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Top Holiday Rentals in West Kissimmee

Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, 4,760 reviews
"We had a cabana room for the family. Perfect. Walk out to the pool and the beach and offered protection for kids from sun. Staff was very nice and helpful. Nice pool bar and solid restaurant. Really nice place. "
The price is £142
includes taxes & fees
27 Jun - 28 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
"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
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, 1,423 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 £207
includes taxes & fees
23 Jun - 24 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, 13 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, 37 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
BEST ROOMS! StarWars, HPotter, Cinderella, Moana, Pirates, Belle...Disney 8 min!
10.0 out of 10, Exceptional, 199 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!
Relaxing Lake Front House near the Mouse
9.6 out of 10, Exceptional, 89 reviews
"This was our first time using VRBO and it was a good experience. The location is great, close to the Disney parks and Universal Studios. There are also a lot of restaurants and shops nearby. Communication with the owner was great. The home was clean, but could use a little updating. The decor and flooring was dated. It suited our needs though. Everyone enjoyed the pool after a long, hot day at the parks."
Relaxing Lake Front House near the Mouse
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
10.0 out of 10, Exceptional, 241 reviews
"Very comfortable and clean home. Owners communicated quickly to our questions. Proximity to parks , perfect. Would stay there again."
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!
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!
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, 148 reviews
"We enjoyed our stay very much the drive to the Disney park was as described the condo was very nice and exactly as described would stay here again"
Bahama Bay Highest Rated, best Location 3BR/2Bath, Recently Renovated 3rd Floor
3BD/2BA Comfy Updated Condo Near Disney
10.0 out of 10, Exceptional, 4 reviews
"Excellent except the floor left feet dirty. But otherwise, it was perfect."
3BD/2BA Comfy Updated Condo Near Disney
Beautiful Home w/Private pool , quiet & gated , WiFi - mins from Disney
9.0 out of 10, Wonderful, 80 reviews
"The home was very comfortable with nice private pool. There were also 2 community pools and a hot tub. We would suggest a King size bed with a firm foundation as the Queen in the master bedroom jiggled a lot when one person moved. Good laundry facilities and all the utensils one would need in the Kitchen. The dishwasher was nice, but was not very good at cleaning things as many had to be hand washed after the dishwasher cycle. The property manager was very responsive to all requests. Nice quiet...
Beautiful Home w/Private pool , quiet & gated , WiFi - mins from Disney
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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, 3,218 reviews
"It was so beautiful we extended our stay"
The price is £109
includes taxes & fees
8 Jul - 9 Jul
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Aqua Sol Orlando West
3.5 star property
8.6 out of 10, Excellent, 3,586 reviews
"My families favorite resort when visiting Orlando and we have time to actually enjoy amenities. "
The price is £96
includes taxes & fees
1 Jul - 2 Jul
Hilton Vacation Club Aqua Sol Orlando West
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, 3,067 reviews
"Good"
The price is £157
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.

Everything you need to know about West Kissimmee holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the West Kissimmee holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 West Kissimmee holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

West Kissimmee holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in West Kissimmee. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A West Kissimmee holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of West Kissimmee holiday rentals we have selected for you start as low as £142 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on West Kissimmee rentals

At Expedia, we put the best West Kissimmee holiday 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 West 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 West Kissimmee holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around West 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

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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