Kissimmee Vacation Rentals

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Vacation Rentals in Kissimmee

2 outdoor pools, a heated pool, sun loungers
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5265)
"Excellent stay. Thank you"
The price is $42
$65 total
includes taxes & fees
May 22 - May 23
Seralago Hotel & Suites Main Gate East
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5925)
"Place was clean and quiet. The gentleman that checked me in was very pleasant and helpful"
The price is $44
$66 total
includes taxes & fees
May 28 - May 29
Ramada by Wyndham Kissimmee Gateway
Water park
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1148)
"We liked the property but the hours for the waterpark were confusing "
The price is $72
$115 total
includes taxes & fees
May 30 - May 31
Flamingo Waterpark Resort
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Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (842)
"Great place "
Margaritaville Resort Orlando Cottages by Rentyl
Aerial view
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very Good, (1256)
"I stay at a lot of resorts in the area!! This is one of my favorites 👍"
Vacation Village at Parkway
Property amenity
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (1440)
"The hotel was what I expected… the only thing I saw that could have been better is mold growing in the shower…. For the price I was satisfied "
The price is $59
$91 total
includes taxes & fees
May 27 - May 28
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1413)
"Amazing 4 bedroom condo loved everything about the place "
The Berkley, Orlando
Outdoor pool, sun loungers, lifeguards on site
Spectrum Resort Orlando
4.0 star property
9.2 out of 10, Wonderful, (191)
"Loved the place. Wished the pool was open longer. "
Spectrum Resort Orlando
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, (1701)
"everything is excellent"
The price is $144
$163 total
includes taxes & fees
Jun 2 - Jun 3
Embassy Suites by Hilton Orlando Lake Buena Vista South
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, (2669)
"Very nice place to stay "
The price is $116
$292 total
includes taxes & fees
Jun 16 - Jun 17
Regal Oaks Resort Vacation Townhomes by IDILIQ
Private pool
Club Wyndham Cypress Palms
3.5 star property
8.8 out of 10, Excellent, (1454)
"Great place to stay!"
Club Wyndham Cypress Palms
Waterslide
Reunion Resort & Golf Club
5.0 star property
8.6 out of 10, Excellent, (1120)
"Perfect for the family. "
The price is $262
$338 total
includes taxes & fees
May 26 - May 27
Reunion Resort & Golf Club
Pool
Modern Luxury Villa with Everything
9.8 out of 10, Exceptional, (294)
"The house was roomy, clean, and as advertised. The throughly enjoyed our stay!"
Modern Luxury Villa with Everything
2 outdoor pools, pool umbrellas, sun loungers
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1253)
"It was great besides no air conditioning upstairs where bedrooms are , even though they clean after you leave there should be a dust pan and mop to do cleaning while there "
The price is $119
$282 total
includes taxes & fees
Jun 9 - Jun 10
Encantada Resort Vacation Townhomes by IDILIQ
Bar (on property)
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (858)
"wonderful experience "
The price is $83
$121 total
includes taxes & fees
May 27 - May 28
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
Outdoor pool, pool umbrellas, sun loungers
Magic Village Yards, Trademark Collection by Wyndham
4.0 star property
9.2 out of 10, Wonderful, (1068)
"We stayed here because it is close to all the parks. Pleasantly surprised with the unit too. All new!"
Magic Village Yards, Trademark Collection by Wyndham
Game room
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
Pool
Lakeview Luxury Villa with Everything
10.0 out of 10, Exceptional, (231)
"The property was exactly as detailed in the advert and very impressive when you walked ghrough the front door. We've never been to Storey Lake before and now I'm rather regretting that. The location is perfect and the club facilities are an added bonus. Communication with the management team was the best I've experienced. On the few occasions I .messaged them, the response was almost immediate. My wife, family and I have been fortunate to visit Florida virtually every year since our initial...
Lakeview Luxury Villa with Everything
Lake
Lifetime of Vacations Resort
3.0 star property
9.0 out of 10, Wonderful, (82)
"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
Interior
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
10.0 out of 10, Exceptional, (11)
"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
Next month
April
December
$131
Month
Price
January
$125
February
$139
March
$132
April
$104
May
$125
June
$131
July
$138
August
$119
September
$114
October
$114
November
$128
December
$145
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

4 outdoor pools, cabanas (surcharge), pool umbrellas
Hilton Vacation Club Mystic Dunes Orlando
3.5 star property
8.8 out of 10, Excellent, (3130)
"Not very good handicap parking access to building. Building could use some maintenance . "
The price is $87
$133 total
includes taxes & fees
May 28 - May 29
Hilton Vacation Club Mystic Dunes Orlando
In-room safe, laptop workspace, blackout drapes, iron/ironing board
Palazzo Lakeside Hotel
3.0 star property
8.0 out of 10, Very Good, (3965)
"Very good place"
The price is $43
$78 total
includes taxes & fees
May 22 - May 23
Palazzo Lakeside Hotel
Lobby
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (3018)
"This property is amazing as always! Clean rooms, friendly staff, and awesome amenities!"
The price is $146
$211 total
includes taxes & fees
May 23 - May 24
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

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

5/5 Excellent
"Best hotel I ever stayed "
A verified traveler stayed at Delta Hotels by Marriott Orlando Celebration
Posted 11 hours ago
Delta Hotels by Marriott Orlando Celebration