Kissimmee Vacation Rentals

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Vacation Rentals in Kissimmee

Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5399)
"the floors to the rooms where all dirty, with cigarette buds, spilled things in the floor. I notified that someone spill in the floor twhen we left the netx day we arrived and the only thing they did was put a caution sign and never cleaned it; i stayed for a whole week and the only thing they did was put that sign which was very uncomfortable cause you had to pass through that hall all the time to get to the rooms. The green areas where a little forgotten too. Other than that the personal at...
The price is $70
includes taxes & fees
$62 per night
Jul 28 - Jul 29
Seralago Hotel & Suites Main Gate East
Flamingo Waterpark Resort
3.0 star property
6.8 out of 10, (1234)
"El hotel necesita un retoque de pintura y mantenimiento y reaparacion de algunas zonas de las piscinas, de los toboganes y de las habitaciones. En cuanto a limpieza de habitaciones,, lobby y areas exteriores, todo muy limpio, y la comunicación con el personal muy buena."
The price is $129
includes taxes & fees
$117 per night
Aug 11 - Aug 12
Flamingo Waterpark Resort
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (923)
"We love it here. This is our second time staying at the cottages. Check in is quick, the property is clean and welcoming. "
Margaritaville Resort Orlando Cottages by Rentyl
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (1557)
"Excellent option if you are coming from far to visit the theme parks and only want a place to crash. Rooms are fairly clean. I got a room facing the street, so the street noise was sometimes an issue, mainly due to the constant sirens of fire dept, sheriff and ambulances."
The price is $86
includes taxes & fees
$75 per night
Jul 29 - Jul 30
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Vacation Village at Parkway
3.0 star property
8.4 out of 10, Very Good, (1323)
"This place was great! Just stayed for 2 nights. Our suite was spacious, clean and quiet. One shopping order from a local store and we never moved the car! Can’t wait to come back!!"
Vacation Village at Parkway
Embassy Suites by Hilton Orlando Lake Buena Vista South
3.5 star property
9.2 out of 10, Wonderful, (1790)
"I really like staying at Embassy hotels, this one was my second stay in Florida and it was ok, but they can use new furniture in the lobby room sofas looked aged. In the shower there was a smell of mildew that can use attention to, the omelette for breakfast were so so not like the ones they make in San Juan Pr embassy, also I felt bug while sleeping that freaked me out the one night. Overall it was ok. "
The price is $159
includes taxes & fees
$140 per night
Aug 4 - Aug 5
Embassy Suites by Hilton Orlando Lake Buena Vista South
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1486)
"Home away from our house, loved it want to live there."
The Berkley, Orlando
Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
8.4 out of 10, Very Good, (2728)
"Hot tub unusable"
The price is $277
includes taxes & fees
$244 per night
Aug 26 - Aug 27
Regal Oaks Resort Vacation Townhomes by IDILIQ
Reunion Resort & Golf Club
5.0 star property
8.6 out of 10, Excellent, (1148)
"Family fun, relaxing, golf, water park, amazing beautiful townhouse… we absolutely loved it all!!"
The price is $349
includes taxes & fees
$307 per night
Aug 17 - Aug 18
Reunion Resort & Golf Club
Modern Luxury Villa with Everything
9.8 out of 10, Exceptional, (318)
"We treated our children to our 50th anniversary vacation to have all the Grandkids together. We are scattered about and some haven’t seen one another in a year or more! My Grandkids had the best time, the looks on their faces when they saw the game room and the theatre was priceless!! They were perfect, didn’t fight, literally said they were going to miss one another, asking to stay longer and my youngest Grandson who will be 4 in Aug. asked to stay 5 more days!!! Lol..it was PERFECT!!! My sons...
Modern Luxury Villa with Everything
Club Wyndham Cypress Palms
3.5 star property
8.8 out of 10, Excellent, (1506)
"Everything about this property was amazing. I liked how we were able to communicate with the staff to accommodate our needs!"
Club Wyndham Cypress Palms
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (879)
"Very good "
The price is $125
includes taxes & fees
$114 per night
Jul 29 - Jul 30
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1282)
"Private swimming pool "
The price is $321
includes taxes & fees
$282 per night
Jul 28 - Jul 29
Encantada Resort Vacation Townhomes by IDILIQ
Magic Village Yards, Trademark Collection by Wyndham
4.0 star property
9.2 out of 10, Wonderful, (1082)
"All around excellent and relaxing "
Magic Village Yards, Trademark Collection by Wyndham
Lakeview Luxury Villa with Everything
10.0 out of 10, Exceptional, (260)
"Easy to find and once we went in, it was exactly as it was pictured and more! The kids loved the swimming pool. Lots of room for all of us! Not too far from attractions. Game room was a plus for the older kids and adults. Only reported a couple of things and they were reconciled quickly. Either that day or the next. Will definitely come back and highly recommend this to others!!!! Thank you again for sharing your house with me and my family!"
Lakeview Luxury Villa with Everything
Lifetime of Vacations Resort
3.0 star property
9.2 out of 10, Wonderful, (93)
"Great location and near Disney World. The place is a bit dated but it is well maintained. Plenty of shopping and food options around. Have access to everything the resort offers and is very peaceful! I would stay there again without a worry."
Lifetime of Vacations Resort
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
9.2 out of 10, Wonderful, (17)
"Property manager was very on top of things, the property was clean, amenities were great. Would definitely stay again"
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
Caribbean Villa
9.6 out of 10, Exceptional, (14)
"Property was fine for our needs"
The price is $227
includes taxes & fees
$203 per night
Jul 29 - Jul 30
Caribbean Villa
Ultimate Lakeview Villa with Everything!
9.8 out of 10, Exceptional, (296)
"Came here with 2 other families. House was amazing and clean! We all had plenty to do in the house and around the area. Management had wonderful communication. We had the best time and only wished we had booked for longer! We would definitely stay here again!"
Ultimate Lakeview Villa with Everything!
⭐⭐⭐⭐⭐Expansive family-friendly vacation home, themed rooms, water park, fitness
10.0 out of 10, Exceptional, (3)
"Great property"
⭐⭐⭐⭐⭐Expansive family-friendly vacation home, themed rooms, water park, fitness
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.

Price trends for vacation rentals in Kissimmee

Less expensive
More expensive
Next month
September
February
$131
Month
Price
January
$128
February
$159
March
$151
April
$122
May
$133
June
$117
July
$117
August
$131
September
$110
October
$114
November
$124
December
$133
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

Hilton Vacation Club Mystic Dunes Orlando
9.0 out of 10, Wonderful, (3333)
"Our stay here was perfect. The whole villa was spotless. Bed were comfy! "
The price is $133
includes taxes & fees
$117 per night
Aug 4 - Aug 5
Hilton Vacation Club Mystic Dunes Orlando
Red Lion Hotel Orlando Lake Buena Vista South
3.5 star property
8.8 out of 10, Excellent, (4295)
"Always a great stay . The only hotel I stay in Kissimmee FL "
The price is $91
includes taxes & fees
$83 per night
Aug 1 - Aug 2
Red Lion Hotel Orlando Lake Buena Vista South
Palazzo Lakeside Hotel
3.0 star property
8.0 out of 10, Very Good, (4350)
"Staff was very friendly front desk lady Andrea was very helpful "
The price is $82
includes taxes & fees
$72 per night
Jul 28 - Jul 29
Palazzo Lakeside Hotel
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 $70 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 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 spa tub. Some other homes for rent in Kissimmee include Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney! and ⭐⭐⭐⭐⭐Expansive family-friendly vacation home, themed rooms, water park, fitness.

How many vacation rentals are there in Kissimmee?

Choose from 18571 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 Capone's Dinner Show. 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

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.)