Book Luxury Vacation Rentals in Kissimmee

Award-winning homes from £98

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Kissimmee

The Blue Ocean

The Blue Ocean

  • 7 guests

  • 2 bedrooms

Kissimmee, Osceola County

This brand new 2 bedroom, 2 bathroom vacation rental condo is located in the beautiful Storey Lake Resort, providing guests with an amazing vacation experience. The condo boasts a king bedroom with an en-suite bathroom, as well as another bedroom featuring a full bed, twin bed and sofa bed.

Sunshine on the Seaside

Sunshine on the Seaside

  • 11 guests

  • 4 bedrooms

Campbell, Osceola County

This stunning brand new vacation rental features four bedrooms and three bathrooms, including a king bedroom downstairs, a king suite, a full/twin bed bedroom, and a bunk bed with a twin over full and trundle twin bed. Located in the popular Storey Lake Resort, guests will enjoy easy access to Disney, Disney Springs, malls, and Walmart.

Lake Escapes

Lake Escapes

  • 4 guests

  • 2 bedrooms

Osceola County, Florida

This Orlando resort condo was made for both relaxation and excitement. Wake up to lake views from the private balcony, then dive into the fun with access to resort amenities including pools, a lazy river, golf course, gym, clubhouse, restaurant, and cinema.

Body of Evidence

Body of Evidence

  • 15 guests

  • 4 bedrooms

Kissimmee, Osceola County

This beautiful brand new single-family home in the Storey Lake community is equipped with five bedrooms and five bathrooms, with two bedrooms conveniently located downstairs. The kitchen is fully equipped and the house also features a screened private pool and spa, as well as a game room for entertainment.


We selected the top 3% holiday homes in Kissimmee Vacation Rentals

Explore the 73 most perfect homes in our collection

View on map

Most popular homes in Kissimmee

For You Love

For You Love

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

Orlando Sunshine

Orlando Sunshine

  • 20 guests

  • 7 bedrooms

Osceola County, Florida

Mickey's Melody

Mickey's Melody

  • 15 guests

  • 5 bedrooms

Osceola County, Florida

All Around The House

All Around The House

  • 12 guests

  • 4 bedrooms

Osceola County, Florida

Yachts & Yacht Houses

Yachts & Yacht Houses

  • 15 guests

  • 4 bedrooms

Campbell, Osceola County

Lazy River Retreat

Lazy River Retreat

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

Sunshine Ranch

Sunshine Ranch

  • 13 guests

  • 5 bedrooms

Osceola County, Florida

Friends, Family & Fun

Friends, Family & Fun

  • 13 guests

  • 5 bedrooms

Osceola County, Florida

View all

Check upcoming rates & availability for Kissimmee Vacation Rentals


Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in Kissimmee. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Kissimmee Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

Search Our Collection