo
Map5.0 mi from City Centre1300 yd from Siesta Lago Mobile Home Vlg
FromUS$ 98 /nightSelect
Orlando 1Br Disney Themed Vacation With Pool View Next To Disney
Map6.8 mi from City Centre900 yd from Fun Spot America Kissimmee
FromUS$ 124 /nightSelect
Beautiful Condo In Bahama Bay
Map15.5 mi from City Centre1500 yd from
FromUS$ 138 /nightSelect
Entire Apartment With Spacious King Bed, Pet-Friendly, 15 Min From Parks, Resort-Style Amenities
Map3.2 mi from City Centre800 yd from Family Aquatic Center
FromUS$ 101 /nightSelect
15 Mins From Disney World L Theme Room
Map14.4 mi from City Centre1300 yd from
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Windsor Palms Paradise - Windsor Palms
Map12.7 mi from City Centre1200 yd from
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Stylish Condo 3Beds 2Baths 18Min From Disney
Map14.9 mi from City Centre1.7 mi from
FromUS$ 102 /nightSelect
3151-307Be Storey Lake, Condo 2/2 Lake View
Map5.2 mi from City Centre1300 yd from Port O'call RV Resort
Select
Disney/Epcot/Reunion Golf Course
Map14.9 mi from City Centre1.7 mi from
Select
Apartment Kissimmee - Orlando
Map14.0 mi from City Centre1400 yd from
FromUS$ 312 /nightSelect
Kissimmee Condo With Private Porch Less Than 7 Mi To Disney!
Map4.7 mi from City Centre400 yd from Siesta Lago Mobile Home Vlg
FromUS$ 101 /nightSelect
Magical Memories Await At Jimmy Cricket'S Retreat
Map5.1 mi from City Centre1000 yd from Port O'call RV Resort
FromUS$ 267 /nightSelect
Spectacular 2 Bedroom Apartment In Spectacular Storey Lake Community Next To Disney!
5 adults
2 bedrooms
2 beds
Map5.2 mi from City Centre1300 yd from Port O'call RV Resort
FromUS$ 116 /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$ 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
26Jun2025Select date
Check-out
27Jun2025Select date
Rooms and Guests2 Guests, 1 Room