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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101-120 out of 710
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
2 Bedroom Vacation Condo Kissimmee
8 adults
2 bedrooms
3 beds
MapClose to major theme parks9km
  • Two bedrooms with private entrance
  • Equipped kitchen for family dining
  • On-site fitness centre available
  • Fitness Centre
  • Equipped Kitchen
  • Private Entrance
Family-friendly vacation rental near Orlando attractions
FromUS$ 128 /nightSelect
Resort Experience For Up To 6
Map12.5 mi from City Centre1400 yd from
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Your Happy Place At Tuscana Resort
Map12.5 mi from City Centre1300 yd from
FromUS$ 200 /nightSelect
Grand Villas Of Island 3Br Apartment Near Disney Parks
Map14.4 mi from City Centre1700 yd from
FromUS$ 97 /nightSelect
Unit 37 Somerset Villas
Map5.5 mi from City Centre1.0 mi from Kissimmee Go-Karts
FromUS$ 148 /nightSelect
3 Bed - Private Oasis - Completley Immaculate
Map15.2 mi from City Centre1.5 mi from
FromUS$ 78 /nightSelect
Uniquely Chic Home Near Disney!
MapNearby Orlando attractions0m
  • Private pool with garden view
  • On-site hot tub and fitness center
  • Family-friendly outdoor swimming pool
  • Private pool
  • Hot tub
  • Fitness center
Family-friendly resort with luxurious relaxation options
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3121-304Fr Storey Lake, Condo 2/2 Lake View
MapNear Disney attractions11km
  • Outdoor swimming pool available
  • Fully equipped kitchen and dining space
  • 24-hour front desk service
  • Outdoor pool
  • Kitchen
  • 24-hour reception
Condo with lake view near Disney attractions
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*Roseville Disney Villa Pool+Bbq+King Bed+Parks*
MapProximity to Disney parks16km
  • Private pool and hot tub available
  • Outdoor activities like biking and mini golf
  • Kids' pool and private beach area
  • Outdoor pool
  • Private beach
  • Hot tub
Family-friendly resort with private pool and barbecue
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1115Ao Champions Gate,Condo + Game Room
MapAccess to Disney theme parks21km
  • Outdoor swimming pool available
  • Full kitchen with modern appliances
  • On-site game room for entertainment
  • Game room
  • Fitness centre
  • Outdoor pool
Family-friendly resort with extensive recreational options
FromUS$ 148 /nightSelect
1103Ez Champions Gate,Condo + Game Room
MapNearby Disney attractions21km
  • Outdoor swimming pool access for relaxation
  • Game room for family entertainment options
  • Fitness center available on-site for workouts
  • Game room
  • Fitness center
  • Outdoor pool
Resort with game room and convenient access to attractions
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1155Ag Champions Gate,Condo + Game Room
MapNear Disney's attractions21km
  • Outdoor swimming pool access
  • Spacious three-bedroom rooms
  • On-site game room available
  • Game room
  • Golf course
  • Fitness centre
Family-friendly resort with extensive leisure amenities
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Deluxe Apartment At Storey Lake Sl47412
Map5.3 mi from City Centre1500 yd from Port O'call RV Resort
FromUS$ 233 /nightSelect
Lakeview Tiny House Near Airport & Universal Studios
Map2.9 mi from City Centre1700 yd from
FromUS$ 119 /nightSelect
5Bd 4 And A Half Ba 2 Story Apt 49-215
Map11.6 mi from City Centre1200 yd from Nicklaus Course
Select
Apartamento Perto Disney
Map6.3 mi from City Centre1700 yd from Fun Spot America Kissimmee
FromUS$ 49 /nightSelect
Minutes To Mickey At Tuscana Resort
Map12.4 mi from City Centre1500 yd from
FromUS$ 179 /nightSelect
Luxury Orlando 1Br Condo With Pool View & Next To Disney
Map6.8 mi from City Centre900 yd from Fun Spot America Kissimmee
FromUS$ 123 /nightSelect
Orlando 1Br Comfort With Lake View Minutes To Disney Parks
Map6.8 mi from City Centre900 yd from Fun Spot America Kissimmee
FromUS$ 144 /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