Kissimmee Vacation Rentals

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Our top choices for Kissimmee vacation rentals

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3,850 reviews)
"Nice place to stay and close to the parks. "
United States
Kena
The price is ¥11,467
¥16,997 total
includes taxes & fees
Apr 18 - Apr 19
Vacation Village Orlando, Celebration

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 ¥9,643
¥41,312 total
includes taxes & fees
May 12 - May 13
Super Boho - At Lake Toho Fishing Vintage Vibes

Harmony Ensuite Room Shared Home No Car

Harmony Ensuite Room Shared Home No Car
2.0 star property
Kissimmee
The price is ¥6,693
¥18,745 total
includes taxes & fees
Apr 20 - Apr 21
Harmony Ensuite Room Shared Home No Car

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 ¥10,703
¥33,544 total
includes taxes & fees
Apr 13 - Apr 14
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.2 out of 10, Wonderful, (263 reviews)
"We love staying at this resort, great area"
United States
Mary
The price is ¥15,466
¥19,542 total
includes taxes & fees
Apr 20 - Apr 21
Barefoot'n Resort Kissimmee Orlando

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,168 reviews)
"The accommodations, cleanliness, and staff were wonderful! "
United States
Cynthia
The price is ¥23,015
¥27,684 total
includes taxes & fees
Apr 26 - Apr 27
The Berkley, Orlando

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 ¥8,868
¥32,364 total
includes taxes & fees
Apr 13 - Apr 14
The Irlo

FL- 1844 GOBI DR

FL- 1844 GOBI DR
3.0 star property
Kissimmee
The price is ¥18,157
¥58,833 total
includes taxes & fees
Apr 14 - Apr 15
FL- 1844 GOBI DR

Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,856 reviews)
"Loved it had everything we needed"
United States
Kimberlee
The price is ¥12,202
¥16,998 total
includes taxes & fees
Apr 20 - Apr 21
Barefoot Suites

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 ¥11,147
¥12,652 total
includes taxes & fees
Apr 13 - Apr 14
Maple Leaf Inn & Suites

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 ¥11,149
¥33,917 total
includes taxes & fees
Apr 13 - Apr 14
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

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 ¥11,226
¥39,316 total
includes taxes & fees
Apr 13 - Apr 14
Super Boho- At Lake Toho s Water Sleeps 6

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 ¥17,609
¥53,429 total
includes taxes & fees
Apr 19 - Apr 20
Modern 3 Bed Villa, Newly Renovated, Prime Location

Cozy 2BD/2BTH Condo Near Disney

Cozy 2BD/2BTH Condo Near Disney
Kissimmee
9.4 out of 10, Exceptional, (20 reviews)
"Great host, very cozy, close to Disney and other attractions."
United States
Jessica D.
The price is ¥8,792
¥27,083 total
includes taxes & fees
Apr 13 - Apr 14
Cozy 2BD/2BTH Condo Near Disney

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 ¥19,925
¥41,594 total
includes taxes & fees
Apr 27 - Apr 28
Kissimmee Vacation Homes by Shine FM

Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is ¥17,042
¥66,421 total
includes taxes & fees
Apr 13 - Apr 14
Serenity - Family & Pet Friendly, Amazing Location

< 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 ¥14,812
¥56,577 total
includes taxes & fees
Apr 29 - Apr 30
< 2 Mi to WDW Attractions: Luxe Family Getaway!

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 ¥17,574
¥48,689 total
includes taxes & fees
Apr 26 - Apr 27
LOVELY LUXURY APARTMENT CLOSE DISNEY

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, (3,102 reviews)
"Great location and amenities."
United States
Jennifer
The price is ¥13,883
¥47,211 total
includes taxes & fees
Apr 13 - Apr 14
Regal Oaks Resort Vacation Townhomes by IDILIQ

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 ¥8,792
¥21,659 total
includes taxes & fees
Apr 16 - Apr 17
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.
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Top Kissimmee Hotel Reviews

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:

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Frequently asked questions

Can I find vacation rentals in Kissimmee?

Yes, we have vacation rentals in Kissimmee close to Disney's Animal Kingdom® Theme Park, or you can select a secluded option if you'd like a relaxing place to 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's the top vacation rental that Kissimmee has to offer?

The Berkley, Orlando: This Kissimmee vacation home rental offers a furnished patio, a terrace, and a barbecue grill 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 vacation with an arcade game room and a 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 vacation rentals are there in Kissimmee?

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

What can I see and do in Kissimmee?

Disney's Animal Kingdom® Theme Park and Walt Disney World® Resort are a couple of 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 vacation rentals like in Kissimmee?

Vacation rentals are privately owned properties you can book for several days or more in Kissimmee. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip.