West Kissimmee Holiday Rentals

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Holiday Rentals in West Kissimmee

Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, 4,755 reviews
"Had a great time. Beautiful resort. This is my 2nd time here and I definitely would come back again. "
The price is NZ$303
includes taxes & fees
5 Jun - 6 Jun
Summer Bay Orlando by Exploria Resorts
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, 850 reviews
"Property was absolutely beautiful! The cottages were amazing! We got to use the amenities after checking out. I would highly recommend this place with families with children. If you want to go to a resort to relax by the pool, this isn’t it, this is more for people with families. The cottages are well equipped for families. Overall his beautiful !!"
Margaritaville Resort Orlando Cottages by Rentyl
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, 1,420 reviews
"Wonderful stay all the way around!"
The Berkley, Orlando
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Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, 1,256 reviews
"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 NZ$431
includes taxes & fees
18 Jun - 19 Jun
Encantada Resort Vacation Townhomes by IDILIQ
Lifetime of Vacations Resort
3.0 star property
9.0 out of 10, Wonderful, 83 reviews
"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
Grand Lake Resort
3.0 star property
9.0 out of 10, Wonderful, 88 reviews
"Very courteous staff "
Grand Lake Resort
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
9.8 out of 10, Exceptional, 12 reviews
"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!
Bahama Bay Resort
3.5 star property
8.6 out of 10, Excellent, 2,025 reviews
"Friendly and beautiful. If there was an issue it was addressed quickly. Always love staying here. "
Bahama Bay Resort
Caribe Cove Resort
3.5 star property
8.8 out of 10, Excellent, 2,227 reviews
"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
VERY CLOSE TO DISNEY! Fabulous 5 bed Home! Sleeps 11 Pool, Spa, Theater, Gated
10.0 out of 10, Exceptional, 36 reviews
"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
Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, 115 reviews
"Accessible and clean "
Formosa Valley Resort by UNE Homes
Windsor Palms Resort Free wifi Olympic size pool 3 miles to Disney new listing!
10.0 out of 10, Exceptional, 17 reviews
"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!
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
10.0 out of 10, Exceptional, 240 reviews
"This could not have been a better place to stay."
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
Gorgeous home: Movie room + Stunning Private pool + Splash zone!
8.4 out of 10, Very good, 21 reviews
"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!
Relaxing Lake Front House near the Mouse
9.6 out of 10, Exceptional, 88 reviews
"We really enjoyed our weekend in Orlando! The house fit our needs perfectly. Very clean and the communication was excellent."
Relaxing Lake Front House near the Mouse
BEST ROOMS! StarWars, HPotter, Cinderella, Moana, Pirates, Belle...Disney 8 min!
10.0 out of 10, Exceptional, 198 reviews
"JanaLynn is a fabulous host. We had a wonderful time. The location is perfect for visiting Disney and the house is so fun to explore."
BEST ROOMS! StarWars, HPotter, Cinderella, Moana, Pirates, Belle...Disney 8 min!
CINDERELLA'S CASTLE Close to Disney, ONE story Home_5 bedrooms 4 baths_Pool/Spa
9.8 out of 10, Exceptional, 16 reviews
"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
Bahama Bay Highest Rated, best Location 3BR/2Bath, Recently Renovated 3rd Floor
9.8 out of 10, Exceptional, 147 reviews
"Super nice"
Bahama Bay Highest Rated, best Location 3BR/2Bath, Recently Renovated 3rd Floor
Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
10.0 out of 10, Exceptional, 303 reviews
"Perfect for large family with children from 11months to 13yr. Very clean and convenient location. We loved it!!!"
Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
☼ Luxury Home * Private Pool ☼ 3 Miles from Disney - 200 5-Star Reviews ★ ★★ ★★
9.6 out of 10, Exceptional, 230 reviews
"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 ★ ★★ ★★
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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

Hilton Vacation Club Mystic Dunes Orlando
3.5 star property
8.8 out of 10, Excellent, 3,207 reviews
"Very convenient to everything, from shopping to theme park! Rooms still nice even though its outdated. "
The price is NZ$251
includes taxes & fees
1 Jul - 2 Jul
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Aqua Sol Orlando West
3.5 star property
8.6 out of 10, Excellent, 3,566 reviews
"Very nice place to stay with many activities. It’s too bad we were only staying one night and didn’t have time to use the amenities. It would have been nice to opt out of activities and not pay the additional fee, but the suite was very spacious and would be great for a family. "
The price is NZ$184
includes taxes & fees
10 Jun - 11 Jun
Hilton Vacation Club Aqua Sol Orlando West
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, 3,058 reviews
"It’s beautiful and there are great activities to do. "
The price is NZ$343
includes taxes & fees
5 Jun - 6 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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our West Kissimmee holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up West Kissimmee. 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 West Kissimmee. Seeing all the best attractions is bound to make you fall in love with West Kissimmee. Who knows, you may even be tempted to extend your 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 holiday 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 West Kissimmee short-term rentals, that won’t be hard to do.

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.

What are some of the best holiday rentals that West Kissimmee has to offer?

The Berkley, Orlando (No Resort Fees): This highly rated holiday home rental in West Kissimmee offers a furnished patio, a terrace and a BBQ 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 holiday with an arcade/games room and a hot tub. Other favourite homes for rent in West Kissimmee are Summerville Vacation Homes by Columbia Management and Beautiful 3 bed / 3 Bath Townhome in Windsor Hills Resort - Minutes From Disney!.

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.

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