Kissimmee Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Kissimmee vacation rentals

A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

1. Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (5,302 reviews)
"Great stay"
United States
Jonatan
The price is P4,647
P6,851 total
includes taxes & fees
Dec 6 - Dec 7
Vacation Village Orlando, Celebration
A pool area with lounge chairs and umbrellas, surrounded by a fence and buildings.

2. Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (282 reviews)
"Love it nice place to stay"
United States
iris
The price is P5,305
P6,589 total
includes taxes & fees
Nov 23 - Nov 24
Villas at Fortune Place
A two-story house with a porch, surrounded by palm trees and greenery.

3. Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (387 reviews)
"My favorite place to stay in Kissimmee"
United States
James
The price is P6,637
P8,320 total
includes taxes & fees
Nov 11 - Nov 12
Barefoot'n Resort Kissimmee Orlando
An aerial view of a resort with two large swimming pools, a tennis court, and a small playground.

4. Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,945 reviews)
"Our favorite hotel to book in Orlando!"
United States
Mary
The price is P6,316
P8,414 total
includes taxes & fees
Nov 15 - Nov 16
Barefoot Suites
A swimming pool with a curved design, surrounded by a paved deck and a fence.

5. Lyrios Vacation Rentals - The Palms

Lyrios Vacation Rentals - The Palms
4.0 star property
Kissimmee
The price is P5,618
P12,029 total
includes taxes & fees
Nov 15 - Nov 16
Lyrios Vacation Rentals - The Palms
An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

6. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
Kissimmee
9.0 out of 10, Wonderful, (2,370 reviews)
"Great stay!"
United States
Haley
The price is P12,547
P31,153 total
includes taxes & fees
Nov 11 - Nov 12
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
A resort with a large central pool, multiple guest villas, and a scenic view of the surrounding landscape.

7. 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, (3,276 reviews)
"Nice property friendly place"
United States
Tina
The price is P5,641
P18,907 total
includes taxes & fees
Nov 11 - Nov 12
Regal Oaks Resort Vacation Townhomes by IDILIQ
A wooden dock leading to a calm lake with a 'NO SWIMMING' sign, surrounded by trees and a clear sky.

8. Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (290 reviews)
"Clean rooms and great parking."
United States
Rose
The price is P5,086
P6,342 total
includes taxes & fees
Nov 29 - Nov 30
Grand Lake Resort
A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

9. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (188 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
The price is P5,257
P7,039 total
includes taxes & fees
Nov 23 - Nov 24
Lifetime of Vacations Resort
A modern kitchen with a dining area, featuring a large island, grey and beige furniture, and a TV mounted on the wall.

10. 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, (12 reviews)
"Would stay again and so should you! "
United States
katie
The price is P6,053
P15,321 total
includes taxes & fees
Nov 16 - Nov 17
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
A modern bathroom with a white sink, a large mirror, a wooden shelf with a coffee maker, and a microwave.

11. Hotel-Style Room Pool, Disney Shuttle

Hotel-Style Room Pool, Disney Shuttle
3.0 star property
Kissimmee
The price is P2,326
P7,220 total
includes taxes & fees
Nov 17 - Nov 18
Hotel-Style Room Pool, Disney Shuttle
A hotel sign advertising Maple Leaf Inn & Suites with a large maple leaf logo, a website for discount tickets, and mentions low rate 3-hour blocks, free WiFi, and a nearby university.

12. Maple Leaf Inn & Suites

Maple Leaf Inn & Suites
2.5 star property
Kissimmee
7.0 out of 10, Good, (73 reviews)
"Yes recomende"
United States
Alex
The price is P3,720
P4,222 total
includes taxes & fees
Nov 11 - Nov 12
Maple Leaf Inn & Suites
A spacious lobby with modern furniture, large windows, and a high ceiling.

13. Vacation Townhomes by IDILIQ at Encantada Resort

Vacation Townhomes by IDILIQ at Encantada Resort
3.0 star property
Kissimmee
8.4 out of 10, Very good, (1,483 reviews)
"Nice stay"
United States
Pamela
The price is P4,549
P17,668 total
includes taxes & fees
Nov 11 - Nov 12
Vacation Townhomes by IDILIQ at Encantada Resort
A hallway with framed artwork on the walls, a patterned rug on the floor, and a leather sofa in the background.

14. 129 Seneca Point Trl

129 Seneca Point Trl
4.0 star property
Indian Point
The price is P10,781
P29,411 total
includes taxes & fees
Dec 9 - Dec 10
129 Seneca Point Trl
A spacious lobby with a grand chandelier, large windows offering a view of a pool, and a second-floor balcony with a railing.

15. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,503 reviews)
"Excellent place to stay and CLEAN"
United States
Kristyn
The price is P8,548
P10,328 total
includes taxes & fees
Dec 1 - Dec 2
The Berkley, Orlando
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.

16. Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,635 reviews)
"Huge property - not a golfer but still enjoyed the stay"
United States
Karen G
The price is P17,992
P23,422 total
includes taxes & fees
Nov 15 - Nov 16
Reunion Resort & Golf Club
A modern kitchen with dark cabinetry, stainless steel appliances, and a granite countertop.

17. LOVELY LUXURY APARTMENT CLOSE DISNEY

LOVELY LUXURY APARTMENT CLOSE DISNEY
3.5 star property
Kissimmee
8.4 out of 10, Very good, (12 reviews)
"Good price and very comfortable"
United States
Yandra
The price is P6,894
P19,203 total
includes taxes & fees
Nov 11 - Nov 12
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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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 lively festivals. The array of shops and renowned opera are some other things you might want to check out while you're here.

How many vacation rentals are there in Kissimmee?

Choose from 1618 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 Osceola Center for the Arts. 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.