Vacation rentals in Kissimmee, United States

Carefully selected & verified rentals in Kissimmee, United States
Check-in
06Dec2025Select date
Check-out
07Dec2025Select date
Rooms and Guests2 Guests, 1 Room
Kissimmee is close to Disney World with fun spots like Old Town, where you can enjoy rides and shops. For nature lovers, check out Lake Tohopekaliga for fishing or canoeing, and visit Osceola Heritage Park for events. You'll find a range of hotels here, from budget-friendly Marriott hotels to pet-friendly Hilton hotels. Our selection of hotels includes those near Old Town and features like pools, unique designs, and local charm. Book your stay early, especially during holidays, to grab the best deals and consider renting a car for easy travels.
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Only 5 Miles From Disney! Free Water Park! 2 Bed, 2 Bath Condo, Sleeps 8 Kissimmee
8 adults
2 bedrooms
4 beds
MapNear Disney parks5 miles
  • Free water park access for guests
  • Spacious rooms with city views
  • Hot tub and outdoor pool available
  • Water park
  • Outdoor pool
  • Hot tub
Family-friendly resort with water park amenities
FromUS$ 231 /nightSelect
Resort Cottage Near Parks At Great Price! Kissimmee
MapNearby theme parks24km
  • Private pool for guest enjoyment
  • Free private parking available
  • Air-conditioned living spaces
  • Private Pool
  • Outdoor Pool
  • Air Conditioning
Resort offering private pool and convenient access
FromUS$ 112 /nightSelect
Beautiful Apartments 5 Minutes Away From Disney!
Map8.4 km from City Centre3.0 km from Pioneer Village at Shingle Creek
FromUS$ 156 /nightSelect
Florida Vacation Condo - No Resort Fees
Map20.1 km from City Centre1.2 km from
FromUS$ 159 /nightSelect
Somerset Villas 84
MapNearby Disney attractions10km
  • Outdoor swimming pool and sauna available
  • Fully equipped kitchen for home-cooked meals
  • Air-conditioned rooms with garden views
  • Outdoor pool
  • Sauna
  • Fully equipped kitchen
Family-friendly resort with exceptional leisure amenities
FromUS$ 188 /nightSelect
Bahama Bay Resort
Map25.0 km from City Centre1.2 km from
FromUS$ 88 /nightSelect
Awesome Apartment At Storey Lake Sl47318
Map8.6 km from City Centre1.3 km from Port O'call RV Resort
FromUS$ 128 /nightSelect
Great 3 Bedroom Vacation Apartment With Balcony At Reunion Resort Re1356
8 adults
3 bedrooms
3 beds
Map18.6 km from City Centre600 m from Watson Golf Course
FromUS$ 188 /nightSelect
Condo 2Bed2Bath Next To Disney W Free Water Park
MapNear Disney attractions22km
  • Indoor swimming pool available year-round
  • Fitness centre for guest wellness
  • Free access to water park facilities
  • Indoor Pool
  • Fitness Centre
  • Water Park
Resort featuring water park access and fitness options
FromUS$ 158 /nightSelect
6 Mi To Disney Getaway With Pool Access
Map9.0 km from City Centre1.8 km from Kissimmee Go-Karts
FromUS$ 152 /nightSelect
Veteran Owned 3Bdr/3 Bath Townhouse W/Wifi 3Mi To Disney - Fall/Winter Specials
MapProximity to Disney parks3mi
  • Outdoor pools with hot tubs
  • Spa facilities including sauna
  • Family-friendly dining available
  • Outdoor pools
  • Sauna
  • Dining options
Family-oriented townhouse with pools and spa amenities
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Cozy Resort Condo Near Top Attractions In Orlando
MapClose to restaurants300m
  • Outdoor swimming pool
  • On-site fitness center
  • Private parking available
  • Fitness center
  • Outdoor pool
  • Kids' pool
Resort featuring modern amenities and recreational options
FromUS$ 92 /nightSelect
Red Brick House
Map3.7 km from City Centre1.9 km from Osceola County Stadium
FromUS$ 55 /nightSelect
My Home In Orlando
Map9.3 km from City Centre400 m from Fantasy Surf
FromUS$ 235 /nightSelect
Splendid Thematic 2Br With Waterpark
6 adults
2 bedrooms
3 beds
MapNearby theme parks and attractions11km
  • Outdoor swimming pool available year-round
  • On-site spa with wellness treatments offered
  • Water park access for family fun
  • Outdoor pool
  • Spa services
  • Fitness center
Resort featuring water park and wellness facilities
FromUS$ 178 /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$ 325 /nightSelect
2Br Townhouse Near Disney
Map22.0 km from City Centre
FromUS$ 118 /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$ 225 /nightSelect
Villas At Laguna Bay
6 adults
2 bedrooms
3 beds
MapNear Disney's Hollywood Studios12km
  • Heated outdoor swimming pool
  • On-site fitness centre
  • Private balcony with views
  • Heated pool
  • Fitness centre
  • Hot tub
Resort with heated pool and extensive leisure amenities
FromUS$ 75 /nightSelect
Grand Holiday 3Br Condo Resort Near Disney Parks
Map23.3 km from City Centre1.5 km from
FromUS$ 76 /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$ 659
⬇️ The lowest price
US$ 35
đź’¸ Average price for
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:

How to get to Kissimmee

Explore local transportation options with ease

Airports
Orlando International (MCO)

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.

Other cities in United States

Check-in
06Dec2025Select date
Check-out
07Dec2025Select date
Rooms and Guests2 Guests, 1 Room