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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141-160 out of 699
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Spacious Apartment Near Disney Kissimmee
MapNear Gatorland4.1km
  • Outdoor swimming pool available all year
  • Fully equipped kitchen with dishwasher
  • Billiards and outdoor dining options
  • Fitness centre
  • Outdoor pool
  • Billiards table
Resort with modern amenities for family stays
FromUS$ 233 /nightSelect
Grand Family Premium 3Br Condo Near Disney Parks
6 adults
3 bedrooms
3 beds
MapNear Disney Parks12km
  • Fully equipped kitchen available for use
  • Air-conditioned living space for comfort
  • Free parking for guests' convenience
  • Air Conditioning
  • Free Parking
  • Pet Friendly
Family-friendly apartment near major Orlando attractions
FromUS$ 126 /nightSelect
3120-206Dr Storey Lake, Condo 2/2 Garden View
7 adults
2 bedrooms
4 beds
MapCentral Kissimmee area0m
  • Outdoor swimming pool available for guests
  • Fully equipped kitchen with modern appliances
  • Air-conditioned rooms with private entrance
  • Outdoor pool
  • Fitness centre
  • Garden terrace
Modern condo accommodation with essential leisure amenities
FromUS$ 104 /nightSelect
3150-208Oh Storey Lake, Condo 3/2 Pool View
MapNearby Disney attractions11km
  • Outdoor swimming pool available for guests
  • Fully equipped kitchen with modern appliances
  • 24-hour front desk service for convenience
  • Fitness Centre
  • Outdoor Pool
  • Private Balcony
Hotel featuring a poolside condo with family amenities
FromUS$ 174 /nightSelect
Villa Del Sol
Map2.9 mi from City Centre1.1 mi from Medieval Times
FromUS$ 106 /nightSelect
Modern 5Br - Reunion Resort - Pool Table
Map11.8 mi from City Centre1300 yd from Arnold Palmer Golf Course
FromUS$ 205 /nightSelect
Beautiful Condo In Bahama Bay
Map15.5 mi from City Centre1500 yd from
FromUS$ 126 /nightSelect
3151-307Be Storey Lake, Condo 2/2 Lake View
MapClose to Disney attractions11km
  • Lake view balcony for relaxation
  • Outdoor pool for family fun
  • Fully equipped kitchen for convenience
  • Fitness Centre
  • Outdoor Pool
  • Free Parking
Resort offering modern amenities near Orlando attractions
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Modern- 2 Queen Bed Suite With Pool Near Disney World
Map6.0 mi from City Centre600 yd from Orange World
FromUS$ 107 /nightSelect
The Galactic Getaway, Cozy 3Bed, 2Bath, Centrally Located, Near All Theme Parks
Map4.3 mi from City Centre1300 yd from Kissimmee Go-Karts
FromUS$ 147 /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$ 117 /nightSelect
1-1 Condo-Hotel With Double Bed And Community Pool Miles From Disney!
Map6.0 mi from City Centre600 yd from Orange World
FromUS$ 77 /nightSelect
Disney Enchantment Getaway
Map14.5 mi from City Centre1400 yd from
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Windsor Palms, Next To Clubhouse
Map12.6 mi from City Centre1100 yd from
FromUS$ 252 /nightSelect
Exquisite 2 Bedroom Storey Lake, 7 Min To Disney
Map5.2 mi from City Centre1400 yd from Port O'call RV Resort
FromUS$ 123 /nightSelect
10 Min To Disney! Amazing Location
MapNearby Gatorland attraction10km
  • Year-round outdoor pool
  • On-site water park
  • Air-conditioned rooms
  • Outdoor pool
  • Water park
  • Air conditioning
Family-friendly resort with outdoor leisure activities
FromUS$ 180 /nightSelect
Apartment Kissimmee - Orlando
Map14.0 mi from City Centre1500 yd from
FromUS$ 312 /nightSelect
Amazing 3-2 Condo, Gated Community At Club Cortile!!
MapNearby Disney attractions12km
  • Outdoor swimming pool available
  • Fully equipped kitchen included
  • Private parking on-site
  • Outdoor Pool
  • Fitness Centre
  • Private Parking
Condo in a gated community with family-friendly amenities
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Kissimmee Condo With Private Porch Less Than 7 Mi To Disney!
MapProximity to Disney Springs12km
  • Private porch for outdoor dining
  • Fully equipped kitchen amenities
  • Close to major Disney attractions
  • Outdoor dining
  • Cable TV
  • Air conditioned
Family-friendly condo near Disney with essential amenities
FromUS$ 101 /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