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)
"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 P2,408
P3,784 total
includes taxes & fees
May 23 - May 24
Seralago Hotel & Suites Main Gate East
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5928)
"Quick check in. Nice room. A go to for a quick weekend stay. "
The price is P2,556
P3,820 total
includes taxes & fees
May 29 - May 30
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 P4,167
P6,640 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)
"It was wonderful, clean and very quiet! Perfect staycation "
Margaritaville Resort Orlando Cottages by Rentyl
Aerial view
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very Good, (1257)
"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)
"Good Service "
The price is P3,426
P5,268 total
includes taxes & fees
Jun 2 - Jun 3
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)
"Nice and clean "
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, (1702)
"Quite,clean ,comfortable bed "
The price is P8,314
P9,436 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 P7,301
P17,653 total
includes taxes & fees
Jun 3 - Jun 4
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)
"3 bedroom condo was clean spacious our part of the resort was quiet "
The price is P15,431
P19,844 total
includes taxes & fees
Jun 8 - Jun 9
Reunion Resort & Golf Club
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 P6,876
P16,295 total
includes taxes & fees
Jun 10 - Jun 11
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 P4,815
P6,999 total
includes taxes & fees
May 28 - May 29
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
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
Outdoor pool, pool umbrellas, sun loungers
Grand Lake Resort
3.0 star property
9.0 out of 10, Wonderful, (85)
"Very courteous staff "
Grand Lake Resort
3 outdoor pools, open 9:00 AM to midnight, pool umbrellas, sun loungers
Celebration Suites
3.0 star property
7.8 out of 10, Good, (4056)
"No need for the extra room but good if more people with you "
Celebration Suites
Outdoor pool, pool umbrellas, sun loungers
Vacation Villas 2, a Ramada by Wyndham
3.5 star property
8.6 out of 10, Excellent, (1234)
"It’s outdated but still a great spot to stay. Very safe and quite "
Vacation Villas 2, a Ramada by Wyndham
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.

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, (3132)
"It was an amazing stay!! I checked in on the 16th of May, and was in the property for 2 days. I was there for business, not pleasure. The first thing that was awesome was Gabrielle who checked me in, so pleasant and professional, she was truly sincere when she let me know that anything I needed to contact her immediately. I checked out on Saturday m, where Sharlene was so pleasant and shared with me the opportunity to return and maybe become a club member, emphasizing that I am under no...
The price is P5,047
P7,699 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, (3972)
"Very good place"
The price is P2,709
P4,716 total
includes taxes & fees
May 28 - May 29
Palazzo Lakeside Hotel
Lobby
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (3001)
"This property is amazing as always! Clean rooms, friendly staff, and awesome amenities!"
The price is P8,135
P11,860 total
includes taxes & fees
May 27 - May 28
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.

Search for holiday rentals in Kissimmee on Expedia! You can easily find your home rentals, villas, holiday apartments in Kissimmee using one of the methods below:

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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 Storey Lake 9 Bed Game Room & Pool 9 Bedroom Home by Redawning.

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

Destiny Palms Hotel Maingate West

Destiny Palms Hotel Maingate West

5/5 Excellent
"The staff was very accesible and kind! The only thing I would recomend is to have housekeeping daily services and adding breakfast! Everything else was great!!! "
A verified traveler stayed at Destiny Palms Hotel Maingate West
Posted 15 hours ago
Destiny Palms Hotel Maingate West