A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

Kissimmee Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 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, (5,176 reviews)
"Great friendly staff close to the parks and great food and transportation to local fun spots it was my second visit and ill deffinetly be back again"
United States
Zachary
$101 nightly
The price is $115
Nov 11 - Nov 12
Total with taxes and fees
Vacation Village Orlando, Celebration
A two-story house with a porch, surrounded by palm trees and greenery.

2. Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (376 reviews)
"Nice rooms pool was great definitely will be back"
United States
Gilbert
$100 nightly
The price is $114
Oct 18 - Oct 19
Total with taxes and fees
Barefoot'n Resort Kissimmee Orlando
A modern bathroom with a white sink, a large mirror, a wooden shelf with a coffee maker, and a microwave.

3. Budget Disney Room Pool & Parking

Budget Disney Room Pool & Parking
3.0 star property
Kissimmee
$92 nightly
The price is $105
Oct 18 - Oct 19
Total with taxes and fees
Budget Disney Room Pool & Parking
A covered outdoor area with a wooden picnic table and benches, a grill, and a ceiling fan.

4. Lyrios Vacation Rentals - The Palms

Lyrios Vacation Rentals - The Palms
4.0 star property
Kissimmee
$152 nightly
The price is $172
Oct 18 - Oct 19
Total with taxes and fees
Lyrios Vacation Rentals - The Palms
A hotel room with a large bed, a colorful abstract painting, a window with a view, and a chair.

5. Hotel-Style Room Pool, Disney Shuttle

Hotel-Style Room Pool, Disney Shuttle
3.0 star property
Kissimmee
$100 nightly
The price is $114
Oct 16 - Oct 17
Total with taxes and fees
Hotel-Style Room Pool, Disney Shuttle
A pool area with lounge chairs and umbrellas, surrounded by a fence and buildings.

6. Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (256 reviews)
"Second time staying here, clean, safe, pools are great! absolutely love this location"
United States
Raymond
$96 nightly
The price is $108
Nov 3 - Nov 4
Total with taxes and fees
Villas at Fortune Place
An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

7. 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, (2,315 reviews)
"Our stay was amazing. The cottage was fantastic and the property offers so many amenities. Will definitely stay here again."
United States
Michael
$398 nightly
The price is $451
Oct 26 - Oct 27
Total with taxes and fees
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

8. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (183 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
$108 nightly
The price is $121
Oct 18 - Oct 19
Total with taxes and fees
Lifetime of Vacations Resort
An aerial view of a resort with two large swimming pools, a tennis court, and a small playground.

9. Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,937 reviews)
"Great place to stay!"
United States
David
$101 nightly
The price is $114
Oct 18 - Oct 19
Total with taxes and fees
Barefoot Suites
A balcony with a table and chairs, overlooking a parking area and a body of water.

10. Sunset Bliss Retreat Condo - Near Disney

Sunset Bliss Retreat Condo - Near Disney
Kissimmee
9.6 out of 10, Exceptional, (60 reviews)
"Will stay again ! Amazing place . Host was very responsive to our needs"
United States
marie c.
$141 nightly
The price is $157
Oct 22 - Oct 23
Total with taxes and fees
Sunset Bliss Retreat Condo - Near Disney
A modern living room with a glass dining table, leather sofas, and a flat-screen TV.

11. Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (267 reviews)
"Place was very clean and staff was a great help very friendly and helpful."
United States
Raymond
$93 nightly
The price is $105
Oct 19 - Oct 20
Total with taxes and fees
Grand Lake Resort
A modern kitchen with white cabinets, a central island, and pendant lighting. There is a dining area with a bar stool and a TV mounted on the wall.

12. Luxe Condo Double Bed Bliss Getaway near Disney

Luxe Condo Double Bed Bliss Getaway near Disney
Kissimmee
8.8 out of 10, Excellent, (47 reviews)
"This place is nice. Easy access and the pools are nice. Property is a bit dated but for the price you can’t beat it. I will stay here again."
United States
Jeremy
$144 nightly
The price is $161
Oct 17 - Oct 18
Total with taxes and fees
Luxe Condo Double Bed Bliss Getaway near Disney
A decorative stone fountain with a twisted base, surrounded by vibrant red flowers and tropical foliage, set against a backdrop of a pool and palm trees.

13. Maple Leaf Inn & Suites

Maple Leaf Inn & Suites
2.5 star property
Kissimmee
6.8 out of 10, (72 reviews)
"The room was clean and the staff was okay "
United States
Shaneka
$59 nightly
The price is $67
Oct 18 - Oct 19
Total with taxes and fees
Maple Leaf Inn & Suites
A resort with a large central pool, multiple guest villas, and a scenic view of the surrounding landscape.

14. 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, (3,260 reviews)
"We had an amazing time ,the facility was spotless very roomy and great access to everything you may need."
United States
Sobeyda F
$273 nightly
The price is $310
Oct 17 - Oct 18
Total with taxes and fees
Regal Oaks Resort Vacation Townhomes by IDILIQ
A modern kitchen with a dining area, featuring a large island, grey and beige furniture, and a TV mounted on the wall.

15. 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
$229 nightly
The price is $257
Oct 25 - Oct 26
Total with taxes and fees
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
A spacious lobby with modern furniture, large windows, and a high ceiling.

16. 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, (1,479 reviews)
"Nice stay"
United States
Pamela
$257 nightly
The price is $292
Oct 29 - Oct 30
Total with taxes and fees
Vacation Townhomes by IDILIQ at Encantada Resort
A spacious lobby with a grand chandelier, large windows offering a view of a pool, and a second-floor balcony with a railing.

17. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,455 reviews)
"Clean rooms, great pool area, reasonably priced"
United States
Dean
$122 nightly
The price is $137
Oct 29 - Oct 30
Total with taxes and fees
The Berkley, Orlando
A modern kitchen with dark cabinetry, stainless steel appliances, and a granite countertop.

18. LOVELY LUXURY APARTMENT CLOSE DISNEY

LOVELY LUXURY APARTMENT CLOSE DISNEY
3.5 star property
Kissimmee
8.4 out of 10, Very good, (11 reviews)
"Nice appartment, everything you needed and clean and modern"
United Kingdom
Martyn
$281 nightly
The price is $318
Oct 18 - Oct 19
Total with taxes and fees
LOVELY LUXURY APARTMENT CLOSE DISNEY
A rustic outdoor seating area with wooden chairs and a fire pit, surrounded by a wooden fence and palm trees.

19. 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, (174 reviews)
"Outstanding customer service. The Savannah view was amazing!"
United States
Mansi
$535 nightly
The price is $602
Nov 3 - Nov 4
Total with taxes and fees
Disney's Animal Kingdom Villas - Kidani Village
A modern kitchen with white cabinets, a central island with bar stools, a stainless steel microwave, and a built-in oven.

20. Luxe King Suite Bliss Getaway Condo Near Disney

Luxe King Suite Bliss Getaway Condo Near Disney
Kissimmee
9.2 out of 10, Wonderful, (50 reviews)
"Very nice unit. Wonderful bed and pillows. The kitchen is very well stocked with kitchen items. The location was central to most everything. It’s about 35 minutes from Disney."
United States
Amy D.
$146 nightly
The price is $163
Oct 19 - Oct 20
Total with taxes and fees
Luxe King Suite Bliss Getaway 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

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent
"The property was beautiful. The staff was wonderful. The food is excellent. Drinks are great. I can’t say enough about this resort. I highly recommend it."
Donna 3-night trip
Posted 3 hours ago
Margaritaville Resort Orlando with H2O Waterpark

Price trends for vacation rentals in Kissimmee

Less expensive
More expensive
Next month
May
December
$228
Month
Price
January
$264
February
$232
March
$221
April
$191
May
$186
June
$226
July
$219
August
$212
September
$212
October
$219
November
$228
December
$269
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Kissimmee. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Kissimmee

Everything you need to know about Kissimmee vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kissimmee vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kissimmee vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kissimmee vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kissimmee. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Kissimmee in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kissimmee rentals

At Expedia, we put the best Kissimmee vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kissimmee rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kissimmee vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kissimmee. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.

What's the top vacation rental that Kissimmee has to offer?

Beautiful 9-bedroom house with AC in serene Kissimmee , Bring the whole Family !: This Kissimmee vacation home rental has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Other favorite homes for rent in Kissimmee are Newly Totally Renovated-Video Game Room-Private Pool and Spacious villa with themed bedrooms and private pool.

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.