Kissimmee Holiday Rentals

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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, (3,883 reviews)
"Nice place to stay and close to the parks. "
United States
Kena
The price is S$136
includes taxes & fees
22 Apr - 23 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 S$351
includes taxes & fees
19 Apr - 20 Apr
Super Boho - At Lake Toho Fishing Vintage Vibes
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 S$315
includes taxes & fees
18 Apr - 19 Apr
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
Outdoor pool

Harmony Ensuite Room Shared Home No Car

Harmony Ensuite Room Shared Home No Car
2.5 star property
Kissimmee
The price is S$251
includes taxes & fees
23 Apr - 24 Apr
Harmony Ensuite Room Shared Home No Car
Lobby sitting area

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,174 reviews)
"The accommodations, cleanliness, and staff were wonderful! "
United States
Cynthia
The price is S$233
includes taxes & fees
30 Apr - 1 May
The Berkley, Orlando
Private kitchen

FL- 1844 GOBI DR

FL- 1844 GOBI DR
3.0 star property
Kissimmee
The price is S$529
includes taxes & fees
18 May - 19 May
FL- 1844 GOBI DR
Exterior

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.2 out of 10, Wonderful, (269 reviews)
"We love staying at this resort, great area"
United States
Mary
The price is S$191
includes taxes & fees
23 Apr - 24 Apr
Barefoot'n Resort Kissimmee 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 S$259
includes taxes & fees
29 Apr - 30 Apr
The Irlo
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 S$416
includes taxes & fees
21 Apr - 22 Apr
Modern 3 Bed Villa, Newly Renovated, Prime Location
3 bedrooms

Super YES - Many Amenities Relax GYM Courts

Super YES - Many Amenities Relax GYM Courts
2.0 star property
Kissimmee
The price is S$399
includes taxes & fees
20 Apr - 21 Apr
Super YES - Many Amenities Relax GYM Courts
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 S$451
includes taxes & fees
6 May - 7 May
< 2 Mi to WDW Attractions: Luxe Family Getaway!
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 S$101
includes taxes & fees
20 Apr - 21 Apr
Maple Leaf Inn & Suites
Interior

Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is S$493
includes taxes & fees
19 Apr - 20 Apr
Serenity - Family & Pet Friendly, Amazing Location
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 S$385
includes taxes & fees
14 May - 15 May
LOVELY LUXURY APARTMENT CLOSE 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.
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Top Kissimmee Hotel Reviews

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

10/10 Excellent
"Perfect for a family of five. Clean comfortable rooms, good breakfast options, kids enjoyed the playground. Would stay again."
Tyler 1-night trip
Posted 8 hours ago
Palazzo Lakeside Hotel

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 Formosa Valley Resort by UNE Homes.

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.