Kissimmee Vacation Rentals

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Kissimmee vacation rentals

Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,244 reviews)
"Great great stay currently my go to place to stay when I’m in town"
United States
Mario
The price is NT$2,032
NT$3,091 total
includes taxes & fees
Jun 3 - Jun 4
Vacation Village Orlando, Celebration
Outdoor pool

Harmony Ensuite Room Shared Home No Car

Harmony Ensuite Room Shared Home No Car
2.5 star property
Kissimmee
The price is NT$1,380
NT$6,253 total
includes taxes & fees
Jun 1 - Jun 2
Harmony Ensuite Room Shared Home No Car
Outdoor pool, pool umbrellas, sun loungers

Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,876 reviews)
"Great for families"
United States
Frank
The price is NT$2,530
NT$3,491 total
includes taxes & fees
Jun 1 - Jun 2
Barefoot Suites
Lobby sitting area

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,244 reviews)
"I love the location of this place."
United States
William
The price is NT$3,999
NT$4,851 total
includes taxes & fees
Jun 14 - Jun 15
The Berkley, Orlando
2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (150 reviews)
"Clean, professional"
United States
thomas
The price is NT$2,352
NT$2,952 total
includes taxes & fees
Jun 7 - Jun 8
Villas at Fortune Place
Outdoor pool

Aster Cove

Aster Cove
4.0 star property
Crescent Lakes
The price is NT$4,857
NT$17,179 total
includes taxes & fees
Jun 1 - Jun 2
Aster Cove
2 outdoor pools

Value Edge

Value Edge
Kissimmee
The price is NT$1,568
NT$3,662 total
includes taxes & fees
Jun 1 - Jun 2
Value Edge
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, (4 reviews)
"Would stay again and so should you! "
United States
katie
The price is NT$3,317
NT$7,965 total
includes taxes & fees
Jun 8 - Jun 9
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
House | 2 bedrooms

Super Boho Waterfront Retreat w Fishing Views

Super Boho Waterfront Retreat w Fishing Views
2.0 star property
Historic Downtown Kissimmee
The price is NT$3,570
NT$9,533 total
includes taxes & fees
Jun 15 - Jun 16
Super Boho Waterfront Retreat w Fishing Views
House (3 Bedrooms) | Interior

Oasis Near Disney w Golf View, Family&pet Friendly

Oasis Near Disney w Golf View, Family&pet Friendly
3.0 star property
Reunion
The price is NT$3,011
NT$11,711 total
includes taxes & fees
Jun 1 - Jun 2
Oasis Near Disney w Golf View, Family&pet Friendly
Terrace/patio

Disney's Animal Kingdom Villas - Kidani Village

Disney's Animal Kingdom Villas - Kidani Village
4.0 star property
Bay Lake
9.0 out of 10, Wonderful, (169 reviews)
"Yes all was excellent "
United States
Todd
Disney's Animal Kingdom Villas - Kidani Village
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 NT$1,881
NT$2,135 total
includes taxes & fees
Jun 7 - Jun 8
Maple Leaf Inn & Suites
Exterior

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (1,988 reviews)
"Great place for families "
United States
Luis
The price is NT$6,868
NT$14,073 total
includes taxes & fees
Jun 7 - Jun 8
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Exterior

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (311 reviews)
"Staff were excellent."
United States
Luz
The price is NT$2,665
NT$3,416 total
includes taxes & fees
Jun 7 - Jun 8
Barefoot'n Resort Kissimmee Orlando
House (3 Bedrooms) | Interior

Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is NT$2,164
NT$7,760 total
includes taxes & fees
Jun 1 - Jun 2
Upstay: Bright Family-friendly Retreat With Patio
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, (3,141 reviews)
"The price is reasonable and staff are really nice."
Canada
Moonyeen
The price is NT$2,746
NT$9,311 total
includes taxes & fees
Jun 1 - Jun 2
Regal Oaks Resort Vacation Townhomes by IDILIQ
House | 4 bedrooms

Kissimmee 4BR l Resort Living l Great Location

Kissimmee 4BR l Resort Living l Great Location
2.0 star property
Kissimmee
The price is NT$3,770
NT$12,893 total
includes taxes & fees
Jun 1 - Jun 2
Kissimmee 4BR l Resort Living l Great Location
Outdoor pool

The Irlo

The Irlo
3.0 star property
Kissimmee
7.4 out of 10, Good, (26 reviews)
"Management and staff have been amazing gave me a tour the facility"
United States
Robert
The price is NT$2,133
NT$6,811 total
includes taxes & fees
Jun 1 - Jun 2
The Irlo
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

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"I really enjoyed my stay! I rented a two bedroom unit and it was very clean and spacious. Loved having a kitchen."
donna 7-night trip
Posted 3 hours ago
Hilton Vacation Club Mystic Dunes Orlando

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
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  • 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!

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 entertainment choices. 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. Other favorite homes for rent in Kissimmee are Casa con Piscina Privada en Orlando and Encore Resort.

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 Osceola County Welcome Center and History Museum. 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.