Kissimmee Vacation Rentals

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Vacation Rentals in Kissimmee

Ramada by Wyndham Kissimmee Gateway
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, 5,974 reviews
"It was an old hotel but everything was clean , people around the property were nice.Very close to the parks.Only 10 minutes drive . The area around the hotel was very nice too. "
The price is $44
$66 total
includes taxes & fees
Jun 2 - Jun 3
Ramada by Wyndham Kissimmee Gateway
Flamingo Waterpark Resort
Water park
Flamingo Waterpark Resort
3.0 star property
6.8 out of 10, 1,162 reviews
"Good hotel, water park really fun, need a little work but is fun!!!"
The price is $76
$119 total
includes taxes & fees
Jun 16 - Jun 17
Flamingo Waterpark Resort
Seralago Hotel & Suites Main Gate East
2 outdoor pools, a heated pool, sun loungers
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, 5,288 reviews
"This hotel is one my family and I would usually book, however it has absolutely gone down hill fast. There is absolutely NO dining area on premises, zero ice machines, rust and mold in the rooms, and no coffee makers in any rooms. We had to go off property just to even get a meal or snack. Oh and housekeeping is done ONLY after you check out. So needless to say, we WON'T be staying here again."
The price is $42
$65 total
includes taxes & fees
Jun 2 - Jun 3
Seralago Hotel & Suites Main Gate East
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Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Property amenity
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
7.8 out of 10, Good, 1,452 reviews
"Place was clean close too dinning, shopping and attractions."
The price is $61
$98 total
includes taxes & fees
Jun 9 - Jun 10
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Margaritaville Resort Orlando Cottages by Rentyl
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, 847 reviews
"Nice, clean, and quiet. "
Margaritaville Resort Orlando Cottages by Rentyl
Vacation Village at Parkway
Aerial view
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very Good, 1,268 reviews
"We loved this resort. Definitely returning "
Vacation Village at Parkway
The Berkley, Orlando
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, 1,417 reviews
"Nice and clean "
The Berkley, Orlando
Embassy Suites by Hilton Orlando Lake Buena Vista South
2 restaurants, lunch, dinner served; American cuisine
Embassy Suites by Hilton Orlando Lake Buena Vista South
3.5 star property
9.2 out of 10, Wonderful, 1,717 reviews
"Loved the property, we had an amazing time without even leaving the property!! Free adult beverages, great dining options, and great customer service!! "
The price is $127
$144 total
includes taxes & fees
Jun 9 - Jun 10
Embassy Suites by Hilton Orlando Lake Buena Vista South
Spectrum Resort Orlando
Outdoor pool, sun loungers, lifeguards on site
Spectrum Resort Orlando
4.0 star property
9.2 out of 10, Wonderful, 196 reviews
"Loved our stay. Great for families. We will be back again! "
Spectrum Resort Orlando
Club Wyndham Cypress Palms
Private pool
Club Wyndham Cypress Palms
3.5 star property
8.8 out of 10, Excellent, 1,465 reviews
"Super clean"
Club Wyndham Cypress Palms
Regal Oaks Resort Vacation Townhomes by IDILIQ
2 outdoor pools, open 8:00 AM to 9:00 PM, cabanas (surcharge)
Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
8.4 out of 10, Very Good, 2,679 reviews
"The property was very clean and our townhome felt like home. "
The price is $151
$332 total
includes taxes & fees
Jun 2 - Jun 3
Regal Oaks Resort Vacation Townhomes by IDILIQ
Reunion Resort & Golf Club
Waterslide
Reunion Resort & Golf Club
5.0 star property
8.6 out of 10, Excellent, 1,126 reviews
"Excellent service "
The price is $279
$357 total
includes taxes & fees
Jun 4 - Jun 5
Reunion Resort & Golf Club
Modern Luxury Villa with Everything
Pool
Modern Luxury Villa with Everything
9.8 out of 10, Exceptional, 300 reviews
"This is a big home and was perfect for us. There were even some rooms that we didn't even use. Clean, great location, had everything we needed and wanted along with a pool! We couldn't have asked for more."
Modern Luxury Villa with Everything
Encantada Resort Vacation Townhomes by IDILIQ
2 outdoor pools, pool umbrellas, sun loungers
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, 1,255 reviews
"The breaker flipped and the power went out in the middle of me cooking. But maintenance was there pretty swiftly to get the power restored."
The price is $109
$271 total
includes taxes & fees
Jun 5 - Jun 6
Encantada Resort Vacation Townhomes by IDILIQ
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
Bar (on property)
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, 859 reviews
"wonderful experience "
The price is $98
$138 total
includes taxes & fees
Jun 9 - Jun 10
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
Lakeview Luxury Villa with Everything
Pool
Lakeview Luxury Villa with Everything
10.0 out of 10, Exceptional, 233 reviews
"Booked this villa due to price, location, but primarily facilities in property, such as themed kids rooms, games room pool and cinema as we were a party if 11 wanting space and entertainment. A.phitos on booking site did not do the place justice - it was amazing and the resort facilities such as lazy river, slides and club house were an added bonus. Location was central to all attractions and check in was easy. Had a small maintenance problem which was dealt with immediately and the whole...
Lakeview Luxury Villa with Everything
Storey Lake 9 Bed Game Room & Pool 9 Bedroom Home by RedAwning
Pool | A heated pool
Storey Lake 9 Bed Game Room & Pool 9 Bedroom Home by RedAwning
3.5 star property
Storey Lake 9 Bed Game Room & Pool 9 Bedroom Home by RedAwning
Magic Village Yards, Trademark Collection by Wyndham
Outdoor pool, pool umbrellas, sun loungers
Magic Village Yards, Trademark Collection by Wyndham
4.0 star property
9.2 out of 10, Wonderful, 1,071 reviews
"The location of this property and convenience is amazing "
The price is $326
$621 total
includes taxes & fees
Jul 1 - Jul 2
Magic Village Yards, Trademark Collection by Wyndham
Lifetime of Vacations Resort
Lake
Lifetime of Vacations Resort
3.0 star property
9.0 out of 10, Wonderful, 83 reviews
"Place is good Its a older place but its safe and in a great location. Staff is very nice and area is a hub for Disneyland merchandise. "
Lifetime of Vacations Resort
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
Interior
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
9.8 out of 10, Exceptional, 12 reviews
"The house was the perfect size and those beds. So comfy. The house is older but well maintained. Great communication with the host. We really felt safe and relaxed while we were there. Thank you again!!!"
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
Don't see what you're looking for?
See all available properties in Kissimmee
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.

Kissimmee Vacation Rental Travel Info

Number of vacation rentals
2,837
Popular accommodation
Kissimmee private vacation homes
Known landmarks
Discovery Cove, Aquatica and Disney's Typhoon Lagoon Water Park
International airport
Orlando, FL (MCO-Orlando Intl.)

Price trends for vacation rentals in Kissimmee

Less expensive
More expensive
This month
Next month
October
March
$133
$141
Month
Price
January
$130
February
$150
March
$152
April
$110
May
$110
June
$133
July
$141
August
$121
September
$116
October
$108
November
$115
December
$127
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.

Other types of properties in Kissimmee you may be interested in

Palazzo Lakeside Hotel
In-room safe, laptop workspace, blackout drapes, iron/ironing board
Palazzo Lakeside Hotel
3.0 star property
8.0 out of 10, Very Good, 4,031 reviews
"Just beautiful!"
The price is $57
$94 total
includes taxes & fees
Jun 4 - Jun 5
Palazzo Lakeside Hotel
Hilton Vacation Club Mystic Dunes Orlando
4 outdoor pools, cabanas (surcharge), pool umbrellas
Hilton Vacation Club Mystic Dunes Orlando
3.5 star property
8.8 out of 10, Excellent, 3,186 reviews
"Very clean."
The price is $105
$153 total
includes taxes & fees
Jun 4 - Jun 5
Hilton Vacation Club Mystic Dunes Orlando
Margaritaville Resort Orlando
Lobby
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, 3,044 reviews
"Pool drink prices expensive "
The price is $137
$201 total
includes taxes & fees
Jun 9 - Jun 10
Margaritaville Resort Orlando
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.

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 $42 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.

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 spa tub. Another good choice for your trip to Kissimmee is Upstay - Theme Rooms|Movie Theatre|Pool|Sleeps 18.

How many vacation rentals are there in Kissimmee?

Choose from 19272 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 Osceola Performing Arts Center and Medieval Times. 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.

Recent reviews of Kissimmee properties
Expedia verified reviews

Sonder Cirrus

Sonder Cirrus

5/5 Excellent
"Staff was great and gave us good Disney park tips. Conveniently located to theme parks and restaurants. Rooms were spacious and clean. The only thing that can use some improvement was the pool / hot tub. It needed some cleaning but other than that we will definitely recommend this place and will stay again. "
A verified traveler stayed at Sonder Cirrus
Posted 7 hours ago
Sonder Cirrus