Kissimmee Vacation Homes

A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Kissimmee holiday homes

1. Sunset Greens Villa

Reunion

Richard

HK$3,170 total

includes taxes & fees

7 Oct - 8 Oct

A modern kitchen with white cabinets, stainless steel appliances, and a marble island with bar stools.

2. Charming 2-bedroom Florida Getaway! Sleeps 6

Kissimmee

Jack Francis G.

HK$2,399 total

includes taxes & fees

7 Oct - 8 Oct

3. SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2772 W

Kissimmee

Casey W.

HK$1,881 total

includes taxes & fees

5 Oct - 6 Oct

A modern bedroom with a large bed, a ceiling fan, and a view of a pool and building.

4. Private Resort Access~King Bed~Hot Tub~Balcony

Kissimmee

paul m.

HK$3,056 total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a central island, built-in appliances, and a large window providing natural light.

5. Resort Stay~Near Disney~Bright~Gym~Hot Tub

Kissimmee

John

HK$2,878 total

includes taxes & fees

5 Oct - 6 Oct

A modern living room with a sofa, ottoman, and glass dining table. There is a kitchen area with a microwave and cabinets.

6. Enchanting Newly Renovated 1.5miles to Disney and Near Tons of Restaurants 760

Kissimmee

Jennifer D.

HK$1,333 total

includes taxes & fees

7 Oct - 8 Oct

A poolside area with lounge chairs, a table, and an umbrella.

7. It’s only 15 minutes drive to Disney World and the amazing outlets in Orlando

Kissimmee

Lonnie M.

HK$2,676 total

includes taxes & fees

5 Oct - 6 Oct

A pool area with a water feature, lounge chairs, and a pergola.

8. Pond Access & Grill! Group Escape, 19 Mi to WDW

Kissimmee

HK$1,582 total

includes taxes & fees

6 Oct - 7 Oct

View all properties

Find holiday rentals that suit your style

Private holiday homes

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Kissimmee Hotel Reviews

Seasons Florida Resort

10/10 Excellent

"Cuarto limpio"

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent

"The staff were great — Edgar and Lisseth the bar tenders had great vibes and made delicious mojitos!! They were super accommodating and made you feel at home. Pool area was open til 11pm ! Hotel is in a nice quiet area, you can see even walk to gift shops. Epcot and magic kingdom are less than 10 minutes away. Ubers cost $15 max. But keep your eye out for Robert, a friendly bald man in the lobby area, he has his own taxi service. there’s a super The hot breakfast and fresh fruit were super convenient! Especially the staff checking you in for breakfast, those women were the sweetest. Great trip overall"

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

10/10 Excellent

"I was impressed with this hotel for the price. I usually stay at the Disney Resorts but we had one night without a reservation so decide to stay at this hotel so our 2 year old toddler could spend a couple hours at their playground. We loved the space for children to play and the rooms were very mordern and cleaned. The staff was always ready to help us."

Find out more about Kissimmee