Book Luxury Holiday Lettings in Kissimmee

Award-winning homes from £98

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Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

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Home spotlights in Kissimmee

Bulletproof Blue

Bulletproof Blue

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

This stunning 2-bedroom, 2-bathroom vacation rental condo is situated in the beautiful Storey Lake Resort. The condo boasts a spacious king bedroom with an en-suite bathroom and a second bedroom with full-over-full bunk beds.

The Canyoneer

The Canyoneer

  • 11 guests

  • 4 bedrooms

Osceola County, Florida

This stunning brand new vacation rental is a four-bedroom, three-bathroom property with a private pool located in the beautiful Storey Lake Resort. The bedrooms are spacious and include a king bedroom downstairs, a king suite upstairs, one bedroom with full and twin beds, and another with full over full bunk beds.

Casa Rosita

Casa Rosita

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

This stunning vacation rental is a brand new 4 bedroom, 3 bathroom property with a private pool located in the Storey Lake Resort. This luxurious rental offers one king bedroom downstairs and an upstairs king suite, as well as two bedrooms with full and twin beds each.

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 Holiday Lettings

Explore the 87 most perfect homes in our collection

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Most popular homes in Kissimmee

Yachts & Yacht Houses

Yachts & Yacht Houses

  • 15 guests

  • 4 bedrooms

Campbell, Osceola County

Sargasso Seas

Sargasso Seas

  • 7 guests

  • 2 bedrooms

Osceola County, Florida

The Master of the House

The Master of the House

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

Sunshine On The Ocean

Sunshine On The Ocean

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

Daddy Long Bait

Daddy Long Bait

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

Paradise on the Shore

Paradise on the Shore

  • 12 guests

  • 5 bedrooms

Osceola County, Florida

Sea View Sanctuary

Sea View Sanctuary

  • 20 guests

  • 7 bedrooms

Osceola County, Florida

Coral Reef Dreams

Coral Reef Dreams

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

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Frequently asked questions

Explore our selection of the finest luxury Holiday Lettings for your next getaway in Kissimmee. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Kissimmee has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Lettings for your trip.

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