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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41-60 out of 699
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Hidden Oasis Near Orlando, Disney, Etc. Kissimmee
MapNearby Disney attractions16km
  • Heated outdoor swimming pool
  • Private terrace with garden view
  • Family-friendly bar and lounge
  • Heated pool
  • Garden view
  • Family bar
Family-friendly resort with private terrace amenities
FromUS$ 114 /nightSelect
H - New 2 Bedroom Condo - 5 Miles To Disney - Free Water Park Kissimmee
8 adults
2 bedrooms
3 beds
MapNearby Disney attractions5 miles
  • Heated pool with water slides
  • On-site dining options available
  • Spacious two-bedroom rooms
  • Heated pool
  • Water park
  • On-site dining
Family-friendly resort with water park and dining
FromUS$ 123 /nightSelect
Luxury And Vintage Space To Enjoy Your Vacation!!
MapClose to Disney attractions10min
  • Private pool with lake view
  • Hot tub and outdoor pool
  • Spacious rooms with kitchen
  • Private pool
  • Hot tub
  • Fitness centre
Luxury vacation resort with private pool and spa amenities
FromUS$ 126 /nightSelect
Stylish Condo 3Beds 2Baths 18Min From Disney
MapProximity to Disney attractions22km
  • Outdoor swimming pool available
  • Fully equipped kitchen with oven
  • Spacious rooms with flat-screen TV
  • Outdoor pool
  • Free parking
  • Private entrance
Family-friendly hotel with convenient access to Disney
FromUS$ 102 /nightSelect
3B2B-Beautiful Lake View-Baby Friendly-Free Water Park!No Resort Fee-5 Miles To Disney-Storey Lake 3141
MapClose to Disney parks5 miles
  • On-site water park with slides and activities
  • Scenic lake views and outdoor terrace
  • Family-friendly with play area and toys
  • Water Park
  • Outdoor Pool
  • Hot Tub
Hotel with water park and family-friendly amenities
FromUS$ 203 /nightSelect
3 Bedroom Resort Style Condo, 3 Miles To Disney!
7 adults
3 bedrooms
4 beds
MapProximity to Disney parks3 miles
  • Resort-style rooms with pool view
  • On-site fitness and spa facilities
  • Family-friendly dining options available
  • Pool with view
  • Family restaurant
  • Fitness centre
Family-focused resort with diverse recreational amenities
FromUS$ 199 /nightSelect
Disney Fan Condo-Renovated 2024
Map12.8 mi from City Centre1300 yd from
Select
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$ 135 /nightSelect
Dream Condo
Map5.0 mi from City Centre1600 yd from Kissimmee Go-Karts
FromUS$ 98 /nightSelect
Golf Resort Condo, Reunion Resort
6 adults
3 bedrooms
4 beds
MapClose to Disney attractions15km
  • Outdoor swimming pool with bar
  • Family-friendly restaurant onsite
  • Hot tub in spacious rooms
  • Outdoor pool
  • Spa center
  • Dining area
Resort featuring golf, dining, and outdoor recreation
FromUS$ 218 /nightSelect
Fabulous Apartment At Storey Lake Sl47513
Map5.4 mi from City Centre1400 yd from Fantasy Surf
FromUS$ 198 /nightSelect
Stunning 3Bd Condo 14 Mins To Disney World , Gated
Map4.3 mi from City Centre1300 yd from Kissimmee Go-Karts
FromUS$ 106 /nightSelect
Your Orlando Stay 15 Min To Disney - Dvh01
MapProximity to Disney attractions10km
  • Outdoor swimming pool available for guests
  • Fully equipped kitchen for self-catering
  • Fitness center with essential equipment
  • Outdoor Pool
  • Fitness Center
  • Free Parking
Family-friendly hotel with outdoor pool and fitness center
FromUS$ 138 /nightSelect
Brandnew 2023 Lakefront Apt
Map4.7 mi from City Centre1400 yd from Walk N Sticks Golf Club
FromUS$ 123 /nightSelect
Kissimmee Condo Community Pool, Close To Parks
MapClose to Disney attractions10km
  • Outdoor swimming pool available
  • Hot tub for relaxation
  • Fully equipped kitchen provided
  • Community Pool
  • Hot Tub
  • Game Room
Family-friendly hotel with community pool and hot tub
FromUS$ 93 /nightSelect
Comfortable Apartment, Close To Disney World
Map6.0 mi from City Centre1.2 mi from Fun Spot America Kissimmee
FromUS$ 140 /nightSelect
Gorgeous Apartment At Storey Lake Sl47316
Map5.3 mi from City Centre1500 yd from Port O'call RV Resort
FromUS$ 150 /nightSelect
Stunning Apartment At Storey Lake Sl47317
Map5.3 mi from City Centre1500 yd from Port O'call RV Resort
FromUS$ 104 /nightSelect
Bahama Bay Resort 16109
Map15.6 mi from City Centre1300 yd from
FromUS$ 237 /nightSelect
Cozy Vibes - Tuscana Resort
MapNearby ESPN Wide World of Sports17km
  • Outdoor swimming pool and hot tub
  • Fully equipped kitchen available
  • Children's playground on-site
  • Outdoor pool
  • Hot tub
  • Fitness centre
Family-friendly resort with outdoor leisure activities
FromUS$ 146 /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