Kissimmee Holiday Rentals

  • 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
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Kissimmee holiday rentals

Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3,862 reviews)
"Nice place to stay and close to the parks. "
United States
Kena
The price is HK$564
HK$836 total
includes taxes & fees
17 Apr - 18 Apr
Vacation Village Orlando, Celebration
2 bedrooms

Super Boho - At Lake Toho Fishing Vintage Vibes

Super Boho - At Lake Toho Fishing Vintage Vibes
2.0 star property
Historic Downtown Kissimmee
The price is HK$481
HK$2,039 total
includes taxes & fees
14 May - 15 May
Super Boho - At Lake Toho Fishing Vintage Vibes
Room

Harmony Ensuite Room Shared Home No Car

Harmony Ensuite Room Shared Home No Car
2.5 star property
Kissimmee
The price is HK$333
HK$926 total
includes taxes & fees
15 Apr - 16 Apr
Harmony Ensuite Room Shared Home No Car
Lounge

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
4.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Room was clean and ammenities were as advertised. "
United States
John
The price is HK$608
HK$1,742 total
includes taxes & fees
15 Apr - 16 Apr
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
Exterior

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.2 out of 10, Wonderful, (267 reviews)
"We love staying at this resort, great area"
United States
Mary
The price is HK$584
HK$761 total
includes taxes & fees
15 Apr - 16 Apr
Barefoot'n Resort Kissimmee Orlando
Lobby sitting area

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,171 reviews)
"The accommodations, cleanliness, and staff were wonderful! "
United States
Cynthia
The price is HK$1,198
HK$1,436 total
includes taxes & fees
30 Apr - 1 May
The Berkley, Orlando
Outdoor pool

The Irlo

The Irlo
3.0 star property
Kissimmee
7.8 out of 10, Good, (19 reviews)
"The location is not that far for people who want to go to Disney World or Universal Studios and the room overall is prepared well and the air conditioning plays a big factor."
United States
Edward
The price is HK$436
HK$1,591 total
includes taxes & fees
22 Apr - 23 Apr
The Irlo
Private kitchen

FL- 1844 GOBI DR

FL- 1844 GOBI DR
3.0 star property
Kissimmee
The price is HK$885
HK$2,884 total
includes taxes & fees
15 Apr - 16 Apr
FL- 1844 GOBI DR
Outdoor pool, pool umbrellas, pool loungers

Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,858 reviews)
"Loved it had everything we needed"
United States
Kimberlee
The price is HK$607
HK$844 total
includes taxes & fees
20 Apr - 21 Apr
Barefoot Suites
Outdoor pool

Maple Leaf Inn & Suites

Maple Leaf Inn & Suites
2.5 star property
Kissimmee
6.8 out of 10, (71 reviews)
"The room was clean and the staff was okay "
United States
Shaneka
The price is HK$470
HK$533 total
includes taxes & fees
15 Apr - 16 Apr
Maple Leaf Inn & Suites
Exterior

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Kissimmee
9.2 out of 10, Wonderful, (161 reviews)
"Excellent accommodations."
United States
Raychelle
The price is HK$509
HK$1,623 total
includes taxes & fees
21 Apr - 22 Apr
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
2 bedrooms

Super Boho- At Lake Toho s Water Sleeps 6

Super Boho- At Lake Toho s Water Sleeps 6
2.0 star property
Historic Downtown Kissimmee
The price is HK$546
HK$1,926 total
includes taxes & fees
15 Apr - 16 Apr
Super Boho- At Lake Toho s Water Sleeps 6
Interior

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Good location, clean, safe, and modern! Definitely will be back!"
United States
Christine
The price is HK$808
HK$2,562 total
includes taxes & fees
19 Apr - 20 Apr
Modern 3 Bed Villa, Newly Renovated, Prime Location
Living area

Cozy 2BD/2BTH Condo Near Disney

Cozy 2BD/2BTH Condo Near Disney
Kissimmee
9.6 out of 10, Exceptional, (21 reviews)
"Great host, very cozy, close to Disney and other attractions."
United States
Jessica D.
The price is HK$439
HK$1,339 total
includes taxes & fees
27 Apr - 28 Apr
Cozy 2BD/2BTH Condo Near Disney
In-room dining

Kissimmee Vacation Homes by Shine FM

Kissimmee Vacation Homes by Shine FM
4.0 star property
Kissimmee
8.2 out of 10, Very good, (80 reviews)
"The pool was a plus."
United States
Kateria
The price is HK$980
HK$2,045 total
includes taxes & fees
27 Apr - 28 Apr
Kissimmee Vacation Homes by Shine FM
Interior

Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is HK$662
HK$3,060 total
includes taxes & fees
15 Apr - 16 Apr
Serenity - Family & Pet Friendly, Amazing Location
Interior

< 2 Mi to WDW Attractions: Luxe Family Getaway!

< 2 Mi to WDW Attractions: Luxe Family Getaway!
4.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"We really enjoyed our Disney trip! Very convenient location!"
United States
Zaily
The price is HK$728
HK$2,782 total
includes taxes & fees
29 Apr - 30 Apr
< 2 Mi to WDW Attractions: Luxe Family Getaway!
Private kitchen

LOVELY LUXURY APARTMENT CLOSE DISNEY

LOVELY LUXURY APARTMENT CLOSE DISNEY
3.5 star property
Kissimmee
8.4 out of 10, Very good, (8 reviews)
"We liked the friendliness of the folks around us. Once we got used to the the streets and how they changed names we were able to navigate around without trouble. At first though we got lost quite often. There weren't enough towels and wash cloths and the kitchen faucet had a broken faucet nut which we had to fix ourselves a couple of times. Other than that it was a most comfortable abode and we are glad that we rented it. "
United States
Edward
The price is HK$839
HK$2,366 total
includes taxes & fees
14 May - 15 May
LOVELY LUXURY APARTMENT CLOSE DISNEY
Exterior

Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
Kissimmee
8.4 out of 10, Very good, (3,105 reviews)
"Great location and amenities."
United States
Jennifer
The price is HK$683
HK$2,321 total
includes taxes & fees
15 Apr - 16 Apr
Regal Oaks Resort Vacation Townhomes by IDILIQ
Terrace/patio

Sunset Bliss Retreat Condo - Near Disney

Sunset Bliss Retreat Condo - Near Disney
Kissimmee
9.6 out of 10, Exceptional, (42 reviews)
"Great stay. Beautiful unit. Host was responsive. "
Canada
Kelly
The price is HK$432
HK$1,065 total
includes taxes & fees
16 Apr - 17 Apr
Sunset Bliss Retreat Condo - Near Disney
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kissimmee Hotel Reviews

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

6/10 Okay
"There is not adult hot tub and the water park closes at 5pm when you aren’t able to check-in until 4pm, so we were never able to go which was part of why we went there. "
Ashley 1-night trip
Posted 2 hours ago
Margaritaville Resort Orlando with H2O Waterpark

Find out more about Kissimmee

Search for holiday rentals in Kissimmee on Expedia! You can easily find your home rentals, villas, holiday apartments in Kissimmee using one of the methods below:

  • View our selection of featured holiday rentals in Kissimmee
  • Use the map to find apartments and other holiday homes in the Kissimmee neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kissimmee while they last

Look no further and take a look at our great range of rental properties in Kissimmee!

Explore a world of travel with Expedia

Frequently asked questions

Can I find holiday rentals in Kissimmee?

Yes, there are holiday rentals in Kissimmee close to Disney's Animal Kingdom® Theme Park, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Kissimmee like the fun-filled theme parks and renowned opera. The array of shops and lively festivals are some other things you might want to check out while you're here.

What are some of the best holiday rentals that Kissimmee has to offer?

The Berkley, Orlando: This highly rated holiday home rental in Kissimmee offers a furnished patio, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave and a coffee maker. You can relax into your holiday with an arcade/games room and 1 hot tub. Another good choice for your trip to Kissimmee is Glam Villa Near the Parks w Gamer & Princess BRs, Huge Theater, Arcade, Spa Pool.

How many holiday rentals are there in Kissimmee?

Choose from 1595 Expedia holiday rentals in Kissimmee for a memorable holiday.

What can I see and do in Kissimmee?

Disney's Animal Kingdom® Theme Park and Walt Disney World® Resort are a couple of the family-friendly sights, whereas cultural attractions include Medieval Times and Capone's Dinner Show. Other popular places to visit in the area include Old Town and Disney Springs™.

What are holiday rentals like in Kissimmee?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kissimmee. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.