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
View map
41-60 out of 934
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.0
Great
Florida Vacation Condo - No Resort Fees Kissimmee
Map12.5 mi from City Centre1300 yd from
FromUS$ 166 /nightSelect
9.0
Perfect
Great Lovely Family Apartment Close Disney Kissimmee
7 adults
3 bedrooms
3 beds
Map3.7 mi from City Centre1400 yd from Medieval Times
FromUS$ 334 /nightSelect
Condo 2Bed2Bath Next To Disney W Free Water Park
Map14.4 mi from City Centre1.6 mi from
FromUS$ 176 /nightSelect
Private Vacational Cozy Suite
Map3.3 mi from City Centre1100 yd from Ice Factory,The
FromUS$ 81 /nightSelect
Cozivill
Map4.6 mi from City Centre1.2 mi from Medieval Times
FromUS$ 134 /nightSelect
3Bd Townhouse , Themed , 10 Min To Disney , Gated
Map12.8 mi from City Centre700 yd from
FromUS$ 91 /nightSelect
H - New 2 Bedroom Condo - 5 Miles To Disney - Free Water Park
8 adults
2 bedrooms
3 beds
Map5.3 mi from City Centre1400 yd from Port O'call RV Resort
FromUS$ 123 /nightSelect
8.6
Great
3 Bedroom Resort Style Condo, 3 Miles To Disney!
7 adults
3 bedrooms
4 beds
Map12.6 mi from City Centre1100 yd from
FromUS$ 166 /nightSelect
Convenient And Close To All
Map3.0 mi from City Centre500 yd from Family Aquatic Center
FromUS$ 192 /nightSelect
6.0
Guest rating
Modern 2 Suites Vacation Apartment Re7659-304
6 adults
3 bedrooms
3 beds
Map11.6 mi from City Centre900 yd from Watson Golf Course
FromUS$ 197 /nightSelect
Hidden Oasis Near Orlando, Disney, Etc.
Map15.5 mi from City Centre1500 yd from
FromUS$ 114 /nightSelect
Golf Resort Condo, Reunion Resort
6 adults
3 bedrooms
4 beds
Map11.6 mi from City Centre1300 yd from Watson Golf Course
FromUS$ 352 /nightSelect
Fabulous Apartment At Storey Lake Sl47513
Map5.4 mi from City Centre1400 yd from Fantasy Surf
FromUS$ 198 /nightSelect
6.6
Nice
3B2B-Beautiful Lake View-Baby Friendly-Free Water Park!No Resort Fee-5 Miles To Disney-Storey Lake 3141
Map5.2 mi from City Centre1200 yd from Port O'call RV Resort
FromUS$ 215 /nightSelect
3131 Paradox Cir Unit 203
Map5.3 mi from City Centre1300 yd from Port O'call RV Resort
FromUS$ 240 /nightSelect
7.0
Very good
Luxury And Vintage Space To Enjoy Your Vacation!!
Map6.0 mi from City Centre1.1 mi from Falcon's Fire Golf Course
FromUS$ 126 /nightSelect
Brand New Townhouse, Min From Disney
Map14.8 mi from City Centre
FromUS$ 137 /nightSelect
Your Orlando Stay 15 Min To Disney - Dvh01
Map14.0 mi from City Centre1400 yd from
FromUS$ 139 /nightSelect
Brandnew 2023 Lakefront Apt
Map4.7 mi from City Centre1400 yd from Walk N Sticks Golf Club
FromUS$ 176 /nightSelect
Kissimmee Abode With Community Pool And Hot Tub!
Map5.6 mi from City Centre600 yd from Aaabbb Bass Guide-Shiner King
FromUS$ 93 /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