Search Holiday Rentals in West Kissimmee

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Top Holiday Rentals in West Kissimmee

5 outdoor pools
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, (4734)
"This is a very good resort with a few options of pools and bars and restorants. It even has a Starbucks coffee shop with in. The apartments are slightly dated with old appliances and TV is not bigger than a computer screen. The materass is a bit old too and not the most comfortable. Overall good value for your money."
The price is €173
includes taxes & fees
30 May - 31 May
Summer Bay Orlando by Exploria Resorts
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1415)
"Nice and clean "
The Berkley, Orlando
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (846)
"great stay"
Margaritaville Resort Orlando Cottages by Rentyl
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2 outdoor pools, pool umbrellas, pool loungers
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1255)
"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 €242
includes taxes & fees
12 Jun - 13 Jun
Encantada Resort Vacation Townhomes by IDILIQ
Lake
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
Outdoor pool, pool umbrellas, pool loungers
Grand Lake Resort
3.0 star property
9.0 out of 10, Wonderful, (86)
"Very courteous staff "
Grand Lake Resort
Interior
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!
Condo, 2 Bedrooms, Hot Tub, Garden View (Standard Bahama Bay San Salvador Vill) | Property grounds
Bahama Bay Resort
3.5 star property
8.6 out of 10, Excellent, (2024)
"We had a lower end 2 bedroom unit. Very spacious & updated nicely. We will definitely return to this resort. "
Bahama Bay Resort
Outdoor pool
Caribe Cove Resort
3.5 star property
8.8 out of 10, Excellent, (2227)
"The salt water pool is heated. The mattresses were lumpy, shower in master bath wasn't useable, carpet is worn, ice dispenser stuck. In need of some updating but overall was a good value. Front desk people were great and super helpful. "
Caribe Cove Resort
Private pool
Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, (114)
"The space is very accommodating to families - lots of space for everyone to move around. The linens were clean and the beds were comfortable. My only concern was the unit number was missing from my confirmation so we had to call in to get that. Thankfully we got an answer right away! The other was the upstairs bathroom toilet seal needs replaced - it leaks and the ring around it was nasty."
Formosa Valley Resort by UNE Homes
Indoor pool, outdoor pool
VERY CLOSE TO DISNEY! Fabulous 5 bed Home! Sleeps 11 Pool, Spa, Theater, Gated
10.0 out of 10, Exceptional, (36)
"We used this property for a group trip to Orlando, particularly visiting Universal, and it was perfect for our needs! The kids (17-18yr) enjoyed the pool and hot tub and swam nearly non-stop. They also enjoyed using the theater room quite a bit. The house was clean and in good condition. Bedrooms are comfortable and adequate for varying rooming needs. The location is at the end of a neighborhood/cul-de-sac which adds some extra privacy. The neighborhood is very nice and felt secure. Check-in...
VERY CLOSE TO DISNEY! Fabulous 5 bed Home! Sleeps 11 Pool, Spa, Theater, Gated
Pool
Windsor Palms Resort Free wifi Olympic size pool 3 miles to Disney new listing!
10.0 out of 10, Exceptional, (17)
"We were very pleased with the property. Everything was just as pictured and very clean. We had one tiny hiccup checking in, but the property owner got back to us immediately and it was smooth sailing after. The location was perfect, close to all the parks and plenty of dining and shopping options. Would definitely recommend staying here to anyone."
Windsor Palms Resort Free wifi Olympic size pool 3 miles to Disney new listing!
Property grounds
Gorgeous home: Movie room + Stunning Private pool + Splash zone!
8.4 out of 10, Very good, (21)
"We had a great time, and the house was beautiful. We had no issues at all."
Gorgeous home: Movie room + Stunning Private pool + Splash zone!
Fridge, microwave, oven, stovetop
Relaxing Lake Front House near the Mouse
9.6 out of 10, Exceptional, (88)
"We enjoyed our stay. The home was as advertised- clean, convenient to the parks and roomy. Lisa was very quick to respond to any questions we had. We would stay again!"
Relaxing Lake Front House near the Mouse
Pool
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
10.0 out of 10, Exceptional, (237)
"First time staying off Disney property. Pleasantly surprised that we saved time by using a rental car, parking in Preferred Parking ($20 extra), and avoiding the whole internal transportation nightmare. Took us half an hour max each way, including parking and walking. Thinking back to our resort stays, we walked about 10 minutes to our resort bus stop. Then waited 5 to 20 minutes for the bus. Then a 10 to 20 minute ride to the park. Then another 10 to 15 minute walk from the bus stop to the...
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
Fridge, microwave, oven, stovetop
BEST ROOMS! StarWars, HPotter, Cinderella, Moana, Pirates, Belle...Disney 8 min!
10.0 out of 10, Exceptional, (197)
"Janalyn was lovely to work with. We were three families staying in the house and the kids had a blast."
BEST ROOMS! StarWars, HPotter, Cinderella, Moana, Pirates, Belle...Disney 8 min!
Fridge, microwave, oven, stovetop
☼ Luxury Home * Private Pool ☼ 3 Miles from Disney - 200 5-Star Reviews ★ ★★ ★★
9.6 out of 10, Exceptional, (230)
"We had a great stay at this property although it was cut short by flight delays and cancelations. Great location, close to the parks. Our grandson loved having his own pool. Would stay there again."
☼ Luxury Home * Private Pool ☼ 3 Miles from Disney - 200 5-Star Reviews ★ ★★ ★★
Property grounds
Luxury Orlando Villa with PrivateTheater at pool area
9.8 out of 10, Exceptional, (15)
"This was such an amazing property for our family. Great location for my family to enjoy the parks and an excellent pool and game room to unwind with after a long day. Communication with the property management was speedy and super helpful. I wish we could have stayed longer and will definitely be a location at the top of our list to visit again when we are in the area! Thanks again for a great stay!"
Luxury Orlando Villa with PrivateTheater at pool area
Pool
CINDERELLA'S CASTLE Close to Disney, ONE story Home_5 bedrooms 4 baths_Pool/Spa
9.8 out of 10, Exceptional, (16)
"Very nice property. Lots of room, beds were very comfortable."
CINDERELLA'S CASTLE Close to Disney, ONE story Home_5 bedrooms 4 baths_Pool/Spa
Pool
3BD/2BA Comfy Updated Condo Near Disney
10.0 out of 10, Exceptional, (4)
"Excellent except the floor left feet dirty. But otherwise, it was perfect."
3BD/2BA Comfy Updated Condo Near Disney
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See all available properties in West 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 West Kissimmee you may be interested in

4 outdoor pools, pool cabanas (surcharge), pool umbrellas
Hilton Vacation Club Mystic Dunes Orlando
3.5 star property
8.8 out of 10, Excellent, (3164)
"We will definitely be back to stay here again. "
The price is €122
includes taxes & fees
4 Jun - 5 Jun
Hilton Vacation Club Mystic Dunes Orlando
2 outdoor pools, pool umbrellas, pool loungers
Hilton Vacation Club Aqua Sol Orlando West
3.5 star property
8.6 out of 10, Excellent, (3540)
"Espectacular"
The price is €105
includes taxes & fees
9 Jun - 10 Jun
Hilton Vacation Club Aqua Sol Orlando West
Lobby
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (3034)
"Great time"
The price is €224
includes taxes & fees
10 Jun - 11 Jun
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.

Frequently asked questions

Are there holiday rentals in West Kissimmee?

Yes, there are holiday rentals in West Kissimmee close to Island H2O Live!, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit West Kissimmee speak highly of the fun-filled water park. Make sure you have time to check out the football matches while you're in the area.

How many holiday rentals will I find in West Kissimmee?

Choose from 7792 Expedia holiday rentals in West Kissimmee for a memorable holiday.

What can I see and do in West Kissimmee?

Family-friendly attractions include Island H2O Live!, whereas Lake Davenport is a spot to enjoy the outdoors. While in the area, you can also visit popular places such as Disney's Animal Kingdom® Theme Park and Disney's Blizzard Beach Water Park.

What are holiday rentals like in West Kissimmee?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in West Kissimmee. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.

Recent reviews of West Kissimmee properties
Expedia verified reviews