Vacation rentals in Kissimmee, United States

Carefully selected & verified rentals in Kissimmee, United States
Check-in
19Oct2025Select date
Check-out
20Oct2025Select 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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8.2
Great
Star Island Resort And Club - Near Disney Kissimmee
FromUS$ 86 /nightSelect
Caribe Cove Resort Kissimmee
The largest option:
8 adults
3 bedrooms
4 beds
Map24.4 km from City Centre2.5 km from
FromUS$ 63 /nightSelect
Irises House - Private Room In Home
MapProximity to Gatorland28km
  • Shared kitchen for guest convenience
  • Flat-screen TV with streaming services
  • Free private parking available
  • Shared kitchen
  • Flat-screen TV
  • Private parking
Homestay offering private rooms near attractions
FromUS$ 40 /nightSelect
Bahama Bay Resort
Map25.0 km from City Centre1.2 km from
FromUS$ 88 /nightSelect
Pool - Wifi - Parking - Best Location !
Map9.6 km from City Centre500 m from Orange World
FromUS$ 63 /nightSelect
Lovely Apartments 18 Minutes Away From Disney!
Map23.1 km from City Centre2.6 km from
FromUS$ 130 /nightSelect
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
Apartment 3 Bedroom In Tuscana Resort , 15" From Disney
Map20.2 km from City Centre1.1 km from
FromUS$ 312 /nightSelect
My Home In Orlando
Map9.3 km from City Centre400 m from Fantasy Surf
FromUS$ 235 /nightSelect
Cozy Master Room With Private Bath
Map5.3 km from City Centre800 m from Give Kids The World Village
FromUS$ 35 /nightSelect
Bahama Bay, Davenport, Florida Oversize 2 Bedroom Condo
6 adults
2 bedrooms
3 beds
MapNear Disney's Animal Kingdom17km
  • Heated outdoor swimming pool
  • Wellness spa with yoga classes
  • On-site restaurant serving American cuisine
  • Outdoor pool
  • Wellness spa
  • Children's playground
Family-friendly resort with extensive recreational amenities
FromUS$ 144 /nightSelect
Ultimate Vacation Villa Near Disney Townhouse
Map6.3 km from City Centre1.2 km from Give Kids The World Village
FromUS$ 96 /nightSelect
Disney Adjacent
6 adults
2 bedrooms
2 beds
MapProximity to Disney attractions16km
  • On-site pool with view for leisure time
  • Tennis court for active family fun
  • Children's playground for younger guests
  • Children's pool
  • Tennis court
  • Hot tub
Family-friendly resort with recreational facilities and amenities
FromUS$ 126 /nightSelect
Cristina'S Tropical Villa/ Just Minutes From Disney!
Map25.0 km from City Centre1.2 km from
FromUS$ 120 /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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Disney Memories At Tuscana Resort
Map20.3 km from City Centre1.0 km from
FromUS$ 178 /nightSelect
Awesome Mediterranean Resort! 15 Minutes To Disney
Map20.2 km from City Centre1.1 km from
FromUS$ 101 /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
Stunning New Condo Close To Disney World
Map18.6 km from City Centre1000 m from Nicklaus Course
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Luxury Getaway 3Br Condo Near Disney Parks
MapNear Disney World attractions1.8km
  • On-site spa and activities available
  • Multiple pools for family enjoyment
  • Pets allowed with wheelchair access
  • On-site spa
  • Multiple pools
  • Pets allowed
Luxury resort with family-friendly amenities and location
FromUS$ 108 /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$ 1 238
⬇️ The lowest price
US$ 35
đź’¸ Average price for
3-star hotels
US$ 181
Apartments
US$ 185

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.

Check-in
19Oct2025Select date
Check-out
20Oct2025Select date
Rooms and Guests2 Guests, 1 Room