Kissimmee Vacation Rentals

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Vacation Rentals in Kissimmee

Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (6010)
"Low cost by clean and comfortable. Have stayed many times always very easy check in and friendly staff"
The price is CA $75
CA $107 total
includes taxes & fees
Jun 9 - Jun 10
Ramada by Wyndham Kissimmee Gateway
Flamingo Waterpark Resort
3.0 star property
6.8 out of 10, (1171)
"Una estadía amena, el personal muy atento y cerca de muchas cosas. El parque de aguas excelente para las atracciones que tiene."
The price is CA $96
CA $155 total
includes taxes & fees
Jun 25 - Jun 26
Flamingo Waterpark Resort
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5297)
"Very basic nothing to brag about "
The price is CA $57
CA $89 total
includes taxes & fees
Jun 9 - Jun 10
Seralago Hotel & Suites Main Gate East
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Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (1457)
"Really enjoyed our stay and would definitely book it again"
The price is CA $83
CA $133 total
includes taxes & fees
Jun 13 - Jun 14
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (850)
"The property is beautifully kept, rooms clean, excellent service! Love movies on the lawn, pool was clean and food good! Slide and lifeguards too!"
Margaritaville Resort Orlando Cottages by Rentyl
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very good, (1272)
"Rooms and facilities need updating"
Vacation Village at Parkway
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1421)
"Wonderful stay all the way around!"
The Berkley, Orlando
Spectrum Resort Orlando
4.0 star property
9.2 out of 10, Wonderful, (197)
"Loved our stay. Great for families. We will be back again! "
Spectrum Resort Orlando
Embassy Suites by Hilton Orlando Lake Buena Vista South
3.5 star property
9.2 out of 10, Wonderful, (1724)
"The hotel was very clean and friendly staff! I stayed with my 3 kids and they had a great time! "
The price is CA $192
CA $218 total
includes taxes & fees
Jun 9 - Jun 10
Embassy Suites by Hilton Orlando Lake Buena Vista South
Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
8.4 out of 10, Very good, (2685)
"I will stay again. "
The price is CA $198
CA $445 total
includes taxes & fees
Jun 25 - Jun 26
Regal Oaks Resort Vacation Townhomes by IDILIQ
Reunion Resort & Golf Club
5.0 star property
8.6 out of 10, Excellent, (1126)
"Excellent service "
The price is CA $381
CA $488 total
includes taxes & fees
Jun 13 - Jun 14
Reunion Resort & Golf Club
Club Wyndham Cypress Palms
3.5 star property
8.8 out of 10, Excellent, (1468)
"Everything went good."
Club Wyndham Cypress Palms
Modern Luxury Villa with Everything
9.8 out of 10, Exceptional, (301)
"Amazing staying"
Modern Luxury Villa with Everything
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1256)
"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 CA $140
CA $360 total
includes taxes & fees
Jun 23 - Jun 24
Encantada Resort Vacation Townhomes by IDILIQ
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (859)
"wonderful experience "
The price is CA $140
CA $195 total
includes taxes & fees
Jun 18 - Jun 19
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
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
Lakeview Luxury Villa with Everything
10.0 out of 10, Exceptional, (235)
"The property was perfect for our family vacation and the kids had so much fun. To say they were excited when we arrived would be an understatement. The house was very comfortable and plenty of room."
Lakeview Luxury Villa with Everything
Magic Village Yards, Trademark Collection by Wyndham
4.0 star property
9.2 out of 10, Wonderful, (1072)
"The location of this property and convenience is amazing "
The price is CA $445
CA $848 total
includes taxes & fees
Jul 1 - Jul 2
Magic Village Yards, Trademark Collection by Wyndham
Lifetime of Vacations Resort
3.0 star property
9.0 out of 10, Wonderful, (83)
"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!
9.8 out of 10, Exceptional, (12)
"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
May
February
CA $166
CA $164
Month
Price
January
CA $157
February
CA $189
March
CA $189
April
CA $136
May
CA $119
June
CA $166
July
CA $164
August
CA $142
September
CA $124
October
CA $135
November
CA $137
December
CA $180
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
3.0 star property
8.0 out of 10, Very good, (4077)
"Good location, good price, super friendly staff, room could have been cleaner. Sticky spots on floor, no door lock flap*. "
The price is CA $51
CA $99 total
includes taxes & fees
Jul 1 - Jul 2
Palazzo Lakeside Hotel
Hilton Vacation Club Mystic Dunes Orlando
3.5 star property
8.8 out of 10, Excellent, (3216)
"It was so beautiful we extended our stay"
The price is CA $127
CA $190 total
includes taxes & fees
Jul 8 - Jul 9
Hilton Vacation Club Mystic Dunes Orlando
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (3064)
"Was a good quick getaway. Margaritaville was great place to stay and also charging stations for electric cars inside the hotel. What i didnt like cars were patk in the spot without charging their vehicle which isnt right. Thw hotel needs to have more control who ia using the charging stations. "
The price is CA $190
CA $278 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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Kissimmee. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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