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, (4,227 reviews)
"Great place, great price. Would definitely stay again."
United States
Ebony
The price is ￥10,320
￥15,695 total
includes taxes & fees
May 31 - Jun 1
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 ￥6,832
￥31,555 total
includes taxes & fees
Jun 2 - Jun 3
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 ￥11,433
￥16,123 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, (2,239 reviews)
"Excellent place to stay. Very clean with all the amenities. "
United States
Shari
The price is ￥19,493
￥23,722 total
includes taxes & fees
Jun 25 - Jun 26
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, (149 reviews)
"This apartment was beautiful inside and out. The staff was polite and went above and beyond to help us enjoy our experience. The atmosphere was laid back and so relaxing that we did not want to leave. We had no issues at all. The shopping and gas stations were in a very short driving or walking distance. The property was clean and the neighbors were quiet and friendly."
United States
Latara
The price is ￥11,944
￥14,989 total
includes taxes & fees
May 31 - Jun 1
Villas at Fortune Place
Outdoor pool

Aster Cove

Aster Cove
4.0 star property
Crescent Lakes
The price is ￥24,049
￥86,505 total
includes taxes & fees
May 29 - May 30
Aster Cove
2 outdoor pools

Value Edge

Value Edge
Kissimmee
The price is ￥7,724
￥18,323 total
includes taxes & fees
Jun 7 - Jun 8
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 ￥16,379
￥39,927 total
includes taxes & fees
Jun 2 - Jun 3
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 ￥15,227
￥45,121 total
includes taxes & fees
May 29 - May 30
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 ￥15,289
￥59,469 total
includes taxes & fees
May 30 - May 31
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)
"The animals are amazing and the location for Animal Kingdom was perfect! The room was clean and comfortable."
United States
Kelly
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 ￥9,554
￥10,844 total
includes taxes & fees
May 31 - Jun 1
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, (166 reviews)
"Not far from Disney properties. Great amenities!"
United States
DELMA T.
The price is ￥10,352
￥33,012 total
includes taxes & fees
Jun 1 - Jun 2
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
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, (1,986 reviews)
"Great place for families "
United States
Luis
The price is ￥34,933
￥71,578 total
includes taxes & fees
Jun 2 - Jun 3
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, (307 reviews)
"Clean room would book again, great service"
United States
Alexandra
The price is ￥19,331
￥23,929 total
includes taxes & fees
May 31 - Jun 1
Barefoot'n Resort Kissimmee Orlando
Living area

Cozy 2BD/2BTH Condo Near Disney

Cozy 2BD/2BTH Condo Near Disney
Kissimmee
9.4 out of 10, Exceptional, (23 reviews)
"Great host, very cozy, close to Disney and other attractions."
United States
Jessica D.
The price is ￥9,428
￥27,803 total
includes taxes & fees
Jun 1 - Jun 2
Cozy 2BD/2BTH Condo Near Disney
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 ￥13,217
￥41,935 total
includes taxes & fees
Jun 2 - Jun 3
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, (3,138 reviews)
"My stays was good with family"
United States
Samer
The price is ￥13,946
￥47,281 total
includes taxes & fees
May 31 - Jun 1
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 ￥22,469
￥69,246 total
includes taxes & fees
Jun 2 - Jun 3
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)
"Staff was pleasant, , room was clean "
United States
Patricia
The price is ￥10,870
￥34,635 total
includes taxes & fees
Jun 2 - Jun 3
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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"It was modern and very clean. We loved the decor in the lobby and the staff were very responsive. If they had more parking spaces available in front of hotel it would have been more convenient and no parking fee."
Nellie 4-night trip
Posted 1 hour ago
Kompose Boutique Resort at Theme Parks

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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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 Glam Villa Near the Parks w Gamer & Princess BRs, Huge Theater, Arcade, Spa Pool and Pool, Hot Tub+Game Rm, Mins to Disney & Universal | Sunshine Ridge by AvantStay.

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.